Vacation rentals in Big Pine Key, FL with a pool

Explore 76 vacation rentals, homes, and villas with pools in Big Pine Key, FL for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $104 per night and homes offering up to 8 bedrooms and 8 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

76 Homes with Pools in Big Pine Key

Fishermen’s Paradise | Pool, 220’ Dock & Open-Water Views

Big Pine Key, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 2
$638 night

Welcome to Fishermen’s Paradise, a beautifully appointed open-water retreat on Big Pine Key. Enjoy a private heated pool, 220 feet of dockage for one guest boat, outstanding access to the backcountry, Gulf and Atlantic, and frequent visits from the island’s famous Key Deer. This Lower Keys escape is designed for unforgettable days on and off the water. Welcome to your perfect island retreat on Big Pine Key. Freshly remodeled and thoughtfully designed, this three-bedroom, four-bath waterfront home combines modern comfort with the natural beauty of the Lower Florida Keys. With 2,000 square feet of elevated living space, a private resort-style pool, private dockage for one guest boat and sweeping open-water views, this is the ideal place to relax, explore and enjoy life on the water. Boaters and anglers will appreciate the exceptional waterfront setup. Guests are welcome to dock one boat at the property during their stay, in accordance with Monroe County regulations. The like-new 220-foot dock offers some of the best boating access in the Lower Keys, with approximately 5 feet of water depth at the end of the dock. Amenities include a step-down platform, swim ladder, power, water and an outdoor shower for rinsing off after a day on the water. From here, you’ll enjoy quick access to the backcountry flats, Gulf waters and the Atlantic, making it easy to spend your days fishing, diving, snorkeling or exploring the countless islands and sandbars that make the Lower Keys so special. Anglers will appreciate the dedicated bait freezer located downstairs, along with a selection of fishing rods available for guest use. After a day on the water, enjoy a game of cornhole while taking in the waterfront setting. Want to explore beyond the boat? A local outfitter can deliver bikes, kayaks and paddleboards directly to the property. Your property manager can also provide recommendations for fishing charters, boat rentals and other local adventures. Inside, you’ll find a beautifully updated kitchen equipped for everything from quick breakfasts to fresh-catch dinners. A wine cooler and small ice maker make entertaining easy. To make your arrival even more relaxing, guests may arrange grocery delivery through their preferred delivery service before check-in, and we’ll gladly place everything inside the home so your vacation can begin the moment you walk through the door. Each bedroom serves as a private retreat with its own en-suite bathroom, generous storage space and smart TV with DirecTV Stream. Outside, unwind by the resort-style pool and take in the open-water views. The pool is heated from mid-October through mid-April, making it comfortable to enjoy during the cooler months. An outdoor refrigerator keeps drinks close at hand, while a selection of pool toys adds to the fun for guests of all ages. Keep an eye out for the island’s famous Key Deer, which are frequently spotted passing through the property. Found only in the Lower Florida Keys, these endangered miniature deer provide a unique wildlife-viewing opportunity that many guests remember long after their stay. **Sleeping Accommodations** • Primary Suite: King bed with large tub/shower combination • Guest Suite 1: Queen bed plus oversized twin chair bed with tub/shower combination • Guest Suite 2: Queen bed with private shower • Living Room: Queen sleeper sofa Big Pine Key is home to the National Key Deer Refuge, miles of scenic bike paths, excellent kayaking trails and some of the most pristine natural landscapes in the Florida Keys. Conveniently located near local restaurants, shops and marinas, the home is just 20 miles from Marathon, 31 miles from Key West and only 5 miles from Bahia Honda State Park, widely regarded as one of the most beautiful beaches in the Florida Keys. Spend your days boating, fishing, snorkeling, kayaking, wildlife watching or simply relaxing poolside with water views. Whether you’re planning a fishing trip, a family getaway or a relaxing escape by the water, this exceptional waterfront home offers the perfect setting for an unforgettable Keys vacation. **Good to Know** • Primary renter must be at least 25 years old and sign a rental agreement. • Maximum overnight occupancy is 8 guests. • All guests must be registered with the property manager. • No smoking or pets permitted. • Guests may bring and dock one boat and trailer during their stay, in accordance with Monroe County regulations. • The home is fully licensed for short-term vacation rentals, and all required county and state taxes are collected regardless of booking platform. • Shorter stays may be available when calendar openings permit.

Manatee Watch | 5 bedrooms, pool, ocean access

Big Pine Key, FL, US
5 Bedrooms 12 Guests
Sep 13 - Oct 11
$415 night

Gorgeous pool, big dock & easy ocean access from this 5 bed/4 bath home on Big Pine Key Discover your dream waterfront getaway on Big Pine Key! This impeccably updated 5-bedroom, 4-bathroom boating home offers unparalleled luxury and convenience, just seconds away from Pine Channel on the oceanside of Big Pine Key. Nestled just four houses in from Pine Channel, this stunning property features a breathtaking custom pool and spa, perfect for unwinding after a day of exploring the pristine waters. With a 60-foot concrete dock equipped with large piles with fenders, accommodating your big boat has never been easier. Convenient steps lead down into the deep water 70-foot wide canal, providing effortless access for swimming, kayaking, or paddleboarding. And keep your eyes peeled for endangered manatees, frequent visitors to the clear, deep canal. Boasting 2,400 square feet of meticulously designed living space, this isn’t your average Keys rental! The main floor features a king en suite with walk-in closet and a second king bedroom, plus a full bath off the hall. Upstairs, discover three additional bedrooms, including a king en suite with sleeper sofa, desk, large TV with game console and balcony with panoramic open water views. With two queen beds in the 2nd upstairs bedroom, another queen bed in the third and a full bath and seating area off the hall, there’s ample space for everyone to relax in comfort. Indulge your culinary aspirations in the fully equipped kitchen, complete with modern appliances including an instant pot, sous vide, and KitchenAid stand-alone mixer. Enjoy meals at the breakfast bar for three or gather around the dining room table that comfortably seats six. For outdoor dining, head to the poolside area. Unwind on one of the two covered porches, each offering peekaboo views of the open water. The waterfront custom pool and spa, featuring a waterfall and tanning ledge, provide the ultimate relaxation spot. Completed in March 2023, the pool measures 14 by 30 feet and boasts a stunning finish with pebble tech and custom tile. The spa backs up to a custom bar with a quartzite countertop, offering the perfect vantage point for soaking in the views of the pool and canal. There’s lockable storage downstairs for all of your gear, plus parking for three vehicles and a boat trailer. Experience luxury living on Big Pine Key – book your stay at this spectacular vacation rental today! The primary guest must sign a rental agreement. This is a minimum 28-day rental per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 12 people, and all overnight guests need to be registered with the property manager. Well-behaved dog permitted with manager’s approval and payment of nonrefundable $250 fee. No smoking. There’s a cap on electricity ($300) and water/sewer ($200). Pool heat available upon request for an additional charge.

Villa Jekjak

Summerland Key, FL, US
4 Bedrooms 8 Guests
Oct 31 - Nov 28
$746 night

Villa Jekjak- 4 BDR, luxury residence with pool & beach Enjoy the unobstructed 270-degree ocean view in this newly renovated beachfront residence. Located in the most exclusive part of Cudjoe Gardens this 2- story house is surrounded by the water on 3 sides. Three bedrooms and two bathrooms are impressively decorated in a soft coastal palette and are located on the second main living floor. Amble of natural light emphasizes the open and easy-flowing design of the main floor. Well-equipped chefs kitchen has top-of-the-line appliances and is a perfect retreat for culinary-inspired guests. Highlighted by the walls of glass doors, Family Friendly floorplan combines the living room, dining room and opens to the oceanfront terrace.  The vaulted ceiling adds great drama to the space. Light & Airy Master Suite features King Bed, a private Master Bathroom with a stand-up shower, and a large walk-in closet. The guest wing offers generously scaled 2 bedrooms and a shared bathroom. The downstairs Guest Quarter enclosure has an additional private queen bedroom, rec room, TV area, and a wet bar and full bathroom. The private pool is nestled on a sandy beach and surrounded by meticulously maintained grounds. Deep access to world class fishing and free dockage makes this house a boaters paradise! This house is truly Paradise Found! The property is PET-friendly with a non-refundable PET fee. Additional features: Washer & Dryer Central AC & ceiling fans throughout Starter supply paper products Starter set cleaning products Linens, bath, and pool towels Kitchen cookware, dishes, flatware, glassware Wireless high-speed internet Fully fenced private residence Housekeeping services available Original Art Private dock Private Beach and a hammock Outdoor Shower BEDROOMS>>Master- King Bed Guest Bedroom #1- Queen Bed Kids Room- Bunk Bed Downstairs Guest Quarter- 1 Queen Bed

Sirena Key | Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30min to Key West

Summerland Key, FL, US
5 Bedrooms 14 Guests
Sep 8 - Oct 6
$443 night

🏡 Amenities: Dock, Guest Cottage, Pool, Spa, Outdoor Kitchen, Firepit 🌊 Kayaks, and Paddle Boards 📍 30 Minutes to Key West and Marathon 🐶 Dog Friendly 🤝 24/7 Guest Support Welcome to Sirena Key, a luxury oceanfront gated estate in the exclusive island community of Summerland Key in the Florida Keys. This private vacation rental is designed for families and groups seeking the perfect blend of resort-style amenities and the comforts of home. Step through the gates and you’re greeted by a charming garden with bistro seating, a tranquil spot to relax while children enjoy the open grassy lawn. The estate includes a spacious main house with 4 bedrooms and 3.5 bathrooms, as well as a private guest cottage with a living room, pullout sofa, full kitchen, dining area, bed and bathroom. Together they create the ideal setup for multi-family getaways, offering both elegant gathering spaces and private areas. Outdoors, unwind beside the sparkling pool and spa, complete with hotel-style loungers, a cabana bed, hammock, and umbrellas. A full outdoor kitchen with seating makes alfresco dining effortless, while kayaks and paddleboards invite adventure on the water. Evenings can be spent gathered around the firepit or at the private oceanfront lounge, perched at the edge of the ocean with shaded loungers and breathtaking views. With space for up to 14 guests, Sirena Key offers the ultimate Florida Keys experience, just 30 minutes from both Key West and Marathon. 🍽️ INDOOR MODERN KITCHEN + DINING -Chef’s kitchen with induction cooktop, stainless steel appliances, and beverage fridge -Counter seating for 3, and formal dining table for 6 -Open-concept living room with large sectional, Smart TV, and motorized blackout blinds ✨ ENTERTAINMENT + LOUNGING SPACES -Movie theater with projector, oversized sectional, motorized blackout blinds, and pool + ocean views. -Game room with pool table, shuffleboard, Smart TV, motorized blinds, and direct patio access with chic outdoor dining table. -Secret garden entry with lounge seating and dining table. 🛏️ MAIN HOUSE BEDROOMS All bedrooms feature the following amenities: ✔ Premium beds, pillows, linens, and sheets ✔ Ceiling fans ✔ Tv’s ♛ Primary Suite (2nd Floor): King bed, spa-style ensuite, walk-in closet, desk, seating area, Smart TV, water views, coffee nook, motorized blackout blinds. Ensuite includes double vanity, spa tub, dual shower-heads, and private toilet room. -First-Floor Bunk Room: Four twin bunks, sectional, Smart TV, blackout blinds, private porch with dining table for 4, ensuite bathroom with shower and vanity. -First-Floor Queen Bedroom #1: Queen bed, Smart TV, access to Jack-and-Jill bathroom with shower and vanity. -First-Floor Queen Bedroom #2: Queen bed, desk, Smart TV, Jack-and-Jill bathroom access. 🏡 PRIVATE GUEST COTTAGE The separate guest cottage is a fully equipped retreat of its own, perfect for families traveling together or guests who want more privacy. -Studio layout; Queen bed -Living room with pull-out sofa -Kitchen + dining area -Private bathroom with shower and vanity 🛁 BATHROOMS All full bathrooms are generously stocked with: ✔ Shampoo & conditioner ✔ Body soap ✔ Fluffy towels ✔ Toilet tissue -Primary Ensuite: Spa tub, dual shower heads, double vanity, motorized blackout blinds, private toilet room -Bunk Room Ensuite: Shower and vanity -Jack-and-Jill Bath: Shared by two queen rooms, shower and vanity -Half Bath: Vanity, sink, toilet, washer/dryer and storage -Cottage Bathroom: Shower and vanity 🌴RESORT-STYLE OUTDOOR SPACES Sirena Key’s outdoor spaces are designed like a private resort. -Automatic front gate for secure entry, expansive driveway with space for multiple vehicles. -Pool and spa with cabana-style bed, hotel-style loungers, umbrellas, and hammock -Pergola with large sectional lounge sofa -Full outdoor kitchen with seating, Lynx propane grill, Asado grill, and prep space -Kayaks and paddleboards available for guest use -Garden patio and shaded dining areas 🌊 OCEANFRONT EXPERIENCES ​​​​​​​ This home takes oceanfront living to the next level! -Private dock with fish-cleaning station, running water, and hose -Bait fridge -Separate oceanfront lounge right with firepit, chairs, and 3 loungers featuring built-in personal shade canopies -Boat lifts are for owner use only and not available to guests ⚠️ OCEANFRONT SAFETY NOTE Sirena Key is situated directly on the ocean with a private dock and open water access. Due to the home’s oceanfront setting and pool design, extra care and supervision are required when children are present. Children must be fully supervised at all times when outdoors or near the pool, dock, or water. Parents or guardians are responsible for ensuring the safety of all members of their party during their stay. This home is best suited for guests who are comfortable managing an oceanfront environment. 📍POINTS OF INTEREST + LOCATION HIGHLIGHTS Sirena Key is located in Summerland Key, one of the most desirable islands in the Florida Keys, just 30 minutes from Key West & Marathon. Guests enjoy easy access to marinas, fishing, snorkeling, and world-class attractions. -Big Pine Key & National Key Deer Refuge – 15 minutes -Bahia Honda State Park – 25 minutes -Marathon – 35 minutes -Key West – 30 minutes -Islamorada – 1 hour 15 minutes -Key Largo – 2 hours EXTRA DETAILS -High-speed WiFi throughout the property -Motorized blackout blinds in primary bedroom, primary bathroom, game room, living room, bunk room, and theater -Washer and dryer -EV charger available (requires an adapter for Teslas) -Responsive 24/7 guest support team Book your stay at Sirena Key and enjoy the ultimate Summerland Key vacation rental. A private Florida Keys estate with luxury amenities, a separate guest cottage, and unforgettable waterfront living. Other Things to Note: -Guests are welcome to use the boat dock during their stay. It can accommodate boats up to 40 ft in length. Please note that boats with more than a 3 ft draft may not be suitable. -Boat lifts are for owner use only and not available to guests HOUSE RULES: Check-in time: 4:00 PM Check-out time: 10:00 AM All guests must sign our rental agreement as mandated by Florida Law. -The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival. -If you would like the pool heated during your stay, there is a $40 fee per day or $1,000 per month. Please coordinate with us prior to your arrival so that we can arrange for the heater to be on. -Please provide an accurate guest count. -No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000 -No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction. -Quiet time is from 10:00 PM - 8:00 AM -This property is equipped with security cameras on the outside of the property at the entrance and pointing at the dock. These cameras are used during the check-in process to verify identity and guest count. If there is an incident, we will review the footage. There are no cameras inside the property or pointing toward the pool area. Starter Supplies: We provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home’s maximum occupancy for the first three days of your stay. Same-Day Bookings: Same-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00 PM. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00 PM. Pet Policy: This property is dog-friendly, with an additional $750 per month, per pet. For stays of two months or longer, the fee is $2,000 per month, per pet. While staying with us, you are responsible for the actions of your pet. Please keep your dog(s) off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy may result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs under 25 lbs are permitted, sorry). Baby Bundle: If you have little ones, we offer: Pack-n-play with a thicker mattress & a high chair for $65 per stay. Please make your request at the time of booking or 24 hrs prior to your arrival. Property Care Instructions: Treat this home like your own. -Any/all outdoor umbrella(s) must be placed in the closed position when not in use and at the time of check-out. This must be done in order to prevent breakage due to weather conditions. Failure to comply may result in an additional charge. -Please ensure that the grill is covered when not in use. This helps to maintain the grill’s condition for future guests. Failure to comply may result in a cleaning or maintenance fee. Mid-Stay Cleaning Requirement: For all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days. If your reservation is 60 days, two mid-stay cleanings will be required, and so on. This helps keep the home maintained during longer stays and ensures everything stays in great condition. Mid-Stay Cleaning Fee: $750 (Main House + Cottage) We’ll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Foster’s Folly | Gorgeous canalfront pool home

Summerland Key, FL, US
3 Bedrooms 6 Guests
Sep 3 - Oct 1
$310 night

Gorgeous canalfront pool home close to open water on Cudjoe Key Escape to a slice of paradise on Cudjoe Key, where luxury meets tranquility in this stunning 3-bedroom, 2-bathroom stilted home with pool on a boating canal. This monthly rental offers a perfect blend of upscale comfort and coastal charm, providing an idyllic retreat for your Key West getaway. Step inside to discover a beautifully appointed interior, where every detail exudes warmth and sophistication. The spacious living area invites you to unwind with plush furnishings and stylish accents, while large windows bathe the space in natural light and offer enchanting views of the surrounding waterfront paradise. Prepare delicious meals in the gourmet kitchen, equipped with modern appliances, sleek countertops, and ample cabinet space. Adjacent to the kitchen, the dining area sets the stage for memorable gatherings with loved ones, while sliding glass doors seamlessly connect the indoor and outdoor living spaces. Venture outside to experience the ultimate in outdoor living, where a waterfront pool beckons you to soak up the Florida sunshine and cool off with a refreshing swim. Lounge on the expansive pool deck, furnished with comfortable seating and dining areas, as you savor the gentle sea breeze. For a truly unforgettable experience, ascend to the rooftop deck and witness the spectacle of the sun rising and setting over the horizon, casting a mesmerizing palette of colors across the sky. Boating enthusiasts will delight in the convenience of the 40 feet of dock space, just steps from your door. Launch your own vessel or explore the surrounding waters by kayak or paddleboard, immersing yourself in the natural beauty and serenity of the Florida Keys. Whether you’re seeking adventure on the water or simply seeking solace amidst the beauty of the outdoors, this exquisite vacation rental offers the perfect blend of luxury, comfort, and coastal living for your Florida Keys escape. Indulge in the ultimate vacation experience at this stunning waterfront oasis on Cudjoe Key. Please note that during your stay, the owner’s boat will be stored on the lift and his vehicle will be parked under the house, but there’s still plenty of room for you to park your vehicles and trailer. The primary guest must sign a rental agreement. This home requires a minimum 28-day stay per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 6 people, and all guests need to be registered with the property manager. No smoking. Small dog permitted with manager approval and nonrefundable fee. There’s a cap on electric ($300) and water/sewer ($150). Pool heat is an additional $15 per day. Guests have the house to themselves. A car is recommended. A car is recommended. There is a city bus that runs from Key West to Marathon several times a day. The Lower Keys have limited taxi service and Uber/Lyft.

Aqua Verde ~ Waterfront Lux Gem ~ Dock ~ Game Room

Marathon, FL, US
3 Bedrooms 8 Guests
Aug 22 - 29
$536 night

Welcome to this brand-new 3BR 3BA waterfront retreat in Marathon, Florida Keys. This two-story canal-front home pairs modern luxury with island living through its contemporary design, heated pool, game room, and private 50-foot dock with direct ocean access. ✔ 3 Spacious BRs ✔ Heated Swimming Pool ✔ Game Room (Foosball, Arcade, Dominoes Table) ✔ Waterfront Yard (BBQ, Bicycles,Outdoor Dining) ✔ 50ft Private Dock (Fishing Station, Water, Electricity) ✔ Free On-Site Parking ✔ High-Speed Wi-Fi This brand-new waterfront home sits on a prime Marathon canal with direct ocean access, built for up to 8 guests. The two-story layout, vibrant exterior, and premium amenities give you plenty of room to spread out and enjoy the Keys. Inside, modern furnishings and natural light fill the space. The open-concept living area combines the living room, fully equipped gourmet kitchen, and dining space into one connected layout. Step outside and you have multiple outdoor living areas built for the Florida Keys sunshine. Lounge by the heated swimming pool, fire up the gas BBQ, or eat al fresco while taking in the canal views. The game room has foosball, an arcade machine, a dominoes table, and more. Families and groups will get plenty of use out of it. From the private 50-foot dock, you can launch fishing or boating adventures with a fish-cleaning station, water, and 50 AMP electrical service on hand. Three comfortable bedrooms round it out, giving everyone a proper place to recharge after a day on the water. ★ LIVING ROOM ★ After a day exploring Marathon, the living room is your go-to spot. Comfortable seating, a smart TV, and board games make it easy to settle in for the evening. ✔ Premium Seating for 8 ✔ Smart TV ✔ Board Games ✔ Stylish Coffee Table ✔ Modern Lighting ★ GAME ROOM ★ A dedicated space for friendly competition and family fun. ✔ Foosball Table ✔ Arcade Machine ✔ Dominoes Table ✔ Additional Gaming Entertainment ✔ Fun for All Ages ★ KITCHEN & DINING ★ The fully equipped kitchen has modern Samsung appliances, spacious countertops, and plenty of cabinet space for preparing meals that might rival your favorite restaurant back home. ✔ Microwave ✔ Electric Oven & Stove ✔ Toaster ✔ Air Fryer ✔ Coffee Maker ✔ Blender ✔ Double Door Refrigerator/Freezer ✔ Dishwasher ✔ Sink (Hot & Cold Water) ✔ Plates ✔ Glasses ✔ Silverware ✔ Pots & Pans ✔ Premium Cookware Gather around the dining table for meals, or take things outside and eat by the canal. ✔ Indoor Dining Area ✔ Outdoor Dining Options ✔ High Chair Available ★ SLEEPING ARRANGEMENTS (3 BEDROOMS) ★ Three bedrooms designed for rest and recovery after a day in the Keys. ♛ Master Bedroom 1: Queen-Size Bed, Ensuite Bathroom, Balcony Access ♛ Bedroom 2: Queen-Size Bed ♛ Bedroom 3: 2 Queen Beds All bedrooms include: ✔ Smart TVs (75" in select rooms) ✔ Premium Mattresses, Pillows, Linens, and Sheets ✔ Closets with Hangers and Shelves ✔ Nightstands with Reading Lamps ✔ Full-Size Mirrors ★ BATHROOMS ★ Three full bathrooms stocked with essentials and fresh towels. ✔ Walk-In Showers ✔ Vanities ✔ Mirrors ✔ Toilets ✔ Towels ✔ Hair Dryers ✔ Essential Toiletries ★ OUTDOORS (POOL, YARD & DOCK) ★ Your private waterfront backyard. The heated swimming pool is right there when you need to cool off, and the spacious yard is set up for outdoor dining and lounging. ✔ Heated Swimming Pool (14’ x 14’) ✔ Salt Water System ✔ Pool Lounges ✔ Outdoor Seating Areas ✔ Gas BBQ Grill ✔ Outdoor Dining Areas ✔ Outdoor Lighting ✔ Beach Towels ✔ Beach Chairs ✔ Coolers ✔ Beach Toys ✔ 2 Bicycles Your backyard leads directly to the private 50-foot dock on the canal, with direct ocean access for boating and fishing. ✔ 50-foot Private Dock ✔ Fish Cleaning Station ✔ Water & 50 AMP Electrical Service ✔ Direct Ocean Access ✔ No Bridge Clearance Issues Aqua Verde delivers on everything you want from a Florida Keys stay. Brand-new comfort, modern amenities, waterfront living. The house is exclusively yours for the duration of your stay, without interruption. Beyond the amenities listed above, the home also includes: ✔ High-Speed Wi-Fi ✔ Air Conditioning ✔ Heating ✔ Laundry Facilities (Washer/Dryer, Iron/Board) ✔ Beach Towels ✔ Free On-Site Parking ✔ Keyless Entry ✔ Security Cameras (Exterior Only) We recommend arriving by car for the freedom to explore the Florida Keys at your own pace. Free on-site parking is included with your stay. If you are bringing a boat trailer, please contact us in advance at (786) 348-1396 or info@paraisovacationrentals.com so we can confirm trailer parking arrangements and share any relevant local regulations. For specific dock dimensions and boat size limits, reach out and we will get you the details. Car rental options are available at the Florida Keys Marathon Airport (MTH), about 7 minutes from the property. ★ ADDITIONAL ACCOMMODATION ★ Traveling in a larger group, or your preferred dates are already taken? Villa Paraiso Vacation Rentals has additional professionally managed homes in the area. Browse our host profile for the full list. ★ CLEANING & SANITIZATION ★ We use a thorough cleaning process after each checkout. Health and safety are priorities. ★ PETS ALLOWED ★ We welcome pets. Pet fee: $250 per pet per week. Please review our terms of service or contact us for full details. ★ NO SMOKING INSIDE ★ Please do not smoke inside the home. Any smoking evidence will result in odor removal and furniture cleaning fees. ★ NO PARTIES/EVENTS ★ We ask that you treat the home with care to keep it in great condition for future guests and your own return visits. ★ CONSTRUCTION NOTICE ★ There may be construction noise nearby as this is a developing neighborhood. ★ PARKING ★ Free on-site parking is included. For specific parking capacity, trailer accommodation, or any special vehicle needs, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com before your arrival. ★ POOL HEATING ★ The pool can be heated for $250 per week plus taxes and applicable credit card processing fees (prorated for longer stays). ★ DOCK ★ The 50-foot private dock provides direct access to the Florida Keys waters with 50 AMP power for your boating needs. For dock size specifications and maximum boat length, please contact us directly. ★ BOOKING TERMS ★ 7-night minimum (and maximum) with Saturday-to-Saturday schedule during peak season. Thank you. We look forward to hosting you!

Waterfront 4 Bed Home w/Pool – Marlin Bay

Marathon, FL, US
4 Bedrooms 10 Guests
Aug 22 - 29
$941 night

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Beach Chairs & Umbrellas - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Bicycles available to reserve in 2 hour increments (10am - 4pm daily) - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Lounge Furniture & Umbrellas - Corn Hole, Ping Pong & Billiards Table THE MARINA - 74 Slips Available for Rent - Boat Trailer Parking for Rent (limited availability) - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Kayaks & Paddleboards available to reserve in 2 hour increments (10am - 4pm daily) - Onsite Fishing in Designated Areas - Unable to accommodate jet skis RESIDENCE #3819 - Marina Front 4 Bed Home with Private Terraces - Standalone 3-Story Home with Elevator & Garage - Guest Bedroom on Second Floor with King Bed, En Suite Bathroom - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room with Queen Sleeper Sofa, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with 2 Twin Beds & En Suite Bathroom - Guest Bedroom on Third Floor with King Bed & En Suite Bathroom - New Modern High-End Furnishings & Luxury Linens - Pack-n-Plays & Highchairs available upon request - Bright, Open & Airy Layout - Private Plunge Pool RENTAL AGREEMENT A formal Rental Agreement will be sent for e-signature within 24 hours of booking. This must be completed within 48 hours of receiving to confirm and hold a reservation. NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-425

Walk to Beach: Waterfront Home in Marathon!

Marathon, FL, US
3 Bedrooms 8 Guests
Aug 17 - 24
$536 night

Kayaks & Paddleboard | Tropical Hut w/ Grill | Private Pool & Boat Dock | Pet Friendly w/ Fee Feel your worries drift away with the saltwater waves at this 3-bedroom, 2-bath vacation rental in Marathon! This oasis is perfect for your Florida getaway, with its canal views, ideal location, and resort-like amenities. Take a short stroll to the beach or stay home and soak up the sunshine from your private pool — the choice is yours. Life is a vacation in The Keys; see for yourself today! -- THE PROPERTY -- VACA-24-199 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 king beds - Bedroom 3: 2 queen bunk beds - Living Room: 1 full sleeper sofa INDOOR LIVING - Smart TVs - Dining table, breakfast bar - Laptop-friendly workspace - Beach towels OUTDOOR LIVING - Screened-in lanai - Private pool & boat dock - Tropical hut w/ gas grill (propane not provided) - Community playground & beach - Canal views, hammock KITCHEN - Refrigerator, stove/oven, dishwasher, microwave - Drip & Keurig coffee makers (coffee not provided) - Blender, toaster - Cooking basics, dishware & flatware - Spices GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Washer/dryer, iron & board - Linens & towels, trash bags & paper towels - Complimentary toiletries, hair dryer, hangers FAQ - No fence before pool - 1 exterior security camera (outward facing) - Quiet hours (Sunday-Thursday: 10:00 PM-7:00 AM; Friday & Saturday: 11:00 PM-7:00 AM) FEES - Pet fee (paid pre-trip) - Optional nightly pool heat fee (paid pre-trip, applied to entire stay) ACCESSIBILITY - 2-story home, 2 steps required to enter, bedroom & bathroom on 1st floor PARKING - Driveway (4 vehicles) - Boat/trailer parking available on-site -- THE LOCATION -- - Waterfront setting in walking distance to shops and beaches - 0.2 miles to Sombrero Beach - 2 miles to Crane Point Hammock - 5 miles to Florida Keys Aquarium Encounters - 7 miles to Sunset Park & Key Colony Beach Golf - 4 miles to Florida Keys Marathon International Airport - 49 miles to Key West International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, max 2) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM-7:00 AM Sunday through Thursday and 11:00 PM-7:00 AM Friday and Saturday ADDITIONAL INFORMATION - This property may not be suitable for young children due to the unfenced pool area - This 2-story home requires 2 steps to enter. While it features a bedroom and bathroom on the 1st floor, interior stairs are required to access the bedrooms located on the 2nd floor - There is an optional pool heat fee of $25/night (+ fees & taxes, paid pre-trip, applied to entire stay) - Your safety matters. This property features 1 exterior security camera underneath the balcony facing the parking area. The camera is outward facing and does not look into any interior spaces. It records video when motion is detected

Deep Blue ~ Waterfront Gem ~ Pool ~ Kayaks ~ Dock

Key Colony Beach, FL, US
4 Bedrooms 10 Guests
Aug 29 - Sep 5
$879 night

Escape to Deep Blue, a 4BR 3BA waterfront retreat in the exclusive Key Colony Beach, Florida Keys. This expansive two-story estate offers the ultimate island getaway with sophisticated design, luxurious amenities, and breathtaking water views from the 112-foot private dock. ✔ 4 Luxurious BRs ✔ Gourmet Kitchen ✔ Pool & Spa (heating available for a fee) ✔ Waterfront Yard (BBQs, Games, Kayaks, Bicycles) ✔ 112ft Private Dock (Fish Cleaning Station, Water, Electricity) ✔ Smart TVs Throughout ✔ High-Speed Wi-Fi ✔ Exclusive Cabana Club Access (Private Beach, Pool, Restaurant & Bar) This magnificent waterfront estate sits on a prime Key Colony Beach lot, designed for a comfortable and memorable stay for up to 10 guests. The contemporary two-story layout, exceptional spaces, and premium amenities provide the relaxation and convenience you need while visiting the Florida Keys. The interior features beautiful furnishings enhanced by abundant natural light that highlights the high-end decor. This is best seen in the open-concept living area, which combines the stylish living room with the fully equipped gourmet kitchen and elegant dining spaces. Additional outdoor living and dining areas extend across the magnificent decks overlooking the stunning waterfront backyard. Lounge the day away, soak up the sun by the pool and spa (heating available for a fee, saltwater system), fire up the Kamado Joe or gas grill, or have hours of fun playing yard games. Grab a kayak and head out from the expansive 112-foot private dock, or hop on a bicycle and explore Key Colony Beach by land. The dock can accommodate boats and includes a fish cleaning station, water hookup, and electrical service. For additional dock capacity details and to confirm your vessel will fit, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. Four extremely comfortable bedrooms await you, providing the perfect setting for unwinding after a day filled with thrilling Florida Keys exploits. ★ LIVING ROOM ★ After a busy day of exploring the picturesque surroundings, the living room provides an ideal space to relax and make lasting memories with your loved ones. Take a seat on the comfortable seating, grab some snacks and drinks, and get ready to watch new episodes of your favorite TV show. ✔ Premium Seating for 8 ✔ Large Smart TV with Cable/Streaming Services ✔ Board Games & Entertainment ✔ Stylish Coffee and Side Tables ✔ Sonos Sound System ✔ Access to Upper Deck ★ KITCHEN & DINING ★ Make your way to the fully equipped gourmet kitchen and take advantage of its modern cooking appliances, spacious countertops, and plentiful cabinetry to whip up delicious homemade meals that rival the local restaurants. ✔ Microwave ✔ Electric Oven & Stove ✔ Toaster ✔ Air Fryer ✔ Coffee Maker ✔ Hot Water Kettle ✔ Double Door Refrigerator/Freezer ✔ Dishwasher ✔ Sink (Hot & Cold Water) ✔ Plates, Glasses, Silverware ✔ Pots & Pans ✔ Premium Cookware & Knife Set Open the deck doors and let the entire living space breathe as the designated family chef showcases their culinary skills in the kitchen. The enticing aromas will invite you to the dining table for a tasty homemade meal. ✔ Dining Table with Seating ✔ Additional Seating Areas ✔ High Chair ★ SLEEPING ARRANGEMENTS (4 BEDROOMS) ★ Relax in these cozy, meticulously designed bedrooms that offer all the rest and relaxation you need. ♛ Master Bedroom 1: King-Size Bed, Ensuite Bathroom, Access to Balcony ♛ Master Bedroom 2: Two Queen-Size Beds, Ensuite Bathroom ♛ Bedroom 3: Two Twin Beds ♛ Bedroom 4: King-Size Bed All bedrooms include: ✔ Large Smart TVs ✔ Premium Mattresses, Pillows, Linens, and Sheets ✔ Closets with Hangers and Shelves ✔ Night Stands with Reading Lamps ✔ Full-Size Mirrors ★ BATHROOMS ★ Three full bathrooms, fully stocked with essential toiletries and fresh towels. ✔ Walk-In Showers ✔ Vanities ✔ Mirrors ✔ Toilets ✔ Towels ✔ Hair Dryers ✔ Essential Toiletries ★ OUTDOORS (DECKS, PATIO, YARD & DOCK) ★ Step onto the expansive decks where you can savor tasty al fresco meals while marveling at the views of the spacious waterfront backyard, inviting you to sit back, relax, and enjoy the Florida Keys lifestyle. ✔ Pool (14’ x 32’), heating available for a fee ✔ Spa (7’ x 7’) ✔ Saltwater System ✔ Sun Lounges and Outdoor Seating ✔ Yard Games (Cornhole, Ping-Pong Table) ✔ Outdoor Kitchen with Kamado Joe & Gas Grill ✔ Bar with Stools ✔ Lounge Seating Areas ✔ Tiki Hut with Adirondack Chairs ✔ Outdoor Shower ✔ Upper-Floor Deck (Cozy Seating Area, Dining Table) ✔ Outdoor Lighting The backyard leads to the impressive 112-foot private dock, a perfect starting point for your fishing and boating adventures. ✔ 112-foot Private Dock (accommodates boats) ✔ Fish Cleaning Station ✔ Water & 50 AMP Electrical Service ✔ Excellent Water Depth (6-8 feet) ✔ 1.5 Miles to Ocean Access ✔ No Bridge Clearance Issues For additional dock capacity details and to confirm your vessel will fit, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. We provide two kayaks and two bicycles so you can explore the Florida Keys on water and land. ✔ 2 Kayaks ✔ 2 Bicycles Our stunning Deep Blue is the perfect destination for an unforgettable visit to the Florida Keys. We are excited for you to experience its unparalleled comfort and waterfront beauty. The house is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. Beyond the amenities listed above, the home also includes: ✔ High-Speed Wi-Fi ✔ Air Conditioning ✔ Heating ✔ Laundry Facilities (Washer/Dryer, Drying Rack, Iron/Board) ✔ Beach Towels ✔ Free Parking ✔ Keyless Entry ✔ Security System with Exterior Cameras ✔ Sonos Speakers Throughout the Interior ✔ Exclusive Cabana Club Membership (Private Beach, Pool, Restaurant & Bar) For parking capacity and trailer/boat accommodation, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can help you plan ahead. We recommend arriving by car as it gives you the freedom to explore and enjoy the Florida Keys at your own pace. For parking capacity details, including trailer and boat accommodation, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can plan ahead for your arrival. ★ ADDITIONAL ACCOMMODATION ★ Traveling in a larger group, or your preferred dates are already taken? We have additional professionally managed accommodations in the area. Please browse our host profile for the complete list of our listings. ★ CABANA CLUB ACCESS INCLUDED ★ Your stay includes access to the Cabana Club, Key Colony Beach’s private oceanfront facility. Enjoy a sandy beach on the Atlantic Ocean, a 65-foot heated/cooled saltwater pool, full-service tiki bar and restaurant with oceanfront dining, game room, shower and changing facilities, complimentary ice water, and lounge chairs. Please confirm current operating hours with us before your visit, as hours may vary by day of the week. This is a $1,200+ value included with your stay. ★ CLEANING & SANITIZATION ★ Health, safety, and well-being of our guests are of the utmost importance. We use a thorough cleaning process after each check-out. ★ PETS ★ Not allowed ★ NO SMOKING INSIDE ★ Please refrain from smoking inside the home. Any smoking evidence will result in odor removal and furniture cleaning fees. ★ NO PARTIES/EVENTS ★ We kindly ask you to treat our home as your own to preserve its condition for future guests and your return visits. ★ PARKING ★ Free parking is available on-site. For specific parking capacity, trailer, and boat accommodation details, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can plan ahead for your arrival. ★ POOL HEATING ★ The pool can be heated for a fee. Please contact us for current pricing and to arrange heating before your arrival. ★ DOCK ★ The 112-foot dock can accommodate 2 smaller boats or one larger boat, and includes electrical service. For additional dock capacity details, specifications, and to confirm your vessel will fit, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. 7-night minimum, and maximum, with Saturday to Saturday only during peak season.; This property has exterior video cameras for the safety and security of our guests and the property. No cameras are inside or facing the interior of the home.

Rest A Shore Waterfront Home, New Private Pool, Walk to Sombrero

Marathon, FL, US
2 Bedrooms 4 Guests
Sep 19 - 26
$413 night

Rest-a-Shore is a modern home that is located right on Sombrero Beach Road and a walk or short bike ride along the beautifully paved and lighted road will take you to Sombrero Beach. This hidden gem is not only a beautiful beach it also has volleyball courts, gazebos, a playground, a fishing pier, restroom facilities, and hundreds of yards of white sand beaches. This home is located on the Ocean side of Marathon and a short 2–3-minute ride to open water. A modern open floor plan is perfect for entertaining, enjoying amazing water views and taking in the local wildlife such as Osprey, Pelicans, Herons, Tarpon, Snook, Stingrays and Manatees. (Note: Minimum weekly rental. All bedrooms and bathrooms are located on the second floor of the home and involve stairs). Home is pet-friendly (max 1 pet) and there is a $350 pet fee. Recent upgrades include Brand Saltwater Pool with Sun Shelf and Jacuzzi w/ 850 Sq ft of new Travertine. Pool is heated and chilled. This vacation home has a total of 2 Bedrooms and 2 Bathrooms. The Master Bedroom has a King Bed, TV including sports package and cable, Full Bathroom with Spa Tub, His and Her Sinks, and PGT Sliding Glass Doors lead out to the balcony overlooking the pool. The guest room has a Queen Bed and Smart TV (no cable). The second bathroom is located just down the hall from both the Master and Guest Bedrooms as well as the rest of the house. The house sleeps 4, maximum of 6 guests. An extra guest fee of $25 per day per additional guest applies to parties over 4. There are air mattresses available. Gourmet Kitchen with Quartz Countertops and Dining Area. Huge 77 inch flat screen TV in living area. TV includes Cable with Sports Package and Surround Sound. Just inside the front door, behind a pair of french closet doors is a High-Efficiency Washer and Dryer. Outdoor Amenities include New Outdoor Pool Table, Bar, Outdoor Dining Seating, Outdoor Fire pit, Bull BBQ Island w/ Seating, New Outdoor Furniture, Brand New Screened in Area with Outdoor Smart TV (no cable) and Seating, Bait Freezer and Outdoor Ice maker. Dock is 42 ft long and includes water and power. No more than a 32 foot boat is recommended. There is also a Pack and Play available upon request. Provided Amenities: Kitchen: It is fully equipped that make it suitable for preparing any meal, whether it is a simple breakfast, quick snack, or dinner. -Microwave - Oven - Stove -Refrigerator - Glasses - Silverware -Pots and Pans - Coffee maker - Toaster -Wine Opener -Wine Bar -Blender -Iron and Iron Board -Heated and Chilled Pool -Home is located .07 miles from Sombrero Beach -Beach Cart Buggy Provided -Outdoor Bar -Outdoor Pool Table -Other Outdoor Games -Outdoor Fire Pit -Outdoor Bull BBQ with Seating -Outdoor Screened in Seating w/ Smart TV -Fishing Cleaning Station -Outdoor Ice Machine -Outdoor Bait Freezer -Wifi -Cable MARATHON: Escape to this luxurious home located in the heart of the famous Sombrero Beach (0.7 miles). It’s the perfect escape for travelers looking for the authentic beach vacation lifestyle. Perfect for walking, running, biking! - Marathon is just an hour from Key West and 40 minutes from Islamorada. Centrally located in Marathon, everything you would want to do is not more than 10 minutes away! - Amazing restaurants and activities are all very close by! - There are a lot of fun and interesting activities on and off the water! The Turtle Hospital, Crane Point Hammock, Pigeon Key, Aquarium Encounters, Golf Course, Children’s Park, and Dolphin Research Center on Grassy Key and more. - There are two grocery stores and a pharmacy half a mile away! Publix will also deliver food, drinks, and alcohol if you order online and request delivery. - Travelers come from all over to experience this quiet community, its waterfront dining options, boutique shopping venues, exciting nightlife, and abundance of outdoor activities. If you’re looking for a more personal way to experience Marathon, then this vacation rental is the one for you. - Plenty of recommendations on fishing charters and excursions if needed. Plenty of parking for cars, trucks, and boat trailers under the carport and circular driveway in the front of the house. Preferred Charter Partner – Exclusive 10% Guest Discount We’re proud to partner with Captain Jay Charters, one of Marathon’s top-rated and most trusted fishing charters. Captain Jay is a local expert who knows these waters inside and out and provides an incredible experience for anglers of all levels. Guests staying at our Sombrero home will receive an exclusive 10% discount when booking with him.

Bayside Boaters Paradise w/Pool – Marlin Bay

Marathon, FL, US
4 Bedrooms 10 Guests
Aug 17 - 24
$941 night

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Beach Chairs & Umbrellas - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Bicycles available to reserve in 2 hour increments (10am - 4pm daily) - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Lounge Furniture & Umbrellas - Corn Hole, Ping Pong & Billiards Table THE MARINA - 74 Slips Available for Rent - Boat Trailer Parking for Rent (limited availability) - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Kayaks & Paddleboards available to reserve in 2 hour increments (10am - 4pm daily) - Onsite Fishing in Designated Areas - Unable to accommodate jet skis RESIDENCE #3840 - Standalone 3-Story Home (NO ELEVATOR) - Marina Front 4 Bed Home with Private Terraces - Guest Bedroom on Second Floor with King Bed, En Suite Bathroom - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room with Queen Sleeper Sofa, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with 2 Twin Beds & En Suite Bathroom - Guest Bedroom on Third Floor with King Bed & En Suite Bathroom - New Modern High-End Furnishings & Luxury Linens - Pack-n-Plays & Highchairs available upon request - 2 Car Garage with Private Driveway - Bright, Open & Airy Layout - Private Plunge Pool RENTAL AGREEMENT A formal Rental Agreement will be sent for e-signature within 24 hours of booking. This must be completed within 48 hours of receiving to confirm and hold a reservation. NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-433

Azul Paradise ~ Waterfront ~ Games ~ Pool ~ Dock

Marathon, FL, US
3 Bedrooms 8 Guests
Aug 17 - 24
$405 night

Welcome to this 3BR 2BA waterfront home in Marathon, Florida Keys. Azul Paradise pairs modern coastal design with laid-back island living through its heated lap pool, game room, outdoor entertainment area, and private dock with canal access. ✔ 3 Bedrooms (1 King, 2 Queens) ✔ Heated Lap Pool with Basketball Hoop ✔ Game Room (Foosball, Arcade, Dominoes) ✔ Outdoor Entertainment (Turf, Cornhole) ✔ Private Dock ✔ Free On-Site Parking ✔ High-Speed WiFi (500+ Mbps) Azul Paradise is a waterfront home in Marathon with a contemporary coastal feel, built for groups and families who want more from their Keys vacation than just a place to sleep. Three bedrooms, two full baths, a heated pool, a dedicated game room, and a private dock on the canal give everyone room to spread out. ★ LIVING ROOM ★ Plush blue velvet seating, a large Smart TV with live TV and Netflix, and direct pool deck access through oversized windows that flood the room with natural light. High ceilings with fans and modern light fixtures keep everything comfortable. ✔ Plush Blue Velvet Seating ✔ Large Smart TV with Live TV & Netflix ✔ Direct Access to Pool Deck ✔ Abundant Natural Light ✔ High Ceilings with Fans ✔ Modern Light Fixtures ★ KITCHEN & DINING ★ Fully equipped with stainless steel appliances, a built-in wine cooler, premium coffee maker, microwave, toaster, and dishwasher. Blue and white custom cabinetry runs throughout. The kitchen island seats 3 for casual meals, and a separate dining table handles 6. Cookware, a full matching dish set, and ample counter space are all included. ✔ Stainless Steel Appliances ✔ Built-in Wine Cooler ✔ Premium Coffee Maker ✔ Microwave ✔ Toaster ✔ Dishwasher ✔ Complete Cookware Set ✔ Full Matching Dish Set ✔ Kitchen Island with Seating for 3 ✔ Dining Table with Seating for 6 ✔ Ample Counter Space ✔ Blue and White Custom Cabinetry ★ SLEEPING ARRANGEMENTS - 3 BEDROOMS ★ Three bedrooms provide comfortable sleeping for your group. Every bedroom includes premium mattresses with luxury linens, Smart TVs, ceiling fans, closet space, and blackout window treatments. ♛ Master Bedroom: King-Size Bed with Private Ensuite Bath and Water Views ♛ Bedroom 2: Queen-Size Bed ♛ Bedroom 3: Queen-Size Bed All bedrooms feature: ✔ Premium Mattresses with Luxury Linens ✔ Smart TVs with Streaming ✔ Ceiling Fans ✔ Closet Space ✔ Blackout Window Treatments ★ BATHROOMS ★ Two full bathrooms carry the same coastal design with modern chrome fixtures, plush Turkish cotton towels, professional-grade hair dryers, and high-end toiletries. ✔ Master Ensuite Bathroom ✔ Second Full Bath in Hallway ✔ Modern Chrome Fixtures ✔ Plush Turkish Cotton Towels ✔ Professional-Grade Hair Dryers ✔ High-End Toiletries ★ GAME ROOM ★ A dedicated indoor space with professional foosball, a multi-game arcade console, and an elegant domino table with seating. Air conditioned and well-lit, it works for rainy days, hot afternoons, or evening tournaments. ✔ Professional Foosball Table ✔ Multi-Game Arcade Console ✔ Elegant Domino Table with Seating ✔ Air Conditioned ✔ Well-Lit Space ★ OUTDOOR LIVING & ENTERTAINMENT ★ The outdoor area is where this property earns its keep. A heated lap pool with temperature control and a basketball hoop, a new artificial turf area with professional cornhole, multiple covered entertainment decks, an outdoor kitchen with a propane grill, and several al fresco dining areas. Comfortable lounge seating and outdoor lighting round out the space. ✔ Heated Lap Pool with Temperature Control & Basketball Hoop ✔ NEW! Artificial Turf Area ✔ NEW! Professional Cornhole Set ✔ Multiple Covered Entertainment Decks ✔ Outdoor Kitchen with Propane Grill ✔ Multiple Al Fresco Dining Areas ✔ Comfortable Outdoor Lounge Seating ✔ Outdoor Lighting ✔ Private Dock on the Canal with Water Views ★ ADDITIONAL AMENITIES ★ ✔ High-Speed WiFi (500+ Mbps) ✔ Zoned Central Air Conditioning ✔ Premium Beach Towels ✔ Full-Size Washer/Dryer ✔ Keyless Entry The house is exclusively yours during your stay. You will have complete access to: ✔ Full House (All 3 Bedrooms and 2 Bathrooms) ✔ Game Room (Foosball, Arcade, Dominoes) ✔ Heated Lap Pool with Basketball ✔ All Outdoor Spaces with Turf and Cornhole ✔ Private Dock ✔ Outdoor Kitchen ✔ Full Kitchen Amenities ✔ Laundry Facilities ✔ High-Speed WiFi ✔ Private Parking Area We recommend arriving by car to explore everything the Florida Keys has to offer. The property has free on-site parking. For specific parking capacity and layout details, or if you need to accommodate a boat trailer, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can help you plan ahead. From the property, you have easy access to US-1 (Overseas Highway), local beaches and attractions within minutes, restaurants and shopping nearby, and Key West is about a 1-hour drive south. For boating, the property has a private dock on a canal. For dock specifications, vessel size compatibility, and canal navigation details, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com before arrival so we can confirm your boat will fit. Car rentals are available at Florida Keys/Marathon International Airport (MTH), about 7 minutes from the property. ★ POOL HEATING ★ The pool can be heated for $250/week plus taxes and applicable credit card processing fees (prorated for longer stays). ★ ENTERTAINMENT AMENITIES ★ Azul Paradise has a dedicated indoor game room and expanded outdoor entertainment options including pool basketball, foosball, arcade games, cornhole, and the turf play area. ★ PET POLICY ★ Pets are welcome with some restrictions. Charges may apply. Please contact us for current pet fee details and weight/breed restrictions. ★ ARRIVAL & DEPARTURE ★ Check-in: 4:00 PM Check-out: 10:00 AM Minimum Stay: 7 nights at all times. Saturday-to-Saturday stays preferred during peak season. ★ INCLUDED AMENITIES ★ ✔ Beach towels provided ✔ Basic supplies (toilet paper, paper towels, trash bags) ✔ Luxury toiletries ✔ High-speed internet (500+ Mbps) ✔ Live TV and Netflix access ★ BOATING ★ The property has a private dock on a canal. For dock specifications, vessel size compatibility, and canal navigation details, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com before arrival so we can confirm your boat will fit. Experience the perfect blend of modern luxury, endless entertainment, and Florida Keys living at Azul Paradise. With our brand new game room, outdoor turf area, and waterfront location, this is the ultimate vacation destination for families and groups seeking both adventure and relaxation. Contact Villa Paraiso Vacation Rentals to begin planning your unforgettable waterfront getaway!

The Dreamside House at Lunara Bay

Key West, FL, US
8 Bedrooms 16 Guests
Aug 30 - Sep 1
$1,480 night

Discover a luxurious new waterfront home, 8 spacious bedrooms and a private pool at Lunara Bay - a collection of 26 Luxury homes in a gated community! . This stunning home offers exceptional amenities, including free gym access and ample living space perfect for relaxation and entertainment. Dock boats up to 40’ at private slips, relax in your private pool, access the FYT gym, and enjoy itineraries from our local guest experience team. Extend your stay 7+ nights for 10% off your entire stay! Experience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out! The open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for entertaining and quality time with loved ones. Whether you’re relaxing by the pool, playing games, grilling, or dining in various areas, there’s something for everyone. The fully equipped kitchen is perfect for home-cooked meals or for a private chef to elevate your culinary experience. With high-speed internet and keyless entry, your vacation will be seamless and convenient. Outside, the spacious fenced yard provides a safe play area for children and a perfect space for your pets. This property features eight bedrooms, each with a king bed and ensuite bathroom. Our self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. Boating & Private Dock Slip: We encourage boating. Here’s what you need to know in order to do so safely: - Dock accommodates a boats up to 50’ in length. Travel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Private washer/dryer - Located in a gated community - Free gym access at FYT - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Evershore House | Pool, Parking, Dock!

Key West, FL, US
4 Bedrooms 12 Guests
Aug 30 - Sep 1
$959 night

Evershore Estate is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community. Perfect for activity and relaxation, it features a private pool and dock, parking, a pet-friendly gated yard, and fitness amenities including a Peloton, free weights, and yoga mats. Tailored itineraries help you uncover hidden gems and local favorites for an unforgettable Lunara Bay experience. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Or enjoy an outdoor workout with at-home gym equipment. Evershore House is a four-bedroom, four-bath home sleeping up to 12 guests with stunning decor. Bedroom 1: King Bed Bedroom 2: King Bed Bedroom 3: King Bed Bedroom 4: King bed & twin over twin trundle bed Extra Sleeping: Queen pull-out couch in the living room Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Evershore House, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Spindrift House | Huge Pool, Dock

Key West, FL, US
4 Bedrooms 12 Guests
Aug 23 - 25
$719 night

Spindrift House is a beautiful waterfront 4-bedroom, 4-bath home at Lunara Bay—a collection of 26 luxury homes in a gated community. With a private pool and dock, parking, and a pet-friendly gated yard, it’s perfect for enjoying all that Key West has to offer. Your stay includes complimentary FYT gym access, plus tailored itineraries to uncover hidden gems and local favorites for unforgettable memories. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Spindrift House is a four-bedroom, four-bath home accommodating up to 12 guests with sleek contemporary decor. Bedroom 1 - King bed Bedroom 2 - King bed Bedroom 3 - King bed Bedroom 4 - King bed & twin over twin trundle Extra Sleeping - Queen pull-out couch in living area Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Spindrift House. The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

The Starboard House at Solaire Lunara Bay

Key West, FL, US
8 Bedrooms 20 Guests
Aug 25 - 27
$1,458 night

Explore a stunning new build at Lunara Bay—a collection of 26 luxury homes in a gated community. This exceptional eight-bedroom home features a private pool, top-tier amenities including complimentary gym access, and expansive living areas perfect for unwinding and entertaining. With modern design and upscale finishes, Starboard House blends comfort, elegance, and convenience for an elevated stay. Indulge in opulence with our exclusive boat trips and chauffeur services. Experience tailor-made aquatic adventures or travel in elegance with our premium transport options, designed just for you! The spacious open-concept layout, both inside and out, creates a warm setting perfect for entertaining and connecting with loved ones. Relax by the pool, enjoy games, grill, or dine in various charming spots—there’s something for everyone. The fully stocked kitchen is ideal for cooking or hiring a private chef. With high-speed internet and keyless entry, your retreat is seamless. The enclosed yard ensures a safe space for kids and pets. Located right in your backyard, kayaks and paddle boards offer effortless access to water adventures. Bedroom Configuration: This property includes seven king bedrooms and one room with two bunk beds, each featuring ensuite bathrooms. Our self check-in ensures a seamless arrival. Guests will receive a personalized access code before arrival and direct contact with a local guest experience manager for any questions, needs, or recommendations during their stay. Boating & Private Dock Slip: We encourage boating. Here’s what you need to know for a safe experience: - There is shore power available at the dock should you need it. - Dock is private for boats up to 50’ and a limit of one boat per dock. - Navigating the Florida Keys can be challenging, so please proceed with caution. Travel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in a gated community - Free gym access at FYT - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum. - We’re excited to provide you with access to the kayaks and paddleboards located on the side of the house. You’ll find the paddles and life jackets in the bin to the left of the kayaks. If they seem low, you will also find an air pump in that bin as well. For your safety, please be sure to wear a life jacket while using the equipment.

Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views!

Marathon, FL, US
4 Bedrooms 10 Guests
Sep 14 - 21
$622 night

Bring your family to this stylish 4BR 4.5BA home in a tranquil waterfront area and enjoy an unforgettable stay with your loved ones. Explore nearby attractions from this prime location, or spend the day soaking up the sun by the pool, fishing from the dock, grilling out, and more. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Outdoors (Pool, Lounges, Dining, Games) ✔ 75ft Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking ✔ EV Charger Pool heating is available for a fee. For parking capacity, dock specifications, and pet policy details, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. See more below! A blend of comfort, style, and convenience greets you as soon as you enter this Marathon retreat. While decorating this home, we worked hard to create a "2nd home" feeling for our guests. The upper-floor open-concept living area is the main gathering space, combining the living room with a dining area and a fully equipped kitchen. Large windows and deck doors let in plenty of natural light throughout the day. Bright floors and tasteful decor create a feeling of warmth throughout. Four comfortable bedrooms with ensuite bathrooms give you all the rest you need after a long day exploring Marathon, its attractions, and nearby beaches. If you don’t feel like going to the beach but want to cool off and soak up the sun, head to the spacious backyard. The swimming pool, multiple dining and lounge areas, grill, and yard games are all right outside. The home has plenty of amenities and spaces, and we can’t wait for you to experience them all. ★ LIVING ROOM ★ The living room is part of the open-concept design space. See what the chef is up to, help them set the table, or unwind on the comfortable sofa while watching a movie or reading a good book. ✔ Large Sectional with Pillows & Cup Holders ✔ Smart TV with High-Quality (HQ) Soundbar ✔ Access to the Deck ★ KITCHEN & DINING ★ Even the most demanding chefs would enjoy preparing meals using the state-of-the-art cooking appliances. Spacious countertops and the kitchen island provide plenty of workspace to prepare homemade meals. ✔ Microwave ✔ Stove ✔ Oven ✔ Toaster ✔ Blender ✔ Two Coffee Makers ✔ Hot Water Kettle ✔ Double-Door Refrigerator/Freezer ✔ Dishwasher ✔ Sink (Hot & Cold Water) ✔ Glasses & Cups ✔ Pots & Pans ✔ Plates ✔ Silverware Serve those meals at the kitchen island and let the smell of freshly cooked food invite everyone for a feast. ✔ Kitchen Island with Seating for 4 ✔ Bar with Seating for 3 ★ SLEEPING ARRANGEMENTS - 4 BEDROOMS ★ Four tastefully furnished bedrooms are designed to provide hotel-like comfort and convenience so you can relax, rest, and stay energized for the next day. ♛ Bedroom 1: King-Size Bed, Deck Access ♛ Bedroom 2: King-Size Bed, Deck Access ♛ Bedroom 3: Queen-Size Bed, Double Bed ♛ Bedroom 4: Queen-Size Bed You can’t go wrong when choosing a bedroom since all feature similar amenities. ✔ Ensuite Bathrooms ✔ Premium Mattresses, Pillows, Linens, and Sheets ✔ Smart TVs ✔ Closets with Hangers and Shelves ✔ Night Stands with Reading Lamps ★ BATHROOMS ★ The house features four full bathrooms and a convenient half bath stocked with clean towels and essential toiletries, so you don’t have to worry about bringing your own. ✔ Walk-In Shower ✔ Vanity (Double in the Master Bath) ✔ Mirror ✔ Toilet ✔ Towels ✔ Hair Dryer ✔ Essential Toiletries ★ DECK, BACKYARD & DOCK ★ Cool off in the private swimming pool on those days when you don’t want to leave the house. Take a swim, relax on the lounges, and enjoy a refreshing drink in the Florida sun. Pool heating is available for a fee. Please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com for pool heating rates and availability. The backyard also features a covered lounge patio, ideal for grilling while the kids play games. ✔ Swimming Pool (heating available for a fee) ✔ Sun Lounges ✔ Dining Table with Seating for 8 ✔ Two Refrigerators ✔ BBQ Grill ✔ Games (Life-Size Connect 4, Darts) If you’d like to take in the views of the waterfront neighborhood, head up to the covered deck on the upper floor. This might be the best place for a fantastic outdoor dinner. ✔ Dining Table with Seating for 8 ✔ Lounge Seating Area Head out to the dock through the backyard to set sail for an adventure or enjoy a day of fishing. ✔ 75ft Private Dock with Fish Cleaning Station For dock specifications, vessel accommodations, and water/power availability, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can help you plan ahead. Don’t miss the chance to make lasting memories in the heart of the Florida Keys. Reserve your stay now. The house is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. Other than the already mentioned amenities, the home also features: ✔ High-Speed Wi-Fi ✔ Air Conditioning ✔ Heating ✔ Iron/Board ✔ Washer/Dryer ✔ Free Parking ✔ EV Charger For parking capacity and layout details, or if you need to accommodate a boat or trailer, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com so we can help you plan ahead. We recommend that you arrive in a car as it will give you much freedom to explore and enjoy the Florida Keys. We offer free parking. For parking capacity and trailer accommodation details, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. ★ POOL HEATING ★ The pool can be heated for a fee. Pool heating rates and availability vary. Please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com for current pricing and to arrange heating before or during your stay. ★ AC NOTICE ★ Please note the AC is locked to prevent equipment damage. It cannot be set lower than 71 degrees, which should still provide plenty of comfort for guests. ★ ADDITIONAL ACCOMMODATION ★ Traveling in a larger group, or your preferred dates are already taken? We offer additional accommodation in the area. Please browse our host profile for the complete list of our listings. ★ CLEANING & SANITIZATION ★ Health, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out. ★ PETS ★ We love those little (and not so little) furry bundles of joy. For pet policy details, fees, breed restrictions, and service animal accommodations, please contact us directly at (786) 348-1396 or info@paraisovacationrentals.com. ★ NO SMOKING INSIDE ★ Please refrain from smoking inside the home. Any smoking evidence will result in odor removal and furniture cleaning fees. ★ NO PARTIES/EVENTS ★ We kindly ask you to treat our home as your own to preserve its condition for future guests and your return visits. ★ SECURITY CAMERAS ★ Luna Light has cameras installed on the exterior of the property. These cameras are solely for security purposes and to ensure the safety of guests and the property. No cameras are installed in private areas. Thank you very much. We look forward to hosting you!

Lazy Manatee

Marathon, FL, US
5 Bedrooms 12 Guests
Aug 22 - 29
$667 night

Luxurious 5 Bed/4.5 Bath Coastal retreat. This tropical haven features private lush greenery pool, 80’ dockage, Easy ocean access, Foosball & Gaming area, Double patios, Near Beach. Marathon, FL Welcome to The Lazy Manatee, a tranquil and luxurious escape in the heart of the Florida Keys. Nestled in Marathon’s exclusive Coco Plum community, this coastal haven blends upscale comfort with the breezy charm of island living. Within this Keys retreat await 5 bedrooms and 4.5 bathrooms, thoughtfully designed to provide both comfort and ease for every guest. The expansive lower level is perfect for those who prefer not to navigate stairs, offering a serene master suite with en suite bath, a spacious living room, dining area, full kitchen, and convenient powder bath. Upstairs, three additional bedrooms provide plenty of space for family or friends, while a welcoming lounge, cozy video game nook, and wet bar create inviting spots to relax after a sun-soaked day. Outdoors, your private paradise awaits. Your private sparkling pool, surrounded by lush greenery, creates the feel of a secluded jungle sanctuary. Multiple patios and gathering spaces ensure endless ways to enjoy the Florida sunshine: -Upper deck with foosball and stunning waterfront canal views. -Poolside loungers for basking in the sun. -Covered lower patio with a huge TV—perfect for sports or movies while keeping an eye on kids in the pool. -80 feet of dockage with very easy Atlantic access—ideal for anglers and boaters. Clean your catch right at the dock before preparing a fresh feast. -Outdoor shower for rinsing off after the ocean or pool. -Outdoor dining and sitting areas on both the upper and lower levels. -And when it’s time for the beach, the soft sands of Coco Plum Beach are only a 60-second golf cart ride away—a rare luxury in the Keys. Whether you’re gathering with family, enjoying a couples’ getaway, or traveling with friends, The Lazy Manatee is more than a rental—it’s a Keys lifestyle experience Bedrooms: Bedroom 1: King bed, en suite bath (Ground level with no stairs!) Bedroom 2: King bed, en suite bath Bedroom 3: King bed, en suite bath Bedroom 4: King bed, hallway bath Bedroom 5: Bunk Beds - Twin over Twin Additional Information: *Note… As this is a luxury home, the homeowners have 2 security cameras. One is located at the doorbell facing the front entry and yard. The second camera is located facing the owners boat lift and waterfront for security. It does NOT overlook the pool area. Pool heat available for $175/week (highly recommended Nov–March) No pets allowed 7-night minimum rental per city ordinance Proper county and state taxes collected regardless of booking platform Renter must be 25+ Maximum occupancy: 10 guests (including children) All guests must be registered with the property manager No smoking permitted Whether you’re gathering with family, enjoying a couples’ getaway, or traveling with friends, The Lazy Manatee is more than a rental—it’s a Keys lifestyle experience License number: VACA-25-128

Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views

Marathon, FL, US
4 Bedrooms 10 Guests
Aug 17 - 24
$804 night

Welcome to Saltwater Social, a brand-new 4BR/3BA waterfront home in Marathon, Florida Keys. This two-story canal-front property features a heated pool, game room, putting green, propane fire pit, outdoor kitchen, and 75ft private dock with direct ocean access. The home accommodates up to 10 guests. ✔ Game Room (Foosball, Air Hockey, Arcade) ✔ Putting Green ✔ Fire Pit ✔ Outdoor Kitchen & BBQ ✔ 75ft Dock ✔ 2 Bicycles (1 Adult & 1 Kid) ✔ Smart TVs ✔ High-Speed WiFi This brand-new waterfront home sits on a prime Marathon canal with direct ocean access, designed to offer a comfortable stay for up to 10 guests. The two-story layout, modern exterior, and full amenity set make it a solid home base for families and groups visiting the Florida Keys. The interior features modern furnishings and plenty of natural light throughout. The open-concept living area connects the living room, fully equipped kitchen, and dining space in one clean layout. Outside, you’ll find multiple areas to spread out. The heated swimming pool sits in the backyard alongside a putting green, propane fire pit, and outdoor kitchen island with a gas BBQ grill. There’s also al fresco dining with views of the canal. The game room on the first floor has foosball, air hockey, an arcade machine, and board games. Two complimentary bicycles (one adult, one child) are also available for exploring Marathon’s trails and neighborhoods right from the front door. The private 75-foot dock has a fish-cleaning station, water hookup, and 30 and 50 AMP electrical service, with direct ocean access and no bridge clearance issues. Four bedrooms round out the home, each set up for rest after a full day on the water or around town. ★ LIVING ROOM ★ The living room has comfortable seating for the group, a 65" Smart TV, board games, and modern lighting. A good spot to regroup at the end of the day. ✔ Premium Seating ✔ Smart TV (65") ✔ Board Games ✔ Coffee Table ✔ Modern Lighting ★ GAME ROOM ★ The dedicated first-floor game room is built for friendly competition and downtime between outings. ✔ Foosball Table ✔ Air Hockey Table ✔ Arcade Machine ✔ Board Games ✔ Smart TV ✔ Fun for All Ages ★ KITCHEN & DINING ★ The fully equipped kitchen has modern Samsung appliances, spacious countertops, and enough cookware and tableware to handle meals for the whole group. ✔ Microwave ✔ Electric Oven & Stove ✔ Toaster ✔ Air Fryer ✔ Coffee Maker ✔ Blender ✔ Double Door Refrigerator/Freezer ✔ Dishwasher ✔ Sink (Hot & Cold Water) ✔ Plates ✔ Glasses ✔ Silverware ✔ Pots & Pans ✔ Premium Cookware ✔ Indoor Dining Area ✔ Outdoor Dining Options ✔ High Chair Available ★ SLEEPING ARRANGEMENTS (4 BEDROOMS) ★ ♛ Master Bedroom 1: King-Size Bed, Ensuite Bathroom, 65" Smart TV ♛ Bedroom 2: Two Twin Beds, 40" Smart TV ♛ Bedroom 3: Queen-Size Bed, 65" Smart TV ♛ Bedroom 4: Queen-Size Bed, 65" Smart TV All bedrooms include: ✔ Smart TVs ✔ Premium Mattresses, Pillows, Linens, and Sheets ✔ Closets with Hangers and Shelves ✔ Night Stands with Reading Lamps ✔ Full-Size Mirrors ★ BATHROOMS ★ Three full bathrooms, stocked with essentials and fresh towels. ✔ Walk-In Showers ✔ Vanities ✔ Mirrors ✔ Toilets ✔ Towels ✔ Hair Dryers ✔ Essential Toiletries ★ OUTDOORS (POOL, PUTTING GREEN, FIRE PIT & DOCK) ★ The backyard is your private waterfront setup. The heated swimming pool, putting green, fire pit, and outdoor kitchen give you plenty of ways to spend the day without leaving the property. ✔ Heated Swimming Pool (12’ x 24’) ✔ Salt Water System ✔ Pool Lounges ✔ Putting Green ✔ 2 Bicycles (1 Adult & 1 Kid) ✔ Propane Fire Pit ✔ Outdoor Kitchen Island ✔ Gas BBQ Grill ✔ Outdoor Seating Areas ✔ Outdoor Dining Areas ✔ Outdoor Lighting ✔ Beach Towels ✔ Beach Chairs ✔ Coolers ✔ Beach Toys The backyard leads directly to the private 75-foot dock on the canal, with direct ocean access for boating and fishing. ✔ 75-foot Private Dock ✔ Fish Cleaning Station ✔ Water & 30/50 AMP Electrical Service ✔ Direct Ocean Access ✔ No Bridge Clearance Issues The home is exclusively yours throughout your stay. Other amenities include: ✔ High-Speed Wi-Fi ✔ Air Conditioning ✔ Heating ✔ Laundry Facilities (Washer/Dryer, Iron/Board) ✔ Beach Towels ✔ Free Parking ✔ Keyless Entry ✔ Security Cameras (Exterior Only) We recommend arriving by car for the flexibility to explore the Florida Keys at your own pace. Free parking is available at the property. ★ ADDITIONAL ACCOMMODATION ★ Traveling in a larger group, or your preferred dates are already taken? Villa Paraiso Vacation Rentals manages additional waterfront properties in the area. Browse our host profile for the complete list, or contact us. ★ CLEANING & SANITIZATION ★ Health, safety, and well-being of our guests are a priority. We use a thorough cleaning process after each check-out. ★ PETS ALLOWED ★ Pets are welcome at Saltwater Social. A pet fee of $250 per pet per stay applies, plus applicable taxes and credit card processing fees. A maximum of 2 dogs is permitted, with a 50 lb weight limit per dog. Breed restrictions apply. Please contact Villa Paraiso Vacation Rentals at (786) 348-1396 or info@paraisovacationrentals.com for the full pet policy, including breed restrictions and any additional details before booking. ★ NO SMOKING INSIDE ★ Please refrain from smoking inside the home. Any evidence of smoking will result in odor removal and furniture cleaning fees. ★ NO PARTIES/EVENTS ★ Please treat our home as your own to preserve its condition for future guests and your return visits. ★ PARKING ★ Free parking is available at the property. Please contact Villa Paraiso Vacation Rentals at (786) 348-1396 or info@paraisovacationrentals.com to confirm parking capacity and trailer arrangements for your stay. ★ DOCK ★ The 75-foot private dock provides direct ocean access with 30 and 50 AMP power and water available for your boating needs. For specific dock capacity and vessel size accommodations, please contact Villa Paraiso Vacation Rentals at (786) 348-1396 or info@paraisovacationrentals.com. ★ POOL HEATING ★ The pool can be heated for a fee of $250 per week plus taxes and applicable credit card processing fees (prorated for longer stays). ★ MINIMUM STAY ★ 7-night minimum, and maximum, with Saturday to Saturday only during peak season.

Casa Azul | Open Concept, Pool & Pets!

Key West, FL, US
2 Bedrooms 4 Guests
Aug 31 - Sep 28
$288 night

Casa Azul is a luxe modern cottage with an open-concept living area that ends up filled with natural sunlight. Take a dip in the heated saltwater plunge pool with waterfall feature and night lighting. The best of Key West is at your fingertips - in Old Town only two blocks from Duval Street! Pet friendly, private parking & perfect for your next extended stay in Key West. Casa Azul is the perfect mix of comfort and stylish. Sleek grey quartz countertops, stainless steel appliances and loads of storage space await you! Get ready to cook with state-of-the-art appliances where you can serve up your goods at the breakfast bar offering up a spot for morning coffee or switch on over to the six-top kitchen table. Bedroom 1: Queen bed Features: Full bathroom with walk-in shower and plunge tub, private porch facing Elizabeth street, wardrobe, smart TV & closet. Bedroom 2: Full bed Features: Modern full bathroom, smart TV, blackout shades & closet. Unwind with high-speed wifi, a third full bathroom for guest use & an 80 inch TV for entertaining. Or sit in the sun loungers by the amazing pool to soak in the afternoon rays. Our self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. Parking for 1 vehicle in the driveway and a corresponding space in front of the driveway on the street, both of which are reserved for this property. Any additional street parking is first come first serve and can be difficult to find. There are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi or by feet. This unit is located in downtown Key West and many attractions are within walking distance. Feel free to ask us for recommendations! - 28-night minimum rental only - Private laundry room - Entire home is Solar powered with back up energy - Pets welcomed

Luxury Residence in Old Town Key West w Pool

Key West, FL, US
4 Bedrooms 10 Guests
Aug 31 - Sep 28
$435 night

Welcome to The Watson House, a historic gem at 522 Simonton Street, where old-world luxury seamlessly blends with modern elegance in Old Town Key West. This expansive two-story, 4-bedroom, 4.5-bath retreat is ideally situated just steps from Duval Street and the iconic Conch Harbor. The main-floor master suite boasts a king bed and luxurious ensuite bath. The spacious living room and additional seating area lead into an open-plan kitchen and living space, seamlessly extending to the outdoor terrace through 20-foot retractable glass doors. The gourmet chef’s kitchen is equipped with top-of-the-line appliances. Upstairs, you’ll find three more ensuite bedrooms: one with a queen bed, another with a full bed, and a kids’ room offering a queen bed and bunk bed. Assigned parking is a valuable bonus. Outside, indulge in the outdoor kitchen with a built-in grill, and unwind in the pool, illuminated by LED lights, or relax in the jacuzzi. This is Key West living at its finest! The Watson House offers a spacious, historic home with four bedrooms and 4.5 bathrooms. The main floor features a master suite, large living and seating areas, and an open kitchen with retractable glass doors leading to an outdoor terrace. Upstairs, three ensuite bedrooms include a mix of queen, full, and bunk beds. The property boasts a gourmet kitchen, assigned parking, an outdoor grill, a pool with LED lights, and a relaxing jacuzzi. Private Entry Key will be available when check in. Most visitors get around Old Town Key West by walking, biking, or using golf carts, as everything is close by. Taxis, rideshares, and the Duval Loop shuttle are also convenient options for exploring the island. 🚲🌴

Aquaria House | Pool & Boat Dock

Key West, FL, US
4 Bedrooms 10 Guests
Aug 30 - Sep 1
$959 night

Experience the Aquaria House at Lunara Bay - a collection of 26 luxury homes in a gated community! This stunning waterfront 4 bedroom, 4.5 bath home is perfect for those looking to embrace all that Key West has to offer. Enjoy a private pool & dock, convenient parking, and a pet-friendly gated yard for a truly relaxing getaway. We provide personalized itineraries to help you and your party make the most of your Lunara Bay experience. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Aquaria House is a four-bedroom, four and a half-bath home sleeping up to 10 guests with breathtaking decor. Bedroom 1 - King Bedroom 2 - King Bedroom 3 - King Bedroom 4 - King Extra Sleeping - Queen pull-out couch in the living area Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Aquaria House, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your stay and ask us about our Private Chauffeur services. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Springtide House | Waterfront, Pool

Key West, FL, US
4 Bedrooms 10 Guests
Aug 22 - 24
$1,080 night

Discover your dream Key West vacation at Lunara Bay - a collection of 26 luxury homes in a gated community!! Springtide House is a 4BR, 4.5BA pet-friendly home blending island charm with modern elegance, just minutes from downtown. Dock boats up to 40’ at private slips, relax in your private pool, access the FYT gym, and enjoy curated itineraries from our local guest experience team. Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information! The open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy. Sleeping up to 10 guest this home features four king beds and a new sleeper sofa. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Our contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival. Boating: We encourage boating. Here’s what you need to know in order to do so safely: - Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock. - There is no power or pump out service to the slips. - The Florida Keys are a notoriously difficult place to navigate. How to Access: Stair access only the home is elevated above sea level Travel by car, boat, or plane to Springtide House, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations! - Extend your stay 7+ nights for 10% off your entire stay! - Elevate your visit with our Private Chauffeur Service for effortless luxury transportation. - Private washer/dryer - Located in gated community. - Comes with free gym access to FYT. - Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximum

Vacation Rentals in Big Pine Key by Amenities & Features

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Vacation Rentals Near Big Pine Key

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