Vacation rentals in Three Oaks, FL with a pool

Explore 217 vacation rentals, homes, and villas with pools in Three Oaks, 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, Homes with Free Parking and Best Affordable Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $77 per night and homes offering up to 10 bedrooms and 10 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.

217 Homes with Pools in Three Oaks

10368 Porto Romano Dr

Miromar Lakes, FL, US
3 Bedrooms 6 Guests
Sep 5 - 12
$344 night

Welcome to your Southwest Florida retreat in the highly acclaimed, award-winning, gated Miromar Lakes community. Once you arrive, it won’t take you long to realize the accolades are all well-desereved! This well-maintained 3-bedroom, 2-bath home offers nearly 1,800 square feet of comfortable living space, combining privacy, convenience, and access to some of the finest resort amenities in Southwest Florida at Miromar Lakes Beach & Golf Club. The Space - Designed for easy vacation living, the home features an inviting layout filled with natural light and thoughtfully furnished for comfort and relaxation Nearly 1,800 sq ft of interior living space 3 bedrooms / 2 full bathrooms Fully stocked kitchen with everything you need to prepare and serve meals at home Comfortable living and dining areas perfect for relaxing after a day in the sun Private screened heated pool and spa—ideal for cooling off or unwinding in the evenings Bed linens, bath and pool towels provided Free, unlimited Wi-Fi Garage parking Located on quiet, sidewalk-lined streets within a secure gated community Just bring your shorts and swimsuit—everything else is ready for you. Miromar Lakes World-Class Amenities - Guests may enjoy Miromar Lakes’ renowned resort-style amenities, including: Stunning infinity-edge pool with lake views White-sand lake beach with water activities Multiple on-site restaurants and beach bar Tennis courts, fitness center, and full-service spa Walking paths and beautifully landscaped common areas Amenity Access Disclaimer: Access to Miromar Lakes’ resort-style amenities is subject to the community’s rules, availability, and any required guest registration or fees. Amenity access is not guaranteed and may vary by season, length of stay, or association policies. Golf access is not available with this rental. Prime Southwest Florida Location - Perfectly positioned between Fort Myers and Naples, the home is: Approximately 10 minutes from RSW International Airport Minutes to Florida Gulf Coast University, Miromar Outlets, Costco, and other shopping Close to a wide variety of dining, entertainment, and seasonal attractions including the spring training facilities of the Boston Red Sox and Minnesota Twins Why You’ll Love It - Whether you’re relaxing by your private pool, enjoying the lakefront beach, or exploring the best of Southwest Florida, this home offers the perfect blend of resort luxury and everyday comfort in one of the area’s most sought-after communities. What are you waiting for?!

Waterfront Fort Myers Home: Private Pool & Dock

Fort Myers, FL, US
3 Bedrooms 8 Guests
Aug 27 - 29
$160 night

Discover a true gem for your trip to Fort Myers at this canal-front 3-bedroom, 2-bath vacation rental! With a convenient location near top-rated beaches and downtown Fort Myers, this house is the perfect base for all things Sunshine State. Launch your boat from the dock and enjoy the serene ocean vistas before heading back to this Florida oasis, where relaxation and family fun await! At the house, you’ll find indoor entertainment and a private hot tub. -- THE PROPERTY -- Fire Pit | WFH Friendly | 13 Mi to Fort Myers Beach | Pets Welcome w/ Fee | Bring Your Own Boats & Jet Skis Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Bunk Beds | Additional Sleeping: Pack 'n Play INDOOR LIVING: Smart TV, dining table, breakfast bar, work desk, foosball table, board games & books, ceiling fans OUTDOOR LIVING: Patio, gas grill, outdoor dining set, lounge seating, backyard, pool, hot tub, 2 private docks, 2 kayaks KITCHEN: Dishwasher, refrigerator, stove/oven, microwave, drip coffee maker (starter coffee provided), toaster, cooking basics, trash bags & paper towels, Crockpot GENERAL: Free WiFi, complimentary toiletries, hair dryer, towels & linens, washer & dryer, central A/C & heating, keyless entry FAQ: 1 Ring doorbell (facing out), pet fee (paid pre-trip) ACCESSIBILITY: Single-story home, step-free access PARKING: Driveway (4 vehicles) -- THE LOCATION -- FORT MYERS (~12 miles): Edison & Ford Winter Estates, IMAG History & Science Center, River District, restaurants, shopping, breweries, art galleries, museums, live entertainment BEACHES & OUTDOORS: Koreshan State Park (8 miles), Estero Bay Preserve State Park (9 miles), Fort Myers Beach (13 miles), Lovers Key State Park (22 miles) LOCAL FUN: The Forest Country Golf Club (3 miles), Lee County Sports Complex (6 miles), Gulf Coast Town Center (7 miles), Hertz Arena (10 miles), Miromar Outlets (10 miles), Jet Blue Park (12 miles), Downtown Fort Myers/River District (12 miles), The Shell Factory and Nature Park (18 miles), Naples-Fort Myers Greyhound Track (17 miles), Sanibel Lighthouse (19 miles), Seminole Hotel & Casino-Immokalee (38 miles) AIRPORT: Southwest Florida International Airport (11 miles) -- 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/ $150 fee (+ fees & taxes, 1 dog max) - 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 - NOTE: This single-story home offers step-free access - NOTE: You are able to bring your own boats and jet skis - NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when motion is detected by the device

Riverfront Retreat with Pool, Spa & Dock

Estero, FL, US
5 Bedrooms 10 Guests
Aug 24 - 26
$699 night

Escape to this luxury riverfront estate on the Estero River with direct Gulf access, a private dock, heated pool and spa, outdoor kitchen, home gym, and multiple indoor and outdoor gathering spaces. Sleeping up to 10 guests with five flexible sleeping areas, it’s ideal for families and groups. Watch for dolphins, manatees, and the resident osprey, or launch a kayak or paddleboard right from your backyard. Riverfront Retreat with Private Dock, Pool & Resort-Style Amenities Welcome to your private riverfront retreat on the beautiful Estero River, where luxury, comfort, and the natural beauty of Southwest Florida come together. This spacious estate offers the perfect setting for multi-generational families, groups of friends, or anyone looking to enjoy a peaceful waterfront escape with exceptional indoor and outdoor living. Sleeping Accommodations *Primary Suite: King bed *Bedroom 2: Queen bed *Bedroom 3: Queen bed *Bedroom 4: Queen bed and Twin bed *Bonus Room: Queen Murphy bed Outdoor Living Designed for Relaxation The backyard is the heart of this home. A spacious screened lanai surrounds the heated pool and spa, creating a private setting to spend your days swimming, soaking in the spa, and enjoying the Florida sunshine. Multiple outdoor gathering spaces make entertaining effortless. Share meals beneath the covered lanai, catch your favorite game on one of the wall-mounted TVs, or gather around the outdoor bar after a day on the water. The fully equipped outdoor kitchen features a built-in grill, sink, and prep space, making everything from family dinners to poolside lunches easy. Beyond the pool enclosure, a beautifully landscaped backyard leads to your private dock on the Estero River. This scenic waterway offers direct access to the Gulf of Mexico, making it the perfect launching point for kayaking, paddleboarding, or simply relaxing beside the water. Bring your own kayaks, and paddleboards or rent them locally for an unforgettable day exploring the river. Nature lovers will appreciate the incredible wildlife that calls the Estero River home. Keep an eye out for playful dolphins, gentle manatees, and the resident osprey that is often seen soaring overhead before diving into the river to catch its next meal. As evening approaches, gather on the dock to watch the sunset paint the sky—a peaceful way to end another day in paradise. A separate paver patio beneath a pergola offers another quiet place to unwind, while horseshoe pits provide a little friendly competition for guests of all ages. Spacious Coastal Living Inside, the home offers bright, open living spaces designed for gathering. The great room centers around a beautiful stone fireplace and flows seamlessly into the kitchen, where quartz countertops, premium stainless-steel appliances, and a striking teal island create a welcoming space for preparing meals and spending time together. A second upstairs family room provides another comfortable place to relax, featuring a large leather sectional, oversized TV, and direct access to a private balcony overlooking the river. Private Bedroom Retreats The primary suite is a peaceful escape with a king bed, comfortable sitting area, wall-mounted TV, private balcony access, and even a telescope for enjoying evening views over the river. The spacious en suite bathroom adds to the retreat with generous finishes and thoughtful design. Each guest bedroom offers its own inviting coastal style, while beautifully appointed bathrooms with oversized glass-enclosed showers and double vanities provide plenty of space for everyone. Additional Amenities Thoughtful extras throughout the home help make every stay comfortable, including: * Private home gym with spin bike and free weights * Built-in workspace for remote work * Wet bar with wine storage * Full laundry room * Attached two-car garage * Circular driveway with additional parking Prime Estero Location Perfectly positioned along the tranquil Estero River, this home offers the best of both worlds—a peaceful waterfront setting with direct Gulf access and convenient proximity to Southwest Florida’s beautiful beaches, championship golf, shopping, dining, and entertainment. Whether you’re exploring the river by paddleboard, spotting local wildlife from the dock, or spending the afternoon at nearby beaches, every day offers a new way to experience Florida’s natural beauty. Whether you’re gathering the family, celebrating a special occasion, or simply looking to unwind by the water, this exceptional riverfront home offers an unforgettable Southwest Florida getaway. To give our guests flexibility and peace of mind, we offer two ways to cover accidental damage during your stay. Choose either a $100 non-refundable damage fee or a $2,000 refundable hold. This payment is collected after booking and before check-in. License number: Florida state permit number: #DWE2102775

Lakefront view with Pool & Spa, large Patio, close to Beaches and Shopping! Monthly Discount

Fort Myers, FL, US
4 Bedrooms 11 Guests
Sep 30 - Oct 7
$252 night

Welcome to WELLINGTON LAKES VIEW- 16675, a stunning vacation home nestled in the serene Wellington Lakes community of Fort Myers, Florida. This spacious 4-bedroom, 2-bathroom retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or groups seeking relaxation and adventure. As you step inside, you ll be greeted by comfortable furniture and an inviting ambiance that sets the tone for a memorable stay. The well-appointed kitchen is a chef s dream, equipped with modern appliances and ample counter space, perfect for preparing delicious meals to enjoy with loved ones. The home comfortably accommodates up to 10 guests, featuring a luxurious king bedroom, two cozy queen bedrooms, and a bunk room with a double bed and three twin beds, ensuring everyone has their own space to unwind. Enjoy relaxing lake views from the living area, where you can gather for movie nights or simply soak in the tranquility of your surroundings. Outside, the property boasts a peaceful outdoor space, ideal for morning coffee or evenings under the stars. This Fort Myers home is situated in a perfect location: a lovely neighborhood only 14 miles from Southwest International Airport; 5 miles to Sanibel Island; 6 miles to Fort Myers Beach; less than 2 miles to HealthPark Hospital and fire station; shopping and convenience stores less than 1 mile. There is also a vast variety of restaurants very close, parks, dog park, golf courses, and shopping malls all within a short distance. t miss the chance to experience the comfort and charm of Wellington - 16675. Book your stay today and create unforgettable memories in this beautiful Fort Myers home! We welcome Extended Stays; please reach out for a personalized quote for your visit. Community Amenities: Wellington Lakes includes access to a community clubhouse with heated pool for guests who wish to enjoy these facilities. Getting Around: We suggest having access to a car for convenience. Guest Interaction: We are available when needed but also prioritize guests’ privacy so they can fully relax during their stay. Rental Purpose: This property is intended for single-family and short term guest rentals. No commercial vehicles or work trucks may be parked on site. Frequently Asked Questions: Are dogs welcomed? ~ Yes, please inquire for more details. Is there a heater for the pool? ~ Yes, the pool is heated. Inquire for fees associated How far is the beach? ~ Less than 7 miles Please see our FAQ section of the website for more detailed information on our Resort Harbour rentals as well as more on the local area.

Ibis Landing

Fort Myers Beach, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 7
$196 night

Top Reasons to Book Ibis Landing: * South End Canal Front 3 Bedroom Home * Private Heated Pool and Dock * All New Furnishings as of 2024 * YouTube on All TV’s * 495 Yards to Beach Access #11 * 3.5 Miles to Times Square * Professionally Managed Come experience Ibis Landing on the South End of Fort Myers Beach. This beautiful home features a private pool, 3 bedrooms, an open floor plan, and gorgeous canal views. A modern kitchen with stainless steel appliances and plenty of prep space provides the ease of whipping up a delicious meal. A unique dining table is attached to the kitchen peninsula, seats six guests, and has a waterfall edge. Unwind in the living room which features views of the pool area and a flat screen TV with YouTube. The primary bedroom has a king bed, and an attached bath with a walk-in shower. Guest bedrooms feature a queen bedroom and a bedroom with two twin beds, sleeping up to six guests comfortably. Outdoors, guests will find a spacious, enclosed lanai, leading out to the sparkling private pool. Bring your kayak or paddleboard and launch off the dock to explore the local scenery and wildlife. The Bed Setup: Primary Bedroom: King Bed Guest Bedroom: Queen Bed Guest Bedroom: Two Twin Beds *This property does not allow parties of adults under the age of 25.* Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 268 Ibis Street STR 24-0099

Palmview Paradise

Fort Myers Beach, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 7
$196 night

Top Reasons to Book this Beautiful Canal Front Home: * Canal Front with Private Pool * Bring Your Kayak and Paddleboard * All Brand New Furnishings (2024) * YouTube on all TVs * Less than 1 mile to Beach Access #11 * 4.5 miles to Times Square * Professionally Managed Palmview Paradise captures the essence of tropical paradise vacationing. This exquisite home offers a blend of luxury, comfort, and convenience promising an unforgettable coastal retreat for the most discerning travelers. The open floor plan allows guests to never miss an important moment with their family. Whip up a delicious meal in the modern kitchen with stainless steel appliances and plenty of prep space. There is a dining table that seats four guests with additional seating at the bar. The spacious living area features new furnishings including a L-shaped sectional, club chair, and a flat screen TV. Unwind in the master bedroom with calming coastal hues, king bed, and en suite. The second bedroom includes an additional king bed. Two twin beds are available in the third bedroom, allowing up to 6 guests to sleep comfortably. This coastal home sets the stage for a truly luxurious getaway. From splashing in the pool, viewing the wildlife in the canal or relaxing on the beach, Palmview Paradise is the perfect home for your next vacation. The Bed Set-Up: Master Bedroom: King Second Bedroom: King Third Bedroom: 2 Twins *This property does not allow parties of adults under the age of 25.* Area Activities: Jump on the trolley to take you south to the secluded Lover’s Key State Park. There are multiple state parks nearby that are waiting for your adventures. The Fish Tale Marina offers boat rentals and dockage. Travel around in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! 16 Palmview Blvd. STR: 24-0088

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

Fort Myers, FL, US
5 Bedrooms 10 Guests
Aug 24 - 26
$412 night

Your elite Fort Myers vacation rental—a 5 bedroom private pool home with outdoor kitchen, screened porch, large kitchen, main floor primary, and a huge layout with room for everyone. Located on a quiet cul-de-sac, backing up to the mangrove lined canals this spacious home near Fort Myers beaches offers the perfect blend of privacy, convenience, and resort-style amenities. Conveniently located near shopping, grocery stores, restaurants, and just a short drive to beaches, marinas, and top local attractions—this is one of the best vacation homes in FL ✨ The Space • 5 Bedroom Fort Myers Vacation Home | Sleeps 10 • 4 Bathroom Home w/ 2 Master Suites + En-Suite Baths • Private Pool Home w/ Screened Lanai • Outdoor Kitchen + Poolside Dining Area • Mini Golf + Large Private Yard • Kayaks & Canoes and Standup Paddle Board for Waterfront Activities • Fully Stocked Kitchen for Long Stays • Smart TVs in Every Room • Remote Work Friendly w/ Executive Desk • Quiet Cul-de-Sac Home Near Beaches & Shopping 📍 Location – Fort Myers, Florida Stay in a centrally located Fort Myers vacation rental near beaches, shopping, and dining, while enjoying the peace of a private residential setting. 💎 Perfect For • Family vacations in Fort Myers • Group trips & multi-family stays • Snowbirds & extended stays • Remote work getaways in Florida • Guests looking for a pool home near Fort Myers Beach

Beach Retreat

Fort Myers Beach, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 7
$182 night

Top Reasons to Book Beach Retreat: * Private Pool with Large Covered Area * 1 Block to Deeded Beach Access * Single Level, Newly Renovated Home * Pet Friendly (Fees and Restrictions Apply) * 4.2 Miles to Times Square * Professionally Managed *This property does not allow parties of adults under the age of 25. * Welcome to Beach Retreat, a 3-bedroom 2-bathroom, newly renovated home, located only 1 block from private, deeded beach access. After a fun day at the beach, take a dip in your private pool. Whip up a delicious meal in your well-equipped kitchen. You will find a king master bedroom with an ensuite bathroom featuring a walk-in shower. There is also a guest bedroom with a king bed, as well as another guest bedroom that has a day bed with a trundle. Come make perfect beach memories at Beach Retreat! The Bed Setup: Primary Bedroom: King Bed Guest Bedroom 1: King Bed Guest Bedroom 2: Day Bed with Trundle Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 4 Fairview Blvd STR Applied for

Golf Course Views, Private Pool & Pet-Friendly

Bonita Springs, FL, US
4 Bedrooms 8 Guests
Aug 24 - 26
$207 night

Indulge in the charm of our newly constructed, casually elegant home in Bonita Springs hidden gem, El Dorado Acres. Nestled in the sought-after west of 41 locale, our designer-furnished open-concept haven is a luxurious retreat just minutes from the Coconut Hyatt, Coconut Point Mall, and pristine local beaches such as Bonita and Barefoot Beaches. This brand new construction home is ready for you to enjoy your vacation! Welcome to our newly constructed haven in the heart of Bonita Springs, Florida, nestled in the desirable west of 41 neighborhood, El Dorado Acres. This meticulously designed home seamlessly blends casual elegance with modern comfort, offering the perfect retreat for families, groups of friends seeking a getaway, or locals hosting out-of-town guests. Step into a world of refined charm as you enter our recently constructed and designer-furnished home. The open-concept living spaces, including the den, kitchen, and family room, create an inviting atmosphere for relaxation and connection. Every detail, from appliances to fixtures and furniture, has been carefully curated to enhance each corner of the home, ensuring a memorable stay for our guests. Embrace culinary adventures with multiple cooking and dining options. The fully equipped, brand-new kitchen boasts top-of-the-line appliances, a spacious island with four stylish bar stools, a dishwasher, and sink illuminated by exquisite pendant lights. Step outside to discover a gas grill with a large hood and fridge, offering a delightful outdoor cooking experience that is just steps away from the outdoor dining table to easily plate and serve your meals. Discover blissful repose in the thoughtfully appointed bedrooms. The main bedroom (#1) features a luxurious King bed, custom closets with built ins and it takes up the entire right side of our home. Bedrooms #2 and #3 offer comfort with a Queen bed each. The second full-sized bathroom conveniently serves both bedroom #2 and #3, ensuring ease and privacy for all guests. The fourth bedroom, #4 ,which functions as a den during the day, has a sleeper sofa to comfortably sleep 2 people, make sure to look in the photos to see the sofa bed pulled out. The home has 5 smart TVS throughout for your entertainment pleasure. Additionally 5 bikes are parked inside the garage exclusively for guests staying at our house to use. There is a wi safe safe to store valuables located inside the home for guest use as well. Situated in Bonita Springs and in the coveted west of 41 area, our home is just minutes away from the Coconut Point Mall, inviting you to indulge in retail therapy and culinary delights. For a touch of luxury, the Coconut Point Hyatt, with its day passes to incredible amenities, is within easy reach. Golf enthusiasts can tee off at Saltleaf Preserve’s public golfing facilities, adding to the array of nearby attractions. There are panoramic views of the golf course from the back of our home and from the pool deck. Whether you’re planning a family vacation, a weekend getaway with friends, or hosting out-of-town visitors, our Bonita Springs retreat offers an ideal blend of comfort, style, and convenience. Make lasting memories in this thoughtfully designed haven that feels like home from the moment you arrive. Pet Policy – Dogs Only (Non-Shedding Breeds) Only 1 or 2 Non-Shedding, hypoallergenic dogs are permitted in this pet-friendly home. Cats and all other animals are strictly prohibited, including birds, reptiles, rodents, and exotic pets. To give our guests flexibility and peace of mind, we offer two ways to cover accidental damage during your stay. Choose either a $50 non-refundable damage fee or a $1,000 refundable hold. This payment is collected after booking and before check-in. Important Details: The pool at this home is heated to 85 degrees when appropriate. The temperature of the pool can fluctuate depending on local weather conditions. The pool faces west. There are 5 TV’s in the home and each one is a smart TV - there is no cable TV in the home. There is a 50 Amp, 4 pronged outlet in the left side of the garage that can connect to the charger for an EV vehicle. Guests will need to bring their adapter to plug in their vehicle. This property is managed by SW Florida based Mike Z Rentals LLC. We have a 24/7 call center, a reservations manager and guest services manager It is best to have a vehicle with you as Bonita Springs is a large metro area. This property is about a 30 minute drive to the Fort Myers Int’l Airport. This is a self check in property with a coded door code that gets changed in between every reservation and your code is only active during your times of your reservation and we can accommodate early and late check outs upon request, if available. You will receive the codes to check in once we have received the full payment and 2 weeks prior to arrival. Florida state permit number: #DWE2102775 License number: Florida state permit number: #DWE2102775

Bayview Beach House

Fort Myers Beach, FL, US
5 Bedrooms 12 Guests
Aug 31 - Sep 7
$330 night

Top Reasons to Book Bayview Beach House: * Bayfront Views * Private Pool with a Waterfall Feature * Tiki Hut with Outdoor TV, Outdoor Shower, and Plenty of Outdoor Seating * Two Separate Living Areas and Kitchens * 367 Yards to Beach Access 31 * 0.6 Miles to Times Square * Professionally Managed *This property does not allow parties of adults under the age of 25.* Escape to Bayview Beach House, a true island retreat on Fort Myers Beach with stunning bay views, a tropical outdoor oasis, and just a short walk to the Gulf of Mexico. This spacious two-story home offers 5 bedrooms and 4 bathrooms, including a first-floor queen bedroom with an ensuite bath, a twin bedroom with a fun gaming room, and an upstairs king master suite with its own bathroom. Two additional upstairs queen bedrooms share a guest bath. The outdoor area is a highlight, featuring a large tiki bar that seats 12, complete with lights, TVs, and music features—perfect for gathering with friends and family. Enjoy a refreshing dip in the pool with a peaceful waterfall while soaking in the sunny, southeast-facing bayfront setting. Inside, you’ll find a well-equipped kitchen with Italian marble countertops, comfortable living spaces, and balconies with gorgeous water views. Starlink satellite WiFi powers the home, so you’ll never miss a beat—whether working remotely or streaming by the pool. Book your stay today and experience Fort Myers Beach in a home with relaxed coastal living. The Bed Set-Up: Bedroom 1 (Upstairs Master): 1 King Bed + Ensuite Bathroom Bedroom 2 (Upstairs): 1 Queen Bed Bedroom 3 (Upstairs): 1 Queen Bed Shared Guest Bathroom (Upstairs) Bedroom 4 (Downstairs): 1 Queen Bed + Ensuite Bathroom Bedroom 5 (Downstairs): 2 Twin Beds + Gaming Area Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 190 Bayview Ave. STR Applied for

Sunny Side Up

Fort Myers Beach, FL, US
4 Bedrooms 12 Guests
Aug 31 - Sep 7
$256 night

Top Reasons to Book Sunny Side Up: * Private, Screened Heated Pool * Single Level, Pet Friendly Home with a Fenced Yard * 2 Blocks to Public Beach Access * Beach Towels, Beach Chairs, and a Cart Provided * Community Boat Ramp for Small Vessels or Kayaks * Bikes Included * Professionally Managed *This property does not allow parties of adults under the age of 25.* Welcome to Sunny Side Up, your dream getaway in the highly sought-after Shell Mound neighborhood of Fort Myers Beach! This newly renovated 4-bedroom, 3-bathroom home sits at the end of a peaceful street with direct Gulf access and stunning bayfront views. Enjoy breathtaking sunsets right from the backyard or cast a line off the private dock. The open-concept interior features modern coastal design, a spacious kitchen with island seating, and plenty of natural light throughout. Step outside to your private pool area with multiple seating and dining options—perfect for relaxing or entertaining. Whether you’re soaking up the sun, enjoying dinner under the stars, or heading out on a boat from your backyard, this home offers the perfect blend of style, comfort, and location. Make this your family’s new favorite vacation spot — book now for sun, fun, and unforgettable memories! The Bed Setup: Master Bedroom: Queen Bed Guest Bedroom 1: King Bed Guest Bedroom 2: King Bed Guest Bedroom 3: Twin Over Full Bunk Bed + Full over Queen Bunk Bed Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 460 Madison Ct STR 29-46-24-W1-011-00.0210

Beautiful Life on Madison

Fort Myers Beach, FL, US
3 Bedrooms 7 Guests
Aug 31 - Sep 7
$185 night

Top Reasons to Book Beautiful Life on Madison: * Private, Heated Pool * Canal Front with Gorgeous Views * Private Boat Dock * 2 Blocks to Public Beach Access * Beach Towels, Beach Chairs, and Cart Provided * Community Boat Ramp for Small Vessels or Kayaks * Professionally Managed *This property does not allow parties of adults under the age of 25.* Step into Beautiful Life on Madison, your perfect beach escape; just steps from the sand and tucked along a peaceful canal surrounded by lush greenery. This 3-bedroom, 2.5-bath home has everything you need for a relaxed and memorable stay, from a private pool for lazy afternoons to plenty of outdoor space for soaking up the Florida sunshine. Whether you’re grilling by the water, lounging under the palms, or heading to the beach for sunset, this home makes it easy to unwind, explore, and have fun. It’s the ideal mix of comfort, convenience, and vacation vibes. The Bed Setup: Master Bedroom: King Bed Guest Bedroom 1: Queen Bed + Twin Bed Guest Bedroom 2: Queen Bed Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to 444 Madison Ct STR Applied For

Stay Active and Social in Bonita Isles: Community Amenities and Social Events Await

Bonita Springs, FL, US
3 Bedrooms 6 Guests
Aug 24 - Sep 22
$177 night

This is a 2+ den, 2 car garage attached villa that has all brand new furniture and features a private screened in lanai, stainless steel appliances in the kitchen, indoor and outdoor dining areas, a gas grill, pool and beach gear and pull out sofa in the den. Enjoy wonderful community amenities including a heated community pool, tennis, pickleball and bocce courts, a fitness center and a playground. Bonita Isles has a full calendar of social events available to get to know your neighbors, old and new! Located right off of Old 41 in the Bonita Isles neighborhood you are only a quick drive to downtown Bonita, Bonita Beach, and Coconut Point Mall. There are some fabulous restaurants within 5 mins of the home that our guests enjoy ~ check out Jimmy P’s, Lansdowne Street, Old 41 Restaurant (can walk here!), Cirella’s and the Prado Movie Theater with awesome seats and a full service restaurant. Bonita Isles offers a full array of amenities including a heated community pool, tennis, pickleball and bocce courts. There is also a beautiful fitness center and a playground for when your grand kids come to visit. Your home away from home is an open concept attached villa with tall ceilings with large windows and sliders letting in tons of natural light. There are 2 TV’s: one very large TV in the family room and 1 large in the main bedroom, Wi Fi, Electric, Water, Cable all included! The main bedroom is in the rear of the house, facing the natural preserve for ultimate privacy and features a King bed, all brad new furnishings, plush carpet and a very large en suite bathroom. The bathroom features a zero edge glass enclosed shower, dual sinks on the vanity and a walk in closet with a iron and ironing board. The second bedroom, towards the front of the house features a Queen bed, a tall chest of drawers and a large closet. In the second full size bathroom you will find a tub and shower combo, a single granite topped vanity and tile on the diagonal. This is not attached to the second bedroom so its great for guests as well There is a sleeper sofa that turns into a full bed in the den. The den has french doors leading to it and is located steps from the main entry of the villa, which is on the side of the villa. The kitchen has granite counters, hardwood cabinets, stainless steel appliances and a high top counter with 2 chairs to have informal meals. The 6 top dining set is right off the kitchen and has a rustic farmhouse high top table and chairs set. With a 2 car garage, 2 beach chairs, beach umbrella, 2 pool floaties and 2 boogie boards, a laundry room with a full sized washer and dryer and a spacious outdoor lanai with a gas grill and dining set to complete this Villa you will find that it is all set up and ready for you to relax and enjoy your time in Bonita Springs. Important Details: **PETS NOT ALLOWED** Mike Z Rentals LLC follows all CDC guidelines for the cleaning of this property and the property is completely cleaned in between each and every reservation. This booking and reservation are contingent on the signing of a lease and HOA paperwork and approval. Access to the property cannot be given until HOA approval is received prior to your move in along with the second payment, no exceptions. These are the additional fees NOT INCLUDED IN THIS RESERVATION AND MUST BE PAID SEPARATELY. Please allow 30 days for processing. A representative of Mike Z Rentals LLC will reach out after the reservation is made to help facilitate all of the required paperwork and to answer any further questions you might have. This Property is Professionally Managed by Naples, Fl based Mike Z Rentals LLC and we are here to help! This property is about 25 mins away from SWFL Int’l Airport and Uber and Lyft are readily available in the area. We recommend for guests to bring their own car as the greater Naples area is very large and we want you to be able to enjoy all that we have to offer. Florida state permit number: #DWE2102775 License number: Florida state permit number: #DWE2102775

Sandy Getaway

Fort Myers Beach, FL, US
4 Bedrooms 10 Guests
Aug 31 - Sep 7
$280 night

Top Reasons to Book Sandy Getaway: * Canal Front with Small Dock * Private Heated Pool with Spill Over Spa * Pet Friendly (Additional Fees Apply) * 669 Yards to Beach Access 22 (9 Minute Walk) * 1.7 Miles to Times Square Sandy Getaway is a stunning 4-bedroom canal front home with vaulted ceilings. The living room is spacious with a large sectional and a 70in flat screen TV. Wall to wall glass doors between the living and dining area allow for natural light to engulf the spaces. A gorgeous kitchen features dark wood cabinets and stainless-steel appliances, including a wine fridge is perfect for creating a delicious meal. An oversized balcony features ceiling fans, large table to dine al fresco, and a grill. Just off the living room is the first primary bedroom that has a king bed, access to the balcony and spacious bathroom. The primary bath includes a garden tub, walk-in shower, and double sinks. On the opposite side of the balcony is the second primary bedroom with a king bed, balcony access, and attached bath with walk-in shower. The first guest bedroom features two twin beds with the other bedroom features a queen bed plus a twin over twin bunk bed. A full bathroom with tub and shower combo is shared with the two guest bedrooms. Outside is a covered patio with several seating options, ping pong table, dock, and welcoming heated pool. Come stay in a piece of paradise at Sandy Getaway. The Bed Set-Up: First Primary Bedroom: King with Attached Bath Second Primary Bedroom: King with Attached Bath Guest Bedroom: Two Twin Beds Guest Bedroom: Queen plus a Twin Over Full Bunk Bed **If you are traveling with a pet, please call the reservations team with the within 24 hours of placing your reservation. Guests are responsible for paying a non-refundable pet fee for dogs under 30lbs is $200 per dog, dogs above 30lbs is $300 per dog.* *This property does not allow parties of adults under the age of 25.* Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 319 Madison Ct FMB STR 19-0480

Sandy Breeze

Fort Myers Beach, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 7
$194 night

Top Reasons to Book Sandy Breeze: * Canal Front with Small Dock * Private Heated Pool with Tanning Ledge * Pet Friendly (Under 30LBS, Additional Fees Apply) * 668 Yards to Beach Access 22 (9 Minute Walk) * 1.7 Miles to Times Square Sandy Breeze is a charming 3-bedroom canal front home with a fantastic pool, patio, and dock. Entering the home, guests are greeted with a cozy living area and dining space. Complete with a large flat screen TV and wall to wall sliding glass doors. Light filters into this space to make the area feel welcoming. A beautiful kitchen is tucked around the corner and features lots of counter space and stainless-steel appliances. A laundry area is off the kitchen. Unwind in the primary bedroom featuring a king bed and en suite with walk-in shower. The first guest bedroom features a queen and twin bed with TV while the second guest bedroom offers a twin over full bunk bed. A guest bathroom is in the hall and offers a tub/shower combo. Sandy Breeze is the perfect home for families of all sizes, plan your visit today. The Bed Set-Up: Primary Bedroom: King Guest Bedroom: Queen and Twin Guest Bedroom: Twin Over Full Bunk Bed **If you are traveling with a pet, please call the reservations team with the within 24 hours of placing your reservation. Guests are responsible for paying a non-refundable pet fee for dogs under 30lbs is $200 per dog. *This property does not allow parties of adults under the age of 25.* Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 309 Madison Ct FMB STR 19-0482

Island Breeze

Fort Myers Beach, FL, US
3 Bedrooms 8 Guests
Aug 25 - 27
$149 night

Top Reasons to Book Island Breeze: * Private Backyard with Pool * Five-minute walk to the beach * Brand New Construction * Centrally Located on the Island * Professionally Managed Welcome to Island Breeze, an exceptional vacation home nestled in the heart of Fort Myers Beach, Florida. This charming 3-bedroom home comfortably sleeps 8 guests, offering the perfect blend of coastal vacationing and convenience. With its private pool and a short walk to the beach, it’s the ideal destination for anyone seeking the laid-back yet vibrant getaway that Southwest Florida is known for. The open floor plan features a beautifully designed kitchen with quartz and granite finishes, accented by coastal touches throughout. Spacious bedrooms and inviting living areas make this the perfect retreat for family and friends, ensuring a relaxing and unforgettable stay. Book now and this will surely be your "year after year" family’s vacation destination. The Bed Set Up: Primary Bedroom: King Bed Guest Bedroom: King Bed Guest Bedroom: King Bed Living Room: Sofa Sleeper Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 5350 Palmetto St. STR Applied for

Sunset Paradise

Fort Myers Beach, FL, US
4 Bedrooms 10 Guests
Oct 8 - 10
$455 night

Top Reasons to book Sunset Paradise: * Interior not impacted by any hurricanes! Structural Engineer Inspected! * NO need for a car- beach, restaurants, Publix, and marina all an easy stroll from the house * Trolley stop right at Strandview, on the side of house, intersection in front of the house * Stunning Home with Beach Across the Street * Gorgeous Tranquil Ocean Panoramic Views from Private Balcony * Endless Outdoor Fun with a Cozy Fire Pit, Fire Table, Outside Bar, Games and More! * Lots of games for families, kids, and adults for evening fun This adorable home is located in the heart of the island and directly across from Newton Beach. The home is just two short blocks from the Trolley stop which is located in front of the Publix grocery store (the only one on the island), where you can hop on and head down to the Times Square location of the island for dining, bars and shopping. You are only a block from Publix, the marina, and boat rentals. We even provide beach wagons for you to transport your groceries in. Catch the trolley to take you to the downtown area or the Lover Key end of the island where it is a bit quieter! Ascend the stairs to the front balcony, offering unparalleled gulf-front vistas and mesmerizing sunsets. Inside, an open-concept living room, dining area, and updated kitchen beckon, complete with a Margaritaville blender, Keurig, and other culinary essentials. Seating 6, extendable to 8, the dining room facilitates intimate meals or lively family game nights. Adjacent, the family room offers extra sleeping space on a pull-out queen sofa, accompanied by an array of games for cherished family bonding. This floor also has a full bathroom, including a shower/tub combo. Retreat to the upstairs balcony for a moment of tranquility with a captivating book, or revel in the master bedroom’s full-length balcony boasting sweeping Gulf panoramas. The master bedroom indulges with a king bed, ample storage, and a full en-suite bathroom, shower only. Two guest bedrooms, a shared bathroom, and a convenient laundry room complete the second floor. And for our guests who love to be productive, two of the rooms in this unit boast workstations/desks! Outside, start your day soaking up the sun with a relaxing day by the pool and spa! As the sun descends, spend your time gathering on cushioned seating around the fire table or under the stars, accompanied by the soothing sound of waves sitting around the fire pit that invites unforgettable evenings. (Guests provide the wood for burning!). Parking for 3 cars is provided. Please do not park on the shells. Late flight back home? Enjoy hanging out at the Junkanoo/ Fresh Catch restaurants which are easy to enjoy before and after check out while waiting for flights!!! The Bed Set up: Master Bedroom: King Guest Bedroom: Queen Guest Bedroom: Queen Guest Bedroom: Queen Living Room: Sleeper Sofa Additional conveniences for your stay include: * Complimentary Beach Gear: Chairs, Wagon, Beach Towels, Kids’ Beach Toys, and Cooler * Outdoor Entertainment: Outdoor Bar, Grill, Covered Fire Table with Outdoor Seating, and Fire Pit with Seating * Outdoor Games: Ping Pong Table, Cornhole, Washer Game, Tiki Toss * Kitchen and Beverage Amenities: Host Provided Coffee Starter Pack of Keurig Cups and Tea, Margaritaville Blender, and Coolers Provided for Guest Use * Kids’ Amenities: A Deluxe Pack-and-Play with Linens, Booster Dining Seat, and Potty Seat * Indoor Entertainment: Xbox 360 (bring your games), Books and Games are Available *NO SMOKING* Inside of the home. STRICTLY ENFORCED. *This property does not allow parties of adults under the age of 25.* Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 4601 Estero Blvd. STR 22-0214

Island Grande

Fort Myers Beach, FL, US
5 Bedrooms 14 Guests
Aug 29 - 31
$594 night

Top Reasons to Book Island Grande: * Spacious Private Balcony with Gulf Views * Private Pool, Cornhole, and Darts * 180 Feet to Beach Access #17 * 2.3 Miles to Times Square * Professionally Managed Welcome to Island Grande. This home is across the street from the beach in the Mid-Island area of Fort Myers Beach and has Gulf views. This stunning property offers the perfect blend of luxury, comfort, and prime island vacationing. Wake up to the soothing sound of waves and enjoy mesmerizing sunsets right from your own front balcony. The interior of this home is thoughtfully designed with spacious living areas, high ceilings, and large windows that maximize natural light and views of the Gulf. Equipped with top-of-the-line appliances, granite countertops, and ample storage, the kitchen is a chef’s delight. The property boasts generously sized 5 bedrooms, 4 with attached bathrooms, offering comfort and privacy for guests. Relax in the private pool after a day at the beach or just relax under the patio while you through burgers on the grill. Come see why Island Grande is going to be a family favorite for years to come. The Bed Setup: Main Floor: Guest Bedroom: King with En Suite Guest Bedroom: Queen Third Floor: Primary Bedroom: King with En Suite Guest Bedroom: King with En Suite Guest Bedroom: Queen over Queen Bunk with En Suite **The Elevator is reserved for those with physical disabilities only and is kept locked. Let our office know if you will need the elevator due to someone in your party not able to use the stairs.** *This property does not allow parties of adults under the age of 25.* For more info and a cool video of the home and island, please click this link: Fort Myers Beach Florida | 1 YEAR AFTER HURRICANE IAN (youtube.com) Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 4543 Estero Blvd STR 26-0332

Anchors Down

Fort Myers Beach, FL, US
5 Bedrooms 12 Guests
Aug 29 - 31
$507 night

Top Reasons to Book Anchors Down: * Spacious Private Balconies * Private Pool with Spill Over Spa * Ping pong and 8-ball Pool in the game room. * 118 Yards to Beach Access #19 Beach equipment available. * 2.2 Miles to Times Square * Professionally Managed This newly constructed 5-bedroom, 5 full bathroom, 2 half bathroom masterpiece blends a sophisticated coastal vibe with top-of-the-line finishes and brand-new furnishings throughout. Every detail has been thoughtfully designed for comfort, style, and relaxation. Step inside to an open, airy layout and a stunning gourmet kitchen perfect for family meals or entertaining. The spacious game room offers both pool and ping pong tables for endless fun. Outdoors, your private oasis awaits — a sparkling pool with spa, sun shelf, and plush loungers, plus a shaded sitting area and a full poolside bathroom so you can spend the whole day soaking up the Florida sunshine. Wake up to Gulf breezes and gorgeous views from the full-length balcony, perfect for sipping coffee or enjoying an evening cocktail. Best of all, the beach is just steps away, simply stroll across the street and you’re on the sand. Whether you’re planning a family gathering, a couples’ retreat, or a friends’ getaway, this home offers the perfect blend of elegance, comfort, and unbeatable location. The Bed Setup: Third Floor: Primary Bedroom 1: King with Ensuite Bathroom Second Floor: Primary Bedroom 2: King Bed with Ensuite Bathroom Guest Bedroom 1: Two Twin Beds with Ensuite Bathroom Guest Bedroom 2: King Bed with Ensuite Bathroom Guest Bedroom 3: Two Twin-over-Twin Bunks with Ensuite Bathroom *This property does not allow parties of adults under the age of 25.* Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 109 Bayview STR Applied for

Endless Summer

Bonita Springs, FL, US
3 Bedrooms 7 Guests
Nov 30 - Dec 4
$373 night

Your private Bonita Springs retreat awaits! Enjoy a brand-new salt water, heated pool and outdoor shower surrounded by lush tropical landscaping. Endless Summer blends coastal comfort and resort-style living — the perfect escape for sun, relaxation, and endless memories. Step outside to your own tropical paradise where every moment feels like vacation. Lounge beneath the palms beside the sparkling heated pool. After a day at the beach, rinse off in the refreshing outdoor shower and fire up the grill for a laid-back evening on the spacious deck. The fenced yard offers both privacy and tranquility, creating the perfect backdrop for family time or quiet relaxation. Inside, this beautifully designed home features an open-concept layout filled with natural light and coastal-inspired décor. The fully equipped kitchen showcases granite countertops, hickory cabinets, and everything you need to cook and dine at home. The primary suite provides a serene retreat with its own private bath in this three-bedroom, two-and-a-half-bath home, while the additional bedrooms offer comfort and space for family or guests. Every detail has been thoughtfully designed to enhance your stay — from the seamless indoor-outdoor flow to the stylish furnishings and warm, inviting atmosphere. Whether you’re planning a family vacation, a couples’ getaway, or an extended stay in the Florida sunshine, Endless Summer delivers the perfect balance of comfort and indulgence. ✨ Experience the luxury of resort-style living in your own private oasis — Endless Summer is where your Florida dream begins! Close proximity to: - Bonita Fairways Golf Course - Sugar Shack - Beautiful new live music venue! - Shang Ri La Spa - Promenade - Bonita Beach, Barefoot Beach Pet Cleaning Fee $250 Local house attendant on-call during your stay!

Blue Starfish

Fort Myers Beach, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$212 night

Top Reasons to Book Sun Kissed Villa: * Private Heated Pool with Spillover Spa * Brand New Construction Home * Pet Friendly (Fees & Restrictions Apply) * 510 Yards to Delmar Ave Beach Access/1 Mile to Times Square * Perfect for Groups and Families * Sonos Sound System, Zero Gravity chairs, Tempur-Pedic bed, Electric couches. * Professionally Managed; 24/7 Service *This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions. * Welcome to Sun Kissed Villa – Your Ideal Beach Escape! Nestled on the north end of Fort Myers Beach, Sun Kissed Villa is the perfect destination for your coastal getaway. Just steps from beach access across Estero Boulevard, you’ll find yourself on the soft white sands of the Gulf of Mexico in minutes. This spacious and beautifully appointed home features 4 bedrooms and 4 bathrooms (3 full, 1 half), comfortably accommodating your group with 1 King bed and 3 Queen beds—perfect for family and friends. Spend your days lounging by your private pool or take a quick trip to nearby Times Square, where you’ll discover local shops, dining, and vibrant beachside energy. Whether you’re here to soak up the sun, explore the island, or simply relax with loved ones, Sun Kissed Villa is the perfect place to call home during your stay. ***The Elevator is reserved for those with physical disabilities only and is kept locked. Let our office know if you will need the elevator due to someone in your party not able to use the stairs.** *Only small dogs 20 lbs and under are allowed. $200 pet fee per pet applies. * Bed Set-Up: Master Bedroom: King Bed Guest Bedroom 1: Queen Bed Guest Bedroom 2: Queen Bed Guest Bedroom 3: Queen Bed Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! 211 Delmar Avenue Beach access #28 FMB STR 19-0458

Estero Bay Sunrise

Fort Myers Beach, FL, US
4 Bedrooms 10 Guests
Aug 30 - Sep 2
$256 night

Top Reasons to Book Estero Bay Sunrise: * Coastal Canal Front Home with Incredible Bay Views * Private Pool and Dock * 685 Yards to Beach Access #15 * 3.6 Miles to Times Square * Professionally Managed Welcome to Estero Bay Sunrise, a stunning 4-bedroom waterfront retreat nestled in the heart of Fort Myers Beach. Situated on the serene waters of Estero Bay, this meticulously designed home boasts an idyllic location, with sandy beaches of the Gulf of Mexico waters are a short walk. This home features a spacious and open floor plan, allowing for seamless indoor-outdoor living. The expansive living area is adorned with large windows that bathe the space in natural light, creating a warm and inviting atmosphere. The kitchen is a chef’s delight, equipped with stainless-steel appliances, granite countertops, and ample storage space. The property offers multiple outdoor entertainment areas, including a generous covered lanai and a private pool overlooking the water. The master suite is a true retreat, complete with a king bed, en suite and a private balcony offering stunning sunset views. There is another king bedroom, a queen bedroom, and a bedroom with two twin beds. Additional sleeping options is available in the upstairs family room with a daybed and trundle to comfortably sleep up to 10 guests. Come have your next Fort Myers Beach vacation on the water at Estero Bay Sunrise. The Bed Set-Up: Second Floor: Guest Bedroom: Two Twin Beds Guest Bedroom: King Third Floor: Primary Bedroom: King Guest Bedroom: Queen Family Room: Twin Daybed with Twin Trundle *This property does not allow parties of adults under the age of 25.* Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 383 Seminole Way STR # 23-0075

Reef of Paradise

Fort Myers Beach, FL, US
4 Bedrooms 10 Guests
Oct 31 - Nov 5
$483 night

Top Reasons to Book Reef of Paradise: * Stunning Home with Private, Heated Saltwater Pool * Beach Right Across the Street * Gorgeous Tranquil Ocean Panoramic Views from Private Balcony * Complimentary Beach Gear: Chairs, Wagon, Beach Towels, Kids’ Beach Toys, and Cooler * Outdoor Entertainment: Outdoor Bar, Grill, Covered Fire Table with Outdoor Seating, and Fire Pit with Seating * Outdoor Games: Ping Pong Table, Cornhole, Washer Game, Tiki Toss. * Professionally Managed *This property does not allow parties of adults under the age of 25.* Welcome to Reef of Paradise—a stunning coastal escape where luxury meets laid-back beach vibes in the heart of Fort Myers Beach! This beautifully designed four-bedroom, three-bathroom home (plus a private study) is just steps from the sugar-white sands with direct beach access,. Step outside and discover your private tropical paradise! Enjoy a heated saltwater pool, unwind under the tiki hut, and fire up the BBQ grill. With multiple lounge areas, a spacious patio, and breathtaking sunset views from the front porches, your time outdoors will be just as memorable as your beach days. The Bed Set-up: Master Bedroom: King Bed, Private Balcony, Ensuite Bathroom + Private Den with Sleeper Sofa and TV Guest Bedroom: King Bed Guest Bedroom: Queen Bed Guest Bedroom: Two Twin Beds *NO SMOKING* Inside of the home. STRICTLY ENFORCED. Area Activities: Welcome to the vibrant Fort Myers Beach, where adventure and relaxation await you! Dive into the stunning natural beauty of nearby state parks, like the tranquil Lover’s Key State Park to the south or the scenic Bowditch Point Park to the north—perfect for exploring lush trails and spotting wildlife! Feeling adventurous? Rent a boat at Fish Tale Marina and set sail on the sparkling waters, or cruise around the island in a stylish Moke or golf cart for a fun, breezy experience. The convenient trolley service whisks you from Estero Boulevard to the lively Times Square area, where you’ll find a variety of shops, restaurants, and bars buzzing with life once again. For a day trip, hop on the Key West Express for an unforgettable journey to the charming island of Key West, or visit the iconic Sanibel Lighthouse, just a short drive away! Though the area is rebuilding after Hurricane Ian, Fort Myers Beach is bouncing back better than ever. Embrace the sun, sand, and those breathtaking sunsets while enjoying the lively dining and entertainment scene. We can’t wait to welcome you back for an unforgettable beach getaway! STR 26-0429

Vacation Rentals in Three Oaks by Amenities & Features

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Vacation Rentals Near Three Oaks

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