Family friendly vacation rentals in Dunedin, FL

Explore 285 family-friendly vacation rentals, homes, and villas in Dunedin, FL for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. With options starting as low as $75 per night and homes offering up to 13 bedrooms and 8 bathrooms, it's easy to book a comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

285 Family-Friendly Homes in Dunedin

Award-winning Private Beach & Breathtaking Sunsets

Clearwater, FL, US
5 Bedrooms 16 Guests
Sep 21 - 28
$3,197 night

This 5-bedroom home is in a prime location with amenities & has EVERYTHING you need for an amazing vacation in Clearwater, FL! • Direct Beach Front • Private beach • Heated Private Pool • Firepit • Putting Green, Connect 4 & Ping Pong! • Board & Gard Games • Pool Volleyball & Basketball • Outdoor Patio/Dining • BBQ Grill • Fully Stocked Kitchen • Family/Kid Friendly • Dedicated Workspace • Washer & Dryer Welcome to your ultimate Clearwater beachfront escape—where luxury, privacy, and breathtaking Gulf views come together in one unforgettable stay. This direct beachfront estate offers over 90 feet of exclusive private Gulf frontage with sweeping 180-degree views and unforgettable sunsets each evening. Unlike most Clearwater properties, this home is truly beachfront—not beach access—with a private, residents-only path used exclusively for this home leading straight to your own stretch of pristine sand. No public access. No crowds. Just peaceful, quiet luxury at your doorstep. Located inside the prestigious, gated Carlouel community of North Clearwater Beach, this home sits in one of the most exclusive and upscale neighborhoods on the island—separate from the busy tourist zone, yet just 1.5 miles from the pier, award-winning restaurants, and Clearwater’s best attractions. Recently fully renovated from top to bottom, the home features entirely brand-new tile flooring, modern fixtures, updated bathrooms, new appliances, stylish furnishings, and a completely refreshed backyard and pool deck. Every space has been thoughtfully redesigned to create a bright, elevated coastal aesthetic that feels both luxurious and comfortable. The spacious 5-bedroom, 3-bathroom layout comfortably accommodates up to 16 guests, making it perfect for family vacations, reunions, or multi-family beach retreats. Expansive living areas are designed for gathering—whether it’s movie night, game night, or simply relaxing after a day in the sun while watching dolphins swim just offshore. The fully equipped kitchen with brand-new appliances makes cooking for a crowd effortless, while beautifully appointed bedrooms offer restful retreats after long beach days. Multiple bathrooms ensure smooth mornings for larger groups. Step outside and experience what truly sets this home apart: panoramic Gulf views, frequent dolphin sightings, and what many consider some of the best sunsets in the country—right from your backyard. With your own exclusive stretch of sand and no public setup allowed in front of the home, the beach feels like your own private sanctuary. Whether you’re enjoying quiet sunrise walks, sunset cocktails by the water, or relaxing poolside in your newly redesigned outdoor space, this Carlouel beachfront retreat delivers a rare level of exclusivity, privacy, and coastal luxury. This isn’t just a beach house—it’s one of Clearwater’s most exclusive luxury beachfront experiences. MAIN SPACES OF THE HOME: – 5 BEDROOMS & 3 BATHROOMS – BEDROOM 1: * King-sized Bed * Smart TV * Nightstand & Lamps * Dedicated Workspace * Outdoor Access * Ensuite Bathroom BEDROOM 2: * King-sized Bed * Smart TV * Nightstand & Lamps * Plush Seating BEDROOM 3: * Two Queen over Queen-sized Bunk Beds(Built-in) * Lamps BEDROOM 4: * King-sized Bed * Smart TV * Nightstand & Lamps * Cozy Seating BEDROOM 5: * King-sized Bed * Smart TV * Nightstand & Lamps * Cozy Seating * Outdoor Access – 3 BATHROOMS – * Ensuite Bathroom with Shower/Tub Combo * Full Bathroom with Shower/Tub Combo * Full Bathroom with Walk-in Shower – CHEF’S KITCHEN – * Fully Stocked * High-end Stainless Appliances * Large Refrigerator * Ample Cabinetry * Large Island w/ High Seating * Coffee Maker – LIVING ROOM – * 75” Smart TV * Large Plush Sofa * Board & Card Games – OUTDOOR FUN & AMENITIES – * Direct Beach Access * Private Pool * Firepit * Outdoor Patio/Dining * BBQ Grill * Pool Basketball & Volleyball * Ping Pong Table * Floaties * Putting Green The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4pm Check-out is at 10am - Up to 2 dogs are allowed for $125 per stay, no cats please. We kindly ask that your dog is crate trained and that you pick up after your dog. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - An exterior camera is installed solely to monitor our cleaning team for quality and security purposes. - Parking is available for 4 vehicles in the driveway. Please note that street parking is not allowed. - The heated pool fee is $100/night. The pool can be heated to about 20-25 degrees above the ambient temperature; please keep in mind that when the weather is cooler may not be as warm as you might expect. For example, if the ambient nightly temperature is only 55 degrees, then the pool might heat up to 75-80 degrees. We recommend the pool is heated in the months between October to May each year. We require at least a 3-day notice before your arrival if you’d like the pool heated. Pool must be heated for the entirety of your stay. Thank you! - If you’re interested in a long-term stay, please reach out to inquire about availability - Guests must be 25 years or older to book this property. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.

Pool, Games & More—Fun for Everyone!

Palm Harbor, FL, US
4 Bedrooms 10 Guests
Sep 21 - 23
$230 night

This 4-bedroom home is jam-packed with amenities & has EVERYTHING you need for an amazing vacation in Palm Harbor, FL! • Expansive Backyard Space • Private Pool • Fire Pit * Wet Bar • Outdoor Patio/Dining + TV • BBQ Grill • Ladder Toss, Corn Hole, Giant Connect 4, Pool Volleyball & Basketball • Fully Stocked Kitchen • Dedicated Workspace • Family Friendly - High Chair & Pack ’n Play • Dog Friendly • Washer & Dryer • Ample Parking Pack your bags and get ready to relax in this spacious 4-bedroom, 2-bathroom home that sleeps up to 10 guests—perfect for families, groups of friends, or anyone looking to soak up Florida sunshine. Nestled in a quiet Palm Harbor neighborhood, this home offers a cozy retreat while keeping you close to the best beaches, golf, and dining in the area. Step inside to find open and inviting living spaces, a fully equipped kitchen ready for big family meals, and plenty of room for everyone to unwind. Whether you’re gathering for movie night, sipping coffee on the patio, or heading out for a day of adventure, this home has you covered. With its prime location near Honeymoon Island, Innisbrook Resort, and charming local restaurants, you’ll be just minutes away from sandy beaches, nature trails, golf courses, and great eats. After a day of fun, return to your home base where comfort and convenience meet vacation vibes. Your Palm Harbor escape is waiting—where relaxation and adventure go hand in hand! MAIN SPACES OF THE HOME: – 4 BEDROOMS & 2 BATHROOMS– BEDROOM 1: * King-sized Bed * Smart TV * Nightstand & Lamps * Ceiling Fan w/ Light * Ensuite Bathroom * Direct Backyard Access BEDROOM 2: * King-sized Bed * Smart TV * Nightstand & Lamps * Mirror BEDROOM 3: * Queen-sized Bed * Twin over Twin-sized Bunk Bed * Nightstand & Lamp * Ceiling Fan w/ Light BEDROOM 4: * Queen-sized Bed * Smart TV * Nightstand & Lamp * Ceiling Fan w/ Light * Direct Backyard Access – 2 BATHROOMS – * Ensuite Bathroom with Shower/Tub Combo * Full Bathroom with Walk-in Shower – CHEF’S KITCHEN – * Fully Stocked * High-end Stainless Appliances * Large Refrigerator * Ample Cabinetry & Cooking Space * Coffee Maker: Keurig, Drip & French Press – LIVING ROOM – * 65” Smart TV * Large Plush Sofa + Plush Seating * Expansive Windows * Ceiling Fan * Open Floor Plan * Wet Bar – OUTDOOR FUN & AMENITIES – * Private Pool * Fire Pit * Outdoor Patio/Dining + TV * BBQ Grill * Giant Connect 4 * Ladder Toss * Corn Hole * Pool Volleyball & Basketball The guest has access to the entire home minus the locked cleaners’ closet. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. STR25-00131 DWE2104458 Check-in is at 4pm Check-out is at 10am - Up to 2 dogs are allowed for $125 per stay, no cats please. We kindly ask that your dog is crate trained and that you pick up after your dog. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - Parking in the driveway for 4 cars max. Street parking allowed: NO - If you’re interested in a long-term stay, please reach out to inquire about availability. - The pool is not heated; however, it is naturally warm enough to swim in generally between June to September. - Guests must be 21 years or older to book this property. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out. License number: DWE2104458

1 Mile to Beach • Private Pool Oasis •Volleyball

Palm Harbor, FL, US
4 Bedrooms 10 Guests
Sep 22 - 24
$202 night

Step into our charming oasis in Palm Harbor, Florida! Packed with a variety of amenities, it guarantees a memorable and enjoyable stay for everyone in your party! • 4 Miles to Honeymoon Island • Awesome Pool w/ Shaded Lounge Chairs • Private Sand Volleyball Court • Fire Pit w/ Seating • Cornhole • Poker, Ping Pong & Pool Table • Board Games • Fully-Equipped Kitchen • Sleeps 10 Guests • Fenced In Yard • Family Friendly- Pack n Play + High Chair • Smart TV’s in Every bedroom • Driveway Parking: 4 cars max As you step into our charming oasis in Palm Harbor, Florida, you’re greeted by an atmosphere intentionally crafted for your group’s enjoyment and relaxation. This luxurious retreat is designed to be more than just accommodation—it’s a space where lasting memories are made. With its thoughtful design, this haven can comfortably house up to ten guests. The heart of this retreat lies in its fully-equipped kitchen, the perfect space for those who love to whip up delectable meals or simply share a leisurely breakfast before starting on a day of adventures. The kitchen becomes a central gathering place, fostering a sense of togetherness that adds to the overall warmth of the space. What sets this retreat apart is not only its well-appointed interiors but also its strategic location—4 miles to Honeymoon Island. Imagine leisurely walks along the shoreline, soaking in the sunsets, or engaging in beachside activities, all conveniently accessible from your home away from home. Inside, the four bedrooms and two bathrooms provide a sense of spaciousness and privacy, allowing each member of your group to retreat to their own space when needed. Bedroom Configuration: • Bedroom 1 - Primary King Bedroom with ensuite bathroom (Walk In Shower) • Bedroom 2 - Queen Bedroom • Full Bathroom 2 - Tub/Shower Combo • Bedroom 3 - Queen Bedroom • Bedroom 4 - Full over Full Bunk Bed The fenced backyard further extends the living space outdoors, offering a private retreat for relaxation and recreation. From hanging around the pool table, gathering around the gas fire pit, and playing corn hole, there’s no shortage of entertainment options. The standout feature is undoubtedly the amazing pool, surrounded by shaded lounge chairs. Here, you can unwind under the Florida sun, take refreshing dips to beat the heat, or simply bask in the serene ambiance of your private retreat. The pool area becomes a hub of relaxation, laughter, and shared moments, elevating your stay to a truly unforgettable experience. Pet Friendly- This property is dog friendly. Up to 2 dogs are allowed for a pet fee of $125. Family Friendly- We welcome families! In fact, we provide a pack n play and high chair for added convenience. This property promises not just accommodation but an immersive experience where your group can create cherished memories and enjoy the best that Palm Harbor has to offer! So, whether you’re seeking beachside bliss, outdoor adventures, or simply a luxurious space to unwind, this home is poised to exceed your expectations and provide an extraordinary experience for your group. Guests have access to the entire house (minus the locked owner’s closet) via keypad entry Uber and Lyft are reliable modes of transportation. Please note, to book this listing you must be over 25 years old • Pet Friendly- This property is dog friendly. Up to 2 dogs are allowed for a pet fee of $125. • **Absolutely no parties allowed- Grounds for termination** The house is outfitted with an exterior Minut noise device, which monitors noise decibels (does not record) in an effort to respectful of our neighbors • Quiet hours per the city of Palm Harbor- 10pm-7am • Please note there is a ring camera at the front door and 2 on either side of the house - these are solely for security purposes. The side cameras are not active as we do not have access to them. • Please note the pool is not heated. However, in the summer months, please expect it to be warm naturally! • Charcoal Grill Florida License #: DWE2104458 CERTIFICATE #: STR25-00163 You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out. License number: DWE2104458

201 Surfside

Clearwater, FL, US
3 Bedrooms 8 Guests
Nov 21 - 28
$607 night

Welcome to Surfside 201! This premium 3 Bedroom, 2 Bath unit located in Surfside Condominiums features a wrap-around balcony offering spectacular views of the Gulf and Clearwater Beach! KITCHEN -Stove/Oven -Refrigerator with Ice Maker and Water Dispenser -Dishwasher -Microwave Oven -Toaster -Coffee Maker (Standard Drip and Keurig) -Blender -Crockpot -Hand Mixer -Dishes/Utensils/Grill Utensils -Cookware -Stainless Steel Appliances -Granite Countertops DINING AREA -Dining Table with Seating for 6 -Breakfast Bar with Additional Seating LIVING ROOM -Leather Sofa, Loveseat and Armchairs -Roku Smart TV with Spectrum App -Ceiling Fan -Access to Private Wrap-around Balcony MASTER BEDROOM -King Size Bed -Roku Smart TV with Spectrum App -Ceiling Fan -Master Bathroom with Walk-in Shower, and Jacuzzi Tub -Walk-in Closet -Access to Private Wrap-around Balcony GUEST BEDROOM -King Size Bed -Roku Smart TV with Spectrum App -Ceiling Fan -Large Closet -Gulf and Beach Views GUEST BEDROOM -Two Queen Size Beds -Roku Smart TV with Spectrum App -Ceiling Fan -Large Closet (pack n play stored in the closet) -Access to Juliet Balcony with Gulf and Beach Views GUEST BATHROOM -Shower (no tub) -Hairdryer FREE PARKING -1 Assigned Parking Space -Limited Guest Parking (First Come, First Serve Basis) -Trailers, U-Hauls, Boats, and RVs are NOT allowed to be parked on the property! GENERAL -FREE Wi-Fi -Board Games for Added Family Fun -BBQ Gas Grill in Pool Area -Washer and Dryer in Unit -Iron/Ironing Board -Bed linens, bath towels, and beach towels provided -Beach Chairs, Sand Toys, Cooler & Umbrella Available for Guests’ Use -Communal Heated Pool (heated seasonally October through April between 85 and 88 degrees) -Direct Beach Access CHECK-IN -Keyless Entry -Self Check-In *The unit is self-catering so guests should plan to provide their own toiletries, detergents and cleaning supplies. A starter kit of 2 trash bags, 1 roll of toilet paper per bathroom, basic hand soap, and 1 roll of paper towels is supplied, but not replenished. SORRY, NO SMOKING! THANK YOU! ***FREE FUN!*** Each booking will include one free entry per attraction each day of your stay (Offer applies ONLY to bookings less than a 28-night stay)! The following attractions are included: -StarLite Cruises -Calypso Queen Evening Tropical Buffet Cruise -Captain Memo’s Pirate Cruise -Clearwater Marine Aquarium -The Tropics Boat Tours: Dolphin Exploration Tour -Fun Ride Rentals -Zoo Tampa at Lowry Park -Busch Gardens Tampa (single day ticket) ***25-year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates. Located directly on Clearwater Beach, this premium condo is in walking distance to McKay Park, Mandalay Park, Pier 60, Frenchy’s Rockaway Grill, Palm Pavilion Beachside Grill & Bar, Frenchy’s Saltwater Cafe, Clear Sky Café, Hogans Hangout and many, many more! Other nearby attractions include Clearwater Marine Aquarium, Splash Harbour Water Park and Captain Bligh’s Landing. You are also in close driving distance to see the Tampa Bay Buccaneers, Tampa Bay Rays and several MLB Spring Training facilities and ballparks.

3 miles to Honeymoon Island~ Firepit & Pool

Palm Harbor, FL, US
3 Bedrooms 6 Guests
Sep 24 - 26
$181 night

This newly renovated home in Palm Harbor has EVERYTHING you need for a fun beach getaway! Located just minutes from Downtown Dunedin & Honeymoon Island! *3bed/2bath- sleeps 6 *Fire pit *Pool with outdoor seating & loungers *BBQ grill *Washer & dryer *Family friendly- pack n play + high chair available *Fully stocked kitchen *High speed wifi *Close to restaurants and grocery stores *Comfortable beds *Driveway parking *Beach essentials included- chairs and umbrella This 3bed/2bath home is located in a quiet neighborhood and close in proximity to many nearby attractions! Located in desirable Ozona community. MAIN SPACES OF THE HOME: – 3 BEDROOMS & 2 FULL BATHROOMS (Single level home) – BEDROOM 1 (Main Level Primary): * Plush Queen-sized bed * Full ensuite bathroom with walk in shower *2 nightstands *Overhead fan and lighting BEDROOM 2 (Main Level Guest): * Plush Queen-sized bed *2 nightstands *Overhead fan + lighting BEDROOM 3 (Main level Guest): * Plush Queen-sized bed *Overhead fan + lighting FULL BATHROOM 2: * Located in the hallway with walk in shower – CHEF’S KITCHEN – * Electric range & plenty of cooking space * Fully-equipped * Kettle * Large island and seating area with stools * Filtered coffee maker *Perfect for entertaining – LIVING ROOM – * Lots of natural lighting * 4 Sofas * Smart TV – BACKYARD & POOL – * Private pool *Poolside loungers *Fire Pit * BBQ Grill * Shaded seating *Outdoor dining – ADDITIONAL INFO – *Pack n play + High chair available *NO dogs or pets are allowed *Pool is heated Guests have access to the entire house (minus the locked owner’s closets) via keypad entry. Uber and Lyft are reliable modes of transportation in the area. Primary Guest must be at least 25 years of age to book this Florida License #: DWE2104458 CERTIFICATE #: STR25-00138 Please note there is one exterior facing security camera at the front door. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Check-in is at 4 pm Check-out is at 10 am Please note, to book this listing you must be over 25 years old The pool is heated and free of charge. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out. License number: STR25-00138

Steps to the beach! Ground floor 1BR + heated pool

Clearwater Beach, FL, US
1 Bedrooms 3 Guests
Dec 31 - Jan 2
$568 night

️ Clearwater Beach Suites #104 – Stylish 1‑Bed/1‑Bath Just Steps from the Beach! Welcome to Clearwater Beach Suites #104, a tastefully decorated 1-bedroom, 1-bath condo with serene waterway views. Nestled near the award-winning sands of Clearwater Beach, this stylish retreat is perfect for couples, small families, or solo travelers seeking comfort and convenience. ☀️ Highlights You’ll Love: King Bedroom + Sofa Sleeper – Sleeps up to 4 guests comfortably. Fully Equipped Kitchen – Includes fridge, stove, microwave, Keurig coffee maker, plus dining and living areas. Heated Community Pool – Perfect for relaxing mornings or afternoon dips. Free Wi‑Fi – Stay connected during your stay. One Free Parking Pass – On-site or city permit parking provided (spot not guaranteed). Need-to-Know Details: Sleeps up to 4 guests (1 king bed + sofa sleeper) 1 full bathroom Air conditioning, linens, and towels provided Smartlock keypad entry (photo ID & signed rental agreement required; must be 25+ to book) No pets allowed No smoking in the unit or common areas Ground-floor resort-style condo with private entrance Location Perks: Just steps from Clearwater Beach and a short walk to Pier 60, local dining, shops, and the Clearwater Marine Aquarium—everything Clearwater has to offer! Your Beachside Retreat Awaits! Book Clearwater Beach Suites #104 now to enjoy elegant comfort, premium amenities, and effortless beach access—all within one beautifully styled property. Your Florida sunshine escape starts here!

1 Mile to Honeymoon Island ~Pool ~Putt Putt

Palm Harbor, FL, US
4 Bedrooms 10 Guests
Sep 21 - 23
$207 night

This house has everything you need for your dream paradise vacation! ~1 Mile to Honeymoon Island ~Indoor Slide ~Pool ~Hot Tub ~Tropic like it’s hot neon sign ~Putting Green with light up golf balls ~Playground ~2 Fire Pits ~Outdoor Dining ~Cornhole ~Pool Table ~Foosball ~Shuffleboard ~Gym ~Yard Games ~Washer and Dryer ~Pet Friendly ~4 Bedrooms ~3.5 baths Dogs are allowed for $125 per stay, up to 2 dogs included. Dog must be crate trained and please clean up after your dog :) Welcome to your dream paradise vacation home! Nestled less than 1 mile away from the breathtaking Honeymoon Island, this house is the perfect oasis for your getaway. From the moment you step inside, you’ll be greeted by the thrill of an indoor slide that adds a touch of whimsy to your stay. The outdoor space is a true haven, featuring a swimming pool and a relaxing hot tub to soak away your worries. The Tropic like it’s hot neon sign sets the mood for a tropical retreat, while the putting green with light-up golf balls provides entertainment for golf enthusiasts. For the young at heart, there’s a playground and yard games like corn hole to keep everyone engaged. Whether you’re hosting a barbecue at the outdoor dining area, enjoying a friendly game of pool or foosball, or working up a sweat in the gym, this house has it all. The two fire pits create a cozy ambiance for evening gatherings, and the shuffleboard adds a touch of classic fun. Practical amenities like a washer and dryer ensure a stress-free stay, and the house is pet-friendly, so your furry friends can join in the vacation fun. With 4 bedrooms, 3.5 baths, and the capacity to sleep 10 guests comfortably, this vacation rental is designed to make your dream getaway a reality. Book now and create unforgettable memories in this ultimate paradise retreat! There’s a door code Uber and Lyft are great to get around with! Check in is at 4PM Check out is at 10AM Primary guest must be at least 25 years of age to book. Pool is not heated! Quiet hours are from 10:00pm-9:00am Occupancy limit is: 10 Parking in the driveway for 4 cars max. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Parties and Gatherings are not allowed! Florida License #: DWE6218692 Certificate #: STR-26-00007 GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out. License number: DWE2104458

🌴 Island Time | Huge Pool Home | Sleeps 18 • Cabana Bar • Steps to Beach ➠ 22 Laurel

Clearwater Beach, FL, US
6 Bedrooms 15 Guests
Sep 21 - 23
$833 night

Property Manager presents… Island Time ➠ 22 Laurel Gather your entire group at this expansive private estate, custom-built for reunions and large families. Located just 1-min walk from North Clearwater Beach, this home centers around an incredible outdoor oasis featuring a private pool, a covered cabana, and a unique pass-through outdoor bar. With parking for up to 7 cars and beds for up to 16 guests, Island Time is the spacious, stress-free headquarters for your group. Learn more below… HIGHLIGHTS Resort-Style Pool Area – Private heated pool (fee applies) with a covered cabana and outdoor TV. Indoor/Outdoor Bar – A unique kitchen pass-through window with seating for 10—perfect for serving drinks and snacks poolside. ️ Sleeps 16 Guests – Massive capacity featuring 6 Bedrooms, 4 Bathrooms, and 2 Sleeper Sofas for large groups. ️ Steps to the Beach – Walk to the uncrowded North Beach sands in 1-2 minutes. Quiet Location – Situated in a quiet residential neighborhood on the north end of Clearwater Beach. Massive Parking – Rare private driveway space for 6–7 vehicles. Pet Friendly – Bring the whole family (Subject to approval & pet fee). Two Refrigerators – One inside and one in the outdoor cabana to stock up for the week. Entertainment Ready – TVs in every bedroom, the main living area, and the outdoor cabana. Single-Level Living – Ideal for multi-generational gatherings, this home features all main living areas and bedrooms on one floor. -------------------------------------------------------------------------------- OUTDOOR OASIS This massive backyard was built for all-day hanging out. • Pool deck with an optionally heated pool (extra fee): Perfect for a refreshing dip or an evening swim. • Expansive Cabana: Features its own fridge, microwave, and TV, allowing you to watch the game while floating in the pool. • Unique kitchen pass-through bar: Serve lunch directly from the kitchen to the patio bar stools without missing a beat. • The Vibe: A tropical, private retreat perfect for relaxing after a day at the beach. -------------------------------------------------------------------------------- LIVING AREA • Atmosphere: Open-concept and designed for togetherness, the living room flows seamlessly into the dining and kitchen areas. • Relax: Cool off with central A/C and ceiling fans while watching a movie on the large Smart TV. -------------------------------------------------------------------------------- ️ KITCHEN & DINING The heart of the home is the gourmet kitchen, fully equipped to handle large group meals. • Features: Stainless steel appliances, granite counters, and the signature pass-through window to the pool deck. • Dining: Ample seating options indoors and outdoors ensure everyone has a place at the table. -------------------------------------------------------------------------------- ️ BEDROOMS & BATHROOMS Designed to maximize sleeping capacity without sacrificing comfort. • 5 King Bedrooms: featuring King-sized beds, ensuring adults get a good night’s rest. • 1 Queen Bedroom: off the kitchen featuring Queen-sized bed and ample storage. • Additional Sleeping: 2 Queen sleeper sofas in the living room provide flexible sleeping arrangements for up to 16 guests total. • 4 Bathrooms: full bathrooms (including a convenient pool bath) mean no waiting in line to get ready for dinner. -------------------------------------------------------------------------------- ESSENTIAL AMENITIES • Connectivity: Fast Wi-Fi (approx. 790 Mbps) suitable for streaming and remote work. • Laundry: Full-sized washer and dryer available for guest use. • Beach Gear: Basic beach essentials are provided for your convenience. • Massive Parking: Rare private driveway space for 6–7 vehicles. -------------------------------------------------------------------------------- OTHER THINGS TO KNOW • Supplies: We provide a "starter pack" of paper products and soap. For large groups staying a week, we recommend a grocery run for extra toilet paper, paper towels, and trash bags. • Pool Heat: Optional pool heat is available during winter months for an additional fee. The pool heating fee is $200 + 13% tax • Noise: This home is in a residential neighborhood. We strictly enforce noise ordinances to respect our neighbors. • First Pet: Allowed for free. • Additional Pets: Charged at $125 per pet + tax -------------------------------------------------------------------------------- ️ HOUSE RULES • Pet Policy: Pets are welcome. • Occupancy: Max occupancy is 16 guests. • Age Requirement: Primary renter must be 25+ years old and present for the stay. • Rental Agreement Required: Electronic signature, including when booking through third-party platforms. • Valid ID must be uploaded when booking directly or through a website where we process the credit card. • Smoking: Strictly no smoking anywhere on the premises (includes electronic/vape devices). • Check-in: 4:00 PM | Check-out: 11:00 AM. • Quiet hours begin at 10:00 PM -------------------------------------------------------------------------------- READY TO MAKE MEMORIES? Don’t squeeze your group into separate hotel rooms. Book the ultimate compound at Island Time. With a pool bar, beach access, and room for all the crew, this is where your best vacation memories begin. Let our team at Property Manager craft your perfect stay!

Coastal Breeze - Beach Pool Home - Steps to North Beach!

Clearwater Beach, FL, US
4 Bedrooms 8 Guests
Sep 27 - 29
$335 night

️ Coastal Breeze – Spacious 4‑Bed/3‑Bath Beach Pool Home Steps From Clearwater Beach! Welcome to Coastal Breeze – your perfect Clearwater Beach getaway! This light, roomy beach house features four bedrooms and three baths, comfortably sleeping up to 8 guests. Enjoy a private heated pool, in-unit laundry, and an easy 4-minute walk to the white-sand beach—ideal for families or groups seeking comfort and convenience. ☀️ Highlights You’ll Love: Four Beautiful Bedrooms – King, queen, queen, and twin beds with ample space and storage. Three Full Bathrooms – Clean, updated, and ready for your group. Private Heated Pool & BBQ Patio – Perfect for sunny afternoons and family fun. Please note, propane for the grill is not provided and will need to be purchased at the guest’s expense. Fully Equipped Kitchen – Includes fridge, stove, microwave, dishwasher, coffee maker, and all the essentials. Laundry Room with Washer & Dryer – Great for beach towels and longer stays. Free Wi‑Fi & TV – Stay connected or binge your favorite shows. On‑Site Parking – Included with your stay. Need‑to‑Know Details: Sleeps up to 8 guests 4 bedrooms, 3 full bathrooms Central air conditioning & heating Smartlock keypad entry Pets allowed (subject to approval) No smoking inside or on the property Quiet hours 10 PM–9 AM Photo ID, signed rental agreement, and minimum age of 25 required on all bookings Perfect Location: Located just a 4-minute walk to Clearwater Beach, and within 0.6 miles of Beach Walk, Pier 60 Park, and Clearwater Marine Aquarium. Easy access to beach, shopping, dining, and local attractions. Your Beach Vacation Starts Here! Book Coastal Breeze now and enjoy the comfort, convenience, and coastal vibes of Clearwater Beach – complete with pool, parking, pet‑friendly policy, and everything you need for an unforgettable stay!

🌴Summer Breeze | Beachside Pool Home • Tiki Bar • Sleeps 20 ➠ 770 Mandalay

Clearwater Beach, FL, US
7 Bedrooms 17 Guests
Sep 21 - 24
$863 night

Property Manager presents… Summer Breeze ➠ 770 Mandalay Please note, ongoing construction next door may cause noise disturbances during the day. Gather your entire crew at this sprawling 7-bedroom private compound, custom-built for large family reunions and group getaways of up to 20 guests (+ pets, woof!) who want to stay together in comfort. Located just steps from the white sands of Clearwater Beach, "Summer Breeze" offers single-level accessibility, a massive open-concept living area, and a private backyard oasis complete with a heated pool and tiki bar. Learn more below… HIGHLIGHTS Massive Capacity – Sleeps up to 20 guests comfortably with 7 bedrooms and multiple living spaces. 100 Steps to the Beach – Just a 1.5-minute walk to the sugar-white sands of Clearwater Beach. Private Heated Pool – A sparkling swimming pool (heat available for a fee) right in your backyard. Outdoor Tiki Bar – A fun, tropical spot by the pool to serve drinks and hang out. ❄️ Cooking for an Army – Equipped with Dual Prep Areas and 3 full-size fridges to cook for the whole crowd with ease. ♿ Single-Level Living – No stairs to navigate, making it perfect for multi-generational families and guests with mobility concerns. Dual Laundry – Two sets of washers and dryers to keep up with beach towels. Ample Parking – Private driveway accommodates up to 4 vehicles. Pet Friendly – Bring the whole family (Subject to approval & pet fee). Quiet Location – Nestled in a tranquil residential area of Clearwater beach with not crowded beach access. ️ Beach Gear Included – Chairs, umbrellas, and beach towels are provided to make your trips to the sand easier. -------------------------------------------------------------------------------- OUTDOOR OASIS Your private backyard is designed for all-day entertainment. • The Pool: Enjoy a refreshing dip or lounge on the sun shelf. Note: Pool heat is recommended Oct-April and incurs an additional fee. • The Tiki Bar: The ultimate hangout spot for evening cocktails and watching the outdoor TV. • Al Fresco Dining: Fire up the gas grill for a family BBQ under the Florida sun. -------------------------------------------------------------------------------- LIVING AREA • Atmosphere: Designed for togetherness, the massive open-concept living area features 4 couches and plenty of seating so everyone can gather in one spot. • Entertainment: Large Smart TVs and high-speed WiFi keep everyone connected and entertained. -------------------------------------------------------------------------------- ️ KITCHEN & DINING Built to feed a crowd, this home features a unique setup to handle large meal prep. • Dual Prep Areas: Includes a fully equipped main kitchen plus a convenient kitchenette. • Storage: A guest favorite feature—3 Full-Size Refrigerators ensure you never run out of space for groceries and beverages. • Dining: Large indoor (up to 14) and outdoor (up to 20) dining areas allow the group to share meals together. -------------------------------------------------------------------------------- ️ BEDROOMS & BATHROOMS This home sleeps 20 guests across a sprawling single-story layout. • 6 King Bedrooms: Six separate bedrooms each featuring a King-sized bed. • Bunk Room: One bedroom featuring a Twin-over-Twin bunk bed. • Additional Sleeping: 3 Queen-sized Sleeper Sofas with linens in the living areas. • 3 Full Bathrooms: Conveniently spread throughout the home to serve the group. -------------------------------------------------------------------------------- ESSENTIAL AMENITIES • Connectivity: High-speed Wi-Fi and Cable TV. • Laundry: Two in-unit washers and two dryers. • Beach Gear: Beach chairs and toys are provided for guest use. -------------------------------------------------------------------------------- LOCATION ADVANTAGES Beach Access: A very short walk (approx. 100 steps) to the beach access point. Walkable: Easy stroll to restaurants, bars, and local shopping. ️ Park Access: McKay Park with playground and pickleball courts is about a 10 minute walk from the house. Attractions: Close to Pier 60 and the Clearwater Marine Aquarium. -------------------------------------------------------------------------------- CONSIDER BEFORE BOOKING • Strict Noise Ordinance: This home is in a residential neighborhood. Quiet hours start promptly at 10:00 PM, especially in the outdoor pool area. This is strictly enforced by local authorities. • Starter Supplies: We provide a "starter pack" of toilet paper, trash bags, and soap. For large groups staying multiple days, please plan to purchase additional supplies (paper towels, TP, dish soap) upon arrival. • Pool Heat: Optional pool heat is available for an additional fee and recommended October–April. The pool heating fee is $200 + 13% tax. • First Pet: Allowed for free. • Additional Pets: Charged at $125 per pet + tax -------------------------------------------------------------------------------- ️ HOUSE RULES • Pet Policy: Pets are welcome. • Occupancy: Max occupancy is 20 guests. • Age Requirement: Primary renter must be 25+ years old and present for the stay. • Rental Agreement Required: Electronic signature, including when booking through third-party platforms. • Valid ID must be uploaded when booking directly or through a website where we process the credit card. • Smoking: Strictly no smoking anywhere on the premises (includes electronic/vape devices). • Check-in: 4:00 PM | Check-out: 11:00 AM. • Quiet hours begin at 10:00 PM -------------------------------------------------------------------------------- READY TO MAKE MEMORIES? Don’t split your group across multiple hotel rooms. Book the Summer Breeze compound today and enjoy the luxury of having your whole family together under one roof, just steps from the sea! Let our team at Property Manager craft your perfect stay!

Salty Sunrise

Clearwater, FL, US
6 Bedrooms 18 Guests
Sep 21 - 24
$1,150 night

Property Manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This home is perfect for any vacation or travel group! Between the abundant outdoor spaces and the curated interior floor plan, this home lives incredibly well! The heated saltwater pool and oversized spa has a waterslide, swim up barstools, and a sun-shelf area that is perfect for lounging or for the kids to play. The covered patio space includes 3 large smart TVs and multiple seating and dining options! These spaces are all within the fenced backyard that is professionally landscaped with native plants for sustainability and added privacy and security, making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply). As you go up in this home, you’ll find multiple balconies with seating and views on all levels, ending at the roof top deck that features Gulf of Mexico and Clearwater Bay views. This stunning rental home provides 4,300 square feet of interior living space, with high and vaulted ceilings throughout. It also has well-placed windows and sliding doors to bring in great natural light and maximize views. This home provides 6 bedrooms (all with en suite baths) including 2 master suites, and 6 full baths and 2 half baths. There are 5 king beds and 2 custom queen over queen bunk beds. It comfortably sleeps 18 people in beds. The home was designed with a great room that was set up for gatherings with balcony access and neighborhood views. This home also boasts a club room or secondary living area with amazing amenities, ample seating, and balcony access directly off this space with peeking water views for you to enjoy. Floor Plan Description (by level): Ground Level: Free parking for up to 6 vehicles depending on size (2 covered + 4 driveway spaces). On this level you’ll find the fully fenced pool and backyard area (pet & family friendly), including the covered patio space. In addition to all the details already shared, there are ceiling fans throughout the space and an outdoor grill (natural gas). The home’s ping pong table and beach equipment can be found here, which includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. We include a full refrigerator and deep freezer nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to all levels above. The First Level of Living (2nd Floor): This level features a great room with a fully stocked kitchen that includes 2 pantry areas, a gas cooktop with hood vent, double ovens, full sized refrigerator (with ice maker) and freezer, 2 dishwashers, trash and recycling storage, microwave, toaster, coffee maker and more. These spaces are very well appointed with drinkware, cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our team would be happy to provide more details. The living area is very comfortably appointed with smart TV and seating, and dining for 14 plus 6 bar seats at the kitchen island. Off the great room is a half bath, a 3-person work space, and the home’s main balcony with neighborhood views and additional dining and seating. Bedrooms 3, 4, and 5 are on this level featuring a king bed, closet, and an en suite bathroom with vanity and walk-in shower. The Second Level of Living (3rd Floor): The club room is vacation central, with a media centre (80"+ smart TV with soundbar) for a movie room like experience, Nintendo Switch gaming console, games, a wet bar and beverage refrigerator with ice maker, balcony access with peeking water views and more. This floor has 3 bedrooms, including the home’s 2 master bedrooms. Master bedroom 1 features balcony access with water views, king bed, walk-in closet, workspace, and an oversized en suite bath with large vanity and double shower. Master bedroom 2 features a window seat, king bed, walk-in closet, and an en suite bath with double vanity and a walk-in shower. There is also a half bath, a laundry room with stackable washer/dryer, and a separate closet off master bedroom 1 with another stackable washer/dryer unit. Bedroom 6 is the bunk room, with 2 custom queen over queen bunk beds, built in closets, and an en suite bath with vanity and shower/bathtub combination. The Rooftop Deck: The rooftop deck is easily accessed by all via interior stairs or elevator. It’s perfect for enjoying sunrise over Clearwater Bay and downtown Clearwater, or sunset over the Gulf of Mexico. This oversized and spacious elevated living space has a dry bar with beverage refrigerator and ice maker, TV, seating, dining, bar seating along the railing system, games and rooftop putt putt! You’ll spend a lot of time up here as it’s built out to support the use, so be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Clearwater Beach. https://www.youtube.com/watch?v=wkp5iEM1ckM This luxury Clearwater Beach vacation rental is a short walk or bike ride from the world-famous Clearwater Beach and it’s entertainment district for access to all the restaurants, entertainment, shopping, grocers, and more. The location is central to everything! If you want to explore further without driving, you’ll find multiple stops nearby for the Jolley ......Trolley that provides transportation to the entirety of Clearwater Beach down to St. Pete Beach area and the multiple locations in between. You’re also just a quick drive or Uber/Lyft to the greater Tampa Bay area for access to the amazing Tampa performing arts scene, sports and concert venues, theme parks, Hard Rock Casino, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And day trips to all the amazing Orlando theme parks, and other beach destinations like Lido Key Beach, Siesta Key Beach, and more within 1-2 hours! This Clearwater Beach luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms. Accessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information. *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

402 Island Key

Clearwater, FL, US
3 Bedrooms 6 Guests
Oct 31 - Nov 30
$165 night

Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach! No "broken month bookings" allowed unless with prior approval from management (Rentals must start at the beginning of the month and end at the end of a month.) Overflowing with elegance and coastal charm, Island Key 402 delights with custom, contemporary décor and a spacious balcony perched directly on the Intracoastal Waterway, overlooking the shimmering waters of Clearwater Harbor. Delight in the sights and sounds of waterfront living, where manatees and dolphins frolic right outside your back door. The beautiful Island Key community consists of 15 magnificent condos within walking distance to shops, restaurants, and the brilliant Clearwater Beaches. Enjoy the heated pool and spa, which overlook the Intracoastal and make for the most relaxing and charming retreat. Property highlights include a private balcony overlooking the Intracoastal Waterway, elegantly outfitted for both lounging and dining. The open floor plan living area features a calming coastal flare and cozy sectional leading out onto the balcony. Make use of the modern, fully equipped kitchen with granite counters and updated appliances. The adjacent dining area is appointed with seating for six, with bonus seating at the breakfast bar. Your sun-drenched and spacious primary king bed suite provides private balcony access, while the en-suite bath boasts dual vanities, a decadent soaking tub, and a separate walk-in shower. A light and airy second bedroom presents an impressive king size bed accented by seaside inspired hues, and the inviting third bedroom also hosts a comfy spot to unwind with a queen size bed. The second full bathroom offers a convenient shower/tub combination. Find WiFi, cable, and smart TVs situated in the living area and each king bedroom. A private washer and dryer are also provided. THINGS TO KNOW: Streaming available with own accounts. NO PETS are allowed at this vacation rental. This rental is located on floor 4. Pack n play and "chair top" booster seat available for the little one. *The unit is self-catering so guests should plan to provide their own toiletries, detergents and cleaning supplies. A starter kit of 2 trash bags, 1 roll of toilet paper per bathroom, basic hand soap, and 1 roll of paper towels is supplied, but not replenished. Parking notes: Assigned parking is available for ONE vehicle in the parking garage. Please ensure that the parking pass is displayed at all times in order to avoid a fine and/or towing. WHAT’S NEARBY: This location is next to none for sure, as Clearwater Beach is often referred to as the ’Best Beach Town in Florida.” It is lauded for its gorgeous white sand and sparkling waters, not to mention beachside fun for all ages. It offers a variety of delicious restaurants, bars, and shopping, contributing to the overall energetic vibe of this area. This is a small, walkable beach community, and the pedestrian-friendly Beach Walk Promenade and the colorful red and yellow Jolley Trolley make it easy to explore. From beach combing to water sports to food and entertainment, it’s all at your fingertips here in Clearwater Beach! Pier 60 Clearwater Beach Marina boast many restaurants and attractions. Other options for fun: Captain Nemo’s Pirate Cruise, Crabby’s Dockside, Chute Em Up Parasail, Sea Screamers of Clearwater, and Encounters with Dolphins. Annual festivals include the Clearwater Sea-Blues Festival, New Year’s Eve Fireworks Celebration, Clearwater Beach Chalk Art Festival, Frenchy’s Stone Crab Weekend Block Party, Clearwater Suncoast Jazz Classic, and Clearwater Super Boat Races.

304 Island Key

Clearwater, FL, US
3 Bedrooms 7 Guests
Oct 31 - Nov 30
$165 night

This 3-bedroom, 2-bathroom waterfront beauty features all new furniture, and a breezy, coastal decor designed for relaxing! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer. cable, Wi-Fi and flat screen TVs, all within walking distance of the beach, shops and restaurants. No "broken month bookings" allowed unless with prior approval from management (Rentals must start at the beginning of the month and end at the end of a month.) KITCHEN -Coffee maker (Keurig and Standard Drip) -Dishes and Utensils -Cookware -Dishwasher -Refrigerator -Stove/Oven -Microwave -Stainless Steel Appliances -Granite Countertops LIVING ROOM -Full Size Sleeper Sofa -Loveseat -Armchairs -Large Flat Screen Smart TV -Access to Private, Covered Balcony DINING -Dining table and chairs with seating for up to 8 -Dine Al Fresco on the Private Balcony MASTER BEDROOM -King-size bed -Master En-Suite Bathroom with Separate Shower and Soaking Tub -Access to Private Balcony -Flat screen Cable TV -Ceiling Fan OTHER BEDROOMS -2nd bedroom king bed and flat screen Cable TV -3rd bedroom queen bed with flat screen Cable TV -2nd full bathroom in hallway with shower/tub combo -Sleeper sofa for extra guests -Pack n play GENERAL -Washer and dryer in unit -FREE Wi-Fi & Cable TV -Communal Heated Waterfront Pool and Hot Tub -Bed linens and bath towels provided (Guests provide their own beach towels) -Beach chairs, beach cart, umbrella and assorted beach toys available -Within walking distance to beach (approximately 2 blocks) FREE PARKING -Covered, Assigned Space for One Vehicle -Guest parking pass provided for a second vehicle (guest parking is first come, first serve) -Elevator leading from parking area to each level of the condo -Trailers, U-Hauls, Boats, and RVs are NOT allowed to be parked on the property! CHECK-IN -Keyless Entry -Self Check-in *The unit is self-catering so guests should plan to provide their own toiletries, detergents and cleaning supplies. A starter kit of 2 trash bags, 1 roll of toilet paper per bathroom, basic hand soap, and 1 roll of paper towels is supplied, but not replenished. Sorry - NO PETS AND NO SMOKING! Thank you! POINTS OF INTEREST -Clearwater Aquarium (1.8 miles) -Pier 60 (1 mile) -John’s Pass (13 miles) -St. Pete/Clearwater International Airport (PIE) (12.7 miles) -Tampa International Airport (TPA) (21 miles) -Busch Gardens, Adventure Island (33 miles) -Florida Aquarium (26.8 miles) -Tropicana Field (Home of the Tampa Bay Rays) (23.5 miles) -Raymond James Stadium (Home of the Tampa Bay Buccaneers) (22.4 miles) You can do as much or as little as you like at Clearwater Beach, a bustling beach town that offers spectacular white sand beaches, a wide variety of water sports, and several local restaurants and boutiques. It’s a perfect spot for spring break, romantic getaways, family vacations or a break from cold winter weather! Trust iTrip to help you select your perfect Clearwater vacation rental and make vacation memories to last a lifetime!

305 Island Key

Clearwater, FL, US
3 Bedrooms 6 Guests
Oct 31 - Nov 30
$134 night

Island Key Condominiums is an intimate community providing relaxing waterfront views and a convenient location to all that Clearwater Beach has to offer! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the comforts of home including a washer/dryer, cable TV, Wi-Fi and flat screen TVs, all within walking distance of the beach, shops and many award-winning restaurants. No "broken month bookings" allowed unless with prior approval from management (Rentals must start at the beginning of the month and end at the end of a month.) KITCHEN -Coffee maker (Standard drip/filter coffee maker and a Keurig) -Toaster -Dishes and Utensils -Cookware -Dishwasher -Refrigerator (with ice and water dispenser) -Stove/Oven -Microwave -Waffle Maker -Blender -Crock Pot -Stainless Steel Appliances -Granite Countertops LIVING ROOM -Full Size Sofa -Loveseat -Large Screen Smart TV -Access to Private, Covered Balcony - Many games under the tv stand DINING -Dining table and chairs with seating for up to 6 -Dine Al Fresco on the Private Balcony MASTER BEDROOM -King-size bed -Master En-Suite Bathroom with Separate Shower and Tub -Access to Private Balcony -Smart TV -Ceiling Fan GUEST BEDROOMS -2nd bedroom queen bed with Smart TV -3rd bedroom queen bed with Smart TV -2nd full bathroom in hallway with shower/tub combo GENERAL -Washer and dryer in unit -Hair Dryer and Iron provided -FREE Wi-Fi & Cable TV -Communal Heated Waterfront Pool and Hot Tub -Bed linens and bath towels provided (Guests provide their own beach towels) -4 Beach chairs available for guests’ use -Travel Cot and Portable Fan -Within walking distance to beach (approximately 2.5 blocks - about 10 minutes) -1 small dog welcome in this home. No other animals are allowed without specific, prior approval -Elevator leading from parking area to each level of the condo (this unit is located on the 3rd floor) FREE PARKING -Covered, Assigned Space for One Vehicle -Guest parking pass provided for a second vehicle (guest parking is first come, first serve) -Trailers, U-Hauls, Boats, and RVs are NOT allowed to be parked on the property! Parking notes: Assigned parking is available for one vehicle. Please Park in the spot labeled #24. Please ensure that the parking pass is displayed throughout the duration of your stay to avoid a fine and/or towing. CHECK-IN -Keyless Entry -Self Check-in *The unit is self-catering so guests should plan to provide their own toiletries, detergents and cleaning supplies. A starter kit of 2 trash bags, 1 roll of toilet paper per bathroom, basic hand soap, and 1 roll of paper towels is supplied, but not replenished. NO SMOKING in the unit or on the balcony! Thank you! POINTS OF INTEREST -Clearwater Aquarium (1.8 miles) -Pier 60 (1 mile) -John’s Pass (13 miles) -St. Pete/Clearwater International Airport (PIE) (12.7 miles) -Tampa International Airport (TPA) (21 miles) -Busch Gardens, Adventure Island (33 miles) -Florida Aquarium (26.8 miles) -Tropicana Field (Home of the Tampa Bay Rays) (23.5 miles) -Raymond James Stadium (Home of the Tampa Bay Buccaneers) (22.4 miles) You can do as much or as little as you like at Clearwater Beach, a bustling beach town that offers spectacular white sand beaches, a wide variety of water sports, and several local restaurants and boutiques. It’s a perfect spot for spring break, romantic getaways, family vacations or a break from cold winter weather! Trust iTrip to help you select your perfect Clearwater vacation rental and make vacation memories to last a lifetime! You must be 25 years or older to rent this property.

The Pearl

Clearwater, FL, US
7 Bedrooms 20 Guests
Sep 21 - 24
$2,128 night

Property Manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. Welcome to The Pearl, a luxurious Clearwater Beach retreat designed for travelers who want the sand, the sunsets, and the amenities all in one place. This stunning 7-bedroom home features 7 full baths and 2 half baths, nearly 4,600 square feet of beautifully curated interior living space, and effortless indoor-outdoor flow with balconies, covered patios, and a fully equipped rooftop deck with a ping pong table, corn hole, sun loungers and seating overlooking the Gulf of Mexico. Step through your private beach access to a sandy area set up with lounge chairs, then rinse off in the outdoor shower and slip into your own resort-style pool featuring a sun shelf and oversized spa. The pool deck is built for sunny days with chaise loungers and bar-height dining, while the covered patio brings the fun into the shade with 3 HDTVs, soft seating, room for 14 to dine, and a beverage fridge with an ice maker to keep drinks cold. Just off the pool, an open-air patio offers a grill for casual cookouts. Surrounded by tropical landscaping and designed with everything you need for relaxing, celebrating, and spending time together, this home delivers the kind of Clearwater Beach experience you’ll want to repeat year after year. Floor Plan Description (by level): Ground Level: The ground floor begins with a private foyer offering both stair and elevator access to the upper levels. This level includes garage parking for 2 vehicles and driveway parking for 2 additional ones. Just beyond the foyer, your private beach access makes it easy to move between the sand and the home, with an outdoor shower conveniently placed inside the gate. The pool deck sits just steps away and features the resort-style pool and oversized spa, along with the outdoor seating, TVs, and entertainment amenities described above. Beach volleyball, jazzminton, and Kan Jam are provided for friendly competition on the sand. It’s a well-organized space that’s meant for laid-back luxury, warm breezes, and hours of poolside relaxation. The First Level of Living (2nd Floor): This main level centers around the open-concept great room with a large living area, dining for 18, and a chef’s kitchen with double ovens, 2 dishwashers, a pantry and an island with seating for 5. Expansive windows and sliding glass doors fill the space with natural light and open to a furnished balcony directly off the kitchen, offering bar top dining for 6, additional soft seating, and stunning views of the Gulf of Mexico and Clearwater Beach. The living area includes soft seating, a media center (80"+ Smart TV w/ Surround Sound), and 4 dedicated workspaces (if you really have to work). The kitchen features top-notch appliances along with elegant finishes and a spacious layout designed for both everyday meals and entertaining. Two bedrooms are located on this level: Bedroom 3 features a king bed, TV, built-in ledge seating, and en suite bath; Bedroom 7 is a bunk room with 2 queen-over-queen bunks, individual TVs for both lower bunks and an extra TV on the wall, and an en suite bath with shower/tub combination. A laundry room with dual stacked washer/dryers, sink, and folding counter adds convenience to this level. The Second Level of Living (3rd Floor): This level is the private sanctuary of the home, where comfort and coastal luxury come together. The spacious club room is made for relaxing and entertaining, featuring a cozy seating area, bar seating for 7, a media center for a true home theater experience, Nintendo Switch gaming console, wall scrabble and a fully equipped wet bar with a beverage fridge, sink, and ice drawer—perfect for movie nights or evening cocktails with a view. There is also a balcony access right off the club room, offering a breezy outdoor space with soft seating and dining for 4 where you can take in the sights and sounds of the coast. The Master Bedroom 1 that’s on this level feels like a true escape. You will wake up to stunning views of Clearwater Beach and the Gulf of Mexico and unwind later in a spa-inspired bathroom with a freestanding soaking tub and walk-in shower. Even the walk-in closet in the Master Bedroom 1 has Gulf Views! Bedrooms 4, 5, and 6 (with Gulf Views!) each feature king beds, built-in ledge seating and private en suite bathrooms, giving every guest their own serene retreat after a day in the sun. Rooftop Deck: The rooftop deck is the showpiece of The Pearl, offering breathtaking views of the Gulf of Mexico. Up here, you’ll find the perfect mix of sun and shade, with both open-air and covered spaces designed for relaxing and entertaining. The covered area features dining for 10, a beverage fridge, and an ice maker—perfect for enjoying your favorite drink as the sun sets over the water. Step into the open section and you’ll find a turfed area with four loungers, a cocktail table, ping pong table, outdoor connect 4 and corn hole. Just off the rooftop, Master Bedroom 2 serves as a private retreat with a king bed, an en suite bathroom with a shower, and a private balcony with soft seating where you can unwind and take in the beautiful beach views—an incredible way to start or end your day in paradise. https://youtu.be/-dV7578lFVs This property is ideally located just steps from Clearwater Beach and its vibrant entertainment district, offering easy access to local restaurants, shops, marinas, and attractions. You’re within walking or biking distance to everything Clearwater has to offer, and the nearby Jolley Trolley provides effortless transportation to destinations up and down the beach, all the way to St. Pete. For even more adventure, Tampa’s performing arts venues, sporting events, theme parks, and restaurants are all within an hour’s drive, while Orlando’s world-famous attractions are about 1.5 hours away. This Clearwater Beach luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms. Accessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information. *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

Pearl House at The Gemma

Clearwater, FL, US
6 Bedrooms 14 Guests
Oct 7 - 9
$839 night

Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma." With spacious layouts, modern amenities & upscale furnishings "The Gemma" vacation homes provide a haven for travelers seeking the ultimate beachfront experience. Whether you’re savoring your morning coffee on a private balcony, basking by the pool and spa, or strolling along the powder-white sands of Clearwater Beach, "Pearl House" ensures that your vacation dreams become a reality. Discover the refined coastal elegance of Pearl House, where seaside living is infused with nautical charm. This home presents breathtaking ocean views from its balconies, a state-of-the-art entertainment system, and a fully equipped kitchen for a sophisticated coastal experience. This expansive 6-bedroom estate embodies all your desires, featuring an elevator, both outdoor and indoor living rooms equipped with smart TVs, a luxurious private pool & spa surrounded by sun loungers, and an outdoor half bathroom for added convenience. Bedroom 1 - Second level King Room with double vanity, walk-in shower & balcony Bedroom 2 - Second level King Room with double vanity, bathtub & balcony Bedroom 3 - Third level King Room with double vanity, walk-in shower & balcony Bedroom 4 - Third level King Room with double vanity, walk-in shower & balcony Bedroom 5 - Third level Queen Bunk room with double vanity & walk-in shower Bedroom 6 - Third level King Room with double vanity & walk-in shower Just like it’s neighboring homes, the Pearl House has everything you need to embrace the happiness of home and the escape of travel. 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. Travel by car, boat, or plane to our luxury estate. The driveway has room for 3 vehicles, plus private parking across the street if additional spaces are needed. Rent a golf cart, scooter or bike for the day to explore the area. Feel free to ask us for recommendations! - PETS: Dogs are allowed! We allow dogs at a rate of $250/per dog. - NO SMOKING: We do not allow smoking inside of this property, or anywhere on the property grounds. All reservations are subject to being charged a $1000 smoking fine if you or your guests choose to smoke on or inside of the property. - LAUNDRY: This home has 2 private washers and 2 private dryers. - TRASH DAYS: Trash & Recycling pick up is on Thursday. Trash cans are located on the side of the home. - Other Gemma Homes: Reserve this home along with any of the other three to comfortably accommodate larger groups of 28 or more. - POOLS: This home features a swimming pool and spa. The spa is turned on manually with a button on the wall and automatically shuts off after 6 hours. The spa is not hot 24hrs/day.

Akoya House at The Gemma

Clearwater, FL, US
6 Bedrooms 14 Guests
Oct 17 - 19
$1,471 night

Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, The Gemma. With spacious layouts, modern amenities, & upscale furnishings, The Gemma vacation homes provide a haven for travelers seeking the ultimate beachfront experience. Whether you’re savoring your morning coffee on a private balcony, basking by the pool or spa, or strolling along the powder white sands of Clearwater Beach, Akoya House ensures that your vacation dreams become a reality. Experience the calming atmosphere of Akoya House. This simple coastal retreat has a clean and natural design, providing a peaceful escape for relaxation. This expansive 6-bedroom estate embodies all your desires, featuring an elevator, both outdoor and indoor living rooms equipped with smart TVs, a luxurious private pool & spa surrounded by sun loungers, and an outdoor half bathroom for added convenience. Bedroom 1 - Second level King Room with double vanity, walk-in shower & balcony Bedroom 2 - Second level King Room with double vanity, bathtub & balcony Bedroom 3 - Third level King Room with double vanity, walk-in shower & balcony Bedroom 4 - Third level King Room with double vanity, walk-in shower & balcony Bedroom 5 - Third level Queen Bunk Room with double vanity & walk-in shower Bedroom 6 - Third level King Room with double vanity & walk-in shower Here, you’ll find spacious living areas, a gourmet kitchen, and a private patio to enjoy the gentle Gulf breezes. 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. Travel by car, boat, or plane to our luxury estate. The driveway has room for 3 vehicles, plus private parking across the street if additional spaces are needed. Rent a golf cart, scooter or bike for the day to explore the area. Feel free to ask us for recommendations! - PETS: Dogs are allowed! We allow dogs at a rate of $250/per dog. - NO SMOKING: We do not allow smoking inside of this property, or anywhere on the property grounds. All reservations are subject to being charged a $1000 smoking fine if you or your guests choose to smoke on or inside of the property. - LAUNDRY: This home has 2 private washers and 2 private dryers. - TRASH DAYS: Trash & Recycling pick up is on Thursday. Trash cans are located on the side of the home. - Other Gemma Homes: Reserve this home along with any of the other three to comfortably accommodate larger groups of 28 or more. - POOLS: This home features a swimming pool and spa. The spa is turned on manually with a button on the wall and automatically shuts off after 6 hours. The spa is not hot 24hrs/day.

Jade House at The Gemma

Clearwater, FL, US
6 Bedrooms 16 Guests
Sep 28 - 30
$719 night

Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma." With spacious layouts, modern amenities & upscale furnishings "The Gemma" vacation homes provide a haven for travelers seeking the ultimate beachfront experience. Whether you’re savoring your morning coffee on a private balcony, basking by the pool, or strolling along the powder white sands of Clearwater Beach, "Jade House" ensures that your vacation dreams become a reality. The Gemma’s "Jade House" is the epitome of modern chic. With its sleek design and contemporary furnishings, dare we say, ‘minimalistic.’ This vacation home features an open-concept layout, local touches, and top-of-the-line fixtures throughout the space. This expansive 6-bedroom estate embodies all your desires, featuring an elevator, both outdoor and indoor living rooms equipped with smart TVs, a luxurious private pool & dipping pool surrounded by sun loungers, and an outdoor half bathroom for added convenience. Bedroom 1 - Second level King Room with double vanity, walk-in shower & balcony Bedroom 2 - Second level Queen Bunk Room with double vanity, bathtub & balcony Bedroom 3 - Third level King Room with double vanity, walk-in shower & balcony Bedroom 4 - Third level King Room with double vanity, walk-in shower & balcony Bedroom 5 - Third level Queen Bunk Room with double vanity & walk-in shower Bedroom 6 - Third level King Room with double vanity & walk-in shower Immerse yourself in luxury and enjoy the laid back vibes of Clearwater Beach. 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. Travel by car, boat, or plane to our luxury estate. The driveway has room for 3 vehicles, plus private parking across the street if additional spaces are needed. Rent a golf cart, scooter or bike for the day to explore the area. Feel free to ask us for recommendations! - PETS: Dogs are allowed! We allow dogs at a rate of $250/per dog. - NO SMOKING: We do not allow smoking inside of this property, or anywhere on the property grounds. All reservations are subject to being charged a $1000 smoking fine if you or your guests choose to smoke on or inside of the property. - LAUNDRY: This home has 2 private washers and 2 private dryers. - TRASH DAYS: Trash & Recycling pick up is on Thursday. Trash cans are located in between home 21 and 25. - Other Gemma Homes: Reserve this home along with any of the other three to comfortably accommodate larger groups of 28 or more. - POOLS: The smaller pool is a dipping pool, not a hot tub.

NEW! Onyx House at The Gemma

Clearwater, FL, US
6 Bedrooms 12 Guests
Sep 21 - 23
$719 night

Just steps away from the quartz white sand of Clearwater Beach sits a brand new collection of homes, "The Gemma." With spacious layouts, modern amenities & upscale furnishings "The Gemma" vacation homes provide a haven for travelers seeking the ultimate beachfront experience. Whether you’re savoring your morning coffee on a private balcony, basking by the pool, or strolling along the powder white sands of Clearwater Beach, "Onyx House" ensures that your vacation dreams become a reality.pa Enter the serene realm of Onyx House, where soft, iridescent hues echo the beauty of the nearby shoreline. This vacation home features airy, sunlit spaces, a private pool and spa, and a charming garden. This expansive 6-bedroom estate embodies all your desires, featuring an elevator, both outdoor and indoor living rooms equipped with smart TVs, a luxurious private pool & spa surrounded by sun loungers, and an outdoor half bathroom for added convenience. Bedroom 1 - Second level King Room with double vanity, walk-in shower & balcony Bedroom 2 - Second level King Room with double vanity, bathtub & balcony Bedroom 3 - Third level King Room with double vanity, walk-in shower & balcony Bedroom 4 - Third level King Room with double vanity, walk-in shower & balcony Bedroom 5 - Third level King Room with double vanity & walk-in shower Bedroom 6 - Third level King Room with double vanity & walk-in shower It’s the perfect option for those looking for a clean and sophisticated coastal getaway. 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. Travel by car, boat, or plane to our luxury estate. The driveway has room for 3 vehicles, plus private parking across the street if additional spaces are needed. Rent a golf cart, scooter or bike for the day to explore the area. Feel free to ask us for recommendations! - PETS: Dogs are allowed! We allow dogs at a rate of $250/per dog. - NO SMOKING: We do not allow smoking inside of this property, or anywhere on the property grounds. All reservations are subject to being charged a $1000 smoking fine if you or your guests choose to smoke on or inside of the property. - LAUNDRY: This home has 2 private washers and 2 private dryers. - TRASH DAYS: Trash & Recycling pick up is on Thursday. Trash cans are located on the side of the home. - Other Gemma Homes: Reserve this home along with any of the other three to comfortably accommodate larger groups of 28 or more. - POOLS: This home features a swimming pool and spa. The spa is turned on manually with a button on the wall and automatically shuts off after 6 hours. The spa is not hot 24hrs/day.

Starfish Beach House 3BR Pool Home

Clearwater Beach, FL, US
3 Bedrooms 12 Guests
Sep 21 - 23
$350 night

This beautiful beach rental offers easy beach access, private pool and enough space for a family on vacation. Comfortable 3-bedroom, 3-bathroom vacation home in North Clearwater Beach with a private pool, pool cabana, outdoor grill and accommodations for up to 12 guests just two houses from the sand. Starfish Beach House offered by Property Manager This vacation home is hard to beat with an amazing location and a unique floor plan that can accommodate a large group or 2 families. Our rental home has an ideal location in North Clearwater Beach, just steps from the sand. This house is fully prepared for beach living that is fully equipped for relaxing by the pool and close beach proximity, just two houses away. As an alternative to your usual hotel stay, this beautiful vacation home is furnished with all of the amenities of home while maintaining many of the same benefits you find in a hotel, such as WiFi, all towels and linens, laundry room, and easy on-site check-in just to name a few! This great beach house has 3 bedrooms and 3 bathrooms and can accommodate a total of 12 guests total. Our beach house offers a fully equipped kitchen which provides plenty of room for preparing meals with plenty of prep space in the kitchen and room for everyone to enjoy their meal. The dining area has a custom made butcher block table that can accommodate everyone. Adjacent is the living area with comfortable seating and a flat screen TV. Our house features 1500sf of living space. The first bedroom features a Queen bed and Full bunk beds with a full private bath. The second bedroom features 2 Queen beds with a private bath. The third bedroom features a Queen bed. In-house WiFi keeps everyone happy. Provided linens and towels match the property’s quality and your private laundry facilities round out the full comforts of home. Best of all…… A private pool with a pool cabana! You will love this space as it’s luxuriously comfortable! There’s plenty of seating and a grill. Spend your day walking along the pristine white sandy beach which is just steps away from this beautiful beach house. There are many other activities just steps outside this street. Our rental property is located in a central area walking distance to the Pier, restaurants and much more. The front porch is a perfect place for enjoying your morning coffee and newspaper while appreciating the beautiful views! The open floor plan, unique interior and location all combine to create a perfect rental. When you’re ready to get some sand between your own toes just walk down the street and enjoy the sand and surf! Beautiful, comfortable, private pool, extra parking, and just a short walk from the beach – all fully descriptive of our Starfish Beach House in Clearwater Beach. Small groups, small families or couples time away, this beach home will make your vacation dreams come true. Important Details: - Pool heat is an extra cost of $35 per day + taxes - up to 85 degrees from Oct to Apr Travel insurance is a minimal investment to protect your trip! We stress the importance of purchasing travel insurance that would cover you in the event that you are unable to travel. Property Manager is able to offer you travel insurance through Generali (except for Hawaii and NY). This property is not pet friendly

Sunset Beach House, 3 Bedrooms, Private Pool!

Clearwater Beach, FL, US
3 Bedrooms 12 Guests
Oct 2 - 6
$325 night

Comfortable 3-bedroom, 2-bathroom home in North Clearwater Beach with a screened private pool, tropical landscaping and accommodations for 10–12 guests just three blocks from the sand. Sunset Beach House offered by Property Manager This cute home is beautifully decorated and has all the modern amenities for you to be able to relax and enjoy your vacation. Embrace the convenience of having your living room, dining room and kitchen located all on one floor and experience both traditional and contemporary highlights in this delightful beach home. This rental home offers its guests privacy among the palms and flowering trees that surround it. Upon entering this fabulous home is your open living area with 2 Sleeper sofas. The living area has a large flat-screen TV and sound system perfect for enjoying your favorite movie or sports event. Adjoining is the dining area and the fully equipped kitchen. The kitchen is nicely furnished with all of the appliances needed to cook your perfect meal. Our Sunset Beach House has a convenient layout with terrific interiors and fantastic colors. The primary bedroom has a King bed, the second bedroom has a Queen bed and the third bedroom has a King bed. There are 2 Sleeper sofas in the main living area. In addition, there’is a Queen Sleeper sofa in the back of the property. This terrific home will accommodate up to 10-12 guests for the perfect family beach vacation. Laundry room with linens and towels are supplied. Come and relax in our Sunset Beach House rental which offers your group comfort and privacy along with your own private pool tucked into a tropical paradise for the vacation of your dreams. The large private pool is screened and fully fenced for total privacy! This property is located 3 blocks to the sand. Sunset Beach House is situated in a quiet location, with a mix of residential and rental properties. The island has a kids’ play area, basketball courts, tennis courts, community pool, fabulous restaurants, Jolley Trolley, Pier 60 and much more. North Clearwater Beach 3 bedrooms and 2 bathrooms Sleeps 10- 12 Private Pool 1800sf Beautiful Landscaping Full Kitchen Washer & Dryer Important details: - This property allows 1 pet - if approved there is a non-refundable pet fee of $150 + taxes - Pool heat is an extra cost of $35 per day + Taxes - up to 85 degrees from Oct to Apr Travel insurance is a minimal investment to protect your trip! We stress the importance of purchasing travel insurance that would cover you in the event that you are unable to travel. Property Manager is able to offer you travel insurance through Generali (except for Hawaii and NY).

Coastal ’Sea Side’ Townhome - Walk to Beach!

Clearwater Beach, FL, US
4 Bedrooms 8 Guests
Sep 28 - 30
$346 night

The sandy shores of Clearwater are calling you to this lovely vacation rental. Situated just steps from the beach, this 4-bedroom, 2.5-bath townhome is perfect for a getaway full of swimming and exploring the Sunshine State. Between days enjoying the Gulf, gather your crew and visit popular attractions like the Clearwater Marine Aquarium, less than 2 miles away, or take a day trip out to Disney World. No matter what type of beachside activity you’re looking for, this property has you covered. -- THE PROPERTY -- Private Patio | Shared Deck | Free WiFi (High Speed - 400 Mbps) | Off-Street Parking | 3 Mi to Downtown Clearwater Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: King Bed | Additional Sleeping: Pack 'n Play (Upon Request) TOWNHOME FEATURES: 4 Smart TVs w/ cable (1 65-inch), dining table, balcony, patio w/ lounge chairs & seating, updated bathrooms KITCHEN: Stainless steel appliances, cooking basics, drip coffee maker, kettle, dishware & flatware, breakfast bar w/ bar stools GENERAL: Central air conditioning, keyless entry, linens & towels, washer & dryer, complimentary toiletries, hair dryer, iron & ironing board, trash bags & paper towels FAQ: Stairs required, Spectrum TV & WiFi PARKING: Open lot (up to 2 vehicles), free street parking (first-come, first served) ADDT’L ACCOMMODATIONS: 2 additional properties are available on-site, each with a separate nightly rate: a 4-bedroom for 9 guests and another 4-bedroom for 9 guests. If you would like to reserve multiple rentals, please inquire for more information prior to booking -- THE LOCATION -- COASTAL FUN: Clearwater Beach (walking distance), Clearwater Beach Municipal Marina (0.7 miles), Pier 60 Park (0.9 miles), Caladesi Island State Park (1.4 miles), Sand Key Park (3.1 miles), Indian Rocks Beach (7.1 miles), Honeymoon Island State Park (11.2 miles) FAMILY FRIENDLY: Clearwater Marine Aquarium (1.5 miles), Downtown Clearwater (3.0 miles), Splash Harbour Water Park (8.0 miles), Florida Botanical Gardens (9.1 miles), Heritage Village (9.2 miles), Seaside Seabird Sanctuary (11.4 miles), John's Pass Village (16.2 miles) DAY TRIPS: St. Petersburg (23.2 miles), Tampa (25.1 miles), Busch Gardens Tampa Bay (31.3 miles), Sarasota (57.7 miles), Siesta Key (74.2 miles), Walt Disney World (94.1 miles) AIRPORTS: St. Pete–Clearwater International Airport (12.7 miles), Tampa International Airport (20.5 miles) -- REST EASY WITH US -- Property Manager 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 - No pets allowed - No events, parties, or large gatherings - Must be at least 21 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs and may be difficult for guests with limited mobility. The deck is a shared amenity

Stunning Beach Suite, Heated Pool, Steps to Sand! Clearwater ➠ Beach Suites #105

Clearwater Beach, FL, US
1 Bedrooms 3 Guests
Sep 21 - 23
$180 night

️ Clearwater Beach Suites #105 – Cozy 1‑Bed/1‑Bath Just Steps from the Sand! Welcome to Clearwater Beach Suites #105, your stylish and comfortable 1-bedroom, 1-bath condo just steps from the world-famous Clearwater Beach. This inviting retreat is perfect for couples or small families, blending beachside convenience with thoughtful amenities. ☀️ Highlights You’ll Love: King Bedroom + Sofa Sleeper – Sleeps up to 4 guests comfortably. Fully Equipped Kitchen – Featuring fridge, stove, oven, microwave, dishwasher, Keurig coffee maker, and all the essentials. Living & Dining Space – Open layout for relaxing evenings and meals at home. Free Wi‑Fi & TV – Stay connected and entertained during your stay. Heated Community Pool – Great for warming up after a day at the beach. One Free Parking Pass – Includes either on-site or city permit parking. Need-to-Know Details: Sleeps up to 4 guests (1 king bed + sofa sleeper) 1 full bathroom Air conditioning, hair dryer, iron, linens, and towels provided Smartlock keypad entry (photo ID & signed agreement required; must be 25+ to book) No pets allowed No smoking in the unit or common areas Ground-floor resort-style condo with private entrance Location Perks: Just steps from Clearwater Beach, with shops, restaurants, and the Pier 60 boardwalk within walking distance. A relaxing yet vibrant beach vacation base! Your Ideal Beach Stay Awaits! Book Clearwater Beach Suites #105 now to enjoy stylish comfort, premium amenities, and unbeatable beachside location. Make your Florida getaway unforgettable!

Vacation Rentals in Dunedin by Amenities & Features

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Vacation Rentals Near Dunedin

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