Holiday rentals with a pool in Florida

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Top-rated rentals with a pool in Florida

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A serene sleeping area features a king-size bed adorned with vibrant coastal bedding. Two deck chairs are positioned on the private balcony, providing ocean views. Natural light fills the space through large glass doors, complementing the soft tones of the décor.
Apartment in Panama City Beach
4.96 out of 5 average rating, 198 reviews

Sunday’s Emerald Coast Escape with King Bed

Remodeled oceanfront condo with private balcony overlooking one of the most beautiful beaches in the world, king-size bed and deck chairs to enjoy spectacular sunsets. Beautiful walk-in tiled shower and new amenities. 50" TV with cable and free WIFI. Enjoy the convenience of having a full kitchen and all the utensils. Wake up and enjoy your breakfast sunrise and coffee from the private balcony. March 15th-October 31st Provided 2 free beach chairs and umbrella ($45/day value). Condo on 5th floor

Guest favourite
An outdoor space is featured, showcasing a heated pool next to a relaxing seating area. Marina and palm trees can be seen in the background against a colorful sunset sky. Tropical plants add greenery to the serene environment.
Home in Cocoa Beach
4.97 out of 5 average rating, 117 reviews

WaterfrontOasis | HtdPool • Walk2Beach • KBeds

Relax at Cocoa Beach's Distinctive Waterfront Retreat with a Lovely Heated Pool, Al Fresco Dining, Scenic Canal Vistas, and a host of amenities! Just a short half-mile stroll to the beach (10 minutes on foot), and conveniently close to Ron Jon Surf Shop, Cocoa Beach Pier, Cocoa Village, Kennedy Space Center, Cape Canaveral, eateries, bars, and more. Be sure to check out our Guidebooks for recommendations on dining, shopping, and entertainment! Closest Airport - Melbourne Int’l MLB (30-35 min.)

Guest favourite
A bright studio features a spacious bed flanked by two teal chairs and a small round table. Large glass doors open to a private balcony with Gulf views. Soft blue walls and neutral accents create a relaxed atmosphere, with natural light enhancing the inviting space.
Apartment in Panama City Beach
4.92 out of 5 average rating, 112 reviews

BeachFront - Ocean View- Majestic Beach Resort 709

As of February, 2025, the unit has been updated with an earthy, neutral Bohemian style for a serene and cozy stay. Enjoy a new memory foam mattress, a Led Light magnifying mirror, a dedicated workspace, and a coffee station. Majestic Beach Resort Tower 1, Studio, 7th Floor! Welcome to your Gulf-Front paradise! With outdoor and indoor pools, hot tubs, and 650 ft of shoreline! So much to enjoy, all within the resort! Starbucks, Bar & Grill, Market & Gift Shop, a movie theater and so much more!

Guest favourite
A serene waterfront view is framed by palm trees, with two green chaise lounges positioned for relaxation. The setting sun casts warm hues across the sky, reflecting on the water's surface. A Tiki structure adds charm, creating an inviting outdoor space.
Tiny home in Key Largo
4.96 out of 5 average rating, 180 reviews

Oceanfront Lookout Point w/two Kayaks & Deck

Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

Top guest favourite
Home in Winter Haven
4.97 out of 5 average rating, 99 reviews

Adult-Only Getaway w/ Mermaid Pool | 18+, Private

🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Top guest favourite
A bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.
Guest house in West Palm Beach
4.98 out of 5 average rating, 489 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Top guest favourite
A tropical tiki hut features natural thatched roofing and wooden flooring, offering a relaxed seating area with a central coffee table. Surrounding greenery enhances the peaceful ambiance, while a scooter is visible in the background, suggesting a convenient way to explore the area.
Guest house in Biscayne Park
4.95 out of 5 average rating, 521 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Top guest favourite
A private balcony features light blue chairs and a round table, offering sweeping views of the Gulf of Mexico. The ocean's turquoise waters and a clear sky can be seen in the background. Natural light brightens the area, enhancing the coastal atmosphere.
Apartment in Panama City Beach
4.95 out of 5 average rating, 115 reviews

Dreamy Beachfront Paradise Skywater 1715

Panama City Beach is our second home. We visit three to four times a year and can't get enough. The Majestic Beach Resort is a beautiful place on the powdery soft Emerald Coast. We love soaking up the sun, swimming in the clear ocean water, and seeing marine animals swimming by. Relaxing and watching breathtaking sunsets on our private and covered balcony is icing on the cake. Imagine yourself enjoying stunning views and the simple life with ease. Book yourself a nice stay with us.

Top guest favourite
A tranquil outdoor space features a well-maintained heated pool surrounded by lush greenery and colorful flowers. Seating areas with black Adirondack chairs are positioned around the pool, offering a peaceful setting. A covered patio stands in the background, complementing the inviting atmosphere.
Guest house in St. Augustine
4.95 out of 5 average rating, 191 reviews

Heated Pool Beach Bungalow Steps to the Ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

Top guest favourite
The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.
Guest house in East Palatka
4.94 out of 5 average rating, 115 reviews

Charming Rustic Boathouse

Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

Top guest favourite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 135 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Top guest favourite
A spacious bedroom features a king bed with decorative pillows and a striped throw blanket. Large windows provide a view of the beach and ocean, with a private balcony visible in the distance. A comfortable recliner is placed nearby, enhancing the cozy ambiance.
Apartment in Panama City Beach
4.97 out of 5 average rating, 205 reviews

Continental * 209 The Turtle's Hide Away

WELCOME TO PARADISE!! Come and relax at this peaceful beach front hide away. FREE BEACH CHAIRS/UMBRELLA included with the reservation thru (March 15-October) This property is located right on the beach in beautiful PCB!! This unit has a king bed and one recliner. It has a full kitchen and a private balcony. It's within walking distance to Gulf World, Pier Park, and many restaurants. It also has a Beachside Cafe and seasonally heated pool on property!

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