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, 201 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

Top guest favourite
A thatched-roof tiki hut provides shade over a seating area, featuring a gray couch and glass coffee table. A hammock is suspended nearby, and a pool reflects the clear sky. The synthetic grass surrounds the area, contributing to a relaxed atmosphere.
Home in Hollywood
4.97 out of 5 average rating, 244 reviews

Hollywood Sunshine Resort Pool House w/ Hot tub

This amazing mini resort has been created with the ultimate comfort of our guests in mind. Enjoy a courtyard and pool deck designed with plenty of outdoor seating and a tiki hut. The property has synthetic grass through out, perfect for kids and family to sit and play on. Super fast Wifi. USB ports in the bedroom. Super comfortable bed. Smart Tv that you can Stream your favorite movies to. Washer/Dryer combo. Outdoor BBQ. Our home is located Minutes from downtown and Hollywood beach/ boardwalk.

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, 118 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 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
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, 525 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
Flat in Panama City Beach
4.95 out of 5 average rating, 155 reviews

Beachfront Studio | King Bed | FREE Beach Service

Romantic Beachfront Escape at Majestic Beach Resort. Wake up to stunning Gulf views from your private balcony and unwind in a comfortable king-size bed steps from the sand. ⭐ Direct Beach access. ⭐2 Beach loungers + umbrella included from (March through October) 9 AM–5 PM ⭐Indoor & outdoor pools + hot tub. ⭐Private balcony with sunset views. ⭐Self check in & 24 hr security. ⭐Prime Location. Perfect for couples looking for a relaxing, stress-free getaway in Panama City Beach.

Top guest favourite
Apartment in Ormond Beach
4.99 out of 5 average rating, 247 reviews

Oceanfront Studio- Can’t get closer to the beach!

Weekend getaway? Time to rewind? Visit our oceanfront studio. We supply everything you will need for a great stay! Safe, quiet building of only 33 units. The OCEAN is located directly in front of this comfy condo, with no roads to cross! This is a remodeled 2nd floor 389 sq ft condo at the Symphony Beach Club. Private balcony and full kitchen no need to leave the premises. This is a DIRECT OCEAN FRONT unit with an ocean view from your private balcony. Pool on premises.

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 private saltwater pool is framed by lush greenery and vibrant flowers, creating a serene outdoor space. A wooden deck with seating overlooks the pool, while a stylish umbrella provides shade. A light-filled house with large windows is visible in the background.
Bungalow in Jacksonville
4.97 out of 5 average rating, 456 reviews

❤️Private Pool Couples Getaway- Downtown

Our place is perfect for you and your loved one to escape your daily routine, recharge, relax and reconnect. The getaway features: PRIVATE salt water POOL and Garden Spa-like bathroom with soaking tub, refreshing 24 inch rain shower. Smart TV+WIFI in every room including bathroom. Central location with close proximity to TIAA Bank Field, airport, Downtown, Florida Theater, Times Union PAC. Walking distance to local restaurants and breweries. Hope to see you soon!

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, 207 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!

Top guest favourite
The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.
Home in Oldsmar
5 out of 5 average rating, 152 reviews

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Top guest favourite
A cozy corner of the living area is depicted, featuring a wicker chair adorned with patterned cushions. A rustic side table holds decorative items, while a warm wooden countertop is visible in the background, enhancing the inviting atmosphere of the space.
Flat in Englewood
4.99 out of 5 average rating, 291 reviews

The Oz Courtyard 2.9 mi beach

The Oz House is old and funky... The Courtyard is a magical place with its own private garden, outside shower and gas grill . The pergola has a two person swing and night blooming Jasmin. Your own hammock and chimera all privately set away from the rest of the Oz House. The pool and hot tub are in the main gardens shared by all who visit Oz It’s a wonderful getaway for anyone wanting to just BEE...

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