Vacation rentals with a pool in Florida

Find and book unique homes with a pool on Airbnb

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 favorite

Condo in New Smyrna Beach

4.96 out of 5 average rating, 269 reviews

Lexi's Beach Loft

Welcome to Lexi's Beach Loft. The Apartment is right across the street from the beach and features vaulted ceilings in the living area, two master bedrooms with en suite bathrooms and a loft. Enjoy the large screened in porch or watch the sunrise from the loft area. The beach is a quick 250 yard stroll. It is on the non driving section of New Smyrna Beach. The unit is located in an award winning community with 3 pools, fitness center, tennis courts, shuffleboard, racquetball and walking trails.

Guest favorite

Guesthouse in Leesburg

4.98 out of 5 average rating, 363 reviews

Silver Lake Guest Pool House

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Guest favorite

Bungalow in Maitland

4.87 out of 5 average rating, 527 reviews

Maitland-Orlando Area, FL. Pool House Bungalow

Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

Guest favorite

Home in Pace

4.92 out of 5 average rating, 168 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 114 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Guest favorite

Condo in St. Augustine

4.95 out of 5 average rating, 100 reviews

++Perfect Romantic Getaway - Walk to the Sea

Our Condo by the Sea bids welcome from Anastasia Island! All modern amenities. Looking for a Romantic Getaway by the Sea? Relax and really unwind! This is the getaway you have been looking for. Located right on gorgeous, white sand Crescent Beach, a couple minute's walk from your gated condo, and only 15 minutes drive up A1A to The Historic District of St. Augustine and the nightlife of the City! Close to everything. Fabulous dining and historic sights. Come to our Condo and be amazed!

Guest favorite

Bungalow in Jacksonville

4.99 out of 5 average rating, 335 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 not shared salt water POOL surrounded by relaxing Zen Garden. Spa-like bathroom with soaking tub, 24 inch rain shower head, Smart TV+WIFI in every room including bathroom. Central location with close proximity toTIAA Bank Field, airport, Downtown, Florida Theater, Times Union PAC. Walking distance to local restaurants and breweries. Hope to see you

Guest favorite

Home in Cocoa Beach

4.99 out of 5 average rating, 146 reviews

Coastal Scandinavian Retreat | Cocoa Beach, FL

Escape into a world of luxury with unprecedented accommodations featuring extraordinary amenities! Our exquisitely designed residence offers a panoramic backyard oasis with various settings including resort style pool with loungers, private hammock, sparkling hot tub, fire pit, kitchen & wet bar, and covered dining. All nestled in a canvas rich in the hues of its natural surroundings, our coastal paradise provides a grand living experience in a gorgeous Scandinavian environment.

Superhost

Condo in Ormond Beach

4.88 out of 5 average rating, 210 reviews

Beachfront Condo with heated pool and epic view

We welcome you to our vacation home in Ormond Beach Florida and close to world famous beach of Daytona. Enjoy your holidays in a quiet part of Ormond Beach, where you can spend the days by the pool or in the sand. The apartment is family friendly, with "all you need" for kids and adults. Spacious two bed, two bath with full access to the common area in top floor. Snowbirds, longterm rentals ands Military; contact us for special rates and quotes. Find us on IG @ormondybeach

Guest favorite

Home in Cocoa Beach

4.98 out of 5 average rating, 168 reviews

Little Piece of Heaven, pool/spa, steps to beach!

Tropical oasis just waiting for you to enjoy! 3 bed, 2 bath home, just steps to the beach, with a private HEATED pool (gas heater), hot tub, and tiki bar set in tropical fenced in back yard. Pet friendly house by a dog friendly beach. Two of the bedrooms have king beds and TVs, 55 inch TV in living room, roku for streaming, and all the beach supplies you will need for your stay: Chairs, large popup tent umbrellas, towels, and toys!

Guest favorite

Guesthouse in Orlando

5 out of 5 average rating, 226 reviews

Livingston Pool House- In The Heart of Downtown

Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Guest favorite

Condo in Miramar Beach

4.99 out of 5 average rating, 160 reviews

Gulf-Facing, Top Floor, Scenic 98 in Miramar Beach

Beautiful view, Gulf-facing, across the street from the beach. Full-size washer/dryer in condo; Wifi; public parking; very close to Silver Sands Outlet Mall. I'll give you the entire backstory once/if we talk. Best view of the Gulf and Scenic 98 in the whole Amalfi complex. I am retired military and the place will always be military-clean spotless. I live right next door to the property as the property manager.