Holiday rentals with a pool in Holiday

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Holiday

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Seminole

4.87 out of 5 average rating, 260 reviews

⭐️Ultimate Vacation Home🌴Tropical Heated Pool Oasis

🌴 4min to the beach! Over 200 great reviews from guests! 🕶 Huge and gorgeous 4 bedroom home. Living, Dining, AND family room with pool table! Fully equipped kitchen. 🦋⛱PRIVATE tropical outdoor area with sparkling large private HEATED pool, lounging areas, outdoor grill, FIRE PIT! ⛹️‍♂️Basketball on the driveway! If your looking for vacation home here it is! 🏖Minutes away beaches! Beach chairs and beach towels provided. Experience the charm of Florida in a home you will want to call your own

Guest favourite

Home in Clearwater

4.87 out of 5 average rating, 165 reviews

Poolside Bliss in Clearwater! Heated-pool/Spa

HEATED POOL FREE OF CHARGE Your new vacation spot grants you exclusive use of a fully updated 3 bedroom and 2 bathroom home with a private pool! With 3 bedrooms, 7 beds, that sleeps 12 comfortably can accommodate up to 14. This home has an amazing spacious backyard for family gatherings and overall enjoyment of the outdoor spaces.Located 8 miles from the world famous Clearwater beach, it is in a prime location with many events happening nearby.Safely situated in a quiet desirable neighborhood.

Superhost

Home in Tampa

4.83 out of 5 average rating, 160 reviews

Gathering Place Pool home Tampa/USF Bush Garden

Experience the best of Tampa when you stay at this 3-bed,2-bath vacation rental home. With all the comforts and amenities ,this property features a modern and updated interior, free WiFi, and a private pool great for relaxation and cooling off on hot summer days.This place is perfect for visiting; less then a mile you would find:Bush Garden,Adventure Island,University of south Florida, Mosi,Va hospital, moffit cancer you'll be close to great shopping, dinning, River walk,Lowry park zoo etc..

Guest favourite

Home in St. Petersburg

4.95 out of 5 average rating, 207 reviews

Stunning Home with TWO Pool Cabanas+Guest Bungalow

A 6 min. drive to Madeira Beach and miles and miles of beach coast. Stunning pool home with TWO poolside cabanas and a brand NEW poolside guest bungalow.HOME SLEEPS UP TO 14 GUESTS! Fully renovated home with 3 full bathrooms. Wifi and 8 smart televisions. Professionally designed and decorated home in a family neighborhood near dining, shopping, Walmart and beaches! This home is professionally and immaculately cleaned before every guest. Heated pool OPTION is available for additional cost.

Superhost

Home in Spring Hill

4.89 out of 5 average rating, 116 reviews

3BR Spring Hill Pool Home. Heated Pool & Hot Tub

Enjoy our beautiful pool home located In the heart of Florida's Gulf Coast! This 3BR/2.5BA home offers all amenities - screened enclosed private and heated pool, relaxing spa, pool table, large screen smart T.V'S, Free Netflix, fully equipped kitchen, private parking and more. Just minutes away from Commercial hwy and Cortez blvd where you will find plenty of restaurants, grocery stores and shops. Only 3 minutes from Weeki Wachee Springs State Park and 12 minutes to Pine Island Beach Park!

Guest favourite

Home in Beach Park

4.85 out of 5 average rating, 103 reviews

7Beds/Pool/Grill/Billiards/Tampa/ Near Airport

This Ranch style home is in South Tampa's Beach Park community and features a large private backyard with pool. The single level home has 2928 sqft. of living space with an open floor concept that was recently renovated and equipped with all the modern amenities including hardwood flooring, granite countertops, recess lighting and more. Additional features of the home include newly installed privacy fence, outdoor kitchen, large screened pool enclosure Heated pools additional $25 per night

Guest favourite

Home in St. Petersburg

4.91 out of 5 average rating, 133 reviews

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

Guest favourite

Apartment in Clearwater Beach

4.76 out of 5 average rating, 128 reviews

☀Pool✔ Beach✔ Self Checkin✔ Free Parking✔

No hidden fees! No complicated checkout instructions! We make it easy for our guests. ☞ 2 min walk to the beach ☞ Free parking ☞ Heated pool ☞ AC ☞ Self check-in We provide essentials (linen, towels, toilet paper, shampoo, soap, etc.) at the beginning of your stay. We recommend getting more supplies for more extended stays. 648 Poinsettia Ave Clearwater Beach 33767 Location, location, location! 500 feet to the beach 500 feet to a park and playground 0.2 mile to public tennis courts

Guest favourite

Home in Indian Rocks Beach

4.95 out of 5 average rating, 63 reviews

Stunning Waterfront Pool Home Walk to Beach

Relax at the Twin Dolphins luxury pool home, your five star vacation paradise! Bright and open freshly remodeled and ready for your visit. Large heated private pool offers fun for everyone. Well equipped and actively managed, so you are well cared for. This property offers the best of pool and beach living at a fraction of resort prices. You rent the entire property, 4 bedrooms, 3 baths, a large rec room, private heated pool, and private dock.

Guest favourite

Home in Tampa

4.9 out of 5 average rating, 73 reviews

Downton Blue

This home has two bedrooms and two full bathrooms. The living room is spacious with a view of the private pool. Each bedroom has a television and so does the living room. The kitchen is well equipped, and has a dishwasher. It has a fenced in yard and your pets are welcome! There is a furnished screened-in patio as well as ample seating outside around the pool. There is a charcoal grill available. There are two parking spaces available.

Guest favourite

Home in Seminole

5 out of 5 average rating, 116 reviews

WOW! FREEHeated Pool and Hot Tub! 3 mi to beach!

No Damage from Milton and Helen! Are you ready for a stylish and perfectly renovated home with a HUGE AMAZING FREE HEATED POOL and HOT TUB to escape to? Then look no further! Welcome to YOUR little slice of heaven- MASSIVE 13x 30 foot free heated pool and NICE HOT TUB ! Home is a super fast 5 min drive to the closest gulf beach. Nice fenced in yard. Pool heated oct15-april 15 at no extra fee! SUPER FAST WIFI 556mbps.