Vacation 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.

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Guest favorite

Home in Seminole

4.87 out of 5 average rating, 259 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 favorite

Home in Clearwater

4.87 out of 5 average rating, 164 reviews

Sunny Clearwater Getaway! 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, 157 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 favorite

Home in St. Petersburg

4.95 out of 5 average rating, 200 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.

Guest favorite

Home in Beach Park

4.85 out of 5 average rating, 101 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 favorite

Condo in Clearwater

4.95 out of 5 average rating, 112 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

For your best vacation, welcome to stay in our newly renovated and tastefully decorated condo for having a relaxed vacation ! Family with kids, young retired or just couples who want to spend romantic moments, everybody is welcome.The condo is located in a beautiful gated community, 10 min. by car from Clearwater Beach, voted # 1 beach in U.S. in 2013 and 2018. You can enjoy a large, beautiful heated swimming pool with salt water, a barbecue area, fitness center and an elegant clubhouse.

Guest favorite

Home in St. Petersburg

4.91 out of 5 average rating, 129 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 favorite

Home in Palm Harbor

4.97 out of 5 average rating, 130 reviews

Tropical Getaway w/Heated Pool & King Beds

Welcome to our “sun-kissed” get-away in beautiful, conveniently located, Palm Harbor, FL. In less than 10 minutes you can find yourself sitting on the shore of one of our award-winning white sandy beaches or teeing off at a pristine golf course, and only 30 minutes from Tampa attractions. There is plenty of space to sleep 6 very comfortably, a beautiful bird caged pool and outdoor seating/lounging, BBQ grill, and fun for everyone. Come and enjoy...you just might not want to leave!

Superhost

Home in Largo

4.87 out of 5 average rating, 218 reviews

Salt Water Pool&Hot Tub 4mi from Gulf Beach-slps 8

Perfect for your next FL vacation! This trendy home is equipped with full kitchen, coffee bar, ivy wall/neon sign with Polaroid photo booth for your photo ops, 3 smart TVs, indoor golf putting green, Tempur pedic mattresses, & small reading nook. Outside presents a large in ground Salt Water Pool and Hot Tub, Day bed under palm trees, Bistro set for morning coffee, &fire pit w/ high privacy fence tucked into a quiet neighborhood just 4 mi from gulf beaches!

Guest favorite

Home in Seminole

4.88 out of 5 average rating, 141 reviews

Huge & Heated Pool Home 5 Minutes Away from Beach!

5⭐⭐⭐⭐⭐ Service & Accommodations This house is perfect for a relaxing vacation or a friend and family get-together. Perfect location 1 mile away from stunning Golf Coast beaches, including Madeira Beach, Indian Rocks, St Pete Beach, Clearwater Beach, and others. Features a heated pool all year long, billiards table, ping pong table and more! Please inquire about any questions whatsoever, and we will respond to you; we are available 24/7!

Superhost

Home in Spring Hill

4.9 out of 5 average rating, 115 reviews

3BR Luxury Home. Heated Pool. Jacuzzi. Pool Table

Enjoy our fully renovated beautiful pool home located In the heart of Florida's Gulf Coast! Only 3 minutes from Weeki Wachee Springs State Park! 12 minutes to Pine Island Beach Park. New listing, most furniture is brand new! This luxury home offers all amenities - screened enclosed private and heated pool, relaxing spa, pool table, wifi, 3 brand new large screen smart T.V'S, Free Netflix, Free Hulu, fully equipped kitchen, and more..

Guest favorite

Home in Seminole

5 out of 5 average rating, 110 reviews

WOW! Heated Pool and Hot Tub! NICE! 3 mi to beach!

No Damage from Milton and Helen! Are you ready for a stylish and perfectly renovated HUGE AMAZING HEATED POOL and HOT TUB home to escape to? Then look no further! Welcome to YOUR little slice of heaven- MASSIVE 13x 30 foot heated pool, NICE HOT TUB ! Updated home.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 556mbpp