Holiday rentals with a pool in Pinellas County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pinellas County

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

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Guest favourite

Home

4.86 out of 5 average rating, 261 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

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.

Guest favourite

Home

4.87 out of 5 average rating, 166 reviews

Poolside Bliss in Clearwater! Heated-pool/Spa

HEATED POOL FREE OF CHARGE Your 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 neighborhoods

Guest favourite

Home

4.91 out of 5 average rating, 135 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

Flat

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

4.97 out of 5 average rating, 135 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!

Guest favourite

Home

4.94 out of 5 average rating, 50 reviews

Largo Home with Tropical setting and heated pool

Have fun with the whole family at this beautiful, stylish beach getaway! This home features a PRIVATE HEATED POOL situated in a tropical oasis. The home is perfectly located from multiple Top Rated Beaches in the US and many restaurant options. Clearwater beach is 7.5miles, Indian rocks beach is 6.3miles, Belleair beach with beach access from Morgan park is 5.5 miles, Madeira and Redington beach are 9 miles away. Pool floats, towels, and beach chairs provided.

Superhost

Home

4.88 out of 5 average rating, 233 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!

Superhost

Home

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!

Guest favourite

Home

5 out of 5 average rating, 118 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.

Superhost

Home

4.85 out of 5 average rating, 20 reviews

Exquisite Fun Getaway with Private Pool!

Step into our charming Airbnb nestled in the heart of Oldsmar, Florida, where the perfect blend of opulence and practicality awaits you in a cozy, one-story retreat. Immerse yourself in the allure of this enchanting escape, designed to provide an unparalleled experience for guests in search of tranquility, outdoor pursuits, and a sprinkle of historical allure.

Guest favourite

Home

5 out of 5 average rating, 7 reviews

(HGR) Poolside Paradise: Airbnb Retreat

Welcome to our stunning 3-bedroom home with a heated pool, covered outdoor living area, and BBQ. Enjoy a fully equipped kitchen and a game room with a pool table, dart board, and arcade machine boasting 1500 game titles. Experience ultimate relaxation and endless entertainment in our luxurious Airbnb retreat. Book now for an unforgettable getaway.