Vacation rentals with a pool in Wesley Chapel

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wesley Chapel

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 St. Petersburg

4.99 out of 5 average rating, 68 reviews

Remodeled pool cottage, just minutes from beaches

Relax by our cocktail pool in this recently remodeled guest cottage that is just minutes from the Sun Coast beaches. You will find our cottage is fully equipped and has everything you'll need for a quick getaway or an extended stay. The back door opens up to the patio and the lush, tropically landscaped backyard pool area. 5-minute drive to St Pete Beach, 7 to Treasure Island. Uber, Lyft or ride the SunRunner shuttle, and forget about the hassle and expense of beach parking. We are pet-friendly!

Guest favorite

Home in St. Petersburg

4.95 out of 5 average rating, 201 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

Home in St. Petersburg

4.91 out of 5 average rating, 131 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

Rental unit 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

Superhost

Home in Largo

4.87 out of 5 average rating, 220 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 in Lakeland

4.68 out of 5 average rating, 22 reviews

Newly renovated home w/ pool

Recently renovated from top to bottom. The bedrooms have a king, queen, and bunk beds. Have a movie night with the 4k projector on the 125 inch screen and a Dolby Atmos soundbar. Cool off in the pool that goes from 3 to 5 feet deep, then relax on the patio furniture. Newly landscaped spacious back yard. Quiet neighborhood so absolutely no parties. Very centrally located. There are at least six theme parks within an hour and two oceans about 1.5 hours away.

Guest favorite

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.

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, 112 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 in Oldsmar

4.84 out of 5 average rating, 19 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.