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 Lutz

4.98 out of 5 average rating, 120 reviews

Entire House with Game Room in Lutz - near Tampa

Entire house with a Game Room equipped with a pool table and a foosball table. Designated working area in Master Bedroom. One King Bed, one Queen Bed and two Twin Beds to accommodate a group of up to six people. A TV in each bedroom, living room and game room. Easy access to USF, Busch Gardens, restaurants, malls and beaches. Short distance to Tampa Premium Outlets and Advent Health Center Ice. Playground, Community Pool, Basketball and Tennis Courts are conveniently located across the street.

Guest favorite

Home in Lutz

4.98 out of 5 average rating, 116 reviews

Paradise in Lutz! w/Heated Pool!

Beautiful and Modern 4 bed/3 full bath home with over 3,100 square feet of living space! The house has 12 ft ceilings and hardwood floors throughout the house! The home can comfortably sleep up to 15 people. It is the perfect place for a large group looking to stay together! The home also has a large screened-in pool with covered lanai. Pool heating fee is an additional $75 a day. The covered lanai has an outdoor bar with marble countertops and two TVs. The backyard has over 1.5 acres of land!

Guest favorite

Home in Tampa Heights

4.92 out of 5 average rating, 234 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Superhost

Home in Tampa

4.84 out of 5 average rating, 171 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..

Top guest favorite

Tiny home in Lakeland

4.99 out of 5 average rating, 103 reviews

Charming Tiny House on 5 acres with POOL/ HOT TUB

Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Top guest favorite

Guesthouse in Zephyrhills

4.97 out of 5 average rating, 125 reviews

🌟Historic 1924💕Carriage House🏡Quaint & Cozy☀️🪂

This Historic 600 sq ft enchanting Carriage House is in the Historic District, the heart of Zephyrhills. The main house was built in 1924 which the owners reside. The Carriage house is directly adjacent to the Tiny Craftsman house all are located on the same housing estate. This prime location makes exploring a breeze! Downtown Zephyrhills is a 2-minute walk, Skydive City Z-Hills is 8 minutes by car, and the Hillsborough River State Park is just 15 minutes away. Book now & let the fun begin!

Guest favorite

Condo in Paradise Lakes

4.82 out of 5 average rating, 146 reviews

Millers, BeOne Naturally Clothing Optional Premium

Relax in your birthday suit in a fun clothing-optional Paradise lakes Resort. Modern furniture sleeps up to 4 People with a King Size Bed and a leather sleeper sofa in living room with Memory Foam mattress. Full kitchen with refrigerator, oven range and microwave for cooking, coffee maker, washer and dryer for laundry, 2 TVs, and a bath tub for relaxing. The clubhouse 2 Swimming Pools, Hot Tub, events like Karaoke, Live Bands and more (fees vary by days of week). Thank you and enjoy!

Top guest favorite

Guesthouse in Spring Hill

5 out of 5 average rating, 164 reviews

J&M Homestead

Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

Guest favorite

Home in Brandon

4.92 out of 5 average rating, 120 reviews

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

Stay in this waterfront house and live like a true local in Tampa. We're within driving distance to parks, beaches, and casinos. Our rental comes with 3 bedrooms, and a hot tub, pool, and living room that you're free to use any time. Wi-Fi, self check-in, laptop-friendly workspace -- we've got everything you need. * Garage is not accessible to guests. * Pool is NOT heated! The spa is heated, though, please contact host for instructions on how to turn on spa.

Top guest favorite

Guesthouse in Dade City

4.95 out of 5 average rating, 204 reviews

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Guest favorite

Guesthouse in Tampa

4.92 out of 5 average rating, 169 reviews

red comfort trip" 5 minutes to Bush gardens

Welcome to Red Confort Trip, your private getaway in Tampa! Enjoy a fully private space with your own patio to relax or smoke in peace. Guests also have access to a lush shared backyard featuring a large pool, pergola, BBQ area, and a variety of fruit trees, flowers, and plants. Perfect for nature lovers! The backyard is shared with the owner and guests from another Airbnb, but each unit has its own private patio for those who prefer quiet time

Superhost

Home in Spring Hill

4.86 out of 5 average rating, 140 reviews

Ranch Pool Resort with Horses jacuzzi nearby park

Take it easy at this unique and tranquil getaway. This is a country setting close to the city of tampa bay on 6 acres gated with every detail in mind Owner maintained ranch style property with 4 horses you will feel at home away from your home trees surround the outer perimeter as well as a huge pool with layout chairs. Take a stroll through the nature walk trail. Experience nature in luxury at this beautiful ranch home!