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 Tampa

4.97 out of 5 average rating, 111 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! 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, W/D & Everything you need provided for a NO stress stay!

Dec 19 – 26

G$28,273 GYD per night

Guest favorite

Home in Lutz

4.97 out of 5 average rating, 101 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.

Oct 29 – Nov 5

G$45,528 GYD per night

Guest favorite

Guesthouse in Tampa

4.88 out of 5 average rating, 321 reviews

Pool Side Getaway, Walk/Bike Tampa River Walk

Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

Aug 4 – 11

G$25,705 GYD per night

Guest favorite

Condo in Tampa

4.97 out of 5 average rating, 177 reviews

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

Sep 4 – 11

G$26,204 GYD per night

Guest favorite

Guest suite in Tarpon Springs

4.95 out of 5 average rating, 108 reviews

Private suite in heart of Tarpon Springs!

House centrally located in a safe, residential area. Enjoy a clean, cozy & comfortable private suite with private entrance! Next to Downtown Tarpon, Tarpon Springs Sponge Docks, Sunset Beach, Safety Harbor, and many other attractions. Less than 5 minutes from the beach! Enjoy fast wifi, cable, and a cozy queen bed! Full kitchen. During your stay you’ll have access to bicycles, plenty of beach towels, hats, beach toys. Beach chairs, chairs umbrellas, small cooler and a variety of sunscreens

Sep 12 – 19

G$17,588 GYD per night

Guest favorite

Tiny home in Tampa

4.92 out of 5 average rating, 124 reviews

"sensation of tampa" near/Busch Gard/usf/casino

Experience the challenge of an adventure in a different style THE TAMPA FEEL is a 60×12 HeartLand Shed in the side yard of my house. It is completely private since it has its own patio divided by a 6' fence, made inside with a unique style, it has a wonderful living room, shared Pool, a fully equipped modern kitchen for your comfort, a bathroom, it will also have a nice gazebo with plants that You will enjoy the atmosphere for any picnic or grill event, and you have a space to do BBQ.

Jan 25 – Feb 1

G$19,429 GYD per night

Superhost

Home in Port Richey

4.85 out of 5 average rating, 130 reviews

Penwood Pool Villa

If our dates are open, the house is ready for you, you don’t need to confirm with us. Instant book! PRIVATE POOL! 5 min from kayak trail 15 min from Sun West Beach 25 min from Weeki Wachee Springs 25 min from Tarpon Springs 30 min from Honeymoon Island 45 min from Busch Gardens 50 min from Downtown Tampa Riverwalk 50 min from Clearwater Beach 40 min from TD Ball Park 50 min from Three Sisters Springs Our backyard is fully equipped with Grill, hammock, outdoor seating and lighted pool!

Dec 18 – 25

G$32,758 GYD per night

Guest favorite

Guesthouse in Spring Hill

5.0 out of 5 average rating, 111 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.

Dec 8 – 15

G$27,809 GYD per night

Guest favorite

Guest suite in Lutz

4.94 out of 5 average rating, 118 reviews

Lakefront Retreat w/Pool-Views-Elegant Furnishings

Private UPSTAIRS GUEST SUITE comfortably accommodates 3 guests. Features an elegant bedroom, a combo bedroom/entertainment room with kitchenette; plus a full bath & work station. Enjoy a beverage overlooking the lake; relax and swim in the pool. Located just north of Tampa, midway between Orlando & the Gulf Beaches. Just minutes by car to I-75, I-275, outlet mall, ice hockey complex & restaurants. 7 miles to USF/Moffitt/Busch Gardens; 20 to Airport; 30 to Beaches; 60 to Disney.

Jan 15 – 22

G$25,086 GYD per night

Guest favorite

Condo in Tampa

4.95 out of 5 average rating, 131 reviews

Waterfront condo with sunset views of Tampa Bay.

This newly furnished condo features a balcony with waterfront views of Tampa Bay and amazing sunsets. Includes a heated pool, volleyball court, BBQ and fire pit as well as on-site laundry. Just minutes from Tampa International Airport. Near Clearwater and other desirable beaches. Nearby attractions include Busch Gardens, Adventure Island, the Port of Tampa, Historic Ybor City, Tampa Bay Performing Arts Center, Tropicana Field, Amalie Arena and Raymond James Stadium.

Aug 25 – Sep 1

G$30,010 GYD per night

Guest favorite

Condo in Tampa

4.94 out of 5 average rating, 217 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Guests will have full access to the resort where they can enjoy the side pool bar, heated pool, fire pit, coin operated laundry and dryers. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

Jun 13 – 20

G$31,189 GYD per night

Guest favorite

Guesthouse in Dade City

4.95 out of 5 average rating, 162 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.

Dec 3 – 10

G$13,970 GYD per night