
Holiday 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.

Millers, BeOne Naturally Clothing Optional Premium
NO PETS OWNER HAS SEVERE ALLERY 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. Clubhouse 2 Swimming Pools, Hot Tub, events like Karaoke, Live Bands and more (fees vary by days of week)

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.

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!

🌟Historic 1924💕Carriage House🏡Quaint & Cozy☀️🪂
Step into history with this 600 sq ft Carriage House, located in the heart of Zephyrhills’ Historic District. Built in 1924, the main house is lovingly lived in by the owners, while the Carriage House offers guests a private and unique stay on the same estate. 🌟 Prime Location: 2-minute stroll to Downtown Zephyrhills 8 minutes to Skydive City Z-Hills 15 minutes to Hillsborough River State Park Whether for adventure, history, or relaxation, this enchanting retreat makes exploring a breeze.

Poolside Paradise Retreat-spacious 4 bedroom home!
Welcome to The Poolside Retreat! Bring the family, unwind, & have fun at our modern Tampa home, located just a short distance away from beautiful downtown Tampa and other local attractions. If you are looking for a spacious place to stay that incorporates the perfect mix of indoor and outdoor fun, look no further. 4 bedrooms to accommodate 8 guests with fully stocked kitchen and outdoor bar/grilling area. Outside you will find a pool (heated during winter), outdoor seating and covered patio.

The Jungalow SOHO - Pool/Hot Tub
The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Luxury Townhome in Wesley Chapel/New Tampa
Your paradise awaits! Treat yourself to a well deserved stay at this brand newly built luxury modern townhome located on the property of the country’s first crystal clear Lagoon in Wesley, Chapel FL. Located just 30 minutes from Tampa, this astonishing 3 bedroom townhome offers a slice of “Heaven on Earth”. The home is clean, spacious, uniquely decorated with a one-car garage, three spacious bedrooms, a study/den area, beautiful kitchen, and a back patio that opens to a mesmerizing water view!

The T and C Club
Welcome to The T and C Club! A featured home for the Make-A-Wish Foundation. Located 6 miles from the Tampa Airport, 7 miles from Raymond James Stadium and only 15 miles from award winning Clearwater Beach, this home is convenient as it gets. Completely refurbished, there is plenty of space to sleep 10 individuals comfortably, dining table for 10, a large resort-like backyard, saltwater pool, propane grill and all the fun you can imagine. This will truly be a case of you won’t want to leave!

Beautiful and spacious condo centrally located
As proven by the many reviews, we take cleanliness very seriously. To further insure the cleanliness of the property, we thoroughly disinfect frequently used areas such as: Doorknobs, switches, handles, bedside tables, bathroom sinks, toilets, counters, TV remotes, and thermostat. Condo is walking distance to shopping, food, and entertainment. Within minutes to beaches, Moffit, VA hospital, USF, downtown, Ybor, Malls, Bush Gardens, Zoo, Museums, and more. Orlando is within an hour drive.

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 nature preserve; 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.

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.

Tampa Family Home w/ Screened-in Heated Pool
Welcome to our spacious Lutz family retreat featuring a private screened-in heated pool, bright open interiors, and a quiet neighborhood setting. This 3BR/2BA home sleeps 7 and offers the perfect blend of tropical relaxation and easy access to Tampa’s top attractions: Located 15 miles to Busch Gardens, 25 miles to Amalie Arena (Tampa Bay Lightning & Concerts), 20 miles to Raymond James Stadium (Buccaneers) Trade the everyday hustle for a taste of Florida paradise.
Popular amenities for Wesley Chapel rentals with a pool
House rentals with a pool

Ultimate Getaway: Private Pool, Golf & Grill!

Villa Bellissima w/Golf Course &Busch Gardens Near

3/2, 3 miles to Busch Gar *Pool, Game,CoffeeBar*

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

NEW - Poolside Oasis Heated POOL Home - 2000 SF

"High-End Big, Bold & Beautiful.

NEW Heated Salt Pool & Spa on Waterfront Canal

Lakehills Paradise Modern Home with heated pool
Apartment rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Waterfront Condo - Sunset View of Tampa Bay

Tampa Winter Stay w/Waterfront Bay & Sunset Views

Amazing main floor condo at Avalon

Ocean Breeze • Easy - Heated Pool Access

Sea La Vie- Studio by the bay!

POOL VIEW IN A MODERN CONDO - Feel at Home

Modern Waterfront Condo - Captivating Sunset Views
Other holiday rentals with a pool

Luxe PentHouse Getaway in ChannelSide Tampa

Tropical Haven: Private Pool, Hot Tub, and Bliss

The Orchid by DNY Prime steps from USF with pool

Luxury resort style stay in Tampa

Allison Palms Luxury Tampa Townhome + Pool

Stay in our Bright and Beautiful Mirada Home

Boho Boutique • Balcony Swing Chair • Pool • Gym

Luxury 5 BDRM Home | Stunning Pool & Huge Backyard
When is the best time to visit Wesley Chapel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 134 | € 143 | € 142 | € 139 | € 127 | € 128 | € 159 | € 135 | € 124 | € 148 | € 177 | € 174 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Wesley Chapel

Total holiday rentals
Explore 170 holiday rentals in Wesley Chapel

Nightly prices starting at
Wesley Chapel holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 1,610 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
160 of Wesley Chapel holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wesley Chapel rentals

4.7 Average rating
Wesley Chapel stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with pools Pasco County
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- Rentals with pools United States
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Raymond James Stadium
- Magic Kingdom Park
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- John's Pass
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Disney's Hollywood Studios
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino




