
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.

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.

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!

Leithen Lodge Is Like a Scottish Castle in N Tampa
Leithen Lodge is a gated lakeside Gem awaiting your luxury visit. Private pool & spa heated for add’l charge of $100per day spa only, $35 per day, wood burning fireplace, gourmet kitchen & fantasy master suite. Paradise Lakes is a CLOTHING OPTIONAL resort. North of Tampa but within drive of beaches, outlet malls Busch Gardens trendy Seminole Heights Tarpon Springs and countless outdoor and nature adventures. Be King or Queen of your own Castle as you enjoy your own Game of Thrones Fantasy...

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.

Shipwreck Bungalow
Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

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.

The Guest House at Riverbend Retreat Fla.
True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.
Popular amenities for Wesley Chapel rentals with a pool
House rentals with a pool

Spring Hill, Florida Quaint Paradise

Pool • Home Theater • Ping Pong • Grill • Karaoke

Tropical Haven: Private Pool, Hot Tub, and Bliss

Heated Salt Pool & Spa | Near Airport & Downtown

"High-End Big, Bold & Beautiful.

Quiet Temporary Home | 1GB WiFi | WFH | Pets OK

Just 15 min Aiport-Luxury house, new pool, BbQ wif

Luxury Lake House\ Pool\ Mini Golf\ Tampa
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Waterfront Condo - Sunset View of Tampa Bay

Ocean Breeze • Easy - Heated Pool Access

Modern and Cozy Condo 6 Minutes from the Beach !

Updated Condo-Heated Pool-Private Balcony

Waterfront Condo with Heated Swimming Pool

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

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

Sun House – Modern Home with Private Pool.

Allison Palms Luxury Tampa Townhome + Pool

Lake Townhome w/ Pool near USF, Busch Gardens

Villa Bellissima w/Golf Course &Busch Gardens Near

Stay in our Bright and Beautiful Mirada Home

Tranquil Retreat, Resort Pool, Sauna, Arcade

3BR Condo Pool & Hot Tub • Gym • Central location!

Rare & amazing 3 bdrm 2 bath apt/suite w/pool
When is the best time to visit Wesley Chapel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,440 GYD | G$34,742 GYD | G$34,533 GYD | G$33,695 GYD | G$30,765 GYD | G$31,184 GYD | G$38,718 GYD | G$32,858 GYD | G$30,138 GYD | G$35,998 GYD | G$43,113 GYD | G$42,276 GYD |
| 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 vacation rentals with a pool in Wesley Chapel

Total vacation rentals
Explore 170 vacation rentals in Wesley Chapel

Nightly prices starting at
Wesley Chapel vacation rentals start at G$8,372 GYD per night before taxes and fees

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

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
160 of Wesley Chapel vacation rentals include wi-fi 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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- 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




