
Holiday rentals with a pool in Wesley Chapel
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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.

Designers Villa @ Saddlebrook
A Beautiful completely remodeled 3 bedroom 3 bathroom villa with pool, in the prestigious 24 hr guard gated community of Saddlebrook Resort in Wesley Chapel FL. Surrounded with mature landscaping, the community boast 2 of Florida's most Picturesque Arnold Palmer Golf Courses & 45 tennis courts. Everything you need for a great stay is here! Tons of area restaurants as well as onsite! Everything is NEW, TV in every room, printer, fireplace & more! You will absolutely love it here!! See you soon!

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...

Weeki Wachee Springs heated pool home retreat
Relax with the whole family at this Weekie Wachee/Springhill Heated pool home. 5 minutes from the crystal clear springs of Weekie Wachee state park and Buccaneer Bay that has spring fed beach with water slides , tiki bars and mermaid shows. It’s also located 10-15 minutes from Rodgers Park located on the river where you can swim, kayak with manatees and enjoy fun family time! Also 15 minutes away is Pine Island Beach Park and SunWest Beach Park for skiing, wake boarding and obstacle course.

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

Tropical Haven: Private Pool, Hot Tub, and Bliss

Gulf Access, Heated Pool, Near Islands, Beaches

Heated & Screened in Pool/Coffee Bar/Fully Stocked

Canal views, weekly and monthly Discounts

Entire house in Tampa w/ Heated POOL!

Ranch Pool Resort with Horses jacuzzi nearby park

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

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

Comfortable 2BR condo, walk to all sand beach

Rocky Point paradise

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Modern Waterfront Condo - Captivating Sunset Views

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views
Other holiday rentals with a pool

Allison Palms Luxury Tampa Townhome + Pool

Villa Bellissima w/Golf Course &Busch Gardens Near

Stay in our Bright and Beautiful Mirada Home

Boho Boutique • Balcony Swing Chair • Pool • Gym

Family House for Vacations

Tranquil Retreat, Resort Pool, Sauna, Arcade

Adv. Coast: 3/3 Heated Pool, Near Springs, Beach

Lounge & Play in Chic North Tampa Home
When is the best time to visit Wesley Chapel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 SGD | $213 SGD | $212 SGD | $207 SGD | $189 SGD | $191 SGD | $238 SGD | $202 SGD | $185 SGD | $221 SGD | $265 SGD | $259 SGD |
| 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 $51 SGD 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




