
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.

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.

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...

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.

Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!
Explore the charm of this three-bedroom, two-bathroom bungalow – a luxurious haven where style meets relaxation. Enjoy moments of tranquility by the spa and screened pool, complete with inviting swim-up barstools, or unwind in the indulgent hot tub accommodating up to eight guests. Step into the serene outdoor oasis, adorned with elegant furnishings against the picturesque backdrop of a fenced backyard. Your getaway awaits, conveniently situated near the city's premier attractions.

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.

Lakeview Retreat with Private Pool Perfect Getaway
Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.
Popular amenities for Wesley Chapel rentals with a pool
House rentals with a pool

Tropical Haven: Private Pool, Hot Tub, and Bliss

Relax & Explore in a Private heated pool - hot tub

Peaceful Home Retreat w/Pool Near St. Leo

Tampa's Hidden Gem 5/ 2.5 pool/Game-Theatre room !

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Villa Bellissima near Golf Course & Busch Gardens!

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

Enjoy every moment
Condo rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Beach Across the St | No Stairs |Parking in Front!

Modern and Cozy Condo 6 Minutes from the Beach !

Heron's Hideaway- Studio by the bay!

Tampa Bay Waterfront Views Rocky Point

Beach Front Madeira Beach

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

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

Pool, Heated Spa Paradise in the City/King bed

“Sunny Retreat”Pool & Mini Golf

“A little Piece of Paradise” beautiful condo

Stay in our Bright and Beautiful Mirada Home

Boho Boutique • Balcony Swing Chair • Pool • Gym

4bd/2.5ba Heated Pool Home w. Pond View

Getaway entire house in Wesley Chapel/ Tampa

Luxury rural-farm stay-pool-farm animals-private
When is the best time to visit Wesley Chapel?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $285 AUD | $247 AUD | $328 AUD | $224 AUD | $204 AUD | $207 AUD | $257 AUD | $218 AUD | $200 AUD | $239 AUD | $286 AUD | $280 AUD |
| 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 $56 AUD per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
170 of Wesley Chapel holiday 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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- Walt Disney World Resort
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