
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.

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!

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...

Luxury Airbnb on Wesley Chapel
Luxury Airbnb, If you are looking for a place where you can relax surrounded by nature but at the same time be close to Tampa area this is the right place for you. You are only 35 minutes away from Tampa airport , 15 minutes from Tampa premium outlets and 3 MINUTES FROM EPPERSON LAGOON (one of the biggest attraction in the area to enjoy) This property has a total of 2 bunk beds, 2 queen beds and one king bed . Total guest allowed 12. NO other guest is allowed in the property if not listed.

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.

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.

Delightful elegant lake home
Escape to a hidden slice of Florida paradise where luxury, tranquility, and breathtaking waterfront views create an unforgettable stay. This stunning lakefront retreat in beautiful Land O’ Lakes offers the perfect balance of upscale comfort and peaceful relaxation. Surrounded by serene bird sanctuary views and glowing Florida sunsets, this private getaway was designed for guests who want more than just a place to stay — they want an experience.

Escape to Lagoon Bliss| Spacious Stay for 8 Guests
Create unforgettable memories at this stylish, family-friendly lagoon home! 🌊🌴🏝️ Located in the exclusive Mirada Lagoon community, this 3BR retreat sleeps 8 and offers access to water slides, a swim-up bar, and white-sand beaches. 🌊🏡 Enjoy a spacious layout, a fully stocked kitchen, peaceful lagoon views, and resort vibes all around. Perfect for families, couples, or groups seeking fun and relaxation in sunny Florida!🤩🌊⛱️

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

The Jungalow SOHO - Pool/Hot Tub

Richey Suncoast Resort- Pool, Spa & Arcade Oasis

Luxury New Tampa Home W/Pool, Grill & King Bed!

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Ranch Pool Resort with Horses jacuzzi nearby park

"High-End Big, Bold & Beautiful.

NEW - Poolside Oasis Heated POOL Home - 2000 SF

‼️3BR in Wesley Chapel, Private Pool, Pet Friendly
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Tiki Themed Waterfront Condo on Tampa Bay

Rocky Point paradise

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Spectacular beach to bay views from this resort.

Beautiful and spacious condo centrally located

Florida Breeze

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

Sun House – Modern Home with Private Pool.

3 Bed 2 Bath private golf course villa

Tropical Haven: Private Pool, Hot Tub, and Bliss

Relax & Explore in a Private heated pool - hot tub

Sydney Ranch Farmhouse

Welcome to Our Charming Tiny Home in Zephyrhills

Serene Tampa Getaway: Pool & Gardens Near Beaches

Spotless 3BR | Long Stays Welcome | Near Tampa
When is the best time to visit Wesley Chapel?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $292 AUD | $254 AUD | $337 AUD | $230 AUD | $210 AUD | $213 AUD | $264 AUD | $224 AUD | $205 AUD | $245 AUD | $294 AUD | $288 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 $57 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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- Hotel rooms Wesley Chapel
- Rentals with pools Pasco County
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- Walt Disney World Resort
- Raymond James Stadium
- Weeki Wachee Springs
- Disney Springs
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Epcot
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Old Town
- ESPN Wide World of Sports
- Dunedin Beach
- Vinoy Park
- LEGOLAND Florida Resort
- Tampa Convention Center
- Disney's Hollywood Studios
- University of South Florida
- Hard Rock Casino
- John's Pass
- ChampionsGate Golf Club
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Fort De Soto Park





