
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.

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.

🌟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.

Downtown Tampa Pool House! Walk to Armature Works!
Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Colorful, Comfy Townhome - Community Swimming Pool
Townhome in the heart of Carrollwood/Northdale with all the comforts of home. 1,136 sq ft. Updated everything, including black matte GE Appliances & fully stocked kitchen. Close to countless restaurants, shopping & easy commute to interstates & expressways. Large, community swimming pool. Come As You Are, I try to provide anything you may need for your stay! 9.5 miles-Ray Jay 10 miles-USF 14 miles-Tampa International Airport 15 miles-Downtown Tampa 16 miles-Ybor 36 miles-Clearwater Beach

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor
Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

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.

Millers, BeOne Naturally Clothing Optional Premium
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. The clubhouse 2 Swimming Pools, Hot Tub, events like Karaoke, Live Bands and more (fees vary by days of week). Thank you and enjoy!

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.

"sensation of tampa" jacuzzi, private, and Pool,
Experience the challenge of an adventure in a different style THE TAMPA FEEL is a 50×12 HeartLand Shed in the side yard of my house. It is completely private since it has its own patio divided by a 6' fence, made inside with a unique style, it has a wonderful living room, shared Pool, a fully equipped modern kitchen for your comfort, a bathroom, it will also have a nice gazebo with plants that You will enjoy the atmosphere for any picnic or grill event, and you have a space to do BBQ.

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.

Tranquil poolside guesthouse on the river
The apartment is on the Hillsborough River surrounded by nature but only 3 minutes away from the great restaurants, bars and breweries of Seminole Heights. It is walking distance to Lowry Park Zoo and park. Spot the beautiful Florida wildlife up close from the river dock. Soak in the outdoor pool surrounded by mature live oaks or take a canoe out on the river. Top beaches are 35 minutes by car. Great for a couple or a small family.
Popular amenities for Wesley Chapel rentals with a pool
House rentals with a pool

Mid Century Villa + Pool! Close to Busch Gardens

Cozy Tampa Home with Large Heated Pool

Entire house in Tampa w/ Heated POOL!

Lake Townhome w/ Pool near USF, Busch Gardens

Boho Oasis • Pool •Fire Pit • Near Beach & Airport

Heated Salt Pool & Spa | Near Airport & Downtown

Waterfront Pool Oasis •Kayak, Games & Sunset Views

The T and C Club
Apartment rentals with a pool

Luxury Waterfront Balcony, Heated Pool and more

Spacious 2/2 ResortStyle Condo near Downtown Tampa

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

Seasalt Breeze - Easy pool access, Free parking.

Tiki Themed Waterfront Condo on Tampa Bay

POOL VIEW IN A MODERN CONDO - Feel at Home

Spectacular beach to bay views from this resort.

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

3 Bed 2 Bath private golf course villa

Pool Home - minutes from Lagoons and Busch gardens

Luxury resort style stay in Tampa

High End 2br-2ba 1st floorCondo with Golf Views

Stay in Purity’s San Antonio Condo with Lagoon

Poolside Paradise Retreat-spacious 4 bedroom home!

Dariana kuan

3BR Condo Pool & Hot Tub • Gym • Central location!
When is the best time to visit Wesley Chapel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 130 | € 139 | € 138 | € 135 | € 123 | € 125 | € 155 | € 131 | € 120 | € 121 | € 125 | € 125 |
| 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 € 33 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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- Walt Disney World Resort Golf
- Disney Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- John's Pass
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Dunedin Beach
- Vinoy Park
- Amalie Arena
- Island H2O Live!
- Disney's Hollywood Studios
- Jannus Live
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Gulfport Beach Recreation Area
- Adventure Island




