
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.

🌟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).

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.

Seminole Heights Riverside Paradise w/Pool
Our stunning waterfront views, pool, kayaks, paddle boards, and beach cruisers are a few of the many amenities that make our property perfect for your Florida vacation. Our convenient proximity to downtown Tampa, air & sea ports, beaches, and parks make the guesthouse at Isla de Dij the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

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.

Red Comfort Trip Private Jacuzzi, near Busch Gard
Welcome to Red Comfort Trip – Private Jacuzzi & Pool near Busch Gardens. This cozy and fully private guest suite offers your own entrance, a comfortable bedroom, living area, full bathroom, and a private patio where you can relax after a busy day in Tampa. You’ll also enjoy a private jacuzzi and access to a large shared pool, all in a quiet residential area just a few minutes’ drive from Busch Gardens, the Hard Rock Casino, and other main 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

Heated & Screened in Pool-All Essentials Provided

Villa Paradise

Cozy Tampa Home with Large Heated Pool

Spacious 4/2 Pool Home-Prime Location-Large Yard

Entire house in Tampa w/ Heated POOL!

Stunning Heated Pool House Close to Tampa & Casino

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

Heated Salt Pool & Spa | Near Airport & Downtown
Condo rentals with a pool

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

Waterfront Condo - Sunset View of Tampa Bay

Luxury Waterfront Balcony, Heated Pool and more

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Newly Reno Luxury Condo 30 Steps to Paradise

Seasalt Breeze - Easy pool access, Free parking.

Lovely Condo minutes from beach & King bed

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

3 Bed 2 Bath private golf course villa

Cozy Townhome| Moffitt| Pool| Gym| Fast WiFi| 2B2B

Relax & Explore in a Private heated pool - hot tub

FL State Fair on February Eco Lk Magda- Pool House

USF Moffitt, Advent Health, B. Gardens, Golfing!

Colorful, Comfy Townhome - Community Swimming Pool

Poolside Paradise Retreat-spacious 4 bedroom home!

"High-End Big, Bold & Beautiful.
When is the best time to visit Wesley Chapel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 AUD | $247 AUD | $245 AUD | $239 AUD | $218 AUD | $221 AUD | $275 AUD | $233 AUD | $214 AUD | $215 AUD | $221 AUD | $221 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 $59 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
160 of Wesley Chapel holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 Golf
- Disney Springs
- Magic Kingdom Park
- Busch Gardens Tampa Bay
- Raymond James Stadium
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- John's Pass
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Dunedin Beach
- Weeki Wachee Springs
- Vinoy Park
- Amalie Arena
- Disney's Hollywood Studios
- Island H2O Live!
- 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




