
Family-friendly holiday rentals in Wesley Chapel
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wesley Chapel
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

the Country House
Take a ride down a dirt road to a fully renovated home on a 2.5-acre wooded lot in rural Land O’ Lakes. Here, you’ll find a blend of rustic charm and modern comfort—far enough to feel like you’ve escaped, yet close enough to enjoy the convenience of city amenities. Wake up to the sound of birdsong, wander under the shady trees, or simply soak up the stillness of nature. Whether you’re seeking a weekend getaway or a longer retreat, this unique hideaway offers an escape from the everyday husttle.

Palm & Peace Suite Private Studio in Wesley Chapel
Disfruta de una estancia cómoda y relajante en Palm & Peace Suite, un estudio privado con entrada independiente, diseñado para dos personas. Ubicado dentro de una propiedad residencial en una zona tranquila de Wesley Chapel, este alojamiento combina elegancia y confort para que te sientas como en casa, ya sea por trabajo o descanso. A pocos minutos de tiendas, restaurantes y opciones de entretenimiento, lo que hace de este lugar una excelente opción para explorar Wesley Chapel y sus alrededores.

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.

Breathtaking Sunset - Renovated Studio Saddlebrook
Relax in this fully Renovated large Studio, in the highly desirable SADDLEBROOK Golf & Tennis RESORT. The sudio features a beautiful terrace just on the lake with AMAZING VIEWS of the lake and golf green. For your comfort, a Queen bed with new mattress, a nice size kitchenette with: Refrigirator, Microwave, Large toaster-oven, coffee maker and sink. The Studio also offers a dining area, work space, and walk-in closet, as well as Wifi & Cable TV. In the Resort local restaurants and Pub.

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.

HORSE FARM Retreat, Newer Built Private Guesthouse
Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

The Palm Tree Getaway
Ever stayed the night in the woods? Cross it off the bucket list with our ‘tiny-house’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 1G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Forest Theme Oasis | Peaceful Retreat Near Tampa
Escape to your own private forest-inspired retreat in Wesley Chapel 🌿✨ This beautifully designed 2-bedroom home blends comfort, tranquility, and convenience — located in one of the most desirable and growing areas near Tampa. Enjoy fast WiFi, free parking, a fully equipped kitchen, and peaceful garden views. Perfect for couples, small families, traveling professionals, or long stays. Just minutes from Tampa Premium Outlets, restaurants, shopping, hospitals, and I-75.

King Lake Hideaway
Experience something different Our Tiny house with the amenities of home. Enjoy our very private spot in nature. Beautiful lake view. This is a tiny house. 280 sq feet including the loft. Lots of natural light. It’s perfect for relaxing. We are close to beaches, Sporting venues, museums the aquarium and Busch Gardens in Tampa. Situated between Epperson and Mirada lagoons. Wesley Chapel has movie theaters, mini golf, shopping and restaurants within a short drive.

Under The Oaks Cottage
A charming cottage nestled beneath majestic oak trees, combining country living within reach of city amenities. This comfortable space features one bedroom with a king size bed along with built in bunk beds in the main living area. Savor a morning cup of coffee in the screened back porch while enjoying the beautiful tropical foliage. Chickens, goats, cows, and a horse forage nearby. You could possibly be entertained by the goats playing on the roof-tops.

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.

💙Tiny House New Build Near Park, Pond & Downtown
Experience a 2020 Tiny House on Foundation • One of three tiny houses on lot! • 360 SF / 1 Level • Weekly & Monthly Discounts • Private Front Porch • Steps to Beautiful Zephyr Park • 6 min. walk to Historic Downtown Main Street • Stocked + Equipped Kitchen • Charming Residential Neighborhood • Built by specialized FL Tiny Home Builder • Washer/Dryer • FiOS Wifi 500 Mbps • Onsite Private Parking • New sidewalk from parking pad to front steps
Popular amenities for Wesley Chapel family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy AF Tiny-House Oasis

The Jungalow SOHO - Pool/Hot Tub

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Leithen Lodge Is Like a Scottish Castle in N Tampa

Ranch Pool Resort with Horses jacuzzi nearby park

Luxury Retreat~Private Hot tub~9 mins to Downtown

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Millers, BeOne Naturally Clothing Optional Premium
Family- and pet-friendly home rentals

Florida Breeze - 18 Acre Wildlife Sanctuary

The Charming Blu Nest 77

Peaceful Home Retreat w/Pool Near St. Leo

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

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Your perfect retreat in Zephyrhills

NEW - Poolside Oasis Heated POOL Home - 2000 SF

‼️3BR in Wesley Chapel, Private Pool, Pet Friendly
Family-friendly home rentals with a pool

Entire House with Game Room in Lutz - near Tampa

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

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

Cozy Family Retreat, Tampa: Private Pool Oasis

Villa Bellissima near Golf Course & Busch Gardens!

Welcome to Our Charming Tiny Home in Zephyrhills

Tranquil Retreat, Resort Pool, Sauna, Arcade

Lakeview Retreat with Private Pool Perfect Getaway
When is the best time to visit Wesley Chapel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 SGD | $228 SGD | $246 SGD | $205 SGD | $184 SGD | $181 SGD | $193 SGD | $195 SGD | $181 SGD | $198 SGD | $215 SGD | $220 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 that are family-friendly in Wesley Chapel

Total holiday rentals
Explore 190 holiday rentals in Wesley Chapel

Nightly prices starting at
Wesley Chapel holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 3,290 verified reviews to help you choose

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
190 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 a firepit Wesley Chapel
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- Pet-friendly rentals Wesley Chapel
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- Rentals with a hot tub Wesley Chapel
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- Rentals with pools Wesley Chapel
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- Family-friendly rentals Pasco County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Epcot
- Disney's Animal Kingdom Theme Park
- John's Pass
- Old Town
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Disney's Hollywood Studios
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Hard Rock Casino
- St Pete Beach
- ESPN Wide World of Sports





