
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wesley Chapel family-friendly rentals
Family-friendly home rentals with a hot tub

Multi-Award Winning & Top 5% Rated on Airbnb 2025
Great location, Jason’s eye to detail was perfect. He was responsive to every call. The house was absolutely beautiful. It was a peaceful time and minutes from the stadium and Ybor

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.
We had a great time staying here in Clearwater. SO close to the beach. Their place was clean and was ready for a family to stay. We look forward to coming back.

Spacious Home Solar-Heated Pool and Spa
Great value!! We loved the pool area and very quiet neighborhood!

Ybor Roost - Cozy, Urban Farmhouse Retreat
Great location for the enthusiasts! Really enjoyed my work trip and stay away time.

Historic Bungalow with Private Pool in Ybor City
Great location, great character, great value. Pool was an excellent space to hang out at during the day and nice central location for everything else. Would stay again.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Cozy little place, well decorated and clean. Bed was comfy. The pull out bed was good enough for my 6 yr old, but would recommend bringing a pillow for it if you’re going to use it. There isn’t one in the room for it unless you use the main bedroom pillows. We beached most of the time and didn’t watch TV, but if we wanted to the couch wasn’t comfy for lounging around. We loved the balcony though! The only “complaint” would be all the coffee supplied was decaf and it was a shock the first morning after getting in super late. So, bring your own coffee just in case. Host was super helpful when there was any other issues. Very kind and accommodating! Plus they supplied plenty of TP and PT, beach towels and towels. Can’t wait to come back!

The Oasis
Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.

Bay Shores Yacht & Tennis Club Indian Shores FL
Great location! Easy walk to the beach. Property has desired amenities. Inside had everything we needed.
Family- and pet-friendly home rentals

Crescent Beach House Pet friendly
This was the perfect location for our family. We loved the proximity to the beach and restaurants. The place was clean and well stocked. Would love to come back.

House of Relaxation
Great home with everything we needed, we really enjoyed our stay!!

4BR/3BA Pool Home 7mins to Madeira Beach-Sleeps 14
For those traveling to the area, this is the perfect spot! My family and I had a wonderful time and Stephanie and team were always there if we needed anything! Home is very close to the beach, plenty of places to sleep, beautifully designed, and in a great neighborhood. Would definitely plan to stay here again!

Our Gemini Place: Comfort & Charm in Old Tarpon
Gemini place was a real gem. Home was as described. Very roomy, very clean, decor top notch, very comfy and home like feel. Easy walking distance to Spring Bayou, Sponge Docks, shops and restaurants. Less than 50 years to a very spiritual moving shrine, St Michael’s. Very clean and safe neighborhood too. We absolutely loved the home and location.

Pet Friendly | 5min Downtown | Safe+Parking | Apt1
Perfect place and location for small group on short stay visiting Tampa and the local area!

Baby Bungalow close to Downtown!
This adorable bungalow was perfect for a long weekend getaway! They have all of the amenities, it is centrally located, it's clean, and they communicated very well. I will definitely come again and recommend your place!!

Private Beach Bungalow 1BR *Heated POOL**PETS ok
We recently wrapped up an AMAZING stay at The Lobster Beach Bungalow. Everything was as described- charming ‘old Florida’ feel and close proximity to the beach (50 steps). It felt like a miniature resort. We got to meet other vacationers staying at the other bungalows, which was pretty cool. We were even able to enjoy the pool on a day where the gulf waters were a little rougher. There are a lot of eateries within walking distance. We tried a different coffee shop every morning- yum! The bungalow itself was comfortable and had everything we needed for a great stay. The kitchen had we could have desired should we have decided to eat in. Too many yummy local eateries for that for us though! We also loved being able to have our fur babies with us, as no vacation is complete without our whole family. We look forward to returning next year with some extended family to experience this peaceful paradise. Thank you, Liz, for creating a place that feels like home away from home!

pet friendly on an equestrian farm
As a solo 74 year old gal with an English cocker, safety is most important. I was very comfortable and felt safe. there. Just a lovely place and nice people
Family-friendly home rentals with a pool

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
The condo has everything you need to have a great holiday and not spend a fortune doing it. The cooker works well and the hob is very fast. We prepared our own meals most nights and ate outside overlooking the pool. The bathroom is well set out and the shower hot and powerful. What really appealed to us when booking was the access to a pool and not having to drive to, or pay for parking at a beach. It’s less than a five minute walk across Gulf Boulevard and Joy supplies chairs and an umbrella. The pool was clean and not at all busy. The area is safe and pleasant with easy access to Indian Rocks beach too. We had a day out to Universal Studios, an easy two hour dive away. Locally there are a few restaurants and cafes within walking distance, the Conch Grill is particularly good with a very generous happy hour from 11am - 7pm. We would like to return and highly recommend this accommodation.

Renovated Condo! Across the Street From The Beach
being 7 months pregnant this place was perfect for a quick baby moon! the beach is just a walk across the street, plenty of restaurants less than a 5 minute drive and had everything we needed for the beach as well.

Cozy Dream FL Vacation Home Pool is heated!
We stayed at this wonderful home for my daughter’s graduation from Eckerd College, and it couldn’t have been more perfect! The location is unbeatable—literally right across the street from the Eckerd College, which made everything so convenient. The house itself was spotless and incredibly comfortable. It truly felt like a home away from home. The pool was a highlight—clean, refreshing, and such a relaxing space for our family to enjoy some downtime. Nan, our host, was absolutely amazing. She was kind, responsive, and went out of her way to make sure we had everything we needed. She made us feel so welcome, and by the end of our stay, I truly felt like I had made a friend. Highly recommend this place for anyone visiting Eckerd or looking for a relaxing and well-cared-for stay in the St. Pete area!

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach
We were looking for a quick family vacation at the Gulf of America and we found this little gem at Indian Rocks Beach. The location was perfect and only 30 min from the airport. With all equipment provided to be at the beach and only a short walk across the street, it was just what we needed. There's a cool little ice cream and sandwich shop right across the street Kooky Coconuts offering the best Cuban sandwich in Florida and great ice-cream. Sleeps 4 comfortably and has a great tiki bar in the back. If your looking for relaxation, great restaurants and beach, this is the place. Owners are awesome and where always available if we needed anything. Definitely will be back!

3BR Roman Oasis: Caesar's Place + Heated Pool
Gorgeous property, my friends and I loved it. They have automatic lights outside that help you find it easily at night and the outdoor cameras are an additonal sense of safety. We were all very impressed with the extras, greeted with a welcome package and plenty of stuff in the kitchen/bedrooms/lanai to make it a home. The beds and sofas are incredibly comforable as well as clean. It was amazing to be able to adjust the temp to our liking being new englanders, definitely our oasis in the summer heat. This place is worth a stay and we will certainly be back!

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
Mathew's place was exactly what I needed. Calm, quiet and very peaceful. I didn't hear the neighbors the whole time I was there. The beach was literally right out the window. So getting down there was very easy. Having a beach chair, cooler and bag in the condo was very convenient. The condo was very clean and homey. I liked being able to cook for myself and never having to leave the complex. I will definitely stay here again!!

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
we really enjoyed our stay! the condo was in a very nice and quiet area. about a 15 minute drive to clearwater beach. everything was exactly as pictured/described. we got a lot of use out of the provided beach chairs, umbrellas, etc. and were very happy that was available for use. the only issue we ran into during our whole stay was we were unable to find a can opener in the kitchen when we went to cook dinner and it was too late to go out and buy one. besides that, we were beyond pleased with the location, price, cleanliness, and amenities. would recommend to anyone and we are looking forward to coming back!

POOL VIEW IN A MODERN CONDO - Feel at Home
We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!
Quick stats about holiday rentals that are family-friendly in Wesley Chapel
Total rentals
140 properties
Total number of reviews
2.7K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Wi-Fi availability
140 properties include access to Wi-Fi
Destinations to explore
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Rentals with breakfast Wesley Chapel
- Waterfront rentals Wesley Chapel
- Rentals with a fire pit Wesley Chapel
- Rentals with a fireplace Wesley Chapel
- Apartment rentals Wesley Chapel
- Rentals with lake access Wesley Chapel
- House rentals Wesley Chapel
- Rentals with a hot tub Wesley Chapel
- Kid-friendly rentals Wesley Chapel
- Rentals with a patio Wesley Chapel
- Pet-friendly rentals Wesley Chapel
- Condo rentals Wesley Chapel
- Rentals with outdoor seating Wesley Chapel
- Rentals with pools Wesley Chapel
- Rentals with a washing machine and dryer Wesley Chapel
- Fitness-friendly rentals Wesley Chapel
- Family-friendly rentals Pasco County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Weeki Wachee Springs
- Dunedin Beach
- Old Town Kissimmee
- John's Pass
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Raymond James Stadium
- ESPN Wide World of Sports
- Busch Gardens Tampa Bay
- Amalie Arena
- Epcot
- Magic Kingdom Park
- Reunion West
- Gulfport Beach Recreation Area
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- North Beach
- Fort De Soto Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre