Family-friendly vacation rentals in Wesley Chapel

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Popular amenities for Wesley Chapel family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Home in Clearwater Beach
4.97 out of 5 average rating, 114 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

SheilaRating, 5 stars4 days ago
This place was perfect for us and three young kids. We spent wonderful, fun-filled days at the beach. We could easily go back to the house for lunch, rest time, stuff we forgot, etc…My son’s family stayed a block away with three young kids also. We all used the many amenities of our beach shed: chairs, umbrellas, boogie boards, toys, noodles, coolers and more. The free washer/dryer was used often. The house itself was very clean, bright and comfortable. Two full bathrooms were ideal for our gang. The kids loved the patio for their meals, games and hanging out. We didn’t use the grill or hot tub this visit but they are great additions to the outdoor space. The location is perfect for the beach access but also to get into town. We were always glad to get out of the traffic and crowds to return to the peaceful home. Evening sunsets were spectacular! We had many photo ops of the family, photos that we will treasure forever. We plan to return next year and are already looking forward to it
Superhost
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars3 weeks ago
Great value!! We loved the pool area and very quiet neighborhood!
Top guest favorite
Home in Largo
4.97 out of 5 average rating, 129 reviews

Crescent Beach House Pet friendly

JenniferRating, 5 stars1 month ago
Great place and location. Lots of possibilities for day trips and some great running opportunities around the area. Great beach options very close by!
Guest favorite
Bungalow in Ybor City Historic District
4.76 out of 5 average rating, 313 reviews

Historic Bungalow with Private Pool in Ybor City

PatrickRating, 5 stars2 weeks ago
Awesome place to stay! Super fun outdoor space with plenty of seating, and as you can see in the listing, an outdoor bar/TV, hot tub, and pool. Diane and her co-hosts were very helpful, especially when we couldn’t get the hot tub working. Only thing to be aware of is that the roosters can get crowing very early in the morning. Excellent stay and would absolutely come back.
Guest favorite
Townhouse in Clearwater Beach
4.85 out of 5 average rating, 164 reviews

Luxurious, Family Beach Condo w/Rooftop Terrace-#4

PattiRating, 5 stars1 week ago
Beautiful home with stunning views of the ocean! The location was perfect, and our family loved it! We would definitely recommend this property to others! The beach chairs provided were a HUGE plus, and the host was very responsive.
Top guest favorite
Condo in Clearwater Beach
4.93 out of 5 average rating, 143 reviews

Beautiful Townhome with Private Rooftop & Hot tub

StaceyRating, 5 stars1 month ago
We had a wonderful stay at Jades beautiful townhouse. We loved the rooftop area with all of its amenities. There is great and comfortable furniture, bed linens, extra blankets and sheets and the pretty beach towels were so much appreciated. We had everything we needed for our vacation. The decor is so tasteful and her instructions and communication were perfect!!! We cannot wait to return to Clearwater and Jades home away from home.
Top guest favorite
Townhouse in Clearwater Beach
5 out of 5 average rating, 116 reviews

Waterfront Beach House Steps Away from #1 Beach!

ErinRating, 5 stars1 week ago
We had the perfect stay, from the accommodations to the location, our families were extremely comfortable and relaxed! The host was courteous and communicative, and went above and beyond to ensure we had everything we needed. We even brought our boat, which was an incredible touch and allowed us the opportunity to explore the area by water, as well as enjoy a quick walk to the hustle and bustle of Clearwater Beach. Highly recommend!
Superhost
Home in Tampa
4.78 out of 5 average rating, 113 reviews

Waterfront Oasis! Kayaks,Hot Tub

TiffanyRating, 5 stars2 weeks ago
We went to Tampa for a business trip, but didn’t want to stay in a hotel. We chose this place because of the location on the water and the kayaks. We spent almost all of our time on the water and fishing. The house was located close to everything you would possibly need, but once you were out back you forgot you were close to the city! The hosts were super responsive anytime I messaged with questions. The house was very comfortable. AC was cold. Comfortable bed. We would definitely stay again!

Family- and pet-friendly home rentals

Top guest favorite
Cottage in Dunedin
4.96 out of 5 average rating, 205 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

Jose ManuelRating, 5 stars1 month ago
Awesome little place, roomy for our family, very well maintained, love the property location and private parking. We will definitely stay here again
Guest favorite
Home in Tarpon Springs
4.94 out of 5 average rating, 125 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

MichaelRating, 5 stars4 weeks ago
We enjoyed our stay at Beth’s place. The house was squeaky clean and we felt at home. The neighborhood is quiet and feels safe. We had our dog with us and she was welcomed in Beth’s home and we really appreciated that option. It is the perfect location for a visit to Tarpon Springs. It was an easy walk to town which has a couple local coffee shops, restaurants and even a book store; And an even shorter walk to the Sponge docks.
Guest favorite
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 477 reviews

Cute home in historic neighborhood

DeborahRating, 5 stars1 week ago
A friend and I unfamiliar with the area spent one night to attend a concert. The place was as described. It had off street parking. Was quiet and comfortable. St. Petersburg was charming. It was in a historic area with some brick streets and alleys. Beautiful homes large and small. A vibrant area with access to so much. Loved it.
Guest favorite
Home in Tampa
4.93 out of 5 average rating, 205 reviews

Rooms with a Pool

AshleyRating, 5 stars2 weeks ago
A few things really stood out to us in the best way possible! The host went above and beyond with thoughtful touches we didn’t expect—like complimentary drinks, a fully stocked bar with the essentials, and even mini cupcakes! We thoroughly enjoyed the pool and hot tub, which made our stay even more relaxing. The binder of recommendations was super helpful—it included great local spots to eat, nearby attractions, and things to do in Clearwater, Tampa, and St. Pete. We also appreciated the clear instructions on how to use the pool and hot tub heating system. Overall, it was a fantastic stay! P.s. you might find a hidden secret treasure too! I did 🏴‍☠️
Top guest favorite
Bungalow in Indian Shores
4.92 out of 5 average rating, 212 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

DionneRating, 5 stars1 week ago
What a treasure. Everything was so clean & inviting. We have stayed at the Mermaid 2 x's when we had a larger group & this time it was us 2 our 2 furbabies. We absolutely loved the Dolphin layout. So cozy & peaceful. Liz is a such a caring fun host. We loved sitting outside of the bungalow in the mornings having our coffee & headed to Liz's private beach area during the day. We even got to watch new palm trees being planted since the hurricane damage the old ones. Aslo met nice ppl & their furbabies. We absolutely love Liz & her gorgeous establishment. Thanks Liz. See you & your furbabies next year.
Guest favorite
Bungalow in Indian Shores
4.82 out of 5 average rating, 306 reviews

Cozy Unit #1 of a Two Unit Beach Bungalow

KimberlyRating, 5 stars6 days ago
The place has a wonderful distance to the beach and it was very comfortable.
Superhost
Home in North Hyde Park
4.82 out of 5 average rating, 205 reviews

Family Getaway/ King/Queen Beds/ Parking+Safe

ManuelRating, 5 stars2 weeks ago
Good place, close to downtown. Aaron was very communicative and instructions were clear.
Guest favorite
Guesthouse in Pinellas Park
4.87 out of 5 average rating, 269 reviews

pet friendly on an equestrian farm

RoslynRating, 5 stars1 month ago
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

Superhost
Condo in Indian Rocks Beach
4.73 out of 5 average rating, 142 reviews

Enjoy the pool and short walk to beach!

MauraRating, 5 stars1 week ago
Lovely stay in Indian Rocks Beach! So wonderful to see so many homes and businesses back on their feet. The beach was spectacular and the sunsets were magnificent. Hosts were incredibly helpful and responsive which we really appreciate. Thanks for a wonderful visit!
Top guest favorite
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 323 reviews

Carriage House in North St. Pete

TomRating, 5 stars3 weeks ago
Extremely friendly, gracious, and thoughtful host. Have stayed with before and will again.
Superhost
Home in Dunedin
4.78 out of 5 average rating, 126 reviews

House of Relaxation

JacquelineRating, 5 stars1 month ago
I couldn’t have asked for a better first experience with an Airbnb! The house was beautiful and was exactly as described. It had all the comforts of home and made our holiday easy and worry free. The outdoor patio with the fabulous pool was definitely a highlight! I would recommend this place to family and friends, and even hope to return myself someday.
Top guest favorite
Home in Spring Hill
4.94 out of 5 average rating, 108 reviews

3BR Roman Oasis: Caesar's Place + Heated Pool

KristaRating, 5 stars2 days ago
My family and I had a wonderful experience, and will surely stay again when we visit Florida.
Guest favorite
Home in Lakeland
4.83 out of 5 average rating, 138 reviews

Florida Lake View With Private Pool And Fishing

LauraRating, 5 stars7 months ago
Shane was super helpful, responsive and communicated well. The house really met the needs of our project. Shane was a fantastic host.
Superhost
Home in Indian Rocks Beach
4.97 out of 5 average rating, 115 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

MelissaRating, 5 stars4 weeks ago
We would go back in a heartbeat! The house and location was perfect! Our kids loved the pool and being able to kayak and paddle board right from the dock was amazing! We saw dolphins multiple times a day and had fun fishing. The golf cart was perfect for getting to the beach and plenty of restaurants, including an ice cream shop! I would totally recommend this place!
Superhost
Bungalow in Largo
4.85 out of 5 average rating, 126 reviews

Charming Bungalow w/ Heated Pool - 10 min to beach

ReneeRating, 5 stars4 days ago
All went well. Very comfortable stay. Home was clean with clear instructions to everything we needed. Although the pool was small, we enjoyed it. Jess did a good job of communicating with us and kept us informed throughout our stay.
Top guest favorite
Home in Tampa
4.99 out of 5 average rating, 278 reviews

Pool + Park + Private = Perfect Place

NateRating, 5 stars1 week ago
We had a great time at Matthew and Melissa’s place. It really was the prefect spot for a getaway with our kids. The neighborhood is beautiful and in a convenient spot to explore the rest of Tampa and the surrounding area. It was amazing having such a nice park and playground literally a stone’s throw from the house. And the house itself was classy, comfortable, clean, and our kids never wanted to leave the pool and patio area… a pool to swim in, a nice shady table for snacks, AND a TV for the occasional Bluey. What more could a kid ask for? And Matthew made it so easy for us: great communication and incredibly helpful. I can’t recommend this place highly enough.

Quick stats about vacation 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

  • Wifi availability

    140 properties include access to wifi

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