Family-friendly vacation rentals in Wesley Chapel

Find and book unique family-friendly homes on Airbnb

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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 Tampa
5 out of 5 average rating, 188 reviews

Multi-Award Winning & Top 5% Rated on Airbnb 2025

TheresaRating, 5 stars2 weeks ago
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
Superhost
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars2 months ago
Great value!! We loved the pool area and very quiet neighborhood!
Superhost
Home in Seminole
4.95 out of 5 average rating, 295 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

ClaireRating, 5 stars1 week ago
This home was the perfect place to stay for our family vacation. Charlie was responsive and provide incredible recommendations anytime we asked. The yard was private and secure and the neighborhood was quiet. The home has everything we needed! We didn't have to travel more than 30 minutes to beaches, delicious restaurants and ice cream. I would absolutely stay here again!
Guest favorite
Home in Ybor City Historic District
4.97 out of 5 average rating, 404 reviews

Ybor Roost - Cozy, Urban Farmhouse Retreat

YardenRating, 5 stars1 month ago
Great location for the enthusiasts! Really enjoyed my work trip and stay away time.
Top guest favorite
Condo in St. Petersburg
4.98 out of 5 average rating, 269 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

KathrynRating, 5 stars4 days ago
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!
Guest favorite
Bungalow in Ybor City Historic District
4.76 out of 5 average rating, 322 reviews

Historic Bungalow with Private Pool in Ybor City

StephenRating, 5 stars3 weeks ago
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.
Guest favorite
Apartment in St. Petersburg
4.9 out of 5 average rating, 172 reviews

The Oasis

KeriRating, 5 stars1 day ago
Russell's Oasis was exactly as described. The setting was peaceful and the condo was very clean! If we are back in the area, we would definitely stay here again.
Guest favorite
Condo in Indian Shores
4.94 out of 5 average rating, 106 reviews

Bay Shores Yacht & Tennis Club Indian Shores FL

BeccaRating, 5 stars5 days ago
We had a great vacation at Mel’s place! We liked the amenities - putting green, shuffle board, pool, tennis courts, and pickle ball. Mel was great with communication and attentive when we needed him. Also, quick to respond. The condo had everything we needed. Only thing we would change is sharper knives. They were pretty dull for cooking/cutting up stuff. Overall, we really enjoyed our stay!

Family- and pet-friendly home rentals

Superhost
Home in Dunedin
4.78 out of 5 average rating, 129 reviews

House of Relaxation

GracieRating, 5 stars1 month ago
Great home with everything we needed, we really enjoyed our stay!!
Guest favorite
Guesthouse in Tampa
4.85 out of 5 average rating, 340 reviews

Hyde Park Tree House, Tampa, FL - Great location

WilliamRating, 5 stars1 month ago
Great place to stay. Clean and convenient to Hyde. Would def stay there again.
Guest favorite
Home in Tarpon Springs
4.93 out of 5 average rating, 133 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

MahlonRating, 5 stars1 week ago
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.
Top guest favorite
Home in St. Petersburg
4.9 out of 5 average rating, 378 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

DentonRating, 5 stars4 days ago
Great house to stay in and chill by the pool. Location is convenient to restaurants and beach. Ideal for a small vacation getaway. After a long day at the beach it felt good to come into a clean and nice and cold home. Pool was a great after beach treat!
Guest favorite
Bungalow in Indian Shores
4.9 out of 5 average rating, 205 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Josh and Sarah Rating, 5 stars3 weeks ago
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!
Superhost
Home in St. Petersburg
4.88 out of 5 average rating, 184 reviews

Baby Bungalow close to Downtown!

EmilyRating, 5 stars1 month ago
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!!
Guest favorite
Guesthouse in Pinellas Park
4.87 out of 5 average rating, 270 reviews

pet friendly on an equestrian farm

RoslynRating, 5 stars2 months 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
Top guest favorite
Camper/RV in Lutz
4.92 out of 5 average rating, 229 reviews

Quiet Hideaway in Tampa Bay clean family friendly

MarissaRating, 5 stars3 weeks ago
We had an amazing stay! We needed a place to stay for a couple of months and this was the perfect place! Holly is super friendly and even got things for our kids. Thank you so much!

Family-friendly home rentals with a pool

Guest favorite
Condo in Redington Beach
4.9 out of 5 average rating, 164 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

KimRating, 5 stars2 weeks ago
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.
Superhost
Bungalow in Tampa
4.75 out of 5 average rating, 106 reviews

Tropical 1920s Bungalow with Saltwater Pool

HopeRating, 5 stars3 weeks ago
This was a great space, loved the outside space, the hosts were very responsive to any questions we had! We loved our stay here.
Guest favorite
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 116 reviews

Renovated Condo! Across the Street From The Beach

RachaelRating, 5 stars1 month ago
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.
Guest favorite
Bungalow in Indian Rocks Beach
4.89 out of 5 average rating, 122 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

ThomasRating, 5 stars4 days ago
The absolute best place to stay in Indian Rock Beach, great local restaurants and across the street had the best ice cream
Superhost
Apartment in Clearwater Beach
4.84 out of 5 average rating, 272 reviews

Seaside Chic #3 Waterfront Clearwater Beach

MichaelRating, 5 stars1 week ago
Lina's place was wonderfully decorated and we felt very at home. The beach was only 2 blocks away and the host provided umbrellas, chairs, cooler and wagon, making our beach day a breeze. There's also pickleball and park nearby. Overall we enjoyed our stay and hope to be back again.
Top guest favorite
Home in Spring Hill
4.94 out of 5 average rating, 113 reviews

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

JosephRating, 5 stars2 weeks ago
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!
Guest favorite
Condo in Clearwater
4.93 out of 5 average rating, 120 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

CassandraRating, 5 stars4 weeks ago
We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!
Superhost
Condo in Gulf Island Beach and Tennis Club
4.73 out of 5 average rating, 139 reviews

GORGEOUS SUNSETS Starting at $69 night

SunnyRating, 5 stars3 days ago
Absolutely amazing place! TJ was proactive with his communication and anticipated all of my questions and needs before I realized I had them. I would absolutely stay again and recommend his place to anybody who wants to visit Hudson!

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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