Family-friendly holiday rentals in Hillsborough County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Hillsborough County family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars4 weeks ago
Great value!! We loved the pool area and very quiet neighborhood!
Guest favourite
Townhouse in Tampa
4.87 out of 5 average rating, 238 reviews

Ultra Modern Pool Home w/ rooftop private HOT TUB

WhitneyRating, 5 stars2 weeks ago
Wonderful Stay in Tampa! I recently had the pleasure of staying in Ryan’s fantastic 4-level home in Tampa, and I can't say enough good things about it! The neighborhood was vibrant and welcoming, with plenty of nearby parks and local shops to explore. Upon arrival, we were greeted by a clean and spacious home that exceeded our expectations. Each level offered ample room for relaxation and socializing, making it perfect for our group. The decor was modern and inviting, and the amenities provided everything we needed for a comfortable stay. The hosts were incredibly helpful and responsive, ensuring we had everything we needed throughout our visit. I highly recommend this property to anyone looking for a great place to stay in Tampa. I can't wait to return!
Top Guest favourite
Condo in St. Petersburg
4.98 out of 5 average rating, 263 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

MarieRating, 5 stars3 weeks ago
Valeries place was AMAZING! Words and pictures don't do the view from the balcony justice. The condo was cozy and very clean. It had everything I needed for a five week stay. I enjoyed coffee every morning on the balcony, watching dolphins and boats go by. The sunsets were spectacular, a perfect view from the balcony. I had an excellent experience renting from Valerie. It was exactly as depicted. I would highly recommend staying at Boca Ciega Resort in Valerie's condo. You will not be disappointed!
Guest favourite
Bungalow in Tampa
4.76 out of 5 average rating, 314 reviews

Historic Bungalow with Private Pool in Ybor City

RachelRating, 5 stars6 days ago
The most unique air bnb stay we have experienced. We loved the outdoor setting and how colorful it was. Very fun for our bachelorette group to celebrate. The hosts were very communicative and attentive to our questions/needs. What some people do not understand about some air bnbs is that not everything is going to be perfect and that is perfect enough for us :) So for the few negative reviews on here.. seems like people are just complaining so they can try to get money back for no reason. If you don’t want to spend the money, go find a dirty cabin to stay in for cheap 👍🏻 ☺️. This was such an adventurous spot and we loved it. Especially after learning the history of the area, it made it even cooler. Thank you to our hosts!!! -Rachel
Guest favourite
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 favourite
Home in Tampa
4.99 out of 5 average rating, 278 reviews

Pool + Park + Private = Perfect Place

NateRating, 5 stars2 weeks 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.
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!
Superhost
Condo in St. Petersburg
4.86 out of 5 average rating, 456 reviews

Waterfront condo on top floor @ Boca Ciega Resort

LisaRating, 5 stars2 weeks ago
Overall the condo was great and we would definitely book it again!!! We really enjoyed our stay and were sad when we had to leave. Pros: great location (very centrally located), amazing pool and jacuzzi with great views of the bay, comfy king size bed, friendly neighbors, condo was stocked with lots of extra toiletries and food in case you forgot something. Cons: I wished the couch was bigger or the condo had another seating option in the living room. The sofa bed was also uncomfortable. Kitchen didn’t have a blender and I personally would have liked some other kitchen things like cutting board, drain board, and bigger sheet pan…but I cook a lot…even on vacation.

Family- and pet-friendly home rentals

Superhost
Tiny home in St. Petersburg
4.79 out of 5 average rating, 244 reviews

Tiny rental +patio+BBQ+2bikes+Parking- great area!

JoanRating, 5 stars2 weeks ago
Lisa’s place was teeny tiny, spotless and quiet. The neighborhood was pretty and close to everything. Lisa was a great communicator and I felt she was always there when or if I needed something.
Superhost
Bungalow in Gulfport
4.9 out of 5 average rating, 133 reviews

Shady Paradise Close to All!

PatriciaRating, 5 stars18 months ago
We stayed a month and it felt like being at a real home; the house was very well equipped and full of character. On a daily basis, we had everything we needed, and the very few times we needed assistance/solving, Edie was very diligent to make sure we were happy. Extra points to the shaded parking space and the firmness of the mattress. We truly enjoyed our stay, as well as the location, the private fenced patio for our kitty, and our little casual encounters with Matt in the shared backyard/laundry area :)
Guest favourite
Home in Tampa
4.88 out of 5 average rating, 334 reviews

Beautiful Home In S Tampa Near Water & Downtown

JulieRating, 5 stars3 weeks ago
We stayed for 6 nights while in town for our daughter’s wedding. Lovely historic home! Was spacious and clean, with nice little extras in the kitchen. Perfect location.
Guest favourite
Home in Seminole
4.96 out of 5 average rating, 121 reviews

Beach 5-Min (Near Tampa & Clearwater)

JamesRating, 5 stars4 months ago
Thank you Tom for a great stay 5 stars from us. House was spotless clean, easy access and very convenient location to beaches and restaurants. Fast response time great communication. Well done , will be booking 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 favourite
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 favourite
Home in Tarpon Springs
4.93 out of 5 average rating, 126 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

MichaelRating, 5 stars1 month 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 favourite
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.

Family-friendly home rentals with a pool

Guest favourite
Condo in Redington Beach
4.85 out of 5 average rating, 600 reviews

Condo II:Beach 2 min walk:Heated Pool:Grill

SandraRating, 5 stars7 months ago
The bed was SUPER comfortable! (which is VERY impt.) From the wagon, beach chairs, umbrella, , bikes you couldn't ask for anything more. The beach wasn't far and all of the information given was spot on. I looked at a lot of AIRBNBs and this one by far reached my greatest expectations! Theres so much to say about this wonderful place. Yana was super nice and accommodating in any questions we had. We will surely go back again! Thank you for a wonderful get away!
Top Guest favourite
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 324 reviews

Carriage House in North St. Pete

Diana MaryRating, 5 stars3 days ago
Bradley and Ayako were perfect hosts, very friendly and helpful. Ayako brought us little tasty treats. It was lovely to use their pool and to eat our takeaways by the pool. The location was perfect for visiting our son and family who live nearby. The apartment was really nice, tastefully furnished , well equipped and very clean. We would highly recommend it.
Guest favourite
Cottage in Madeira Beach
4.84 out of 5 average rating, 128 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

ChristiRating, 5 stars7 months ago
We had an amazing stay at Mad Beach Cottage! The location is unbeatable—just 60 steps to the sand with no streets to cross. The cottage is cozy and perfect for families, with plenty of space. Everything in the cottage is well thought out for function and convenience. There are plenty thoughtful amenities like a well appointed kitchen, a pack-n-play, and beach toys. The heated pool and BBQ area were fantastic, and we loved being so close to John's Pass for dining and entertainment. The sunsets from the property were amazing! The host was the most responsive host I've ever communicated with on Airbnb. He was able to answer our questions in advance of the stay and provided almost immediate response when we had a question about parking at the property. There was a folder with clear instructions and information about the property, making check in and out a breeze! The host has clearly thought about everything, making this a stress-free, enjoyable stay. I highly recommend this property!
Top Guest favourite
Home in Riverview
4.96 out of 5 average rating, 79 reviews

Private Home - Solar Heat Pool -5 star Cleanliness

HelenRating, 5 stars1 month ago
Cheryl's place was great for our family of three. Clean, comfortable rooms, plenty of space, light filled, perfect AC, all the supplies one can think of in the kitchen, bathrooms. Very nice, clean, generously sized pool and back yard were one of reasons I picked the place and it was very enjoyable. Garage filled with towels, beach chairs, swimming goggles, swimming / beach toys. Cheryl thought of everything! Easy location for the Tampa Bay area. Definitely recommend!
Top Guest favourite
Guest suite in St. Petersburg
4.97 out of 5 average rating, 224 reviews

Historic Kenwood Studio with Pool

JillRating, 5 stars1 month ago
Stay here!!!!! I can’t say enough great things about this AirBNB!! Great location (safe, walkable, quiet, close to great restaurants and coffee shops!!), GORGEOUS space (the backyard with pool and plants everywhere is a dream come true), and everything you could need inside: comfy beds, a super stocked kitchen (seriously, you could cook anything you want, the kitchen is stocked with all the dishes and pots you need), and very clean! There was a personalized book with local recommendations, the hosts were responsive and kind but gave us space… perfect!!!
Guest favourite
Condo in Clearwater
4.94 out of 5 average rating, 138 reviews

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

KristinRating, 5 stars1 week ago
The place was perfect for us and had everything we needed. It was great with the pool, quiet location and well equipped. Marie and Mark would answer any questions fast, but we didn’t really need much help since they informed very well beforehand and everything went smoothly. We highly recommend the place and the hosts :)
Superhost
Bungalow in Largo
4.85 out of 5 average rating, 126 reviews

Charming Bungalow w/ Heated Pool - 10 min to beach

ReneeRating, 5 stars1 week 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.
Guest favourite
Home in Tampa
4.73 out of 5 average rating, 148 reviews

King Bed, Pool, HotTub, Basketball, Pickleball

KariRating, 5 stars1 month ago
House was set-up well for multi-family stay with kiddos aged teenager to toddler. Lots of thoughtful amenities throughout the home to make your stay comfy and cozy! Appreciated items for the beach and for kid play! Lots of space and options for sleeping and areas to hang out indoor and outdoor! Everyone one slept well and complimented that it was a great space! No issues and host was responsive for any questions👍 Our family enjoyed our first trip to Tampa and we would stay here again!!

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