
Family-friendly holiday rentals in Whitfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Whitfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Whitfield family-friendly rentals
Family-friendly home rentals with a hot tub

Gorgeous Home / Heated Pool and Spa
Kayla’s listing exceeded all my expectations. From the moment I booked, communication was seamless and welcoming. The space itself is beautifully decorated, spotless, and thoughtfully equipped with everything you might need for a comfortable stay. The highlight was definitely the pool — it’s great! Perfectly maintained and a fantastic spot to relax and unwind. The heated jacuzzi is also awesome — it’s perfectly functional, warm, and incredibly relaxing, making it a true standout feature of the property. The location is superb — just a few minutes’ drive to the most amazing beach in the USA! It’s the perfect base for exploring and enjoying the beautiful surroundings. Kayla was a wonderful host—friendly, attentive, and genuinely eager to ensure we had a great experience. She provided helpful local tips and made us feel right at home. I highly recommend Kayla’s listing to anyone looking for a cozy, convenient, and memorable stay with fantastic amenities. I can't wait to return!

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

Crescent Beach House Pet friendly
Great place and location. Lots of possibilities for day trips and some great running opportunities around the area. Great beach options very close by!

Shorewalk upgraded condo upstairs unit 4415
We loved our Spring Break stay at Helen and Hannah’s condo. The condo and the complex are beautiful and everyone was very friendly. A lot of retirees were around for the week, but a few families too. Our 15-year old enjoyed it too and we made daily use of the tennis court, pool and grill. The location is very convenient and is a bit away from the main Spring Break area and beach, but we like the peace. Thank you very much and we’ll consider returning again.

5min to Siesta, Heated Pool & Jacuzzi, Grill, WiFi
We loved the pool and hot tub. Ben was very responsive when I asked about if there was a speaker we could use and he dropped one off at the front door within minutes. Great location and price was reasonable. We would Definately stay again!

Historic Bungalow with Private Pool in Ybor City
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.

Florida Bella Rosa-2 spas & pools near IMG/beaches
We are already looking to see when we can come back to Florida and stay in Daniel's rental again! It has everything you need, it is well-kept, and it is close to everything you want/need (the beach, Detwiler's, Publix, stores, restaurants). It is in a safe location. The Shorewalk ammenities (pools and hot tubs) are nice as well. Even though one pool's heater was broken, there was another pool to choose from and two hot tubs. He checked-in with us to make sure check-in went well and to make sure that our stay was going well. Daniel provided thorough instructions and recommendations for everything you could possibly need. He was a great host with a great home away from home!

The Guest House at Riverbend Retreat Fla.
great property but could use a smidge of TLC on some of the amenities. bocce ball box was very weathered and broke when we picked it up from the accessories areas. Unfortunately, the gas grill, jacuzzi, and BBQ were not usuable during our stay due to a gas line issue. Obviously, it was beyond their control but definitely a bummer because we planned our dinner around using it. the service was fantastic and our family really enjoyed the guesthouse and grounds. we'll return again if in the area!
Family- and pet-friendly home rentals

Aloha Villa Pet Friendly 3 miles to Siesta Key #2
I visited Sarasota with my family from the state of Rhode Island from April 4 to April 7 and we stayed at Jason’s & Laura house and it was an amazing experience. The house was very clean and organized. The house is located on a great neighborhood, super safe and great amenities. The house was stocked with beach supplies like beach chairs, beach towels, a boogie board and a beach cooler that was so nice. The house was exactly what we were expecting, I would recommended to everyone. Thank you Josh and laura.

2bed/2bath with POOL house, close by SIESTA KEY!!!
Romualda’s home was very clean, beautiful, and modern. She was very communicated from the time we booked the AirBnb, to the time we checked in, and the time we checked out. We felt right at home as she had many ameneties that were offered and more. We will definately book again next time we are in town.

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok
We had a wonderful time in Sarasota. Maureen and Patrick are clearly hosting pros. The kitchen was well-stocked, so we cooked most of our meals, made coffee/tea in the mornings, and kept groceries from the nearby Publix in the fridge. We enjoyed making dinner and sitting out on the screened in porch. The neighborhood was very residential and safe. The bathrooms and bedrooms were well-stocked and comfortable. Five college girls slept comfortably across the three rooms and I would say one more could definitely have fit as well. The house had a carport with a washer and dryer with detergent, beach chairs, umbrellas, and puzzles. Even when it rained, we enjoyed sitting in the house and reading because the space was relaxing and comfortable If you’re planning on going to the beach, download the Bayrunner/Breeze Rider apps to catch the free trolley. The trolley was a short walk away through the neighborhood and we enjoyed riding to the beach every morning.

Cute home in historic neighborhood
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.

Siesta Key, FL - Casa Berano
There's nowhere else on Siesta Key we would ever want to stay, the Casa is perfect for a family who wants to enjoy all that Siesta Key has to offer. It's cozy, clean, and spacious. The pool and patio are great, they have plenty of chairs, toys, and umbrellas for the beach, you really won't need anything when you stay here. Cage and Debi are the ultimate hosts., they are right next door and available and responsive for any needs. More than that, they are great folks obviously because they allow pets. :-) We've been coming here since 2018, it's our favorite place away from home.

Private Beach 2BR Bungalow *heated POOL* PETS ok
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.

Family Getaway/ King/Queen Beds/ Parking+Safe
Good place, close to downtown. Aaron was very communicative and instructions were clear.

Fresh & Friendly in Marina District Private Oasis
Home was decorated lovely and had a relaxing outdoor space. We enjoyed the proximity to Clam Bayou and many a leisurely walks around the neighborhood.
Family-friendly home rentals with a pool

Carriage House in North St. Pete
Extremely friendly, gracious, and thoughtful host. Have stayed with before and will again.

Relaxing 3BR/2Ba Oasis with Heated Pool.
Perfect location, great pool, and responsive hosts.

Paradise Cove
Clean and neat, friendly and when we wanted to extend was quick and easy to enjoy our stay longer. Thank you again

Twin Palms: Big House Steps to Beach w/Lush Pool
We enjoyed our stay at Kathleen’s home. This was our first time coming to AMI since the hurricane. Kathleen was sure to send updated photos of the interior following repairs. There were still some repairs needed on the exterior (various exposed construction and holes in soffits). However this did not significantly impact our stay. The home was clean and the kitchen was well equipped. We appreciated the natural shower gels, shampoo and abundance of sunscreen. There were numerous beach toys as described and the beach wagon came in handy. The space felt a little tight with two families (with somewhat older children) but would be perfect for young kids given the quantity of toys and activities. We had an issue with the interior locks at one point but this was handled well by the host. Overall we had a nice experience. Thank you!

Tropical Paradise - Private Pool - Close Beaches
We had a great time! the pool was amazing, everything was very clean and we had everything that we needed while we were there.

Ocean Dreaming: Waterfront Home with Heated Pool,
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!

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis
We enjoyed our stay at the Pink Flamingo house. The house was well supplied, and clean. I would definitely recommend this house for any one that has a bigger family to accommodate for. The children enjoyed the heated swimming pool. Yvonne was very easy to work with and always responded when we had questions.

POOL VIEW IN A MODERN CONDO - Feel at Home
The condo was great. Impeccably clean and provided everything you might need during your stay. It was excellent value for the rate. It was also a very short and simple drive to get to Clearwater beach. I would definitely go back.
Quick stats about holiday rentals that are family-friendly in Whitfield
Total rentals
90 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
3.2K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Crescent Beach
- John's Pass
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