Family-friendly holiday rentals in Whitfield

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Whitfield family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 136 reviews

Gorgeous Home / Heated Pool and Spa

CristianRating, 5 stars1 week ago
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!
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 favourite
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 favourite
Apartment
4.84 out of 5 average rating, 127 reviews

Shorewalk upgraded condo upstairs unit 4415

BobRating, 5 stars2 weeks ago
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.
Superhost
Home in Sarasota
4.76 out of 5 average rating, 112 reviews

5min to Siesta, Heated Pool & Jacuzzi, Grill, WiFi

TiffanyRating, 5 stars3 weeks ago
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!
Guest favourite
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 favourite
Apartment in Bradenton
4.86 out of 5 average rating, 112 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

LeahRating, 5 stars3 months ago
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!
Top guest favourite
Guest suite in Riverview
4.99 out of 5 average rating, 140 reviews

The Guest House at Riverbend Retreat Fla.

NikkiRating, 5 stars1 week ago
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

Superhost
Villa in Sarasota
4.75 out of 5 average rating, 126 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

AwildaRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 206 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

JoelRating, 5 stars1 month ago
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.
Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 124 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

ElizabethRating, 5 stars1 month ago
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.
Guest favourite
Guest house in St. Petersburg
4.85 out of 5 average rating, 477 reviews

Cute home in historic neighborhood

DeborahRating, 5 stars6 days 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.
Top guest favourite
Home in Siesta Key
4.91 out of 5 average rating, 118 reviews

Siesta Key, FL - Casa Berano

AndrewRating, 5 stars3 days ago
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.
Top guest favourite
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.
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.
Superhost
Home in Gulfport
4.84 out of 5 average rating, 91 reviews

Fresh & Friendly in Marina District Private Oasis

Kimberly JeanRating, 5 stars5 months ago
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

Top guest favourite
Guest house 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 Sarasota
4.79 out of 5 average rating, 195 reviews

Relaxing 3BR/2Ba Oasis with Heated Pool.

SeanRating, 5 stars1 week ago
Perfect location, great pool, and responsive hosts.
Top guest favourite
Home in Bradenton
4.95 out of 5 average rating, 247 reviews

Paradise Cove

SydneyRating, 5 stars3 months ago
Clean and neat, friendly and when we wanted to extend was quick and easy to enjoy our stay longer. Thank you again
Guest favourite
Home in Holmes Beach
4.97 out of 5 average rating, 131 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

MeganRating, 5 stars1 month ago
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!
Guest favourite
Home
4.77 out of 5 average rating, 250 reviews

Tropical Paradise - Private Pool - Close Beaches

AmyRating, 5 stars2 weeks ago
We had a great time! the pool was amazing, everything was very clean and we had everything that we needed while we were there.
Superhost
Home in Indian Rocks Beach
4.97 out of 5 average rating, 115 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

MelissaRating, 5 stars3 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!
Guest favourite
Bungalow in Sarasota
4.82 out of 5 average rating, 151 reviews

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis

MiriamRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Clearwater
4.94 out of 5 average rating, 116 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

SusanRating, 5 stars3 months ago
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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