
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
Just returned from another great stay at Kayla’s place. Everything was fantastic, the backyard pool and jacuzzi were amazing. We also really appreciate Kayla’s responsiveness. Looking forward to returning next year!

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

Longboat Key-OCEAN FRONT- on the beach
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Just like the photos! Beautiful and comfortable for our stay… Love the location, close to everywhere we wanted to go! Comfortable bed, the couch could use some updating. The pool is very warm, but a nice spot to hang out. Didn’t get to see any dolphins 😞 Overall, enjoyed our stay, will definitely be back!

Waterfront Beach House Steps Away from #1 Beach!
We absolutely loved this space! We do an annual girls trip to Florida and we were so incredibly happy with the house, layout, amenities, cleanliness and location. Instructions were clear and posting is exactly as described. Can walk to everything in Clearwater from here. We cannot wait to go back!!

The Oasis
Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.

Waterfront condo on top floor @ Boca Ciega Resort
good place. easy free parking. elevator .check. pool and hot tub very nice. only negative was how close it was to noisy road. otherwise, no complaints.

The Guest House at Riverbend Retreat Fla.
She was an amazing host, and the place was super nice and peaceful
Family- and pet-friendly home rentals

Open Water Home Bring your boat! No storm issues.
Beautiful home with an amazing view. My boyfriend had a blast fishing all weekend. We caught some catfish and even saw dolphins swimming. 10/10!

The Pineapple Suite.Teal tropical home in Sarasota
We really enjoyed our stay and Tim was a great host. Highly recommend this property! It’s super cute and comfortable. I would stay here again.

Sarasota Pool House
This was our second time staying at Lubos pool house. We really enjoyed our stay and are already looking far time to escape back. Great location near restaurants, stores and beaches. Back yard and pool are a dream and very peaceful.

Historic Home with Boat parking 0.6M of Boat Ramp
We were in town for a family members wedding. This house was a relaxing calm home for the hectic fun wedding wkend. Loved the coastal FL decor and vibes. Definitely felt like I was home. Very spacious for my husband and I and our 2 teenagers. Location was great! Close to all our family and friends in Palmetto and Bradenton, as well as the ceremony hall in Bradenton and just minutes away from the reception hall in Palmetto. Great communication with the hosts. Would definitely recommend and look them up when were are back down.

Sarasota Sandpiper: 4 Bed/3 bath + Pool
We had 3 adult dads and 3 teenage sons stay for 5 nights to compete at the US Rowing Youth Nationals at Nathan Benderson Park and the house was perfect. Yvonne was very attentive to our last minute booking. Bedrooms were perfect for the amount of people, kitchen was well stocked to handle 6 people plus more. We grilled out one night and the propane grill was perfect. We hit the pool once and was the perfect size. Bathrooms were very clean and neighborhood was quiet at night. House was in close proximity to the park as well as other restaurants so worked out for the back and forth daily driving that we did. Highly recommend Yvonne’s home for future groups/families

Duplex - just mins to Siesta Beach - Pet Friendly
We had an absolutely wonderful stay at Sheila's place! The location was perfect, close to everything. Sheila was incredibly responsive and helpful throughout our stay, answering all our questions promptly. We highly recommend staying here!

"Chill Time” Great Location in Sarasota
Perfect place for our stay. The location is very quiet and peaceful. There are parks and shops within walking distance or a quick drive away. The house was very clean and had everything we needed for a comfortable stay, for cooking and for grilling. The host was very nice and responsive and made us feel welcome and comfortable. Thank you for being a great host!

The Cottage, very close to Siesta Beach!
Fair price. Great Location. Awesome / quick communication.
Family-friendly home rentals with a pool

Crows Nest at Spinnakers Vacation Cottages
We stayed for one week and were very pleased with our visit. The house, grounds, and pool were very clean. The house had everything we needed, was super close to the beach, and we had the pool to ourselves most of the time. We loved our stay at Spinnaker's Cottage and had a very relaxing and enjoyable time. We would definitely stay here again!

Discount 33% June 3-Day and July 4-Day w/Dock-Pool
My family and I absolutely loved our experience!! The hosts were attentive and quick to respond with clear instructions. House was cleaned and amply stocked with everything you need for a family of five. The pool was amazing and we definitely saved some money by having a fully functioning kitchen and grill for dinner and lunch. Very close to the beach. Two scoops ice cream is amazing with quick service as it is very busy and the general store was only a quick drive to get anything else we needed or forgot to pack. Bean Point beach is where you want to be if you don’t like overcrowded beaches, however, parking is limited so I recommend getting there early!! Also recommend renting a golf cart for extended stays and if you have kids like I did. Plenty of options around the island. I would recommend 100% and we definitely will be back!!

Sparkling Clean Pool Home near Gulf Beaches
We spent a relaxing weekend at this lovely Airbnb and couldn’t be happier with the experience. The place was exactly as described—clean, cozy, and thoughtfully decorated. The host was friendly and responsive, providing clear instructions for check-in and great recommendations for nearby restaurants and activities. We especially enjoyed the peaceful backyard patio—it was the perfect spot for morning coffee and evening wine. The location was ideal—quiet and private, but still just a short drive to everything we wanted to see and do. It made a great home base for our weekend adventures. We’d definitely stay here again. Highly recommend it for anyone looking for a stress-free and enjoyable escape!

Hansen- Gorgeous 3BR/2BA Villa near Siesta Key
Muy buen anfitrión necesitamos q nos ayudara con algo referente a la casa y lo hizo rápido y con muy buena actitud

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!
My stay at Stephanie's property was very pleasant. I never had to call her. Everything at her property is excellent. The house is spectacular, the pool was GREAT!!!, and the fire pit was the best. I have no hesitation in recommending her property. Thank you, Stephanie!

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
Great place, very clean and had everything we needed. Instructions very clear and the pie waiting for us in the fridge was much appreciated! The beach gear was a nice touch, just a pity the weather wasn’t kind to us.

Relaxing Condo Retreat Minutes from Siesta Key
I enjoyed my stay. David is very responsive and gives detailed instructions on how to get into the house. The area is convenient, the neighborhood is peaceful, and the unit is clean. I recommend booking this place!

Coconut Dreams | Heated Pool | 4 min to AMI Beach
Coastal Breeze was the perfect getaway! The saltwater pool was the highlight—clean, refreshing, and so relaxing, we spent hours there every day. The home and yard were cozy and peaceful, and Christina and John were wonderfully responsive and flexible, making our stay seamless. If you have kids, this place is a must. All the things you could need were provided for a trip to the beach and tons of floties if you wanted to relax by the pool. Highly recommend!
Quick stats about holiday rentals that are family-friendly in Whitfield
Total rentals
90 properties
Nightly prices starting at
$83 NZD 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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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park