Some info is shown in its original language. Translate

Family-friendly holiday rentals in Whitfield

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

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, 139 reviews

Gorgeous Home / Heated Pool and Spa

KathrynRating, 5 stars1 month ago
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!
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!
Top Guest favourite
Apartment in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars3 weeks ago
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
Top Guest favourite
Condo in St. Petersburg
4.98 out of 5 average rating, 268 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

SarahRating, 5 stars1 week ago
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!
Top Guest favourite
Townhouse in Clearwater Beach
5 out of 5 average rating, 122 reviews

Waterfront Beach House Steps Away from #1 Beach!

MariannaRating, 5 stars2 weeks ago
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!!
Guest favourite
Apartment in St. Petersburg
4.9 out of 5 average rating, 171 reviews

The Oasis

CherieRating, 5 stars1 week ago
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.
Superhost
Condo in St. Petersburg
4.86 out of 5 average rating, 463 reviews

Waterfront condo on top floor @ Boca Ciega Resort

JimRating, 5 stars2 weeks ago
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.
Top Guest favourite
Guest suite in Riverview
4.99 out of 5 average rating, 142 reviews

The Guest House at Riverbend Retreat Fla.

DanielRating, 5 stars1 month ago
She was an amazing host, and the place was super nice and peaceful

Family- and pet-friendly home rentals

Guest favourite
Home in Ellenton
4.85 out of 5 average rating, 117 reviews

Open Water Home Bring your boat! No storm issues.

KelcyRating, 5 stars3 weeks ago
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!
Superhost
Home in Sarasota
4.83 out of 5 average rating, 239 reviews

The Pineapple Suite.Teal tropical home in Sarasota

LorenRating, 5 stars3 weeks ago
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.
Top Guest favourite
Guesthouse in Sarasota
4.99 out of 5 average rating, 117 reviews

Sarasota Pool House

DanRating, 5 stars1 month ago
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.
Guest favourite
Home in Palmetto
4.91 out of 5 average rating, 152 reviews

Historic Home with Boat parking 0.6M of Boat Ramp

AbigailRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 170 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

LeeRating, 5 stars3 days ago
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
Guest favourite
Townhouse in Laurel Park
4.88 out of 5 average rating, 281 reviews

Duplex - just mins to Siesta Beach - Pet Friendly

JennyRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 100 reviews

"Chill Time” Great Location in Sarasota

AlexRating, 5 stars3 weeks ago
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!
Top Guest favourite
Guesthouse in Sarasota
4.87 out of 5 average rating, 415 reviews

The Cottage, very close to Siesta Beach!

PaulRating, 5 stars2 weeks ago
Fair price. Great Location. Awesome / quick communication.

Family-friendly home rentals with a pool

Guest favourite
Apartment in Holmes Beach
4.97 out of 5 average rating, 193 reviews

Crows Nest at Spinnakers Vacation Cottages

BridgetRating, 5 stars2 months ago
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!
Top Guest favourite
Home in Anna Maria
4.94 out of 5 average rating, 177 reviews

Discount 33% June 3-Day and July 4-Day w/Dock-Pool

AlfredoRating, 5 stars1 week ago
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!!
Superhost
Home in Bradenton
4.9 out of 5 average rating, 128 reviews

Sparkling Clean Pool Home near Gulf Beaches

GemmaRating, 5 stars3 days ago
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!
Guest favourite
Villa in Sarasota
4.9 out of 5 average rating, 186 reviews

Hansen- Gorgeous 3BR/2BA Villa near Siesta Key

BeatrizRating, 5 stars9 months ago
Muy buen anfitrión necesitamos q nos ayudara con algo referente a la casa y lo hizo rápido y con muy buena actitud
Top Guest favourite
Home in St. Petersburg
4.9 out of 5 average rating, 376 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

EdgarRating, 5 stars3 weeks ago
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!
Top Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 105 reviews

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

MattRating, 5 stars2 weeks ago
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.
Superhost
Townhouse in Sarasota
4.78 out of 5 average rating, 358 reviews

Relaxing Condo Retreat Minutes from Siesta Key

WrenRating, 5 stars1 week ago
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!
Guest favourite
Home in Cove
4.99 out of 5 average rating, 171 reviews

Coconut Dreams | Heated Pool | 4 min to AMI Beach

KristinaRating, 5 stars1 month ago
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

Destinations to explore