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Family-friendly vacation 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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Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Guesthouse in Sarasota

4.93 out of 5 average rating, 474 reviews

La Casetta: "the little house" near to the beaches

La Casetta means, in Italian, little house. Set in a private, peaceful, mature Florida tropical garden, a real hideaway. I am proud of the cleanliness of our property, however in this new reality that we live in, we do carry out enhanced cleaning and sanitizing between guests. We also practice social distancing, insofar as guests have their own part of our luscious back garden as well as your own entrance. La Casetta has 1 queen sized bed, bathroom & kitchenette. Wifi & Netflix available.

Townhouse in Sarasota

4.95 out of 5 average rating, 349 reviews

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙

You are safe with me!Enhanced cleaning protocol in place- as per Airbnb guidelines. Welcome! Be yourself! A five star stay, guaranteed. You WILL be happy here! Special occasion? My favorite. I like doing special things for special people. Courtyard w/ lounge chairs, tiki bar, pond & cafe seating! Queen bed and a pullout couch with new mattress! A 1/2 m walk to downtown. 1 of 2 upstairs apartments at The Tropical Nut! We aim to please! No-regret-booking! Will consider-if asked-pets of all kinds!

Home in Bradenton

4.84 out of 5 average rating, 242 reviews

Comfortable & modern house in Central Bradenton

Well maintained Ranch style house (built 2004) in a quiet working class neighborhood near central Bradenton. Easy access to US41 and 301. Close to Lecom Park (Pirates baseball). Keyless entry. Room for 2 cars on driveway. 3 bedrooms. King bed in the MBR, 2 single beds in front bedroom, one single bed in middle room. Sleeper sofa in back living room Full Kitchen. Two Bathrooms with toilet and bathtub. Central AC & Heat Washer & Dryer NOTE: 5% MANATEE COUNTY BED TAX MUST BE PAID SEPARATELY

Guest suite in Sarasota

4.94 out of 5 average rating, 101 reviews

Coastal Charm in the City

*We have power and internet* Peaceful space that's perfect for working biz professionals, small families w/ children, and couples looking for a weekend getaway to unwind. Located in central Sarasota, this property is within a 15-20 minute drive to Siesta Key Beach, downtown SRQ, St. Armand's Circle, and a variety of local restaurants and shopping centers. A separate doorway entrance ensures complete privacy during entire stay. The outdoor area is fully fenced in for private outdoor seating.

Rental unit in Indian Beach-Sapphire Shores

4.96 out of 5 average rating, 159 reviews

ROYS PLACE Romantic, Private, Paradise!

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

Guesthouse in Sarasota

4.97 out of 5 average rating, 263 reviews

Sarasota guest house only 8 miles to Siesta Key

Our Florida-themed guest house has everything you need to enjoy your vacation in beautiful Sarasota, Florida. It is a very comfortable, clean and private one bedroom and one bathroom guest house. It is a completely separate space and has it's own private entrance. It is conveniently located in a quiet, safe neighborhood near Interstate I-75, Shopping, Dining, Twin Lakes Park, Serenoa Golf Course, Myakka River State Park and just 8 miles from the #1 beach in the U.S. - Siesta Key Beach.

Home in Sarasota

4.98 out of 5 average rating, 221 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

Home in Sarasota

4.89 out of 5 average rating, 330 reviews

Beautiful and Restful Sarasota Florida Retreat

This old Florida home has been updated with granite counters in the kitchen with newer appliances, ceramic tile, and wood flooring. There is plenty of room to spread out in the main living room and within the wood wall and ceiling finished gathering room. The backyard patio area is perfect for outdoor BBQs. The lush tropical landscaping provides the old Florida home feel. The best amenity is a semi-private outdoor shower with lush vegetation screening. Perfect for the outdoor enthusiast.

Guest suite in Bradenton

4.8 out of 5 average rating, 153 reviews

Lovely Studio near Anna Maria Island and UTC Mall

Lovely and cozy studio apartment minutes from white sandy beaches, IMG Academy, Sarasota, Theaters, dining and UTC Mall. Located in Bradenton, FL minutes from Sarasota and Tampa. The studio includes a private separate entrance, private bathroom, wifi, a kitchenette with full -size fridge, Keurig, and stove top. Minutes from Anna Maria Island, Coquina Beach, Bradenton Beach, Holmes Beach, award-winning Siesta Key Beach, LECOM Park and 15 minutes from St. Armand’s Circle.

Home in Indian Beach-Sapphire Shores

4.89 out of 5 average rating, 615 reviews

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

Home in Bradenton

4.96 out of 5 average rating, 211 reviews

Cozy Cottage R-Steps to Riverwalk/Close to Beaches

Beautiful cottage style duplex located in Old Downtown West Bradenton in Historic Point Pleasant neighborhood - steps from Riverwalk! Close to beaches!!! Visit RealizeBradenton website for a listing of monthly events , Comfortably sleeps 4 - 1 bedroom with king size bed ,Living area has queen sleeper sofa, Kitchen: well equipped • Guest must disclose if they are bringing a pet and the pet breed • $50 per each 2-7 day stay - per pet

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Popular amenities for Whitfield family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Sarasota

4.98 out of 5 average rating, 125 reviews

Gorgeous Home / Heated Pool and Spa

Condo in Siesta Key

4.92 out of 5 average rating, 144 reviews

Siesta Key Serenity At The Palm Bay Club

Home in Seminole

4.95 out of 5 average rating, 272 reviews

Ready to go! Heated Pool/Hot Tub Luxury Home

Condo in Bradenton Beach

4.86 out of 5 average rating, 103 reviews

Oceanfront Condo for Beach Lovers

Rental unit in Saint Petersburg

4.89 out of 5 average rating, 157 reviews

The Oasis

Condo in Saint Petersburg

4.86 out of 5 average rating, 431 reviews

No Pool from Helene. Waterfront condo on top floor

Rental unit in Bradenton Beach

4.88 out of 5 average rating, 350 reviews

Las Palmas Beach Rentals unit 2

Guest suite in Largo

4.97 out of 5 average rating, 338 reviews

Private Pool, Jacuzzi, Walk to Beach.

Family- and pet-friendly home rentals

Home in Ellenton

4.85 out of 5 average rating, 109 reviews

Open Water Home. Bring your boat! Sunset/Sunrise

Bungalow in Sarasota

4.82 out of 5 average rating, 228 reviews

Charming Mid-Century Retreat by Arlington Park

Home in Holmes Beach

4.97 out of 5 average rating, 128 reviews

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

Cottage in Indian Rocks Beach

4.89 out of 5 average rating, 264 reviews

Vintage Florida Beach Cottage B

Home in Anna Maria

4.78 out of 5 average rating, 187 reviews

Charming Beach house amongst huge Banyon Trees

Home in Sarasota

4.86 out of 5 average rating, 219 reviews

The Pineapple Suite.Teal tropical home in Sarasota

Guesthouse in Sarasota

4.99 out of 5 average rating, 107 reviews

Sarasota Pool House

Cabin in Palmetto

4.81 out of 5 average rating, 167 reviews

Log Cabin

Family-friendly home rentals with a pool

Condo in Redington Beach

4.85 out of 5 average rating, 600 reviews

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

Condo in Siesta Key

4.93 out of 5 average rating, 192 reviews

Steps away from beach and village! #1 in Siesta!

Home in Sarasota

4.8 out of 5 average rating, 185 reviews

Relaxing 3BR/2Ba Oasis with Heated Pool.

Home in Siesta Key

5 out of 5 average rating, 137 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

Home in Sarasota

4.88 out of 5 average rating, 145 reviews

5 minutes to private Siesta Key Beach + 2 pools

Home in Sarasota

4.95 out of 5 average rating, 202 reviews

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

Home in Bradenton

4.9 out of 5 average rating, 123 reviews

Sparkling Clean Pool Home near Gulf Beaches

Guest suite in Historic Kenwood

4.97 out of 5 average rating, 215 reviews

Historic Kenwood Studio with Pool

Quick stats about vacation rentals that are family-friendly in Whitfield

Total rentals
80 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.6K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

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