Kid-friendly holiday rentals in Anna Maria

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Anna Maria

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home

4.86 out of 5 average rating, 261 reviews

⭐️Ultimate Vacation Home🌴Tropical Heated Pool Oasis

🌴 4min to the beach! Over 200 great reviews from guests! 🕶 Huge and gorgeous 4 bedroom home. Living, Dining, AND family room with pool table! Fully equipped kitchen. 🦋⛱PRIVATE tropical outdoor area with sparkling large private HEATED pool, lounging areas, outdoor grill, FIRE PIT! ⛹️‍♂️Basketball on the driveway! If your looking for vacation home here it is! 🏖Minutes away beaches! Beach chairs and beach towels provided. Experience the charm of Florida in a home you will want to call your own

Guest favourite

Home

5 out of 5 average rating, 39 reviews

Sunshine Family Paradise With Heated Pool & King B

Welcome to your perfect getaway! Located in the heart of the city, our family-friendly retreat offers a perfect blend of comfort and adventure. Dive into a world of nearby activities and attractions, all within easy reach. Enjoy quality time together in our spacious living area or whip up a feast in the fully equipped kitchen. With parks and entertainment just around the corner, every day is an opportunity for fun and laughter. Come and make unforgettable memories in your new home away from home

Guest favourite

Home

4.88 out of 5 average rating, 25 reviews

King / Child Friendly / Near DT / Backyard Oasis

Add us to your wishlist by clicking the ❤️ Unwind at our modern beach house near everything Gulfport & St Pete have to offer! Just over 1/2 mile away, head to dt Gulfport w/ its variety of restaurants, bars, breweries, coffee shops & boutiques. Gulfport's public beach is just a mile down the road, and other St Pete Beaches are a short car ride away. Don’t miss other nearby attractions like the St. Pete Pier and Dali Museum. This house is perfect for a couple's getaway or a fun family vacation!

Guest favourite

Home

4.91 out of 5 average rating, 241 reviews

Wonderful family friendly home in Dunedin FL

Comfy Kid & Pet friendly Florida home, 15 minutes to Honeymoon Island, Caledesi State park & Clearwater Beach and Clearwater Aquarium. Large kitchen, dining area, & nice screened in back porch. Shopping malls, grocery store and pharmacies two blocks away. Take a stroll in fun Downtown Dunedin, go for a bike ride on the Pinellas Trail or play foosball and table games with the family. Short drive to Busch Gardens, Lowry Park Zoo or the Florida Aquarium. The yard is fenced in and quite spacious.

Guest favourite

Home

4.88 out of 5 average rating, 146 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Guest favourite

Home

4.99 out of 5 average rating, 156 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home. Sand,sun,and ocean breeze are waiting for you. Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and still walking distance from restaurants,bars and stor. BTR#2099

Guest favourite

Townhouse

4.99 out of 5 average rating, 135 reviews

Escape with Us! Gorgeous home 700 ft from beach!

Welcome to Your Dream Beach Getaway! Steps (less than 2 blocks!) from the sugar-white sands of Holmes Beach, our freshly renovated 3-bedroom, 2-bath home is ready to host your next adventure! Nestled in a quiet beachside community, this modern oasis has everything you need for fun in the sun, just bring your suits! Enjoy the shared HEATED pool or stroll to nearby shops, restaurants, and the vibrant attractions of Anna Maria Island— a quick walk or trolley ride away. Perfect for families!

Guest favourite

Home

4.9 out of 5 average rating, 134 reviews

Your Slice of Paradise

20 minutes from Siesta Key, 15 minutes from Lido Beach, Within a mile from Der Dutchman and Yoders Amish Restaurant, this cozy little home is tucked back under a giant oak tree, newly remodeled with new furniture all new mattresses, new kitchen appliances February 2020, 55” Samsung Smart 4K tv screen available for streaming all your favorite shows etc. propane grill for you to use, washer and dryer free for guests, located on a quiet street 1/2 mile from Pinecraft, a very unique community.

Guest favourite

Guest house

4.97 out of 5 average rating, 106 reviews

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Make your vacation relaxing, fun and easy! - Kick back in the hammock or have some coffee with loved ones in the peaceful private backyard. - Take the 12 minute drive to the beach with the provided boogie boards, chairs and sand toys. - Take a walk or bike ride on the gorgeous Pinellas Trail. You'll also find some of the best coffee, food and ice cream on the way. -Golf courses close by. This is a separate unit that shares a driveway and parking area with the front house.

Superhost

Home

4.91 out of 5 average rating, 278 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

Guest favourite

Home

4.98 out of 5 average rating, 372 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Guest favourite

Apartment

4.84 out of 5 average rating, 218 reviews

6620 Harbourside, 2/2 Condo, Water Park!

4 FREE daily water park passes and parking for one car is included! 3/5 minute walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. This 6th floor "end" unit has a balcony that overlooks the Intracoastal and another that overlooks the Water Park! Come stay in this rare unit. There is a fully stocked kitchen that even includes a stackable washer and dryer.