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

4.87 out of 5 average rating, 259 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

Apartment

5 out of 5 average rating, 25 reviews

Amazing views & steps to beach 2B-2Bath-Pool 333

🌴 Welcome to your beachfront retreat at Captain's Cove! 🌊 Embrace comfort with a million-dollar view of the Intracoastal Waterway will leave you breathless. Picture yourself savoring your morning coffee as the sun paints the sky in hues of orange and pink. In the evening, sip on Margaritas while watching dolphins playfully dance across the horizon. Conveniently located near dining and shopping. With beach chairs, trolly, umbrella & others provided, create unforgettable memories in paradise! 🏖️

Guest favourite

Home

5 out of 5 average rating, 19 reviews

Salty Flamingo | Pool | Hot tub | Golf | Fire Pit

Salty Flamingo has everything you need for your AMAZING Florida stay! *Heated pool *Hot tub *Putting green *Fire pit *Outdoor games - corn hole, giant Connect 4, giant Jenga, etc. *5 miles from Indian Rocks Beach *Open living room with plenty of seating and large smart TV *Indoor pool table *Outdoor BBQ grill *Private backyard oasis with key amenities and dining *4 comfortable bedrooms with smart TVs and more *3 spacious bathrooms *Well equipped kitchen *Spacious dining area can accommodate 12

Guest favourite

Home

5 out of 5 average rating, 27 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

4.91 out of 5 average rating, 234 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

5 out of 5 average rating, 153 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!

Superhost

Home

4.91 out of 5 average rating, 277 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

4.91 out of 5 average rating, 108 reviews

Cozy Dream FL Vacation Home Pool is heated!

We invite you to gather in our updated, beautiful ranch style home with a pool, fenced backyard, and beautiful new patio. We have high standards for cleaning and sanitizing between guests. We take great care to keep your family safe. Centrally located, it is ready for Eckerd College families, or your kid-friendly family vacation! Minutes away from beaches, golf, trails, downtown, & Tampa with easy access from I-275. Let us know when you will be visiting the area!

Guest favourite

Home

4.99 out of 5 average rating, 365 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, 217 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.