
Family-friendly holiday rentals in Anna Maria
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Anna Maria
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Anna Maria family-friendly rentals
Family-friendly home rentals with a hot tub

Gorgeous Home / Heated Pool and Spa
House was exactly pictured very nice! Kids loved the pool! Everything was in walking distance 10 minutes from #1 beach Siesta Beach. We could walk to many restaurants. Chuck and Kendra were very nice also he took us on his boat for a dolphin & sunset cruise very reasonably priced highly recommended! We had such a great stay and we would definitely book with Kayla again in the future ! Great Host Thank you Kayla! 😊

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.
This place was perfect for us and three young kids. We spent wonderful, fun-filled days at the beach. We could easily go back to the house for lunch, rest time, stuff we forgot, etc…My son’s family stayed a block away with three young kids also. We all used the many amenities of our beach shed: chairs, umbrellas, boogie boards, toys, noodles, coolers and more. The free washer/dryer was used often. The house itself was very clean, bright and comfortable. Two full bathrooms were ideal for our gang. The kids loved the patio for their meals, games and hanging out. We didn’t use the grill or hot tub this visit but they are great additions to the outdoor space. The location is perfect for the beach access but also to get into town. We were always glad to get out of the traffic and crowds to return to the peaceful home. Evening sunsets were spectacular! We had many photo ops of the family, photos that we will treasure forever. We plan to return next year and are already looking forward to it

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

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
My family and extended family were extremely comfortable at Jeff’s place. There was everything we needed and more. It was convenient to have a pack and play plus a high chair. The kids loved collecting eggs everyday and swimming in the pool. Jeff was easy to communicate with and responded quickly with any questions we had. The location was perfect and not too far for day trips to the beach. We will definitely be returning in the future.

Historic Bungalow with Private Pool in Ybor City
The most unique air bnb stay we have experienced. We loved the outdoor setting and how colorful it was. Very fun for our bachelorette group to celebrate. The hosts were very communicative and attentive to our questions/needs. What some people do not understand about some air bnbs is that not everything is going to be perfect and that is perfect enough for us :) So for the few negative reviews on here.. seems like people are just complaining so they can try to get money back for no reason. If you don’t want to spend the money, go find a dirty cabin to stay in for cheap 👍🏻 ☺️. This was such an adventurous spot and we loved it. Especially after learning the history of the area, it made it even cooler. Thank you to our hosts!!! -Rachel

Beautiful Townhome with Private Rooftop & Hot tub
We had a wonderful stay at Jades beautiful townhouse. We loved the rooftop area with all of its amenities. There is great and comfortable furniture, bed linens, extra blankets and sheets and the pretty beach towels were so much appreciated. We had everything we needed for our vacation. The decor is so tasteful and her instructions and communication were perfect!!! We cannot wait to return to Clearwater and Jades home away from home.

Waterfront Oasis! Kayaks,Hot Tub
We went to Tampa for a business trip, but didn’t want to stay in a hotel. We chose this place because of the location on the water and the kayaks. We spent almost all of our time on the water and fishing. The house was located close to everything you would possibly need, but once you were out back you forgot you were close to the city! The hosts were super responsive anytime I messaged with questions. The house was very comfortable. AC was cold. Comfortable bed. We would definitely stay again!

The Guest House at Riverbend Retreat Fla.
great property but could use a smidge of TLC on some of the amenities. bocce ball box was very weathered and broke when we picked it up from the accessories areas. Unfortunately, the gas grill, jacuzzi, and BBQ were not usuable during our stay due to a gas line issue. Obviously, it was beyond their control but definitely a bummer because we planned our dinner around using it. the service was fantastic and our family really enjoyed the guesthouse and grounds. we'll return again if in the area!
Family- and pet-friendly home rentals

Aloha Villa Pet Friendly 3 miles to Siesta Key #2
I visited Sarasota with my family from the state of Rhode Island from April 4 to April 7 and we stayed at Jason’s & Laura house and it was an amazing experience. The house was very clean and organized. The house is located on a great neighborhood, super safe and great amenities. The house was stocked with beach supplies like beach chairs, beach towels, a boogie board and a beach cooler that was so nice. The house was exactly what we were expecting, I would recommended to everyone. Thank you Josh and laura.

Adorable Dog-Friendly Cottage in Quaint Dunedin
Awesome little place, roomy for our family, very well maintained, love the property location and private parking. We will definitely stay here again

2bed/2bath with POOL house, close by SIESTA KEY!!!
Romualda’s home was very clean, beautiful, and modern. She was very communicated from the time we booked the AirBnb, to the time we checked in, and the time we checked out. We felt right at home as she had many ameneties that were offered and more. We will definately book again next time we are in town.

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok
We had a wonderful time in Sarasota. Maureen and Patrick are clearly hosting pros. The kitchen was well-stocked, so we cooked most of our meals, made coffee/tea in the mornings, and kept groceries from the nearby Publix in the fridge. We enjoyed making dinner and sitting out on the screened in porch. The neighborhood was very residential and safe. The bathrooms and bedrooms were well-stocked and comfortable. Five college girls slept comfortably across the three rooms and I would say one more could definitely have fit as well. The house had a carport with a washer and dryer with detergent, beach chairs, umbrellas, and puzzles. Even when it rained, we enjoyed sitting in the house and reading because the space was relaxing and comfortable If you’re planning on going to the beach, download the Bayrunner/Breeze Rider apps to catch the free trolley. The trolley was a short walk away through the neighborhood and we enjoyed riding to the beach every morning.

Waterfront, Sunsets & Heated Pool & Pet Stay Free!
My fiancé and I along with our dogs had a great time staying at Elaine’s place! The house & views were beautiful. We will definitely be back.

Venice Pool Villa with Bikes Kayaks & fun!
We definately enjoyed our week here and would return. The house was comfortable and had everything we needed. We really loved the outdoor pool area! The host was also wonderful and so helpful. Thank you for a great week!

Private Beach 2BR Bungalow *heated POOL* PETS ok
What a treasure. Everything was so clean & inviting. We have stayed at the Mermaid 2 x's when we had a larger group & this time it was us 2 our 2 furbabies. We absolutely loved the Dolphin layout. So cozy & peaceful. Liz is a such a caring fun host. We loved sitting outside of the bungalow in the mornings having our coffee & headed to Liz's private beach area during the day. We even got to watch new palm trees being planted since the hurricane damage the old ones. Aslo met nice ppl & their furbabies. We absolutely love Liz & her gorgeous establishment. Thanks Liz. See you & your furbabies next year.

pet friendly on an equestrian farm
As a solo 74 year old gal with an English cocker, safety is most important. I was very comfortable and felt safe. there. Just a lovely place and nice people
Family-friendly home rentals with a pool

Relaxing 3BR/2Ba Oasis with Heated Pool.
Evona was a wonderful host, and gave us a great getaway weekend!

Paradise Cove
Clean and neat, friendly and when we wanted to extend was quick and easy to enjoy our stay longer. Thank you again

Twin Palms: Big House Steps to Beach w/Lush Pool
What a great stay for our entire family! We found the location was great - just a short walk/bike ride to Holmes Beach. We got everywhere on the island via golf carts. And really enjoyed the pool back at the house. Kathleen was a great host!

House of Relaxation
I couldn’t have asked for a better first experience with an Airbnb! The house was beautiful and was exactly as described. It had all the comforts of home and made our holiday easy and worry free. The outdoor patio with the fabulous pool was definitely a highlight! I would recommend this place to family and friends, and even hope to return myself someday.

Tropical Paradise - Private Pool - Close Beaches
We had a great time! the pool was amazing, everything was very clean and we had everything that we needed while we were there.

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis
Yvonne couldn't have been more responsive, helpful and accommodating for our group of 5. She had great recommendations for things to do. The pool was wonderful and was used every day. It was great to have 3 bathrooms for 5 women. Would definitely book again with her!

Well Appointed and relaxing Pool Home
Paul’s house is in a very quiet neighborhood. We found the house clean, the kitchen was well stocked, there were nice beach chairs and beach towels to use and the pool was well heated. The beds were comfortable with nice linens. Paul was quick to respond to our question we had. It’s definitely a place we will stay again.

POOL VIEW IN A MODERN CONDO - Feel at Home
The condo was great. Impeccably clean and provided everything you might need during your stay. It was excellent value for the rate. It was also a very short and simple drive to get to Clearwater beach. I would definitely go back.
Quick stats about holiday rentals that are family-friendly in Anna Maria
Total rentals
440 properties
Nightly prices starting at
£83 before taxes and fees
Total number of reviews
6.7K reviews
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
380 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Clearwater Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park