Family-friendly vacation rentals in Anna Maria

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Anna Maria family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 137 reviews

Gorgeous Home / Heated Pool and Spa

DonnaRating, 5 stars1 week ago
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! 😊
Top guest favourite
Home in Clearwater Beach
4.97 out of 5 average rating, 114 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

SheilaRating, 5 stars1 week ago
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
Superhost
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars1 month ago
Great value!! We loved the pool area and very quiet neighborhood!
Top guest favourite
Home in Tarpon Springs
4.96 out of 5 average rating, 360 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

HannahRating, 5 stars1 week ago
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.
Guest favourite
Bungalow in Ybor City Historic District
4.76 out of 5 average rating, 314 reviews

Historic Bungalow with Private Pool in Ybor City

RachelRating, 5 stars1 week ago
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
Top guest favourite
Condo in Clearwater Beach
4.93 out of 5 average rating, 143 reviews

Beautiful Townhome with Private Rooftop & Hot tub

StaceyRating, 5 stars1 month ago
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.
Superhost
Home in Tampa
4.78 out of 5 average rating, 113 reviews

Waterfront Oasis! Kayaks,Hot Tub

TiffanyRating, 5 stars2 weeks ago
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!
Top guest favourite
Guest suite in Riverview
4.99 out of 5 average rating, 140 reviews

The Guest House at Riverbend Retreat Fla.

NikkiRating, 5 stars2 weeks ago
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

Superhost
Villa in Sarasota
4.75 out of 5 average rating, 126 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

AwildaRating, 5 stars4 weeks ago
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.
Top guest favourite
Cottage in Dunedin
4.96 out of 5 average rating, 205 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

Jose ManuelRating, 5 stars1 month ago
Awesome little place, roomy for our family, very well maintained, love the property location and private parking. We will definitely stay here again
Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 207 reviews

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

JoelRating, 5 stars1 month ago
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.
Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 124 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

ElizabethRating, 5 stars1 month ago
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.
Guest favourite
Home in Holiday
4.87 out of 5 average rating, 128 reviews

Waterfront, Sunsets & Heated Pool & Pet Stay Free!

DaniellaRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Venice
4.89 out of 5 average rating, 184 reviews

Venice Pool Villa with Bikes Kayaks & fun!

MarkRating, 5 starstoday
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!
Top guest favourite
Bungalow in Indian Shores
4.92 out of 5 average rating, 212 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

DionneRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Pinellas Park
4.87 out of 5 average rating, 270 reviews

pet friendly on an equestrian farm

RoslynRating, 5 stars1 month ago
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

Superhost
Home in Sarasota
4.8 out of 5 average rating, 196 reviews

Relaxing 3BR/2Ba Oasis with Heated Pool.

JesseRating, 5 stars1 week ago
Evona was a wonderful host, and gave us a great getaway weekend!
Top guest favourite
Home in Bradenton
4.95 out of 5 average rating, 247 reviews

Paradise Cove

SydneyRating, 5 stars3 months ago
Clean and neat, friendly and when we wanted to extend was quick and easy to enjoy our stay longer. Thank you again
Guest favourite
Home in Holmes Beach
4.97 out of 5 average rating, 133 reviews

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

KarenRating, 5 stars2 days ago
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!
Superhost
Home in Dunedin
4.78 out of 5 average rating, 126 reviews

House of Relaxation

JacquelineRating, 5 stars1 month ago
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.
Guest favourite
Home in Bradenton
4.77 out of 5 average rating, 250 reviews

Tropical Paradise - Private Pool - Close Beaches

AmyRating, 5 stars3 weeks ago
We had a great time! the pool was amazing, everything was very clean and we had everything that we needed while we were there.
Guest favourite
Bungalow in Sarasota
4.82 out of 5 average rating, 152 reviews

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis

JenniferRating, 5 stars1 day ago
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!
Superhost
Home in North Port
4.81 out of 5 average rating, 105 reviews

Well Appointed and relaxing Pool Home

DonnaRating, 5 stars4 months ago
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.
Guest favourite
Condo in Clearwater
4.93 out of 5 average rating, 117 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

SusanRating, 5 stars4 months ago
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 vacation rentals that are family-friendly in Anna Maria

  • Total rentals

    440 properties

  • Nightly prices starting at

    $152 CAD 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

Destinations to explore