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Family-friendly holiday rentals in Anna Maria

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Anna Maria family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Tarpon Springs
4.96 out of 5 average rating, 363 reviews

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

DavidRating, 5 stars3 days ago
Beautiful house and pool area. The back is private with plenty of space. Jeff was always responsive and everything was as described. The girls being able to get eggs every morning was an added touch of experience for them. The house was clean and we had everything we needed for the ten day stay. Tarpon Springs is an annual tradition and we weren't disappointed.
Top Guest favourite
Apartment in Indian Beach-Sapphire Shores
4.96 out of 5 average rating, 169 reviews

ROYS PLACE Romantic, Private, Paradise!

KellyRating, 5 stars2 weeks ago
Roy’s place was comfortable, had good amenities, good location ( multiple beaches and restaurants in a close radius). The house was beautiful and just as described. The pool/hot tub, and outdoor seating was private and well maintained. Chairs, umbrella, and cooler were available to use which was a nice plus. We would definitely love to stay at this place again. Roy was quick to respond to any questions we had.
Top Guest favourite
Condo in St. Petersburg
4.98 out of 5 average rating, 268 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

SarahRating, 5 stars1 week ago
Just like the photos! Beautiful and comfortable for our stay… Love the location, close to everywhere we wanted to go! Comfortable bed, the couch could use some updating. The pool is very warm, but a nice spot to hang out. Didn’t get to see any dolphins 😞 Overall, enjoyed our stay, will definitely be back!
Top Guest favourite
Townhouse in Clearwater Beach
5 out of 5 average rating, 122 reviews

Waterfront Beach House Steps Away from #1 Beach!

MariannaRating, 5 stars2 weeks ago
We absolutely loved this space! We do an annual girls trip to Florida and we were so incredibly happy with the house, layout, amenities, cleanliness and location. Instructions were clear and posting is exactly as described. Can walk to everything in Clearwater from here. We cannot wait to go back!!
Superhost
Condo in St. Petersburg
4.86 out of 5 average rating, 464 reviews

Waterfront condo on top floor @ Boca Ciega Resort

KirstenRating, 5 stars2 weeks ago
We had a really nice stay. Well stocked home. Down to Q Tips and needed to purchase nothing in order to stay comfortably. Nice pool and hot tub and great work out room. Loved it!
Guest favourite
Condo in Bradenton
4.86 out of 5 average rating, 114 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

KylaRating, 5 stars3 weeks ago
Our family really enjoyed our stay at Daniel’s condo in Bradenton. It was very clean, updated, quiet,and spacious with great amenities in the complex. We highly recommend this rental to couples or families. Daniel also provided perfect communication and local recommendations. Very convenient area with great access to grocery and 15 minutes to beaches at Anna Maria Island.
Top Guest favourite
Apartment in Dunedin
4.99 out of 5 average rating, 244 reviews

Tropical Paradise

NancyRating, 5 stars2 weeks ago
Perfect oasis for a tropical getaway! Everything was just as described. Really enjoyed the use of bikes and Honeymoon Island is absolute paradise! Lori ands Gary were very attentive and quickly handled anything we needed!
Top Guest favourite
Guest suite in Largo
4.97 out of 5 average rating, 372 reviews

Private Pool, Jacuzzi, Walk to Beach.

JenniferRating, 5 stars3 weeks ago
Robert was a great host! Lots of great local recommendations. His place was extremely clean and had everything you could need. Well stocked with essentials. Close to Indian Shores Beach and Clearwater Beach. Had chairs, umbrella and cooler to use at the beach, great amenity!! You won’t be disappointed!! Highly recommend to stay at Roberts place and we plan to be back soon!!

Family- and pet-friendly home rentals

Guest favourite
Home in Bradenton
4.95 out of 5 average rating, 259 reviews

Paradise Retreat

TeresaRating, 5 stars1 week ago
Maggie’s place is perfect!! So convenient to everything you need!! Everything in house that you would need and also everything you need to go to the beach!!! Maggie is very fast to responding to any questions you have!! 5 star for sure!!
Guest favourite
Apartment in Bradenton Beach
4.9 out of 5 average rating, 126 reviews

Newly Remodeled Beachfront Studio - On the sand!

AnnetteRating, 5 stars1 week ago
Jeffery’s rental was perfect. He has such an eye for detail and it’s beautifully decorated. Our view of the ocean from the sitting area outside the rental was spectacular! The space contained everything you would possibly need and was extremely comfortable. This is our second stay at Shell Cove 1 and we highly recommend it to others.
Guest favourite
Townhouse in Sarasota
4.95 out of 5 average rating, 367 reviews

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

RanceliRating, 5 stars1 week ago
I would definitely stay here again and again. We were delighted. Everything was very clean. The house is beautiful and very cozy. Jennifer is a lovely person, very attentive to everything and pleasant. If you're planning on going to the beach and staying in an Airbnb, do it here because this house is perfect for the occasion.🥰♥️
Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 212 reviews

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

YanyRating, 5 stars1 week ago
La casa estuvo muy acogedora, limpia y cómoda. Había todo lo necesario para ir a la playa, sillas, toldo, toallas, cava… Estaba a muy poca distancia de la playa y de otros lugares de interés. En la cocina tuvimos incluso más de lo que se pudiera esperar para este tipo de alojamientos, por lo que, te podías sentir como en casa. La piscina estaba realmente limpia. En cuanto a este último punto, les recomiendo que sean más claros en cuanto al horario de uso de la piscina y de la BBQ. Entendemos que es un vecindario tranquilo, sin embargo, también deben considerar que no todos los huéspedes son personas ruidosas, también viajamos familias y personas decentes que respetamos las reglas, pero el anuncio debe ser claro y honesto para que uno pueda decidir correctamente. Dicen que las luces encienden y apagan automáticamente PERO NO DICEN QUE UNO NO TIENE CONTROL SOBRE ELLAS. Llegamos de la playa luego de ver el ocaso 8:30PM a hacer BBQ y de repente todo quedó oscuro ESO ESTUVO MUY MAL.
Guest favourite
Home in Bradenton
4.77 out of 5 average rating, 258 reviews

Tropical Paradise - Private Pool - Close Beaches

DarleneRating, 5 stars2 weeks ago
Will definitely stay again if I ever come back this way. I wanted a place that had a private pool and was pet friendly. I got both. The neighborhood is peaceful. The house is very spacious and clean. One downside, there is no tv in the master bedroom but that was fine too. Don’t need to be in bed with a pool like this one. Thank you for allowing me to stay.
Superhost
Home in Sarasota
4.83 out of 5 average rating, 258 reviews

Private Siesta Beach House Oasis with Heated Pool.

AlfredoRating, 5 stars2 days ago
Great place, we enjoyed the house so much, my wife and I really enjoyed it but our 15 yr old dog got a post vacation depression after being at this house. He was so happy and so were we. Great location, the house has everything you need to disconnect and enjoy few days by the pool. Andrew is a very quick responsive host. Perfect place, perfect days!
Guest favourite
Bungalow in Indian Shores
4.9 out of 5 average rating, 205 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Josh and Sarah Rating, 5 stars2 weeks ago
We recently wrapped up an AMAZING stay at The Lobster Beach Bungalow. Everything was as described- charming ‘old Florida’ feel and close proximity to the beach (50 steps). It felt like a miniature resort. We got to meet other vacationers staying at the other bungalows, which was pretty cool. We were even able to enjoy the pool on a day where the gulf waters were a little rougher. There are a lot of eateries within walking distance. We tried a different coffee shop every morning- yum! The bungalow itself was comfortable and had everything we needed for a great stay. The kitchen had we could have desired should we have decided to eat in. Too many yummy local eateries for that for us though! We also loved being able to have our fur babies with us, as no vacation is complete without our whole family. We look forward to returning next year with some extended family to experience this peaceful paradise. Thank you, Liz, for creating a place that feels like home away from home!
Guest favourite
Home in St. Petersburg
4.96 out of 5 average rating, 193 reviews

Surf’s UP! Pool, Cabana & Poolside bungalow!

MarandaRating, 5 stars1 month ago
What an excellent little place with so many well thought out details! We enjoyed our stay and nothing was lacking! Will definitely look to stay at your properties in the future!

Family-friendly home rentals with a pool

Guest favourite
Condo in Holmes Beach
4.88 out of 5 average rating, 122 reviews

Steps from the beach

TiffanyRating, 5 stars4 days ago
We loved it here! It was a quick walk to the beach, and had everything we needed! (Umbrella, beach chairs/towels) The condo was well kept and clean! Restaurants and Publix within walking distance. (Skinny’s was a family favorite) We would definitely book again. It was definitely a stress free, peaceful vacation!
Guest favourite
Home in Siesta Key
4.77 out of 5 average rating, 512 reviews

Beachfront Getaway in Siesta Key

AdairRating, 5 stars2 weeks ago
Our stay was so easy and enjoyable! Dior’s place is so cute and very clean. We were able to walk to multiple shops, bars, and restaurants. It was so nice to have our private beach access right down the sidewalk, and right beside the pool! We were also so glad that she was able to accommodate us on such short notice. Everything was perfect! This will definitely be our go-to place to stay when we visit Siesta!
Superhost
Apartment in Bradenton
4.9 out of 5 average rating, 31 reviews

PN-near Beaches and IMG, Pool, Tennis, Pickleball

LoisRating, 5 stars1 month ago
Absolutely worth it. We spent time on Manatee Beach, had great dinners at the Ugly Grouper, Anna Maria’s Oyster House and Marina Jacks which was more upscale. The house was super clean and very comfy. Last eve was spent in pool and hot tub. Also owners were responsive to any requests. i would recommend this place and stay again myself. We also rented a catamaran 3 hour tour 😉 at Kathleen D’s. very nice.
Top Guest favourite
Home in Coquina Key
5 out of 5 average rating, 19 reviews

Hidden Gem in Paradise with Private Beach and Pool

KathyRating, 5 stars2 weeks ago
The home was absolutely beautiful, well stocked, and perfect for our needs. John was extremely responsive to our few questions.
Guest favourite
Hotel room in Venice
4.86 out of 5 average rating, 223 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

DanielRating, 5 stars3 days ago
Honestly, one of our best trips. The location, price, amenities, ease. Couldn't have asked for a better place. Martin and his staff were amazing. Even had a lavender candle gift left for our anniversary. Would love to go back. Between my wife and I, I can say this was one of our best Florida vacations.
Superhost
Condo in Longboat Key
4.86 out of 5 average rating, 99 reviews

Sunset and beach view from your balcony Unit 403

NickiRating, 5 stars2 months ago
This place was just what we needed for some rest and relaxation. Everything was exactly as listed. Extremely clean and well supplied with towels and all your kitchen needs. The views from our balcony and the sounds of the ocean were priceless. If you’re looking to get away from it all and disconnect, this is the place!! You will not be disappointed.
Top Guest favourite
Townhouse in Bradenton Beach
4.96 out of 5 average rating, 79 reviews

Thanksgiving Availability! 1/2 Block-Beach Access

TaylorRating, 5 stars2 weeks ago
This was the perfect beach house getaway for my family. The house was well stocked with everything you would need in the kitchen, bathrooms, bedrooms, and even pool/beach supplies. The beach was only short walk across the street. The pool was amazing and probably our favorite spot to hangout. Will definitely look into booking Anna’s place again because it’s a gem!
Guest favourite
Home in Holmes Beach
4.93 out of 5 average rating, 68 reviews

Happy Island Cottage - Private Pool

GlenRating, 5 stars2 months ago
Our family had a great time! The house and pool are awesome. And the location is great! Walk to the beach, the Ugly Grouper, bait shop, convenience store, fresh seafood store, etc. Hosts are proactive but not intrusive. Highly recommend!

Quick stats about holiday rentals that are family-friendly in Anna Maria

  • Total rentals

    440 properties

  • Nightly prices starting at

    $183 NZD 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