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

Superhost
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars2 months 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, 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!
Guest favourite
Apartment in St. Petersburg
4.9 out of 5 average rating, 171 reviews

The Oasis

CherieRating, 5 stars1 week ago
Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.
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!
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!!!

RebeccaRating, 5 stars2 weeks ago
The house was exactly as described and was private and clean ! We loved the pool and how quiet and peaceful the neighborhood is . Very much enjoyed our stay as first time guests .
Top Guest favourite
Home in St. Petersburg
4.9 out of 5 average rating, 376 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

EdgarRating, 5 stars3 weeks ago
My stay at Stephanie's property was very pleasant. I never had to call her. Everything at her property is excellent. The house is spectacular, the pool was GREAT!!!, and the fire pit was the best. I have no hesitation in recommending her property. Thank you, Stephanie!
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!
Top Guest favourite
Guesthouse in Sarasota
4.87 out of 5 average rating, 415 reviews

The Cottage, very close to Siesta Beach!

PaulRating, 5 stars2 weeks ago
Fair price. Great Location. Awesome / quick communication.
Top Guest favourite
Guesthouse in Largo
4.99 out of 5 average rating, 333 reviews

Paradise Cottage Largo Beaches 1 mile safe private

JulieRating, 5 stars5 days ago
Mike and Ron are amazing! Their place IS paradise. The house the space everything is so cool and not a single detail missed. The garden is enchanted and sitting in it, you feel like you are in another world. Their house is beautiful full of history, art culture and life. I loved every second of staying here. I felt like I was home finally after a very long journey. Mike and Ron are magic and their space reflects that fully. I will cherish the conversations and moments spent here forever. Thank you god for this moment exactly as it is ❤️

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 stars5 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!
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.
Guest favourite
Condo in Holmes Beach
4.92 out of 5 average rating, 92 reviews

Spacious renovated 2-bdrm a short walk from beach

JanelleRating, 5 stars2 months ago
Our family of four drove down from Connecticut and this place was so beautiful and relaxing after a 22 hour drive. It was exquisitely decorated and had every amenity we could possibly need. The host called us as soon as we arrived to make sure we were satisfied with the place and to give us some great recommendations for local restaurants and attractions. It is perfectly situated just minutes from the beach, walking distance to several restaurants, drugstores, a Publix, and the pool was just steps from the door. I highly recommend for any family looking for a beach getaway to make amazing memories.
Guest favourite
Bungalow in Sarasota
4.91 out of 5 average rating, 350 reviews

Pool & fenced-in yard in downtown edge bungalow

AmiRating, 5 stars2 weeks ago
We loved it. Great place, great location and very cute, especially if you appreciate the quality and sturdiness of older homes. The pool is a huge bonus. Check in/checkout and everything in between is very easy and convenient.
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!
Top Guest favourite
Apartment in Holmes Beach
4.9 out of 5 average rating, 30 reviews

Castnetter Beach Resort 5

JenniferRating, 5 stars1 month ago
We really enjoyed our stay at the castnetter. It was very clean with all the comforts of home and great location right across the street from the beach. Alan was great and easy to communicate with. Would definitely recommend his condo for rent.

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

  • Total rentals

    440 properties

  • Nightly prices starting at

    $170 AUD 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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