Family-friendly vacation rentals in Anna Maria

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Popular amenities for Anna Maria family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
An open kitchen features a dark granite countertop with seating for two. A set of pendant lights hangs above, illuminating the space. Modern appliances and warm wood cabinetry create a functional cooking area. A welcoming sign is displayed on the wall near the laundry machines.
Condo in Bradenton
4.84 out of 5 average rating, 128 reviews

Shorewalk upgraded condo upstairs unit 4415

JanetteRating, 5 stars1 month ago
This was our third time at Shorewalk, but our first time at Hannah & Helens’. The condo was in a great position and had easy access from the road. We also had family and friends staying at Shorewalk in several condos and they called ours the penthouse suite as they were so impressed with it. There was even beach chairs, beach umbrella, boogie boards , wheeled coolers and beach towels. We had a small problem with a faulty faucet in one of the bathrooms, and it was quickly resolved and a replacement one fitted by a very pleasant handyman. The owner even personally called the condo to let us know the plan of action. We would definitely recommend the condo.
Top guest favorite
The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.
Apartment in Indian Beach-Sapphire Shores
4.96 out of 5 average rating, 169 reviews

ROYS PLACE Romantic, Private, Paradise!

KellyRating, 5 stars3 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 favorite
A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.
Condo in St. Petersburg
4.98 out of 5 average rating, 269 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

KathrynRating, 5 stars2 days ago
Cozy little place, well decorated and clean. Bed was comfy. The pull out bed was good enough for my 6 yr old, but would recommend bringing a pillow for it if you’re going to use it. There isn’t one in the room for it unless you use the main bedroom pillows. We beached most of the time and didn’t watch TV, but if we wanted to the couch wasn’t comfy for lounging around. We loved the balcony though! The only “complaint” would be all the coffee supplied was decaf and it was a shock the first morning after getting in super late. So, bring your own coffee just in case. Host was super helpful when there was any other issues. Very kind and accommodating! Plus they supplied plenty of TP and PT, beach towels and towels. Can’t wait to come back!
Guest favorite
A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.
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.
Guest favorite
The setting sun casts a warm glow over the beach, reflecting off the calm water. Silhouettes of individuals can be seen walking along the shore, while gentle waves lap at their feet. The sky features soft pastel colors, enhancing the tranquil atmosphere.
Condo in Indian Shores
4.94 out of 5 average rating, 105 reviews

Bay Shores Yacht & Tennis Club Indian Shores FL

AndreaRating, 5 stars4 weeks ago
Great location! Easy walk to the beach. Property has desired amenities. Inside had everything we needed.
Superhost
A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.
Condo in St. Petersburg
4.86 out of 5 average rating, 465 reviews

Waterfront condo on top floor @ Boca Ciega Resort

AileenRating, 5 stars2 weeks ago
The condo was just what we were looking for. The kitchen was equipped with the basics and the view was wonderful. Tamara was friendly, responsive, and a great host. Would stay at her place again!
Top guest favorite
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!
Guest favorite
A bright living and dining area features a round glass table set for four, cozy seating arrangements with light-colored sofas, and a television. Natural light flows through large sliding glass doors, which lead to a screened lanai overlooking a serene outdoor space.
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.

Family- and pet-friendly home rentals

Guest favorite
A private tropical heated pool is framed by lush greenery and palm trees. A lounge chair with a colorful towel rests beside the tranquil blue water. The inviting pool area is enclosed in a screened area, enhancing privacy and comfort.
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 favorite
A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.
Home in Sarasota
4.95 out of 5 average rating, 212 reviews

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

RebeccaRating, 5 stars3 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 .
Superhost
A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.
Apartment in Belleair Beach
4.7 out of 5 average rating, 461 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

MichelleRating, 5 stars1 month ago
Mathew's place was exactly what I needed. Calm, quiet and very peaceful. I didn't hear the neighbors the whole time I was there. The beach was literally right out the window. So getting down there was very easy. Having a beach chair, cooler and bag in the condo was very convenient. The condo was very clean and homey. I liked being able to cook for myself and never having to leave the complex. I will definitely stay here again!!
Superhost
The bedroom features a spacious bed adorned with decorative pillows. A circular rug with vibrant patterns complements the warm wood flooring. A round mirror hangs above a bedside table, and two lamps provide softly diffused lighting. Windows invite natural light into the room.
Guest suite in Indian Beach-Sapphire Shores
4.85 out of 5 average rating, 291 reviews

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

NatalieRating, 5 stars4 weeks ago
Beautiful home, lovely host, very close to the beach. Home was very clean and welcoming. Would come back
Guest favorite
The exterior of the home is framed by lush greenery and palm trees. A brick pathway leads to a welcoming entrance adorned with a combination of vibrant plants and trees, creating a serene outdoor environment.
Home in Palmetto
4.91 out of 5 average rating, 154 reviews

Historic Home with Boat parking 0.6M of Boat Ramp

SandyRating, 5 stars2 days ago
We loved Ben and Ann’s place. It was just as described and more. Very comfortable and inviting. The location was perfect for us with great places to go within a short walk or drive. Ben and Ann were easy to contact if needed. Their home was comfortable and had all the amenities one could ask for. We highly recommend their place and will definitely return.
Guest favorite
A vibrant tropical backyard is presented with a small dipping pool surrounded by colorful lounge chairs. A spacious cabana with bar area overlooks the pool, while lush palm trees create a relaxing atmosphere. The private bungalow is visible in the background, enhancing the vacation setting.
Home in St. Petersburg
4.96 out of 5 average rating, 194 reviews

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

KurtRating, 5 stars1 week ago
This was our third year in a row staying here. There is a reason we keep coming back. The location of the house is perfect for accessing the beach and all the amenities that location offers. The house and neighborhood is also quiet and private enough to feel like you are on your own resort when lounging by the pool. You can walk across the street to Walmart to get everything you need during your stay. This house truly is our home away from home.
Top guest favorite
The exterior of a bungalow is surrounded by lush tropical greenery, featuring large leaves and colorful plants. A bright blue wall enhances the entrance, which is flanked by a window. A gravel pathway leads to the door, contributing to a serene environment.
Bungalow in Indian Shores
4.93 out of 5 average rating, 215 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

CourtneyRating, 5 stars2 weeks ago
Great space, Liz had all the stuff we needed for a beach vacay! My family stays in this area annually and will be looking forward to returning .
Top guest favorite
A spacious room features a king size bed with coordinating pillows and light bedding. A chic chandelier hangs from the ceiling, illuminating the space. Natural light enters through the window, while a comfortable seating area with decorative pillows and a coffee table complete the inviting environment.
Guesthouse in Sarasota
4.87 out of 5 average rating, 415 reviews

The Cottage, very close to Siesta Beach!

PaulRating, 5 stars3 weeks ago
Fair price. Great Location. Awesome / quick communication.

Family-friendly home rentals with a pool

Guest favorite
A heated pool is surrounded by a paved patio and lush tropical landscaping. Comfortable seating under an umbrella is positioned nearby, creating a relaxing outdoor space. The building above features a balcony, adding a vertical dimension to the inviting environment.
Condo in Holmes Beach
4.88 out of 5 average rating, 122 reviews

Steps from the beach

TiffanyRating, 5 stars1 week 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
A screened-in patio features a round table surrounded by six bright red chairs. A ceiling fan is visible above. A peaceful lake view is framed by trees, with landscaped grounds and additional buildings in the background.
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 favorite
A swimming pool is surrounded by a decorative brick patio and various lounge chairs. A blue awning provides shade over one side of the pool area. Lush greenery frames the background, while a storage shed is visible nearby.
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 favorite
A covered outdoor dining area is featured, furnished with a round table and four cushioned chairs. The space is positioned adjacent to the private pool, surrounded by a screened enclosure that allows for natural light and a view of the pool.
Bungalow in Sarasota
4.91 out of 5 average rating, 351 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
A clear heated pool is seen with shimmering blue water, accompanied by several lounge chairs positioned around the poolside. The area is landscaped with greenery, and a shaded pavilion is observable in the background.
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 favorite
A refreshing pool is surrounded by lounge chairs and tropical greenery, offering a relaxing outdoor space. The vibrant blue exterior of the condo stands out against the palm trees, while beach access is visible in the background, ensuring proximity to the sandy shores.
Townhouse in Bradenton Beach
4.96 out of 5 average rating, 79 reviews

Thanksgiving Availability! 1/2 Block-Beach Access

TaylorRating, 5 stars3 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!
Superhost
A heated swimming pool is depicted with clear blue water, surrounded by a spacious patio. Beach chairs and umbrellas are visible in the background, along with a view of the beach and ocean under a bright sky. Sun loungers are arranged neatly beside the pool.
Condo in Indian Shores
4.92 out of 5 average rating, 159 reviews

1 BR direct gulf front!

SusanRating, 5 stars6 months ago
Due to the hurricanes there was still some work going on at the Condo and on the beach. We completely understood and knew this might be the case coming in. Our goal was to relax and unwind and that is what we did! We loved the location - the ocean view from the deck and the short walk to the beach. The bed was relatively comfortable - not too hard. There were plenty of things in the kitchen to make using it easy. We walked and hung out on the beach a lot which was our plan. The pool is small but was nice. There are restaurants and stores within relatively close driving distance. When we had a question everyone was quick to get back to us. Overall a truly wonderful experience!
Superhost
Home in Holmes Beach
4.93 out of 5 average rating, 69 reviews

Happy Island Cottage - Private Pool

JoeRating, 5 stars2 weeks ago
House is as described and Ideal for family vacation. It’s priced accordingly and is GREAT VALUE. WE WOULD STAY AGAIN. It’s a vacation beach house so expectations should be managed accordingly. The house could use a very thorough deep clean however there’s no mold or mildew. There’s everything you need. A crib upstairs and a pack and play downstairs (it could use aired out to get the chemical smell out). The wagon for the beach really helps. The grill is good enough for steaks. The pool heater does work if you needed it (they’ll come out after you prepay). There’s enough towels for a day and the washer and dryer on the main floor is great. A few of the doors (basement) were difficult to open and close but manageable. The toilets were small and low to the ground. The exterior stairs are more narrow than they should be. Some of the furniture is need of TLC. Dresser drawers don’t open and close as they should. When we needed a plumber, they had one out the next day.

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

  • Total rentals

    440 properties

  • Nightly prices starting at

    R1,961 ZAR 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