Beachfront vacation rentals in Anna Maria

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Popular amenities for Anna Maria beachfront rentals

Pet-friendly beachfront home rentals

Top guest favorite
An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.
Bungalow in Indian Shores
5 out of 5 average rating, 211 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

LoriRating, 5 stars1 week ago
My family and I were so excited to be able to return this summer, to Kamiron's beautiful place! It exceeded our expectations just like the year before. Kamiron is one of the sweetest and most thoughtful hosts I've ever had, and we hope to return again soon! Her place is fully stocked with everything you might need, it's so clean and decorated so beautifully! We love the cozy beds, the layout of the house, and it's located centered to every restaurant or shop you will love. The beach is stunning to wake up to, and enjoy coffee sitting on the cozy- large porch. I love, that the ocean is just a very short walk from her place. It's all so amazing! We cannot say enough about it! Thanks again for great communication and your lovely home away from home!
Guest favorite
A spacious bed is centered in the room, layered with neutral-colored bedding and decorative pillows featuring floral patterns. Flanking the bed are two bedside tables topped with lamps, and a large piece of artwork depicting a beach scene hangs above.
Apartment in Bradenton Beach
4.9 out of 5 average rating, 126 reviews

Newly Remodeled Beachfront Studio - On the sand!

AnnetteRating, 5 stars2 weeks 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.
Superhost
A swimming pool is set within a screened enclosure, presenting a gentle curvature. Sunlight reflects off the clear water, surrounded by palm trees and a pristine white fence. The space offers a combination of relaxation and privacy in a tranquil outdoor environment.
Home in Anna Maria
4.83 out of 5 average rating, 18 reviews

Isla Living 3 Bed / 2 bath / Waterfront / Kayaks

Ashley MoniqueRating, 5 stars1 month ago
It was exactly like the photos and such a cute quaint area, very peaceful and pleasant
Guest favorite
A bright studio showcases a queen bed with a colorful throw and decorative pillows. A twin pull-out chair is positioned next to a green sofa. A dining table with chairs stands nearby, with a large window providing access to stunning bay views.
Condo in St. Petersburg
4.92 out of 5 average rating, 158 reviews

Heron's Hideaway- Studio by the bay!

SaraRating, 5 stars3 weeks ago
What a treasure!! Though small, it completely met our needs. Was clean and homey. Ideal location between downtown Saint Pete and the beaches. Loved the view of the water from the balcony. Kids loved the pool.
Top guest favorite
Home in Anna Maria
4.95 out of 5 average rating, 92 reviews

Do you love the beach?

StephanieRating, 5 stars1 week ago
Stephanie’s place is way better than we expected. All I can say is that it was perfect. The house & the location were fantastic. I would like to mention that the beds were very comfy which is something important to us. Who couldn’t love stepping out the door & the beach being right there!
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!!
Guest favorite
A private sandy beach area is viewed, featuring a bungalow surrounded by lush greenery. Seating options include colorful chairs in vibrant hues, providing a space for relaxation. The entrance to the bungalow is visible through large glass doors, inviting natural light into the interior.
Bungalow in Indian Shores
4.95 out of 5 average rating, 153 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

TracyRating, 5 stars3 days ago
I'm not even sure where to start! This place was absolutely perfect! 10 out of 10!! You cannot get any closer to the ocean than this! literally two steps out the back door and you are on the sand. it is all flat and easy short walk to the water!! The other plus is you were able to park right at the front door. literally two steps and you are in the door. no parking garage no lugging luggage to a condo on a luggage cart!! We were the first clients to stay in the bungalow after the hurricane! They have done such a nice job with it! Appliances, cabinetry, furniture is new! towels and beach towels provided! private/ shared pool a few steps away! You're not sharing the pool with 100 other people at a condo!! Sharky's restaurant right across the street! The beach itself was never packed! The one only hiccup we have was a little bit of a sewer issue, we messaged Liz and she had the plumber there within 45 minutes! problem solved! highly recommend this place!! we will definitely be back!!!
Superhost
A bright living space is showcased with light grey sofas arranged around a dark coffee table. A large television is mounted on the wall. Decor elements include coastal-themed artwork and decorative baskets, contributing to a relaxed atmosphere. Natural light filters through the window.
Apartment in Madeira Beach
4.77 out of 5 average rating, 102 reviews

Ideal Madeira Beach Retreat~ Family Friends &Fido!

TabithaRating, 5 stars2 weeks ago
Location of this condo was excellent! We had everything we needed for the beach and our stay. The furniture was very comfortable and we slept well. We would definitely pick this condo again when traveling to Madeira!

Beachfront home rentals with a pool

Superhost
A beachside area is shown with several white chaise lounges arranged on the sandy surface, facing the ocean. Gentle waves can be seen lapping at the shore under a clear blue sky, accentuated by wispy clouds and coastal grasses in the foreground.
Condo in Bradenton Beach
4.69 out of 5 average rating, 13 reviews

ON THE BEACH Condo, SPA -1 bd/1 ba. Trolley!

ElizabethRating, 5 stars1 month ago
The place was exactly as advertised and I loved how close we were to the beach. It also was pretty private and the beach wasn’t crowded at all. Even though it was great, we probably wouldn’t stay here again because of the shower. My bf has had knee surgery and it was extremely difficult to get into the shower. The side of the tub was very very high, I had to lift my knee to my chest to get into the tub and my bf struggled a lot with his bad knee to do that to get into the shower. I still give the place 5 stars because it was as advertised I just didn’t realize from photos that the bathroom would be difficult for us to manage, and that’s our personal problem not a problem with the Airbnb. Everything else was perfect!
Top guest favorite
Home in Anna Maria
5 out of 5 average rating, 36 reviews

Veselka - Canal front w private heated pool & dock

CarrieRating, 5 stars2 weeks ago
We had an amazing week at Michael and Denzel’s home! It was actually better than the pictures with enough space for everyone to feel right at home. The layout was perfect for two families. The home is spotless and extremely well stocked. The island is beautiful and we enjoyed the pool everyday! Highly recommend this home. It will exceed your expectations in every way!
Top guest favorite
A spacious living area features a light-colored sofa adorned with colorful cushions. A round coffee table sits centrally on a patterned rug, while large windows invite natural light. A charming dining set can be seen in the background, creating an open and inviting atmosphere.
Apartment in Holmes Beach
5 out of 5 average rating, 9 reviews

Sand & Sea Oasis: Condo with Private Beach Access

TrinaRating, 5 stars5 days ago
This place was amazing! The unit was really nice and had all the amenities and more that we needed. We were able to cook our own food very easily. They had pots, pans, sharp knives, seasoning (and more than just salt/pepper), blender, and toaster. Being able to play at the beach right outside the unit, rinse off with the hose at the gate, and then jump in the pool was really nice! Can't say enough great things about it! Would definitely stay here again!
Top guest favorite
An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.
Home in Holmes Beach
5 out of 5 average rating, 36 reviews

Wk of 6/29 now avail at last minute SALE rate!

ChristiRating, 5 stars1 week ago
Wonderful home in Anna Maria! Very close to the beach, pool was a nice break from the sun and many beach and pool supplies! Mark was gracious and allowed us to check in earlier as well- this was a life saver with the kids and heat! Would stay again!
Top guest favorite
A sandy beach extends towards a calm ocean, where turquoise waters meet a clear blue sky. Colorful umbrellas provide shade for beachgoers, who are relaxing on vibrant towels. The shoreline features soft white sand, inviting visitors to enjoy the peaceful environment.
Townhouse in Holmes Beach
4.9 out of 5 average rating, 39 reviews

Getaway Family Beach Townhome w/Pool!

DawnRating, 5 stars3 weeks ago
This was a great vacation for my family, including two boys ages 10 and 12. Anna Maria Island is a wonderful place! We loved all the local restaurants. The location is perfect right in the middle of the island . We were close to the beach and free the trolley is right out front. We absolutely loved the bagel place next-door and having a grocery store so close. It was nice to have two bathrooms and the boys had their own room to hang out in. The space was clean and the pool was also a nice amenity. Communication with the host was great! We would come back.
Guest favorite
A heated saltwater pool and spa are illuminated with calming blue light, surrounded by tropical plants. The pool features a unique Mickey Mouse shape, and the backdrop showcases a welcoming house with vibrant wall art. Soft lighting adds to the serene evening ambiance.
Condo in Anna Maria
4.86 out of 5 average rating, 29 reviews

Resort-Style Ground Floor Suite Heated Pool/Spa

CandiceRating, 5 stars3 weeks ago
We had a great stay at the turtle suite! Perfect getaway for a couple. Very family friendly atmosphere all over the island. The kayaks were a fun perk as well as having our very own pool. Had great neighbors during our entire stay. The house was very clean and was within walking distance to the beach, restaurants and shops. Would definitely recommend this property.
Guest favorite
A freeform pool is framed by lush tropical landscaping, featuring multiple waterfalls that flow into the water. The elevated home overlooks the pool area, complemented by large windows and a wraparound balcony.
Island in Sarasota
4.97 out of 5 average rating, 327 reviews

Now NEW AUG Openings! Sarasota #1 Lux BEACH Villa

KaraRating, 5 stars1 week ago
We had a fantastic stay! The beach was just a short walk away and so easy to access, which made our days relaxing and stress-free. The private pool was a huge hit—our kids were entertained for hours, and it gave us plenty of time to unwind. Christopher was incredibly friendly and went above and beyond to make sure we had everything we needed. You can tell he truly cares about his guests’ experience. We would absolutely stay here again!
Top guest favorite
An aerial view showcases a private pool surrounded by lush tropical landscaping. The pool features a unique shape with gentle curves, and a sun lounger is placed nearby. The composition highlights the vibrant greens of palm trees framing the pool area.
Home in Bradenton Beach
5 out of 5 average rating, 22 reviews

Luxe! / Beach Access & Trolley/ Restaurants!

TerryRating, 5 stars2 weeks ago
This location was awesome for our family vacation. We had 8 people and we had plenty of room. The outdoor area was relaxing. It was a comfortable house for both adults and kids. The proximity to the beach is great. We really appreciated the beach chairs, toys, cooler and umbrella. Hated to leave!

Private beachfront home rentals

Superhost
A bright living area is highlighted by a large window with views of lush greenery. A light wood floor complements the modern furnishings, which include a blue couch with yellow cushions, a wood coffee table, and a round dining table for four.
Home in Holmes Beach
4.86 out of 5 average rating, 21 reviews

+ Anna Maria Seaside Escape +

ShellyRating, 5 stars2 days ago
I highly recommend Matthew’s place. It’s literally a 3 minute walk to Holmes Beach which is perfect! It’s not crowded and the beach is so clean. We stayed on side B which was perfect for the two of us. Definitely space for 4 or 5 people with the large king size bedrooms. Kitchen was fully stocked, although we didn’t cook much. We were so close to everything. I will definitely stay here again!
Top guest favorite
Condo in Holmes Beach
4.93 out of 5 average rating, 28 reviews

Foxtail Palm: *Location *Pool *Steps to Beach

LindenRating, 5 stars2 days ago
We absolutely loved staying here. It was maybe a 2 minute walk to the beach. They also have everything you could need for your time at the beach. The beach chairs, umbrella, wagon, and beach towels made it easy to load up and go to the beach everyday. Nick & Jay were super responsive and extremely helpful when we had a little problem. I can’t recommend their place enough and we hope to be back one day.
Guest favorite
The exterior of a coastal home is displayed, featuring a two-story structure with a combination of white siding and shingle accents. Lush palm trees and tropical landscaping surround the entrance, which includes a sandy driveway leading to double garage doors.
Home in Holmes Beach
5 out of 5 average rating, 5 reviews

Beach! Spa, PuttPutt, Beach Gear, Pool Table&More

JuliaRating, 5 stars2 weeks ago
We absolutely loved our stay! The house is just like in the pictures and had everything we needed and more! Best part is that it is literally a 5 min walk to the beach! Each room has a bathroom which was super helpful while staying with two little ones. The house was spacious, clean and neat. We spent a lot of our time outdoors enjoying the pool and the jacuzzi. It was a dream! The host was super responsive to any questions or concerns that we had. If you are looking for an amazing family getaway look no further. We will definitely come back!
Guest favorite
The backyard features a saltwater pool surrounded by artificial turf, creating a refreshing oasis. Sunlight brightens the outdoor space, accentuated by lush tropical landscaping. The elevated home showcases multiple balconies, while palm trees lend to the coastal atmosphere of the property.
Home in Anna Maria
4.9 out of 5 average rating, 10 reviews

Bayfront Beach access with Heated Pool!

AmberRating, 5 stars1 week ago
Our time at Anna Maria Island was truly fabulous. The rental was spotless clean and exactly as described. The property itself was gorgeous with wonderful landscaping and the rental was wonderfully decorated and had so many nice touches. Amanda was very friendly and helpful and shared a wealth of information about the area and gave us great recommendations on nearby amenities. The house is just steps from the bay and was exactly what we needed to completely unwind and relax during our stay. We loved our time at this rental and plan to return! Thank you so much for everything!
Top guest favorite
A shared pool area is surrounded by tropical landscaping, featuring several lounge chairs in light blue and white. A small hot tub is included, and palm trees gently sway in the soft breeze. Paved brick flooring provides a welcoming space for relaxation.
Condo in Holmes Beach
5 out of 5 average rating, 54 reviews

Hello Sunshine! BeachView Condo on Anna Maria Isl.

StephieRating, 5 stars1 week ago
We loved our stay at Hello Sunshine ☀️!! Anna Maria Island is very special to us and we are so glad we found this place. It is very close to the beach and all the shops and restaurants. The place was cozy, clean and comfortable, we felt right at home. Thank you for sharing it with us, we will be definitely rent again in the future.
Guest favorite
A spacious covered lanai contains a large wooden dining table surrounded by six dark wicker chairs. A ceiling fan provides airflow in the area. Large windows offer views of the private heated pool and tropical landscaping, while the light-colored tile flooring adds a clean, bright appearance.
Home in Holmes Beach
5 out of 5 average rating, 10 reviews

Private heated pool,2 minute walk to the beach! W

AustinRating, 5 stars1 week ago
The Sand DollarCottage was our home for our family vacation this year. The home was even better than pictured. Walking, we were 90 seconds away from the beautiful white sand beach of the gulf. You don’t realize how nice a private pool is until you have that amenity at hand. Carolyn, the host, was great. She went above and beyond in every way imaginable. Our family definitely recommends this home and its host.
Top guest favorite
The view features a crystal-clear swimming pool framed by tropical landscaping and palm trees. The ocean is visible in the background, beyond the pool area, with beach chairs positioned around the pool for relaxation.
Condo in Holmes Beach
5 out of 5 average rating, 6 reviews

Gulf Place ~ Anna Maria Island, Beach, Pool, Tenni

VanessaRating, 5 stars5 months ago
What a wonderful stay we had here in Anna Maria! The condo was well located on the island and just a short golf cart away from shops and restaurants. We could hear, see, and feel the ocean and sea breeze from the Condo porch. The pool is large and warm. The beach is beautiful and you can walk as long as you want to along the ocean. The unit was clean, well stocked etc. Really my only wish was that the check in process was just through digital combo. We had to stop by a rental office to get an envelope and it seemed a little unnecessary. Not a huge deal, but it kept our concierge from being able to stock our unit ahead of us in the end. If we had just been sent the instructions and combo code ( which was written on the envelope and easily could have been messaged digitally) it would have shamed us some hassle. That didn't spoil our trip though! We loved it. We definitely would rent this unit again. Thank you so much!
Guest favorite
A bright living area features a comfortable seating arrangement with a light-colored sofa and armchair, complemented by decorative pillows. A coffee table sits centrally, and a television is mounted on a white console. Natural light flows in through large windows, with views of the outdoor patio visible.
Cottage in Holmes Beach
4.97 out of 5 average rating, 30 reviews

Sailfish Gulf Suites #2, Beachfront, Steps to the

RochelleRating, 5 stars3 months ago
We loved staying here. The views from the home are incredible. Especially the sunset. Having the beach as your front yard was an unbelievable experience. True old Florida vibes. The proximity (walkable) to Publix was fantastic for groceries.

Quick stats about beachfront rentals in Anna Maria

  • Total rentals

    10 properties

  • Nightly prices starting at

    R8,557 ZAR before taxes and fees

  • Total number of reviews

    810 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

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