
Holiday rentals with outdoor seating in Anna Maria
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Top-rated rentals with outdoor seating in Anna Maria
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Anna Maria
House rentals with outdoor seating

Beach front! Sunsets + Bridge Street+ Restaurants!
5 Star for sure, hands down, book this house! Things to note: 1. The house is only a few feet away from the main road and on busy weekends there is a huge line of cars from sunset to about 11pm. Some cars are louder than others. Midweek is much better with less cars. The positive: ultra convenient access to the beach. It’s unmatched. 2. One toilet - the house sleeps 7, we had 6. It can get a little dicey at times but ultimately no problem- bonus is the downstairs shower. Really cool. 3. The loft is really cool but the ladder is steep. We had three older boys and they did just fine. Overall - book this house. You can’t get better access to the beach and you’re right up the road from Bridge St. The house had toys, umbrella and chairs… plus a down stairs fridge as well. The house has cool history and the host is exceptional. Check-in and check-out was the easiest of any rental ever. Not kidding…

Breezy Harbor AMI pool retreat near the Beach
Great location. Everything was a short drive, and the beach was a short walk. The place was very clean and stocked. My family had everything we needed during our vacation. We had a great time and would return.

Sea AMI
I came down with 2 friends for a moms getaway and we had a wonderful time. This sweet little house is perfect and we will definitely be back. Amy is so nice and accommodating. The house was very clean and convenient to everything we wanted to do. Can’t wait to visit again.

Twin Palms: Big House Steps to Beach w/Lush Pool
Staying a this Airbnb on Anna Maria island was nothing short of amazing. From the moment we arrived, everything exceeded our expectations. The location was unbeatable, just a short stroll to the beach, where we spent our mornings. The home itself was spotless, beautifully maintained, and had everything we needed. The private pol was a dream-crystal clear and perfect for relaxing after a day at the beach. It truly felt like our own personal oasis. What really made the experience stand out was the host. Communication was prompt, friendly, and thoughtful from start to finish. They went above and beyond to make sure we felt welcome and had everything we needed to enjoy our stay. If you're looking for a peaceful, beachside retreat with all the comforts at home- and then some- this is the place. Anytime we travel to this island this is the first place I will check to see if it is available.

“Enfuego!”
Such a perfect escape for a family or a group of friends! The backyard feels like you’re in a private tropical paradise. There are so many amenities in this home you barely need to leave! On days you want to hit the beach, it’s only about 10-15 minutes to get to Anna Maria Island - very convenient location. This was one of our favorite rentals which is well documented by all the photos we took throughout the home - swimming in the pristine pool with the waterfall and fire features glowing, playing golf, watching movies in the theatre, sun bathing on the real sand beach with tiki hut, beautiful loungers and so much more! We already have ideas about the different groups of friends we want to share this property with! Such a score and the hosts are delightful too!!

Becker's Beach Bungalow by A Shore Thing Vacations
Excellent accommodations super close to the beach and many places to eat. The home felt like a second home with all needs met. The backyard was an oasis and the pool was delightful! The host was quick to respond and I would highly recommend.

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart
Ross and Hannah’s place was great for our family if 5! The pool with tv set up was amazing for our kiddos many movies in the pool during the week made it so much fun! We also loved the convenience of using the golf cart, was so close to shops and restaurants (we only used our rental car once to go to Cortez)! Hannah was also very quick to respond and s gracious host. We would recommend to families coming to ami- a good value!!

Cayman Cay #201 - Beach & Pool
We had a fabulous stay at Russell’s place! It was even better in person than the photos. Our flight came in very early and we were allowed to arrive a couple hours early. We were greeted with a bottle of wine and had some chilled sparkling water in the fridge. I’ve stayed at tons of Airbnbs but this one was the best equipped. It had everything we needed. There was every beach supply imaginable available for us to use. Tons of soft beach towels, a wagon, umbrellas and chairs. The pool was great and my daughter’s loved it. The kitchen had everything we needed to cook at home some days as well. The location was great, just a short walk to Holmes Beach and very short drive to Publix and CVS. I would most definitely stay here again and can’t wait to come back (my daughters are begging to come back again this summer!).
Apartment rentals with outdoor seating

Parker Manor Apartment
If you’re looking for a nice place close to beautiful beaches with an affordable price this is the spot ! Anna was very responsive and friendly. Located in the middle of Clearwater beach very accessible if you’re wanting to head towards north beach or south . Perfect location and a very cozy place

Cozy Gem Near Madeira Beach
My Husband and I booked with Caroline last minute (Same day) and she was kind. The apartment was perfect. Kitchen had everything we need and Roku for TV. Very close to shopping and beach! We ran out of propane and they immediately replaced it. Very kind hearted. Thank again Caroline. We will definitely be back!

NEW Luxury Apartment w/Bikes! Location Location!
Victor was very attentive and friendly, giving us a ton of local recommendations. The location was quiet and remote, but within a 10 minute drive to downtown St Pete. I thoroughly enjoyed our stay.

Hyde Park "Industrial-chic" with Private Backyard
Confession: I almost don’t want to write this review because I want this place to stay my little pre-cruise hideaway. But here we are. This Airbnb was absolutely adorable—I walked in and immediately wanted to hire the host to redecorate my entire life. Every detail was spot on: cozy but modern, clean as a whistle, and so well thought out. It made the night before our cruise feel like a vacation all on its own. If you’re debating, just book it (but maybe leave it open for when I want to come back, thanks!).

Ocean Blue adorable new studio !
We had a wonderful stay at Anubuy’s place! The home was spotless, cozy, and had everything we needed for a comfortable and relaxing visit. Anubuy was a fantastic host—friendly, responsive, and thoughtful throughout our stay. They made sure we felt right at home, and their attention to detail really stood out. The location was perfect—peaceful, yet conveniently close to everything we wanted to explore. We truly appreciated the warm hospitality and would absolutely stay here again. Highly recommend!

Seahorse Suite Bradenton Hideaway
Cozy guest home, with all the right amenities you need when visiting Florida. Great location near downtown Bradenton as well!

Serenity on the Manatee
Thank you so much! It was exactly what we needed for 2 days. Wish we could’ve stayed longer.

Banana Mania Cottage 3 - few miles to beaches
This place was great! Perfect for 2 people maybe 3 if they’re going to sleep on the couch but I wouldn’t say 4 or more. The WiFi sucked, whenever my phone was connected to it, it didn’t load anything. Beware there will be sand everywhere because it’s Florida. The Airbnb is right behind a little strip with a gas station, barber, laundromat and a coffee shop. The coffee shop was amazing! It’s so cute (called the Coffee Mill). The Airbnb was 15 minutes from Indian Rocks. Overall, really enjoyed it!
Apartment rentals with outdoor seating

Steps from the beach
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!

Beach Escape & Pool, steps to Beach & restaurants
We had a lovely time. It’s an easy to walk to the beach. Place was very clean and nicely decorated. Will definitely book again if coming back to Bradenton Beach.

A&A's Paradise near IMG & Anna Maria beaches
This was the most clean, most relaxing, most safe feeling place we've ever stayed in through Airbnb!! Thank you so much for such a wonderful experience. We would recommend 10/10 to anyone!!!!

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
The location was close to the places we attended for a wedding. Host was very informative and provided recommendations of places to go and things to do. We will be repeat guests.

Spectacular beach to bay views from this resort.
Our stay was great! The place and location were perfect! We had absolutely everything we needed. Communication was awesome! Thanks so much!! Lara and Thomas Boulder Co

Ocean Front Beach Condo Gap Day Special 6/12-6/20!
We had a lovely stay at 42 Gulf Blvd IRB! The house is comfortable, the beach area is peaceful and beautiful, and the location is perfect for a relaxing getaway. While we did experience a couple of issues during our stay, we truly appreciate how responsive and caring the management team was. They took our concerns seriously and handled the situation with professionalism and kindness. Their communication made all the difference. We would absolutely stay here again and highly recommend it to others looking for a laid-back and enjoyable beach experience!

1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo
This condo was hands down one of the best places I’ve ever stayed! It was clean, spacious, and beautiful. Best of all, the view of the ocean was absolutely amazing. We enjoyed sunsets over the ocean right from our balcony every night. We are thrilled to have found this gem by our favorite beach spot and plan to return each time we visit St. Pete!

Condo with a View 1: Beachfront!
This condo was everything I needed and more! The location? Absolutely perfect—the beach is literally your backyard. Waking up to that ocean view the next morning was a dream. Restaurants and activities were just minutes away, which made everything so easy and fun. Heidi, the host, went above and beyond. Her communication was fast, kind, and incredibly thoughtful. She even surprised us with a delicious key lime pie and orange juice waiting for us after jet skiing—such a sweet and personal touch! I truly have no complaints. Everything about this stay was peaceful, beautiful, and seamless. I’d absolutely recommend this spot to anyone looking for a relaxing and magical beach getaway. 🌴🌊💛
Quick stats about holiday rentals with outdoor seating in Anna Maria
Total rentals
190 properties
Nightly prices starting at
₹16,448 before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
160 properties have a pool
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park