
Holiday rentals with outdoor seating in Anna Maria
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Anna Maria
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for outdoor seating rentals in Anna Maria
House rentals with outdoor seating

Be an AMI
We loved Amy’s place . Walkable to so many fun things , including the boat ramp if you do any excursions. We rented a golf cart and it was awesome and a short ride to Bean Point. The place is equipped with everything you need and more - the beach Chairs and umbrella really were nice to have. We loved the spa pool and it was so nice to dip in that after a long day at the beach. We loved AMI and hope to come back again. If your looking for a great place to- you have found it .

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.

Anna Maria Chateau. Private Home With Heated Pool.
Amy's beautiful oasis on Anna Maria Island was the perfect spot for a relaxed, beach vacation! We had a mellow bachelorette party spent on the beach at Bean Point during the day and spent our evenings eating home-cooked dinners on the beautiful porch at Amy's before a nighttime pool dip to cool off. Can't recommend this spot enough!

"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!!

Tranquility on the bay.
Bettina has a lovely home and it’s close to all beaches. The neighborhood is peaceful and quiet! Very relaxing. Bettina is proactive, friendly and very responsive. She made check in and check out very easy and is always asking for help. I can see why she’s a super host! I would recommend for a peaceful getaway close to the beaches.

The Cottage on Pine - Pine Ave Cottage w/ Pool
Fantastic stay at Cottage on Pine! Definitely will be back in the future. Location is great, walking distance to all popular restaurants/coffee. Short walk to the beach. House was very clean & as described. Overall, great vacation house to meet all yours needs. Host was responsive and provided helpful recommendations. Highly recommend!!

Discount 33% June 3-Day and July 4-Day w/Dock-Pool
Very responsive owners and the place/location meet just what we were looking for!

Perfect Hideaway- Post Storms Better Than Ever!
Rebecca’s place was perfect for our family vacation of two young children, two parents and two grandparents. Her house sits on a dead end street just a few blocks from the beach. We found everything we needed for a few meals at home, and having a washer and dryer was convenient. The kicker was the outdoor pool, which we loved. We would easily recommend her place to anyone who wants a beautiful place to spend vacation.
Apartment rentals with outdoor seating

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!

Ocean Blue adorable new studio !
Great stay, responsive host, clean stay, quiet with no disturbing neighbors, lots of activities to do local.

Ohana Hale North 1 Bedroom
Fawn was so good at communicating and accommodating us. We have been working with Danny and Brenda, too for many years. All of their places are clean and beautiful. Fawn was so kind to have a pack and play put in our room before we arrived. We give this place over 5 stars! Love working with these people because they make us feel like family!

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
We loved this. We got married on the beach and stayed at Rick’s for a couple nights before heading back to Orlando and I can’t imagine staying anywhere else. Very beautiful, safe, secure, private, and overall incredible.

Triplex w/ heated pool, IRB beach across street!
JUST BOOK! That’s really all you need to know. If you’re thinking about booking—stop thinking and just book it. This place was everything. Nicole and her team left no stone unturned. From the moment I arrived, I felt like I had stepped into a curated sanctuary built for rest, ease, and deep healing. The beach is literally steps away, but truthfully, I barely needed to leave the property. The pool is warm and inviting, the lounge areas are serene, and the attention to detail throughout the space is unmatched. Every comfort you can imagine is thoughtfully provided—from beach wagons and umbrellas to luxurious towels and a perfectly appointed kitchen. This wasn't just a stay; it was a spiritual reset. Whether you're coming for clarity, connection, or just a beautiful break, trust me—this is the place. Thank you, Nicole, for creating a space where peace lives. I’ll be back.

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!

Dream Boat at The Beach Dreams Resort
Everything was great, perfect location and perfect space for the two of us for our getaway. Air conditioning worked well in bedroom and living room/main area (I think some people previously commented on it being hot & the entry area is warm and not directly air conditioned, but the unit had several fans in the closet). We didn’t find this to be a problem at all for us. Everything was clean and as described in the listing. The only “complaints” if you could even call them that was that the WiFi did not seem to work no matter what we did and the water pressure wasn’t ideal for my husband, yet didn’t bother me too much so maybe that’s subjective. Overall, the owners were very accurate with what was offered and received, and they were very responsive as well, answering any questions we had very quickly, and calling us when we had a small issue with parking at first when we got there. They were friendly and asked how everything was going during our trip and we appreciated that very much.
Apartment rentals with outdoor seating

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
thank you so much for allowing us the pleasure of staying in your beautiful condo. You have thought of every amenity any one could want!

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!

Heron's Hideaway- Studio by the bay!
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.

Beach Escape & Pool, steps to Beach & restaurants
Location was perfect!!!! Being so close to the beaches AND having shopping and food options nearby was the best!! Colin was very communicative and even gave a proactive option for an extra night. Thank you for being accommodating and very responsive!

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!!!!

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

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: Open Friday Night!
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
Destinations to explore
- St Petersburg Holiday rentals
- Tampa Bay Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Flat rentals Anna Maria
- Rentals with a firepit Anna Maria
- Bungalow rentals Anna Maria
- Apartment rentals Anna Maria
- Family-friendly rentals Anna Maria
- Rentals with a washing machine and dryer Anna Maria
- Family-friendly rentals Anna Maria
- Rentals with pools Anna Maria
- House rentals Anna Maria
- Cottage rentals Anna Maria
- Luxury rentals Anna Maria
- Rentals with a hot tub Anna Maria
- Rentals with a kayak Anna Maria
- Beachfront rentals Anna Maria
- Rentals with a patio Anna Maria
- Waterfront rentals Anna Maria
- Fitness-friendly rentals Anna Maria
- Rentals with beach access Anna Maria
- Rentals with lake access Anna Maria
- Pet-friendly rentals Anna Maria
- Rentals with a fireplace Anna Maria
- Rentals with outdoor seating Manatee County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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