Vacation rentals with outdoor seating in Longboat Key

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Popular amenities for Longboat Key outdoor seating rentals

House rentals with outdoor seating

Guest favorite
An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.
Home in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars3 weeks ago
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!
Guest favorite
A modern kitchen is highlighted by white cabinetry and a clean, minimalist design. Stainless steel appliances and a central hood create a functional cooking space. Large windows allow natural light to fill the room, offering views of the waterfront just beyond.
Home in Longboat Key
5 out of 5 average rating, 23 reviews

North Shore Six

PJRating, 5 stars9 months ago
This place is worth more than what we paid. Having the docks for fishing and the beach a block away made this place exquisite. The beach was practically empty every day, which is what we loved. Our stay was clean and comfortable. We recommend staying with Cole!
Guest favorite
An outdoor area features a crystal-clear pool surrounded by paver stones. A set of six wooden chairs and a table are positioned nearby, complemented by two lounge chairs. The exterior of the vacation home displays a vibrant blue-green facade with large windows reflecting the sunlight.
Home in Anna Maria
5 out of 5 average rating, 7 reviews

Sea Shack - 2bd/2ba POOL Home

KarlaRating, 5 stars3 weeks ago
Words can't describe what this place looks and feels like! It is beautiful, comfortable and accessible. If you are looking for a nice place to stay and enjoy the beach and pool all day, this is the spot. It has all the necessary amenities for the trip. They do have beach chairs, cart, umbrella and beach toys. The arrival and check in was no hassle at all, had no need to contact the host, as everything was well taken care of and it had written detailed instructions for further assistance. The BEACH is extremely beautiful.
Guest favorite
A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.
Home in Bradenton
4.92 out of 5 average rating, 369 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

BettyRating, 5 stars2 days ago
This was a great home for our family of six. We hope to return again.
Top guest favorite
An aerial view showcases a serene coastal area, emphasizing the proximity to a sandy beach just a short walk away. The vibrant blue water contrasts with the green palm trees and white homes lining the streets, creating a peaceful atmosphere typical of Anna Maria Island.
Home in Anna Maria
5 out of 5 average rating, 74 reviews

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

TeresaRating, 5 stars2 weeks ago
Our family thoroughly enjoyed this home of Jays. We have five adults in our family and there was plenty of space for everyone to be together or enjoy time separately. The kitchen was well equipped. The entire home felt very welcoming and free of clutter. The pool and spa were very well maintained and the seating around the pool very comfortable. We are already planning to return to this home again in the future. Thank you, Jay! We appreciate you.
Guest favorite
A spacious pool area features a large, oval-shaped swimming pool surrounded by multiple lounge chairs. The light-colored patio is lined with tropical plants. A shaded umbrella stands near the seating area, complemented by the inviting blue exterior of the single-level beach house.
Home in Holmes Beach
5 out of 5 average rating, 15 reviews

One Level Large Home 2 Minute Walk to the Beach!

JoannaRating, 5 stars1 month ago
From the minute you get there the grounds are beautifully kept, crisp and lush. Inside was immaculate and the fenced, private backyard with pool did not disappoint. Tropical landscape, a variety of comfy options for relaxing or dining and the pool was perfect! We paid extra to have it heated and it was totally worth it…especially for my young children(3 and 7) to swim and not shiver:-). This place has a nice light, airy, relaxed, indoor outdoor vibe! My parents traveled with us as well and also loved it! The very short walk to the beach was perfect and opened up to this beautiful, seemingly private beach. You could see the public beach down a bit where there were quite a few umbrellas, but no one around where we were. Very nice! The neighborhood was beautiful and quiet as well. Communicating with the host was very easy and she always responded. We had a great vacation and will definitely be back.
Top guest favorite
A pool area is enclosed by a screened patio, featuring a curvilinear pool with clear water. Lounge chairs and a vibrant red umbrella are positioned beside the water. The home’s large windows offer views of the surrounding outdoor space.
Home in North Port
4.97 out of 5 average rating, 134 reviews

Cozy & Beautiful Pool Villa in Sarasota County, FL

AnthonyRating, 5 starstoday
I stayed at Vera’s house for a week and had an amazing experience from start to finish. The place was exactly as described—clean, spacious, and well-equipped with everything I needed for a comfortable stay. The neighborhood was peaceful and safe, with easy access to shops and local attractions. The host was incredibly responsive and helpful, making check-in and check-out smooth and stress-free. I especially appreciated the thoughtful touches around the home. Highly recommend this host to anyone looking for a relaxing and hassle-free stay. I’d definitely book again!
Guest favorite
An outdoor patio area is illuminated by hanging string lights, creating a welcoming atmosphere. A round table surrounded by four chairs is positioned on the stone paving, with a grill nearby. The fenced yard offers a sense of privacy, with mature trees providing some shade.
Home in Bradenton
4.95 out of 5 average rating, 43 reviews

Stay & Play - 4 min from IMG

AngelinaRating, 5 stars1 day ago
I had a great experience staying at this Airbnb! The place was exactly as described clean, comfortable, and had everything we needed for a smooth stay. The host was amazing very friendly, responsive, and easy to communicate with.I would definitely stay here again and highly recommend it to anyone looking for a hassle free and enjoyable stay!

Apartment rentals with outdoor seating

Guest favorite
A compact kitchenette features a stainless steel sink and open shelving holding glassware and plates. Below, a cabinet combines dark and light wood finishes. The area leads to a softly lit sleeping space, visible through an archway in the background.
Apartment in Clearwater Beach
4.82 out of 5 average rating, 139 reviews

Parker Manor Apartment

MiaRating, 5 stars1 week ago
Our stay was great! We were able to check in earlier than 3 PM which was great and Anna was super responsive. The walk to the beach wasn’t bad at all! It only took us about 5 minutes. Everything is very walkable and there are plenty of restaurant options within minutes. Would definitely book again!
Guest favorite
A private entrance is framed by a sleek plant and modern features. The entrance door is flanked by a wall light and a smooth concrete pathway, complemented by potted plants that enhance the outdoor space.
Apartment in Sarasota
4.97 out of 5 average rating, 173 reviews

Gillespie On The Park, Walk to Downtown

JuliaRating, 5 stars1 month ago
We (two people from Germany) stayed here for a week, not for the first time – great location: close to Siesta Key, Lido Beach, and downtown; beautiful accommodation – very lovingly and beautifully furnished, we felt like we were at a friend's house; we had everything we needed, even all the beach equipment; Dan and Charles are great hosts. We would like to come back.
Guest favorite
A furnished living area features a pair of comfortable gray sofas, accented with decorative pillows. A large wall clock is mounted above a textured stone wall, illuminated by soft lighting. Wooden candle holders enhance the cozy atmosphere beside the seating.
Apartment in Tampa
4.97 out of 5 average rating, 335 reviews

Hyde Park "Industrial-chic" with Private Backyard

KellyRating, 5 stars2 weeks ago
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!).
Top guest favorite
A vibrant living area features a spacious orange sectional couch, complemented by colorful throw pillows. A collection of artistic wall hangings adds a lively touch, while natural light filters in through the large windows. A decorative table holds a bowl and other accents, enhancing the inviting ambiance.
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 favorite
A stunning sunset over the Manatee River is captured, highlighting vibrant hues of orange, pink, and purple reflected in the calm water. A wooden dock extends into the river, creating a peaceful focal point against the colorful sky.
Apartment in Ellenton
4.96 out of 5 average rating, 393 reviews

Serenity on the Manatee

LorianRating, 5 stars1 week ago
Thank you so much! It was exactly what we needed for 2 days. Wish we could’ve stayed longer.
Top guest favorite
A heated pool is surrounded by palm trees, with two blue sunshelf loungers partially submerged in the water. Spacious chaise loungers are positioned around the pool area, featuring a light-colored stone deck and privacy provided by a wooden fence in the background.
Apartment in Indian Rocks Beach
4.98 out of 5 average rating, 124 reviews

Triplex w/ heated pool, IRB beach across street!

ShayRating, 5 stars4 weeks ago
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.
Guest favorite
A bright living space features a comfortable sofa adorned with decorative pillows. A small, light blue coffee table occupies the center, with sunlight streaming through windows dressed in white blinds. The kitchen area is visible in the background, complete with modern appliances.
Apartment in Bradenton Beach
4.79 out of 5 average rating, 104 reviews

Dream Boat at The Beach Dreams Resort

NicoleRating, 5 stars3 weeks ago
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.
Superhost
A spacious bedroom features a wooden bed with soft bedding, complemented by a decorative rug. Modern amenities include a kitchenette with stainless steel appliances, and natural light filters through window blinds, enhancing the serene atmosphere.
Apartment in Sarasota
4.87 out of 5 average rating, 116 reviews

Cozy Updated Studio Apt-Centrally Located!

RogerRating, 5 stars1 week ago
This little place was awesome. I wasn’t very lucky with parking space #1 because of sprinklers, bird poop and a tree that would drop hundreds of flowers and pollen but besides that the place and the host Garrett are amazing.

Condo rentals with outdoor seating

Superhost
A wooden coffee table features a rounded design, adorned with a decorative bowl and a small vase containing a fresh green leaf. The background showcases a cozy seating area with neutral-toned cushions and a touch of greenery.
Condo in Anna Maria
4.88 out of 5 average rating, 33 reviews

Barefoot Mermaid 4, steps to the beach

HannahRating, 5 stars3 weeks ago
We had a great stay here! Super close to the beach and shops / restaurants. Couldn’t have been a better location! The condo was comfortable and had everything we needed for our stay.
Guest favorite
A spacious balcony features two chairs and a round table, providing a stunning view of the Gulf. The horizon shows a clear sky above the tranquil water, with sunbathers visible along the beach. Lush greenery and a palm tree are seen framing the scene.
Condo in Indian Shores
4.93 out of 5 average rating, 136 reviews

"Jewel At The Shores" Gulf Front, sleeps 5

DerekRating, 5 stars2 weeks ago
Excellent location! Everything you need is in the condo. Hope to come back soon!
Top guest favorite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Condo in Treasure Island
4.99 out of 5 average rating, 188 reviews

Spectacular beach to bay views from this resort.

LaraRating, 5 stars1 week ago
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
Guest favorite
A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.
Condo in Siesta Key
4.94 out of 5 average rating, 107 reviews

Siesta Key Beach Front Condo

JessicaRating, 5 stars1 month ago
Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!
Guest favorite
A comfortable living area features light-colored furnishings with striped patterns, complemented by a large artwork on the wall. A round coffee table sits in the center, while a ceiling fan provides airflow. Floor-to-ceiling glass doors offer a view of the Gulf and access to a balcony.
Condo in St. Pete Beach
4.93 out of 5 average rating, 123 reviews

1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo

JessicaRating, 5 stars2 weeks ago
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!
Top guest favorite
A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.
Condo in Tampa
4.95 out of 5 average rating, 302 reviews

Modern Waterfront Condo - Captivating Sunset Views

KateRating, 5 stars1 week ago
Rosana was an excellent host- very responsive, kind, and accommodating. Fun location on the bay with a great view, pool with towel service, and bar/grill with great burgers. Fire pit on the little beach at night with great view of sunset. The unit is in a quiet location within the complex with a view of the beach and bay. The trade-off is that the unit is a bit far from the elevator (though close to stairs). Great experience overall.
Guest favorite
A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.
Condo in Indian Rocks Beach
4.97 out of 5 average rating, 129 reviews

Private Ocean View Beach Retreat with Balcony

NicoleRating, 5 stars4 weeks ago
We had a wonderful stay at this beachfront condo! The interior was beautifully decorated, spotless, and felt so welcoming. Just steps from the sand, the location couldn’t be better—perfect for beach lovers and in a very walkable area with plenty to explore nearby. The host was friendly, responsive, and made check-in a breeze. Highly recommend this place for a relaxing coastal getaway!
Top guest favorite
A spacious wrap-around balcony features resin outdoor chairs and a small table, overlooking the sandy beach and expansive ocean views. The railing provides unobstructed sightlines to the coastline and distant shoreline, illuminated by natural light under a bright sky.
Condo in Indian Shores
5 out of 5 average rating, 56 reviews

Stunning Beach Views All Around...

MariaRating, 5 stars1 month ago
Kristi’s condo was nothing short of amazing! The view from the large balcony was incredible and we spent much of our time out there. The inside is beautiful, comfortable, and updated and has everything you might need during a stay. There was always plenty of space on the beach and you can’t beat the convenience of the condo being right there. The location is perfect, being close to great restaurants and bars, but also quiet around the condo so you can really relax. Kristi was very communicative and only a message away if we ever needed anything. Check-in and checkout couldn’t have been easier. This is easily one of the best condos we have ever stayed!

Quick stats about vacation rentals with outdoor seating in Longboat Key

  • Total rentals

    350 properties

  • Nightly prices starting at

    G$8,372 GYD before taxes and fees

  • Total number of reviews

    6.5K reviews

  • Family-friendly rentals

    280 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    280 properties have a pool

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