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Vacation rentals with outdoor seating in Longboat Key

Find and book unique outdoor seating rentals on Airbnb

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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 private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.
Home in Holmes Beach
4.95 out of 5 average rating, 103 reviews

Breezy Harbor AMI pool retreat near the Beach

KimberlyRating, 5 stars2 weeks ago
The house was a good size for what we needed! The pool was perfect for the kids. Lots of amenities and space for the kids to play. The outdoor shower was perfect for beach days! The only issue noted was that the cleaning team was there until at 3p, but when she seen we had arrived, she promptly gathered her things and hurried off. We told her to take her time, but she insisted she was done. This is a great place for families and keeps you away from the hustle and bustle of bean point, which I like!
Superhost
A light-filled living area features a comfortable sectional sofa and an accent chair, paired with a textured coffee table. A round dining table with four chairs is positioned nearby. Subtle artwork adorns the wall, complemented by large windows with white blinds allowing natural light.
Home in Anna Maria
5 out of 5 average rating, 4 reviews

Kiwi Cottage~Private Heated Pool!~Shopping close!

MarisaRating, 5 stars1 week ago
Everything about this place and our host was top notch! Short walk to a stunning beach, shopping and restaurants. Decor was beautiful, felt private outside and by the pool, very clean and Jen was an amazing host; quick to respond and recommend the best places to visit. I highly recommend renting from Jen. We are already looking forward to staying here next year.
Guest favorite
The front view of a three-story home features a light-colored exterior with decorative detailing. Large windows allow for ample natural light. Lush palm trees frame the entrance, and a garage is visible below, indicating convenient parking options.
Home in Holmes Beach
4.94 out of 5 average rating, 106 reviews

The Peachy Beach House, steps to the gulf

JamieRating, 5 stars1 month ago
We had the most wonderful 5 days here. House and pool were amazing. Heated outdoor shower was great for after the beach. Beach is less than a 5minute walk away. We walked there several times at sunset and got beautiful photos. restaurants and shopping near by. we will definitely be back!
Guest favorite
A mid-century structure is set among lush palm trees, showcasing a combination of wooden accents and large glass windows. A curved gravel driveway leads to the front entrance, inviting natural light into the living areas and offering a serene outdoor landscape.
Home in Sarasota
4.93 out of 5 average rating, 88 reviews

St Armand's Mid-Century Oasis

PatriciaRating, 5 stars1 week ago
Had such an amazing stay at James home. Home was beautiful and at great location the pool was definitely a plus. Home was just as expected from description provided. I really loved the location of home as everything was walkable distance to near by shops, restaurants, bars, and beach. Would definitely stay again .
Top guest favorite
A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.
Home in Sarasota
5 out of 5 average rating, 77 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

RafaelRating, 5 starstoday
this house is everything you ask for, super nice and clean definitely coming back again.
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.
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!

Apartment rentals with outdoor seating

Guest favorite
A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.
Apartment in Indian Beach-Sapphire Shores
4.96 out of 5 average rating, 140 reviews

Free Early Chk-in, Super Clean, Free Parking,Bikes

VictoriaRating, 5 stars2 weeks ago
We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!
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 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!).
Guest favorite
A spacious bed with a white coverlet is flanked by two nightstands featuring soft lighting. Decorative pillows rest atop the bed, and a tasteful piece of wall art adds a touch of color to the neutral backdrop.
Apartment in Sarasota
4.86 out of 5 average rating, 200 reviews

Updated Old Florida Studio Getaway in Central SRQ

HannahRating, 5 stars1 day ago
My husband, 2 ur old twins, and I stayed at this cute little studio and it was perfect!! The place was super clean and inviting and really close to a lot of stores and restaurants. The beach isn’t a far drive at all either! We absolutely loved this stay and will definitely be back!! The hosts were so sweet and made sure to give clear instructions and check on us through out our stay!! If you’re looking for a cozy getaway that’s close to the beach and has an abundant variety of restaurants this is it!! Thank you Vanessa & Nicole!!
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 compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.
Apartment in Indian Beach-Sapphire Shores
4.97 out of 5 average rating, 225 reviews

Modern Private Apartment 1 Block from Sarasota Bay

HectorRating, 5 stars2 weeks ago
Outstanding host and place, definitely will book it again. Perfect location, peaceful environment. One block from ocean.
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.

Condo rentals with outdoor seating

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!
Guest favorite
A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.
Condo in Longboat Key
4.91 out of 5 average rating, 175 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

JimRating, 5 stars1 month ago
My wife and I spontaneously booked a last-minute getaway at Colin’s condo, and we couldn’t be happier with our decision. The condo was beautiful—just steps from the beach—and the view from the porch was absolutely stunning. We loved that beach chairs and umbrellas were included, which made our three days of relaxing by the ocean even more enjoyable. The location was great, with restaurants just a short drive away. I also took advantage of a well-equipped workout area just down the street, which was a nice bonus. The bed was very comfortable, and we made good use of the full-sized fridge during our stay. Colin was incredibly responsive and proactive in his communication, checking in frequently to ensure everything was going smoothly. The resort itself was spotless, and the staff were all warm and welcoming. It was the perfect short escape—we’d definitely come back!
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 large heated pool is surrounded by sun loungers and palm trees, providing a relaxing outdoor space. The backdrop features a two-story building with balconies and red roofs, enhancing the inviting poolside atmosphere.
Condo in Bradenton Beach
4.88 out of 5 average rating, 121 reviews

Charming and Updated 1 Bedroom in Runaway Bay

MeleahRating, 5 stars2 weeks ago
My fiancé and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!
Guest favorite
Two inviting armchairs are positioned facing a large sliding glass door, which opens to reveal a serene view of the ocean and beach. The soft evening light highlights the space, creating a calm atmosphere with gentle coastal tones.
Condo in Indian Rocks Beach
4.83 out of 5 average rating, 106 reviews

Ocean Front Beach Condo Gap Day Special 6/12-6/20!

MohammedRating, 5 stars1 month ago
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!
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!
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!
Superhost
Aerial view displays the condo's proximity to the Gulf of Mexico, with white sandy beaches stretching along the waterfront. The community pool and green landscaping are visible, complementing the serene beach atmosphere. Sunbathers and umbrellas dot the shoreline, enhancing the outdoor experience.
Condo in Longboat Key
4.64 out of 5 average rating, 22 reviews

7th Heaven by Duncan Real Estate

GwenRating, 5 stars10 months ago
We throughly enjoyed our stay. Beautiful condo. Furniture is very nice. The bed was hudge and very comfortable. Had more towels than we needed. That is unusual for airbnbs. Bathroom is awsome. The kitchen was well equipped. We had everything we needed. The view is outstanding. The best thing is it doesn't smell like a stale beach condo. Will go back next year if possible.

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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