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Vacation rentals with outdoor seating in Islamorada

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Islamorada outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
A sparkling in-ground pool is visible in the foreground, surrounded by a spacious patio. Lounge chairs are positioned along the deck, offering views of the lagoon. Lush palm trees provide shade, while a clear sky enhances the tranquil atmosphere of the waterfront setting.
Home in Marathon
4.99 out of 5 average rating, 138 reviews

Cancellation Deal: 08/02 thru 08/09

ShelleyRating, 5 stars1 week ago
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!
Guest favorite
An outdoor area features a private pool with an adjoining spa, surrounded by lounge chairs. Lush palm trees provide shade, while a spiral staircase leads to the upper level of the house. The setting offers a relaxing space for guests to enjoy.
Home in Marathon
4.91 out of 5 average rating, 11 reviews

Endless Summer

LisaRating, 5 stars1 month ago
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.
Superhost
A beach home with a turquoise roof is nestled among palm trees and tropical landscaping. Two sets of chairs in yellow and blue are positioned on the sandy area in the foreground, inviting relaxation. A private pool and lush greenery are visible in the background.
Home in Marathon
4.93 out of 5 average rating, 61 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

DanielRating, 5 stars1 month ago
Our 7 day stay was the most relaxing vacation we’ve had in years. The location was somewhat remote but only a short drive into Marathon. We hope to come back soon!!!
Top guest favorite
An open living space is featured, highlighted by a round dining table surrounded by comfortable seating. A large television is mounted on the wall, while light-colored walls enhance the bright atmosphere. A serene coastal artwork depicting a pier adds a calming touch to the decor.
Home in Key Colony Beach
5 out of 5 average rating, 18 reviews

Bohemian Beach Bungalow

AnnaRating, 5 stars2 weeks ago
I can’t say enough great things about this beach bungalow! From the moment we arrived, we were welcomed with warm hospitality and thoughtful touches that made our stay truly special. The bungalow itself is cozy, clean, and beautifully decorated with a laid-back coastal vibe—exactly what you want for a beach getaway. Whether you’re looking for a romantic escape, a solo retreat, or a peaceful base for beach adventures, this place is a gem. We left feeling refreshed and recharged, and we’re already dreaming of coming back!
Top guest favorite
A private wooden dock extends over calm waters, featuring a boat with a blue canopy and a small table with colorful umbrellas nearby. Palm trees line the waterfront, and a series of pastel-colored homes are visible across the canal, creating a serene setting.
Home in Marathon
5 out of 5 average rating, 114 reviews

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

LaurenRating, 5 stars2 months ago
We had a wonderful time staying at Tim’s place! He was an excellent host who was always available if I had a question. The house is in a beautiful location. We enjoyed sitting on and fishing off the dock. The house had everything we needed for a fantastic stay and a very enjoyable vacation. I can’t say enough good things about our experience at the home. We were able to meet Tim and he was a lovely host. Thank you for a great vacation! We hope to come back in the future!
Guest favorite
A modern two-story home with a spacious outdoor area featuring a private pool. Comfortable lounge chairs surround the pool, and a staircase leads to the upper level. The structure is complemented by a rooftop terrace with a sail shade, enhancing the coastal atmosphere.
Home in Marathon
4.97 out of 5 average rating, 115 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

SusanneRating, 5 stars4 days ago
The house was beautiful!We thoroughly enjoyed all the outdoor spaces.With 4 bedrooms and an 8 month old, the house offered many spaces for everyone to be comfortable. The beds were comfortable and we were all well rested. The rooftop area for grilling and chilling was amazing. The outdoor seating area off the main level was where we celebrated Father’s Day dinner. Morning snuggles were spent in the seating area off the den.The pool area was where we laughed and swam and had many a cocktail. We loved our week as a family there and had no reason to leave except for a few dinners out.Andy was very responsive, dropped off bagels one morning and a great resource for recommendations. Highly recommend Anglers Terrace as we loved our week there!
Guest favorite
A private pool is bordered by lush palm trees and a thatched Tiki Hut. Lounge chairs are arranged around the pool area, and colorful outdoor decor adds a cheerful touch. Clear blue skies and sunshine illuminate the space, creating an inviting outdoor retreat.
Home in Key Colony Beach
4.95 out of 5 average rating, 20 reviews

Private Pool! Luxury Paradise Pointe, Pet Friendly

KimberlyRating, 5 stars1 month ago
Amazing Stay in the Florida Keys! We had an absolutely incredible time at this home in the Florida Keys! Everything about our stay was perfect. The house was clean, comfortable, and had everything we needed for a relaxing getaway. The highlight was definitely the pool — it was beautiful, well-maintained, and the perfect spot to unwind after a day of exploring. The outdoor space was peaceful and made it feel like our own private paradise. Loved the tv out by the pool! We couldn’t have asked for a better place to stay. The location was great, the home was even better than expected, and we left feeling completely refreshed. Highly recommend and would definitely stay here again!
Superhost
An aerial view shows a waterfront duplex unit surrounded by lush greenery and tranquil waters. The home is situated at the end of a causeway, providing unobstructed 270-degree bay views. The property features a driveway and easy access to the nearby dock.
Home in Key Colony Beach
4.82 out of 5 average rating, 158 reviews

Waterview from three sides, Cabana Club, 30' Docks

NoraRating, 5 stars3 weeks ago
A Perfect Getaway! Our stay at this fabulous Airbnb was nothing short of amazing! The house was beautiful, clean, and offered breathtaking panoramic views of the open water. Waking up to the sunrise over the water was absolutely unforgettable. Brad, our host, was fantastic—super responsible, quick to respond, and incredibly easy to communicate with. He made the entire experience smooth and enjoyable from start to finish. The location was ideal for anyone who loves peace, nature, and especially fishing. We had plenty of opportunities to fish right from the property, which was a huge bonus. Highly recommend this place to anyone looking for a relaxing waterfront escape. We can't wait to come back!.

Apartment rentals with outdoor seating

Superhost
A spacious living area features large glass doors that open to reveal ocean views. The comfortable seating arrangement includes a light-colored sofa and a wooden coffee table. Natural light floods the room, creating a bright and inviting atmosphere. A dining area is visible in the background.
Apartment in Islamorada
5 out of 5 average rating, 3 reviews

Ocean View Duplex Penthouse | Pool | Vista Two

AnneRating, 5 stars3 months ago
Beautiful, very clean property with a fantastic location. Excellent proximity to snorkeling, restaurants and other local attractions. Short stroll to excellent walking path that takes you along route 1 with amazing morning views of the beautiful water. Great views all around, in fact. Plenty of soft, plush towels and similarly luxurious bed linens. We had a wonderful family vacation staying at this property.
Guest favorite
A clear view of a private white sandy beach stretches along the coastline, framed by a thatched roof. Gentle waves lap at the shore, and a wooden pier is visible in the distance, under a bright blue sky scattered with clouds.
Apartment in Marathon
4.93 out of 5 average rating, 14 reviews

*NEW* Sea La Vie - Pool & Beach

MargaretRating, 5 stars1 month ago
We just spent 6 days at Yuni's airbnb. Our family of four(all adults) could not have been happier with the peace and quiet this place offered us. The private beach and pool had plenty of chairs and umbrellas. We loved the balcony overlooking the pool and beach. We enjoyed how close it was to Havanna Jack's for a quick bite to eat and drink. Yuni's place was exceptionally clean. Plenty of bath towels and beach towels. The kitchen was fully stocked with all of our needs. She quickly responded to our questions and our needs. Yuni is one of the best hosts we have had throughout the years of using airbnbs. We definitely will go back!
Top guest favorite
A modern kitchen features stainless steel appliances and granite countertops, complemented by a circular dining table. A comfortable chair is positioned next to a small side table. The living area includes a large wall-mounted TV displaying a serene ocean scene.
Apartment in Marathon
5 out of 5 average rating, 18 reviews

Ocean Breeze Gated Community

JasonRating, 5 stars2 months ago
The condo and the whole condo complex was beautiful. The pool was great, with an awesome view. Plenty of places to sit at the pool and in the surrounding areas. One thing to note is that the condo has no closets and no place to hang clothes. Wasn’t a huge deal for us, as we were able to put things on shelves. Frank was very responsive when we needed something. The Marathon area has plenty of things to do and it’s close enough for a day trip to Key West.
Superhost
A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.
Apartment in Key Colony Beach
4.84 out of 5 average rating, 116 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars1 month ago
Very nice condo in key colony beach, affordable, great stay for a family. Clean rooms, nice pool, nice private beach area, will bring family down again.
Top guest favorite
A corner two-story townhouse is shown, situated beside a tranquil saltwater lagoon. Lush greenery surrounds the property, and a staircase leads to a diving platform over the water. The reflection of the structure and trees can be seen on the still lagoon surface.
Apartment in Key Largo
4.99 out of 5 average rating, 152 reviews

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

SherryRating, 5 stars4 days ago
We absolutely loved our stay here!!! Norma worked to accommodate us even with our tight schedules and helped make our stay unforgettable! The rooms were spectacular, the lagoon was amazing and the view from the point was breathtaking! We will definitely make this our go-to place in Key Largo!
Guest favorite
A tranquil beach scene is depicted with clear blue skies and gently swaying palm trees. Soft sand lines the shore, while calm waters reflect the greenery of surrounding mangroves. Beach loungers are positioned on the sand, inviting relaxation amidst a natural landscape.
Apartment in Tavernier
4.95 out of 5 average rating, 96 reviews

Turtles Nest 2 Ocean Point condo

LaneyRating, 5 stars3 days ago
Amazing condo! The view from the balcony is beautiful for sunrises and sunsets! My family had a great time at the pool and restaurant on the property. We will definitely be coming back! 😊
Guest favorite
A light-filled living area features a blue sofa with decorative pillows and a wooden coffee table atop a woven area rug. Two accent chairs frame the seating arrangement, while natural decor elements, including tall grasses and wall art, enhance the welcoming ambiance.
Apartment in Tavernier
4.95 out of 5 average rating, 197 reviews

Boho FL Keys Condo

MarkRating, 5 stars3 weeks ago
We really enjoyed our stay. The location is great and the view is amazing. It is very clean and very well maintained. Would definitely stay again.
Guest favorite
A modern studio is showcased, featuring a comfortable queen-sized bed and lounge area equipped with a Smart TV. Natural light floods the space from large windows. The kitchen is outfitted with stainless steel appliances, while the outdoor area includes tiki huts with thatched roofs, ideal for relaxation.
Apartment in Key Largo
4.92 out of 5 average rating, 291 reviews

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

RafaelRating, 5 stars3 weeks ago
Excellent place. I’ll definitely come back.

Condo rentals with outdoor seating

Top guest favorite
A modern living area features a gray sofa and a blue accent chair, complemented by a coffee table with decorative items. Large windows provide views of the outdoor patio and water. A flat-screen TV is mounted on a white entertainment unit, enhancing the open atmosphere.
Condo in Duck Key
5 out of 5 average rating, 38 reviews

Oceanfront and Sunrise Views!

StephenRating, 5 stars1 month ago
We had an amazing stay in this wonderful Condominium! The host was absolutely fabulous - super responsive, friendly, and made sure we had everything we needed. The apartment itself was clean, comfortable, and perfectly located. The whole experience was top-notch, and we highly recommend this place to anyone looking for a great stay. Thanks again to the host for making it so special!
Superhost
A sandy beach area is depicted, featuring numerous lounge chairs and umbrellas arranged under palm trees. A wooden dock extends into the water, while the bright blue sky dotted with clouds creates a serene atmosphere.
Condo in Tavernier
4.9 out of 5 average rating, 165 reviews

2BR - Key Largo Sunshine Getaway

CryssRating, 5 stars1 day ago
We had a great stay at this location. Vanessa was very friendly and responsive. We arrived at the location earlier than expected and she kindly allowed an early check-in. We did have a need for AC maintenance during our stay and Vanessa was quick to respond and had contracted professionals that were able to resolve the issue in a timely manner. The accomodations were as described and the grounds were peaceful and very well maintained.
Superhost
A spacious outdoor area features a heated pool surrounded by lounge chairs and shaded palapas. The beach is visible in front of the property, with palm trees providing natural accents. The layout includes several benches, creating inviting spaces for relaxation and enjoyment of the ocean breeze.
Condo in Islamorada
4.8 out of 5 average rating, 15 reviews

Den Suite Two Balconies- Islamorada

MattRating, 5 stars1 month ago
Excellent resort, clean, nice, cool balcony. Host contacted me the day before our arrival to see when we would get there. We would arrive after hours, so they put our room keys in a lockbox ready for us. We did have an issue with one of the showers, and they took care of it super fast! We spent a week here, it was great.
Guest favorite
A bright living area is showcased with a light-toned sofa and decorative pillows. A wooden coffee table sits centered on an anchor-patterned rug, with a starfish and blue glass accents. Natural light enters through sliding glass doors leading to a small balcony.
Condo in Key Largo
4.87 out of 5 average rating, 131 reviews

Waterfront Spacious Condo Key Largo #4, 10% Off 7+

ChristopherRating, 5 stars1 week ago
Great stay at Javiers’s place. Beautiful views and great quiet neighborhood location. Bar and Restaurant a 2 minute walk away and everything else you could need a 5 minute drive.
Guest favorite
A covered balcony dining area is depicted, featuring a round table surrounded by six chairs. An expansive view of the sunset over the water is prominent, with silhouettes of palm trees and boats visible in the background, creating a serene atmosphere for outdoor dining.
Condo in Key Largo
4.94 out of 5 average rating, 50 reviews

Million dollar view in Key Largo!

DarrylRating, 5 stars2 months ago
The condo was very nice. Lots of room, clean and easy to access. We loved the balcony, and spent a lot of time there. We enjoyed the kayaks a couple of different times as well. Our first time to The Keys and we enjoyed this spot.
Top guest favorite
A light-filled living area is visible, featuring a comfortable seating arrangement and a mounted television. A dining table occupies the foreground, adorned with a bowl of oranges. The walls are painted in soft blue, providing a relaxed atmosphere, with a ceiling fan overhead.
Condo in Marathon
4.96 out of 5 average rating, 104 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

PaulRating, 5 stars2 weeks ago
Host was extremely helpful and communicative. Check in was a breeze and all the amenities needed for a pleasurable stay. Bonus outdoor bait freezer!
Guest favorite
A heated swimming pool is surrounded by palm trees and tiki huts. Several lounge chairs are placed around the pool, offering a relaxing atmosphere. The clear blue water reflects the sky, creating a bright and inviting space for guests.
Condo in Tavernier
4.89 out of 5 average rating, 19 reviews

Tropical Escape | Sea Gulls 407 ~ Weekly Rental

SherrieRating, 5 stars1 month ago
We enjoyed our stay in this lovely condo on the ocean side with access to kayak. There is a wonderful and large pool with great seating and shade on property. Many additional fun spaces to explore. Our space was clean, neat and easy to use. It's private and well maintained. Definitely on our list to consider for a future visit.
Top guest favorite
An aerial view showcases the beachfront location of the condominiums, with a gleaming pool surrounded by well-kept lawns. White sandy beaches meet the clear turquoise waters, while tropical palm trees sway gently in the breeze. Nearby canals and homes create a serene coastal community.
Condo in Marathon
5 out of 5 average rating, 20 reviews

*NEW* Private Beach, pool & fully loaded kitchen

JamesRating, 5 stars1 month ago
Our first time visiting the Keys and Celia’s place made it wonderful! Located in a very nice, quiet, and safe community her condo is like new and so well cared for. Perfect size for our two couples. The decor and furniture is very nice, bright and clean. Had all the amenities we needed and then some. We enjoyed the heated pool everyday and the private beach was nice for a more natural experience. The furnished patio had a great view of the pool and ocean. Celia is a wonderful host! Very helpful and a great communicator.

Quick stats about vacation rentals with outdoor seating in Islamorada

  • Total rentals

    290 properties

  • Nightly prices starting at

    G$8,364 GYD before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Family-friendly rentals

    270 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    210 properties have a pool

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