Vacation rentals with outdoor seating in Islamorada

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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!
Superhost
A serene outdoor space includes a private pool surrounded by a spacious deck. Palm trees frame the scene, casting shadows on the white tiles. A furnished sitting area can be seen nearby, offering a relaxing spot to enjoy the warm weather.
Home in Key Largo
5 out of 5 average rating, 4 reviews

Newely Renovated 3/2-private pool/dock/cabana club

OliviaRating, 5 stars3 weeks ago
Absolutely amazing place to stay! Dennis is amazing and had several great recommendations for us to eat and do! The dock out back was beautiful and we were even able to see manatees! The pool was a GREAT addition and my family wouldn’t have wanted to explore the Keys any other way! The neighbors are also friendly and great to talk to! Overall beautiful place! My family and I would stay again!
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 stars3 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
A waterfront home is nestled along a serene canal, showcasing a white exterior and surrounded by lush greenery. A screened-in porch offers views of the calm water, while boats are docked nearby. The sky is clear, reflecting vibrant blue hues on the water's surface.
Home in Tavernier
4.91 out of 5 average rating, 23 reviews

Islamorada Waterfront House on Canal w Boat dock

AR AngieRating, 5 stars2 weeks ago
Lisa is the best! Very accommodating and super responsive The house is very private and very very quiet! Lots to do in Islamorada We had a great stay and will be booking again for sure ⭐️⭐️⭐️⭐️⭐️
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!.
Top guest favorite
The outdoor space showcases a private pool surrounded by palm trees and lush foliage. Sun loungers are positioned on the wooden deck, and outdoor string lights add illumination. The two-story home provides a spacious, welcoming atmosphere with access to the deck from the main living area.
Home in Duck Key
5 out of 5 average rating, 74 reviews

Private Pool Tropical Oasis - Centrally Located

IsabelleRating, 5 stars3 weeks ago
We absolutely loved our stay at Cameron’s Place on Duck Key, we felt right at home, and had the best time exploring The Keys and Everglades, from this central location. There are so many activities near by and Cameron has been super helpful and proactive at pointing out things to do and places to go. Our favourites were definitelly Robbie’s, where we had dinner and did the Sunset Cruise, as well as Sombreo Beach - absolute paradise!! Would go back in a heartbeat! Thank You Cameron 🏝️

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 bright living area features a light-colored sofa adorned with decorative pillows, complemented by a glass coffee table. Large windows invite natural light, revealing views of the lush landscape outside. A mounted television and coastal artwork complete the serene environment.
Apartment in Tavernier
5 out of 5 average rating, 14 reviews

Unbeatable Views from Lux Oceanfront Suite

LindaRating, 5 stars2 months ago
Our stay was wonderful. The location offered us plenty of places to explore. The condo was immaculate with great amenities.
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 stars3 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 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.
Guest favorite
A light-filled living room features a blue sofa, a comfortable chair, and a glass coffee table. Large sliding doors open to a balcony with ocean views. A soft area rug lies on the tiled floor, adding warmth to the space, while sunlight illuminates the room.
Apartment in Marathon
4.97 out of 5 average rating, 105 reviews

Beachfront Condo w/ Ocean Views in Marathon

AnneRating, 5 stars1 month ago
This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.

Condo rentals with outdoor seating

Superhost
A modern kitchen features stainless steel appliances and white cabinetry, complemented by a light countertop. A dining area and living space are visible in the background, along with a staircase leading to the upper level. Large sliding doors provide access to an outdoor view.
Condo in Duck Key
4.85 out of 5 average rating, 95 reviews

Villa 5087 on Duck Key BOAT SLIP available

JadenRating, 5 stars1 month ago
Great stay, would highly recommend, home was clean and quiet. Can’t wait to come back to duck key so I can book again.
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 starstoday
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 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!
Superhost
A panoramic view captures the pristine turquoise waters extending to the horizon, adjacent to lush greenery and the resort's amenities. The interior showcases a bright, airy living space, featuring a well-equipped kitchen with modern appliances and a comfortable seating area with ocean views.
Condo in Tavernier
4.85 out of 5 average rating, 98 reviews

🏝 Oceanfront Paradise Awaits You

SusanRating, 5 stars1 week ago
Great place, adorable beach and plenty to do in the area. Home is perfect and has everything you could possibly need for a short stay.
Guest favorite
A relaxed living area is displayed with pastel-colored seating arranged around a glass coffee table. A white storage cabinet is positioned against the wall, and large windows allow natural light to fill the space, offering views of the surrounding greenery.
Condo in Key Largo
4.88 out of 5 average rating, 163 reviews

Tropical Getaway

TrevorRating, 5 stars1 month ago
We had a great stay at Kawama, Key Largo Everything was as described in the listing and photos. Great location, good facilities with the pools, creek and beach options. We enjoyed sitting in the shade by the beach having a drink and snacks as the sun went down. Also really handy for snorkelling at John Pennekamp. Would highly Recommend Many thanks Gladys!

Quick stats about vacation rentals with outdoor seating in Islamorada

  • Total rentals

    290 properties

  • Nightly prices starting at

    R710 ZAR 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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