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!
Guest favorite
The image showcases a modern two-story home with a light blue exterior, surrounded by lush landscaping. A heated pool is visible in the foreground, alongside kayaks and paddle boards. The ocean view offers clear, open water, enhancing the tranquil setting of 'The 7-Mile Villa.'
Home in Marathon
5 out of 5 average rating, 14 reviews

Endless Ocean Views -5 Bedrm/4Bath/Pool Built 2024

AieshaRating, 5 stars1 week ago
We loved the house! Everything was exactly as described. I would even say pictures didnt do complete justoce to the space and views! We had everything we needed at the house with ample dishes and cookware. We drove down to Key West which wasnt too far of a trip. We definitely would always recommend and stay again! Jessieca was an amazing host with great recommendations and general info for the area.
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!!!
Guest favorite
A sandy beachfront is framed by palm trees, with the glistening Atlantic ocean in the background. A volleyball net is set up on the sand, along with multiple seating areas for relaxation, inviting guests to enjoy the tranquil environment and scenic views.
Home in Marathon
4.91 out of 5 average rating, 34 reviews

Viamarhe House-Private beach, Kayak, yard games

AmandaRating, 5 stars3 weeks ago
Loved our week-long stay at Marjorie’s! As pictured and described. Checked out the other reviews for useful tips.
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 stars2 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!

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.
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 stars4 weeks 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 stars2 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 stars1 day 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.
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

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, 164 reviews

2BR - Key Largo Sunshine Getaway

ElvekaRating, 5 stars2 weeks ago
I had a great stay at Vanessa’s place! The Airbnb was exactly as pictured—clean, comfortable, and well-maintained. Vanessa was an excellent host with great communication throughout the entire stay. There was one minor water issue on the last day that affected the whole community, but it was addressed and resolved quickly. Overall, a smooth and pleasant experience. I would definitely stay here again!
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.
Top guest favorite
A private dock extends over calm waters, lined with white posts and illuminated by a golden sunset. A thatched-roof structure is visible at the end of the dock, surrounded by gentle waves reflecting the muted sky.
Condo in Key Largo
4.99 out of 5 average rating, 113 reviews

Enjoy sunsets & sunrise in your home away home.

AmandaRating, 5 stars4 weeks ago
Great condo in a perfect location to access the best of Key Largo. The condo is in a nice complex, with a great pool, mini beach, and dock area. The unit was well stocked with beach & bath towels, all kitchen appliances, washer dryer with detergent & dryer sheets, spare cooler, charcoal & lighter fluid for the grill. The bedrooms were super comfy. I highly recommend staying here!
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.
Superhost
A wooden pier extends over calm waters, leading toward a thatched-roof gazebo. The scene is illuminated by a vibrant sunset, casting warm hues across the sky and reflecting on the water's surface. Lush greenery frames the sides, enhancing the serene atmosphere.
Condo in Tavernier
4.97 out of 5 average rating, 98 reviews

Ocean views at “Sangria Sunrise” 10% off Charters

LaurenRating, 5 stars1 month ago
I cannot say enough about how much we enjoyed our stay at Sangria Sunrise! The condo itself is beautiful, the property is awesome, well-maintained, and the staff are friendly and helpful! We spent most of our time at the pool and the beach. The pool bar is great and the pool is clean and refreshing. Plenty of sunny spots and lots of shaded tables, too. It’s right across from the condo so we went multiple times a day. Beautiful landscaping all around. The beach and marina area are really nice. We loved watching the boats from the balcony and seeing the sunrise over the water. Lots of fun things to do in the area within a short drive, but also plenty to do on the property if you prefer to stay put. Tracy is an excellent host and is very helpful and responsive. We will absolutely be back. Thank you for sharing your space with us, Tracy!
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.

Quick stats about vacation rentals with outdoor seating in Islamorada

  • Total rentals

    290 properties

  • Nightly prices starting at

    G$8,368 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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