
Holiday rentals with outdoor seating in Islamorada
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Top-rated rentals with outdoor seating in Islamorada
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Popular amenities for outdoor seating rentals in Islamorada
House rentals with outdoor seating

Waterfront with Boat Lift/Kayaks and Hot Tub
The place was amazing!! plenty of room for our family of 5. All of the fishing equipment was awesome!! From the rods and tackle, to the deep freezer with bait, the extras made the whole trip more enjoyable. Loved the house. It was perfect!!! Will definately be back in the future!! 10 out of 10 would recommend!!

Cancellation Deal: 08/02 thru 08/09
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!

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

Beach House, Private Pool & Dock, Gulf Sunset view
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!!!

Grand Blue Arenas/ 120'Dock/Mini golf/GameRoom
We had an absolutely amazing stay at this beautiful home in Marathon Keys! From the moment we arrived, it was clear that this property is extremely well-maintained and spotless. The house was immaculately clean, which made settling in with kids feel effortless and comfortable.The two-story layout was perfect for our family, offering plenty of space for everyone to spread out and relax. The home is definitely kid-friendly and family-oriented, with thoughtful touches throughout. The pool was a huge hit with both the kids and adults, and we had so much fun spending our evenings enjoying it! The kitchen was gorgeous and fully equipped with high-quality appliances, which made cooking meals together easy and enjoyable. We brought both a 22-foot bay boat and a 22-foot pontoon, and docking was a breeze. Overall, this home was the perfect place for our family getaway. We made unforgettable memories here and would absolutely return. Highly recommended for families looking for a home in the Keys!

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
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!

Anglers Terrace, Condé Nast Traveler's Best Airbnb
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!

Private Pool! Luxury Paradise Pointe, Pet Friendly
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

Ocean View Duplex Penthouse | Pool | Vista Two
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.

Beachside Unit 22 - Private Beach on Atlantic
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.

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

Seaside Vista - Ocean Front 2/1 with dockage
Everything was excellent, highly recommended, the communication was on point, the location, the cleanliness, everything was perfect, I would recommend it without any problem and I would use it again if I return.

The HMH House
I had a lovely stay with my college daughter in the Keys. The place was just what we wanted. The decor was so beautiful and the grounds/pool area were so pretty. We were so sad to leave. Will definitely return. Heather Marie was amazing and such a wonderfully generous human. I can’t recommend this property enough.

Little Venice in Marathon (in the Beautiful Keys)
This is our 2nd time staying here. Great location and super clean. We love it here and look forward to booking again for next year! It is a nice and familiar place for us.

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi
Excellent place. I’ll definitely come back.

Boho FL Keys Condo
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.
Apartment rentals with outdoor seating

Oceanfront and Sunrise Views!
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!

2BR - Key Largo Sunshine Getaway
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!

PENTHOUSE SUITE - OFFERS BEST PANORAMIC OCEAN VIEW
Our stay was everything we could have wanted. The view was incredible. The condo had everything we could need. We will definitely come again and recommend it to family and friends.

Million dollar view in Key Largo!
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.

Islamorada Home 2 Sandy Beaches+Pool+2 Work Areas
Jose's place was perfect for our needs. The central location provided easy access to all the activities we had planned during our stay. The secure compound's private beach provided for some enjoyable time in the sun and--paired with the included water toys--a lot of monkeying around. The wifi and dual-monitor home office setup is a nice touch for those of us who need to remain in-touch with our day jobs during time in the Keys. Should also mention that Jose is one of the most helpfully communicative hosts i have had the pleasure of connecting with. Before the trip, he provided a helpful list of local recommendations tailored to the things we wanted to do during our stay. He also checked in with us routinely once we had arrived. Would be thrilled to stay here again.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Absolutely perfect for a honeymoon getaway, quiet perfect amount of space for us, the set up was great with 2 bathrooms and a huge walkin closet, the couches were super comfy, the TV was big enough to see from across the room, we enjoyed everything about it. Got to meet some of the neighbors and they were all very welcoming and enjoyed talking to them. Scott had some great local recommendations and we enjoyed everything.

🏝 Oceanfront Paradise Awaits You
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.

Tropical Escape | Sea Gulls 407 ~ Weekly Rental
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.
Quick stats about holiday rentals with outdoor seating in Islamorada
Total rentals
290 properties
Nightly prices starting at
₹3,462 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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- Everglades National Park
- Sombrero Beach
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