
Holiday rentals with outdoor seating in Sugarloaf Key
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Top-rated Holiday Houses with Outdoor Seating in Sugarloaf Key
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Indulge yourself. It's heavenly in Little Torch
Clean and neat home on a quiet canal. Neighbors were even friendly! Good amount of parking. Home is clean and well laid out. Airy living room just off the open kitchen. Large master bedroom and bathroom. We felt very comfortable there.

Keys Island Villa - Venture Out Home 354
Fantastic stay w great views. House made us feel right at home. place was in gated community. it felt safe and well maintained. Fun to walk around in the evenings.

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.

Sailfish Dream on Cudjoe Key-28 day minimum
Had a very comfortable and enjoyable stay. Accommodations were excellent. Weather was excellent! Warm balmy breezes most days kept humidity down. Lots to do, explored the keys from Islamorada down to Key West, caught the sunset. Spotted deer on Big Pine Key. A very fine month long vacation. Thank you Jeanene.

Tiki Time in Cudjoe Key 136
Amazing views and ocean breeze! Modern and clean home which I appreciated. Only thing I could ask for but it’s strictly on my wishlist is an elevator. I was dealing with a knee injury so the steps were tough but worth it when you get to the balcony and enjoy that view! Couldn’t ask for a better stay and vacation in the Keys with my family!

Private Ocean Oasis by Key West, Florida
What a great stay! The house was super cute and comfortable, AC kept us nice and cool, everything we needed to stay in and cook up our catch of the day was there. Dockage was great, nice fish cleaning station. Easy wide canal for getting in and out. Appreciated the bait freezer too! the screened in porch was lovely for early am and pm sitting, we will be back!

Waterfront FL Keys Cottage @ Venture Out
Great location, easy access to everything, lots of amenities on the community.
Apartment rentals with outdoor seating

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.

At Mine | Lovely Suite steps from Duval Street
We had a fantastic stay at Tranquility Guest House — we were able to check in early and everything was already clean and prepared for us. The host was very responsive and helpful with messaging which was reassuring. The pool is also clean, quiet, and private. Overall this is a great value for the money and the location is perfect!

Seaside Vista - Ocean Front 2/1 with dockage
We had to make a very last-minute booking for a two-night stay and were thrilled to find this boat- and pet-friendly spot with space to park our boat trailer. Justin was incredibly quick to respond and made the whole process seamless. The accommodations were clean, comfortable, and exactly what we needed. There was more than enough room for our 24-foot boat, which stayed well-protected from wind and waves. A freshwater hose was conveniently available to rinse the boat off after a day on the water, and the on-site fish cleaning station was a great bonus. The property is just three doors down from Snappers Bar & Grill, where we enjoyed live music, great food, and drinks. We even had the pleasure of meeting the property owners during our stay—truly some of the nicest people you could hope to meet. Overall, a great stay. We’ll definitely be back!

Studio Near Downtown - The Bartlum
Just one block from Duval!! Clean, secure, close to many things Brightwild responded quickly to any questions we may have e had and made it easy to rent from them

Duval Street Suites full kitchen, free parking, &
Was a super great location and a beautiful room, Had a bit of a problem in the middle of the night but she rushed right over when we let her know and she solved it right there and then super worth it will definitely stay again

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.

Duval Balcony - Suite Mischief
This place and its host were awesome. Such a great location, a great space, and wonderful host with clear instructions and great communication. We would definitely highly recommend!!!

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.
Condo rentals with outdoor seating

La Dolce Vita, Old Town Steps to Duval! 3 blks bch
Right next to Duval Street, easily walkable to major attractions, restaurants, bars.. Host was super responsive, friendly, and really worked with us on anything we needed.. Great place!

Condo de Paradise/Salt Water Pool/Boat Dock
We are absolutely in love with this place. The views are gorgeous. the grounds were immaculately groomed. There are so many colorful trees and flowers. The pool is slightly heated, which is perfect. Everyone we met was so nice and helpful with recommendations. We got to see the jets fly over a few times, so cool. The kitchen has everything you need to prepare meals and snacks. The beds in both rooms are very comfortable. We hope to stay here again in the future.

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!

Your Happy Place - Oceanfront
Sandra's place was very nice and clean. She was very reponsive with any and all questions. The accomodations are as listed. I enjoyed the peace and quiet. I most enjoyed relaxing on the balcony listening to the ocean. All you need is you, clothes, and the memories you will make. The rest is provided. However I will note that I was expecting a "real" beach and it was more of a lagoon. although still nice. Thanks Sabdra I would definitely book again. 🙂

Affordable Beachfront Luxury Condo Sleeps 6
Traci’s condo was great in every way! Everything was very clean and the view was amazing. We could enjoy watching the turquoise water and swaying palm trees from almost every room – both bedrooms, living room, kitchen, dining area, or relaxing on the large balcony. Some of the furniture is different in the photos, but my group agrees it is even better now than what you see. Having our own parking space in the garage was much appreciated, too. Traci responded quickly; clear check-in instructions. We would definitely stay here again.

A Perfect Getaway
We had a wonderful visit in Key west. The place was very clean, close to everything. We enjoyed this place very much and would rent it again. Thank you so very much. Sue and Dave Hopper.

Fully renovated 2/2 bath condo w/ shared pool!
This listing was everything and more! The space was very clean, and provided all of the necessary amenities. As far as location…top tier. All the major attractions and beaches were a short 15 minute drive. Chris was responsive when I reached out. Truly a gem, and I would recommend this space again and again.

Bright & Sunny Suite w/ Magnificent Ocean Views
Everything was as expected from the description and the pictures. Comfy beds. TVs are older and not many apps available to stream other than Netflix. Overall it was a great location and we had a great time. The poolside restaurant is open now so that was a bonus I wasn’t expecting after reading the previous reviews.
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