Holiday rentals with outdoor seating in Sugarloaf Key

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Sugarloaf Key outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Superhost
Home in Little Torch Key
4.8 out of 5 average rating, 15 reviews

Indulge yourself. It's heavenly in Little Torch

CharlesRating, 5 stars3 months ago
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.
Guest favourite
Home in Cudjoe Key
4.9 out of 5 average rating, 52 reviews

Keys Island Villa - Venture Out Home 354

ClaudiaRating, 5 stars1 month ago
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.
Top Guest favourite
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 favourite
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 favourite
Home in Summerland Key
4.78 out of 5 average rating, 9 reviews

Sailfish Dream on Cudjoe Key-28 day minimum

DougRating, 5 stars2 months ago
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.
Top Guest favourite
Home in Cudjoe Key
4.96 out of 5 average rating, 27 reviews

Tiki Time in Cudjoe Key 136

TaniaRating, 5 stars1 week ago
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!
Guest favourite
Home in Cudjoe Key
4.93 out of 5 average rating, 55 reviews

Private Ocean Oasis by Key West, Florida

KeleighRating, 5 starstoday
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!
Superhost
Home in Cudjoe Key
4.88 out of 5 average rating, 32 reviews

Waterfront FL Keys Cottage @ Venture Out

ElizabethRating, 5 stars1 week ago
Great location, easy access to everything, lots of amenities on the community.

Apartment rentals with outdoor seating

Superhost
Apartment in Key Colony Beach
4.84 out of 5 average rating, 116 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars3 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.
Superhost
Apartment in Key West
4.88 out of 5 average rating, 1,504 reviews

At Mine | Lovely Suite steps from Duval Street

JesseRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Key Largo
4.88 out of 5 average rating, 282 reviews

Seaside Vista - Ocean Front 2/1 with dockage

JeremyRating, 5 stars6 days ago
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!
Guest favourite
Apartment in Key West
4.85 out of 5 average rating, 238 reviews

Studio Near Downtown - The Bartlum

MichelleRating, 5 stars4 days ago
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
Top Guest favourite
Apartment in Key West
4.93 out of 5 average rating, 116 reviews

Duval Street Suites full kitchen, free parking, &

LoganRating, 5 stars2 days ago
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
Superhost
Apartment in Marathon
4.87 out of 5 average rating, 52 reviews

Little Venice in Marathon (in the Beautiful Keys)

KellieRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Key West
4.87 out of 5 average rating, 723 reviews

Duval Balcony - Suite Mischief

ChristinaRating, 5 stars3 weeks ago
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!!!
Guest favourite
Apartment in Tavernier
4.95 out of 5 average rating, 197 reviews

Boho FL Keys Condo

MarkRating, 5 stars2 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.

Condo rentals with outdoor seating

Superhost
Condo in Key West
4.83 out of 5 average rating, 276 reviews

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

MichaelRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Key West
4.95 out of 5 average rating, 39 reviews

Condo de Paradise/Salt Water Pool/Boat Dock

Lori Rating, 5 stars1 month ago
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.
Top Guest favourite
Condo in Duck Key
5 out of 5 average rating, 38 reviews

Oceanfront and Sunrise Views!

StephenRating, 5 stars4 weeks 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!
Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 101 reviews

Your Happy Place - Oceanfront

RodRating, 5 stars6 days ago
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. 🙂
Guest favourite
Condo in Key West
4.78 out of 5 average rating, 299 reviews

Affordable Beachfront Luxury Condo Sleeps 6

SharonRating, 5 stars1 month ago
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.
Guest favourite
Condo in Key West
4.89 out of 5 average rating, 168 reviews

A Perfect Getaway

DavidRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Key West
4.95 out of 5 average rating, 152 reviews

Fully renovated 2/2 bath condo w/ shared pool!

TinaRating, 5 stars6 days ago
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.
Guest favourite
Condo in Tavernier
4.84 out of 5 average rating, 154 reviews

Bright & Sunny Suite w/ Magnificent Ocean Views

LisaRating, 5 stars1 month ago
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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