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Vacation rentals with a patio in Sugarloaf Key

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Popular amenities for Sugarloaf Key patio rentals

Apartment rentals with a patio

Guest favorite
The living area features modern furnishings, including a gray recliner and a cozy sofa. A wooden coffee table sits in front, with a television mounted on a media console. The open kitchen is visible in the background, showcasing a countertop and bar seating.
Apartment in Marathon
4.92 out of 5 average rating, 12 reviews

*NEW* Sea La Vie - Pool & Beach

AshleyRating, 5 stars3 days ago
We had a great time staying at this property. We liked it because it is very easy to get to, has it's own beach, and has plenty of room for a family. Key Colony is a real gem IMHO. We wanted a property that put us in a central location in the keys - 45 minutes to Islamadora, a little over an hournl from Key West, but in a place that is great for snorkeling and water activities. This place fits that perfectly. The property is easy to check into to, Yuni give a code in advance for the door. Parking is under the building in the shade (big plus) and right in front of the elevator. Super convenient! The kitchen is nice, we cooked meals on probably 3 nights. Beds were comfortable and there is a washer/dryer that is really nice to have on vacation. Great host for sure. If in the keys again I wouldn't hesitate to stay there again as it was a very positive experience.
Guest favorite
A private balcony is adorned with festive garland, offering a view of a serene pool area surrounded by lush greenery. Two wicker chairs provide a comfortable spot to relax and enjoy the outdoors, with sun loungers visible beside the pool.
Apartment in Key West
5 out of 5 average rating, 7 reviews

Casa Caribe 2bed2bath sleeps 6 beautiful decorated

Robert JoeyRating, 5 stars3 days ago
The condo was great! Clean and decorated tastefully. It was priced fairly and only 5 miles from downtown. Grocery stores and shopping was nearby. The only negative was a few blocks east of the condo were some trashy trailer court neighborhoods that I would avoid on the way to the Hogfish Grill (good food). Otherwise we felt safe.
Top 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
4.97 out of 5 average rating, 86 reviews

Turtles Nest 2 Ocean Point condo

MaryRating, 5 stars5 days ago
We had a great time in Tavernier area. Tina’s place was the perfect setup and the amenities were wonderful. We would definitely stay here again. Thanks for sharing your beautiful condo.
Superhost
A modern living area features a clear glass coffee table supported by natural wood elements. Two light-toned armchairs complement a textured area rug, while a media console displays decorative accents. A sliding glass door allows natural light in, alongside minimalistic wall décor.
Apartment in Tavernier
4.67 out of 5 average rating, 3 reviews

Seaside Serenity Brand New Remodeled 2 Bed 2 Bath

TracyRating, 5 stars3 months ago
We had a great stay at this two-bedroom unit! While it’s on the smaller side, it’s been beautifully remodeled with modern, clean, and tasteful decor. The kitchen is fully equipped with all the brand new pots and pans . The living room gets fantastic natural light, and the view from the balcony is great—perfect for enjoying sunsets. We also loved spending time at the pool and hot tub. The location is excellent, with a short walk to the waterfront, which was so peaceful and relaxing. The walls are on the thinner side, so we could hear kids running in the common areas at times, but it wasn’t a major issue. The host truly went above and beyond by shipping back items I accidentally left behind, which we greatly appreciated. Overall, a wonderful experience, and we’d happily stay again!
Guest favorite
Apartment in Marathon
5 out of 5 average rating, 18 reviews

#1 Island Hideaway 89 - OCEAN FRONT

BrianRating, 5 stars3 weeks ago
Rhonda's place is terrific! Lovely location with full water views. Pool was excellent. The home was very comfortable, clean and convenient to restaurants and stores. Would definitely rent again.
Guest favorite
The living area features a comfortable sofa with striped upholstery, complemented by a wicker chair. Sheer curtains frame the large sliding glass doors, which open to a view of lush greenery and calm waters, under a clear sky.
Apartment in Tavernier
4.88 out of 5 average rating, 8 reviews

Marina & Ocean Front Suite 5202

CatherineRating, 5 stars2 weeks ago
Great communication, easy to get into. Clean apartment and comfortable beds. Loved the Hugh swimming pool and beach area. Lots to do in the area. “Theater of the sea,” was excellent. Many great restaurants in the area. Would definitely recommend this place and stay again.
Superhost
A spacious room features a bed draped in a blue and white floral bedding set. Large windows offer views of the outdoors, with a small dining table and chairs visible on the balcony. A compact refrigerator is positioned near the entrance, enhancing convenience.
Apartment in Big Pine Key
4.8 out of 5 average rating, 41 reviews

Apartment in Big Pine

MalloryRating, 5 stars1 week ago
This little studio apartment in big pine is PERFECT for a couple for a few days or week. We loved the big windows on 3 sides, with a great view of sunset & the marsh. We also loved the private and spacious balcony that has a view of sunrise. It is very peaceful and quiet, with the deer coming by every morning and evening. There is no kitchen (which was fine with us) but there is a coffee pot and 2 mugs. The bathroom is roomy for a studio and has closet space available. The sunset view from this place honestly was my favorite part of our trip. I would stay here again if I traveled to the keys in the future.
Guest favorite
Apartment in Marathon
4.97 out of 5 average rating, 59 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

BlakeRating, 5 stars4 weeks ago
Danielle was an incredibly communicative & accommodating host, which made our stay even more enjoyable. The apartment was spotless, spacious, and exactly as described—if not better. The outdoor space was absolutely beautiful and even more impressive than the photos. Our kids had an amazing time spending their days outsid whether it was fishing off the dock, kayaking, lounging in the sun, playing with the games thoughtfully packed in the closet, or swimming in the pool. The location is perfect close to great restaurants, shops, and excursions. If you're looking for a relaxing getaway in the Keys, I highly recommend booking this place. We had the best time and can’t wait to come back! 😎🌴

House rentals with a patio

Guest favorite
An outdoor seating area is presented, featuring a stone picnic table with attached benches, shaded by a large turquoise umbrella. The stairs lead to a backyard space, with white railings framing the entrance, and fans visible on the covered porch above.
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars1 month ago
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.
Guest favorite
Home in Marathon
4.9 out of 5 average rating, 31 reviews

Oasis Canal-Front Home: Pool, Dock, BBQ, and more!

JessicaRating, 5 stars1 week ago
We highly recommend staying here! Marathon was beautiful and the house was great. It was perfect with the pool and canal. We were able to fish from the canal and saw a family of manatees swim by. The pool was great and very refreshing. The ping pong table and air hockey were an added bonus. Having a bathroom downstairs came in handy because everything else was upstairs but honestly it was not bad climbing the stairs. My parent who are in their 70s visited for a few days and had no complaints about the stairs. We had a great time and hope to go back one day.
Top guest favorite
A view of a serene canal waterfront is presented, featuring a dock with boats moored. Lounge chairs are positioned on a pebbled area, offering a relaxing space by the water. The surroundings are lined with palm trees, enhancing the coastal atmosphere.
Home in Key Colony Beach
5 out of 5 average rating, 72 reviews

Dock, Beach Club, January avail., tennis, golf

Mary KayRating, 5 stars1 month ago
We loved our stay at Jeffery's house. It is spacious and very comfortable. My husband appreciated the proximity to the pickleball courts - we could see them from our bedroom windows- and my son enjoyed fishing off the dock. The upper suite was wonderful for privacy and quiet when the older kids stayed up later than the adults. Jeffery was super helpful and responsive. We would love to stay here again!
Superhost
A two-story home is surrounded by palm trees, showcasing a spacious balcony with seating. The ground level features an open area with a gravel surface, leading to a fenced-in backyard. Soft sunlight casts a warm glow on the exterior, highlighting the home's contemporary design.
Home in Marathon
4.81 out of 5 average rating, 16 reviews

Soothing Nest

ScottRating, 5 stars1 month ago
This spot was great! The home is spacious, incredibly comfortable, and exactly as described in the listing. It’s located at the very end of an inlet, offering a waterfront setting but I wouldn't call it picturesque. While we didn’t have a boat, it looked like getting one in and out would be easy for an experienced boater. The house was spotless—you can tell a lot of care goes into keeping it clean. The beds were exceptionally comfortable, with soft sheets that made for a great night’s sleep. Everything related to rest and relaxation was truly top-notch. The home is well-stocked with basic necessities for living, though if you have specific cooking preferences or comfort items, you should make a quick trip to the store. The neighborhood is very quiet, with the exception of some occasional noise from the nearby airport—but that’s just part of being in Marathon. Parking was easy, the pool was great, and everything matched the description perfectly. We highly recommend
Superhost
A spacious deck is featured with several comfortable seating options overlooking tranquil waters. Lush greenery lines the opposite shore, providing a serene backdrop. Bright skies create an inviting atmosphere, highlighting the direct waterfront access and outdoor living potential.
Home in Marathon
4.8 out of 5 average rating, 35 reviews

Luxury Waterfront Retreat with Dockage & Pool

SharonRating, 5 stars3 weeks ago
We enjoyed our stay. The home was comfortable and very clean. It was nice to have a view of the water and a heated pool! The rooms were comfortable and accommodating for our family. Naomi was quick to respond when we had questions. I would stay here again! This spot was close to many restaurants, grocery stores, and right on bike paths!
Superhost
A clear blue swimming pool is surrounded by a secure fence. Palm trees sway gently beside the water, offering a tropical feel. Views of the Atlantic Ocean extend in the background, beneath a bright sky with scattered clouds.
Home in Cudjoe Key
4.89 out of 5 average rating, 35 reviews

Lower Keys Paradise

AhrinRating, 5 stars1 month ago
Great place to stay. It’s a house in a community with a lot of activities available. There’s an extra $125 fee for that, but it’s worth it.
Guest favorite
A bright living area features light-colored furniture arranged for comfort. A spacious sofa is paired with woven accent chairs, offering views through large glass windows overlooking a canal. Light curtains frame the windows, allowing natural light to enhance the room's open feel.
Home in Key Colony Beach
5 out of 5 average rating, 6 reviews

Key Colony Beach Waterfront 321

JeanneRating, 5 stars9 months ago
Great place right in the heart of Key Colony. House had all we needed and more to make our 8 day stay comfortable. Great boat dock with plenty of room for 2 31 ft boats.
Top guest favorite
A wooden dock extends towards a waterfront home, flanked by tropical landscaping and outdoor seating. Soft lighting from globe lamps illuminates the patio area, where guests can be seen enjoying the view. The calm waters reflect the evening sky and greenery.
Home in Key Colony Beach
5 out of 5 average rating, 19 reviews

Boat Dock+King Beds & Cabana Club

RachelRating, 5 stars4 months ago
What a great week we had at this wonderful getaway! We got to watch the manatees off the dock. The neighbors were very friendly and helpful with idea of what to do in the area. We rode our rented bikes down to sunset park every evening to watch the sunset. We also found a great state park/beach just a 20 min bike ride away! The house had everything for us to use for our morning trips to the beach (coolers towels beach chairs). The house had outdoor furniture we sat at to watch the Key Colony Christmas boat parade! We will definitely be going back next year!

Condo rentals with a patio

Guest favorite
A view of a marina featuring wooden docks lined with boats. Lush greenery, including vibrant pink flowers, frames the foreground. A calm inlet reflects the sky, where fluffy clouds drift above. Palm trees provide shade along the shoreline, contributing to a serene coastal atmosphere.
Condo in Tavernier
4.85 out of 5 average rating, 27 reviews

Sea Side Whimsy Ocean Pointe -06

BrockRating, 5 stars2 weeks ago
Great view, easy check in, comfortable stay
Guest favorite
The image showcases a vibrant living space within the Dapper Dolphin condo, featuring a stylish kitchen with granite countertops, a cozy dining area, and a comfortable bedroom with a king-sized bed. The outdoor area displays a large pool surrounded by lounge chairs, highlighting the resort's inviting atmosphere.
Condo in Marathon
4.93 out of 5 average rating, 91 reviews

On the water! Marina, Pool, Tiki Bar & Restaurant!

FionaRating, 5 stars2 weeks ago
We loved our stay at the Dapper Dolphin! The space was so clean. Kate has everything there for you - from beach chairs to laundry detergent! This apartment is conveniently located to great restaurants, attractions and Sombrero Beach. You are just a short walk to the pool at Skipjack Resort. They have poolside karaoke on Monday nights which was very fun. Highly recommend booking this place - we miss it already!
Guest favorite
A spacious outdoor patio is viewed, featuring a dark wooden table and black wicker chairs. A decorative rope centerpiece is placed on the table. The horizon displays a vivid sunset with shades of orange, pink, and purple, casting a serene reflection over the calm water.
Condo in Key West
4.97 out of 5 average rating, 73 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

LesleyRating, 5 stars2 weeks ago
Carrie's place was absolutely beautiful! it was so clean, the beds were insanely comfortable, and there were tons of linens and towels for everyone. We very comfortably fit 8 people into the home with no problems. The view from the balcony is absolutely amazing and we were all blown away. Carrie was extremely responsive and friendly. We were here for our wedding and had our wedding party stay here so it was extra magical. The pool and hot tub is super close, elevator to help with our bags, and the resort itself is gorgeous. 10/10 would stay again. We loved it so so much! Don't miss out.
Top guest favorite
An elevated swimming pool is featured with clear blue water, surrounded by a spacious deck. Palm trees are visible in the background, providing a tropical ambiance. Ocean views extend beyond the pool area, enhancing the serene atmosphere.
Condo in Marathon
5 out of 5 average rating, 16 reviews

Oceanside Spacious Studio Escape

BeccaRating, 5 stars1 month ago
We had a great stay! Exactly as pictured. Kitchen was fully stocked, lots of extra blankets, pillows, towels, & even beach towels. Great location and walkable to restaurants. We thoroughly enjoyed the pool, ping pong tables, & shuffle board. Great location to travel to other keys & plenty to do on Marathon. Loved our stay!
Superhost
A spacious balcony overlooks the harbor, featuring a dining table and wooden chairs. Lush palm trees are visible nearby, with the serene water reflecting the blue sky. The scene is perfect for outdoor relaxation and enjoying the coastal ambiance.
Condo in Key West
4.85 out of 5 average rating, 87 reviews

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

KateRating, 5 stars1 month ago
This condo has almost every amenity you could think of and is the cleanest Airbnb I've stayed in! It was perfect for a family of 4 (with older kids). Downtown KW is walkable, with most places being 1.5-2 miles away. Very easy to find and check-in was a breeze. Jennifer was very thoughtful in letting us know ahead of time about potential road closures due to brush fires. We had wonderful views of the water, sunrises and even saw a manatee one morning!
Superhost
A resort-style pool area is featured, surrounded by palm trees and lounge chairs. Shade is provided by large umbrellas over the seating. The pool surface reflects the clear blue sky, creating a serene and inviting environment for relaxation.
Condo in Marathon
5 out of 5 average rating, 3 reviews

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

MichaelneuroRating, 5 stars3 months ago
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.
Superhost
A modern kitchen space features a marble countertop with bar seating. Open shelves display kitchen essentials, while a spacious living area is visible beyond, furnished with a sofa and armchair. Natural light fills the space, complemented by gentle greenery seen through large sliding glass doors.
Condo in Key West
4.84 out of 5 average rating, 19 reviews

New Listing! Key Lime Paradise/Condo

BetsyRating, 5 stars1 month ago
We enjoyed our stay in Key West away from the hub-bub of Duvall Street! We had a rental car for getting around the island. The condo was great for our group of 4. Two full bathrooms were a bonus! Very clean! Smathers Beach was a short drive away. Free parking for a public beach with bath house! Also super close to the airport, but we never heard any overnight flights. A great spot!
Top guest favorite
A light-filled living area features a comfortable sofa paired with accent tables. Soft blue walls create a calming backdrop, while stylish decor elements, such as framed artwork and lamps, add character. A mirror reflects the space, enhancing its openness and inviting ambiance.
Condo in Key West
5 out of 5 average rating, 24 reviews

EYW Getaway

RootwaRating, 5 stars1 week ago
Edward's place was great! we really enjoyed the home like vibe. It had everything we needed during the stay. The sunset view from the balcony was beautiful.

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