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Vacation rentals with beach access in Sugarloaf Key

Find and book unique beach access rentals on Airbnb

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Popular amenities for Sugarloaf Key beach access rentals

Apartment rentals with beach access

Guest favorite
An aerial view captures the inviting pool surrounded by lush palms and vibrant landscaping. Loungers are arranged around the pool area, which also includes a hot tub. The beach and Atlantic Ocean are visible in the background, with guests enjoying the water.
Apartment in Key West
5 out of 5 average rating, 7 reviews

Partial ocean view studio with king bed

KathyRating, 5 stars2 weeks ago
This place is beautiful! Right on the ocean, with plenty of chairs & loungers to hang out and watch the ocean. Its on the quieter side of the island, but still plenty of nearby bars & restaurants. A walk up Duval street will have everything you ever want to see, hear, buy or eat! Check in was easy, the room was very clean. There are french doors you can open up and get beautiful ocean views & a nice breeze. Beautiful spot! I'd come back!!!
Guest favorite
A clear view of a private white sandy beach stretches along the coastline, framed by a thatched roof. Gentle waves lap at the shore, and a wooden pier is visible in the distance, under a bright blue sky scattered with clouds.
Apartment in Marathon
4.92 out of 5 average rating, 12 reviews

*NEW* Sea La Vie - Pool & Beach

AshleyRating, 5 stars6 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.
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, 109 reviews

Beachside Unit 22 - Private Beach on Atlantic

ElizabethRating, 5 stars1 week ago
Had a great stay here. Very nice and great location in the keys.
Guest favorite
A compact kitchen area features dark wooden cabinetry and modern appliances, including a microwave. The space is well-lit with warm lighting, and a dining table can be seen in the corner. A glassware display sits elegantly on a side table near the entry.
Apartment in Key West
4.91 out of 5 average rating, 789 reviews

Duval Balcony Spanky's Retreat

NatalieRating, 5 stars3 weeks ago
As described. Very clean. Air conditioning units in main room and bedroom. Full size fridge. Safe area, Located in the middle of Duval st - just an eight block walk to either end and includes so many restaurants, bars, cafes, shops, cvs, Walgreens. Best way to get around is rent bicycles each day. Tom met us to check in to make sure we got in easily.
Guest favorite
An outdoor space features a private spa surrounded by tropical greenery. A comfortable sofa and a small table sit under an umbrella, while a planter adds a touch of nature. The area is enclosed by a white fence, providing privacy and a serene environment.
Apartment in Key West
4.95 out of 5 average rating, 311 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

RodRating, 5 stars5 days ago
This hideaway was just what we were looking for. The space is tight, but there are inventive storage solutions to help . The private hot tub was really nice. Would stay again if back in Key West.
Guest favorite
A serene waterfront view showcases two multi-story buildings with balconies, surrounded by palm trees. A boat is docked at the marina alongside wooden posts, reflecting the calm turquoise water under a clear blue sky.
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.
Superhost
A spacious pool area features a large swimming pool surrounded by lounge chairs and vibrant blue umbrellas. Lush palm trees provide shade, and ocean views are visible in the background, enhancing the tranquil atmosphere of the outdoor space.
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars4 months ago
We arrived early on the day of check-in, and because previous guests has left early, we were able to check in first thing in the morning! Henry happened to be in Key West, working around his property, so he very kindly gave us a full tour of the apartment, the parking area, the grounds, pool, and beach. The apartment is whimsically decorated with pastel colors to fit the Key West vibe, and has lots of cute details. Amazingly, all the small appliances, dishes, glasses, and tableware are in the pink/rose colored family. Literally every appliance is pink (Cuisenart, coffee maker, toaster, Keurig, blender, tableware, and more). It gave the place a unified cozy feel. The living room is spacious, with lots of couch room for a family to watch TV together. The kitchen is eat-in, and the bathrooms and bedrooms are super nice. We felt very at-home in Henry's place, and appreciate the details he provides about checking in, keys, garage parking, etc. We had a great time.
Guest favorite
An aerial view of a sandy outdoor area features a shaded seating space under a canopy, surrounded by tropical greenery. Adjoining are a picnic table and a grill, with gentle waters visible from the nearby canal.
Apartment in Marathon
4.97 out of 5 average rating, 60 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

BlakeRating, 5 stars1 month 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 beach access

Guest favorite
The exterior of the beach house is showcased, featuring a bright white facade and a unique geometric design on the railings. A spacious outdoor area is visible, adorned with lounge chairs and a shaded patio table, surrounded by crushed white stone and greenery.
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.
Top guest favorite
The image showcases a scenic waterway lined with palm trees. A boat is anchored nearby, while two boat lifts are positioned on the dock. Sunlight reflects off the clear water, creating a serene environment. The wooden dock is well-maintained, complementing the tranquil setting.
Home in Key Colony Beach
5 out of 5 average rating, 73 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 private balcony is furnished with a glass-top table and woven chairs, offering a serene view of palm trees and a sandy beach area. The calm water reflects a clear sky, creating a peaceful atmosphere for relaxation.
Home in Marathon
4.69 out of 5 average rating, 16 reviews

#7 Waterfront 4Bed 3Bath Pool Home

CarolRating, 5 stars11 months ago
Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.
Top guest favorite
A scenic entrance showcases a set of wooden steps leading up to the upstairs unit. Lush tropical plants surround the area, providing a sense of privacy and nature. Calm waters of the canal can be glimpsed in the background, enhancing the serene atmosphere.
Home in Key Colony Beach
4.98 out of 5 average rating, 122 reviews

Paradise found!Key Colony Beach,Cabana Club.

NathanRating, 5 stars1 week ago
We had a great time at Paradise Found. The property was lovely and clean, all very well maintained. The location was beautiful, backing onto the water and enormously peaceful, a great setting. Kari was very communicative and always responded quickly to any queries. Overall, we were very happy.
Superhost
A tranquil waterfront scene is presented, featuring calm waters bordered by a sandy shoreline. A gazebo stands on the dock, surrounded by palm trees, while colorful buoys line the swimming area. The sky reflects shades of gray and blue, setting a serene backdrop.
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
An outdoor space features a shaded tiki hut with a large dining table surrounded by comfortable seating. A hammock is available for relaxation. The serene waterway is visible nearby, complemented by lush palm trees and a tiled patio leading to the water's edge.
Home in Marathon
4.97 out of 5 average rating, 58 reviews

Paradise Ocean Front 4/3Home Heated Pool

DustinRating, 5 stars3 weeks ago
Great place to stay! I would come back. was hoping to see manatees but you can't control nature. Great set up for. families with kids.
Guest favorite
Home in Marathon
4.89 out of 5 average rating, 73 reviews

Dream Vacation KCB Marathon with private pool !

LisaRating, 5 stars1 month ago
Alfonso is a very responsive host who provided clear details, local recommendations (multiple of which we used), and provided a place in a great location. Neighbors are friendly. Place was clean. Perfect for our family with a 14 and 6 year old.
Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 26 reviews

Easy Ocean Access 30' Dock House Pool Cabana Club

BookerRating, 5 stars5 days ago
The hosts were so accommodating and friendly. The space was newly remodeled with excellent quality and style of workmanship. It was also immaculately clean and incredibly well stocked. Our family of five (three young adult boys) was always comfortable. The hosts thought of everything you could want on vacation. They worked with us to make sure we had a place to dock and use our wave runners, there was outdoor dining and grilling space, complete with a filtered ice machine and an outdoor chest fridge for any fishing, a beautiful spot overlooking the canal, a pergola over the sitting area to provide extra shade, and the house itself was gorgeous and well appointed with plenty of space. We’d love to visit again!

Condo rentals with beach access

Superhost
A path of light-colored paving leads through lush greenery towards the beach. Tiki huts provide shade, with lounge chairs and umbrellas visible along the sandy shore. A clear blue sky stretches overhead, complementing the tranquil ocean waters in the background.
Condo in Key Colony Beach
4.75 out of 5 average rating, 164 reviews

2 Bedroom Oceanfront Complex Heated Pool KCB

RobertRating, 5 stars1 month ago
We had a great time! Awesome community with walkable restaurants and bars. We loved the local beaches. The people at the complex were super nice. Our four boys loved running from the pool to the beach. Everyone we met was very nice. Great instructions and recommendations. Loved it!
Superhost
A spacious wraparound balcony is presented, featuring white seating chairs and a table. The light blue ceiling contrasts with the palm trees visible in the background, creating a bright and inviting outdoor space. Natural light enhances the overall atmosphere.
Condo in Key West
4.83 out of 5 average rating, 272 reviews

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

JudieRating, 5 stars3 weeks ago
Great location and accommodations, friendly and prompt communications.
Superhost
A serene beach scene features soft sand leading to calm waters. A solitary tree provides shade, and lush greenery surrounds the area. In the distance, a line of utility poles is visible against a clear blue sky, enhancing the tranquil ambiance.
Condo in Duck Key
4.88 out of 5 average rating, 105 reviews

Villa 5027 on Duck Key BOAT SLIP available

RobertRating, 5 stars1 month ago
Fantastic Last-Minute Stay! We decided last minute—just the night before—to extend our stay in the Keys, as our kids were having a blast during their break. Our original place of stay in Marathon wasn’t available for another night, but thankfully, Frank’s place was. Even with our 11 p.m. booking, Frank was incredibly accommodating. He welcomed us warmly and communicated everything clearly, making check-in a breeze. If we take another family trip to the Keys, Frank’s place will be my first choice—I only wish we had found it sooner! The views of the water were stunning, and watching the sunset from the porch was truly exhilarating. Highly recommend!
Superhost
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.
Guest favorite
An Olympic size pool is highlighted in the image, surrounded by palm trees and lounge chairs. The building in the background offers several balconies, and a well-maintained garden area is visible, enhancing the outdoor setting next to the beach.
Condo in Key West
4.77 out of 5 average rating, 297 reviews

Affordable Beachfront Luxury Condo Sleeps 6

LynnRating, 5 stars2 weeks ago
Everything was perfect for our stay at Airbnb, the pool felt amazing, the views were stunning, and the Uber drivers were incredibly fast. Even the locals agree that this is the best place to stay in Key West, and I couldn't agree more - I'll definitely be back. Our host, Traci, was absolutely top-notch!
Guest favorite
A charming two-story building with light pastel-colored siding and white railings is shown. The entrance features a circular window and a welcoming porch with comfortable seating. Lush greenery and a white picket fence frame the entrance, enhancing the inviting exterior.
Condo in Key West
4.89 out of 5 average rating, 161 reviews

A Perfect Getaway

LisaRating, 5 stars2 weeks ago
This condo was in the perfect place in Key West. Very walkable to all the great places we wanted to see. The condo was comfortable and set up well. The people in the complex were very friendly and we enjoyed “afternoon pool time” with everyone, meeting wonderful people from all over! Loni was very friendly and extremely responsive - although we didn’t need her for anything through the week. We’d definitely stay in this location again!
Guest favorite
A bright living area features a light-colored sofa and two patterned chairs, complemented by a wooden coffee table. Large glass doors open to a private balcony, showcasing outdoor seating and views of the surrounding greenery and buildings.
Condo in Key West
4.94 out of 5 average rating, 144 reviews

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

YinanRating, 5 stars1 week ago
We had a great stay at Chris’s place in Key West! The property was exactly what we needed for a relaxing getaway. Chris is an excellent communicator—his instructions were clear, detailed, and made everything super easy from check-in to check-out. We felt well taken care of and really appreciated the smooth experience. I’d definitely recommend this place to anyone planning a trip to Key West!
Superhost
A refreshing saltwater pool is framed by a spacious deck with blue lounge chairs. Lush palm trees are positioned nearby, and expansive ocean views are visible under a clear blue sky, creating a serene outdoor space for relaxation.
Condo in Marathon
4.78 out of 5 average rating, 9 reviews

P41 - Beach Front condo with 2 bedrooms, 2 bath, p

NancyRating, 5 stars12 months ago
We had a great stay. Beautiful location and we loved your decorations!

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