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Vacation rentals with beach access in Sugarloaf Key

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Popular amenities for Sugarloaf Key beach access rentals

Apartment rentals with beach access

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 starstoday
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
Apartment in Tavernier
4.82 out of 5 average rating, 17 reviews

Sublime Oceanfront Condo at Ocean Pointe

PeterRating, 5 stars2 weeks ago
Great stay with a very nice view of the sea! Host sent proactive instructions and the place was everything we wanted. Dennys Cuban Cafe was an excellent place to grab any meal of the day.
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, 107 reviews

Beachside Unit 22 - Private Beach on Atlantic

AlexisRating, 5 stars1 week ago
Key Colony Beach is truly the gem of the Florida Keys. Staying at Cindy's apartment in the Continental was the perfect fit for my husband and I. The private beach was clean, easy to access, and just steps from the accommodation. The overall vibe here was quiet and peaceful, and the apartment had all the amenities we needed for a 5-day stay. Cindy's space is very clean and well-appointed. This location is perfect for morning walks around the immaculate and safe neighborhood, or short jaunts to Key Colony Inn or Havana Jack's for dinner/drinks. Honestly now, you're already here! What's your hurry? :)
Top guest favorite
Apartment in Tavernier
4.97 out of 5 average rating, 86 reviews

Turtles Nest 2 Ocean Point condo

MaryRating, 5 stars2 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.
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, 788 reviews

Duval Balcony Spanky's Retreat

NatalieRating, 5 stars2 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, 310 reviews

Honeymoon Hideaway, King bed, Private Deck & Spa!

LynseyRating, 5 stars1 week ago
The location was perfect to for all the fun stuff on Duval and peaceful enough to not even know it was right there. The hot tub was just what we needed on our getaway!
Superhost
A light-filled living area showcases large glass doors that open to a scenic ocean view. Comfortable seating is arranged around a round dining table, highlighted by a surfboard resting nearby. The decor reflects a casual coastal style, enhancing the relaxing atmosphere.
Apartment in Key Largo
4.79 out of 5 average rating, 144 reviews

Escape to the Seaside!

DawnRating, 5 stars2 months ago
1st time in the keys and we stayed at Ana's lovely place for 4 days and 3 nights. It was the perfect jump off place to explore the keys. When we originally pulled up I was a little nervous as the exterior of the building is a little older and I was concerned maybe I booked something that was not as advertised, but the inside was absolutely gorgeous, better than the pictures and had everything we needed for a comfortable stay. The private beach and pier made for spectacular sunrises and sunsets, the only item to note was that the unit is upstairs and you need to hand carry your luggage to the top floor, so something to be aware of.
Superhost
A sandy beach area is shown with a thatched-roof hut and colorful seating options. Rocks extend into calm waters, where several pelicans can be seen resting in the distance. Gray clouds hover above, creating a serene coastal atmosphere.
Apartment in Key Largo
4.79 out of 5 average rating, 39 reviews

Best Place to see the sunset

CrystalRating, 5 stars12 months ago
Spacious and comfortable condo for a family of four! We enjoyed the pools, swimming lagoon, pickleball courts, and the sitting areas on the ocean. The kitchen is well-appointed and the attached private laundry room was a bonus. The beds in both rooms were very comfortable. We regularly did the 5-minute drive to Pennekamp State Park for the sandy beach, rental kayaks and paddle boards through the mangroves, and snorkeling trips to the reefs and shipwrecks. We also enjoyed the local fish markets in the marina just a short walk from the unit. We will stay here again.

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, 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
Two charming stilted homes are visible from the water, featuring covered balconies and colorful accents. A small wooden Tiki hut offers shade near the water's edge, where a boat is docked alongside floating docks. Lush greenery surrounds the area, enhancing the coastal ambiance.
Home in Cudjoe Key
4.91 out of 5 average rating, 110 reviews

Sunrise Beach Escape

KimberlyRating, 5 stars1 month ago
The place was really nice. One thing that I didn't like was that the beach really wasn't a beach and to get to the water there was just a little walkway and trying to get the kayak down to the water it was a little hard. The pool needs more lights, so it is easier to see. Also, we had a really hard time with the TV's getting them to work. The king size bed was really comfortable. There were lots to see and do and the place really wasn't too far from Key West so not a bad drive.
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 stars6 days 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
Home in Marathon
4.9 out of 5 average rating, 72 reviews

Dream Vacation KCB Marathon with private pool !

LisaRating, 5 stars3 weeks 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, 25 reviews

Easy Ocean Access 30' Dock House Pool Cabana Club

DeborahRating, 5 stars6 days ago
We had an amazing week stay at this property. It was spotless with too of the line amenities. The street is very quiet with little to no traffic located at a dead end canal street. Bonus that we were able to dock our boat and it was pet friendly. The kitchen was fully stocked and we were very comfortable. We would definitely stay here again! This place is beautiful and exactly what we wanted for our week’s stay in Marathon.

Condo rentals with beach access

Guest favorite
Condo in Tavernier
4.85 out of 5 average rating, 27 reviews

Sea Side Whimsy Ocean Pointe -06

BrockRating, 5 stars1 week ago
Great view, easy check in, comfortable stay
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.
Superhost
Condo in Tavernier
4.87 out of 5 average rating, 149 reviews

Reel Large END Unit in Ocean Point Suites

Suzi Rating, 5 stars2 weeks ago
The condo was well equipped and in a quiet spot. We loved the beach and didn’t have problems finding chairs. It’s not a huge beach so it wasn’t noisy or crowded. The pool is also very nice! There are beach towels, rafts and sand toys in the unit which was great. There is an area under the building with ping pong, a mini pool table and other games too. We have older kids but would’ve loved to have found this place when they were little. It’s perfect for young families with the pool and small beach. We definitely had a chance to unwind during our stay. Desy was super responsive to my questions and messages.
Superhost
A wooden boardwalk extends over the water to a thatched-roof gazebo, offering a shaded space for relaxation. The surrounding mangroves and distant resort buildings are visible against a clear blue sky, creating a serene coastal atmosphere.
Condo in Tavernier
4.89 out of 5 average rating, 159 reviews

2BR - Key Largo Sunshine Getaway

LeslieRating, 5 stars1 week ago
Great place for a family. The pool and beach were ideal for kids and the little tiki bar was great for us. The surroundings were lush. We would stay here again.
Guest favorite
A serene dock extends into the calm water, surrounded by lush greenery. The wooden planks, bathed in sunlight, lead to a small bay. A white bird stands perched at the edge, adding a touch of wildlife to the tranquil scene.
Condo in Tavernier
4.92 out of 5 average rating, 141 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

BrianRating, 5 stars1 week ago
The unit is just like the photos and was very comfortable! John was helpful and helped make for an enjoyable stay! Would happily stay here again
Top guest favorite
A modern waterfront building is situated near a calm marina, surrounded by palm trees. The structure features multiple large windows and a bright blue roof. A concrete ramp leads down to the water, where boats are docked, creating a serene atmosphere.
Condo in Tavernier
4.98 out of 5 average rating, 194 reviews

Ocean Views at Ocean Pointe

HopeRating, 5 stars3 weeks ago
Michelle was great! Very responsive and understanding when we had to make a last minute trip change. Unit was clean, bright and had a nice view. It’s a nice location between Key Largo and Islamorada making it convenient to explore both. We didn’t use any of the resort’s amenities, but there was an influx of seaweed at the small beach. Just one downside of this time of years in the Keys. But the pool looked great!
Top guest favorite
Condo in Tavernier
5 out of 5 average rating, 45 reviews

Tequila Sunrise

LoriRating, 5 stars1 week ago
We had a wonderful stay at Kathryn's condo. The space was nicely furnished, the bed was comfy and the view was to die for. We sat out on the balcony and enjoyed an unobstructed view of the water over the preserve. It was perfect for coffee in the morning and a cocktail in the evening. We enjoyed this peaceful time very much. The condo is directly across from the tennis courts and the pool. The pool is spacious and there were plenty of lounge chairs for everyone. It is a nice place to unwind after exploring during the day. We liked the location of the condo. It was right next to Islamorada, which offers lots of nice restaurants with water views. It is a few hours from Key West as well. This was our first visit to the Keys and we will definitely be back! From the time of booking, Kathryn was super responsive and gave us lots of good ideas for places to visit and things to do. She even offered to send me items that were left behind. We are more than pleased with our experience!
Guest favorite
Condo in Key Largo
4.96 out of 5 average rating, 124 reviews

Kawama Suntastic @ Key Largo

VincenzoRating, 5 stars3 months ago
Went to Cynthia's place 1/18-1/21. It was better than the pictures. The Kawama community, the lagoon and Key Largo are beautiful. First time visiting Key Largo and there's much to do.,,fishing, snorkeling, biking, and visit John Pennekamp Coral Reef State Park. I went with my three sons for a long weekend for fishing and went to Key West. The lagoon is few feet from the patio to enjoy a swim. My boys loved it. Cindy kept in touch with me to see if everything was good. I had a great time and her place is is neat, clean and meticulously maintained. Go and enjoy!

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