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Compare 3,350 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Oceanfront RV Lot with 40' Seawall
Pool
Oceanfront RV Lot with 40' Seawall
10.0 out of 10, Exceptional, (1)
"Location was PERFECT!! Just as described & we can’t wait to visit Venture Out again in summer 2024!!"
Oceanfront RV Lot with 40' Seawall
SPACIOUS RV IN THE KEYS
Aerial view
SPACIOUS RV IN THE KEYS
10.0 out of 10, Exceptional, (2)
"We started our trip by spending two nights in key west but also wanted to spend in a less populated are to experience the more nature oriented part of the keys. The RV was clean and convenient to the overseas highway and the National Key Deer Refuge. There were no problems with our stay."
The price is $1
$145 total
includes taxes & fees
May 26 - May 27
SPACIOUS RV IN THE KEYS
Bungalows at Sugarloaf Beach - The Hemingway
Pool
Bungalows at Sugarloaf Beach - The Hemingway
10.0 out of 10, Exceptional, (3)
"Great place to sit back and relax! Lots of peaceful places to hangout with the family. Awesome to walk out right onto the beach (aside from all the seaweed that floated in). Loved the clear kayak and paddle board! So much sea life. Lagoon pool was the best! Wish we had more days."
The price is $995
$1,742 total
includes taxes & fees
May 30 - May 31
Bungalows at Sugarloaf Beach - The Hemingway
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Bimini Breeze in Cudjoe Key
Pool
Bimini Breeze in Cudjoe Key
10.0 out of 10, Exceptional, (2)
"This was a super cute place in a very nice association. I had a lot of fun and felt very safe. It was also conveniently located by many great restaurants, groceries and seafood markets. I look forward to returning!!"
Bimini Breeze in Cudjoe Key
Little Palm Island Resort & Spa - A Noble House Resort
Exterior
Little Palm Island Resort & Spa - A Noble House Resort
4.5 star property
9.8 out of 10, Exceptional, (42)
"fabulous accommodation and staff...service is superb"
Little Palm Island Resort & Spa - A Noble House Resort
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (165)
"Relaxing and beautiful!"
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
ISLAND PARADISE
Fridge, microwave, oven, stovetop
ISLAND PARADISE
9.8 out of 10, Exceptional, (26)
"We wanted a place close to but not in Key West and this was perfect for us. The "resort" was gated so we felt safe. We LOVED the accommodation. Though you can see the water from the home, it was just a short walk to the edge of the bay to watch the sunrise. The home we stayed at was perfect for us. It was clean and updated. We loved sitting in the screened porch with our coffee. There was a nice breeze every day we were there. Our last day was spent relaxing at the pool. I would recommend this...
ISLAND PARADISE
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (180)
"very well stocked and clean, Will be back for sure"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Waterfront Venture Out Home
Outdoor pool, a heated pool
Waterfront Venture Out Home
9.6 out of 10, Exceptional, (9)
"What a wonderful place to stay in while visiting Florida Keys. Love the location and was very homey. Thank you"
Waterfront Venture Out Home
Tropical Island Getaway! - Venture Out #653
Pool
Tropical Island Getaway! - Venture Out #653
9.4 out of 10, Exceptional, (8)
"Outstanding but the shower floor needs a slip mat and the faucet is in need of repair. Other than that everything was fine"
Tropical Island Getaway! - Venture Out #653
Comfortable Waterfront Vacation Rental
Sun loungers, beach towels
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (136)
"Right price for location 35 minutes from Key West."
Comfortable Waterfront Vacation Rental
Bungalows at Sugarloaf Beach - The Lighthouse
Pool
Bungalows at Sugarloaf Beach - The Lighthouse
9.4 out of 10, Exceptional, (6)
"Stop thinking about it and BOOK this stay!! Absolutely the best place I stayed out all round, the bungalow was adorable, clean and stocked. The communication was quick and friendly. The little resort was perfect, beautiful and breathtaking! My boyfriend and I stayed for a 3 day romantic getaway and I am already excited to go back again and rent a bigger unit to take the kids. Not one bad thing everything was perfect! I'll say it again stop looking and comparing and just BOOK IT!!"
Bungalows at Sugarloaf Beach - The Lighthouse
Cozy, Perfect Conch Cottage!
Pool
Cozy, Perfect Conch Cottage!
9.2 out of 10, Wonderful, (29)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
SEA SHELL COTTAGE UNIT #2
Beach
SEA SHELL COTTAGE UNIT #2
9.2 out of 10, Wonderful, (7)
"Nice, quiet, relaxing, reasonably priced with a lovely pool outside our door!"
SEA SHELL COTTAGE UNIT #2
Cheerful Tiny House on 30 min from Key
Property grounds
Cheerful Tiny House on 30 min from Key
9.2 out of 10, Wonderful, (16)
"My son and I were coming down to the Keyes for a short vacation, he has just lost his mother and my wife, so I was looking for a place that was accessible, affordable, well maintained, this was the place. Don’t be alarmed at driving into a park, everything was functional and awesome. The hosts were also awesome."
The price is $167
$338 total
includes taxes & fees
May 6 - May 7
Cheerful Tiny House on 30 min from Key
Blue Lobster Lodge - Venture Out #543
Fridge, microwave, dishwasher, coffee/tea maker
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"We had a great stay in this delightful community. Our cottage was clean and very well equipped. We had one problem was immediately addressed and fixed. I highly recommend this property for your vacation!"
Blue Lobster Lodge - Venture Out #543
Parmer's Resort
View from property
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1001)
"This is a nice little group of older buildings right on Little Torch Key. Not too fancy but you have a pool, some little piers and even a boat launch. This is not ocean it's water between keys so no surf and mostly coral but a little sand on their beach for getting feet wet. Staff is friendly, they have laundry and a nice little continental breakfast with fresh fruit. Great location for seeing other keys (26 mi to key west) If you really want a beach just 5 miles to one at a state partk and nice...
The price is $147
$199 total
includes taxes & fees
May 16 - May 17
Parmer's Resort
Sunshine Key RV Resort & Marina
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (123)
"If you like fishing, boating, and swimming, this is the place for you. The property is very safe and quiet. The staff was very friendly and accommodating. Would highly recommend staying here when staying in the Florida Keys. "
Sunshine Key RV Resort & Marina
3 night minimum! Spectacular Ocean Views!
A heated pool
3 night minimum! Spectacular Ocean Views!
8.8 out of 10, Excellent, (13)
"Unit was slightly smaller than what we were expecting by the pictures. Very clean, except for the floor in main area. Walking around left the soles of your feet very dirty. Used mop that was provided and it cleaned up nicely. When roll-out bed was out, there was no room to maneuver in the room. Everything worked as expected. Neighborhood was quiet and nice. Manager was responsive and very helpful. A lot of amenities were provided and appreciated."
3 night minimum! Spectacular Ocean Views!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (34)
"This property is super cute. Convenient for being close to Key West without the price of Key West. We VERY much enjoyed our 3 night stay. Our property (#15) had a little grill outside so we were able to cookout one night of our stay. Make sure you stop at Publix or Winn Dixie before getting there it is a litle trek to get to grocery store. I would also suggest bringing a few extra bath towels, our cottage only had 3 and 4 adults. Most things you would need, pots, pans, silverware, cups, coffee...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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See all available properties in Sugarloaf Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More cheap stays in Sugarloaf Key

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd, Key West, FL
The price is $262 per night from Jun 2 to Jun 3
$262
$319 total
includes taxes & fees
Jun 2 - Jun 3
7.8/10 Good! (1,598 reviews)

Stay near popular Sugarloaf Key attractions

Image for Key West Golf Club

Key West Golf Club

4/5(52 reviews)

Play a round of golf in Key West at Key West Golf Club, and enjoy other activities such as boating. Amble around the area's seaside or seek out the biking trails.

See properties
Key West Golf Club

Sugarloaf Key Travel Info

Number of reviews
5,343
Accommodation
3,350 hotels
Highest price
$995
Lowest price
$1
Reasons to visit
Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound
Hotels with bars
4
Hotels with family-friendly amenities
2

Frequently asked questions

What's the best place for a stay in Sugarloaf Key?

Based on our traveler data, Sugar Loaf Lodge is one of the top choices for your stay. This hotel offers a marina and a restaurant. Other good options for your stay in the area are Havana Cabana at Key West and Oceans Edge Key West Resort, Hotel & Marina. See all available top hotels, or vacation rentals in Sugarloaf Key.

One of the city's most popular neighborhoods is Sugarloaf Shores.

What are some of the best vacation home rentals in Sugarloaf Key?

Poinciana House in Key West: This vacation home rental outside Sugarloaf Key is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Sugarloaf Key.

If I need to cancel my hotel reservation in Sugarloaf Key, will I receive a refund?

Yes, most hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Sugarloaf Key.

Where can I learn more about changing or cancelling my trip to Sugarloaf Key?

To find more details about picking new dates or cancelling your trip to Sugarloaf Key, go to https://www.expedia.com/service/.

What's the best accommodation for a budget-friendly stay in Sugarloaf Key?

Based on reviews, Sugar Loaf Lodge is a popular 2.5-star hotel for our travelers looking for an economical choice, and features free WiFi and free parking.

What's the best hotel for families in Sugarloaf Key?

Sugar Loaf Lodge is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Attractions in the area like Key West Shipwreck Museum and Mel Fisher Maritime Museum are also fun for kids of all ages.

Where is the best hotel to stay with easy access to Upper Sugarloaf Key?

One of the top choices for your stay is Sugarloaf quiet place, located a short 0.5 mi (0.8 km) from Upper Sugarloaf Key, and this property offers in-room kitchens. Sugar Loaf Lodge, located 2.6 mi (4.1 km) away, is another good option for your stay.

What's the best place for a beach vacation in Sugarloaf Key?

Sugar Loaf Lodge is a top hotel with an outdoor pool and a restaurant, and it's located close to Sugarloaf Beach.

Where is the best neigborhood in Sugarloaf Key for sightseeing?

Sugarloaf Shores is a favorite part of the city for sightseeing and you'll find Upper Sugarloaf Sound and Lower Sugarloaf Sound in the neighborhood.

What are some accommodations with pools in Sugarloaf Key?

Sugar Loaf Lodge: Features 2 outdoor tennis courts, an outdoor pool, and free self parking. Havana Cabana at Key West and Oceans Edge Key West Resort, Hotel & Marina are a couple of other choices with an onsite pool. View all hotels with pools in Sugarloaf Key.

What is the best hotel near Miami International Airport (MIA)?

Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.

What's it like to stay in Sugarloaf Key?

Budget-minded travelers will find good deals in Sugarloaf Key, and many visitors are sure to appreciate the bars. A top sight in the area is Duval Street. In Sugarloaf Key, there are 57 hotels and other accommodations to choose from. Find out more about Sugarloaf Key.

Recent reviews of Sugarloaf Key hotels
Expedia verified reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

5/5 Excellent
"Nice"
A verified traveler stayed at Margaritaville Beach House Key West
Posted 2 days ago
Margaritaville Beach House Key West