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Check prices for these dates

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Upper Sugarloaf Key hotels

A wooden deck with a railing, wicker chairs, and a view of greenery.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.
A spacious living area with a large flat-screen TV, a sofa, and a dining area with bar stools.
A two-story house with a balcony and a staircase leading to the upper level.

1. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
0.8 mi from Upper Sugarloaf Key
United States
max
£465
includes taxes & fees
5 Oct - 6 Oct
Starlight Serenity - Hideaway w Stunning Views
A waterfront building with a flat roof, large windows, and a balcony.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A swimming pool with a surrounding deck, palm trees, and lounge chairs.

2. Sugar Loaf Lodge

Sugar Loaf Lodge
2.6 mi from Upper Sugarloaf Key
United States
Richard
£101
includes taxes & fees
13 Oct - 14 Oct
Sugar Loaf Lodge
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
A sunset view with a thatched structure and a palm tree by a calm body of water.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

3. Parmer's Resort

Parmer's Resort
8.8 mi from Upper Sugarloaf Key
United States
Mireya
£133
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

4. Looe Key Reef Resort

Looe Key Reef Resort
7.6 mi from Upper Sugarloaf Key
United States
Stephen
£86
includes taxes & fees
5 Oct - 6 Oct
Looe Key Reef Resort
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A row of houseboats docked at a marina with clear reflections in the water.

5. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
11.5 mi from Upper Sugarloaf Key
United States
Daisybel
£270
includes taxes & fees
3 Oct - 4 Oct
Old Wooden Bridge Resort and Marina
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Compare popular hotels close to Upper Sugarloaf Key

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A wooden deck with a railing, wicker chairs, and a view of greenery.
Starlight Serenity - Hideaway w Stunning Views
10.0
Exceptional
1 review
View
A waterfront building with a flat roof, large windows, and a balcony.
Sugar Loaf Lodge
8.2
Very good
1,000 reviews
View
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
Parmer's Resort
9.0
Wonderful
1,000 reviews
View
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
Looe Key Reef Resort
7.8
Good
1,001 reviews
View
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
Old Wooden Bridge Resort and Marina
8.6
Excellent
373 reviews
View

Top Upper Sugarloaf Key Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 7 days ago
Sugar Loaf Lodge
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Nice for a chill weekend in the lower keys and for people with family accompanying them"
Janey 3-night trip
Posted 9 days ago
Sugarloaf Key RV Resort & Cottages
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access

Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access

8/10 Good
"We really Enjoyed our stay. Can’t wait for the next trip back!"
Lisa D. 29-night trip
Posted 2 weeks ago
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"Great host ! Few snags but it all worked out great."
Nick N. 3-night trip
Posted 3 weeks ago
Private Secluded Ocean View & Pool Near Key West
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot

Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot

10/10 Excellent
"Hard to beat the view."
Kevin K. 28-night trip
Posted 1 month ago
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

10/10 Excellent
"The property was very comfortable on the inside of the house. Access to the water was great. Boat docking situation was great. Kitchen very well equipped… a fish cleaning table would have been nice. Landscape maintenance needed help."
Carol A. 28-night trip
Posted 2 months ago
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
Private Pool Oasis — 3 King Suites | 30 Min to Key West

Private Pool Oasis — 3 King Suites | 30 Min to Key West

10/10 Excellent
"Very clean and a great area! Thank you!!!"
Daniel P. 5-night trip
Posted 2 months ago
Private Pool Oasis — 3 King Suites | 30 Min to Key West
Oceanside, pet friendly, smart home with plenty of paddle equipment

Oceanside, pet friendly, smart home with plenty of paddle equipment

10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
jenny t. 31-night trip
Posted 2 months ago
Oceanside, pet friendly, smart home with plenty of paddle equipment
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

10/10 Excellent
"Great house in Cudjoe GardensWould definitely come back"
Bill M. 32-night trip
Posted 3 months ago
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

Other attractions near Upper Sugarloaf Key

A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
See properties
A motorcycle parked on a beach with palm trees and a clear sky.
Photo by Paul Devall

Sugarloaf Beach

8.4/10 (38 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
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Upper Sugarloaf Sound

9.2/10 (17 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
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Venture Key

Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
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Crab Key

Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
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Frequently asked questions

What's the area like around Upper Sugarloaf Key?
Upper Sugarloaf Key is located in Summerland Key. Travellers like this budget-friendly area for its bars. If you're looking for a convenient place to stay, take a look at the 19 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near Upper Sugarloaf Key?
Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay based on our traveller data, and this hotel offers a marina and a private beach. It's located just a short 0.6 mi (0.9 km) from Upper Sugarloaf Key. Other good choices within a short distance include Sugarloaf Key RV Resort & Cottages and Starlight Serenity - Hideaway w Stunning Views.
How many hotels are there near Upper Sugarloaf Key?
Expedia has 19 hotels and other accommodation options within a mile from Upper Sugarloaf Key.
If I need to cancel the hotel reservation for my stay near Upper Sugarloaf Key, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review the best deals available near Upper Sugarloaf Key.
What can I see and do near Upper Sugarloaf Key?
Lounge by the water at Florida Keys Beaches and Sugarloaf Beach. Spend some time exploring the great outdoors at Upper Sugarloaf Sound, Venture Out Keys and Venture Key. Lower Sugarloaf Sound and Out Key are some sights worth a visit in the area.