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Our top choices for Upper Sugarloaf Key hotels
1. Sugar Loaf Lodge
Sugar Loaf Lodge2.5 star property
4.1 km from Upper Sugarloaf Key
8.2 out of 10, Very good, (1,001 reviews)
8.2/10
Very good
(1,001 reviews)
"Very cute place, like at home, the lady on the desk is very sweet and helpful. Good price and close to Kea West."
"Very cute place, like at home, the lady on the desk is very sweet and helpful. Good price and close to Kea West."
Mariia
The price is CA $140
CA $140
CA $157 total
includes taxes & fees
Nov 30 - Dec 1
2. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina2.5 star property
18.6 km from Upper Sugarloaf Key
8.6 out of 10, Excellent, (380 reviews)
8.6/10
Excellent
(380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
"Great view , clean room and excellent staff ( Mr. shaggy )"Jordan
The price is CA $99
CA $99
CA $310 total
includes taxes & fees
Dec 4 - Dec 5
3. Parmer's Resort
Parmer's Resort2.5 star property
14.1 km from Upper Sugarloaf Key
9.0 out of 10, Wonderful, (1,001 reviews)
9.0/10
Wonderful
(1,001 reviews)
"Super cute place and nice people! Would definitely stay again."
"Super cute place and nice people! Would definitely stay again."Natalie
The price is CA $215
CA $215
CA $288 total
includes taxes & fees
Dec 1 - Dec 2
4. Looe Key Reef Resort
Looe Key Reef Resort2.5 star property
12.2 km from Upper Sugarloaf Key
7.8 out of 10, Good, (1,001 reviews)
7.8/10
Good
(1,001 reviews)
"Everything was amazing staff was very accommodating would definitely recommend"
"Everything was amazing staff was very accommodating would definitely recommend"Stephen
The price is CA $228
CA $228
CA $256 total
includes taxes & fees
Nov 10 - Nov 11
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.
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.
Other attractions near Upper Sugarloaf Key
Top Upper Sugarloaf Key Hotel Reviews
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key WestStock Island
10/10 Excellent
Lovely boutique hotel located in a marina.
Very romantic spot. Really nice pool area and a good gym. Staff is very friendly.
Restaurants were quite good as well
The only reason I am not giving 5 stars is because there was a really funky smell in the rooms and halls that really bothered us. Not sure what it was.
Also the beds were not comfortable and seemed “worn out”. They need to be replaced/upgraded.
Lovely boutique hotel located in a marina.
Very romantic spot. Really nice pool area and a good gym. Staff is very friendly.
Restaurants were quite good as well
The only reason I am not giving 5 stars is because there was a really funky smell in the rooms and halls that really bothered us. Not sure what it was.
Also the beds were not comfortable and seemed “worn out”. They need to be replaced/upgraded.
Trisha
Parmer's Resort
Parmer's ResortSummerland Key
10/10 Excellent
Excellent place for a family getaway.
Excellent place for a family getaway.
Dean
Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
10/10 Excellent
good property.
good property.
Trive
Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
10/10 Excellent
We really enjoyed our stay at Looe Key Reef Resort. Management were very friendly and accommodating, and check‑in was easy. Our room was spotlessly clean, and the handicapped-accessible layout made it very comfortable and practical, with plenty of space to move around. This is not a modern or high‑end luxury hotel, so if you’re expecting brand‑new finishes, this isn’t that, but it is an honest, older Keys-style property that’s extremely clean and well kept.
We also loved having the Looe Key Tiki...
We really enjoyed our stay at Looe Key Reef Resort. Management were very friendly and accommodating, and check‑in was easy. Our room was spotlessly clean, and the handicapped-accessible layout made it very comfortable and practical, with plenty of space to move around. This is not a modern or high‑end luxury hotel, so if you’re expecting brand‑new finishes, this isn’t that, but it is an honest, older Keys-style property that’s extremely clean and well kept.
We also loved having the Looe Key Tiki...
Scott
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key WestKey West
10/10 Excellent
The property was beautiful! Pool and amenities were as posted. The beach was really really small and not really swimmable and really rocky. Otherwise the unit was amazing.
The property was beautiful! Pool and amenities were as posted. The beach was really really small and not really swimmable and really rocky. Otherwise the unit was amazing.
Cheze
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
10/10 Excellent
Me and my family stayed at this property for couple of days and totally enjoyed it. The apartment had everything including on suite laundry and the best part was the balcony. I highly recommend this property for the vacation. Thanks
Me and my family stayed at this property for couple of days and totally enjoyed it. The apartment had everything including on suite laundry and the best part was the balcony. I highly recommend this property for the vacation. Thanks
Rifat
Douglas House - Adults Only
Douglas House - Adults OnlyOld Town Key West
10/10 Excellent
Absolutely recommend this property. Close to everything, super clean and amenities showed a lot of thought. The pool was lovely.
Maria who checked us in took all the time to show us around, give us the low down on the area etc.
Absolutely recommend this property. Close to everything, super clean and amenities showed a lot of thought. The pool was lovely.
Maria who checked us in took all the time to show us around, give us the low down on the area etc.
Heather
The Laureate Key West
The Laureate Key WestNew Town
10/10 Excellent
The staff are top notch! Especially the reception staff who all go above and beyond to make sure you stay is absolutley perfect from the moment you enter the lobby! We were even able to get into our King Suite early!
The staff are top notch! Especially the reception staff who all go above and beyond to make sure you stay is absolutley perfect from the moment you enter the lobby! We were even able to get into our King Suite early!
George
H2O Suites - Adults Only
H2O Suites - Adults OnlyOld Town Key West
10/10 Excellent
We absolutely LOVED this hotel, its perfect in every way, the rooms, the facilities, the rooftop pool, the gym, the private balcony, the little extras....just perfect, we wished we were staying longer
We absolutely LOVED this hotel, its perfect in every way, the rooms, the facilities, the rooftop pool, the gym, the private balcony, the little extras....just perfect, we wished we were staying longer
Gillis
Artist House Key West
Artist House Key WestKey West Historic District
10/10 Excellent
I have been coming to Key West for over 30 years. This place has topped my list. It is so quiet, inviting and friendly. From the momemt you enter and are greeted by Carlos, you feel comfortable. The rooms are so amazing with antique decor. Loved the HH with others staying.
I have been coming to Key West for over 30 years. This place has topped my list. It is so quiet, inviting and friendly. From the momemt you enter and are greeted by Carlos, you feel comfortable. The rooms are so amazing with antique decor. Loved the HH with others staying.
Lori A
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyOld Town Key West
10/10 Excellent
Had a great time! Very nice place to stay!
Had a great time! Very nice place to stay!
Gordon Christopher
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesKey West Historic District
10/10 Excellent
Deceptively small out front leading you a GORGEOUS back courtyard. Four heated pools! The layout of rooms/gardens allowed for intimacy. Very "old Florida" & beautifully so.
Staff were wonderful & very attentive. Close enough to the action on Duvall, but not too close.
Gighly recommend!
Deceptively small out front leading you a GORGEOUS back courtyard. Four heated pools! The layout of rooms/gardens allowed for intimacy. Very "old Florida" & beautifully so.
Staff were wonderful & very attentive. Close enough to the action on Duvall, but not too close.
Gighly recommend!
David
Hampton Inn Key West FL
Hampton Inn Key West FLKey West
10/10 Excellent
Very noisy air conditioning in the room . Noisy airplane noise from air port close by . Poor breakfast quality and choice for the price we paid .
Very noisy air conditioning in the room . Noisy airplane noise from air port close by . Poor breakfast quality and choice for the price we paid .
Diana
Frequently Asked Questions
What's the area like around Upper Sugarloaf Key?
Upper Sugarloaf Key is located in Summerland Key. Travelers like this budget-friendly area for its bars. If you're looking for a convenient place to stay, check out the 19 hotels and other accommodations 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 traveler 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 should I expect to find near Upper Sugarloaf Key?
Expedia has 19 hotels and other accommodations 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! Most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Add dates, click "Search", then use the filter option "fully refundable" to view the best deals near Upper Sugarloaf Key.
Where can I learn more about changing or cancelling my trip in the area near Upper Sugarloaf Key?
For additional details about updating your stay near Upper Sugarloaf Key or cancelling it, click here.
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.