Find hotels near Upper Sugarloaf Sound, Summerland Key from CA $110
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Sep 25 - Sep 27 Our top choices for Upper Sugarloaf Sound hotels
1. Sugar Loaf Lodge
Sugar Loaf Lodge2.2 km from Upper Sugarloaf Sound
Kevin
CA $166
CA $187 total
includes taxes & fees
Sep 23 - Sep 24
2. Parmer's Resort
Parmer's Resort16 km from Upper Sugarloaf Sound
Mireya
CA $201
CA $272 total
includes taxes & fees
Oct 4 - Oct 5
3. Looe Key Reef Resort
Looe Key Reef Resort14 km from Upper Sugarloaf Sound
Sarah
CA $97
CA $110 total
includes taxes & fees
Oct 1 - Oct 2
4. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina20.5 km from Upper Sugarloaf Sound
abhimanyu
CA $126
CA $338 total
includes taxes & fees
Sep 28 - Sep 29
5. Hilton Key West Resort & Marina
Hilton Key West Resort & Marina20.9 km from Upper Sugarloaf Sound
Molly
CA $149
CA $251 total
includes taxes & fees
Sep 28 - Sep 29
6. The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West21.8 km from Upper Sugarloaf Sound
Jade
CA $159
CA $265 total
includes taxes & fees
Sep 20 - Sep 21
7. Grand Marina Suite by Brightwild Waterfront
Grand Marina Suite by Brightwild Waterfront20.5 km from Upper Sugarloaf Sound
Pawel
CA $425
CA $818 total
includes taxes & fees
Sep 22 - Sep 23
8. New Waterfront Home - Dreamside House
New Waterfront Home - Dreamside House20.3 km from Upper Sugarloaf Sound
CA $2,058
CA $3,800 total
includes taxes & fees
Sep 22 - Sep 23
9. Mirador House by Brightwild Pool Dock
Mirador House by Brightwild Pool Dock20.5 km from Upper Sugarloaf Sound
CA $1,094
CA $2,502 total
includes taxes & fees
Sep 21 - Sep 22
10. New Windrose House by Brightwild Pool
New Windrose House by Brightwild Pool20.6 km from Upper Sugarloaf Sound
CA $1,371
CA $2,935 total
includes taxes & fees
Sep 22 - Sep 23
Compare popular hotels close to Upper Sugarloaf Sound
Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
 Sugar Loaf Lodge | 8.2 Very good 1,000 reviews | View | |||||
 Parmer's Resort | 9.0 Wonderful 1,000 reviews | View | |||||
 Looe Key Reef Resort | 7.6 Good 1,000 reviews | View | |||||
 Old Wooden Bridge Resort and Marina | 8.6 Excellent 371 reviews | View | |||||
 Hilton Key West Resort & Marina | 9.0 Wonderful 1,820 reviews | View |
Top Upper Sugarloaf Sound Hotel Reviews
Sugar Loaf Lodge
10/10 Excellent
"I didn't stay in much, mostly sleeping at night and spending the rest of my time in Key West. That said, this place is a great way to mix in quiet stays away while being well situated to head into Key West (approximately 15 minutes away sans traffic). I'd stay here again without hesitation and you should really consider booking here!"
Sugarloaf Key RV Resort & Cottages
10/10 Excellent
"Make sure to meet Lena and get the right place and deal from her"
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."
Oceanside, pet friendly, smart home with plenty of paddle equipment
10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool
10/10 Excellent
"Great house in Cudjoe GardensWould definitely come back"
Starlight Serenity - Hideaway w Stunning Views
10/10 Excellent
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
Starlight Serenity - Hideaway with Stunning Views
10/10 Excellent
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
10/10 Excellent
"This was a lovely home and there was great communication with the host."
Sublimely private luxury home with enveloping oceanfront views near Key West
10/10 Excellent
"We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay."
Other attractions near Upper Sugarloaf Sound
Florida Keys Beaches
8.4/10 (858 reviews)
Nothing says vacation like spending a carefree day at Florida Keys Beaches, a popular beach in Long Beach Estates.
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?
Upper Sugarloaf Key
8.6/10 (54 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Squirrel Key
Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
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