Find hotels near Upper Sugarloaf Sound, Summerland Key from CA $108
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Sep 3 - Sep 4Tomorrow
Sep 4 - Sep 5This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13 Our top choices for Upper Sugarloaf Sound hotels
1. Sugar Loaf Lodge
Sugar Loaf Lodge2.2 km from Upper Sugarloaf Sound
Marjorie
CA $140
CA $158 total
includes taxes & fees
Sep 8 - Sep 9
2. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina20.5 km from Upper Sugarloaf Sound
Lisa
CA $125
CA $335 total
includes taxes & fees
Sep 7 - Sep 8
3. Looe Key Reef Resort
Looe Key Reef Resort14 km from Upper Sugarloaf Sound
Sarah
CA $96
CA $108 total
includes taxes & fees
Sep 27 - Sep 28
4. Parmer's Resort
Parmer's Resort16 km from Upper Sugarloaf Sound
Matthew
CA $234
CA $309 total
includes taxes & fees
Sep 7 - Sep 8
5. Hilton Key West Resort & Marina
Hilton Key West Resort & Marina20.9 km from Upper Sugarloaf Sound
Linda
CA $158
CA $260 total
includes taxes & fees
Sep 16 - Sep 17
6. The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West21.8 km from Upper Sugarloaf Sound
Boyan
CA $195
CA $305 total
includes taxes & fees
Sep 21 - Sep 22
7. Grand Marina Suite by Brightwild Waterfront
Grand Marina Suite by Brightwild Waterfront20.5 km from Upper Sugarloaf Sound
Pawel
CA $416
CA $805 total
includes taxes & fees
Sep 13 - Sep 14
8. Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool4.7 km from Upper Sugarloaf Sound
Preetam
CA $716
CA $1,351 total
includes taxes & fees
Sep 9 - Sep 10
9. Evershore House Pool Parking Dock
Evershore House Pool Parking Dock20.4 km from Upper Sugarloaf Sound
CA $1,028
CA $2,167 total
includes taxes & fees
Sep 7 - Sep 8
10. Brand New Catchlight House With Private Pool
Brand New Catchlight House With Private Pool20.6 km from Upper Sugarloaf Sound
CA $1,285
CA $2,824 total
includes taxes & fees
Sep 7 - Sep 8
11. Aquaria House by Brightwild Pool Boat Dock
Aquaria House by Brightwild Pool Boat Dock20.4 km from Upper Sugarloaf Sound
CA $1,082
CA $2,228 total
includes taxes & fees
Sep 13 - Sep 14
12. The Fairhaven House at Solaire Lunara Bay
The Fairhaven House at Solaire Lunara Bay20.2 km from Upper Sugarloaf Sound
CA $2,058
CA $3,785 total
includes taxes & fees
Sep 9 - Sep 10
13. Spindrift House by Brightwild Huge Pool Dock
Spindrift House by Brightwild Huge Pool Dock20.5 km from Upper Sugarloaf Sound
CA $1,082
CA $2,228 total
includes taxes & fees
Sep 7 - Sep 8
14. Parking Pool Dock - Shellstone House
Parking Pool Dock - Shellstone House20.2 km from Upper Sugarloaf Sound
CA $2,123
CA $3,858 total
includes taxes & fees
Sep 9 - Sep 10
15. New Waterfront Home - Sunray House
New Waterfront Home - Sunray House20.4 km from Upper Sugarloaf Sound
CA $2,058
CA $3,785 total
includes taxes & fees
Sep 9 - Sep 10
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 | |||||
 Old Wooden Bridge Resort and Marina | 8.6 Excellent 367 reviews | View | |||||
 Looe Key Reef Resort | 7.6 Good 1,002 reviews | View | |||||
 Parmer's Resort | 9.0 Wonderful 1,008 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
"Me gustaría más opciones como un regular desayuno"
Oceanside, pet friendly, smart home with plenty of paddle equipment
10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
Florida Keys Beach Getaway
10/10 Excellent
"Man, this place was awesome. If it wasnt for the sea weed, we would never want or have a need to leave. Seaweed was thinning out towards the end of our trip, but man, this place was worth it. Tom, your a gem bud."
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool
10/10 Excellent
"Great house in Cudjoe GardensWould definitely come back"
Lock in summer months. For up to date availability 510-381-5000
10/10 Excellent
"Excellent property. Exceeded all expectations. Pool and outdoor areas are awesome. Communication with host was easy and efficient. Highly recommend to stay at this property."
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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