Holiday Homes in Sugarloaf Key
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Our top choices for Sugarloaf Key holiday homes
The Hemingway - Beach Houses Key West
The Hemingway - Beach Houses Key WestUpper Sugarloaf Key
9.6 out of 10, Exceptional, (8)
"Perfect location way off the path if you like seclusion."
Jonathan L.
The price is €1,997
includes taxes & fees
3 Jan - 4 Jan 2026
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning ViewsSummerland Key
The price is €707
includes taxes & fees
6 Jan - 7 Jan 2026
Starlight Serenity - Hideaway with Stunning Views
Starlight Serenity - Hideaway with Stunning ViewsSummerland Key
The price is €635
includes taxes & fees
6 Jan - 7 Jan 2026
The Lighthouse - Beach Houses Key West
The Lighthouse - Beach Houses Key WestUpper Sugarloaf Key
9.6 out of 10, Exceptional, (11)
"Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter"
Peter Q.
The price is €1,521
includes taxes & fees
24 Dec - 25 Dec
Hammock House - Beach Houses Key West
Hammock House - Beach Houses Key WestSugarloaf Key
8.0 out of 10, Very good, (2)
"If you're looking for a peaceful and picturesque getaway, the Bungalows at Sugarloaf Beach is the perfect choice!Thank you, Cadmier, for your hospitality. See again. Respectfully, Samat Sakebaev "
Samat S.
The price is €3,056
includes taxes & fees
27 Dec - 28 Dec
Palm - Beach Houses Key West
Palm - Beach Houses Key WestUpper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"Beautiful grounds and pool area. Enjoyed all the abundant wildlife as well as fishing from one of the piers."
Harvey(Tabb) M.
The price is €1,757
includes taxes & fees
4 Jan - 5 Jan 2026
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (101)
"Great location. "
Davian k.
The price is €530
includes taxes & fees
10 Jan - 11 Jan 2026
Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key CottageSummerland Key
9.8 out of 10, Exceptional, (122)
"We enjoyed our stay! Great little house and location. "
Lisa K.
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.
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Top Sugarloaf Key Hotel Reviews
Oceans Edge Key West Resort, Hotel & Marina
10/10 Excellent
Find out more about Sugarloaf Key
Sugarloaf Key Holiday Homes information
Number of reviews | 613 |
|---|---|
Accommodation | 834 Holiday Homes |
Lowest Price | €530 |
Highest Price | €3,056 |
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