Search and Rent Sugarloaf Key Condos
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Our top choices for Sugarloaf Key condo rentals

9.2 out of 10, Wonderful, (142)
$1,445 nightly
The price is $1,580
Dec 31 - Jan 1, 2026
Total with taxes and fees

Condo in Stock Island
Grand Marina Suite - Poolside & Waterfront Condo9.0 out of 10, Wonderful, (11)
$462 nightly
The price is $513
Jan 26 - Jan 27, 2026
Total with taxes and fees

Condo in Key West
The Barbados at Sunrise Suites - Balcony & Pool9.2 out of 10, Wonderful, (31)
$562 nightly
The price is $624
Jan 4 - Jan 5, 2026
Total with taxes and fees

Condo in Meadows
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock10.0 out of 10, Exceptional, (24)
$550 nightly
The price is $611
Jan 21 - Jan 22, 2026
Total with taxes and fees

8.8 out of 10, Excellent, (205)
$455 nightly
The price is $507
Jan 15 - Jan 16, 2026
Total with taxes and fees

8.8 out of 10, Excellent, (119)
$370 nightly
The price is $411
Jan 11 - Jan 12, 2026
Total with taxes and fees

Condo in Old Town Key West
The Lighthouse Group Suite8.0 out of 10, Very Good, (2)
$2,481 nightly
The price is $2,745
Jan 1 - Jan 2, 2026
Total with taxes and fees

Condo in Key West
Sunny Condo with WiFi, Hot Tub, Pool & Tennis9.4 out of 10, Exceptional, (121)
$589 nightly
The price is $656
Jan 19 - Jan 20, 2026
Total with taxes and fees
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.
Top Sugarloaf Key Hotel Reviews

Pier House Resort & Spa
10/10 Excellent
Find out more about Sugarloaf Key
Sugarloaf Key Condo Rentals information
Number of reviews | 692 |
|---|---|
Accommodation | 364 Condo Rentals |
Lowest Price | $411 |
Highest Price | $2,745 |
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