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Our top choices for Sugarloaf Key condo rentals

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OKMeadows
10.0 out of 10, Exceptional, (17)
The price is ¥18,074
¥67,408 total
includes taxes & fees
Dec 16 - Dec 17

Dog-friendly condo with pool & hot tub - walk or bike to beach
Dog-friendly condo with pool & hot tub - walk or bike to beachKey West
8.6 out of 10, Excellent, (88)
The price is ¥20,255
¥55,747 total
includes taxes & fees
Dec 16 - Dec 17

SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!Old Town Key West
9.8 out of 10, Exceptional, (110)

The Barbados at Sunrise Suites - Balcony & Pool
The Barbados at Sunrise Suites - Balcony & PoolKey West
9.2 out of 10, Wonderful, (31)
The price is ¥33,811
¥87,294 total
includes taxes & fees
Dec 17 - Dec 18

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole FamilyKey West
8.8 out of 10, Excellent, (204)
The price is ¥27,578
¥63,857 total
includes taxes & fees
Jan 11 - Jan 12, 2026

Dog-friendly resort condo with pool & hot tub, private parking
Dog-friendly resort condo with pool & hot tub, private parkingKey West
8.4 out of 10, Very Good, (120)
The price is ¥20,255
¥54,968 total
includes taxes & fees
Dec 17 - Dec 18

Grand Marina Suite - Poolside & Waterfront Condo
Grand Marina Suite - Poolside & Waterfront CondoStock Island
9.6 out of 10, Exceptional, (28)
The price is ¥46,743
¥72,082 total
includes taxes & fees
Dec 17 - Dec 18

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!Old Town Key West
9.4 out of 10, Exceptional, (95)
The price is ¥20,099
¥49,081 total
includes taxes & fees
Dec 17 - Dec 18
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

Parrot Key Hotel & Villas
10/10 Excellent
Find out more about Sugarloaf Key
Sugarloaf Key Condo Rentals information
Number of reviews | 713 |
|---|---|
Accommodation | 395 Condo Rentals |
Lowest Price | ¥43,839 |
Highest Price | ¥273,407 |
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