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Our top choices for Summerland 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)

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 price is AU$551
includes taxes & fees
21 Dec - 22 Dec

The Trinidad at Sunrise Suites - Shared Pool
The Trinidad at Sunrise Suites - Shared PoolKey West
9.2 out of 10, Wonderful, (36)
The price is AU$898
includes taxes & fees
19 Dec - 20 Dec

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 AU$555
includes taxes & fees
19 Dec - 20 Dec

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)

Poolside Suite with Direct Pool Access
Poolside Suite with Direct Pool AccessKey West
10.0 out of 10, Exceptional, (2)
The price is AU$996
includes taxes & fees
5 Jan - 6 Jan 2026

Chagall’s Corner | Newly Remodeled!
Chagall’s Corner | Newly Remodeled!Old Town Key West
9.0 out of 10, Wonderful, (26)
The price is AU$709
includes taxes & fees
5 Jan - 6 Jan 2026

Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool ViewsKey West
7.8 out of 10, Good, (85)
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 Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort
10/10 Excellent
Find out more about Summerland Key
Summerland Key Condo Rentals information
Number of reviews | 694 |
|---|---|
Accommodation | 1 Condo Rentals |
Lowest Price | AU$435 |
Highest Price | AU$1,612 |
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