Search and Rent Summerland Key Condos
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Our top choices for Summerland Key condo rentals
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OKKey West
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
Christopher R.
$370 nightly
The price is $411
Jan 11 - Jan 12, 2026
Total with taxes and fees
8.0 out of 10, Very Good, (2)
"Clean, great location, and cute pool"
Kerrie D.
$2,481 nightly
The price is $2,745
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Barbados at Sunrise Suites - Balcony & Pool
The Barbados at Sunrise Suites - Balcony & PoolKey West
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
Ryan M.
$562 nightly
The price is $624
Jan 4 - Jan 5, 2026
Total with taxes and fees
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Curaçao Key West 2BR Condo w/ Pool&Waterfront DockMeadows
10.0 out of 10, Exceptional, (24)
"My husband and I stayed at this property for our anniversary week. "
Claudia S.
$550 nightly
The price is $611
Jan 21 - Jan 22, 2026
Total with taxes and fees
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, (205)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
Juan E.
$455 nightly
The price is $507
Jan 15 - Jan 16, 2026
Total with taxes and fees
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunriseBeachside
9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
Jennifer H.
$1,445 nightly
The price is $1,580
Dec 31 - Jan 1, 2026
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
Grand Marina Suite - Poolside & Waterfront CondoStock Island
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
Eugenia C.
$499 nightly
The price is $554
Jan 21 - Jan 22, 2026
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool
The Grenada at Sunrise Suites - Shared PoolNaval Air Station Key West
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
Mandie T.
$564 nightly
The price is $626
Jan 5 - Jan 6, 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.
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Top Summerland Key Hotel Reviews
Sugar Loaf Lodge
10/10 Excellent
Find out more about Summerland Key
Summerland Key Condo Rentals information
Number of reviews | 608 |
|---|---|
Accommodation | 1 Condo Rentals |
Lowest Price | $339 |
Highest Price | $2,745 |
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