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Our top choices for Summerland Key condo rentals

10.0 out of 10, Exceptional, (17)
"Really enjoyed the accommodations. "
United States
Timothy
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
9.8 out of 10, Exceptional, (110)
"Great value stay"
United States
Mike B.
The price is AU$518
includes taxes & fees
21 Dec - 22 Dec
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
9.2 out of 10, Wonderful, (36)
"We had a great stay, good communication, pictures and description spot on"
United States
Juan M.
The price is AU$898
includes taxes & fees
19 Dec - 20 Dec
The Trinidad at Sunrise Suites - Shared Pool
9.4 out of 10, Exceptional, (95)
"Location is convenient, about a 15 minute walk go Duval Street so it’s in a nice and quiet area. The pictures are misleading, there is no central AC. "
United States
Priscilla
The price is AU$555
includes taxes & fees
19 Dec - 20 Dec
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
8.6 out of 10, Excellent, (88)
"Great location, great price, good choice"
United States
Sheril D.
Dog-friendly condo with pool & hot tub - walk or bike to beach
10.0 out of 10, Exceptional, (2)
"amazing spot close to everything "
United States
Rosalina
The price is AU$989
includes taxes & fees
5 Jan - 6 Jan 2026
Poolside Suite with Direct Pool Access

Condo in Old Town Key West

Chagall’s Corner | Newly Remodeled!
9.0 out of 10, Wonderful, (26)
"It was everything we expexted...hoping to stay again only on 1st floor"
United States
Rodney&Roxanne M.
The price is AU$709
includes taxes & fees
5 Jan - 6 Jan 2026
Chagall’s Corner | Newly Remodeled!
7.8 out of 10, Good, (85)
"Family friendly , clean and nice location."
United States
Debra W.
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
8.4 out of 10, Very good, (120)
"Resting well and enjoying "
United States
Bon N.
Dog-friendly resort condo with pool & hot tub, private parking
8.6 out of 10, Excellent, (33)
"Clean, safe, accommodating, great value, good location, special attention when arriving and Transportation, reliable host, great communication, and friendliness."
United States
Nora Lee S.
The price is AU$452
includes taxes & fees
19 Dec - 20 Dec
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
8.8 out of 10, Excellent, (204)
"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. "
United States
Juan E.
The price is AU$623
includes taxes & fees
11 Jan - 12 Jan 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.6 out of 10, Excellent, (122)
"We like this place, It was clean and quiet"
United States
Julie P.
Dog-friendly suite with pool, hot tub, tennis & full kitchen
8.8 out of 10, Excellent, (28)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
The price is AU$927
includes taxes & fees
19 Dec - 20 Dec
The Tortuga at Sunrise Suites - Balcony & Pool
The price is AU$694
includes taxes & fees
19 Dec - 20 Dec
The Grand Cayman | Beautifully Remodeled Key West Condo!
8.6 out of 10, Excellent, (140)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is AU$660
includes taxes & fees
21 Dec - 22 Dec
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
8.8 out of 10, Excellent, (117)
"We all had a great time and the place was very clean! "
United States
Rebekah A.
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

Condo in Naval Air Station Key West

The Grenada at Sunrise Suites - Shared Pool
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is AU$897
includes taxes & fees
19 Dec - 20 Dec
The Grenada at Sunrise Suites - Shared Pool

Condo in Old Town Key West

Andy’s Attic | Budget-Friendly!
8.4 out of 10, Very good, (25)
"great location"
United States
Carol
The price is AU$435
includes taxes & fees
20 Dec - 21 Dec
Andy’s Attic | Budget-Friendly!
9.6 out of 10, Exceptional, (28)
"2nd time staying here. Love the location and the facilities. Perfect for boating and fishing. The marina is next door so its very convenient. Good times"
United States
robert s.
The price is AU$1,076
includes taxes & fees
5 Jan - 6 Jan 2026
Grand Marina Suite - Poolside & Waterfront Condo
8.6 out of 10, Excellent, (138)
"Everything about the stay was good, my only recommendation would be to put the address for where the fob can be picked up on the initial check in text message to clear any confusion about where the office is located. "
United States
Briana K.
Comfortable Condo with Pool, Private Balcony, & Beach Access
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

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$1,076

Frequently asked questions

What is there to do in Summerland Key near my condo?
You'll find tons of fantastic things that'll fill up your itinerary in Summerland Key. Head for leading attractions like Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market. Blue Hole, Cook Island and Upper Sugarloaf Sound are other must-do's.

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