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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 OK
Meadows
10.0 out of 10, Exceptional, (17)
"Really enjoyed the accommodations. "
United States
Timothy
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

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)
"Great value stay"
United States
Mike B.
The price is AU$551
includes taxes & fees
21 Dec - 22 Dec
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

The Trinidad at Sunrise Suites - Shared Pool

The Trinidad at Sunrise Suites - Shared Pool
Key West
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

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)
"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!

Dog-friendly condo with pool & hot tub - walk or bike to beach

Dog-friendly condo with pool & hot tub - walk or bike to beach
Key West
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

Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access
Key West
10.0 out of 10, Exceptional, (2)
"amazing spot close to everything "
United States
Rosalina
The price is AU$996
includes taxes & fees
5 Jan - 6 Jan 2026
Poolside Suite with Direct Pool Access

Chagall’s Corner | Newly Remodeled!

Chagall’s Corner | Newly Remodeled!
Old Town Key West
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!

Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views

Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
Key West
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

Dog-friendly resort condo with pool & hot tub, private parking

Dog-friendly resort condo with pool & hot tub, private parking
Key West
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

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Old Town Key West
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!

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 Family
Key West
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$620
includes taxes & fees
11 Jan - 12 Jan 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Dog-friendly suite with pool, hot tub, tennis & full kitchen

Dog-friendly suite with pool, hot tub, tennis & full kitchen
Key West
8.6 out of 10, Excellent, (121)
"We like this place, It was clean and quiet"
United States
Julie P.
Dog-friendly suite with pool, hot tub, tennis & full kitchen

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
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 Grand Cayman | Beautifully Remodeled Key West Condo!

The Grand Cayman | Beautifully Remodeled Key West Condo!
2.0 star property
Key West
The price is AU$691
includes taxes & fees
19 Dec - 20 Dec
The Grand Cayman | Beautifully Remodeled Key West Condo!

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Key West
8.6 out of 10, Excellent, (140)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
Key West
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

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is AU$1,612
includes taxes & fees
16 Jan - 17 Jan 2026
The Grenada at Sunrise Suites - Shared Pool

Andy’s Attic | Budget-Friendly!

Andy’s Attic | Budget-Friendly!
Old Town Key West
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!

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
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$702
includes taxes & fees
19 Dec - 20 Dec
Grand Marina Suite - Poolside & Waterfront Condo

Comfortable Condo with Pool, Private Balcony, & Beach Access

Comfortable Condo with Pool, Private Balcony, & Beach Access
Beachside
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$1,612

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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