A waterfront with a pier, calm water, and houses with palm trees in the background.

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Our top choices for Sugarloaf Key condo rentals

1. The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (35 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
$441 nightly
The price is $492
Nov 16 - Nov 17
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

2. The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
9.0 out of 10, Wonderful, (45 reviews)
"Great place, location and reasonable price"
United States
Sujan K.
$437 nightly
The price is $488
Nov 15 - Nov 16
Total with taxes and fees
The Andros | Incredible Views w/ Shared Pool

3. The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
Key West
10.0 out of 10, Exceptional, (2 reviews)
"This condo was perfect for our 2 day stay in the beautiful Key West. About 8 minutes from Duvall on the golf cart! The pool and hot tub was very clean as well!"
United States
Amy Jordan P.
$441 nightly
The price is $492
Nov 15 - Nov 16
Total with taxes and fees
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

4. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.2 out of 10, Wonderful, (26 reviews)
"Great stay"
United States
Dustin H.
$571 nightly
The price is $634
Nov 18 - Nov 19
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo

5. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (12 reviews)
"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"
United States
Bill W.
$653 nightly
The price is $728
Nov 18 - Nov 19
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool

6. Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.4 out of 10, Exceptional, (48 reviews)
"Hosts are super responsive and helpful. Perfect location. Would absolutely stay here again! "
United States
Amber G.
$365 nightly
The price is $405
Dec 9 - Dec 10
Total with taxes and fees
Waterfront Dock Pool Condo Near Duval St Pet OK

7. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
$441 nightly
The price is $492
Nov 29 - Nov 30
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool

8. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
$451 nightly
The price is $500
Nov 18 - Nov 19
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool

9. 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, (139 reviews)
"Great place to stay"
United States
walter l.
$331 nightly
The price is $367
Nov 29 - Nov 30
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

10. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Old Town Key West
9.0 out of 10, Wonderful, (25 reviews)
"Super cute place. "
United States
Amanda M.
$301 nightly
The price is $329
Nov 23 - Nov 24
Total with taxes and fees
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

11. 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
9.6 out of 10, Exceptional, (115 reviews)
"Absolutely perfect! Great location, great property and great unit. Beautiful pool area with ice machine and filtered water dispenser was a highlight for the very hot and humid time we visited. Would return immediately and stay in the same spot. Thank you for a very enjoyable time in Key West!"
United States
Justin D.
$337 nightly
The price is $374
Dec 1 - Dec 2
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

12. The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.8 out of 10, Excellent, (13 reviews)
"We had a lovely time- thank you"
United States
Jackie Y.
$473 nightly
The price is $525
Nov 30 - Dec 1
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool

13. Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
$228 nightly
The price is $254
Nov 17 - Nov 18
Total with taxes and fees
Hidden Key West Cottage - Walk to Duval !!!

14. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
9.6 out of 10, Exceptional, (18 reviews)
"Friendly and clean place, love the look and location will be back"
United States
Amanda G.
$301 nightly
The price is $334
Nov 24 - Nov 25
Total with taxes and fees
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

15. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."
United States
Patsy K.
$375 nightly
The price is $416
Nov 18 - Nov 19
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St

16. The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (60 reviews)
"Good place to stay away from the crowds in Old Town. About a 15-20 minute golf cart ride into Old Town - very convenient! Unit was clean and had everything we needed. Beds and pillows were comfortable!"
United States
Dana P.
$437 nightly
The price is $488
Nov 15 - Nov 16
Total with taxes and fees
The Salt Cay | Updated! Stunning Sunset View, Pool

17. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
$441 nightly
The price is $492
Nov 29 - Nov 30
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!

18. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Great property but not very walkable but all good"
United States
CAROL K.
$564 nightly
The price is $627
Nov 15 - Nov 16
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo

19. Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.2 out of 10, Wonderful, (115 reviews)
"I enjoyed my stay at the resort, highly recommend!"
United States
Michelaine a.
$452 nightly
The price is $505
Nov 15 - Nov 16
Total with taxes and fees
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

20. The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (11 reviews)
"Excellent place to stay."
United States
Rolando
$441 nightly
The price is $492
Nov 19 - Nov 20
Total with taxes and fees
The Saint Kitts Suite | Breathtaking View, Heated Pool
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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Sugarloaf Key Condo Rentals information

Number of reviews
595
Accommodation
321 Condo Rentals
Lowest Price
$254
Highest Price
$728

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