A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Cudjoe Key condo rentals

A beach with lounge chairs, palm trees, and a water body.

1. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (33 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
The price is ￥39,568
￥89,779 total
includes taxes & fees
Sep 26 - Sep 27
Grand Marina Suite - Poolside & Waterfront Condo
A modern living room with a sofa, coffee table, and a painting of a beach scene.

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

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (8 reviews)
"Beautifully decorated and great location. The condo was clean, comfortable, quiet and well stocked. Would recommend and definitely stay there again!"
United States
Linda W.
The Saint Kitts Suite | Breathtaking View, Heated Pool
A wooden pathway leading to a beach with palm trees and a clear blue sky.

3. Island Time | Luxury Beach Condo w/ Pool & Hot Tub

Island Time | Luxury Beach Condo w/ Pool & Hot Tub
Key West
10.0 out of 10, Exceptional, (9 reviews)
"Neat and clean, spacious, easy walking access to the beach, nice amenities on the property with pool and hot tub."
United States
Stacey P.
The price is ￥29,755
￥89,839 total
includes taxes & fees
Sep 28 - Sep 29
Island Time | Luxury Beach Condo w/ Pool & Hot Tub
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

4. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
9.8 out of 10, Exceptional, (9 reviews)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
The price is ￥24,199
￥117,016 total
includes taxes & fees
Sep 27 - Sep 28
Atlantic Parrot | Oceanfront Condo w/ Pool
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

5. 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.
The price is ￥27,507
￥78,456 total
includes taxes & fees
Oct 1 - Oct 2
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

6. Pool View Suite | Beachside Resort

Pool View Suite | Beachside Resort
Key West
8.0 out of 10, Very good, (3 reviews)
"It was a holiday weekend. Key West in general all lodging was expensive. The room was very comfortable and clean. More than enough room. I was on the water which was amazing. The pool area was very awesome. Love that they have a bar and restaurant available. All the available excursions. I took advantage of the Sunset Tour. Property manager was available for any questions. Beachside staff was also very helpful. Would definitely visit again. Great Experience!! Thank you."
United States
Christie Y.
The price is ￥28,963
￥50,587 total
includes taxes & fees
Oct 8 - Oct 9
Pool View Suite | Beachside Resort

7. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (29 reviews)
"Great stay! Beautiful view. No complaints. Easy check in and great communication with owner. Thanks for a great trip!"
United States
Haley P.
The price is ￥21,256
￥61,444 total
includes taxes & fees
Sep 30 - Oct 1
Waterfront Condo Dock Pool Near Duval St
A marina with boats docked, a swimming pool, and a docked yacht.

8. 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.
The price is ￥22,601
￥63,115 total
includes taxes & fees
Sep 30 - Oct 1
Waterfront Dock Pool Condo Near Duval St Pet OK
A wide sandy beach with palm trees and a clear sky.

9. 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.
The price is ￥39,568
￥64,516 total
includes taxes & fees
Sep 28 - Sep 29
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A wide sandy beach with palm trees and a clear sky.

10. Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Key West
9.0 out of 10, Wonderful, (48 reviews)
"Great place for our 1 night in key west "
United States
Thadd W.
The price is ￥39,568
￥64,516 total
includes taxes & fees
Sep 28 - Sep 29
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
A hotel room with a bed, a television on a dresser, a chair, and a window with curtains.

11. 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.
The price is ￥26,906
￥77,929 total
includes taxes & fees
Oct 4 - Oct 5
The Tortuga at Sunrise Suites - Balcony & Pool
A wooden boardwalk leading to a hotel with a pool and palm trees.

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.
The price is ￥29,913
￥79,730 total
includes taxes & fees
Sep 30 - Oct 1
The Grenada at Sunrise Suites - Shared Pool
A bedroom with a bed, a chair, a wardrobe, and a bathroom visible through an open door.

13. 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
The price is ￥27,681
￥79,304 total
includes taxes & fees
Oct 8 - Oct 9
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A white wooden porch with two rocking chairs, a blue door, and a number 1501 sign.

14. The Elizabeth Suite | 1 bedroom condo, shared pool

The Elizabeth Suite | 1 bedroom condo, shared pool
Key West Historic District
9.6 out of 10, Exceptional, (11 reviews)
"The location was excellent with walking distance to all the activities. We especially enjoyed relaxing at the pool. Would love to stay there again."
United States
Steven U.
The price is ￥40,133
￥78,138 total
includes taxes & fees
Sep 26 - Sep 27
The Elizabeth Suite | 1 bedroom condo, shared pool
A spacious living room with a large window overlooking a scenic view, a ceiling fan, and a modern white coffee table.

15. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (38 reviews)
"We loved our stay! Beautiful room with a wonderful view. We loved how quiet and relaxing it was!"
United States
Jesse B.
Waterfront Dock Pool Key West Near Duval
A swimming pool with lounge chairs and palm trees, surrounded by a fence.

16. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.2 out of 10, Wonderful, (14 reviews)
"Beautiful location and really nice layout "
United States
Janey
The price is ￥39,568
￥90,254 total
includes taxes & fees
Sep 28 - Sep 29
Grand Marina Suite - Poolside & Waterfront Condo
A swimming pool with lounge chairs and palm trees, surrounded by a fence.

17. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.2 out of 10, Wonderful, (25 reviews)
"Great stay"
United States
Dustin H.
The price is ￥39,568
￥89,304 total
includes taxes & fees
Sep 27 - Sep 28
Grand Marina Suite - Poolside & Waterfront Condo
A pool surrounded by palm trees and a building with a green roof.

18. The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.8 out of 10, Exceptional, (11 reviews)
"Great trip"
United States
Doug P.
The price is ￥27,681
￥79,304 total
includes taxes & fees
Sep 26 - Sep 27
The Barbados | Private Balcony, Pool View!
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

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

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (59 reviews)
"Everything was amazing! My family and I enjoyed every part of our stay; 10 out of 10 would recommend :)"
United States
Rebecca H.
The price is ￥27,507
￥79,089 total
includes taxes & fees
Sep 26 - Sep 27
The Salt Cay | Updated! Stunning Sunset View, Pool
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

20. The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
9.0 out of 10, Wonderful, (45 reviews)
"Stayed 3,nights- would have stayed forever! Rick and staff could not have been more accommodating and friendly- the property was immaculate and maybe the most comfortable bed I’ve ever slept in! Rick was so knowledgeable about the island - had the answers for everything- such a lovely, relaxing stay, we will definitely be back!"
United States
Cynthia R.
The Andros | Incredible Views w/ Shared 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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Top Cudjoe Key Hotel Reviews

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Staff was very friendly. The room was spacious but the mattress was sunken in the middle. The hotel has a beautiful view of the marina if you get a Stock Island room. The burgers at the Salty Oyster are SO GOOD! The shuttle runs like clockwork and is very convenient for visiting Duval/Downtown area. I felt completely safe as a solo traveler,"
Traci 4-night trip
Posted 3 hours ago
The Perry Hotel & Marina Key West

Find out more about Cudjoe Key

Cudjoe Key Condo Rentals information

Number of reviews
428
Accommodation
284 Condo Rentals
Lowest Price
￥50,587
Highest Price
￥117,016

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