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

Search Condos Rentals in Cudjoe Key from CA $539

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Cudjoe Key condo rentals

A room with a sofa, a television, a table, and a balcony with a view.

1. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
Key West
The price is CA $256
CA $688 total
includes taxes & fees
Nov 10 - Nov 11
The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

2. 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.
The price is CA $256
CA $660 total
includes taxes & fees
Nov 21 - Nov 22
The Grand Cayman | Beautifully Remodeled Key West!
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

3. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (11 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.
The price is CA $222
CA $1,016 total
includes taxes & fees
Nov 11 - Nov 12
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.

4. 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 CA $254
CA $686 total
includes taxes & fees
Nov 22 - Nov 23
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A sailboat anchors in turquoise waters along a palm-lined sandy resort beach.

5. 2BR suite | Pool | Hot Tub | Tennis | W/D

2BR suite | Pool | Hot Tub | Tennis | W/D
Key West
10.0 out of 10, Exceptional, (1 review)
"The service was great. The apartment was very good and clean. Ricky was very attentive and helpful. We had a great time."
United States
Charles
The price is CA $165
CA $539 total
includes taxes & fees
Nov 11 - Nov 12
2BR suite | Pool | Hot Tub | Tennis | W/D
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

6. 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.
The price is CA $254
CA $658 total
includes taxes & fees
Nov 29 - Nov 30
The Cat Island Suite | Charmingly Renovated w/ Pool
A beachside resort with a wooden deck, palm trees, and a sunset view.

7. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 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 CA $470
CA $951 total
includes taxes & fees
Nov 16 - Nov 17
Grand Marina Suite - Poolside & Waterfront Condo
A dining area with a table set for four, a living room with a sofa and armchairs, and a balcony with a view of the water.

8. Boat Slip - Waterfront Condo - Key West Pool

Boat Slip - Waterfront Condo - Key West Pool
Meadows
The price is CA $188
CA $567 total
includes taxes & fees
Nov 18 - Nov 19
Boat Slip - Waterfront Condo - Key West Pool
A spacious kitchen with a large island, a dining area with a view, and a balcony with a view.

9. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (41 reviews)
"Clean, comfy and had everything we expected."
United States
Chrystalbelle R.
The price is CA $225
CA $585 total
includes taxes & fees
Nov 8 - Nov 9
Waterfront Dock Pool Key West Near Duval
A marina with boats docked, a clear sky, and a rainbow.

10. 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.
The price is CA $447
CA $894 total
includes taxes & fees
Nov 16 - Nov 17
Waterfront Condo Dock Pool Near Duval St
A wide sandy beach with palm trees and a clear sky.

11. 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 CA $482
CA $711 total
includes taxes & fees
Nov 10 - Nov 11
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A wooden bridge leading to a house with a sign indicating no swimming or diving.

12. 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 CA $238
CA $702 total
includes taxes & fees
Dec 1 - Dec 2
The Tortuga at Sunrise Suites - Balcony & Pool
A modern kitchen with a marble countertop, a built-in oven, and a dining area with a sofa and table.

13. Key West 2BR | Pool, Hot Tub, Balcony & Parking

Key West 2BR | Pool, Hot Tub, Balcony & Parking
KEY WEST
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful, clean condo . Just as listed.Scott has been a pleasure to work with. Beds could use mattress pads for comfort, but everything else is perfect. We will be returning. "
United States
Joe B.
The price is CA $400
CA $824 total
includes taxes & fees
Nov 16 - Nov 17
Key West 2BR | Pool, Hot Tub, Balcony & Parking
A wide sandy beach with palm trees and a clear sky.

14. 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, (49 reviews)
"Great place for our 1 night in key west "
United States
Thadd W.
The price is CA $482
CA $711 total
includes taxes & fees
Nov 10 - Nov 11
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
A modern living room with a sofa, coffee table, and a painting of a beach scene.

15. 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
The price is CA $256
CA $660 total
includes taxes & fees
Nov 19 - Nov 20
The Saint Kitts Suite | Breathtaking View, Heated Pool
A modern kitchen with a central island, bar stools, and pendant lighting.

16. 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.
The price is CA $256
CA $688 total
includes taxes & fees
Nov 16 - Nov 17
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

17. 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 price is CA $254
CA $686 total
includes taxes & fees
Nov 22 - Nov 23
The Andros | Incredible Views w/ Shared Pool
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

18. The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool
Key West
9.8 out of 10, Exceptional, (49 reviews)
"Very nice condo! Great view from the balcony. We would definitely stay here again."
United States
Cristen H.
The price is CA $256
CA $688 total
includes taxes & fees
Nov 11 - Nov 12
The Butterfly Nest | Newly Updated w/ Shared Pool
A pool surrounded by palm trees and a building with a green roof.

19. The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.8 out of 10, Exceptional, (13 reviews)
"Great trip"
United States
Doug P.
The price is CA $256
CA $688 total
includes taxes & fees
Nov 12 - Nov 13
The Barbados | Private Balcony, Pool View!
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

20. 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 CA $256
CA $688 total
includes taxes & fees
Nov 10 - Nov 11
The Salt Cay | Updated! Stunning Sunset View, 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cudjoe Key Hotel Reviews

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"Great property. Our room smelled slightly like mold or wetness. But other than that it was perfect for a short getaway"
Sarah 2-night trip
Posted 2 hours ago
Hilton Key West Resort & Marina

Find out more about Cudjoe Key

Cudjoe Key Condo Rentals information

Number of reviews
442
Accommodation
283 Condo Rentals
Lowest Price
CA $539
Highest Price
CA $1,016

Frequently asked questions

Why book your condo in Cudjoe Key with Expedia?
With Expedia, it's easy to find your dream condo in Cudjoe Key. Looking for an upmarket stay? Make the most of our filters to search for properties with a 5-star rating. If you're on a budget, select how much you'd like to spend and then browse our incredible deals. We'll help you find the right fit whatever your escape looks like.
How can I find cheap condos in Cudjoe Key?
With Expedia's filter tool, sourcing cheap condos in Cudjoe Key is a snap. To discover stays that are easy on the wallet, narrow down your search by amenities, budget and star rating.

Explore a world of travel with Expedia