Cudjoe Key, FL Condos for Rent

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Our top choices for Cudjoe Key condo rentals

A modern kitchen with a central island, bar stools, and pendant lighting.

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

Key West

Amy Jordan P.

$441 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

2. The Andros | Incredible Views w/ Shared Pool

Key West

Sujan K.

$436 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

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

Key West

Teri K.

$440 nightly

Nov 16 - Nov 17

Total with taxes and fees

A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

4. Atlantic Parrot | Oceanfront Condo w/ Pool

Beachside

Bill W.

$653 nightly

Nov 18 - Nov 19

Total with taxes and fees

A wooden bridge leading to a house with a sign indicating no swimming or diving.

5. The Tortuga at Sunrise Suites - Balcony & Pool

Key West

Margaret G.

$440 nightly

Dec 1 - Dec 2

Total with taxes and fees

A sailboat docked near a beach with palm trees and beach chairs.

6. 2BR suite | Pool | Hot Tub | Tennis | W/D

Key West

Charles

$410 nightly

Nov 18 - Nov 19

Total with taxes and fees

A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

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

Key West

Patti E.

$440 nightly

Nov 29 - Nov 30

Total with taxes and fees

A modern kitchen with a black countertop, stainless steel sink, and white cabinetry.

8. Waterfront Condo Dock Pool Downtown Near Duval

Meadows

John L.

$348 nightly

Dec 3 - Dec 4

Total with taxes and fees

A beachside resort with a wooden deck, palm trees, and a sunset view.

9. Grand Marina Suite - Poolside & Waterfront Condo

Stock Island

Dustin H.

$571 nightly

Nov 18 - Nov 19

Total with taxes and fees

A marina with boats docked, a clear sky, and a rainbow.

10. Waterfront Condo Dock Pool Near Duval St

Meadows

Patsy K.

$413 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Michelaine a.

$452 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern kitchen with a marble countertop, a built-in oven, and a dining area with a sofa and table.

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

KEY WEST

Joe B.

$509 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Key West

Thadd W.

$452 nightly

Nov 12 - Nov 13

Total with taxes and fees

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.

14. The Grand Cayman | Beautifully Remodeled Key West!

Key West

Matt R.

$440 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

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

Key West

$441 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern living room with a sofa, coffee table, and a painting of a beach scene.

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

Key West

Rolando

$440 nightly

Nov 19 - Nov 20

Total with taxes and fees

A modern kitchen with a large island, a dining area with a table and chairs, and a living room with a sofa and a view of the outdoors.

17. The Grand Turk | Spectacular Sunset View, Private

Key West

Joy N.

$440 nightly

Nov 17 - Nov 18

Total with taxes and fees

A modern kitchen with white cabinetry, a granite countertop, and a central island.

18. Waterfront Condo + Pool Downtown + Boat Slip

Meadows

Michelle A.

$355 nightly

Dec 2 - Dec 3

Total with taxes and fees

A living room with a blue leather sofa, a coffee table, a lamp, and a painting of a sunset over water.

19. The Saint Martin Suite | Delightfully Updated Beach Vibes!

Key West

Mark

$440 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern living room with a sofa, coffee table, and a balcony with blue curtains.

20. The Cayo Coco | Key West Condo with Pool, Hot Tub!

Key West

Carlos R.

$436 nightly

Nov 15 - Nov 16

Total with taxes and fees

View all properties

Learn more about Cudjoe Key

Venture to Florida Keys Beaches—just one of the popular sights around Cudjoe Key, a city also known for biking trails and boating.

See all hotels in Cudjoe Key

A sign reading "CUDJOE KEY" by a coastal road with a clear sky and calm sea.

Top reviews in Cudjoe Key

A waterfront building with a flat roof, large windows, and a balcony.

Sugar Loaf Lodge

Summerland Key

10/10 Excellent

Upon our arrival, the sight of 2 iguanas on the lounging on the bridge by the pristine water at the back of the property had my entire family out of the minivan at lightning speed. They followed one, which lead them to trees full of these beautiful lizards. The front desk personnel, a very amiable gentleman, was very friendly and welcoming. Our room was in the middle of the 2nd floor, and had a fantastic view of the bay. And yes, there were more iguanas looking at us from the first floor, some...

Momi

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

Parmer's Resort

Summerland Key

10/10 Excellent

Michael

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

Old Wooden Bridge Resort and Marina

Punta Brisa

10/10 Excellent

Our stay in cabin 9 (turquoise one) was great. This cabin was perfect for our needs and we brought two dogs with us, no issues with that. We loved our stay but to be transparent this is really no frills. There is no sink sponge, no aluminum foil no nothing extra in the kitchen so bring your own!! The mattresses are VERY firm. There were a few small cosmetic issues that could be addressed in this cabin that would make a huge difference, example, crooked drawer front in kitchen, pinned drapes...

Nancy

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

Key West

10/10 Excellent

Lindsay

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

Hyatt Vacation Club at Beach House, Key West

Key West

10/10 Excellent

Sonia

A swimming pool surrounded by palm trees and a natural rock formation.

Havana Cabana at Key West

New Town

10/10 Excellent

Eliana

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

Hampton Inn Key West FL

Key West

10/10 Excellent

Karen

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

The Laureate Key West

New Town

10/10 Excellent

We stayed two nights in the 3-bedroom suite. Everything, from the moment of arrival, was top rate. The front desk attendant was in contact with me via text to ensure a smooth and efficient check in before arrival and was a great help with local recommendations at check in. Departure took 30 seconds yet the desk attendant took the time to ask how everything was, if I needed anything, wished me well, etc. The suite was beautiful appointed and the furniture very functional and comfortable. Our...

Shannon

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

Parrot Key Hotel & Villas

Northside Resort

10/10 Excellent

Great for a relaxing weekend, quiet hotel not too far from the main tourist center. We love the shuttle service provided by the hotel and his driver Gerry who guided us in every short trips. The only advice to the hotel is to provide the housekeeping service everyday without being requested by the guest, we expected this service to be included since the hotel charged an extra 51.00 usd per night!

CARLOS

A pool area with lounge chairs and gazebos, surrounded by palm trees.

DoubleTree Resort by Hilton Grand Key - Key West

Key West

10/10 Excellent

Hector

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

Courtyard by Marriott Key West Waterfront

Northside Resort

10/10 Excellent

Ased

A swimming pool with lounge chairs and palm trees.

Hilton Garden Inn Key West / The Keys Collection

New Town

10/10 Excellent

Charity

A dining table with plates of food, a drink, and a view of a pool and palm trees.

Margaritaville Beach House Key West

Key West

10/10 Excellent

We traveled as a family with 3 small children, so we liked having a hotel away from Duval street. It was convenient being a 5 min shuttle drive from the airport to the hotel. The grounds are beautiful and the pool was a good size. We liked that the pool was heated too. We ate breakfast at the hotel most days, and the food was pretty good with attentive service. The shuttle to the downtown area was about 10-15 mins away and dropped off/picked up at a good location around a lot of good...

Kristen

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

Aqua Lodges at Hurricane Hole Marina

Stock Island

10/10 Excellent

Abigail

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

Ibis Bay Beach Resort

Northside Resort

10/10 Excellent

I read some bad reviews.... and I think those people are probably just snobs lol. This is a quirky, unique hotel that feels very "Key West"y. It isn't a 5 star hotel, it's old and cute but clean, funky, and an experience you won't get anywhere else. The vibe of the place is very islandy and different than any chain you'll find. I would definitely stay there again if I was looking for an experience and not just a room. Loved the tortoises, the hammocks everywhere, the natural beach, the trees,...

Amy

Frequently Asked Questions

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Search and Rent Cudjoe Key Condos

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Cudjoe Key condo rentals

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

2. The Andros | Incredible Views w/ Shared Pool

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

4. Atlantic Parrot | Oceanfront Condo w/ Pool

5. The Tortuga at Sunrise Suites - Balcony & Pool

6. 2BR suite | Pool | Hot Tub | Tennis | W/D

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

8. Waterfront Condo Dock Pool Downtown Near Duval

9. Grand Marina Suite - Poolside & Waterfront Condo

10. Waterfront Condo Dock Pool Near Duval St

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

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

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

14. The Grand Cayman | Beautifully Remodeled Key West!

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

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

17. The Grand Turk | Spectacular Sunset View, Private

18. Waterfront Condo + Pool Downtown + Boat Slip

19. The Saint Martin Suite | Delightfully Updated Beach Vibes!

20. The Cayo Coco | Key West Condo with Pool, Hot Tub!

Learn more about Cudjoe Key

Top reviews in Cudjoe Key

Sugar Loaf Lodge

10/10 Excellent

Frequently Asked Questions

Why book your condo in Cudjoe Key with Expedia?

How can I find cheap condos in Cudjoe Key?

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