Cudjoe Key Vacation Rentals

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Aug 4 - Aug 5
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Aug 5 - Aug 6
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Aug 8 - Aug 10
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Aug 15 - Aug 17

Vacation Rentals in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!
Enjoy an outdoor space with a swimming pool and lush greenery surrounding this two-story house.

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (144)
"We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs. "
Cottage with Pool and Boat Dockage just minutes to Key West!
Private Secluded Ocean View & Pool Near Key West
Outdoor pool, a heated pool

Private Secluded Ocean View & Pool Near Key West

8.2 out of 10, Very Good, (93)
"Everything was exactly as described, the host was gracious and communicative, the house is great for a large group and a quiet location"
Private Secluded Ocean View & Pool Near Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Relax on the beach with lounge chairs and a tranquil sea view.

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (72)
"Very nice quiet place for your lower key vacation. Nice accommodations and easy drive to Key West and Islamorada and several state parks. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with swimming pool and dockage, just minutes to Key West!
Guests can enjoy serene waterfront views from the dock, surrounded by lush greenery and a peaceful atmosphere.

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (153)
"Nice place and susan was an excellent hosts "
Cottage with swimming pool and dockage, just minutes to Key West!
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Guests can enjoy a serene waterfront experience from this tranquil dock surrounded by lush greenery.

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very Good, (114)
"Deer in the front yard, perfect location, clean and friendly "
$486 nightly
The price is $539
Aug 13 - Aug 14
Total includes taxes and fees
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
Relax on the sandy beach with a clear view of the calm sea, surrounded by palm trees and tropical vegetation.

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (236)
"My family of older boys enjoyed a great stay at the location. The property is well maintained. They have some very nice amenities and it was conveniently located to explore the lower keys. "
$731 nightly
The price is $811
Aug 9 - Aug 10
Total includes taxes and fees
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Pool

JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!

10.0 out of 10, Exceptional, (3)
"The place was just as pictured, very comfortable and private. Very clean and spacious. The only issue we had was trying to get the back door to lock. "
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Atlantic View Luxury Villa with Pool
Relax by the serene pool surrounded by lush greenery and a white picket fence.

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
$973 nightly
The price is $1,094
Aug 16 - Aug 17
Total includes taxes and fees
Atlantic View Luxury Villa with Pool
Old Wooden Bridge Resort and Marina
Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (254)
"I love ❤️ this place "
$232 nightly
The price is $262
Sep 1 - Sep 2
Total includes taxes and fees
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Relax by the marina with a casual meal or snack at this tranquil waterfront spot.

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"The stay was beautiful "
$211 nightly
The price is $238
Aug 11 - Aug 12
Total includes taxes and fees
Aqua Lodges at Hurricane Hole Marina
Old Florida Style, wrap around porch, boat basin for dockage, open water
Relax on the waterfront with Adirondack chairs and a small dining table.

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (77)
"Very nice place to stay. Quick and efficient communication with host! Seemless check in and check out process. "
$629 nightly
The price is $698
Aug 18 - Aug 19
Total includes taxes and fees
Old Florida Style, wrap around porch, boat basin for dockage, open water
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Guests can enjoy stunning marina views from the hotel's elevated balconies.

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

7.4 out of 10, Good, (10)
"We were here celebrating 55th birthdays and had a blast. Great location and communication with Capt. We will return for sure, hoping to make it an annual get together."
$536 nightly
The price is $594
Aug 11 - Aug 12
Total includes taxes and fees
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Relax by the pool surrounded by palm trees and lounge chairs.

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (295)
"Excellent accommodations, gorgeous condon"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
The Salt Cay | Updated! Stunning Sunset View, Pool!
Relax by the pool surrounded by lush greenery and tropical plants.

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

9.8 out of 10, Exceptional, (20)
"Place was so clean and perfect location! Very quiet and relaxing"
$337 nightly
The price is $371
Aug 17 - Aug 18
Total includes taxes and fees
The Salt Cay | Updated! Stunning Sunset View, Pool!
Sunshine Key RV Resort & Marina
Kayak across the calm waters, where a bridge connects two land masses.

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (154)
"I loved staying at Sunshine key"
Sunshine Key RV Resort & Marina
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Relax in a spacious living area with a sliding glass door leading to a furnished balcony.

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

9.8 out of 10, Exceptional, (15)
"It was overall just a fantastic trip, the Santana cay exceeded our expectations, we were so happy with the rental, so comfortable. Close by to everything and made use of the shuttle that was super helpful and appreciated! Would definitely recommend and come again! "
$324 nightly
The price is $357
Aug 5 - Aug 6
Total includes taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Coconut Mallory Resort And Marina By Kees Vacations
Relax in a serene outdoor oasis surrounded by lush greenery and a wooden pergola.

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (818)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
Cat Island Suite | Beautifully Renovated w/ Pool!
Relax by the resort's central pool surrounded by lush greenery and palm trees.

Cat Island Suite | Beautifully Renovated w/ Pool!

10.0 out of 10, Exceptional, (21)
"Great location. Enjoyed our stay!!"
$322 nightly
The price is $355
Aug 10 - Aug 11
Total includes taxes and fees
Cat Island Suite | Beautifully Renovated w/ Pool!
Resort View 1BR Suite
Relax on the beach with sun loungers aligned along the shoreline, surrounded by palm trees and a tranquil atmosphere.

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
$303 nightly
The price is $341
Aug 19 - Aug 20
Total includes taxes and fees
Resort View 1BR Suite
Oceanfront 4-Bed 3-Bath home with pool
Relax on the serene deck overlooking a tranquil body of water surrounded by lush greenery.

Oceanfront 4-Bed 3-Bath home with pool

9.4 out of 10, Exceptional, (73)
"It was a great location in the back, not on the main road. Very quiet, great view, and good place for kids if you are traveling with kids. Used golf carts and was able to get everywhere in 5-10 mins. Overall great vacation and awesome location to stay. "
Oceanfront 4-Bed 3-Bath home with 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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Plz have more vegan options....other than that, everything and everyone was perfect"
Maurice 2-night trip
Posted 13 hours ago
Margaritaville Beach House Key West

Frequently asked questions

Can I find vacation rentals in Cudjoe Key?

Yes, we give you a choice of vacation rentals close to well known points of interest in Cudjoe Key, or you can choose a more remote option if you're looking for relaxation. Cudjoe Key is known for its seafood restaurants and seaside.

What's the top vacation rental that Cudjoe Key has to offer?

3 night minimum! Spectacular Ocean Views!: This Cudjoe Key vacation home rental offers a balcony, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Our travelers also rate Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West as a favorite home for rent in Cudjoe Key.

How many vacation rentals are there in Cudjoe Key?

With 205 Expedia vacation rentals, you're sure to find just the right place for your Cudjoe Key stay.

What can I see and do in Cudjoe Key?

While exploring the area, visit family-friendly sights like Key West Visitors Center, or get outside and enjoy nature at Florida Keys Beaches. Boca Chica Beach and Calusa Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Cudjoe Key?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Cudjoe Key. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.