Cudjoe Key Vacation Rentals

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Vacation Rentals in Cudjoe Key

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

8.6 out of 10, Excellent, (135)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

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

9.0 out of 10, Wonderful, (145)
"We had a wonderful stay in a small cottage in Cudjoe Key. It was a fun little place stay. Location was great for visiting the other Keys. I would seriously look at staying in one of the bigger cottages if I brought my family down. Thank you very much!"
The price is CA $207
CA $394 total
includes taxes & fees
May 30 - May 31
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (140)
"We had a wonderful time at your place. Thank you for having us, we loved the Keys!"
The price is CA $242
CA $482 total
includes taxes & fees
May 1 - May 2
Cottage with Pool and Dockage, just minutes to Key West

Oasis - Ocean view with pool and hot tub

9.0 out of 10, Wonderful, (26)
"To have my family under one roof for one week is amazing! The house was spacious, the outdoor decks, pool, kayaks, dock, and large kitchen/living room/dining space was perfect! "
Oasis - Ocean view with pool and hot tub

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

8.4 out of 10, Very good, (108)
"The whole experience was decent until the last night. We met with a lot of termites and two cockroaches"
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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

10.0 out of 10, Exceptional, (1)
"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!

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (230)
"Everything was very nice. We enjoyed sitting down by the water any time. It was close to everything we were interested in seeing and doing. Great stay."
The price is CA $380
CA $991 total
includes taxes & fees
May 26 - May 27
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

Ocean/Canal Views 21ft Dock - Venture Out #357

8.2 out of 10, Very good, (20)
"My wife and I enjoyed the view down the channel to the open water, especially during sunrise. This is a good central location for some great restaurants and activities."
Ocean/Canal Views 21ft Dock - Venture Out #357

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. "
The price is CA $700
CA $1,272 total
includes taxes & fees
May 4 - May 5
Atlantic View Luxury Villa with Pool

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (223)
"Lovely, quiet place on the water with plenty of space in the houseboat"
The price is CA $192
CA $355 total
includes taxes & fees
May 1 - May 2
Old Wooden Bridge Resort and Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (134)
"Would definitely stay here again! "
The price is CA $192
CA $448 total
includes taxes & fees
May 27 - May 28
Aqua Lodges at Hurricane Hole Marina

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (808)
"Very tropical, on the water. Everything u need in amenities. Pools were great!"
Coconut Mallory Resort And Marina By Kees Vacations

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

9.6 out of 10, Exceptional, (7)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
The price is CA $207
CA $806 total
includes taxes & fees
May 12 - May 13
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

10.0 out of 10, Exceptional, (6)
"My wife and I have been to Key West many times, and Liam's house boat has to be the coolest place we've stayed yet! "
The price is CA $234
CA $378 total
includes taxes & fees
May 27 - May 28
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (174)
"Very comfortable and clean place right by water, had a great stay "
Direct Oceanfront Cottage-Sunrise View- #2,

Poolside Cottage #411

10.0 out of 10, Exceptional, (42)
"Lovely home to stay in for a couple of nights on Key West"
The price is CA $310
CA $515 total
includes taxes & fees
May 4 - May 5
Poolside Cottage #411

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

9.8 out of 10, Exceptional, (286)
"Great time!! Great place!!"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

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

10.0 out of 10, Exceptional, (12)
"We loved our condo. Perfect location for spring break with our kids and grandchild. Very clean. Would stay here again. Pool day was great! "
The price is CA $337
CA $790 total
includes taxes & fees
May 7 - May 8
The Salt Cay | Updated! Stunning Sunset View, Pool!

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (146)
"I enjoyed staying in a tiny house. The property was amazing!"
Sunshine Key RV Resort & Marina

Butterfly Nest | Newly Updated w/ Shared Pool

10.0 out of 10, Exceptional, (12)
The price is CA $337
CA $790 total
includes taxes & fees
May 6 - May 7
Butterfly Nest | Newly Updated 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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Other types of properties in Cudjoe Key you may be interested in

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

8.6 out of 10, Excellent, (135)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

Margaritaville Beach House Key West

4.0 star property
8.6 out of 10, Excellent, (1710)
"We’ve stayed here multiple times always a great trip "
The price is CA $332
CA $461 total
includes taxes & fees
May 18 - May 19
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1098)
"Staff is professional and pool is very nice."
The price is CA $256
CA $327 total
includes taxes & fees
May 26 - May 27
Fairfield Inn and Suites by Marriott Key West
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.

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.