Cudjoe Key Vacation Rentals

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Check prices for these dates

Tonight
Apr 20 - Apr 21
Tomorrow
Apr 21 - Apr 22
Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4

Vacation Rentals in Cudjoe Key

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

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

8.6 out of 10, Excellent, (134)
"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!
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Fridge, microwave, oven, stovetop

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

8.8 out of 10, Excellent, (145)
"We have stayed in the Keys often. This place has it all…great water views, kitchen of glass with more great views and an open floor plan full of light. The house is clean and nicely decorated. Dock was perfect for the boat we rented…caught lots of lobster the last several days of the season!"
The price is ￥42,654
￥90,071 total
includes taxes & fees
Apr 25 - Apr 26
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cottage with swimming pool and dockage, just minutes to Key West!
Miscellaneous

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

9.0 out of 10, Wonderful, (143)
"We had a nice time at our stay. We stayed for 3 nights and it was close to key west and the docks were nice to fish off of. Place was clean and everything worked fine for us. "
Cottage with swimming pool and dockage, just minutes to Key West!
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (136)
"Very nice"
The price is ￥24,882
￥49,675 total
includes taxes & fees
May 1 - May 2
Cottage with Pool and Dockage, just minutes to Key West
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
A heated pool

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

9.8 out of 10, Exceptional, (216)
"third time staying here well stocked and clean, property manager could not be more helpful."
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Balcony

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

8.4 out of 10, Very Good, (107)
"Definitely need to update the property. Day to day cleanliness was good but many burnt out light bulbs or mismatched bulbs. A coat of paint and updated furniture would help. House A has no view of the water and may have chosen a different place in the complex if i had known. Pool was well taken care of and lots of privacy by the home. Convenient to Key west and lots of good local restaurant choices. Beds were very comfortable. "
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Fridge, microwave, oven, stovetop

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

JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
On the beach, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (229)
"Was very quiet & relaxing! Great location to middle & lower keys."
The price is ￥39,100
￥101,891 total
includes taxes & fees
Apr 21 - Apr 22
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Ocean/Canal Views 21ft Dock - Venture Out #357
Terrace/patio

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

8.2 out of 10, Very Good, (20)
"Good location and easy stay. "
Ocean/Canal Views 21ft Dock - Venture Out #357
Atlantic View Luxury Villa with Pool
Swim-up bar

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 ￥71,978
￥130,738 total
includes taxes & fees
May 4 - May 5
Atlantic View Luxury Villa with Pool
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (216)
"We liked seeing the key deer and the grass mat out front was soft on the feet. We arrived after the office closed and discovered the hot water was not turned on when we arrived so we had to figure out how to turn on with a switch. My brother-in-law figured this out. The water would go from cool to warm off and on during showers. Not sure why."
The price is ￥19,763
￥36,452 total
includes taxes & fees
Apr 21 - Apr 22
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Deluxe Bungalow | Private kitchen

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (128)
"It was a great experience being on a houseboat."
The price is ￥13,857
￥39,421 total
includes taxes & fees
Apr 27 - Apr 28
Aqua Lodges at Hurricane Hole Marina
Coconut Mallory Resort And Marina By Kees Vacations
Meeting facility

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
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
1 bedroom, internet, bed sheets

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

10.0 out of 10, Exceptional, (6)
"This was a perfectly unique and special experience. Matt was amazing to work with for arrival and departure. Timely and exactly as Liam said everything would be. They put special touches on the stay, ice bucket, two waters, beach towels, our name on a cute sign, a cooler, extra covers and everything you need for a Glamping stay on the water! Camping at its best! We definitely plan to come back and will recommend this stay to our friends. This is perfect for outdoor lovers and adventurous people...
The price is ￥24,028
￥39,580 total
includes taxes & fees
Apr 28 - Apr 29
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Terrace/patio

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

9.2 out of 10, Wonderful, (5)
"Was just a teaser initial trip to Key West but staying on the water was awesome! Beautiful views and great amenities. Kevin and Captain Philip were great throughout the whole process including great local recommendations! One thing to note, if you are 6’ plus, will need to watch your head and the steps downstairs require concentration. As a shorter person (barely 5’!) it all worked perfectly for me! Look forward to staying again and taking the boat out next time! "
The price is ￥21,327
￥83,905 total
includes taxes & fees
May 6 - May 7
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (174)
"My husband and I enjoyed the peacefulness of the area, the beautiful view, the prime location for great places to eat and things to do, the short drive to Key West and Bahia Honda. The cottage was clean, the bed comfy and all was as described. Susan was quick in responding to any questions we had. We will stay here again, I’m sure. "
The price is ￥31,991
￥58,668 total
includes taxes & fees
Apr 21 - Apr 22
Direct Oceanfront Cottage-Sunrise View- #2,
Poolside Cottage #411
Outdoor pool

Poolside Cottage #411

10.0 out of 10, Exceptional, (41)
"Lovely home to stay in for a couple of nights on Key West"
The price is ￥31,848
￥53,656 total
includes taxes & fees
Apr 27 - Apr 28
Poolside Cottage #411
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (285)
"We had a great time!! We hope to be back next year."
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
The Salt Cay | Updated! Stunning Sunset View, Pool!
A heated pool

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

10.0 out of 10, Exceptional, (11)
"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 ￥26,232
￥68,872 total
includes taxes & fees
Apr 23 - Apr 24
The Salt Cay | Updated! Stunning Sunset View, Pool!
Sunshine Key RV Resort & Marina
Kayaking

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
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!
Exterior

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

8.6 out of 10, Excellent, (134)
"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!
Beachside Resort & Residences
Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

3.5 star property
8.4 out of 10, Very Good, (1021)
"I was there for nearly a week with my family and I have a blast. The only downside is people smoking everywhere regardless of smoking area. "
The price is ￥29,431
￥40,309 total
includes taxes & fees
May 20 - May 21
Beachside Resort & Residences
Margaritaville Beach House Key West
Outdoor pool

Margaritaville Beach House Key West

4.0 star property
8.6 out of 10, Excellent, (1730)
"Service was great and very friendly. This is a great value as rooms are very spacious. Beatiful grounds, nice pool and beach across the street. It’s not walkable to Duval but a very convenient shuttle service!"
The price is ￥39,810
￥53,871 total
includes taxes & fees
May 11 - May 12
Margaritaville Beach House 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.