Cudjoe Key Vacation Rentals

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Vacation Rentals in Cudjoe Key

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, (215)
"the property it is good but expedia say good price for cleaning and vrbo say higher price i not agree, because i believed all time that cleaning it is the price said Expedia thanks , but i never rent or recommend again thanks"
The price is ￥42,116
￥109,752 total
includes taxes & fees
Nov 13 - Nov 14
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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, (95)
"Great property. Brought our boat and had a great time. Quick drive to Key Wedt."
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
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, (196)
"We had a wonderful time for a quick Labor Day weekend trip. The neighborhood is family friendly and we enjoyed riding the bikes to the pool with our kids. It was convenient to have the boat ramp in the community as well. The house was clean, comfortable and well stocked. Thank you for sharing your home with us! "
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Outdoor dining
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.0 out of 10, Wonderful, (181)
"The view was wonderful. Great place to see sunrise every morning. This was a girls trip. If you are just there for fishing, this place is perfect. The refrigerator and freezer smelled of fish. Even after 3 nights, the smell was strong. I recommend bringing some arm and hammer baking soda for both fridge and freezer. The place is pretty close to Key West, so location is great. The neighbors were cleaning their fish right off the dock, so there were many seagulls. With seagulls, comes poop. They...
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Comfortable Waterfront Vacation Rental
Sun loungers, beach towels
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (143)
"Our annual trip never disappoints. Property always has what we need and is perfectly located."
Comfortable Waterfront Vacation Rental
3 night minimum! Spectacular Ocean Views!
A heated pool
3 night minimum! Spectacular Ocean Views!
8.4 out of 10, Very Good, (18)
"Venture out is a great location for being on the water. This rental was reasonable, spacious and clean! We had an amazing stay with no issues!"
3 night minimum! Spectacular Ocean Views!
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Exterior
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (230)
"Very clean and quiet. Great amenities. Friendly staff. Would stay there again and recommend to our friends."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Tropical Getaway in Paradise.
Outdoor pool, a heated pool
Tropical Getaway in Paradise.
9.4 out of 10, Exceptional, (83)
"Venture Out resort is nice and this cozy trailer is good!"
Tropical Getaway in Paradise.
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Fridge, microwave, oven, stovetop
FL Keys Cottage with Ocean Views - Venture Out Unit 395
8.0 out of 10, Very Good, (2)
"Great location and nice park amenities. Kids really liked the Venture Out pool."
FL Keys Cottage with Ocean Views - Venture Out Unit 395
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
8.4 out of 10, Very Good, (158)
"Very clean. Staff very helpful and respectful. The Key Deer are beautiful and fun to watch "
The price is ￥19,756
￥37,541 total
includes taxes & fees
Nov 10 - Nov 11
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Restaurant
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is ￥17,244
￥40,938 total
includes taxes & fees
Nov 11 - Nov 12
Aqua Lodges at Hurricane Hole Marina
Sunshine Key RV Resort & Marina
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (141)
"Nice place to relax"
The price is ￥54,521
￥61,336 total
includes taxes & fees
Dec 6 - Dec 7
Sunshine Key RV Resort & Marina
Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (27)
"Nice STAY"
The price is ￥26,954
￥48,759 total
includes taxes & fees
Nov 30 - Dec 1
Poolside Cottage #411
34’ Catamaran Sailboat
Interior
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
ATLANTIC HIDEAWAY- Key West
Outdoor pool, a heated pool
ATLANTIC HIDEAWAY- Key West
9.8 out of 10, Exceptional, (42)
"Great place, highly recommend"
ATLANTIC HIDEAWAY- Key West
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, (275)
"I don’t want this published but the only problem we had was with the bikes. They were not in great shape but everything else was well taken care of. "
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
The Crystalmarine Suite – Rustic Luxury on the Sea
Interior
The Crystalmarine Suite – Rustic Luxury on the Sea
10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is ￥107,205
￥134,542 total
includes taxes & fees
Nov 27 - Nov 28
The Crystalmarine Suite – Rustic Luxury on the Sea
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aerial view
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
9.6 out of 10, Exceptional, (81)
"Very well run property/operation. The house has tons of things to do and was ideal four our bachelor party. Definitely recommend"
The price is ￥306,147
￥578,333 total
includes taxes & fees
Nov 11 - Nov 12
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
One of the very few beach houses with a daily, rental license in the Keys.
Outdoor pool
One of the very few beach houses with a daily, rental license in the Keys.
9.0 out of 10, Wonderful, (54)
"Our trip was supposed to be a boys fishing trip but that was derailed by the hurricane. We were not able to reschedule the trip so my wife and I decided to come down for a private retreat. The house is much more than two people need but we had a great time. The morning views are spectacular. The only thing I would change would be the addition of a full size oven for those who like to cook at the house. "
The price is ￥91,737
￥203,383 total
includes taxes & fees
Nov 10 - Nov 11
One of the very few beach houses with a daily, rental license in the Keys.
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Terrace/patio
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
9.0 out of 10, Wonderful, (30)
"Peaceful and paradise!"
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
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

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, (215)
"the property it is good but expedia say good price for cleaning and vrbo say higher price i not agree, because i believed all time that cleaning it is the price said Expedia thanks , but i never rent or recommend again thanks"
The price is ￥42,116
￥109,752 total
includes taxes & fees
Nov 13 - Nov 14
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Beachside Resort & Residences
Outdoor pool, pool umbrellas, sun loungers
Beachside Resort & Residences
3.5 star property
8.4 out of 10, Very Good, (1010)
"Was a nice property. The cheap rooms feel like a cave. Hardly have a window "
The price is ￥29,772
￥41,248 total
includes taxes & fees
Dec 2 - Dec 3
Beachside Resort & Residences
Havana Cabana at Key West - Adults Only
Outdoor pool, sun loungers
Havana Cabana at Key West - Adults Only
4.0 star property
8.8 out of 10, Excellent, (1599)
"Friendly staff, great place to stay!"
The price is ￥25,251
￥38,168 total
includes taxes & fees
Nov 26 - Nov 27
Havana Cabana at Key West - Adults Only
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.