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Compare 483 Vacation Homes in Cudjoe Key with updated reviews, rates, and availability.

Outdoor dining
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (174)
"Great location, 23 miles to Key West. View from deck is breathtaking."
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is ￥33,385
￥57,091 total
includes taxes & fees
May 28 - May 29
Poolside Cottage #411
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (89)
"Good place. 3 bed rooms all with Queen size beds. It was perfect for us. We sat on the porch mostly when we were there and played games. Not a long ride to Key West. Overall- we were happy and would stay there again."
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
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A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (183)
"Very nice"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (168)
"We had a awesome family time there, everything is pretty and cute. We fishing behind the house, funny time. Everything was perfect to me and my family. Thank you!"
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Property grounds
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
9.6 out of 10, Exceptional, (90)
"House was exactly as stated. We enjoyed it there. Close enough to downtown to enjoy it. Nice touch having the bikes there to use! Condo pool was great too. We enjoyed the amenities! Would stay again if we came back to the area!"
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Pool
Great Family Vacation Rental.
10.0 out of 10, Exceptional, (3)
"The townhome was nice and is located in a quaint community. The pool area was beautiful. We found that we needed to Uber into Key West since parking is very limited and we were told the bus service is often not on time."
Great Family Vacation Rental.
Property grounds
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
8.8 out of 10, Excellent, (17)
"Great property, great views on the water."
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Exterior
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (217)
"My daughter and I stayed in Cudjoe Key to be close to Key West. The location was good. The unit had everything we needed both inside and out. We grilled and cooked which was great. The beds were comfortable. Unfortunately, the weather did not cooperate and excursions were cancelled so we spent more time in Key West than we had planned. But the unit had lots of games and the TV had the tennis channel which was very nice. All in all, it was a good time."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
A heated pool
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
9.6 out of 10, Exceptional, (64)
"Enjoyed our stay…..Dan was very helpful with the smart tv issue…."
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
Property grounds
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (202)
"Fantastic property and location, our 2nd time there. Melanie, the host, is super responsive. I would highly recommend."
The price is ￥54,096
￥68,277 total
includes taxes & fees
May 30 - May 31
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Pool
Cozy, Perfect Conch Cottage!
9.2 out of 10, Wonderful, (29)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
Outdoor dining
Poolside Cottage #412
10.0 out of 10, Exceptional, (6)
"Perfect location. Poolside. Friendly staff, excellent service ~ Brandy!!!"
The price is ￥33,385
￥57,091 total
includes taxes & fees
Jun 5 - Jun 6
Poolside Cottage #412
Property grounds
Mother Ocean: Waterfront 4 Bedroom 3 Bath luxury Oceanfront home with pool
9.4 out of 10, Exceptional, (44)
"Wonderful place. We rented 7 bikes and were able to store them in the garage and ride wherever we needed to go. Didn’t need to go much since the place was so great, between the pool and the spacious open kitchen and decks we were able to cook and make cocktails."
Mother Ocean: Waterfront 4 Bedroom 3 Bath luxury Oceanfront home with pool
Fridge, microwave, oven, stovetop
Keys 3 Bedroom Corner Home near Beach & Key West
9.4 out of 10, Exceptional, (3)
"Absolutely lovely property. The only thing we regretted was not having more time to spend there. We loved the nearby restaurant called “The Boardwalk Pub & Grill. They have a very friendly staff and they’re very accommodating in the changes they make to their menu."
The price is ￥46,213
￥111,128 total
includes taxes & fees
May 27 - May 28
Keys 3 Bedroom Corner Home near Beach & Key West
Property grounds
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
9.6 out of 10, Exceptional, (46)
"This was a beautiful house in a great location. Very large, easily fit everyone comfortably. Awesome."
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
Property grounds
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
9.4 out of 10, Exceptional, (15)
"Nice, clean property with new appliances. Convenient to Key West. Great deck for hanging out in the morning with coffee or with a cocktail in the evening. Hogfish Bar, a great sandwich shop and French bakery all close and convenient to the property."
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Outdoor pool, a heated pool
Casa Cay West Beautiful Tropical House 3 bedrooms 2 KING suites POOL 2 mi beach
10.0 out of 10, Exceptional, (388)
"We loved our stay at Judy’s place. It’s a short drive into downtown key west. We rented a car and took Ubers, which were readily available. The house was exactly as described and so nicely decorated. Had everything you need, including plenty of towels for bath and pool. Pool was very clean and relaxing. The house feels very private with all of the landscaping. Across the street is a great brewery, coffee shop and pizza/Italian restaurant. Judy was so helpful and responsive. Highly recommend to...
Casa Cay West Beautiful Tropical House 3 bedrooms 2 KING suites POOL 2 mi beach
Property grounds
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (34)
"We traveled from Michigan celebrating my mother’s 75th birthday. I don’t know much about the company last key rentals. The concierge, Victor and awesome person and awesome man very knowledgeable. Very pleasant made me and my family feel right at home. To last key Victor went above and beyond to answer any questions and to make everyone feel as comfortable and was very supportive and knowledgeable of the community and surrounding areas. To the owner you have amazing property."
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
Property grounds
Family home in gated community w/great amenities, shared pool, fitness center
8.8 out of 10, Excellent, (119)
"Very clean. Good size for a family with older kids who want their own space. We enjoyed reading and drinking coffee on the porches."
Family home in gated community w/great amenities, shared pool, fitness center
Don't see what you're looking for?
See all available properties in Cudjoe Key
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.

Other property types in Cudjoe Key

Outdoor dining
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (174)
"Great location, 23 miles to Key West. View from deck is breathtaking."
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Property grounds
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (202)
"Fantastic property and location, our 2nd time there. Melanie, the host, is super responsive. I would highly recommend."
The price is ￥54,096
￥68,277 total
includes taxes & fees
May 30 - May 31
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Lake
Cudjoe Key, FL RV Resort RV Lot
8.0 out of 10, Very Good, (4)
"Had a wonderful stay"
The price is ￥14,683
￥19,610 total
includes taxes & fees
May 17 - May 18
Cudjoe Key, FL RV Resort RV Lot
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.

Cudjoe Key Vacation Homes information

Number of reviews
1,657
Accommodation
483 Vacation Homes
Lowest Price
￥33,385
Highest Price
￥92,581

Recent reviews of Cudjoe Key hotels
Expedia verified reviews

The Laureate Key West

The Laureate Key West

5/5 Excellent
"Charming, lovely hotel. Would definitely return and not hesitate to recommend!"
A verified traveler stayed at The Laureate Key West
Posted 2 days ago
The Laureate Key West