Search Vacation Homes in Cudjoe Key

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Compare 643 Vacation Homes in Cudjoe Key with updated reviews, rates, and availability.

INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Sunny days ahead
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
9.6 out of 10, Exceptional, (29)
"Beautiful property, amazing outdoor space on the water, clean and comfortable Given the cleaning fees are 50% of the cost I was little annoyed at how much check out chores are required of the guests. "
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
Welcome to OFF CALL
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
9.6 out of 10, Exceptional, (74)
"My brother and I hadn’t seen each other for quite a while. This place offered us so much comfort and convenience. GREAT place to stay. We will be back. Thank you. "
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Shared pool
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
9.0 out of 10, Wonderful, (67)
"Very quiet, clean, and overall great experience. I’ve been staying at properties in the Keys for over 20 years and this is one of the best experiences I have had."
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Grill up your fresh catch (Kayaks not included)
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!
Poolside Cottage #411
Pool
Poolside Cottage #411
10.0 out of 10, Exceptional, (30)
"Nice STAY"
The price is AED 826
AED 1,398 total
includes taxes & fees
3 Dec - 4 Dec
Poolside Cottage #411
Poolside Cottage #412
Pool
Poolside Cottage #412
10.0 out of 10, Exceptional, (13)
"Nice place right by the pool."
The price is AED 826
AED 1,398 total
includes taxes & fees
3 Dec - 4 Dec
Poolside Cottage #412
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
Plush linen
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
9.8 out of 10, Exceptional, (21)
"Clean, cozy and cute "
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
Kelly's Kabin - Adorable Private Summerland Key Cottage
Aerial view of Kelly's Kabin.
Kelly's Kabin - Adorable Private Summerland Key Cottage
9.8 out of 10, Exceptional, (104)
"Check in was super easy.Over all was a very comfortable place.Air condition was nice and cold..Everything worked properly.Located just South of Boondocks Bar&Grille which os one of our favorite spots.Easy to get back and forth to Key West.Would definately stay here again."
The price is AED 1,010
AED 2,237 total
includes taxes & fees
12 Dec - 13 Dec
Kelly's Kabin - Adorable Private Summerland Key Cottage
20 MINUTES TO KEY WEST , BOATERS PARADISE
Pool
20 MINUTES TO KEY WEST , BOATERS PARADISE
9.6 out of 10, Exceptional, (44)
"The property is perfect for a couple maybe 3. Its on the smaller side but we loved our time there. Property owner was very attentive even went and bought fishing poles when we asked if there were some available! We will be back!"
20 MINUTES TO KEY WEST , BOATERS PARADISE
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Breathtaking views of our marina!
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
9.6 out of 10, Exceptional, (79)
"The stay was good. It was close enough to wedding venue. Few things wrong when we got there. My husband fixed the closet door because it would not open n shut also a door knob was about to fall off so he tightened it."
The price is AED 731
AED 1,834 total
includes taxes & fees
24 Nov - 25 Nov
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Cozy decor
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
9.4 out of 10, Exceptional, (26)
"Super nice place Comfortable Couch Comfortable Bed"
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.0 out of 10, Wonderful, (184)
"Loved this ocean view property! Very nice location and very comfortable home!"
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Outdoor dining
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."
The price is AED 826
AED 1,958 total
includes taxes & fees
22 Dec - 23 Dec
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
Direst access to the open water
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
9.8 out of 10, Exceptional, (106)
"Everything was great and Melanie was very easy to communicate with! "
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
Front of house stand alone
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
10.0 out of 10, Exceptional, (193)
"Great to deal with. Clean and very comfortable! We would definitely stay again! Thank you. "
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
Welcome to the Coral Hammock Community
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
9.8 out of 10, Exceptional, (108)
"Needed a few updates"
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
Latitudes - Ocean front with pool
Exterior
Latitudes - Ocean front with pool
10.0 out of 10, Exceptional, (22)
"Beautiful home located on the water and nearby several great restaurants. Only 25 min to Key West. I would highly recommend this property to anyone searching this area for a vacation rental."
Latitudes - Ocean front with pool
Tropical Paradise - Ocean front with swim spa
Exterior
Tropical Paradise - Ocean front with swim spa
9.6 out of 10, Exceptional, (74)
"We appreciated all the extra towels for our stay as we were on the boat and in the water a couple times a day. Not really easy parking with a boat, Trailor and 3 vehicles. We were lucky no one was staying in the home adjacent that is managed by the same company. We were very happy with our stay otherwise. Florida Salts Family! "
Tropical Paradise - Ocean front with swim spa
Island Therapy
Exterior detail
Island Therapy
9.8 out of 10, Exceptional, (47)
"The ice maker wasn’t working. The tray on the inside was broken. There wasn’t any dish soap. I thought it came with my stay. But overall we have stayed in this place 3 times. And Wii come back again"
Island Therapy
Amazing Open Water Views - Venture Out Unit #374
Amazing Open Water Views - Venture Out Unit #374
10.0 out of 10, Exceptional, (12)
"This property is as listed. It was clean and the views are great. The location is also good as it is not far from Key West. I rated cleanliness as 4 stars because there was a small ant problem in the unit, lots of traps set up but they were on the kitchen floor. Also, no toiletries were provided such as shampoo and body wash and although the kitchen was well stocked with all things needed for cooking, there were no basics such as salt and pepper or cooking oil and any soaps provided were of...
Amazing Open Water Views - Venture Out Unit #374
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 property types in Cudjoe Key

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.0 out of 10, Wonderful, (184)
"Loved this ocean view property! Very nice location and very comfortable home!"
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Relax on the little sandy beach.
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (216)
"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 AED 1,010
AED 2,632 total
includes taxes & fees
23 Nov - 24 Nov
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Exterior
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (198)
"The location was perfect and the unit was clean and comfortable. The key lime pie from the hosts was a nice touch."
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
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.