Holiday Homes in Cudjoe Key

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Featured Holiday Homes in Cudjoe Key

Tropical Key West out of the way

9.4 out of 10, Exceptional, (172)
"Thanks for the stay, we loved the pool and peaceful quiet while still being so close to everything. Family dinners on the porch were also a great and relaxing alternative to every meal out. "
Tropical Key West out of the way

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (77)
"Very nice place to stay. Quick and efficient communication with host! Seemless check in and check out process. "
The price is NZ$1,170
includes taxes & fees
20 Aug - 21 Aug
Old Florida Style, wrap around porch, boat basin for dockage, open water

INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!

9.4 out of 10, Exceptional, (48)
"Clean, home included everything you could need. Best of all, communication was clear, friendly, professional and a binder was left with activities, restaurants, etc. Parking spot was clear and easy. Beautiful stay"
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

8.8 out of 10, Excellent, (85)
"Property was adequate but could use a few updates. The location was great. Easy to get to Key West near good local restaurants and beaches. Would stay again. "
The price is NZ$1,222
includes taxes & fees
19 Aug - 20 Aug
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront 4-Bed 3-Bath home with pool

9.6 out of 10, Exceptional, (74)
"It was a great location in the back, not on the main road. Very quiet, great view, and good place for kids if you are traveling with kids. Used golf carts and was able to get everywhere in 5-10 mins. Overall great vacation and awesome location to stay. "
Oceanfront 4-Bed 3-Bath home with pool

Oceanview home with private pool & lush landscaping!

9.8 out of 10, Exceptional, (111)
"Great place to stay very kid friendly and a short golfcart ride to everything "
Oceanview home with private pool & lush landscaping!

Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

9.8 out of 10, Exceptional, (130)
"Our Key West trip and this property were great. The house had everything we needed and breathtaking views!"
Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

9.8 out of 10, Exceptional, (71)
"Our stay was amazing, the house had EVERYTHING we needed for our trip. Perfect location, beautiful scenery. Just perfect "
Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

9.6 out of 10, Exceptional, (57)
"It was a beautiful home and Francine, our host, was most accommodating."
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

3-Story spacious conch style home w/ private pool & dock!

9.8 out of 10, Exceptional, (131)
"We had a wonderful stay in Key West and this house was great for everything we needed!"
3-Story spacious conch style home w/ private pool & dock!

Seaside Retreat: Waterfront Home with private heated pool & lush landscaping

9.6 out of 10, Exceptional, (75)
"Beautiful house "
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping

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

9.0 out of 10, Wonderful, (151)
"The place was spacious, very clean and beautiful!"
The price is NZ$1,015
includes taxes & fees
10 Aug - 11 Aug
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

20 MINUTES TO KEY WEST , BOATERS PARADISE

9.4 out of 10, Exceptional, (57)
"Great little spot, location was perfect, house was cozy, and the host was fantastic! The staff at Venture Out were also extremely courteous. Would definitely stay here again. "
20 MINUTES TO KEY WEST , BOATERS PARADISE

**BELLE OF THE BEACH @ CASA EAST** Beach House + LAST KEY SERVICES…

10.0 out of 10, Exceptional, (59)
"Reunited with friends here and it was the perfect set up! Many people mentioned it was the best non-hotel experience they’ve had to date!"
**BELLE OF THE BEACH @ CASA EAST** Beach House + LAST KEY SERVICES…

PET FRIENDLY! SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8

9.6 out of 10, Exceptional, (213)
"Wonderful stay here for our family. Great price and close to Key West!"
PET FRIENDLY! SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8

Private Secluded Ocean View & Pool Near Key West

8.2 out of 10, Very good, (93)
"Everything was exactly as described, the host was gracious and communicative, the house is great for a large group and a quiet location"
Private Secluded Ocean View & Pool Near Key West

CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!

9.8 out of 10, Exceptional, (136)
"Property was clean and comfortable with everything we needed. Only complaint is the late check in time."
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

9.8 out of 10, Exceptional, (8)
"Beautiful place!"
The price is NZ$1,383
includes taxes & fees
17 Aug - 18 Aug
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

9.8 out of 10, Exceptional, (91)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The place was very clean. I will definitely book this place again. Great location and easy to access."
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
9.8 out of 10, Exceptional, (7)
"We loved the property so much that we barely left it. The view from the porch was the most peaceful serene view. "
The price is NZ$1,042
includes taxes & fees
20 Aug - 21 Aug
Island Time #110 Ocean Views - 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.
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Top Cudjoe Key Hotel Reviews