Cudjoe Key Vacation Rentals

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Cudjoe Key Vacation Homes

Tropical Key West out of the way
Pool

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. "
The price is CA $372
CA $732 total
includes taxes & fees
Aug 2 - Aug 3
Tropical Key West out of the way
Waterfront luxury home with private pool
Dining

Waterfront luxury home with private pool

9.8 out of 10, Exceptional, (78)
"We had a wonderful stay at 3/4 time! It is a beautiful VRBO to use in Key West. We truly appreciated all the thoughtful touches that made the place feel like a home away from home.The location was perfect, and the space was clean, comfortable, and well-equipped for a relaxing getaway. We absolueltly loved the heated pool. It was the perfect base for exploring Key West, and we’re already looking forward to our next visit."
Waterfront luxury home with private pool
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Pool

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

10.0 out of 10, Exceptional, (3)
"The place was just as pictured, very comfortable and private. Very clean and spacious. The only issue we had was trying to get the back door to lock. "
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
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

9.0 out of 10, Wonderful, (151)
"The place was spacious, very clean and beautiful!"
The price is CA $379
CA $830 total
includes taxes & fees
Aug 10 - Aug 11
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds

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. "
Old Florida Style, wrap around porch, boat basin for dockage, open water
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
Dining

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!
Oceanview home with private pool & lush landscaping!
A heated 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!
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, (250)
"Home was clean and great location! Would definitely stay here again! "
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
Terrace/patio

HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!

9.6 out of 10, Exceptional, (42)
"Very nice retreat on the water. Enjoyed our views from the porch."
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Beach nearby

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. "
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (56)
"It was a beautiful home and Francine, our host, was most accommodating."
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Luxury Waterfront Home with Private Pool and Dock!
Marina

Luxury Waterfront Home with Private Pool and Dock!

9.8 out of 10, Exceptional, (79)
"Great place and location. Nice and quiet but not far from the action. Pics don’t really do it justice. Would definitely return "
Luxury Waterfront Home with Private Pool and Dock!
Waterfront Luxury Home with private pool!
Property grounds

Waterfront Luxury Home with private pool!

9.4 out of 10, Exceptional, (75)
"Modern home in good condition. Well equipped kitchen. Grandkids loved the pool. Great for family vacations."
Waterfront Luxury Home with private pool!
3-Story spacious conch style home w/ private pool & dock!
Marina

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!
Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
Property grounds

Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach

10.0 out of 10, Exceptional, (236)
"Great property with easy access to everything. "
Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
Big Pine Key Unique Direct Ocean Access with 10K lbs private dock boat lift
Marina

Big Pine Key Unique Direct Ocean Access with 10K lbs private dock boat lift

9.4 out of 10, Exceptional, (8)
"We had a wonderful holiday vacation. Thank you Kelly and Walter for sharing your vacation rental with our family."
Big Pine Key Unique Direct Ocean Access with 10K lbs private dock boat lift
20 MINUTES TO KEY WEST , BOATERS PARADISE
Exterior

20 MINUTES TO KEY WEST , BOATERS PARADISE

9.4 out of 10, Exceptional, (57)
"Comfortable and very well appointed! High end amenities, and very responsive host ensured our stay was a memorable one. Our third time booking this property and can’t think of anything they could improve!"
20 MINUTES TO KEY WEST , BOATERS PARADISE
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Property grounds

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

8.8 out of 10, Excellent, (52)
"Peaceful and paradise!"
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Private Secluded Ocean View & Pool Near Key West
Outdoor pool, a heated pool

Private Secluded Ocean View & Pool Near Key West

8.2 out of 10, Very good, (92)
"We stayed for my husband’s surprise 40th birthday weekend. Kazi was an amazing host and made the booking/arrival/departure process so easy. His hospitality was amazing and we can’t wait to come back."
Private Secluded Ocean View & Pool Near Key West
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
A heated pool

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

9.8 out of 10, Exceptional, (89)
"Just a hop, skip and jump away from the hustle and bustle you’ll find your little peace of paradise! House was exactly as described. Perfect for a family getaway. We truly loved every bit of our stay and will definitely be back! "
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
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

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"We loved everything about this property. The staff was friendly and accommodating. It was quiet with a nice pool and bar. You get 2 drinks a day at the pool bar which was unexpected and nice. Free transportation to downtown was convenient, we even rented a golf cart one day and that was so much fun! When we come back, we will stay here again. I recommend this place 100%"
Amanda 2-night trip
Posted 7 hours ago
Hampton Inn Key West FL