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Compare 771 Vacation Homes in Cudjoe Key with updated reviews, rates, and availability.

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

8.8 out of 10, Excellent, (45)
"It was just the right place for my family. We really enjoyed the view and close proximity to Key West. "
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

Captain's Daughter: Oversized home for the whole family w/private pool & dock

9.8 out of 10, Exceptional, (126)
"Very large, modern, and quiet home, perfect for a large family vacation! It made our 7 days on Key West the best!"
Captain's Daughter: Oversized home for the whole family w/private pool & dock

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

8.8 out of 10, Excellent, (146)
"Good location "
The price is AED 1,102
AED 2,327 total
includes taxes & fees
1 May - 2 May
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

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

9.8 out of 10, Exceptional, (82)
"We very much enjoyed our stay. Very nice condo and beautiful pool close to Key West and Botanical Gardens which we enjoyed!"
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8.8 out of 10, Excellent, (139)
"Great location and house was clean. "
Cudjoe Cottages, swimming pool, just 20 miles from Key West

**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…

9.8 out of 10, Exceptional, (87)
"Great House, but tight for 5 adults, not sure how 6 adults would fit"
**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…

Keys 3 Bedroom Corner Home near Beach & Key West

9.8 out of 10, Exceptional, (6)
"Great location, right in the middle keys, easy access to everything. "
The price is AED 1,098
AED 2,645 total
includes taxes & fees
5 May - 6 May
Keys 3 Bedroom Corner Home near Beach & Key West

Private Secluded Ocean View & Pool Near Key West

8.4 out of 10, Very Good, (89)
"Property was as advertised "
Private Secluded Ocean View & Pool Near Key West

Poolside Cottage #412

9.6 out of 10, Exceptional, (22)
"The property and our place was really nice. Would definitely stay again. "
The price is AED 823
AED 1,393 total
includes taxes & fees
5 May - 6 May
Poolside Cottage #412

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

10.0 out of 10, Exceptional, (1)
"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!

Palmgale Estate | Gorgeous KW Home w/ Heated Pool

2.0 star property
The price is AED 2,898
AED 7,164 total
includes taxes & fees
27 May - 28 May
Palmgale Estate | Gorgeous KW Home w/ Heated Pool

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

9.6 out of 10, Exceptional, (32)
"Excellent views, very quiet, pool was outstanding "
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Poolside Cottage #411

10.0 out of 10, Exceptional, (42)
"Lovely home to stay in for a couple of nights on Key West"
The price is AED 823
AED 1,368 total
includes taxes & fees
4 May - 5 May
Poolside Cottage #411

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

9.6 out of 10, Exceptional, (73)
"Clean well equipped great location"
Old Florida Style, wrap around porch, boat basin for dockage, open water

One of the very few beach houses with a daily, rental license in the Keys.

8.8 out of 10, Excellent, (59)
"Overall very happy with our experience. Very easy communication with the owner and overall just very happy with the entire experience. Will Definitely book again"
The price is AED 2,017
AED 4,878 total
includes taxes & fees
21 May - 22 May
One of the very few beach houses with a daily, rental license in the Keys.

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

9.2 out of 10, Wonderful, (40)
"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!

Mother Ocean: Waterfront 4 Bedroom 3 Bath luxury Oceanfront home with pool

9.4 out of 10, Exceptional, (66)
"We had a great stay! We enjoyed our week in Key West. The area was easy to get a Uber or taxi and not far from anything we wanted to do. We were able to grill as well. The response time from the property management was easy and they were quick to respond. "
Mother Ocean: Waterfront 4 Bedroom 3 Bath luxury Oceanfront home with pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very Good, (108)
"The whole experience was decent until the last night. We met with a lot of termites and two cockroaches"
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Key West - Stock Island

4.0 star property
9.6 out of 10, Exceptional, (24)
"Nice place. Everything was as described. "
Key West - Stock Island

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

9.8 out of 10, Exceptional, (217)
"Good accomodations"
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.
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Other property types in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (135)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (145)
"We had a wonderful stay in a small cottage in Cudjoe Key. It was a fun little place stay. Location was great for visiting the other Keys. I would seriously look at staying in one of the bigger cottages if I brought my family down. Thank you very much!"
The price is AED 551
AED 1,047 total
includes taxes & fees
30 May - 31 May
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (140)
"We had a wonderful time at your place. Thank you for having us, we loved the Keys!"
The price is AED 643
AED 1,280 total
includes taxes & fees
1 May - 2 May
Cottage with Pool and Dockage, just minutes to Key West
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.