Holiday Homes in Cudjoe Key

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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

Featured Holiday Homes in Cudjoe Key and around

Exterior
105 - Newly renovated house Oceanside and Pool

105 - Newly renovated house Oceanside and Pool

Cudjoe Key
The price is €687
includes taxes & fees
8 Dec - 9 Dec
105 - Newly renovated house Oceanside and Pool
Outdoor dining
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
The price is €387
includes taxes & fees
9 Nov - 10 Nov
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
A heated pool
Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (10)
"Greta property, really enjoyed the water view and the bbq grill "
United States
William B.
The price is €550
includes taxes & fees
12 Nov - 13 Nov
Island Time #110 Ocean Views - Cudjoe Key
A heated pool
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
United States
Javier
The price is €523
includes taxes & fees
21 Nov - 22 Nov
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Outdoor pool, a heated pool
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.8 out of 10, Exceptional, (82)
"Great property, owners were very helpful and we really enjoyed our stay!"
United States
Lee J.
The price is €466
includes taxes & fees
9 Nov - 10 Nov
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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

Cutthroat Harbor Estates
8.4 out of 10, Very good, (117)
"Deer in the front yard, perfect location, clean and friendly "
United States
Sara H.
The price is €478
includes taxes & fees
21 Nov - 22 Nov
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Exterior detail
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
The price is €423
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
A heated pool
Sailfish Haven #390 - Ocean Views, 35' seawall

Sailfish Haven #390 - Ocean Views, 35' seawall

Cudjoe Key
8.8 out of 10, Excellent, (6)
"It was a perfect home to stay in cudokey"
United States
Patricia H.
The price is €550
includes taxes & fees
15 Nov - 16 Nov
Sailfish Haven #390 - Ocean Views, 35' seawall
A heated pool
Mahi House #440 - 35' seawall

Mahi House #440 - 35' seawall

Cudjoe Key
10.0 out of 10, Exceptional, (1)
"The house was just right. Nice community. Quiet and peaceful. Just what we needed. The host was kind and responsive. "
United States
Emily P.
The price is €578
includes taxes & fees
14 Nov - 15 Nov
Mahi House #440 - 35' seawall
A heated pool
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

2.0 star property
Cudjoe Key
The price is €522
includes taxes & fees
9 Nov - 10 Nov
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A heated pool
Galleon Getaway #533- Oceanfront Community

Galleon Getaway #533- Oceanfront Community

Cudjoe Key
Galleon Getaway #533- Oceanfront Community
A heated pool
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Cudjoe Key
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
A heated pool
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

2.0 star property
Cudjoe Key
The price is €543
includes taxes & fees
9 Nov - 10 Nov
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape
A heated pool
Reel Island Retreat #273 at Venture Out in the Florida Keys

Reel Island Retreat #273 at Venture Out in the Florida Keys

Cudjoe Key
9.6 out of 10, Exceptional, (7)
"Very clean place"
United States
Michael T.
The price is €552
includes taxes & fees
9 Nov - 10 Nov
Reel Island Retreat #273 at Venture Out in the Florida Keys
A heated pool
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Cudjoe Key
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A heated pool
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

2.0 star property
Cudjoe Key
The price is €590
includes taxes & fees
10 Nov - 11 Nov
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
A heated pool
Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key

Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key

Cudjoe Key
Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key
A heated pool
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

2.0 star property
Cudjoe Key
9.0 out of 10, Wonderful, (7)
"Great place! Perfect location"
United States
Troy B.
The price is €598
includes taxes & fees
19 Nov - 20 Nov
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key
Dining
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Super spot and views of the Straits. Very clean with new modern appliances and amenities. Comfortable and relaxing. Roku TVs make it a challenge to watch major sporting events, but that’s not why we were there. Pool spa out of service due to “health concerns,” but the pool itself seemed ok. Overall, a peaceful and calm stay all about the soothing views with only the splashing sounds of the occasional fish chasing bait. "
United States
Anonymous traveller
The price is €872
includes taxes & fees
30 Nov - 1 Dec
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
A heated pool
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Cudjoe Key
9.4 out of 10, Exceptional, (27)
"Lovely property by the water in Cudjoe Key. Very comfortable and well equipped. Host was very communicative and location was great for getting to Key West and other local attractions. Would definitely stay again! "
United Kingdom
Tom K.
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock
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

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"The condo was clean and spacious. However we did have ants on the kitchen counter."
Lisa Gayle 5-night trip
Posted 1 day ago
Hyatt Vacation Club at Beach House, Key West

Find out more about Cudjoe Key

Cudjoe Key Holiday Homes information

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