Search Vacation Homes in Cudjoe Key

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Cudjoe Key

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

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"The house was very clean. Friendly and quiet location. The hosts were extremely helpful. "
United States
Roy F.
The price is AED 474
AED 1,497 total
includes taxes & fees
18 Nov - 19 Nov
NOV. & DEC. 50% OFF! WATERFRONT, 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)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
The price is AED 915
AED 2,055 total
includes taxes & fees
3 Dec - 4 Dec
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"Close to Key West. Would stay there again!!"
United States
elisa b.
The price is AED 694
AED 2,169 total
includes taxes & fees
18 Nov - 19 Nov
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (10)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is AED 771
AED 2,264 total
includes taxes & fees
18 Nov - 19 Nov
Island Time #110 Ocean Views - 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 AED 783
AED 1,599 total
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

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

Cutthroat Harbor Estates
8.4 out of 10, Very Good, (117)
"Great experience "
United States
Peyton S.
The price is AED 826
AED 1,980 total
includes taxes & fees
18 Nov - 19 Nov
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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

2.0 star property
Cudjoe Key
The price is AED 675
AED 2,159 total
includes taxes & fees
18 Nov - 19 Nov
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Galleon Getaway #533- Oceanfront Community

Cudjoe Key
The price is AED 540
AED 1,989 total
includes taxes & fees
30 Nov - 1 Dec
Galleon Getaway #533- Oceanfront Community

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

Cudjoe Key
9.6 out of 10, Exceptional, (7)
"We really enjoyed our stay here. We really loved sitting on the back porch by the water and the closeness to the community pool and courts. "
United States
Lindsay C.
The price is AED 771
AED 2,264 total
includes taxes & fees
18 Nov - 19 Nov
Reel Island Retreat #273 at Venture Out in the Florida Keys

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

2.0 star property
Cudjoe Key
The price is AED 771
AED 2,238 total
includes taxes & fees
18 Nov - 19 Nov
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

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

Cudjoe Key
The price is AED 636
AED 2,093 total
includes taxes & fees
18 Nov - 19 Nov
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

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 AED 771
AED 2,264 total
includes taxes & fees
18 Nov - 19 Nov
Sailfish Haven #390 - Ocean Views, 35' seawall

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

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

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

Cudjoe Key
9.4 out of 10, Exceptional, (27)
"Close to Key West and lots of great boating"
United States
Simon S.
The price is AED 868
AED 2,387 total
includes taxes & fees
18 Nov - 19 Nov
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

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

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

Cudjoe Key
The price is AED 771
AED 2,282 total
includes taxes & fees
1 Dec - 2 Dec
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

105 - Newly renovated house Oceanside and Pool

Cudjoe Key
The price is AED 1,286
AED 2,823 total
includes taxes & fees
1 Dec - 2 Dec
105 - Newly renovated house Oceanside and Pool

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

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Beautiful "
United States
Lisa P.
The price is AED 1,735
AED 3,315 total
includes taxes & fees
30 Nov - 1 Dec
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

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

2.0 star property
Cudjoe Key
The price is AED 964
AED 2,477 total
includes taxes & fees
23 Nov - 24 Nov
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

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 AED 1,061
AED 2,604 total
includes taxes & fees
1 Dec - 2 Dec
Mahi House #440 - 35' seawall
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cudjoe Key Hotel Reviews