Search Vacation Homes in Cudjoe Key

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Cudjoe Key

105 - Newly renovated house Oceanside and Pool

Cudjoe Key
$737 nightly
The price is $779
Nov 11 - Nov 12
Total with taxes and fees
105 - Newly renovated house Oceanside and Pool

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.
$392 nightly
The price is $435
Nov 12 - Nov 13
Total with taxes and fees
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

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.
$558 nightly
The price is $619
Nov 12 - Nov 13
Total with taxes and fees
Island Time #110 Ocean Views - 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
$535 nightly
The price is $594
Nov 11 - Nov 12
Total with taxes and fees
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

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.
$472 nightly
The price is $524
Nov 16 - Nov 17
Total with taxes and fees
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

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.
$486 nightly
The price is $539
Nov 18 - Nov 19
Total with taxes and fees
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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.
$429 nightly
The price is $476
Nov 30 - Dec 1
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

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.
$558 nightly
The price is $619
Nov 15 - Nov 16
Total with taxes and fees
Sailfish Haven #390 - Ocean Views, 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.
$558 nightly
The price is $619
Nov 15 - Nov 16
Total with taxes and fees
Mahi House #440 - 35' seawall

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

2.0 star property
Cudjoe Key
$530 nightly
The price is $588
Nov 11 - Nov 12
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Galleon Getaway #533- Oceanfront Community

Cudjoe Key
$488 nightly
The price is $541
Nov 30 - Dec 1
Total with taxes and fees
Galleon Getaway #533- Oceanfront Community

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

Cudjoe Key
$560 nightly
The price is $621
Nov 14 - Nov 15
Total with taxes and fees
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

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

2.0 star property
Cudjoe Key
$551 nightly
The price is $612
Nov 11 - Nov 12
Total with taxes and fees
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

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.
$558 nightly
The price is $619
Nov 14 - Nov 15
Total with taxes and fees
Reel Island Retreat #273 at Venture Out in the Florida Keys

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

Cudjoe Key
$516 nightly
The price is $573
Nov 11 - Nov 12
Total with taxes and fees
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

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

2.0 star property
Cudjoe Key
$610 nightly
The price is $677
Nov 11 - Nov 12
Total with taxes and fees
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

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

Cudjoe Key
$540 nightly
The price is $600
Nov 11 - Nov 12
Total with taxes and fees
Little Piece of Paradise #233 - 35' Seawall - 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.
$608 nightly
The price is $675
Nov 19 - Nov 20
Total with taxes and fees
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

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 traveler
$875 nightly
The price is $972
Nov 30 - Dec 1
Total with taxes and fees
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

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.
$648 nightly
The price is $719
Nov 11 - Nov 12
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cudjoe Key Hotel Reviews

Find out more about Cudjoe Key

Cudjoe Key Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia