Search Vacation Homes in Cudjoe Key
Most properties are fully refundable. Because flexibility matters.
Save 10% or more on over 100,000 hotels worldwide as a One Key member.
Search over 2.9 million properties and 550 airlines worldwide.
Check availability on Vacation Homes in Cudjoe Key
Compare 495 Vacation Homes in Cudjoe Key with updated reviews, rates, and availability.
Poolside Cottage #411
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
The price is $216
$369 total
includes taxes & fees
May 28 - May 29
Great Family Vacation Rental.
Great Family Vacation Rental.
10.0 out of 10, Exceptional, (3)
Poolside Cottage #412
Poolside Cottage #412
10.0 out of 10, Exceptional, (6)
The price is $216
$369 total
includes taxes & fees
Jun 5 - Jun 6
Save an average of 15% on thousands of hotels when you're signed in
Casa Cay West Beautiful Tropical House 3 bedrooms 2 KING suites POOL 2 mi beach
Casa Cay West Beautiful Tropical House 3 bedrooms 2 KING suites POOL 2 mi beach
10.0 out of 10, Exceptional, (388)
Oceanfront Paradise w Dock for your 35' boat and Huge Tiki and Firepit. Dogs OK
Oceanfront Paradise w Dock for your 35' boat and Huge Tiki and Firepit. Dogs OK
10.0 out of 10, Exceptional, (5)
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (34)
Bayview Manor at Paradise Harbor with Private Pool and Dock!
Bayview Manor at Paradise Harbor with Private Pool and Dock!
10.0 out of 10, Exceptional, (4)
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (168)
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (217)
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (183)
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (202)
The price is $350
$442 total
includes taxes & fees
May 29 - May 30
**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…
**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…
9.8 out of 10, Exceptional, (73)
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
9.8 out of 10, Exceptional, (72)
Old Florida Style, wrap around porch, boat basin for dockage, open water
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (43)
Island Therapy
Island Therapy
9.8 out of 10, Exceptional, (40)
Banana Breeze: Oceanview 4-bedroom home with private pool & lush landscaping!
Banana Breeze: Oceanview 4-bedroom home with private pool & lush landscaping!
9.8 out of 10, Exceptional, (79)
Captain's Daughter: Oversized home for the whole family w/private pool & dock
Captain's Daughter: Oversized home for the whole family w/private pool & dock
9.8 out of 10, Exceptional, (106)
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
9.6 out of 10, Exceptional, (90)
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
9.6 out of 10, Exceptional, (46)
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
9.6 out of 10, Exceptional, (64)
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.
Other property types in Cudjoe Key
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (202)
The price is $350
$442 total
includes taxes & fees
May 29 - May 30
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (174)
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (89)
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.
Cudjoe Key Vacation Homes information
Number of reviews | 1,528 |
---|---|
Accommodation | 495 Vacation Homes |
Lowest Price | $216 |
Highest Price | $599 |
Recent reviews of Cudjoe Key hotelsExpedia verified reviews
5/5 Excellent
"Charming, lovely hotel. Would definitely return and not hesitate to recommend!"
A verified traveler stayed at The Laureate Key West
Posted 1 day ago
Popular Destinations
All Accommodation Types
Expedia's Latest Trends
Hotels
Fort Walton Beach - Destin All-inclusive ResortsHotels in Fort Walton Beach - DestinHotels in Anna Maria IslandFort Walton Beach - Destin Oceanfront HotelsSouth Florida All-inclusive ResortsKey Largo All-inclusive ResortsKey West Adults Only Resorts & HotelsMarco Island Oceanfront HotelsHotels in Key LargoHotels in Marco IslandKey West All-inclusive ResortsKey West Cheap HotelsKey West Oceanfront HotelsKey West Beach HotelsHotels in Key WestHotels in IslamoradaSiesta Key Beach HotelsHotels in Siesta KeySiesta Key Oceanfront Hotels
Flights
Activities