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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Featured Cottages in Cudjoe Key

Old Wooden Bridge Resort and Marina
Living area

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (223)
"Lovely, quiet place on the water with plenty of space in the houseboat"
The price is S$335
includes taxes & fees
4 May - 5 May
Old Wooden Bridge Resort and Marina
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Outdoor pool

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

3.0 star property
10.0 out of 10, Exceptional, (5)
"First timers and would definitely come back!! "
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Interior

Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Good detailed check in info and property info. Clean. Upstairs bath had standing water while showering. Bed downstairs very uncomfortable. Pool was nice but cold. "
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Beach

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

3.0 star property
9.0 out of 10, Wonderful, (2)
"Easy access to Smathers Beach across the street. Great location for families with children. "
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Papaya Place by Avantstay Great Location w/ Balcony, Outdoor Dining, Shared Pool & Hot Tub!
Interior

Papaya Place by Avantstay Great Location w/ Balcony, Outdoor Dining, Shared Pool & Hot Tub!

3.0 star property
Papaya Place by Avantstay Great Location w/ Balcony, Outdoor Dining, Shared Pool & Hot Tub!
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
Outdoor dining

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

3.0 star property
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
Cottage by the Pool by Avantstay w/ Balcony, BBQ & Shared Pool! Month Long Stays Only
Interior

Cottage by the Pool by Avantstay w/ Balcony, BBQ & Shared Pool! Month Long Stays Only

3.5 star property
Cottage by the Pool by Avantstay w/ Balcony, BBQ & Shared Pool! Month Long Stays Only
Bogey's Retreat by Avantstay Golfer's Retreat w/ Shared Pool! Month Long Stays Only
Interior

Bogey's Retreat by Avantstay Golfer's Retreat w/ Shared Pool! Month Long Stays Only

3.0 star property
Bogey's Retreat by Avantstay Golfer's Retreat w/ Shared Pool! Month Long Stays Only
Cozy Key West Beach Cottage: Walk to Beaches!
Private kitchen

Cozy Key West Beach Cottage: Walk to Beaches!

3.0 star property
Cozy Key West Beach Cottage: Walk to Beaches!
Casa de Rosalie by Avantstay Great Location w/ Pool, BBQ & Outdoor Dining Month Long Stays Only
Interior

Casa de Rosalie by Avantstay Great Location w/ Pool, BBQ & Outdoor Dining Month Long Stays Only

3.0 star property
Casa de Rosalie by Avantstay Great Location w/ Pool, BBQ & Outdoor Dining Month Long Stays Only
Key West Home on Golf Course w/ Patio & Grill!
Outdoor pool

Key West Home on Golf Course w/ Patio & Grill!

3.0 star property
Key West Home on Golf Course w/ Patio & Grill!
Dune Wind South by Avantstay Communal Pool & Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only
Miscellaneous

Dune Wind South by Avantstay Communal Pool & Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only

3.0 star property
Dune Wind South by Avantstay Communal Pool & Hot Tub Gated Community Close to Smathers Beach Month Long Stays Only
Angler's Oasis w/ Boat Dock in Big Pine Key!
Interior

Angler's Oasis w/ Boat Dock in Big Pine Key!

3.0 star property
Angler's Oasis w/ Boat Dock in Big Pine Key!
Coral Breeze by Avantstay Close to Beach w/ Balcony & Shared Pool! Month Long Stays Only
Interior

Coral Breeze by Avantstay Close to Beach w/ Balcony & Shared Pool! Month Long Stays Only

3.5 star property
Coral Breeze by Avantstay Close to Beach w/ Balcony & Shared Pool! Month Long Stays Only
Waterfront Key West Oasis w/ Float Dock!
Property grounds

Waterfront Key West Oasis w/ Float Dock!

3.0 star property
Waterfront Key West Oasis w/ Float Dock!
Sea Glass Secrets by Avantstay 3 Mins to Beach
Interior

Sea Glass Secrets by Avantstay 3 Mins to Beach

3.0 star property
Sea Glass Secrets by Avantstay 3 Mins to Beach
Place to Relax by Avantstay Shared Pool 3 Miles to Smather's Beach Month-long Stays Only
Interior

Place to Relax by Avantstay Shared Pool 3 Miles to Smather's Beach Month-long Stays Only

3.0 star property
Place to Relax by Avantstay Shared Pool 3 Miles to Smather's Beach Month-long Stays Only
Gated Golf Community w/ Pool, Prime Location Mins to Old Town Long-term Stays
Interior

Gated Golf Community w/ Pool, Prime Location Mins to Old Town Long-term Stays

3.0 star property
Gated Golf Community w/ Pool, Prime Location Mins to Old Town Long-term Stays
Paradise Point by Avantstay Golf Course Living
Interior

Paradise Point by Avantstay Golf Course Living

3.0 star property
Paradise Point by Avantstay Golf Course Living
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

Atlantic View Luxury Villa with Pool
Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is S$1,203
includes taxes & fees
19 May - 20 May
Atlantic View Luxury Villa with Pool
Old Wooden Bridge Resort and Marina
Living area

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (223)
"Lovely, quiet place on the water with plenty of space in the houseboat"
The price is S$335
includes taxes & fees
4 May - 5 May
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (134)
"Would definitely stay here again! "
The price is S$429
includes taxes & fees
14 May - 15 May
Aqua Lodges at Hurricane Hole Marina
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.