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All Holiday Rentals
United States
Florida
Cudjoe Key
Cudjoe Key House Rentals
42
Cudjoe Key House Rentals
Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Cudjoe Key house rentals from 4 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $70 a night.
White Ibis Inn near Key West
6
3
$355
Booking.com
Paradise on Cudjoe Bay
2
3
$295
TripAdvisor
Home with Open Ocean & spectacular Sunset views and Private Launch
2
2
$214
TripAdvisor
Waterfront, family-friendly home w/ private pool & easy Gulf and ocean access!
3
2
$438
TripAdvisor
Beautiful Home on canal, canoe & bikes incl 20 min from Key West, great fishing
3
2
$210
VRBO
$210
HomeAway
Listed on 4 Sites
All rental sites
$210
/
night
VRBO
View
$210
/
night
HomeAway
View
$210
/
night
VacationRentals
View
$210
/
night
OwnersDirect
View
Luxurious Oceanfront Home on Beach, Pool, Dock, Kayaks, Bikes, Gorgeous Views
2
3
$305
Tripz
Beautiful home in oceanfront resort with pool & dock, 16 miles from Key West
2
3
$285
VRBO
$285
HomeAway
Listed on 4 Sites
All rental sites
$285
/
night
VRBO
View
$285
/
night
HomeAway
View
$285
/
night
VacationRentals
View
$285
/
night
OwnersDirect
View
Beautiful, 2100sqft 3 bed/2 bath with ocean views and easy ocean and gulf access
3
2
$195
HomeAway
$195
VRBO
Listed on 4 Sites
All rental sites
$195
/
night
HomeAway
View
$195
/
night
VRBO
View
$195
/
night
VacationRentals
View
$195
/
night
OwnersDirect
View
Water Front, Private Boat Dockage, Heated Private Pool, Minutes From Key West
4
4
$421
VRBO
$421
HomeAway
Listed on 4 Sites
All rental sites
$421
/
night
VRBO
View
$421
/
night
HomeAway
View
$421
/
night
VacationRentals
View
$421
/
night
OwnersDirect
View
Luxurious Oceanfront Home on Beach w/Heated Pool, Dock, Kayaks, Bikes, Fire Pit
2
3
$300
VRBO
$300
HomeAway
Listed on 4 Sites
All rental sites
$300
/
night
VRBO
View
$300
/
night
HomeAway
View
$300
/
night
VacationRentals
View
$300
/
night
OwnersDirect
View
Canal Front, Spa/Pool, Kayak, 3 Bed, 2 Bath, Oceanside
3
2
$100
HomeAway
$100
VRBO
Listed on 4 Sites
All rental sites
$100
/
night
HomeAway
View
$100
/
night
VRBO
View
$100
/
night
VacationRentals
View
$100
/
night
OwnersDirect
View
A Gated Community With brand new Dock And Pool On Atlantic Ocean
2
3
$350
VRBO
$350
HomeAway
Listed on 4 Sites
All rental sites
$350
/
night
VRBO
View
$350
/
night
HomeAway
View
$350
/
night
VacationRentals
View
$350
/
night
OwnersDirect
View
Breathtaking and Private, Brand New 5 Star Oceanfront Oasis Awaits You!
3
2
$333
VRBO
$333
HomeAway
Listed on 4 Sites
All rental sites
$333
/
night
VRBO
View
$333
/
night
HomeAway
View
$333
/
night
VacationRentals
View
$333
/
night
OwnersDirect
View
Luxury Home (#111) with Pool & Dock on the Ocean Near Key West
2
3
$330
HomeAway
$330
VRBO
Listed on 4 Sites
All rental sites
$330
/
night
HomeAway
View
$330
/
night
VRBO
View
$330
/
night
VacationRentals
View
$330
/
night
OwnersDirect
View
Luxury Home (#109) with Pool & Dock on the Ocean Near Key West
2
3
$313
VRBO
$313
HomeAway
Listed on 4 Sites
All rental sites
$313
/
night
VRBO
View
$313
/
night
HomeAway
View
$313
/
night
VacationRentals
View
$313
/
night
OwnersDirect
View
Blue Palms Retreat Oceanfront Acre with Heated Private Pool
3
2
$457
VRBO
$457
HomeAway
Listed on 4 Sites
All rental sites
$457
/
night
VRBO
View
$457
/
night
HomeAway
View
$457
/
night
VacationRentals
View
$457
/
night
OwnersDirect
View
SPECIAL Private Home in Community with Pool, Kayaks, Bikes
2
3
$265
HomeAway
$265
VRBO
Listed on 4 Sites
All rental sites
$265
/
night
HomeAway
View
$265
/
night
VRBO
View
$265
/
night
VacationRentals
View
$265
/
night
OwnersDirect
View
Lovely Furnished Home in Oceanfront Community w/Shared Boat Docks, Pool & Beac
2
3
$280
VRBO
$280
HomeAway
Listed on 4 Sites
All rental sites
$280
/
night
VRBO
View
$280
/
night
HomeAway
View
$280
/
night
VacationRentals
View
$280
/
night
OwnersDirect
View
Luxury Home (#107) with Pool & Dock on the Ocean Near Key West
2
3
$304
VRBO
$304
HomeAway
Listed on 4 Sites
All rental sites
$304
/
night
VRBO
View
$304
/
night
HomeAway
View
$304
/
night
VacationRentals
View
$304
/
night
OwnersDirect
View
Beautiful Family-Friendly home, Dock, Heated Pool, near Key West, MM21. 5
2
3
$295
HomeAway
$295
VRBO
Listed on 4 Sites
All rental sites
$295
/
night
HomeAway
View
$295
/
night
VRBO
View
$295
/
night
VacationRentals
View
$295
/
night
OwnersDirect
View
Fandango, Designed as the Ultimate Vacation Rental
5
3
$542
VRBO
$542
HomeAway
Listed on 4 Sites
All rental sites
$542
/
night
VRBO
View
$542
/
night
HomeAway
View
$542
/
night
VacationRentals
View
$542
/
night
OwnersDirect
View
Gorgeous Brand New Canal Front 4/3 Heated Pool/Spa & Large Boat Dock
4
3
$200
VRBO
$200
HomeAway
Listed on 4 Sites
All rental sites
$200
/
night
VRBO
View
$200
/
night
HomeAway
View
$200
/
night
VacationRentals
View
$200
/
night
OwnersDirect
View
Tropical Paradise Oceanfront Home with Pool, and Beach
2
2
$400
HomeAway
$400
VRBO
Listed on 4 Sites
All rental sites
$400
/
night
HomeAway
View
$400
/
night
VRBO
View
$400
/
night
VacationRentals
View
$400
/
night
OwnersDirect
View
Royal Keys House-Ocean View 20m from Keywest, Pool, Grill, Jacuzzi
5
3
$600
VRBO
$600
HomeAway
Listed on 4 Sites
All rental sites
$600
/
night
VRBO
View
$600
/
night
HomeAway
View
$600
/
night
VacationRentals
View
$600
/
night
OwnersDirect
View
Oksana's Tropical Beach Oasis w/Pool, & Hot Tub
4
3
$571
VRBO
$571
HomeAway
Listed on 4 Sites
All rental sites
$571
/
night
VRBO
View
$571
/
night
HomeAway
View
$571
/
night
VacationRentals
View
$571
/
night
OwnersDirect
View
Family Retreat Oceanfront Home with Pool
6
4
$542
HomeAway
$542
VRBO
Listed on 4 Sites
All rental sites
$542
/
night
HomeAway
View
$542
/
night
VRBO
View
$542
/
night
VacationRentals
View
$542
/
night
OwnersDirect
View
Direct Oceanfront-Atlantic Side-Dockage-Pool-Kayaks and 20 miles from Key West
3
2
$350
VRBO
$350
HomeAway
Listed on 4 Sites
All rental sites
$350
/
night
VRBO
View
$350
/
night
HomeAway
View
$350
/
night
VacationRentals
View
$350
/
night
OwnersDirect
View
Wonderful, pet friendly home for rent
3
2
$128
VRBO
$128
HomeAway
Listed on 4 Sites
All rental sites
$128
/
night
VRBO
View
$128
/
night
HomeAway
View
$128
/
night
VacationRentals
View
$128
/
night
OwnersDirect
View
"Beautiful Ocean Front Cudjoe Key Vacation Home Available for Spring/Summer
2
3
$257
HomeAway
$257
VRBO
Listed on 4 Sites
All rental sites
$257
/
night
HomeAway
View
$257
/
night
VRBO
View
$257
/
night
VacationRentals
View
$257
/
night
OwnersDirect
View
Waterfront Relaxation and Barefoot Sunsets
2
2
$185
VRBO
$185
HomeAway
Listed on 4 Sites
All rental sites
$185
/
night
VRBO
View
$185
/
night
HomeAway
View
$185
/
night
VacationRentals
View
$185
/
night
OwnersDirect
View
Spacious 3 bedroom canal home, private fenced back yard, hot tub and boat dock
3
3
$229
VRBO
$229
HomeAway
Listed on 4 Sites
All rental sites
$229
/
night
VRBO
View
$229
/
night
HomeAway
View
$229
/
night
VacationRentals
View
$229
/
night
OwnersDirect
View
Ground level home in Cudjoe Gardens with heated pool, boat dock & RV parking
3
2
$200
HomeAway
$200
VRBO
Listed on 4 Sites
All rental sites
$200
/
night
HomeAway
View
$200
/
night
VRBO
View
$200
/
night
VacationRentals
View
$200
/
night
OwnersDirect
View
Cudjoe Garden Oasis, luxury vacation home with incredible deep water access
3
2
$180
VRBO
$180
HomeAway
Listed on 4 Sites
All rental sites
$180
/
night
VRBO
View
$180
/
night
HomeAway
View
$180
/
night
VacationRentals
View
$180
/
night
OwnersDirect
View
4 bedroom Ocean Front Private Home with 24ft Boat 300hp center console
4
3
$850
VRBO
$850
HomeAway
Listed on 4 Sites
All rental sites
$850
/
night
VRBO
View
$850
/
night
HomeAway
View
$850
/
night
VacationRentals
View
$850
/
night
OwnersDirect
View
Gasparilla Villa - your home away from home in the Fabulous Florida Keys
3
2
$200
HomeAway
$200
VRBO
Listed on 4 Sites
All rental sites
$200
/
night
HomeAway
View
$200
/
night
VRBO
View
$200
/
night
VacationRentals
View
$200
/
night
OwnersDirect
View
4 Bedroom 3. 5 Bath Luxury Estate On Cudjoe Key
4
4
$548
VRBO
$548
HomeAway
Listed on 4 Sites
All rental sites
$548
/
night
VRBO
View
$548
/
night
HomeAway
View
$548
/
night
VacationRentals
View
$548
/
night
OwnersDirect
View
1
2
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