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Our response to the COVID-19 pandemic

We are now offering Guests full refunds and Hosts no charge cancellations for reservations booked on or before March 14th with a check in date of April 14th or earlier. Please note this policy will not cover any new bookings.

168 places to stay

Entire house
WATERFRONT PARADISE AT VENTURE OUT+ BIKES & KAYAKS
6 guests2 bedrooms3 beds2 baths
PoolKitchenFree parkingAir conditioning
Price:$129 / night
Entire cottage
PALM TREE PARADISE AT VENTURE OUT + BIKES & KAYAKS
6 guests2 bedrooms3 beds1 bath
PoolKitchenFree parkingAir conditioning
Price:$119 / night
Entire cabin
Florida Keys Vacation Cottage
5 guests2 bedrooms2 beds1 bath
PoolKitchenFree parkingAir conditioning
Price:$209 / night
Entire cottage
Cozy, Perfect Conch Cottage!
4 guests1 bedroom2 beds1 bath
KitchenFree parkingAir conditioning
Price:$125 / night
Entire bungalow
Cudjoe Key OCEANFRONT 2B/2B in gated community!!
6 guests2 bedrooms3 beds2 baths
PoolKitchenFree parkingAir conditioning
Price:$170 / night
Entire house
Ocean Front Home in Great Location
6 guests2 bedrooms3 beds2 baths
PoolKitchenFree parkingAir conditioning
Price:$200 / night
Entire house
Escape to the FL Keys in this Relaxing Cudjoe Casa
4 guests2 bedrooms2 beds2 baths
KitchenFree parkingAir conditioning
Includes cancellation flexibility
Price:$140 / night
Entire house
Bring Your Boat! 2 BR/2BA Waterfront Paradise!
4 guests2 bedrooms3 beds2 baths
PoolKitchenFree parkingAir conditioning
Price:$225 / night
Entire house
Sunrise Beach Escape
6 guests2 bedrooms2 beds3 baths
PoolKitchenFree parkingAir conditioning
Price:$280 / night
Entire cottage
Paradise place
6 guests2 bedrooms3 beds1 bath
PoolKitchenFree parkingAir conditioning
Price:$269 / night
Entire house
VENTURE OUT Waterfront with dock/Gated community
6 guests2 bedrooms3 beds2 baths
PoolKitchenFree parkingAir conditioning
Includes cancellation flexibility
Price:$255 / night
SUPERHOST
Entire house
Daisy Space on a Cudjoe Key Canal
5 guests2 bedrooms2 beds2 baths
PoolKitchenFree parkingAir conditioning
Price:$199 / night
Entire house
VENTURE OUT 308 WATERFRONT /GATED COMMUNITY
6 guests2 bedrooms2 beds2 baths
PoolKitchenAir conditioning
Includes cancellation flexibility
Price:$220 / night
Entire house
OCEAN VIEW PARADISE AT VENTURE OUT + BIKES/KAYAKS
6 guests2 bedrooms3 beds1 bath
PoolKitchenFree parkingAir conditioning
Price:$129 / night
Entire house
Sunrise Supreme Paradise--your 2bdrm2bath vacation
6 guests2 bedrooms3 beds2 baths
PoolKitchenFree parkingAir conditioning
Includes cancellation flexibility
Price:$149 / night
Entire cottage
POOL, HOT TUB, KAYAKS, 35 MIN TO KEY WEST
6 guests2 bedrooms2 beds1 bath
PoolKitchenFree parkingAir conditioning
Price:$85 / night
Entire house
Waterfront home on canal with Tiki hut and amazing water views!
7 guests2 bedrooms4 beds1 bath
Free parkingAir conditioning
Includes cancellation flexibility
Price:$125 / night
Camper/RV
ECONO LARGE RV/5th Wheel in the COUNTRY!
2 guests1 bedroom1 bed1 bath
KitchenFree parkingAir conditioning
Includes cancellation flexibility
Price:$100 / night
Entire cottage
17ft canal dock, OCEANfront resort, Marina, Gated
4 guests2 bedrooms2 beds1 bath
PoolKitchenFree parkingAir conditioning
Includes cancellation flexibility
Price:$130 / night
Entire cabin
Florida Keys Cottage
5 guests2 bedrooms2 beds1 bath
PoolKitchenFree parkingAir conditioning
Price:$209 / night
1 20 of 168 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.