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Cudjoe Key
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Waterfront (120)
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207 rentals
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Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, FirePit, Kayaks, Bikes
122 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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**TIDEWATER VIEWS * VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
169 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
155 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Luxury Home #109-Pool,Dock,Kayaks,Bikes,On Ocean near Key West,Free Trailer Keep
124 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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White Vacation Home. Private heated pool, and great view of the Atlantic Ocean.
166 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
114 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Luxury Home #111-Pool,Dock,Kayaks,Bikes,On Ocean near Key West,Free Trailer Keep
116 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Blue Palms Oceanfront house with private pool
130 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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Cottage By The Sea 1 BD/1BA Boat Dockage Heated Pool
150 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
165 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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REDUCED SPRING RATES! Private Home in Waterfront Community Pool Kayaks Bikes
55 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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WATERFRONT fresh & cozy 2 bedroom 35 sea wallNew UV light air purification
108 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Oceanfront Home with Pool and Beach
59 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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BIG BLUE waits for you in the sunny Keys
38 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Oceanfront Million $$ View
78 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
43 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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VO 173 2 Bed 2 Bath Silt Canal-Front, Ocean View
41 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Cottage with Pool and Dockage, just minutes to Key West
77 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
142 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Looking for a place to stay?
29 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
134 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Blue Vacation Home with private heated pool.
107 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon
100 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Tropical Getaway in Paradise.
67 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Canal Front, Spa/Pool, 2 Kayaks, 2 Bikes, 3 Bed, 2 Bath, Oceanside Home
33 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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Sparkling Clean & New Turn Key 1Bd/1Ba
49 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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It’s the Caribbean of the USA!! Many dates available!!
106 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Private Oceanfront Cottage with dockage, pool just minutes to Key West!
160 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Comfortable Waterfront Vacation Rental
104 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Fishermen’s Paradise �
69 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Ocean View Estate with Private Pool 15 minutes from Key West
51 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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OCEAN FRONT: The Glass House
48 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Cozy and modern island living, Cudjoe Key
49 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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LATITUDE ADJUSTMENT
35 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Cudjoe Cottages, swimming pool, just 20 miles from Key West
81 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Fandango
12 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
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Tropical Paradise Oceanfront Home with Pool
10 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Cottage with swimming pool and dockage, just minutes to Key West!
105 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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* OCEAN FRONT * PRIVATE 56' DOCK * 5 to 7 night min. * MAXIMUM OCCUPANCY 4 **
30 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
51 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!
38 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 5
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Private pool, spectacular views & dock
30 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
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Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bikes, 3 Kayaks, WiFi, 2 TV'
80 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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**POSTCARD POINT * VENTURE OUT** Brand New Waterfront Home + LAST KEY SERVICES…
12 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Direct Oceanfront - Atlantic Side - Dockage - Swimming Pool - Kayak
92 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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WATERFRONT GETAWAY SPECIALS for 2020
45 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub
36 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Best Value! Waterfront, High Speed Wi-Fi.
85 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Ocean view home -Private launch & breath taking sunset views-min 28 day rentals
16 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Family Retreat-Ocean front home with private pool
16 reviews
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
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Frequently Asked Questions about Cudjoe Key
Do any vacation rentals in Cudjoe Key have a pool?
Yes, here are some popular vacation rentals in Cudjoe Key that have a pool:
Family Retreat-Ocean front home with private pool
Fandango
Ocean View Estate with Private Pool 15 minutes from Key West
See all vacation rentals with a pool in Cudjoe Key on Tripadvisor
Do any vacation rentals in Cudjoe Key have internet access?
Yes, here are some popular vacation rentals in Cudjoe Key that have internet access:
Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
Family Retreat-Ocean front home with private pool
Fandango
See all vacation rentals in Cudjoe Key on Tripadvisor
What are the best pet friendly rentals in Cudjoe Key?
The best pet friendly rentals in Cudjoe Key are:
Catch of the Day!
Family Retreat-Ocean front home with private pool
Fandango
See all pet friendly vacation rentals in Cudjoe Key on Tripadvisor
What are some great rentals in Cudjoe Key that are kid friendly?
Some of the most popular kid friendly rentals in Cudjoe Key are:
Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
Catch of the Day!
Family Retreat-Ocean front home with private pool
See all kid friendly vacation rentals in Cudjoe Key on Tripadvisor