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Cudjoe Key Vacation Rentals

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0+ rooms, 2+ guests
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$1,000+
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103 rentals in Cudjoe Key.
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Oceanview Estate 15 minutes from Key West - 6 bedroom accommodate 13 guests
6 bedrooms
3 bathrooms
Sleeps 14
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4 other travelers have booked this property
Fandango
5 bedrooms
3 bathrooms
Sleeps 14
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1 other traveler has booked this property
Family Retreat-Ocean front home with private pool
6 bedrooms
4 bathrooms
Sleeps 14
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Tropical Paradise Oceanfront Home with Pool
2 bedrooms
2 bathrooms
Sleeps 6
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Charming 3bedroom/2bath home in the Florida Keys
3 bedrooms
2 bathrooms
Sleeps 6
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3 other travelers have booked this property
Lafitte Landing
2 bedrooms
2 bathrooms
Sleeps 4
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Pirate's Cove
2 bedrooms
1 bathroom
Sleeps 4
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Quiet Waters
3 bedrooms
2 bathrooms
Sleeps 6
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Paradise Bay
3 bedrooms
2 bathrooms
Sleeps 6
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Palm Harbor
3 bedrooms
2 bathrooms
Sleeps 8
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Egret's Landing
3 bedrooms
2 bathrooms
Sleeps 6
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Cudjoe Ocean Shores
3 bedrooms
2 bathrooms
Sleeps 6
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Keys Escape
3 bedrooms
3 bathrooms
Sleeps 6
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Casa Rosado
3 bedrooms
2 bathrooms
Sleeps 6
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Paradise in the Lower Keys!
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful home in oceanfront resort with pool & dock, 16 miles from Key West
2 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Family-Friendly home, Dock, Heated Pool, near Key West, MM21.5
2 bedrooms
3 bathrooms
Sleeps 6
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Direct Oceanfront - Atlantic Side - Dockage - Swimming Pool - Kayak
3 bedrooms
2 bathrooms
Sleeps 7
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Comfortable Waterfront Vacation Rental
1 bedroom
1 bathroom
Sleeps 4
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* OCEAN FRONT * Private 56' DOCK * 5 to 7 night min. ** MAXIMUM OCCUPANCY 4 **
2 bedrooms
2 bathrooms
Sleeps 6
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Opening available!! Sanitized and ready to go! New Central Air 7-2019
2 bedrooms
1 bathroom
Sleeps 6
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Water Front Beautiful Home
2 bedrooms
1 bathroom
Sleeps 4
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Cottage by the Sea 1BD/1BA Boat Dockage Heated Pool
1 bedroom
1 bathroom
Sleeps 4
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5 O'Clock Somewhere
2 bedrooms
2 bathrooms
Sleeps 4
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REDUCED SPRING RATES! Private Home in Waterfront Community Pool Kayaks Bikes
2 bedrooms
3 bathrooms
Sleeps 6
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Cudjoe Cottage
2 bedrooms
2 bathrooms
Sleeps 4
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Island Therapy - Florida Keys
2 bedrooms
2 bathrooms
Sleeps 6
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Paradise on Cudjoe Bay
2 bedrooms
3 bathrooms
Sleeps 6
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6 other travelers have booked this property
Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort
2 bedrooms
2 bathrooms
Sleeps 6
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Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
2 bedrooms
2 bathrooms
Sleeps 6
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Blue Palms Retreat. ocean front w/pool and dock for your boat.
3 bedrooms
2 bathrooms
Sleeps 8
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Waterside Bay
3 bedrooms
3 bathrooms
Sleeps 6
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Catch of the Day!
2 bedrooms
2 bathrooms
Sleeps 6
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Hogfish Retreat
2 bedrooms
2 bathrooms
Sleeps 6
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Neptune's End Waterfront Retreat
4 bedrooms
3 bathrooms
Sleeps 10
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Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
2 bedrooms
2 bathrooms
Sleeps 5
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Resort Waterfront Home
2 bedrooms
2 bathrooms
Sleeps 5
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Waterfront Relaxation and Barefoot Sunsets
3 bedrooms
3 bathrooms
Sleeps 6
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Key Lime Cottage in Cudjoe Key
2 bedrooms
2 bathrooms
Sleeps 6
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BIG BLUE waits for you in the sunny Keys
2 bedrooms
2 bathrooms
Sleeps 6
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WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification safe
2 bedrooms
1 bathroom
Sleeps 6
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Dolphin House (#386) with beautiful open water views
2 bedrooms
2 bathrooms
Sleeps 4
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Relaxing and Inviting home in gated community
2 bedrooms
1 bathroom
Sleeps 4
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MAGNIFICENT OCEAN VIEW w/35' of DOCKAGE!! Gated Resort with many activities.
2 bedrooms
2 bathrooms
Sleeps 6
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Venture Out - Waterfront Paradise 2/1, with 35' Dock and open water views!
2 bedrooms
1 bathroom
Sleeps 6
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“Key's Life' Ocean Views, Sunsets and Tropical Breezes Await You!!!”
3 bedrooms
2 bathrooms
Sleeps 6
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Sparkling Clean & New Turn Key 1Bd/1Ba
1 bedroom
1 bathroom
Sleeps 4
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Venture Out #465 2/2 Tropical Getaway on Canal with Open Water View
2 bedrooms
2 bathrooms
Sleeps 4
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Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, Kayaks, FirePit, Bikes
2 bedrooms
3 bathrooms
Sleeps 6
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Brand new 4 bedroom 4 bath home with a beautiful pool and dock near Key West.
4 bedrooms
4 bathrooms
Sleeps 10
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