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Cudjoe Key Cottages

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€1,000+
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78 rentals in Cudjoe Key.
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Crystal Clear Water Getaway!
2 bedrooms
1 bathroom
Sleeps 6
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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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**TIDEWATER VIEWS * VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
2 bedrooms
2 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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* OCEAN FRONT * PRIVATE 56' DOCK * 5 to 7 night min. * MAXIMUM OCCUPANCY 4 **
2 bedrooms
2 bathrooms
Sleeps 6
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Cottage by the Sea 1BD/1BA Boat Dockage Heated Pool
1 bedroom
1 bathroom
Sleeps 4
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Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
2 bedrooms
2 bathrooms
Sleeps 6
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Paradise awaits you at Blue Moon!
2 bedrooms
1 bathroom
Sleeps 6
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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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Sparkling Clean & New Turn Key 1Bd/1Ba
1 bedroom
1 bathroom
Sleeps 4
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Save time - get the best Cudjoe Key rentals sent straight to your email!
Opening available!! Sanitized and ready to go!
2 bedrooms
1 bathroom
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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Tropical Getaway in a Fisherman's paradise
2 bedrooms
1 bathroom
Sleeps 6
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OCEAN FRONT: The Glass House
2 bedrooms
2 bathrooms
Sleeps 4
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OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
2 bedrooms
2 bathrooms
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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VO 173 2 Bed 2 Bath Silt Canal-Front, Ocean View
2 bedrooms
2 bathrooms
Sleeps 6
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Paradise Awaits, Stilt home on Canal for fisherman,or Rest and Relaxation
1 bedroom
2 bathrooms
Sleeps 6
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Shangri-la in the Keys! Enjoy the water views and a 45' dock space!
2 bedrooms
2 bathrooms
Sleeps 6
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Fandango
5 bedrooms
3 bathrooms
Sleeps 14
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Key Lime Cottage in Cudjoe Key
2 bedrooms
2 bathrooms
Sleeps 6
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Tropical Paradise Oceanfront Home with Pool
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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Comfortable Waterfront Vacation Rental
1 bedroom
1 bathroom
Sleeps 4
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LATITUDE ADJUSTMENT
2 bedrooms
3 bathrooms
Sleeps 6
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We know you need a vacation after this year!
2 bedrooms
1 bathroom
Sleeps 6
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Lovely Furnished Home in Oceanfront Community w/Shared Boat Docks, Pool & Beac
2 bedrooms
3 bathrooms
Sleeps 6
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PALM TREE PARADISE AT VENTURE OUT+ 4 BIKES, 2 KAYAKS, PATIO, QUEEN & FULL BEDS!
2 bedrooms
1 bathroom
Sleeps 6
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Resort Waterfront Home
2 bedrooms
2 bathrooms
Sleeps 5
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Dolphin House (#386) with beautiful open water views
2 bedrooms
2 bathrooms
Sleeps 4
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Island Retreat With 35 Foot Dock
2 bedrooms
2 bathrooms
Sleeps 6
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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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Family Retreat-Ocean front home with private pool
6 bedrooms
4 bathrooms
Sleeps 14
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Direct Oceanfront - Atlantic Side - Dockage - Swimming Pool - Kayak
3 bedrooms
2 bathrooms
Sleeps 7
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WALK TO THE BEACH! Upscale Designer 2Bd/2Ba in Venture Out a Gated Communi
2 bedrooms
2 bathrooms
Sleeps 4
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OCEANVIEW PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS!
2 bedrooms
1 bathroom
Sleeps 6
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Book Your Keys Getaway!!
2 bedrooms
2 bathrooms
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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Oceanfront home-swimming pool-boat ramp-dockage-just 20 miles from Key West
3 bedrooms
2 bathrooms
Sleeps 6
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Night jasmine oceanfront vacation house
4 bedrooms
5 bathrooms
Sleeps 10
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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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Paradise in the Keys close to oceanfront pool with 35' seawall
2 bedrooms
1 bathroom
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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Waterfront Relaxation and Barefoot Sunsets
3 bedrooms
3 bathrooms
Sleeps 6
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Cute, Affordable Keys house in Venture Out gated community 19 miles from Key Wes
2 bedrooms
1 bathroom
Sleeps 6
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Charming 3bedroom/2bath home in the Florida Keys
3 bedrooms
2 bathrooms
Sleeps 6
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Dog-friendly resort community home w/ shared pool, hot tub, & tennis court!
2 bedrooms
2 bathrooms
Sleeps 6
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CUDJOE KEY BOATER’S PARADISE ON THE WATER CLOSE TO KEY WEST - 22915 Bluegill Ln
3 bedrooms
2 bathrooms
Sleeps 9
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Shaded 2B / 1B Midrise with Canal Views
2 bedrooms
1 bathroom
Sleeps 6
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Luxurious Comfy House
2 bedrooms
2 bathrooms
Sleeps 4
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