Holiday Apartments in Cudjoe Key
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185 rentals in Cudjoe Key.
Canal front, dockage, 2 bedroom, 2 bath
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Blue Vacation Home with private heated pool.
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Keys Sanctuary In A Gated Community With Dock And Pool On Atlantic Ocean
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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WATERFRONT fresh & cozy 2 bedroom 35 sea wallNew UV light air purification
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Rise-N-Shine with spectacular sunrise views!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming family friendly canal home min from Key Wests best diving & fishing.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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20 MINUTES TO KEY WEST , BOATERS PARADISE
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Oceanfront home-swimming pool (shared) dockage-just 20 miles from Key West
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cottage with swimming pool and dockage, just minutes to Key West!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Location, location, location briefly describes this small piece of Paradise.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cottage with Pool and Boat Dockage just minutes to Key West!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fishermen’s Paradise �
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Home
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming cottages, dockage, pool, just minutes to Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Direct Oceanfront - Atlantic Side - Dockage - Swimming Pool - Kayak
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable Waterfront Vacation Rental
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Island Therapy
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tropical Island Paradise W / Open Water Views!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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"WEEKLY RENTAL" Florida Keys Pool & Waterfront Vacation Rental (108)
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Yellow Vacation Home. Private heated pool. Water view.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cudjoe Cottages, swimming pool, just 20 miles from Key West
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, FirePit, Kayaks, Bikes
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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White Vacation Home. Private heated pool, and great view of the Atlantic Ocean.
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Fanta Sea in Cudjoe Key!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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**MERMAID MAGIC * VENTURE OUT** Waterfront Home & Slip + LAST KEY SERVICES…
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private canal front home
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Home #109-Pool,Dock,Kayaks,Bikes,On Ocean near Key West,Free Trailer Keep
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Latitudes - private pool, ocean front
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Home #111-Pool,Dock,Kayaks,Bikes,On Ocean near Key West,Free Trailer Keep
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cottage with Pool and Dockage, just minutes to Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pelican's Roost, Waterfront comfort at Venture Out
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Keys Time - Unit 437 Venture Out 2Bed/2Bath Canal Front Home
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**TIDEWATER VIEWS * VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private pool, spectacular views & dock
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Springs Venture Out Dolphin House (#386) with beautiful open water views
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 185
Frequently Asked Questions about Cudjoe Key
- Yes, here are some popular holiday rentals in Cudjoe Key that have a pool:
- WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
- Casa Del Mar in Venture Out Unit 253
- Canal front, dockage, 2 bedroom, 2 bath
- Yes, here are some popular holiday rentals in Cudjoe Key that have internet access:
- Canal front, dockage, 2 bedroom, 2 bath
- Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Blue Vacation Home with private heated pool.
- The best pet friendly rentals in Cudjoe Key are:
- Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
- WATERFRONT fresh & cozy 2 bedroom 35 sea wallNew UV light air purification
- Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
- Some of the most popular kid friendly rentals in Cudjoe Key are:
- Canal front, dockage, 2 bedroom, 2 bath
- Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Blue Vacation Home with private heated pool.
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