Bigpineresortcottages - Vacation Rentals in The Oldest House - Key West

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From US $272

         

10.0 (188 Reviews)

Condo

MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West

• Air Conditioner
• Parking
• Pool

• Key West
• Truman Annex

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From US $563

         

|

8.8 (139 Reviews)

Bed & Breakfast

Amsterdam's Curry Mansion Inn

• Air Conditioner
• Parking
• Pet Friendly

• Key West
• Historic Seaport

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From US $175

         

New

Apartment

Monthly 1-bedroom apartment with kitchen, Old Town Key West. Available Jan 15th

• Child Friendly

• Key West
• Old Town

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From US $474

         

10.0 (178 Reviews)

House

Boli Townhouse - Luxury Rental in gated Truman Annex - Saturday to Saturday only

• Air Conditioner
• Parking
• Pool

• Key West
• Truman Annex

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From US $258

         

|

9.5 (19 Reviews)

House

Old Town Garden Villas

• Air Conditioner
• Pool
• View

• Key West
• Old Town

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From US $462

         

|

10.0 (5 Reviews)

Cottage

Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub!

• Air Conditioner
• Parking
• Pool

• Key West
• New Town

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From US $1,455

         

10.0 (142 Reviews)

House

NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking

• Air Conditioner
• Parking
• Pool

• Key West
• Uptown - Upper Duval

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From US $244

         

|

New

House

Sunshine Corner

• Air Conditioner
• Parking
• Balcony/Terrace

• Key West
• Old Town

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From US $421

         

|

10.0 (5 Reviews)

House

Parrot Perch by Avantstay Old Town Key West w/Shared Pool Week Long Stays Only

• Air Conditioner
• Parking
• Pool

• Key West
• Truman Annex

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From US $391

         

9.8 (158 Reviews)

Condo

Beach House- Ocean & Beach View-Upgraded-Over 146 Five Star Reviews

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $1,609

         

9.8 (132 Reviews)

House

Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

• Air Conditioner
• Parking
• Pet Friendly

• Key West
• Meadows

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From US $1,420

         

9.8 (120 Reviews)

House

Conch style home in Oldtown with private pool AND dock!

• Air Conditioner
• Parking
• Pool

• Key West
• Meadows

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From US $300

         

9.8 (100 Reviews)

Condo

Rent a Piece of Paradise, Best Location on the Island!

• Air Conditioner
• Parking
• Pool

• Key West
• Bahama Village

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From US $3,618

         

9.6 (75 Reviews)

House

STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!

• Air Conditioner
• Parking
• Pool

• Key West
• Historic Seaport

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From US $436

         

10.0 (120 Reviews)

House

Prime location, stunning views from 2 decks—walk or ride to explore the island!

• Air Conditioner
• Parking
• Pool

• Key West
• Bahama Village

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From US $827

         

10.0 (79 Reviews)

Cottage

"Tranquility " At Ann Street Gardens Steps From Duval

• Air Conditioner
• Pool
• TV

• Key West
• Historic Seaport

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From US $1,158

         

10.0 (43 Reviews)

House

Namaste 'The Spirit Within Me Salutes The Spirit Within You'

• Air Conditioner
• Pool
• TV

• Key West
• Historic Seaport

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From US $1,311

         

9.8 (83 Reviews)

Condo

*VILLA ANGELITA @ OLD TOWN* Renovated Condo Off Duval + LAST KEY SERVICES.

• Air Conditioner
• Pet Friendly
• TV

• Key West
• Downtown

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From US $510

         

9.0 (49 Reviews)

Condo

BLUE HEAVEN at The Truman Annex in Key West

• Air Conditioner
• Parking
• Pool

• Key West
• Truman Annex

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From US $527

         

10.0 (158 Reviews)

Condo

*FOLLOW THE SUN @ THE BEACH* Ocean Condo/Pool & Tennis + LAST KEY SERVICES.

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $1,008

         

10.0 (119 Reviews)

Condo

*ATLANTIC REFLECTIONS @ THE BEACH* Ocean Penthouse/Pool + LAST KEY SERVICES.

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $1,145

         

10.0 (83 Reviews)

House

*CONCH CASA GRANDE @ THE ANNEX* Home+ Pool near Duval + LAST KEY SERVICES.

• Air Conditioner
• Parking
• Pool

• Key West
• Bahama Village

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From US $356

         

10.0 (62 Reviews)

Condo

*SALTWATER HARMONY @ THE ANNEX* Charming Condo & Pool + LAST KEY SERVICES.

• Air Conditioner
• Parking
• Pool

• Key West
• Truman Annex

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From US $971

         

10.0 (52 Reviews)

Condo

*PROMENADE TO PARADISE @ THE ANNEX* Ocean Condo & Pool + LAST KEY SERVICES.

• Air Conditioner
• Parking
• Pool

• Key West
• Truman Annex

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