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These
Keys vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.
Click Here to review listings ordered by city and # of bedrooms. |
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- Key Colony Beach
- Waterfront - 100' Canal
- 3 bedrooms, sleeps 8
- 2 bathrooms
| - Weekly rates
From 1350 to 1950 USD
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- Key Largo
- Cottage
- 1 bedrooms, sleeps 2-6
- 1 bathrooms
| - Weekly rates
From 840 to 2100 USD
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- Key West
- House (single)
- 7 bedrooms, sleeps 16
- 7 bathrooms
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- Key West
- House (single)
- 3 bedrooms, sleeps 6
- 2 bathrooms
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- Islamorada
- Condo
- 2 bedrooms
- 2 bathrooms
| - Weekly rates
From 900 to 1500 USD
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- Key Colony Beach
- Condo
- 2 bedrooms, sleeps 4
- 2 bathrooms
| - Weekly rates
From 1100 to 1400 USD
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- Key West
- House (single)
- 3 bedrooms, sleeps 8
- 3 bathrooms
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- Key West
- Condo
- 3 bedrooms, sleeps 6
- 2 bathrooms
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- Big Pine Key
- House (single)
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Old Town
- House (single)
- 5 bedrooms, sleeps 12
- 7 bathrooms
| - Weekly rates
From 6500 to 7000 USD
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- Key West
- House (single)
- 5 bedrooms, sleeps 10
- 3 bathrooms
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- Key West
- Condo
- 2 bedrooms, sleeps 6
- 2 bathrooms
| - Weekly rates
From 225 to 1905 USD
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- Big Pine Key
- House (single)
- 2 to 10 bedrooms, sleeps 4 to 20
- 1.5 to 5.5 bathrooms
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- Key West
- Cottage
- 2 bedrooms, sleeps 4-6
- 2 bathrooms
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- Key West
- Cottage
- 2 bedrooms, sleeps 6
- 2 bathrooms
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- Key Largo
- House (single)
- 5 bedrooms, sleeps 12
- 6 bathrooms
| - Weekly rates
From 7999 to 13999 USD
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- Summerland Key
- House (single)
- 4 bedrooms, sleeps 8
- 3 bathrooms
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- Key West
- House (single)
- 3 bedrooms, sleeps 6
- 3 bathrooms
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- Key West
- Condo
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Key Colony Beach
- Apts & Townhomes
- 2-3 bedrooms
- 2-3 bathrooms
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- Islamorada
- Villa
- 2 bedrooms, sleeps 4-8
- 2 bathrooms
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- Plantation Key
- House (single)
- 3 bedrooms, sleeps 6
- 3.5 bathrooms
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- Key West
- Villa
- 3 bedrooms, sleeps 8
- 2.5 bathrooms
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- Key West
- Condo
- 2 bedrooms, sleeps 6
- 2 bathrooms
| - Weekly rates
From 320 to 2450 USD
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- Summerland Key
- House (single)
- 5 bedrooms, sleeps 10
- 4.5 bathrooms
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- Long Key
- House (single)
- 2 bedrooms, sleeps 6
- 1 bathrooms
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- Summerland Key
- House (single)
- 2 bedrooms
- 2 bathrooms
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- Key West
- Townhouse
- 2 bedrooms, sleeps 4
- 2.5 bathrooms
| - Weekly rates
From 2300 to 6000 USD
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- Key West
- House (single)
- 4 bedrooms, sleeps 9
- 5 bathrooms
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- Key West
- Villa
- 6 bedrooms, sleeps 14
- 5 bathrooms
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- Key Largo
- House (single)
- 3 bedrooms, sleeps 8
- 2 bathrooms
| - Weekly rates
From 1800 to 2000 USD
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- Key West
- Condo
- 2 bedrooms, sleeps 2-5
- 2 bathrooms
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- Marathon
- House (single)
- 3 bedrooms, sleeps 6
- 2.5 bathrooms
| - Weekly rates
From 1700 to 1700 USD
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- Windley Key
- House (single)
- 2-10 bedrooms, sleeps 2-28
- 2-8 bathrooms
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- Key West
- Townhouse
- 2 bedrooms, sleeps 6
- 2.5 bathrooms
| - Weekly rates
From 1600 to 2200 USD
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- Key West
- House (single)
- 3 bedrooms
- 2 bathrooms
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- Islamorada
- Condo
- 1 bedrooms, sleeps 2-4
- 2 bathrooms
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- Old Town
- House (single)
- 3 bedrooms, sleeps 8
- 2 bathrooms
| - Weekly rates
From 2700 to 3600 USD
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- Key West
- House (single)
- 6 bedrooms, sleeps 12-14
- 4 bathrooms
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- Key West
- Home
- 3 bedrooms, sleeps 6
- 2 1/2 bathrooms
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- Key Colony Beach
- Duplex
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Key West
- House (single)
- 6 bedrooms, sleeps 12+
- 4 bathrooms
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- Key West
- Condo
- 2 bedrooms, sleeps 6
- 2 bathrooms
| - Weekly rates
From 240 to 1900 USD
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- Big Pine Key
- House (single)
- 3 bedrooms, sleeps 6-8
- 3 bathrooms
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- Key West
- House (single)
- 3 bedrooms
- 3 bathrooms
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- Key West
- Townhouse
- 2 bedrooms, sleeps 4-6
- 2.5 bathrooms
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- Duck Key
- Villa
- 2-4 bedrooms, sleeps 2 - 10
- 1-3 bathrooms
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- Grassy Key
- House (single)
- 4 bedrooms, sleeps 8 Adults +
- 2 bathrooms
| - Weekly rates
From 2800 to 6200 USD
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- Key West
- House (single)
- 2 bedrooms, sleeps 6
- 2 bathrooms
| - Weekly rates
From 3000 to 7300 USD
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- Key West
- House (single)
- 3 bedrooms
- 2 bathrooms
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- Key West
- Townhouse
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Key West
- Villa
- 4 bedrooms, sleeps 2-10
- 3.5 bathrooms
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- Key West
- Condo
- 2 bedrooms, sleeps 5
- 2.5 bathrooms
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- Key West
- Condo
- 2 - 4 (Vari bedrooms, sleeps 4 - 10 (Var
- 2 - 4 (Var bathrooms
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- Marathon
- Condo
- 1-3 bedrooms
- 1-3 bathrooms
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| | | | | Rental Locations(Listed alphabetically by City or Town) | | |
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City |
BR(s) |
BA(s) |
Sleeps |
Description |
| |  | Big Coppitt Key | 6 BR | 3.5 BA | 10 | Key West Vacation Home, Views of the bay, Private, Tiki Hut. | | | | Big Pine Key | 2 BR | 1 BA | 6-12 | Paradise Lodging - Big Pine Key | | | | Big Pine Key | 2 to 10 BR | 1.5 to 5.5 BA | 4 to 20 | The San Marco Homes & Bungalow - Big Pine Key | | | | Big Pine Key | 2 BR | 1 BA | 4 | Perfect Vacation Home for the Serious Fisherman or Diver | | | | Big Pine Key | 2 BR | 2 BA | 4 | Beautiful Home - Great Views - Big Pine Key | | | | Big Pine Key | 2 BR | 2 BA | 4 | Fisherman’s Paradise This Home Will Not Disappoint - Florida | | | | Big Pine Key | 3 BR | 2 BA | 6 | Magnificent Open Water Views - Big Pine Key Vacation Home | | | | Big Pine Key | 3 BR | 2 BA | 6 | View Open Water and Endless Sky - Big Pine Key, Florida | | | | Big Pine Key | 3 BR | 2 BA | 6 | Gorgeous Views - Big Pine Key | | | | Big Pine Key | 3 BR | 1 BA | 8-9 | Fabulous Florida Keys Vacation in Port Pine Heights | | | | Big Pine Key | 3 BR | 2 BA | 6 | Tropical Bay | | | | Big Pine Key | 3 BR | 3 BA | 6-8 | Open Water - Great View - Great Boating and Fishing | | | | Big Pine Key | 3 BR | 3 BA | 6 | Big Pine Key Oceanfront Vacation Home - Atlantis | | | | Cudjoe Key | 1 BR | 1 BA | 2 | Magnificent Cudjoe Key Vacation Home | | | | Cudjoe Key | 2 BR | 2 BA | 4 | Vacation in Paradise - Located on Cudjoe Key | | | | Cudjoe Key | 2 BR | 2 BA | 6 | Tropical Paradise Oceanfront Home with Pool | | | | Cudjoe Key | 3 BR | 2 BA | 6 | Suncatcher's Dream - Paradise in the Beautiful Florida Keys. | | | | Cudjoe Key | 3 BR | 2 BA | 6 | Cudjoe Paradise | | | | Cudjoe Key | 3 BR | 2 BA | 6 | Quiet Waters - Cudjoe Key | | | | Cudjoe Key | 3 BR | 2 BA | 6 | Waterfront Vacation Rental - Casa Rosado | | | | Cudjoe Key | 3 BR | 2 BA | 6 | Cudjoe Key Gated Community with Gorgeous Open Water Views - Florida | | | | Cudjoe Key | 3 BR | 2 BA | 6 | Cudjoe Ocean Shores Room for all your water toys | | | | Duck Key | 1 BR | 1 BA | 4 | Condo Adjacent to Hawks Cay Marina - Marathon Area | | | | Duck Key | 1 BR | 1 BA | 4 | Welcome to our Vacatio rental cottage on Duck Key | | | | Duck Key | 2-4 BR | 1-3 BA | 2 - 10 | This Luxurious Duck Key Vacation Rental Condo Can Be Your Dream Vacation... | | | | Duck Key | 2 BR | 2 BA | 7 | Waterfront Keys to Memories - Duck Key | | | | Grassy Key | 3 BR | 2 BA | 4 | Beach House on the Gulf with Private Pool & Dock | | | | Grassy Key | 4 BR | 2 BA | 8 Adults + | Grassy Key/Marathon Gulf Front Property | | | | Grassy Key | 6 BR | 5.5 BA | 16 | Spectacular Gulf Front Luxury Home on 2.5 Acres | | | | Islamorada | 1 BR | 1 BA | | This is what the Florida Keys is all about! The property is secluded, convenient to ammenties, and the sunsets over the Florida Bay are breathtaking. | | | | Islamorada | 1 BR | 2 BA | 2-4 | Bayside 1st floor Condo on Florida Bay - Islamorada, Florida | | | | Islamorada | 2 BR | 2 BA | 4-8 | THE KEYS KOTTAGE has it all - Islamorada, Florida | | | | Islamorada | 2 BR | 2 BA | | Oceanfront Islamorada Condo Rentals Located in the Beautiful Florida Keys | | | | Islamorada | 2 BR | 1.5 BA | 6 | Islamorada Vacation Condo | | | | Islamorada | 3 BR | 3 BA | | Tarpon Cove - Best Florida Keys Rental - Islamorada | | | | Islamorada | 4 BR | 2 BA | 8 | Dream Vacation Home in the Florida Keys | | | | Islamorada | 4 BR | 3 BA | 8-10 | The PERFECT Getaway With HEATED Pool & Jacuzzi | | | | Islamorada | 4 BR | BA | | Villa Venetian Shores, Islamorada, Florida Keys - Florida | | | | Islamorada | 4 BR | 4.5 BA | 12 | On the world famous Island of Islamorada this waterside estate provides the perfect retreat. | | | | Islamorada | 5 BR | 3.5 BA | 13 | Exclusive Oceanfront Private Gated Estate Home with 200 feet of Oceanfront Islamorada in the Florida Keys | | | | Key Colony Beach | 2 BR | 2 BA | 4 | Private Beach-Ocean View-Pool-Walking Distance to Restaurants - Key Colony Beach | | | | Key Colony Beach | 2 BR | 2 BA | 4 | Key Colony Beach Florida Waterfront Gem - Pets OKAY | | | | Key Colony Beach | 2-3 BR | 2-3 BA | | Key Colony Point borders the waters edge of paradise... offering breathtaking sunsets daily, and an escape to paradise well worth planning every year | | | | Key Colony Beach | 2 BR | 2 BA | 4 | Key Colony Sunrise Retreat - Book Now for a $100.00 Gas Credit | | | | Key Colony Beach | 3 BR | |
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