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.
Findrentals.com is dedicated to helping travelers find vacation rental accommodations worldwide. Can't find what you want?
Please contact us: 866-218-5743 or travel@findrentals.com
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- Key West
- Condo
- 2 bedrooms, sleeps 5
- 2.5 bathrooms
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- Marathon
- House (single)
- 2 bedrooms
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- Weekly rates
From $2,995 to $3,995 USD
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- Duck Key
- Villa
- 2 bedrooms, sleeps 2-4
- 1.5 bathrooms
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- Weekly rates
From $3,100 to $3,500 USD
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- Marathon
- House (single)
- 4 bedrooms
- 4 bathrooms
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- Weekly rates
From $2,595 to $3,995 USD
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- Marathon
- House (single)
- 2 bedrooms
- 2 bathrooms
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- Weekly rates
From $3,995 to $5,995 USD
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- Key West
- House (single)
- 4 bedrooms, sleeps 8
- 3 bathrooms
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- Marathon
- House (single)
- 3 bedrooms
- 3 bathrooms
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- Weekly rates
From $2,495 to $3,895 USD
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- Key West
- House (single)
- 4 bedrooms, sleeps 9
- 5 bathrooms
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- Key West
- Suite
- 1 bedrooms, sleeps 4
- 1 bathrooms
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- Weekly rates
From $1,176 to $1,736 USD
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- Key West
- Townhouse
- 7 bedrooms
- 9 bathrooms
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- Duck Key
- Villa
- 2 bedrooms, sleeps 5
- 2 bathrooms
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- Weekly rates
From $1,500 to $2,100 USD
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- Grassy Key
- House (single)
- 6 bedrooms, sleeps 16
- 5.5 bathrooms
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- Weekly rates
From $5,500 to $11,000 USD
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- Marathon
- House (single)
- 5 bedrooms
- 4 bathrooms
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- Cudjoe Key
- House (single)
- 2 bedrooms, sleeps 6
- 2 bathrooms
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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
- Home
- 3 bedrooms, sleeps 6
- 2.5 bathrooms
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- Key West
- Condo
- 2 bedrooms, sleeps 2-5
- 2 bathrooms
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- Key West
- Cottage
- 3 bedrooms, sleeps 6
- 2 bathrooms
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- Weekly rates
From $2,856 to $3,556 USD
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- Key West
- Townhouse
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Weekly rates
From $1,500 to $2,100 USD
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- Key West
- Condo
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Grassy Key
- House (single)
- 4 bedrooms, sleeps 8 Adults +
- 2 bathrooms
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- Weekly rates
From $2,800 to $6,200 USD
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- Plantation Key
- House (single)
- 3 bedrooms, sleeps 6
- 3.5 bathrooms
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- Islamorada
- Condo
- 1 bedrooms, sleeps 2-4
- 2 bathrooms
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- Weekly rates
From $0 to $0 USD
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- Big Pine Key
- House (single)
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Marathon
- House (single)
- 4 bedrooms
- 2 bathrooms
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- Weekly rates
From $2,495 to $3,995 USD
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- Duck Key
- Villa
- 2-4 bedrooms, sleeps 2 - 10
- 1-3 bathrooms
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- Islamorada
- Condo
- 2 bedrooms
- 2 bathrooms
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- Weekly rates
From $900 to $1,500 USD
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- Key West
- House (single)
- 6 bedrooms, sleeps 12-14
- 4 bathrooms
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- Weekly rates
From $5,000 to $7,500 USD
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- Key West
- Condo
- 2 - 4 (Vari bedrooms, sleeps 4 - 10 (Var
- 2 - 4 (Var bathrooms
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- Key West
- House (single)
- 5 bedrooms, sleeps 10
- 3 bathrooms
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- Weekly rates
From $4,450 to $5,350 USD
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- Key West
- House (single)
- 2 bedrooms, sleeps 6
- 2.5 bathrooms
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- Weekly rates
From $2,786 to $3,486 USD
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- Key West
- Cottage
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Marathon
- House (single)
- 1 bedrooms
- 1 bathrooms
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- Weekly rates
From $2,895 to $3,895 USD
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- Key West
- House (single)
- 7 bedrooms, sleeps 16
- 7 bathrooms
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- Weekly rates
From $6,800 to $9,300 USD
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- Key West
- Villa
- 4 bedrooms, sleeps 2-10
- 3.5 bathrooms
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- Weekly rates
From $3,800 to $4,800 USD
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- Grassy Key
- House (single)
- 5 bedrooms, sleeps 14
- 4 bathrooms
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- Weekly rates
From $4,500 to $8,500 USD
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- Key Colony Beach
- Apts & Townhomes
- 2-3 bedrooms
- 2-3 bathrooms
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- Key West
- Villa
- 3 bedrooms, sleeps 8
- 2.5 bathrooms
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- Weekly rates
From $3,500 to $4,500 USD
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- Key West
- House (single)
- 4 bedrooms, sleeps 8
- 3 bathrooms
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- Weekly rates
From $2,500 to $5,500 USD
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- Islamorada
- House (single)
- 10 bedrooms, sleeps 2-28
- 2-8 bathrooms
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- Weekly rates
From $4,900 to $11,000 USD
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- Duck Key
- Cottage
- 3 bedrooms, sleeps 8
- 2.5 bathrooms
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- Key West
- Condo
- 3 bedrooms, sleeps 6
- 2 bathrooms
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- Weekly rates
From $2,000 to $2,800 USD
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- Key West
- House (single)
- 3 bedrooms, sleeps 6
- 2 bathrooms
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- Islamorada
- Apartment
- 4 bedrooms, sleeps 8-10
- 3 bathrooms
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- Weekly rates
From $3,000 to $3,500 USD
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- Islamorada
- Villa
- 2 bedrooms, sleeps 4-8
- 2 bathrooms
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- Weekly rates
From $0 to $0 USD
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- Marathon
- House (single)
- 8 bedrooms
- 6 bathrooms
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- Weekly rates
From $4,590 to $7,990 USD
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- Summerland Key
- House (single)
- 2 bedrooms
- 2 bathrooms
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- Marathon
- Condo
- 1-3 bedrooms
- 1-3 bathrooms
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- Key West
- Cottage
- 2 bedrooms, sleeps 4-6
- 2 bathrooms
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- Weekly rates
From $1,850 to $2,550 USD
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- Key West
- Villa
- 6 bedrooms, sleeps 14
- 5 bathrooms
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- Weekly rates
From $5,850 to $7,500 USD
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- Cudjoe Key
- House (single)
- 3 bedrooms, sleeps 6 to 8
- 2 bathrooms
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- Weekly rates
From $1,000 to $1,125 USD
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- Key Colony Beach
- Condo
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Weekly rates
From $1,000 to $1,400 USD
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- Key Colony Beach
- Duplex
- 2 bedrooms, sleeps 4
- 2 bathrooms
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- Nautical Maps shown as Russell Key
- Private Island-all to yourself
- 3 bedrooms, sleeps 8
- 3 bathrooms
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- Weekly rates
From $5,595 to $6,995 USD
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- Marathon
- Condo
- 2 bedrooms, sleeps 4 Ad & 2 Ch
- 2 1/2 bathrooms
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- Weekly rates
From $1,000 to $1,600 USD
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- Key West
- Cottage
- 1 bedrooms, sleeps 2
- 1 bathrooms
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- Weekly rates
From $1,375 to $1,876 USD
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- Marathon
- HouseBoat
- 1 bedrooms, sleeps 4-5
- 1 bathrooms
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- Weekly rates
From $2,995 to $4,195 USD
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- Summerland Key
- House (single)
- 4 bedrooms, sleeps 8
- 3 bathrooms
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- Duck Key
- House (single)
- 2-4 bedrooms, sleeps 4-8
- 1.5 - 4 bathrooms
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- Weekly rates
From $3,000 to $3,500 USD
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- Key West
- House (single)
- 3 bedrooms, sleeps 6
- 3 bathrooms
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- Weekly rates
From $4,000 to $6,000 USD
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- Key Colony Beach
- House (multifamily)
- 3 bedrooms, sleeps 8
- 2 bathrooms
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- Weekly rates
From $1,325 to $1,950 USD
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- Key Largo
- Yacht
- 1 bedrooms, sleeps 2-6
- 1 bathrooms
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- Weekly rates
From $840 to $2,100 USD
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Rental Locations (Listed alphabetically by City or Town)
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City |
BR(s) |
BA(s) |
Sleeps |
Description |
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Big Coppitt Key |
6 BR |
3.5 BA |
10 |
Key West Vacation Home, Views of the bay, Private, Tiki Hut. |
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Big Pine Key |
2 to 10 BR |
1.5 to 5.5 BA |
4 to 20 |
The San Marco Homes & Bungalow - Big Pine Key |
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Big Pine Key |
2 BR |
2 BA |
4 |
Fisherman’s Paradise This Home Will Not Disappoint - Florida |
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Big Pine Key |
2 BR |
2 BA |
4 |
Beautiful Home - Great Views - Big Pine Key |
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Big Pine Key |
3 BR |
2 BA |
6 |
Gorgeous Views - Big Pine Key |
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Big Pine Key |
3 BR |
3 BA |
6 |
Big Pine Key Oceanfront Vacation Home - Atlantis |
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Big Pine Key |
3 BR |
2 BA |
6 |
Magnificent Open Water Views - Big Pine Key Vacation Home |
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Big Pine Key |
3 BR |
1 BA |
8-9 |
Fabulous Florida Keys Vacation in Port Pine Heights |
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Big Pine Key |
3 BR |
2 BA |
6 |
Tropical Bay |
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Cudjoe Key |
1 BR |
1 BA |
2 |
Magnificent Cudjoe Key Vacation Home |
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Cudjoe Key |
2 BR |
2 BA |
6 |
Tropical Paradise Oceanfront Home with Pool |
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Cudjoe Key |
2 BR |
2 BA |
4 |
Vacation in Paradise - Located on Cudjoe Key |
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Cudjoe Key |
3 BR |
2 BA |
6 |
Waterfront Vacation Rental - Casa Rosado |
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Cudjoe Key |
3 BR |
2 BA |
6 |
Cudjoe Paradise |
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Cudjoe Key |
3 BR |
2 BA |
6 |
Quiet Waters - Cudjoe Key |
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Cudjoe Key |
3 BR |
2 BA |
6 to 8 |
Breathtaking Ocean Views with 60ft dock on crystal clean canal |
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Cudjoe Key |
3 BR |
2 BA |
6 |
Suncatcher's Dream - Paradise in the Beautiful Florida Keys. |
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Cudjoe Key |
3 BR |
2 BA |
6 |
Cudjoe Ocean Shores Room for all your water toys |
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Duck Key |
2 BR |
2 BA |
7 |
Waterfront Keys to Memories - Duck Key |
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Duck Key |
2-4 BR |
1-3 BA |
2 - 10 |
This Luxurious Duck Key Vacation Rental Condo Can Be Your Dream Vacation... |
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Duck Key |
2 BR |
1.5 BA |
2-4 |
Enjoy Your Very Own Cozy Florida Key Villa! |
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Duck Key |
2 BR |
2 BA |
5 |
Two-Bedroom Conch Villa In Florida Keys |
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Duck Key |
2-4 BR |
1.5 - 4 BA |
4-8 |
Florida Key Villa - Santuary Villas |
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Duck Key |
3 BR |
2.5 BA |
8 |
Beautiful Florida Key Three Bedroom Cottage Villa |
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Duck Key |
5 BR |
BA |
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The Keys Vacation - Tingler Isle Luxury Home |
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Grassy Key |
4 BR |
2 BA |
8 Adults + |
Grassy Key/Marathon Gulf Front Property - property is managed by "American Paradise" |
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Grassy Key |
5 BR |
4 BA |
14 |
Gorgeous Views - Gorgeous Home - Marathon / Grassy Key property is managed by "American Paradise" |
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Grassy Key |
6 BR |
5.5 BA |
16 |
Spectacular Gulf Front Luxury Home on 2.5 Acres property is managed by "American Paradise" |
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Islamorada |
1 BR |
2 BA |
2-4 |
Bayside 1st floor Condo on Florida Bay - Islamorada, Florida |
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Islamorada |
2 BR |
2 BA |
4-8 |
THE KEYS KOTTAGE has it all - Islamorada, Florida |
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Islamorada |
2 BR |
2 BA |
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Oceanfront Islamorada Condo Rentals Located in the Beautiful Florida Keys |
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Islamorada |
2 BR |
2 BA |
6 |
Futura Yacht Club - Tropical Paradise - Islamorada |
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Islamorada |
3 BR |
3 BA |
6 |
Best Florida Keys Rental - Islamorada |
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Islamorada |
4 BR |
3 BA |
8-10 |
The Perfect Getaway with Heated Pool and Jacuzzi - IN THE HEART of ISLAMORADA |
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Islamorada |
10 BR |
2-8 BA |
2-28 |
PRISTINE OCEANFRONT HOME IN ISLAMORADA, THE FLORIDA KEYS - Rent All or Rent Separately |
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Key Colony Beach |
2 BR |
2 BA |
4 |
Key Colony Sunrise Retreat - Book Now for a $100.00 Gas Credit |
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Key Colony Beach |
2-3 BR |
2-3 BA |
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Key Colony Point borders the waters edge of paradise... offering breathtaking sunsets daily, and an escape to paradise well worth planning every year |
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Key Colony Beach |
2 BR |
2 BA |
4 |
Private Beach-Ocean View-Pool-Walking Distance to Restaurants - Key Colony Beach |
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Key Colony Beach |
3 BR |
2 BA |
8 |
Bright & Breezy - Very Popular Home - WiFi & Cabana Club Included! |
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Key Colony Beach |
6 BR |
BA |
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Key Colony Beach Waterfront Pool Home |
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Key Largo |
BR |
BA |
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Key Largo Yacht Rentals - "The Key in Life is to Take the Water" |
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Key Largo |
1 BR |
1 BA |
2-6 |
BAY FRONT Cottages & your own FREE 22’ SAILBOAT + Paddle Boats, Kayaks, Canoes, Fishing & Snorkeling Gear, Sun Sets, Dolphins & Manatees Tiki Huts |
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Key Largo |
3 BR |
2 BA |
8 |
Key Largo "Manatee Manor " |
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Key West |
Studio |
1 BA |
2 |
"Casa Atlantica Studio" Experience Breathtaking Ocean Views From This Secluded Private Studio. |
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Key West |
BR |
BA |
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Luxurious Key West Vacation Home |
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Key West |
1 BR |
1 BA |
4 |
Key West Cottage - Butterfly Garden |
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Key West |
1 BR |
1 BA |
2 |
"Casa Atlantica One" - Breathtaking Ocean Views From This Secluded Private Ocean Front Apartment. |
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Key West |
1 BR |
1 BA |
2 |
Land’s End one bedroom one bath cottage available monthly near historic seaport |
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Key West |
1 BR |
1 BA |
2-4 |
Key West Suite - Near Beach, Restaurants and Duval Street. |
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Key West |
1 BR |
1 BA |
2 |
"Key Lime Calypso "A great vacation home in the heart of Old Town Key West! |
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Key West |
1 BR |
1 BA |
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"Buddy Shula's Paradise Place" Spacious 1 Bedroom Key West Vacation Rental |
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Key West |
1 BR |
1 BA |
2 |
Key West Cottage For Two with Hot tub, tiki Bar, Private Yard. |
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Key West |
1 BR |
1 BA |
2-4 |
Key West Carriage Cottage |
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Key West |
1 BR |
1 BA |
4 |
Vintage Luxury Cottage Vacation Rental - Just Off Upper Duval Street with Pool |
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Key West |
1 BR |
1 BA |
2-4 |
Key West Garden Suite - Key West, Florida |
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Key West |
1 BR |
1 BA |
2-4 |
Key West Studio Suite in the Gardens, Near Restaurants, and The Beach. |
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Key West |
1 BR |
1 BA |
2 |
Fabulous Key West Cottage with Art-Deco Interior Design |
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Key West |
1 BR |
1 BA |
4 |
Margaret’s Harborside Cottage one bedroom one bath cottage available monthly near Historic seaport |
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Key West |
1 BR |
1 BA |
2-4 |
Key West Studio Suite - Peaceful & Serene yet close to city activities. |
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Key West |
1 - 4 BR |
1 - 2 BA |
4 per |
"Pete's Cottages" Beautiful Vacation Rental Cottages |
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Key West |
1 BR |
1 BA |
4 |
Key West Suite, Private Jacuzzi, Near Activities Downtown. |
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Key West |
1 BR |
1 BA |
4 |
Egret one bedroom cottages in the heart of the historic district |
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Key West |
2 BR |
2 BA |
2-6 |
Down Island Digs Vacation Rental in Old Town Key West |
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Key West |
2 BR |
2 BA |
4 |
Upscale Modern Key West Cottage - Tropical Chill |
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Key West |
2 BR |
2 BA |
4 |
"Beach Club #201" Luxurious Oceanfront Condo with Magnificent views of the Ocean |
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Key West |
2 BR |
2 BA |
6 |
Suite Paradise - Wonderful Key West Home with Private Pool |
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Key West |
2 BR |
2.5 BA |
6 |
Fantastic Key West Vacation Rental - Amelia Home |
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Key West |
2 BR |
2 BA |
4 |
Howe St. Hideaway two bedroom two bath home located in the Old Town in a very peaceful area. |
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Key West |
2 BR |
2 BA |
2-4 |
Click here to view more details about this property |
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Key West |
2 BR |
2.5 BA |
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Foundry on the Waterfront - Key West |
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Key West |
2 BR |
2 BA |
4 |
"Havana Lane" An Old Town Vacation Rental Retreat |
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Key West |
2 BR |
2 BA |
4 |
Mahogany Breezes |
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Key West |
2 BR |
2 BA |
6 |
Tropical Breeze - two bedroom two bath oceanfront condo |
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Key West |
2 BR |
2 BA |
6 |
Key West Crown Jewel - Enjoy Key West in STYLE!! |
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Key West |
2 BR |
2 BA |
4 |
Island Oasis Garden Home Vacation Rental - Key West |
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Key West |
2 BR |
2 BA |
2-6 |
Key West - Cockadoodle Cottage with Pool |
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Key West |
2 BR |
2 BA |
4 |
Ocean Front Luxury Condominium at 1800 Atlantic #435 |
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Key West |
2 BR |
2 BA |
6 |
Fully Renovated Luxury Home in the heart of Old Town Key West. |
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Key West |
2 BR |
2.5 BA |
6 |
Artist's House,2 Bedroom Condo,Downtown Key West. |
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Key West |
2 BR |
2.5 BA |
5 |
BAMBOO KEY - KEY WEST |
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Key West |
2 BR |
2.5 BA |
4 |
"Dockside Villa" - 2 bedroom 2 1/2 bath Townhome with Dockage |
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Key West |
2 BR |
1.5 BA |
5 |
Carols Bungalow - Two bedroom one 1/2 bath townhome available monthly |
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Key West |
2 BR |
1 BA |
4 |
Aquamarine - two bedroom one bath upstairs condo |
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Key West |
2 BR |
1 BA |
4 |
Key West Cottage with Jacuzzi - Ideal for Relaxing. |
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Key West |
2 BR |
1.5 BA |
4 |
"Shipyard Palms " Charming Gated Comunity Condo in the heart of HIstoric District |
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Key West |
2 BR |
1 BA |
4-6 |
Romantic Garden Cottage in Key West |
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Key West |
2 BR |
2 BA |
4-6 |
Key West Southern Sunrise Vacation Rental |
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Key West |
2 BR |
2.5 BA |
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CARIBBEAN CHARM - KEY WEST |
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Key West |
2 BR |
2 BA |
6 |
Atlantic Retreat- two bedroom two bath oceanview condo on Atlantic |
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Key West |
2 BR |
2 BA |
6 |
This great two bedroom two bath condominium at 1800 Atlantic Condominiums offers you a wonderful relaxing garden view. |
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Key West |
2 BR |
2 BA |
4 |
Southern Wind - two bedroom two bath home in historic district |
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Key West |
2 BR |
2 BA |
4 |
"Beach Club #303" Luxurious Oceanfront Condo with Magnificent views of the Ocean |
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Key West |
2 BR |
2 BA |
2-4 |
Cottage in the heart of Key West Bustling Seaport,Private Pool. |
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Key West |
2 BR |
2 BA |
6 |
Key West Vacation Rentals |
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Key West |
2 BR |
2 BA |
4 |
Catherine St. Getaway- Old Town Home with Pool |
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Key West |
2 - 4 (Vari BR |
2 - 4 (Var BA |
4 - 10 (Var |
"Duval Square" Vacation Rental Condo's Conveniently Located |
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Key West |
2 BR |
2.5 BA |
6 |
SPINNAKER SAIL - Key West, FL |
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Key West |
2 BR |
1 BA |
4 |
Shipyard Condo 'Havana Views' - Key West |
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Key West |
2 BR |
2 BA |
2-5 |
Henry's Piece Of Paradise On The Ocean In Key West |
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Key West |
2 BR |
2 BA |
6 |
A Zen Garden - Tranquil 2 bedroom 2 bath oceanfront condo |
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Featured
Property Managers |
| Island Breeze Realty Welcome to the Fabulous Florida Keys...Whether you are interested in Buying or Renting one of our Luxury Waterfront Vacation Rental Homes, We are committed to serving you...
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| ActionKeysRealty.com Whether you are planning your vacation or planning to move to the beautiful Florida Keys, we have information to help you. |
| www.RentKeyWest.com Key West, FL
Rates Vary
Rent a private home, cottage, villa, or condo as an alternative to your typical Key West hotel stay. |
| www.AtHomeKeyWest.com Located throughout Key West many homes, cottages and compounds are open for vacation rentals. These homes offer a private haven in the tropical beauty of Key West Many different styles and amenities are available. |
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Seabird Key, Private Island, Florida Keys...with a stunning home, 19' Boston Whaler, Kayaks, Hobie Cat, and a long list of unexpected amenities.
Nautical Maps shown as Russell Key Private Island-all to yourself, 3 bedrooms, sleeps 8, 3 bathrooms Weekly rates from $5,595 to $6,995 USD
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