Vacation Rentals

Browse Our Amazing Vacation Rental Properties

Browse all of our listings below or search for properties that meet your specific needs. Search Rental Properties

Big Pine Key to Marathon: See Island Profile

Sunset Hideaway

3 bedroom, 3 bathroom, Pool home with open water views
Accommodates 6 people

Rising Sun

2 bedroom, 2 bathroom, Great Boating
Accommodates 4 people

Key West to Sugarloaf Key: See Island Profile

Amberjack

Located on Sugarloaf Key
Accommodates 4 people

Sugarloaf Sunrise

3 Bedroom 2 Bathroom, Open Water Home
Accommodates 6 people

Southern Comforts

4 bedroom, 2 bthroom, Open Water, Pool Home
Accommodates 8 people

Waterfront Escape

3 Bedroom, 2 Bathroom, Open water
Accommodates 6 people

Keys Cottage

3 Bedroom, 2 Bathroom, Old Keys Style
Accommodates 6 people

Cudjoe Key: See Island Profile

Fish N Fun

2 bedroom, 2 bathroom with 35 Ft Dock
Accommodates 4 people

Manatee Hideaway

2 bedroom, 2 bathroom with 35 FT Dock
Accommodates 4 people

Coastal Oasis

3 Bedroom 2 Bathroom on Canal
Accommodates 6 people

Slice of Paradise

2 Bedroom 2 Bath
Accommodates 6 people

Blue Heaven

3 Bedroom 2 Bathroom, Canal Home
Accommodates 6 people

Flamingo Pad South

RV LOT
Accommodates 0 people

Tropical Colors

2 bedroom 1 bath / Available Weekly
Accommodates 4 people

Coconut Cottage

2 Bedroom 2 Bathroom, Canal Home with Tiki
Accommodates 4 people

Oceanfront Seclusion

3 bedroom, 2 bathroom, Open Water Pool Home
Accommodates 6 people

Sunset Beach

4 Bedroom, 5 1/2 Bathroom, Open Water
Accommodates 8 people

Cudjoe Bay Overlook

3 bedroom, 2 bathroom, Sleeps 6
Accommodates 6 people

Lime in the Coconut

3 bedroom, 2 bathroom, Sleeps 6
Accommodates 6 people

Spectacular Sunsets

3 bedroom, 2 bathroom, Open Water, Pool Home
Accommodates 6 people

Sunset Views

3 bedroom, 2 bathroom, Sleeps 6
Accommodates 6 people

Crab Shack

2 bedroom, 2 bathroom, Sleeps 4
Accommodates 4 people

Boaters Paradise

2 bedroom, 2 bathroom, Sleeps 4
Accommodates 4 people

Paradise Found

3 bedroom, 2 bathoom, Open Water Pool Home
Accommodates 6 people

Summerland Key: See Island Profile

Beach Bliss

3 Bedroom, 3 bathroom, Open water Pool Home; Excellent Boating
Accommodates 8 people

Paradise Views

3 bedroom, 3 bathroom, Oceanfront Pool Home
Accommodates 6 people

Ramrod Key: See Island Profile

Casa Palma

3 bedroom, 2 bathroom, Great Boating
Accommodates 6 people

Latitude Adjustment

2 bedroom, 2 bathroom, Canal Home with Tiki
Accommodates 4 people

Breezeswept Beach

2 bedroom, 2 bathroom, Open Water, Pool Home
Accommodates 4 people

The Torch Keys:See Island Profile

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