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

White Heron

3/3 Sleeps 6
Accommodates 6 people

Sunset Hideaway

3/3 Pool home with views
Accommodates 6 people

Sunset Palms

2/2 Open water pool home
Accommodates 4 people

Rising Sun

2/2 Great Boating
Accommodates 4 people

Island Esape

3/2 Available Weekly
Accommodates 6 people

Key West to Sugarloaf Key: See Island Profile

Island Dreaming

3/2 Sleeps 6
Accommodates 6 people

Waterfront Escape

3/2 Open water
Accommodates 6 people

Ocean Sunrise

3/2 Open water
Accommodates 6 people

Bayview Retreat

3/2 Open water
Accommodates 6 people

Bonita Paradise

3/3 Water Views
Accommodates 6 people

Sapphire Breeze

3/2 Close to Key West
Accommodates 6 people

Keys Cottage

3/2 Old Keys Style
Accommodates 6 people

Cudjoe Key: See Island Profile

Mermaid's Retreat

Pool Home Sleeps 4
Accommodates 4 people

Coconut Cottage

Canal Home with Tiki
Accommodates 4 people

Oceanfront Seclusion

Open Water Pool Home
Accommodates 6 people

Cudjoe Escape

3/2 Sleeps 6
Accommodates 6 people

Sunset Beach

Open Water
Accommodates 8 people

Cudjoe Bay Overlook

3/2 Sleeps 6
Accommodates 6 people

Lime in the Coconut

3/2 Sleeps 6
Accommodates 6 people

Spectacular Sunsets

Open Water Pool Home
Accommodates 6 people

Sunset Views

3/2 Sleeps 6
Accommodates 6 people

Island Color

Southern exposure
Accommodates 4 people

Dawn Splendor

Open Water Pool Home
Accommodates 6 people

Crab Shack

2/2 Sleeps 4
Accommodates 4 people

Boaters Paradise

2/2 Sleeps 4
Accommodates 4 people

Seaside Paradise Too

Open Water Pool Home
Accommodates 6 people

Seaside Paradise

Open Water Pool Home
Accommodates 6 people

Oasis

Open Water Pool Home
Accommodates 6 people

Cudjoe Bay Breezes

2/2 Sleeps 4
Accommodates 4 people

Island Villa

Located on Cudjoe Key
Accommodates 8 people

Summerland Key: See Island Profile

Ocean Horizons

Open Water Home
Accommodates 8 people

Paradise Views

Located on the point with sunset views
Accommodates 6 people

Tropical Retreat

2/2 Sleeps 4
Accommodates 4 people

Ocean Splendor

Open Water Pool Home
Accommodates 6 people

Summer Isle Escape

Pool Home
Accommodates 6 people

Changes in Latitude

Pool Home
Accommodates 6 people

Coral Isle Escape

4/2 Sleeps 8
Accommodates 8 people

Ocean Interlude

Openwater pool home
Accommodates 8 people

Ramrod Key: See Island Profile

Latitude Adjustment

Canal Home with Tiki
Accommodates 4 people

Casa Antigua

3/2 Sleeps 6
Accommodates 6 people

Breezeswept Beach

Open Water Pool Home
Accommodates 4 people

The Torch Keys:See Island Profile

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