Nightly + Weekly + Monthly Vacations in Key West!
Come and stay in our enchanting resorts and historic hideaways!

Welcome to Key West Endless Vacations.com Browse Our Available Selections of Rentals!

Choose from homes with private pools, a cozy cottage, or condominiums with a shared pool. Whether you’re looking to get away for a few nights, days, weeks or months, we think you’ll enjoy looking through some of our beautiful rentals available!

Atlantic Breeze

2 Bedroom - Condo Resort

New on the rental market!


Atlantis Dream Escape

Bring Your Boat!

Key West Haven


Cameron's Waterfront

3 Bedroom - Luxury House

Key West Vacation Home


Conch Escape

4 Bedroom - Conch Style

Close to Beaches!



Fogarty House

3 Bedroom - Conch Cottage

Close to major attractions!


Historic Bungalow

One Bedroom - Cottage

Downtown Historic District


Historic Carriage House

2 Bedroom-Conch Style

Blocks from Duval Street


Historic Cottage Atocha

2 Bedroom - Cottage

Downtown Historic District



Nature's Boutique

2 Bedroom - Condo

Steps to the beach!


New Town Jewel

3 Bedroom - Single Family

Key West's Old Town


Ocean Vista

2 Bedroom - Condo

Direct Ocean View


Private Haven

3 Bedroom - House

Minutes to Beaches!



Southernmost Beauty

3 Bedrooms + 6 Beds House

Historic Century Old Beauty


Sunshine House

3 Bedroom - Conch Style

Key Lime Grove Subdivision


The Neely House

4 Bedroom - Conch Style

100 Years Family Owned!


The Beach House

Large 1 Bedroom - Condo

Resort Style Community



The Shipyard

2 Bedroom - Condo

Downtown Duval Area


Truman Annex

2 Bedroom - Foundry Condo

Key West's Old Town