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!



Historic Bungalow

One Bedroom - Cottage

Downtown Historic District


Historic Carriage House

2 Bedroom - Cottage

Downtown Historic Cottage


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



Tropical Paradise

3 bedroom | 2 bathroom

House near the beach


Ocean Breeze

3 bedroom | 2 bathroom

Lobster Diving Special


Bahama Mama

4 bedroom | 1.5 bathrooms

Historic District


Duncan Retreat

3 bedroom | 2 bathrooms

Tennessee Williams District


Olivia Home

2 bedroom | 2 bathrooms

Historic District


Tropical Bay View

2 bedroom | 2 bathrooms

Upgraded Home on Water


Atlantic Ocean 1800

2 Bedroom | Luxury Condo

Located on the Ocean in Key West


Coconuts on the Water