Top Key West beach rentals - Florida

Explore Key West beach rentals

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Sleeps 2 · 1 bedroom · 1 bathroom

Hot Tub by the Sea, Overlooking the Pool and Atlantic

Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key

Sleeps 6 · 2 bedrooms · 2 bathrooms

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

Sleeps 2 · 1 bedroom · 1 bathroom

Our pool beside the ocean, lots of sun but plenty of shade as well.

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated beach rentals - Key West

Premier Host

Holiday

All good thanks….

Stuart G.

Stayed Nov 2024

Premier Host

Beautiful location

Not only is this a beautiful property the location is fantastic! We didn't us our Vehicle for 4 days, everything we needed to do in Key West was so walkable, and plenty of places to eat out! The shared Pool is an added bonus and found ourselves to only folk using it most of the time. Parking is perfect for one vehicle, very safe and close to the rear of the property. Exceptionally clean and well presented accommodation, we wouldn't hesitate to rebook if we're in Key West again.

Mick S.

Stayed Sept 2024

Back deck and tropical garden. A perfect spot to relax with a cup of coffee.

Premier Host

Lovely property - near pool. Good location

Lovely house with lots of extras. Excellent communication with owner. Would definitely stay again & fully recommend

Denise W.

Stayed Jun 2024

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Frequently asked questions

Are there any beach holiday rentals in Key West?

Consider one of our 734 beach holiday rentals and start planning your break in Key West. Whether you'd like to be in Downtown Key West, Key West Historic District, Historic Seaport or another well-known area, Vrbo makes it easy to find your ideal house by the coast.

How much does it cost to stay in a beach holiday rental in Key West?

Exactly where you stay, when you plan to travel and your trip length will determine the price of a beach holiday rental in Key West. Key in your travel dates on Vrbo to compare properties and then book the ideal one for your seaside retreat.

Where can I book a Key West beach holiday rental with great views?

Cosy, homelike comforts and beach views come together for an unforgettable experience at some of our beach holiday rentals in Key West. Our filters make it easy to find accommodation with pretty vistas. Begin by selecting "Highly rated for location" under "Property reviews" and explore your options.

What are the most popular beaches in Key West?

Smathers Beach is one of the most popular beaches in Key West. With a family-friendly atmosphere, it's a great spot for a day out with the youngsters. Another top pick is South Beach. Amble along the shore searching for seashells or just soak up the sun and the ocean views.

What are the top things to do in Key West?

An amazing beach holiday rental and interesting attractions like Ernest Hemingway Home and Museum are some of the key ingredients for an enjoyable family getaway in Key West. Looking for other things to do with your crew in this city? Also visit Audubon House and Tropical Gardens and Smathers Beach.

Why should I book my beach holiday rental with Vrbo?

Booking a beach holiday rental with Vrbo means you get the whole property to yourselves — your own private retreat by the seaside, without any interruptions or distractions from anyone else. What's more, our flexible payment and cancellation policies give you the freedom to amend your plans if necessary. And thanks to our free rewards programme, One Key™, you can collect and redeem OneKeyCash™* on all eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.