Key West, FL Vacation Homes from SAR 1,087

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Key West vacation homes

1. Road's End | Prime Old Town Location! Updated Home w/ Pool

Old Town Key West

Mike T.

SAR 1,691 total

includes taxes & fees

8 Sep - 9 Sep

2. Andros Suite | Perfect Location with Pool!

Old Town Key West

Robert J.

SAR 1,691 total

includes taxes & fees

3 Sep - 4 Sep

3. Casa Havana | Old Town Condo w/ Pool & Balcony

Old Town Key West

Kim T.

SAR 2,327 total

includes taxes & fees

3 Sep - 4 Sep

Coffee/tea maker, fridge, microwave, oven

4. Sea Esta Suite | Located On Iconic Duval w/ Pool

Old Town Key West

Rick H.

SAR 2,797 total

includes taxes & fees

3 Sep - 4 Sep

5. Poolside Cottage #411

Key West

DeAnna Z.

SAR 1,114 total

includes taxes & fees

3 Sep - 4 Sep

6. Luxury two floor apartment in prime location of famous Duval Street

Old Town Key West

Gregory L.

SAR 2,233 total

includes taxes & fees

3 Sep - 4 Sep

7. Poolside Cottage #412

Key West

Julia M.

SAR 1,125 total

includes taxes & fees

15 Sep - 16 Sep

8. One Bedroom Suite | Beachside Resort

Key West

Daris Y.

SAR 1,087 total

includes taxes & fees

3 Sep - 4 Sep

View all properties

Find vacation rentals that suit your style

Aparthotels

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Key West Hotel Reviews

Southwinds Motel

10/10 Excellent

"Perfect spot"

Beachside Resort & Residences

8/10 Good

"Hot tub wasn’t working. It was just warm water. Gym was very hot. Beach wasn’t great. Elevator in my building wasn’t working g but you can use the one from the building next to it and walk over. So not that bad. Pool was great. Never crowded. Room was excellent. We had a suite with pool access. There was plenty of parking at the hotel and no charge to park We would still go back again."

Southernmost Beach Resort and Guesthouses

8/10 Good

"The property is so cute. It sits at the end of Duval St which was so convenient. The room and balcony was spotless and came with water restocked everyday. I will say that the “beach” was a muddy mess with huge mud holes. No one was on the “beach”. Other than that, plenty of restaurants within walking distance and even a CVS."

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"We had a good stay at the Hilton Garden Inn Key West. The hotel is clean, comfortable, and practical. It’s not a luxury-style property, and the rooms have more of the straightforward, convenient feel you might find at a good value-oriented hotel in Orlando, including the large individual AC unit in the room. Nothing wrong with that—it just helps set expectations about the style of the property. One very convenient feature for us was the EV charging. There are several chargers available on a first-come, first-served basis. They are relatively slow chargers, but I left my Tesla charging for about six hours and had a full battery, so they work very well for overnight charging. We didn’t use the pool, but the pool area looked nice, comfortable, and inviting. The hotel is a little away from Duval Street and downtown, but that also means you come back to a quieter area after spending the day or evening in the busier part of Key West. Overall, a comfortable and convenient stay, especially if you have a car or EV and don’t need to be directly in the middle of downtown."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Key West vacation homes

1. Road's End | Prime Old Town Location! Updated Home w/ Pool

2. Andros Suite | Perfect Location with Pool!

3. Casa Havana | Old Town Condo w/ Pool & Balcony