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Key West Historic District, Key West, Florida, United States of America

Key West Historic District vacation rentals

We found 1,334 vacation rentals — enter your dates for availability

Discover a selection of 1,500 vacation rentals in Key West Historic District, Key West that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $120 per night, and houses and condos are popular options for a stay in Key West Historic District. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Houses

View 628 Houses

Condos/Apartments

View 491 Condos/Apartments

Cabins

View 78 Cabins

Bungalows

View 78 Bungalows

Cottages

View 78 Cottages

Townhouses

View 101 Townhouses

Studios

View 136 Studios

Resorts

View 23 Resorts

Hotels

View 174 Hotels

Find the best place to stay — Key West Historic District

ISLAND PEARL - Cozy Nightly Rental in the heart of Key West **NEW LISTING**

Sleeps 3 · 1 Bedroom · 1 Bathroom
$154 avg/night
(50)

NEW MONTHLY RENTAL, Old Town, Newly Furnished, $3500/mo Oct-Dec 2021

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
$174 avg/night

Stone Throw Famous Duval Street Location-No Contact Check-In

Sleeps 10 · 4 Bedrooms · 2 Bathrooms
$120 avg/night
(14)

New listing! Ground Level Cottage w/Free WiFi, Private Deck and Outdoor Pool.

Sleeps 4 · 1 Bedroom · 1 Bathroom
$180 avg/night

SPECIAL==WITH ONE WEEK STAY NO CLEANING FEE, 120.00 OFF!

Sleeps 4 · 1 Bedroom · 1 Bathroom
$239 avg/night
(114)

Superb Location, Affordably Priced

Sleeps 2 · 1 Bedroom · 1 Bathroom
$169 avg/night
(171)

Search 1,334 vacation rentals

Top rated rentals — Key West Historic District
Stayed Oct 2021

Great spot to enjoy key west!

This property was great. Everything was clean and well stocked. Beach towels provided and comfy beds! The complex was super convenient, safe and clean. Parking can be a bear. CVS is literally 1 block away for anything you need. They have paid laundry...

Lee T.
Lee T.
Stayed Oct 2021

Great for party of 2! 4 May be a crowd

Overall we were happy with this property and would stay again as a couple. I was nervous about parking, but during the week we had no problems. Didn’t move it just to be on the safe side. Friday the street was FULL so be prepared on the weekend. The ...

Nicole C.
Nicole C.
Stayed Oct 2021

Quick get away to Key West

Overall the property was excellent. Very clean and organized. The bedrooms are upstairs and you need to be careful as ceilings are low. Bumped my head a few time in the upstairs bedroom. Owner was very responsive to any questions I had. Location was ...

Kenneth H.
Kenneth H.
Stayed Oct 2021

A gem in the heart of Key West

I went to Key West for a paddle race. This was the perfect place for me. The location was near the race and within walking distance to anything in Key West. The house was clean and had everything I needed. A block away from 2 convenience stores made ...

Bernardo I.
Bernardo I.
Stayed Sep 2021

A dream

I spent a month at the villa and my stay was simply a dream. The house is gorgeous, it has everything you could possibly need. The neighborhood is quiet but also just one block away from Duval street. Wi-Fi is fast and reliable (I had to work remotel...

Silvia C.
Silvia C.
Stayed Sep 2021

Beautiful home and excellent location

Everything was great! The house was beautiful, the pool was small but absolutely perfect and plenty of space. I’ve been to the Keys a lot and the location was great - walkable or Duval loop bus (free) to everywhere! If I had one thing that was odd it...

Lori K.
Lori K.
Stayed Sep 2021

Great house for our group

Six women vacationing in Key West to celebrate a milestone birthday. House was a great size for our group and had everything we needed. Great location. Check in and check out were easy. Propert manager was very responsive to questions. Highly recomme...

Alison T.
Alison T.
Stayed Sep 2021

Great Location and Owner

The facility is nice and well cared for. The location is on the route of both the Hop-On Trolley and the free Duval Loop Bus so did not need to use our car except for Ft Zachery Taylor and our snorkeling trip. Pam was quick to answer questions and gi...

Dean B.
Dean B.
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How many vacation rentals are available around Key West Historic District, Key West?

Our 2021 property listings offer a large selection of 1,334 vacation rentals around Key West Historic District. From 628 house rentals to 491 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Key West Historic District?

Vrbo offers a large selection of vacation rentals near lovely places in Key West Historic District. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Nancy Forrester's Secret Garden: 1,874 vacation rentals
  • Key West Cemetery: 1,878 vacation rentals
  • Studios of Key West: 1,880 vacation rentals
  • The Kite House: 1,874 vacation rentals
  • Key West Firehouse Museum: 1,874 vacation rentals

But there are many other points of interest around Key West Historic District listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Key West Historic District?

Yes, of course. Vrbo has 628 Houses in Key West Historic District. Our other popular types of vacation rentals in Key West Historic District include:

  • Condos/Apartments: 491 rentals available
  • Cabins: 78 rentals available
  • Bungalows: 78 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Key West Historic District?

Yes, you can select your preferred vacation rental with pool among our 1,016 vacation rentals with pool available in Key West Historic District. Please use our search bar to access the selection of vacation rentals available.

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