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

Vacation rentals in Key West Historic District

We found 1,129 vacation rentals — enter your dates for availability

Discover a selection of 1,000 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 $141 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 706 Houses

Condos/Apartments

View 325 Condos/Apartments

Cabins

View 94 Cabins

Bungalows

View 94 Bungalows

Cottages

View 94 Cottages

Townhouses

View 61 Townhouses

Studios

View 97 Studios

Villas

View 21 Villas

Resorts

View 24 Resorts

Find the best place to stay — Key West Historic District

Architect's Personal Residence, Private Pool, 1 Blk. to Duval

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$458 avg/night
(132)

Lennon's Lodge-2 BR Luxury Cottage w/Private 6 person Spa, 2 Heated Pools!

Sleeps 6 · 2 Bedrooms · 1 Bathroom
$438 avg/night
(34)

"MANGO MARGARITA"~ 2 bedroom/2.5 bath close to the excitement of Duval!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$687 avg/night
(88)

ELIZABETH'S SECRET - 2/2-Old Town WEEKLY vacation rental-Private pool-Parking

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$553 avg/night
(107)

The Palm Villa, Island Oasis blocks from Duval

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$633 avg/night
(144)

Couple's dog-friendly getaway with central location and access to a shared pool

Sleeps 4 · 1 Bedroom · 1 Bathroom
$235 avg/night
(107)

Search 1,129 vacation rentals

Top rated rentals — Key West Historic District
Stayed Jan 2021

GREAT LOCATION, PRIVACY AND OWNER

Been to Key West multiple times - David was super accommodating and helpful w any/every question. Nearly instant responses. Tons of towels. Great location - we usually rent bikes but didn’t need them bc the location is perfect. Pool/spa during Covid ...

David W.
David W.
Stayed Dec 2020

The BEST!!!

We visit Kew West at least once a year, and this is the best place we have stayed. The location is perfect for us. Anywhere you can’t walk takes a quick scooter or car ride. The pool was our favorite. Very private and zen like back there! The propert...

Stephen W.
Stephen W.
Stayed Dec 2020

Perfect Old Town Bungalow

I cannot say enough good things about our 8 night experience in this home. The property manager was attentive and answered all our questions. They always answered immediately and went above and beyond when I needed anything - including having a pack...

Jennifer B.
Jennifer B.

Greeley, CO

Stayed Dec 2020

Key West getaway

Property was perfect for what we wanted and close to everything we needed and far enough away from the revelers. Local restaurants all within walking distance amd easy to carry out. Brian was always available if needed and the communication was great...

David S.
David S.

Ann Arbor, MI

Stayed Dec 2020

Magnificent Mango Cottage Getaway!

The Mango Cottage was the perfect place to stay while we visited Key West! It’s in a convenient location with all the best restaurants and activities within walking distance. It’s evident that the cottage has been recently updated so it’s incredibly ...

Azizah H.
Azizah H.

Grand Rapids, Michigan

Stayed Dec 2020

Secluded stay close to the action

We had a great time. It was myself, my sister, brother-in-law and their toddler. We loved the amount of private space, from the roomie kitchen and living room, to the ample outdoor space. The hot tub and outdoor showers were fab! We’ll definitely be ...

Bethany V.
Bethany V.

Chicago, United States

Stayed Dec 2020

Girl time!

This was the perfect spot to spend some girl time. Great location, can walk everywhere although there is a parking space. We loved the decor and having a bathroom for every bedroom was amazing! We kept saying that we just wanted to live there! Very n...

Brittany G.
Brittany G.
Stayed Dec 2020

Great family space

Beautiful rooms. Great location. Kitchen was fully outfitted with nice items. Furniture was comfortable. Only negative thing I can say was that the door has warped a little. So to close the door you had to slam it or get it just right to completely l...

Allison J.
Allison J.
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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 1,129 vacation rentals around Key West Historic District. From 706 house rentals to 325 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: 1,569 vacation rentals
  • Key West Cemetery: 1,569 vacation rentals
  • Key West Firehouse Museum: 1,569 vacation rentals
  • The Kite House: 1,569 vacation rentals
  • Studios of Key West: 1,567 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 706 Houses in Key West Historic District. Our other popular types of vacation rentals in Key West Historic District include:

  • Condos/Apartments: 325 rentals available
  • Cabins: 94 rentals available
  • Bungalows: 94 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 915 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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