Key West Vacation Rentals

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Vacation Rentals in Key West

Restaurant
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
$283 nightly
The price is $319
Nov 11 - Nov 12
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, (314)
"Good location "
United States
Paula
$276 nightly
The price is $310
Nov 19 - Nov 20
Total with taxes and fees
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior
Steps from Duval, Pool on Site & Bikes Included!
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (407)
"Great place to stay and walk to all the attractions."
United States
Byron Debi L.
$204 nightly
The price is $227
Nov 16 - Nov 17
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
Pool
Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking
Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking
10.0 out of 10, Exceptional, (1)
"So quaint and private. Close to everything and the private pool was absolutely lovely! Owners were accommodating and so friendly and nice!"
United States
Sandi H.
Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking
Meeting facility
Coconut Mallory Resort And Marina By Kees Vacations
Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very Good, (820)
"Overall a good place to stay and value for money "
United States
Vijay Bhasker
Coconut Mallory Resort And Marina By Kees Vacations
Beach
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
8.6 out of 10, Excellent, (139)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
$331 nightly
The price is $367
Nov 3 - Nov 4
Total with taxes and fees
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Outdoor pool, a heated pool
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Perfect Location, Private Heated Pool, Pristine Luxury Home!
10.0 out of 10, Exceptional, (192)
"Outstanding place to stay, centrally located!"
United States
Elizabeth Y.
$1,587 nightly
The price is $1,762
Nov 4 - Nov 5
Total with taxes and fees
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Property grounds
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
9.6 out of 10, Exceptional, (163)
"Great property right in the middle of everything. Walk to all the sites. Parking is provided and convenient. No condiments - bring your own. Also pack earplugs as roosters and diners at surrounding eateries are loud. Will definitely return!"
United States
Julie P.
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
Marina
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
6.6 out of 10, (12)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
United States
p j.
$335 nightly
The price is $371
Nov 5 - Nov 6
Total with taxes and fees
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Outdoor dining
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis
2.0 star property
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis
Exterior
Heart of Downtown Key West Cottage With Off-Street Parking
Heart of Downtown Key West Cottage With Off-Street Parking
10.0 out of 10, Exceptional, (140)
"Wonderful property. Perfect location. Clean building. Everything you needed for a relaxing stay. Lovely hosts as well. Will stay there again. "
United States
Andrew C.
Heart of Downtown Key West Cottage With Off-Street Parking
A heated pool
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
9.8 out of 10, Exceptional, (140)
"Property manager was attentive and helpful. Beautiful place to stay with a wonderful pool area."
United States
Anonymous traveler
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
1 bedroom, free WiFi, bed sheets
Wahoo Way | Charming Hideaway On Duval Street!
Wahoo Way | Charming Hideaway On Duval Street!
9.0 out of 10, Wonderful, (17)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy walks to everything!"
United States
Don N.
$297 nightly
The price is $326
Nov 17 - Nov 18
Total with taxes and fees
Wahoo Way | Charming Hideaway On Duval Street!
Exterior
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
9.2 out of 10, Wonderful, (184)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location in the middle of everything"
United States
Loyd K.
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
A heated pool
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
9.8 out of 10, Exceptional, (48)
"Wonderful view, lot's of space, great location "
United States
Valerie
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
Apartment | 1 bedroom
Island View 1BR Residence With Balcony
Island View 1BR Residence With Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
$335 nightly
The price is $377
Nov 3 - Nov 4
Total with taxes and fees
Island View 1BR Residence With Balcony
Beach nearby
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
9.8 out of 10, Exceptional, (127)
"Great location. Nice restaurant next door. Comfortable accommodations"
United States
Anna B.
$235 nightly
The price is $261
Nov 7 - Nov 8
Total with taxes and fees
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Fridge, stovetop, coffee/tea maker, toaster
Super-Cozy boat in Key West!
Super-Cozy boat in Key West!
$283 nightly
The price is $314
Nov 4 - Nov 5
Total with taxes and fees
Super-Cozy boat in Key West!
Marina
Living the Dream Key West Style
Living the Dream Key West Style
10.0 out of 10, Exceptional, (31)
"Clean rooms pet friendly great view! Exactly as advertised "
United States
Todd
$307 nightly
The price is $341
Nov 11 - Nov 12
Total with taxes and fees
Living the Dream Key West Style
Beach nearby
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!
9.8 out of 10, Exceptional, (141)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful location, clean, cozy and very private. I will definitely return.."
United States
Teresa K.
$211 nightly
The price is $234
Nov 4 - Nov 5
Total with taxes and fees
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Great place"
Diana 3-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

Price trends for vacation rentals in Key West

Less expensive
More expensive
This month
Next month
September
February
$524
$609
Month
Price
January
$712
February
$888
March
$821
April
$651
May
$607
June
$501
July
$516
August
$473
September
$434
October
$630
November
$524
December
$609
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Key West. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Key West

Everything you need to know about Key West vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Key West vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Key West vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Key West vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Key West. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Key West in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $227 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Key West rentals

At Expedia, we put the best Key West vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Key West rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Key West vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Key West. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Key West?

Yes, there are vacation rentals in Key West close to Mel Fisher Maritime Museum, or you can select a more secluded option if you want a relaxing stay. Travelers who like culture and the arts give Key West high marks for its great live music and entertainment choices. While you're in the area, you can also enjoy the scenic seaside and lively festivals.

What are some of the best vacation rentals in Key West?

Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking: This Key West vacation home rental has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in Key West include Perfect Location, Private Heated Pool, Pristine Luxury Home! and CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!.

How many vacation rentals will I find in Key West?

With 1113 Expedia vacation rentals, you're sure to find just the right place for your Key West stay.

What can I see and do in Key West?

Mel Fisher Maritime Museum and Florida Keys Eco - Discovery Center are a couple of family-friendly sights, whereas cultural attractions include Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. Duval Street and Harry S. Truman Little White House are other places to visit while you're in town.

What are vacation rentals like in Key West?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Key West. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family gatherings.