Key West Vacation Rentals

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Our top choices for Key West vacation rentals

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (172 reviews)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ¥29,253
¥59,377 total
includes taxes & fees
Jan 27 - Jan 28
Aqua Lodges at Hurricane Hole Marina

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (98 reviews)
"Perfect spot for our honeymoon. Small and quaint but about a 15 min drive from the best part of Duvall "
United States
Megan M.
The price is ¥64,735
¥105,965 total
includes taxes & fees
Feb 9 - Feb 10
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
8.8 out of 10, Excellent, (207 reviews)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (53 reviews)
"Perfect for our family! Recommend 10/10!"
United States
Melissa F.
The price is ¥35,525
¥59,761 total
includes taxes & fees
Jan 13 - Jan 14
Poolside Cottage #411

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Old Town Key West
9.6 out of 10, Exceptional, (16 reviews)
"cozy and close to everything. highly recommend!!"
United States
Marcia V.
The price is ¥24,315
¥57,713 total
includes taxes & fees
Jan 15 - Jan 16
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (415 reviews)
"We loved it here! Not very far from Duval street. "
United States
Keghan J.
The price is ¥25,436
¥50,288 total
includes taxes & fees
Jan 27 - Jan 28
Steps from Duval, Pool on Site & Bikes Included!

Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West

Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West
Old Town Key West
9.8 out of 10, Exceptional, (20 reviews)
"my stay was prett"
United States
Amanda M.
The price is ¥24,315
¥58,187 total
includes taxes & fees
Jan 12 - Jan 13
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.8 out of 10, Good, (26 reviews)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is ¥39,473
¥80,051 total
includes taxes & fees
Jan 25 - Jan 26
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is ¥253,387
¥447,056 total
includes taxes & fees
Jan 12 - Jan 13
Waterfront Luxury Home - Tidelands House

Poolside Cottage #412

Poolside Cottage #412
Key West
9.2 out of 10, Wonderful, (28 reviews)
"The property and our place was really nice. Would definitely stay again. "
United States
Sarah M.
The price is ¥35,809
¥59,766 total
includes taxes & fees
Jan 15 - Jan 16
Poolside Cottage #412

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.4 out of 10, Exceptional, (96 reviews)
"We really enjoyed the property. "
United States
Shayna
The price is ¥26,683
¥57,631 total
includes taxes & fees
Jan 12 - Jan 13
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Dog-friendly resort condo with pool & hot tub, private parking

Dog-friendly resort condo with pool & hot tub, private parking
Key West
8.4 out of 10, Very Good, (121 reviews)
"Resting well and enjoying "
United States
Bon N.
The price is ¥39,157
¥83,928 total
includes taxes & fees
Jan 14 - Jan 15
Dog-friendly resort condo with pool & hot tub, private parking

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Old Town Key West
9.0 out of 10, Wonderful, (181 reviews)
"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "
United States
ALISHA
The price is ¥40,499
¥75,404 total
includes taxes & fees
Jan 24 - Jan 25
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is ¥40,262
¥86,841 total
includes taxes & fees
Jan 12 - Jan 13
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (30 reviews)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
The price is ¥101,997
¥142,082 total
includes taxes & fees
Jan 22 - Jan 23
Grand Marina Suite - Poolside & Waterfront Condo

Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
Key West
9.4 out of 10, Exceptional, (133 reviews)
"This was a wonderful place to stay. We had a great time and it was convenient to reach downtown from here. Will stay again"
United States
Bess Y.
The price is ¥51,156
¥101,011 total
includes taxes & fees
Jan 31 - Feb 1
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Old Town Key West
9.0 out of 10, Wonderful, (100 reviews)
"Nice place, accurate description. "
United States
Sean F.
The price is ¥42,630
¥91,931 total
includes taxes & fees
Jan 18 - Jan 19
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Stock Island
10.0 out of 10, Exceptional, (37 reviews)
"Awesome! Would stay here again!"
United States
Rebecca W.
The price is ¥56,698
¥121,930 total
includes taxes & fees
Jan 19 - Jan 20
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
2.0 star property
Raccoon Key
The price is ¥347,262
¥552,666 total
includes taxes & fees
Jan 25 - Jan 26
Parking Pool Dock - Shellstone House

Studio with pool - 1 block to Duval St shops/restaurants & 2 blocks to beach

Studio with pool - 1 block to Duval St shops/restaurants & 2 blocks to beach
Old Town Key West
9.6 out of 10, Exceptional, (99 reviews)
"Loved the room and the property, we will definitely book again when we return! The outdoor space and pool are amazing 👏🏼 👏🏼 👏🏼"
United States
Marshall G.
Studio with pool - 1 block to Duval St shops/restaurants & 2 blocks to beach
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

Find out more about Key West

Search for holiday rentals in Key West on Expedia! You can easily find your home rentals, villas, holiday apartments in Key West using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Key West?

Yes, there are vacation rentals in Key West close to Florida Keys Eco - Discovery Center, 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 lively festivals. While you're in the area, you can also enjoy the scenic seaside and entertainment choices.

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

SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage!: This Key West vacation home rental is located on the waterfront and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Key West include Private Parking, Heated Pool - Sweet Caroline and ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking.

How many vacation rentals will I find in Key West?

With 1107 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?

Florida Keys Eco - Discovery Center and Key West Shipwreck Museum 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.