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
9.0 out of 10, Wonderful, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is ¥23,570
¥53,214 total
includes taxes & fees
Apr 26 - Apr 27
Aqua Lodges at Hurricane Hole Marina

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (42 reviews)
"Loved the laundry access and the fact that the host left laundry Tide in the room! Amazing pool, perfect walking location to every thing. "
United States
Sara S.
The price is ¥20,673
¥57,936 total
includes taxes & fees
Apr 23 - Apr 24
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
Old Town Key West
9.8 out of 10, Exceptional, (29 reviews)
"The property was cozy and a great location for walking."
United States
Elizabeth E.
The price is ¥21,304
¥60,986 total
includes taxes & fees
Apr 17 - Apr 18
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Old Town Key West
9.6 out of 10, Exceptional, (40 reviews)
"Great location. South Beach across the street. Everything walking distance. "
United States
Jason W.
The price is ¥23,336
¥69,991 total
includes taxes & fees
May 10 - May 11
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

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, (428 reviews)
"Clean room, laundry and great location. Owner/operator was very responsive. "
United States
Ashley
The price is ¥25,658
¥50,727 total
includes taxes & fees
May 6 - May 7
Steps from Duval, Pool on Site & Bikes Included!

VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.6 out of 10, Excellent, (42 reviews)
"Room had everything we needed!Owners and staff were very responsive and offered free shuttle to/from the airport!"
United States
Timothy P.
The price is ¥19,640
¥56,658 total
includes taxes & fees
Apr 29 - Apr 30
VanGogh Studio | Updated, Old Town, Heated Pool

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Stock Island
The price is ¥15,768
¥109,041 total
includes taxes & fees
Apr 13 - Apr 14
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (43 reviews)
"Every as described, great stay!"
United States
Bryan W.
The price is ¥35,551
¥87,753 total
includes taxes & fees
Apr 19 - Apr 20
The Cat Island Suite | Charmingly Renovated w/ Pool

Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (34 reviews)
"Great location!!"
United States
Julie
The price is ¥24,177
¥64,861 total
includes taxes & fees
Apr 13 - Apr 14
Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Claude Monet Suite | Cozy Studio with Pool & Patio

Claude Monet Suite | Cozy Studio with Pool & Patio
Old Town Key West
9.4 out of 10, Exceptional, (31 reviews)
"Room was clean and within easy walk to most attractions. Check in and check out was easy. "
United States
Sharon
The price is ¥21,304
¥58,876 total
includes taxes & fees
Apr 20 - Apr 21
Claude Monet Suite | Cozy Studio with Pool & Patio

The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (47 reviews)
"Great place with great location , good for families "
United States
Dennys P.
The price is ¥34,619
¥86,442 total
includes taxes & fees
Apr 13 - Apr 14
The Salt Cay | Updated! Stunning Sunset View, Pool

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (62 reviews)
"This was a beautiful property, great location and awesome amenities. We loved it and will highly recommend it! "
United States
Kim H.
The price is ¥35,836
¥60,602 total
includes taxes & fees
Apr 23 - Apr 24
Poolside Cottage #411

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
The price is ¥47,622
¥97,553 total
includes taxes & fees
Apr 14 - Apr 15
Paradise found

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

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (130 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is ¥32,873
¥65,791 total
includes taxes & fees
Apr 14 - Apr 15
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

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

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.6 out of 10, Good, (34 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 ¥39,818
¥79,795 total
includes taxes & fees
May 13 - May 14
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (57 reviews)
"everything was perfect"
United States
Kathy A
The price is ¥50,966
¥64,504 total
includes taxes & fees
Apr 16 - Apr 17
Living the Dream Key West Style

Kingfish Keep | Lively Escape on Duval! Balcony!

Kingfish Keep | Lively Escape on Duval! Balcony!
Old Town Key West
9.8 out of 10, Exceptional, (34 reviews)
"Great place to stay!"
United States
Andrew M.
The price is ¥37,948
¥90,303 total
includes taxes & fees
Apr 26 - Apr 27
Kingfish Keep | Lively Escape on Duval! Balcony!

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage
Meadows
9.6 out of 10, Exceptional, (27 reviews)
"clean and accomodating for a group of 4."
United States
N
The price is ¥57,337
¥116,765 total
includes taxes & fees
May 11 - May 12
"Abaco" Key West • 2/2 End Unit Waterfront+Dockage

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (57 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
The price is ¥42,186
¥109,296 total
includes taxes & fees
Apr 14 - Apr 15
OSPREY STUDIO @ The Colony-Sleeps up to 4

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
9.8 out of 10, Exceptional, (29 reviews)
"Pleasant stay - had a couple issues that we needed to be fixed that were resolved as quickly as possible. "
United States
Christina M.
The price is ¥34,619
¥86,602 total
includes taxes & fees
Apr 20 - Apr 21
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
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

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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 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 entertainment choices and lively festivals. While you're in the area, you can also enjoy the scenic seaside and great live music.

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

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!: This Key West vacation home rental is located in the city center and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 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 Key West Dreamin` - Private Pool Steps Off Duval and Perfect Location, Private Heated Pool, Pristine Luxury Home!.

How many vacation rentals will I find in Key West?

With 1009 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.