Key West Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Key West vacation rentals

Front of property

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
$301 nightly
The price is $339
May 10 - May 11
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
Beach towels

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
$236 nightly
The price is $262
Apr 20 - Apr 21
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!
Property grounds

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (44 reviews)
"Every as described, great stay!"
United States
Bryan W.
$482 nightly
The price is $535
Apr 16 - Apr 17
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
1 bedroom, free WiFi, bed sheets

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (45 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
$392 nightly
The price is $435
May 6 - May 7
Total with taxes and fees
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
2 bedrooms, free WiFi, bed sheets

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.8 out of 10, Excellent, (8 reviews)
"If you are looking for a fun adventure stay this is the place for you, host was amazing from start to finish. Ocean views at sunset are amazing!"
United States
Barry
$263 nightly
The price is $292
Apr 16 - Apr 17
Total with taxes and fees
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Property grounds

The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
8.8 out of 10, Excellent, (35 reviews)
"Great place, location and reasonable price"
United States
Sujan K.
$482 nightly
The price is $535
Apr 16 - Apr 17
Total with taxes and fees
The Andros | Incredible Views w/ Shared Pool
A heated pool

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.
$319 nightly
The price is $354
Apr 22 - Apr 23
Total with taxes and fees
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Exterior

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
$357 nightly
The price is $396
Apr 28 - Apr 29
Total with taxes and fees
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Exterior detail

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.
$394 nightly
The price is $437
May 10 - May 11
Total with taxes and fees
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
A heated pool

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
$333 nightly
The price is $369
Apr 20 - Apr 21
Total with taxes and fees
Claude Monet Suite | Cozy Studio with Pool & Patio
Exterior detail

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (104 reviews)
"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: We had a great time! The property and its location were excellent! They helped with dinner reservations and getting us a golf cart. We would definitely stay here again!!"
United States
Shannon C.
$424 nightly
The price is $470
Apr 16 - Apr 17
Total with taxes and fees
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!
Marina

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
$361 nightly
The price is $401
Apr 16 - Apr 17
Total with taxes and fees
Living the Dream Key West Style
Outdoor dining

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.
$405 nightly
The price is $449
Apr 17 - Apr 18
Total with taxes and fees
Poolside Cottage #411
Property grounds

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.
$488 nightly
The price is $541
Apr 20 - Apr 21
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Outdoor pool

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
$457 nightly
The price is $507
Apr 22 - Apr 23
Total with taxes and fees
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
TV

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.
$504 nightly
The price is $560
Apr 19 - Apr 20
Total with taxes and fees
Kingfish Keep | Lively Escape on Duval! Balcony!
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
$724 nightly
The price is $804
Apr 16 - Apr 17
Total with taxes and fees
Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina
Exterior detail

WALK TO DUVAL! - Cozy Key West Cottage!

WALK TO DUVAL! - Cozy Key West Cottage!
Old Town Key West
9.6 out of 10, Exceptional, (46 reviews)
"Great location, cute space"
United States
Owen
$330 nightly
The price is $366
Apr 21 - Apr 22
Total with taxes and fees
WALK TO DUVAL! - Cozy Key West Cottage!
Exterior detail

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
9.6 out of 10, Exceptional, (102 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
$376 nightly
The price is $417
Apr 21 - Apr 22
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Terrace/patio

Duval Delight | Recently Remodeled Condo on Duval!

Duval Delight | Recently Remodeled Condo on Duval!
Old Town Key West
9.8 out of 10, Exceptional, (55 reviews)
"Nice condo right on Duval St and near beaches. "
United States
Darren B.
$526 nightly
The price is $584
Apr 19 - Apr 20
Total with taxes and fees
Duval Delight | Recently Remodeled Condo on Duval!
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

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"Continental breakfast would've been a good addition as well as room service."
Makiko 4-night trip
Posted 2 hours ago
Beachside Resort & Residences

Price trends for vacation rentals in Key West

Less expensive
More expensive
Next month
September
February
$637
Month
Price
January
$907
February
$1,002
March
$945
April
$608
May
$637
June
$654
July
$709
August
$615
September
$570
October
$688
November
$776
December
$860
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 $262 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 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.