Key West Vacation Rentals

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Our top choices for Key West vacation homes

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras
Old Town Key West
9.6 out of 10, Exceptional, (248 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is CA $207
CA $477 total
includes taxes & fees
May 18 - May 19
May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

Shared Pool & Near Duval - Curry House Room 9

Shared Pool & Near Duval - Curry House Room 9
Old Town Key West
7.4 out of 10, Good, (18 reviews)
"Very clean."
United States
Wendy R.
The price is CA $145
CA $434 total
includes taxes & fees
Jun 1 - Jun 2
Shared Pool & Near Duval - Curry House Room 9

Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (31 reviews)
"Everything you need for a great stay!!"
United States
Karen D.
The price is CA $227
CA $418 total
includes taxes & fees
May 14 - May 15
Poolside Cottage #412

Road's End | Prime Old Town Location! Updated Home w/ Pool

Road's End | Prime Old Town Location! Updated Home w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (14 reviews)
"Location, friendly neighbors, calming courtyard."
United States
Jim C.
The price is CA $279
CA $734 total
includes taxes & fees
May 11 - May 12
Road's End | Prime Old Town Location! Updated Home w/ Pool

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 CA $408
CA $836 total
includes taxes & fees
Jun 2 - Jun 3
Paradise found

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl
Old Town Key West
8.8 out of 10, Excellent, (16 reviews)
"Very relaxing and tropical sitting on front porch "
United States
Dotti B.
The price is CA $460
CA $1,006 total
includes taxes & fees
May 11 - May 12
Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
Stock Island
10.0 out of 10, Exceptional, (22 reviews)
"Loved the quiet, well equipped, easy ride to all the activity in Key West. Enjoyed the French bakery and Italian restaurants within walking distance. Would most definitely return to this private townhouse....Thank you!"
United States
David M.
The price is CA $429
CA $1,345 total
includes taxes & fees
May 12 - May 13
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!
Old Town Key West
9.8 out of 10, Exceptional, (62 reviews)
"The amenities and location were great. "
United States
Tricia B.
The price is CA $387
CA $846 total
includes taxes & fees
May 18 - May 19
Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!

One Bedroom Suite | Beachside Resort

One Bedroom Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (1 review)
"Nice place to stay! Highly recommend!"
United States
Mike C.
The price is CA $330
CA $540 total
includes taxes & fees
May 11 - May 12
One Bedroom Suite | Beachside Resort

Slice of Paradise

Slice of Paradise
Stock Island
10.0 out of 10, Exceptional, (1 review)
"As beautiful as the photos"
United States
Sheila S.
The price is CA $330
CA $737 total
includes taxes & fees
May 18 - May 19
Slice of Paradise

Private Parking, Heated Pool - Sweet Caroline

Private Parking, Heated Pool - Sweet Caroline
Key West Historic District
9.0 out of 10, Wonderful, (28 reviews)
"Great place for our party and great host!"
United States
Jenny R.
The price is CA $410
CA $951 total
includes taxes & fees
May 18 - May 19
Private Parking, Heated Pool - Sweet Caroline

Coconut Palm - Steps from Duval with Private Pool

Coconut Palm - Steps from Duval with Private Pool
Old Town Key West
9.0 out of 10, Wonderful, (38 reviews)
"Great location to restaurants, and activities. Very clean. Host very responsive to questions. "
United States
Deb R.
The price is CA $477
CA $1,245 total
includes taxes & fees
May 10 - May 11
Coconut Palm - Steps from Duval with Private Pool

Luxury two floor apartment in prime location of famous Duval Street

Luxury two floor apartment in prime location of famous Duval Street
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"Excellent apartment in a great location. "
United States
Jennifer K.
The price is CA $538
CA $1,157 total
includes taxes & fees
May 8 - May 9
Luxury two floor apartment in prime location of famous Duval Street

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is CA $959
CA $2,075 total
includes taxes & fees
May 19 - May 20
Capmar House by Brightwild Huge Home Pool

Spacious 3-bedroom townhome on Stock Island with resort style pool.

Spacious 3-bedroom townhome on Stock Island with resort style pool.
Stock Island
10.0 out of 10, Exceptional, (5 reviews)
"Location, pool, comfy beds. Will definitely return and recommend to others "
United States
janet n.
The price is CA $490
CA $941 total
includes taxes & fees
May 20 - May 21
Spacious 3-bedroom townhome on Stock Island with resort style pool.

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"
United States
Anonymous traveller
The price is CA $817
CA $1,986 total
includes taxes & fees
May 18 - May 19
Capmar House at Lunara Bay

Sea Esta Suite | Located On Iconic Duval w/ Pool

Sea Esta Suite | Located On Iconic Duval w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (44 reviews)
"Great stay! "
United States
Colleen S.
The price is CA $382
CA $1,181 total
includes taxes & fees
May 11 - May 12
Sea Esta Suite | Located On Iconic Duval w/ Pool

Gone Coastal

Gone Coastal
Stock Island
9.8 out of 10, Exceptional, (21 reviews)
"We only stayed at this home for one night. It is in a quiet neighborhood, The owner is very good about suggesting local restaurants. "
United States
Tina W.
The price is CA $408
CA $836 total
includes taxes & fees
May 31 - Jun 1
Gone Coastal

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (23 reviews)
"Great place and great hosts. However the pool never heated and couldn’t get anyone out to look at it. Overall an amazing stay and would definitely return."
United States
Austin S.
The price is CA $815
CA $1,982 total
includes taxes & fees
May 13 - May 14
The Seagate Estate at Lunara Bay

Key West Lighthouse Suite

Key West Lighthouse Suite
Old Town Key West
9.8 out of 10, Exceptional, (61 reviews)
"We stayed at this location for a four day weekend. We will definitely be back."
United States
Keith D.
The price is CA $858
CA $1,395 total
includes taxes & fees
May 18 - May 19
Key West Lighthouse Suite
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

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Key West Vacation Homes information

Number of reviews
800
Accommodation
890 Vacation Homes
Lowest Price
CA $418
Highest Price
CA $2,075

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