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Compare 620 Vacation Homes in Key West with updated reviews, rates, and availability.

Poolside Cottage #411
10.0 out of 10, Exceptional, (14)
"This place was so quiet and comfortable and was the perfect stay for us in Key West. The hosts are top notch."
The price is $216
$369 total
includes taxes & fees
May 14 - May 15
Poolside Cottage #411
Casa Capri Beautiful Tropical style house with 3 King Suites POOL 2 mi to BEACH
10.0 out of 10, Exceptional, (225)
"Judy was extremely responsive and a joy to work with. This was a great property for our purposes. We needed three separate sleeping rooms with their own baths. We also needed a full kitchen and the patio grill for meal prep. All needs were met!"
Casa Capri Beautiful Tropical style house with 3 King Suites POOL 2 mi to BEACH
Spec. April.19-24 155.00 night plus extras Near beach& Full Kitchen & Patio
9.0 out of 10, Wonderful, (139)
"What a great location! The apartment is close to the heart of Key West and the majority of attractions on the island, so we were able to walk everywhere during our stay. We had a variety of restaurants, grocers, and shops to choose from, and when we were exhausted, it didn't take long to walk back. While the apartment is small, it's perfect for those wishing to not be surrounded by hoards of tourists. Calm, comfortable, and secluded. The back patio was a nice area to enjoy without distractions...
Spec. April.19-24 155.00 night plus extras Near beach& Full Kitchen & Patio
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Spacious home with pool & balcony - 1 block from Duval Street
9.2 out of 10, Wonderful, (65)
"Had an absolute blast in Key West! From the vibrant sunset celebrations at Mallory Square to exploring the historic streets of Old Town, every moment was a treasure. Bars on Duval Street, and the laid-back island vibes made it an unforgettable."
The price is $623
$1,158 total
includes taxes & fees
May 28 - May 29
Spacious home with pool & balcony - 1 block from Duval Street
Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8
9.8 out of 10, Exceptional, (102)
"The front office team were very nice and accommodating. The home is perfect for a small group and located in the center of town and perfectly walkable. We will definitely be back!"
Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
9.8 out of 10, Exceptional, (72)
"The whole process for a newbie was absolutely easy. The property was 5 star. The experience was perfect. Had two issues both were taken care of immediately. Will use again."
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
9.6 out of 10, Exceptional, (45)
"This was a beautiful house in a great location. Very large, easily fit everyone comfortably. Awesome."
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking
10.0 out of 10, Exceptional, (121)
"Fantastic house in the best location!"
NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking
Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub
9.8 out of 10, Exceptional, (132)
"Amazing all the way around"
Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub
Duval Square in Key West
10.0 out of 10, Exceptional, (12)
"We stayed just a few days at this property and really enjoyed our stay. Everything was very clean. We didn't use the washer/dryer or dishwasher so I can't comment on those. The place is decorated to keep you in the vacation mood. Very easy to get to everything since it's right off Duval. Definitely would stay here again."
Duval Square in Key West
Banana Breeze: Oceanview 4-bedroom home with private pool & lush landscaping!
9.8 out of 10, Exceptional, (78)
"stayed here with friends and family for my wedding in Key West. The house was gorgeous. The view of the water was gorgeous. Hanging out at the observation deck was also gorgeous. Pictures do not give enough justice to the amazing place this is. will stay there again."
Banana Breeze: Oceanview 4-bedroom home with private pool & lush landscaping!
NEWLY REMODELED KITCHEN!! PET FRIENDLY! 3 Bedroom 3 bathroom home. Sleeps 8
9.6 out of 10, Exceptional, (184)
"The house was great and the weekend trip was awesome!"
NEWLY REMODELED KITCHEN!! PET FRIENDLY! 3 Bedroom 3 bathroom home. Sleeps 8
Tropical Dreaming by AvantStay | 4 BLKS to Beach! Private Pool!
9.6 out of 10, Exceptional, (85)
"great location. would stay in this cozy little house again."
Tropical Dreaming by AvantStay | 4 BLKS to Beach! Private Pool!
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (34)
"We traveled from Michigan celebrating my mother’s 75th birthday. I don’t know much about the company last key rentals. The concierge, Victor and awesome person and awesome man very knowledgeable. Very pleasant made me and my family feel right at home. To last key Victor went above and beyond to answer any questions and to make everyone feel as comfortable and was very supportive and knowledgeable of the community and surrounding areas. To the owner you have amazing property."
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
La Casa De Luces- 2 bedroom 2 bath steps off Duval street.
9.4 out of 10, Exceptional, (119)
"We had a great time! Only issue we had was the walls were a bit thin and we could hear others when they got loud. This had an excellent location! We had an excellent time and will be returning!!"
La Casa De Luces- 2 bedroom 2 bath steps off Duval street.
Hemingway Hideaway in the Truman Annex
9.8 out of 10, Exceptional, (50)
"Great Location"
Hemingway Hideaway in the Truman Annex
**CASA VICTORIA @ OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (120)
"We enjoyed our stay at casa Victoria. Plenty of space for 7 adults. Unique and beautifully decorated. Close to downtown."
**CASA VICTORIA @ OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES...
American Shoal Suite | 2 Bed, 1 Bath
10.0 out of 10, Exceptional, (1)
"Great property in a great spot. Walking distance to everything. Everything was as described.. Thanks for a great stay."
The price is $371
$1,109 total
includes taxes & fees
May 13 - May 14
American Shoal Suite | 2 Bed, 1 Bath
**ENDLESS SUMMER @ OLD TOWN** New Villa & Pool + LAST KEY SERVICES...
9.8 out of 10, Exceptional, (73)
"Great place!! Very convenient You get what you see Quiet in the gates but duval street 100 feet"
**ENDLESS SUMMER @ OLD TOWN** New Villa & Pool + LAST KEY SERVICES...
Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!
9.8 out of 10, Exceptional, (42)
"We enjoyed our stay at this property and would definitely stay again - and have already recommended it to friends! Everything was as advertised and the owners were happy to answer any questions we had."
Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!
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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.

Other property types in Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, (226)
"Great location, will visit again! "
The price is $309
$370 total
includes taxes & fees
May 20 - May 21
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (327)
"Ken's place was exactly what we were looking for: Clean, quiet, and walkable to everything we wanted to do in Old Town Key West. Although the unit is compact, Ken has included many amenities that made our stay enjoyable: beach chairs, a beach umbrella, beach towels, coffee maker, toaster, refrigerator, etc. The full-size FREE washer and dryer in the building made it possible for us to pack with only carry-on luggage- a huge bonus! Unless you're planning to spend hours in your room instead of...
The price is $99
$240 total
includes taxes & fees
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (85)
"Aqualodges was a unique, great experience. Really enjoyed the marine life right at our dock. The accommodations were clean and comfortable. Cant wait to come back! "
The price is $239
$410 total
includes taxes & fees
May 5 - May 6
Aqua Lodges at Hurricane Hole Marina
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.

Key West Vacation Homes information

Number of reviews
1,449
Accommodation
620 Vacation Homes
Lowest Price
$216
Highest Price
$623

Recent reviews of Key West hotels
Expedia verified reviews