Key West Luxury Vacation Rentals, Homes, & More - 84 Rentals Available

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1 / 28

Key West Villa
6 BR / 7 BA / Sleeps 16 6 16 Min stay varies
Villa / 6 Bedrooms / Sleeps 16
6 bedrooms 7 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"This house is great for large groups. We had such a fun time having a reunion here. Close to everything, and staff was attentive and friendly."
- Sean Johnson, Chicago
(3) Excellent (3 reviews)
1 / 55

Key West Villa
5 BR / 5.5 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 5.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"I rented this house for my sister- in- law's bachelorette weekend. The house was spacious, clean, and overall one of the best houses we've stayed in."
- Raevin Poli, Lake Worth, FL
(4) Excellent (4 reviews)
1 / 21

Key West Home
4 BR / 4 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Rooms were clean, block off duval, few block to boardwalk and front street. Fabulous location. Reasonable rates. Ask for additional keys prior to arriving if needed, only received 2 keys for 4 rooms. Minor issues with plumbing. we were able to fix..."
- Jody Vincent, LeClaire, Iowa
(8) Excellent (8 reviews)
1 / 42

Key West Condo
2 BR / 2.5 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Our condo was AMAZING! So clean and had all the comforts of home! Their was a detailed binder of places to eat and what to do in the area! Our vacation was perfect because of all the extra touches and information we were provided!"
- Winnie Lucht, Wisconsin
(5) Excellent (5 reviews)
1 / 15

Key West Home
3 BR / 2.5 BA / Sleeps 6 3 6 30 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I have stayed at the Brass Palm Villa several times and I would never stay anywhere else on the island. It is decorated beautifully and exceptionally well maintained. There are many places to relax inside and outside the home. I especially enjoy the outside..."
- Lynne Martino, New Jersey
(2) Excellent (2 reviews)
1 / 3

Key West Guesthouse
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Guesthouse / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"We rented the Conch House for our honeymoon and it was perfect! We loved the secluded feeling and the private beach. Carol was wonderful to work with and had fresh eggs and champagne waiting for us in our fridge. She picked fresh veggies for us to..."
- Kristi Koenig Martin-Smith, Fort Worth
(3) Excellent (3 reviews)
1 / 20

Key West Condo
2 BR / 2 BA / Sleeps 6 2 6 1 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Excellent location walking distance to Smather's beach. Gorgeous view of the ocean and perfect location. Full 2 bedrooms and 2 baths as well as a full kitchen and living room. Very clean and modern. Rain Forest pathway to the pool and grilling areas. ..."
- Stephanie Montgomery Johnson, Orlando, FL
(6) Excellent (6 reviews)
1 / 21

Key West Townhouse
2 BR / 2 BA / Sleeps 4 2 4 Min stay varies
Townhouse / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"Our first trip to key west. We took our 2 teenage daughters. This house had everything needed for a home away from home. The pool was refreshing after a long hot day. Very quiet secluded area, yet Close to everything. Highly recommended. House was very..."
- Michelle Good, Pennsylvania
(2) Excellent (2 reviews)
1 / 15

Key West Condo
2 BR / 1 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
"We (3 friends) spent one week in Key West. The Shabby Chicken is a perfect location, as you can walk to the beach as well as to Duvall Street (only a few minutes walk). Nevertheless, the Shabby Chicken is located in a quiet area. The appartment was ..."
- Sandra, Germany
(7) Excellent (7 reviews)
1 / 21

Key West Home
3 BR / 4 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Howard was great to work with. The house was very nicely furnished. The pool area is small but this is key west. The location was great. Overall very good experience."
- Pat Schaeff, Ohio
(1) Excellent (1 review)
1 / 29

Key West Townhouse
3 BR / 3 BA / Sleeps 6 3 6 3 night min stay
Townhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"The place was very nize, cozy, clean and comfortable, felt very much at home would definitely come back again and rent the same place"
- luis torres, Tampa
(2) Excellent (2 reviews)
1 / 18

Key West Cottage
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Cottage / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Microwave • Air Conditioning
"The visit to Harbor Wall Hideaways was perfect. Me and 3 other guys arrived late and that was no issue for the landlord. The pool was nice to have in between the beaches, bars, and restaurants. The house is located near everything you could want to ..."
- Jon Clifton, Ohio
(12) Excellent (12 reviews)
1 / 31

Key West Home
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"We so loved our stay earlier this month! It's a wonderful place: son and his bride were married in Key West. Michelle was just a text away when needed for a suggestion to our next adventure. The manatee who spent 25 minutes with us, we woke up to feed..."
- Glenna Soenneker, MN USA
(10) Excellent (10 reviews)
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