Raccoon Key Vacation Rentals

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Our top choices for Raccoon Key vacation rentals

The Shellstone House at Solaire Lunara Bay

The Shellstone House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home with great outdoor space and we loved the pool and private dock"
United States
Sharon L.
The price is CA $2,191
CA $4,158 total
includes taxes & fees
May 5 - May 6
The Shellstone House at Solaire Lunara Bay

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 $1,097
CA $2,348 total
includes taxes & fees
Apr 20 - Apr 21
Capmar House at Lunara Bay

The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (22 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 $1,097
CA $2,348 total
includes taxes & fees
Apr 22 - Apr 23
The Seagate Estate at Lunara Bay

Springtide House at Lunara Bay

Springtide House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (45 reviews)
"It was great. House was amazing"
United States
Ernest H.
The price is CA $1,097
CA $2,348 total
includes taxes & fees
May 11 - May 12
Springtide House at Lunara Bay

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 $1,345
CA $2,533 total
includes taxes & fees
Apr 22 - Apr 23
Capmar House by Brightwild Huge Home Pool

Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (27 reviews)
"The house is perfect for our family. Access to water, pool and close enough to key west!"
United States
John F.
The price is CA $1,097
CA $2,348 total
includes taxes & fees
Apr 21 - Apr 22
Evershore Estate at Lunara Bay | Wellness Home

Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (29 reviews)
"Easy checkin and checkout. Host quickly responded to any questions. Home was comfortable and provided an enjoyable and safe place to celebrate a birthday with girlfriends. "
United States
Debbie C.
The price is CA $1,097
CA $2,348 total
includes taxes & fees
May 11 - May 12
Spindrift House at Lunara Bay

Aquaria House at Lunara Bay

Aquaria House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (41 reviews)
"Our third time at Key Haven! Always a great spot. "
United States
james f.
The price is CA $1,097
CA $2,348 total
includes taxes & fees
Apr 20 - Apr 21
Aquaria House at Lunara Bay

Mastway House at Lunara Bay - Wellness Home

Mastway House at Lunara Bay - Wellness Home
Raccoon Key
9.6 out of 10, Exceptional, (33 reviews)
"Any questions I had were answered. The home was clean and in good condition. Thank you for a great stay. We will book one of your properties again. "
United States
Amy K.
The price is CA $1,097
CA $2,348 total
includes taxes & fees
Apr 20 - Apr 21
Mastway House at Lunara Bay - Wellness Home

Crestwood House at Lunara Bay

Crestwood House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (2 reviews)
"The house and property was perfect for 4 adults and 4 kids. Gourmet kitchen for great breakfasts to start the day. Grill for cookouts and swimming in the early evenings. Good proximity to downtown key west, but far enough away for quiet time. Would stay again."
United States
Vicki L.
The price is CA $1,435
CA $3,124 total
includes taxes & fees
Apr 20 - Apr 21
Crestwood House at Lunara Bay

The Sunray Home at Lunara Bay

The Sunray Home at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (3 reviews)
"Amazing"
United States
Byron D.
The price is CA $2,053
CA $3,994 total
includes taxes & fees
May 10 - May 11
The Sunray Home at Lunara Bay

The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Very comfortable house, plenty of room, lovely pool, everything was very clean and pleasant."
United States
Allison H.
The price is CA $1,641
CA $3,383 total
includes taxes & fees
Apr 19 - Apr 20
The Joyrise House at Solaire Lunara Bay

Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (13 reviews)
"The host was wonderfully responsive in the months leading up to our trip, and very helpful. The house was beautiful and exactly as pictured. Before we arrived, the host reached out and offered to pick up a grocery order from Publix for us - so nice!Any issues we experienced were minor and addressed in a timely manner. Key West was a ton of fun, even during a cold snap! Overall a wonderful stay!"
United States
ROHITA R.
The price is CA $1,457
CA $3,071 total
includes taxes & fees
May 12 - May 13
Altair House at Lunara Bay

The Dreamside House at Lunara Bay

The Dreamside House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (4 reviews)
"The house was perfect with each guest having privacy and the amenities "
United States
kathy k.
The price is CA $2,053
CA $3,994 total
includes taxes & fees
Apr 20 - Apr 21
The Dreamside House at Lunara Bay

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is CA $2,510
CA $4,307 total
includes taxes & fees
May 17 - May 18
Waterfront Luxury Home - Tidelands House

Larkshine House at Lunara Bay

Larkshine House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (10 reviews)
"Our stay was amazing- I have zero complaints! We were given Vueve on our arrival to toast NYE!"
United States
Gina M.
The price is CA $2,053
CA $3,807 total
includes taxes & fees
Apr 19 - Apr 20
Larkshine House at Lunara Bay

Tidelands House at Lunara Bay

Tidelands House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (3 reviews)
"Excellent communication, pristine home. "
United States
Quinn M.
The price is CA $2,053
CA $3,994 total
includes taxes & fees
May 17 - May 18
Tidelands House at Lunara Bay

The Starboard House at Solaire Lunara Bay

The Starboard House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (4 reviews)
"This was a great house for a holiday getaway. The kitchen was well equipped with plenty of dishes as well as extra accessories that we don't always see like the crock pot, the beverage cooler and the extra kerig upstairs. Lots of pool towels and the ice machines upstairs and down made a huge difference. Although we came as a family, the extra room and the fact that each bedroom had its own bathroom makes this house fantastic for any group. The only thing we could think of to make it better would...
United States
Darlene M.
The price is CA $2,191
CA $4,062 total
includes taxes & fees
Apr 19 - Apr 20
The Starboard House at Solaire Lunara Bay

Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (42 reviews)
"The house was perfect for our family. The Brightwild hosts were amazing. Great location! Also, if you have little kids def use BabyQuip. We used Molly and I can’t saw enough good things about her. We will be back! "
United States
Gina H.
The price is CA $1,492
CA $3,004 total
includes taxes & fees
May 12 - May 13
Suncoast House at Lunara Bay

Palmgale Estate at Lunara Bay

Palmgale Estate at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (10 reviews)
"Loved the fact that each bedroom had a private bathroom. This house is great for large family. "
United States
Sari v.
The price is CA $1,435
CA $3,124 total
includes taxes & fees
May 11 - May 12
Palmgale Estate at Lunara Bay
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 Raccoon Key Hotel Reviews

Find out more about Raccoon Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Raccoon Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.