Raccoon Key Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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 Raccoon Key vacation rentals

Interior

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.
$2,736 nightly
The price is $3,035
Apr 28 - Apr 29
Total with taxes and fees
The Shellstone House at Solaire Lunara Bay
TV, offices

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 traveler
$1,536 nightly
The price is $1,705
Apr 20 - Apr 21
Total with taxes and fees
Capmar House at Lunara Bay
Pool

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.
$1,541 nightly
The price is $1,710
May 4 - May 5
Total with taxes and fees
The Seagate Estate at Lunara Bay
Exterior

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.
$1,541 nightly
The price is $1,710
Apr 29 - Apr 30
Total with taxes and fees
Springtide House at Lunara Bay
House | 4 bedrooms, Internet

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
$1,576 nightly
The price is $1,773
May 19 - May 20
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool
TV, offices

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.
$1,541 nightly
The price is $1,710
Apr 21 - Apr 22
Total with taxes and fees
Evershore Estate at Lunara Bay | Wellness Home
Exterior

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.
$1,541 nightly
The price is $1,710
Apr 26 - Apr 27
Total with taxes and fees
Spindrift House at Lunara Bay
Exterior

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.
$1,541 nightly
The price is $1,710
Apr 20 - Apr 21
Total with taxes and fees
Aquaria House at Lunara Bay
Exterior

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.
$1,541 nightly
The price is $1,710
Apr 20 - Apr 21
Total with taxes and fees
Mastway House at Lunara Bay - Wellness Home
Fridge, microwave, oven, stovetop

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.
$1,867 nightly
The price is $2,073
Apr 19 - Apr 20
Total with taxes and fees
Crestwood House at Lunara Bay
Pool

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.
$2,621 nightly
The price is $2,908
Apr 26 - Apr 27
Total with taxes and fees
The Sunray Home at Lunara Bay
Interior

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.
$1,923 nightly
The price is $2,136
Apr 19 - Apr 20
Total with taxes and fees
The Joyrise House at Solaire Lunara Bay
Fridge, microwave, oven, stovetop

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.
$1,867 nightly
The price is $2,073
Apr 19 - Apr 20
Total with taxes and fees
Altair House at Lunara Bay
Pool

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.
$2,601 nightly
The price is $2,888
Apr 19 - Apr 20
Total with taxes and fees
The Dreamside House at Lunara Bay
Interior

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
$2,741 nightly
The price is $3,083
Apr 26 - Apr 27
Total with taxes and fees
Waterfront Luxury Home - Tidelands House
Fridge, microwave, oven, stovetop

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.
$2,093 nightly
The price is $2,324
Apr 19 - Apr 20
Total with taxes and fees
Larkshine House at Lunara Bay
Interior

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.
$2,621 nightly
The price is $2,908
Apr 23 - Apr 24
Total with taxes and fees
Tidelands House at Lunara Bay
Exterior

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.
$2,715 nightly
The price is $3,014
Apr 19 - Apr 20
Total with taxes and fees
The Starboard House at Solaire Lunara Bay
Pool

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.
$1,919 nightly
The price is $2,129
May 10 - May 11
Total with taxes and fees
Suncoast House at Lunara Bay
Fridge, microwave, oven, stovetop

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.
$1,872 nightly
The price is $2,078
Apr 20 - Apr 21
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Raccoon Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Good Hotel, nice location and rooms."
Leslie 3-night trip
Posted 2 hours ago
Blue Flamingo Resort Key West

Find out more about Raccoon Key

Everything you need to know about Raccoon Key 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 Raccoon Key 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 Raccoon Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Raccoon Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Raccoon Key. 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 Raccoon Key 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 Raccoon Key rentals

At Expedia, we put the best Raccoon Key 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 Raccoon Key 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 Raccoon Key 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 Raccoon Key. 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