Raccoon Key Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Raccoon Key vacation rentals

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
$1,427 nightly
The price is $1,583
Apr 23 - Apr 24
Total with taxes and fees
Capmar House 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.
$1,427 nightly
The price is $1,583
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
$1,489 nightly
The price is $1,675
Apr 23 - Apr 24
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool
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.
$1,999 nightly
The price is $2,218
Apr 23 - Apr 24
Total with taxes and fees
Altair House at Lunara Bay
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.
$2,626 nightly
The price is $2,913
Apr 28 - Apr 29
Total with taxes and fees
The Shellstone House at Solaire 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.
$1,415 nightly
The price is $1,571
Apr 27 - Apr 28
Total with taxes and fees
The Seagate Estate at Lunara Bay
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.
$1,427 nightly
The price is $1,583
Apr 26 - Apr 27
Total with taxes and fees
Spindrift House at Lunara Bay
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.
$1,427 nightly
The price is $1,583
Apr 26 - Apr 27
Total with taxes and fees
Evershore Estate at Lunara Bay | Wellness Home
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)
"Even more beautiful than the pictures! Everything was perfect. "
United States
Elizabeth K.
$1,427 nightly
The price is $1,583
Apr 26 - Apr 27
Total with taxes and fees
Mastway House at Lunara Bay - Wellness Home
Fridge, microwave, oven, stovetop

Catchlight House at Lunara Bay

Catchlight House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (8 reviews)
"Awesome place definitely recommend if going to key west "
United States
Brandon M.
$1,912 nightly
The price is $2,131
Apr 23 - Apr 24
Total with taxes and fees
Catchlight House at Lunara Bay
Fridge, microwave, oven, stovetop

The Greenmoor House at Lunara Bay

The Greenmoor House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (2 reviews)
"We flew into Key West only to find our original host had ghosted us. This host responded immediately to our inquiry for a replacement property. We arrived to find a beautiful home, in perfect condition. The hot tub and pool were awesome, the fire pit and grill made for a great evening with friends. We rented bikes and explored local restaurants which were excellent. The local french bakery was visited often. It is near the Marine Air Station, and you will be able to experience the sights...
United States
Jim M.
$1,827 nightly
The price is $2,027
Apr 26 - Apr 27
Total with taxes and fees
The Greenmoor 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.
$1,365 nightly
The price is $1,521
Apr 23 - Apr 24
Total with taxes and fees
Aquaria House at Lunara Bay
Exterior

Palmgale House in Key West

Palmgale House in Key West
2.0 star property
Raccoon Key
$2,059 nightly
The price is $2,317
Apr 28 - Apr 29
Total with taxes and fees
Palmgale House in Key West
Interior

The Windrose Estate at Lunara Bay

The Windrose Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (6 reviews)
"Perfect location."
United States
Michelle H.
$2,050 nightly
The price is $2,274
May 10 - May 11
Total with taxes and fees
The Windrose Estate 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.
$1,999 nightly
The price is $2,218
Apr 23 - Apr 24
Total with taxes and fees
Palmgale Estate 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.
$2,279 nightly
The price is $2,528
May 6 - May 7
Total with taxes and fees
The Joyrise House at Solaire Lunara Bay
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.
$1,999 nightly
The price is $2,218
Apr 26 - Apr 27
Total with taxes and fees
Crestwood House at Lunara Bay
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.
$2,227 nightly
The price is $2,471
Apr 26 - Apr 27
Total with taxes and fees
Larkshine House at 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.
$1,695 nightly
The price is $1,881
Apr 26 - Apr 27
Total with taxes and fees
Suncoast 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
May 10 - May 11
Total with taxes and fees
The Sunray Home 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Rooms are very small, almost no place to put things, one door to the closet was missing, and the AC faceplate was held on with tape. However, the location and staff cannot be beat. If you are looking for a quieter part of town but still an easy walk to the nightlife this is your place to stay. The Butterfly Conservancy and Southernmost point are right across the street. Their restaurant was great as well."
Bruce 4-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses

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 $292 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.

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