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Raccoon Key Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Raccoon Key vacation rentals

1. Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The Best VRBO I have stayed in "
United States
Wilbert C.
$1,313 nightly
The price is $1,457
Sep 23 - Sep 24
Total with taxes and fees
Capmar House at Lunara Bay

2. Aquaria House at Lunara Bay

Aquaria House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (46 reviews)
"Loved the property and the location!! It was perfect for me and the family. Short commute to everything we needed and wanted. I can't wait to go back for the next visit!!"
United States
Chris H.
$1,270 nightly
The price is $1,414
Sep 23 - Sep 24
Total with taxes and fees
Aquaria House at Lunara Bay

3. The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (27 reviews)
"Great property, terrific hosts - amazing location!"
United States
Jason T.
$1,300 nightly
The price is $1,444
Sep 23 - Sep 24
Total with taxes and fees
The Seagate Estate at Lunara Bay
A spacious living room with a large L-shaped sectional sofa, a round coffee table, and a staircase leading to an upper level.

4. Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The house is perfect for our family. Access to water, pool and close enough to key west!"
United States
John F.
$1,313 nightly
The price is $1,457
Sep 23 - Sep 24
Total with taxes and fees
Evershore Estate at Lunara Bay | Wellness Home
A living room with a beige sofa, a white coffee table with a plant, and a view through glass doors to an outdoor area.

5. Waterlane House at Lunara Bay

Waterlane House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (38 reviews)
"Everything was great!"
United States
Elaine O.
$1,313 nightly
The price is $1,457
Sep 23 - Sep 24
Total with taxes and fees
Waterlane House at Lunara Bay

6. Mastway House at Lunara Bay - Wellness Home

Mastway House at Lunara Bay - Wellness Home
Raccoon Key
9.6 out of 10, Exceptional, (34 reviews)
"Even more beautiful than the pictures! Everything was perfect. "
United States
Elizabeth K.
$1,313 nightly
The price is $1,457
Sep 23 - Sep 24
Total with taxes and fees
Mastway House at Lunara Bay - Wellness Home
A white two-story house with a balcony and a swimming pool.

7. 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
$1,290 nightly
The price is $1,451
Sep 24 - Sep 25
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool

8. Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (42 reviews)
"Beautiful House, super clean, perfect location "
United States
carlos s.
$1,467 nightly
The price is $1,628
Sep 23 - Sep 24
Total with taxes and fees
Suncoast House at Lunara Bay

9. Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (35 reviews)
"Great host!"
United States
Mario C.
$1,313 nightly
The price is $1,457
Sep 28 - Sep 29
Total with taxes and fees
Spindrift House at Lunara Bay
A two-story building with a swimming pool, outdoor seating, and a covered patio area.

10. Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful property, plenty of room for large family vacation. Pool area pristine and also good for toddlers as it has a nice shallow area for play. All bedrooms have bathrooms (very convenient!). Two of the bedrooms are Master-sized, with very large and luxurious en-suite bathrooms. Kitchen had all amenities and plenty of seating. Location was short-drive to downtown Key West. Highly recommend!"
United States
Susan R.
$1,769 nightly
The price is $1,963
Sep 23 - Sep 24
Total with taxes and fees
Altair House at Lunara Bay
A modern living room with a sectional sofa, a coffee table, and a view of the outside.

11. The Windrose Estate at Lunara Bay

The Windrose Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (8 reviews)
"Very convenient location and host was very responsive to any of my questions and very happy with my stay"
United States
chris P.
$1,769 nightly
The price is $1,963
Sep 23 - Sep 24
Total with taxes and fees
The Windrose Estate at Lunara Bay
A bedroom with a bed, a TV mounted on the wall, a ceiling fan, and a window with blinds.

12. Palmgale Estate at Lunara Bay

Palmgale Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (13 reviews)
"Loved the fact that each bedroom had a private bathroom. This house is great for large family. "
United States
Sari v.
$1,769 nightly
The price is $1,963
Sep 23 - Sep 24
Total with taxes and fees
Palmgale Estate at Lunara Bay
A patio with a wooden table and black chairs, surrounded by white walls and an archway.

13. Floralee House at Lunara Bay

Floralee House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful host, smooth check in, very timely communications, great amenities, highly recommend it"
Canada
Marc D.
$1,769 nightly
The price is $1,963
Sep 23 - Sep 24
Total with taxes and fees
Floralee House at Lunara Bay
A bedroom with a large bed, a ceiling fan, a balcony with curtains, and a nightstand with a lamp.

14. Crestwood House at Lunara Bay

Crestwood House at Lunara Bay
Raccoon Key
9.4 out of 10, Exceptional, (3 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.
$1,713 nightly
The price is $1,907
Sep 23 - Sep 24
Total with taxes and fees
Crestwood House at Lunara Bay
A poolside area with lounge chairs, umbrellas, and a circular fire feature.

15. The Ebberly Estate at Lunara Bay

The Ebberly Estate at Lunara Bay
Raccoon Key
9.2 out of 10, Wonderful, (14 reviews)
"We had a great stay at Ebberly House - its a beautiful house. The pool was definitely the hit of our week. Kitchen is pretty well stocked - could use a few larger skillets, but overall we managed fine. Communication with the host was great. Accommodated our group of 14 very well."
United States
Alex M.
$1,769 nightly
The price is $1,963
Sep 23 - Sep 24
Total with taxes and fees
The Ebberly Estate at Lunara Bay
A rectangular swimming pool with a clear blue water surface, surrounded by a paved deck and a row of lounge chairs.

16. Catchlight House at Lunara Bay

Catchlight House at Lunara Bay
Raccoon Key
9.4 out of 10, Exceptional, (12 reviews)
"Awesome place definitely recommend if going to key west "
United States
Brandon M.
$1,769 nightly
The price is $1,963
Sep 23 - Sep 24
Total with taxes and fees
Catchlight House at Lunara Bay
A spacious foyer with a wooden staircase, a console table with decorative items, and a view of the outdoors through a glass door.

17. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
2.0 star property
Raccoon Key
$1,313 nightly
The price is $1,478
Sep 23 - Sep 24
Total with taxes and fees
Evershore House Pool Parking Dock
A modern living room with a green sofa, two round white coffee tables, and grey armchairs. There are pendant lights above the coffee tables and a dining area with a table and chairs.

18. The Greenmoor House at Lunara Bay

The Greenmoor House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (4 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.
$2,055 nightly
The price is $2,280
Sep 23 - Sep 24
Total with taxes and fees
The Greenmoor House at Lunara Bay
A room with a bed, a desk, and a wall with a leafy pattern.

19. The Sunray Home at Lunara Bay

The Sunray Home at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful and well maintained "
United States
Dr. T.
$2,283 nightly
The price is $2,533
Sep 23 - Sep 24
Total with taxes and fees
The Sunray Home at Lunara Bay
A spacious patio with a wooden table and chairs, ceiling fans, and a view through large glass doors.

20. The Starboard House at Solaire Lunara Bay

The Starboard House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend"
United States
Mack D.
$2,283 nightly
The price is $2,533
Sep 23 - Sep 24
Total with taxes and fees
The Starboard House at Solaire 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

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Overall an excellent stay. Pool is somewhat small but nice. Staff is overall top notch. Location is about as good as you can get if your plan is to hang in Old Town. Would definitely recommend."
David 5-night trip
Posted 1 hour ago
La Concha Key West, Autograph Collection

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.

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Raccoon Key vacation rentals: An excellent choice for every season

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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!

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