Default HTG hotel image

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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Raccoon Key vacation rentals

A living room with a beige sofa, a white coffee table with a plant, and a view through glass doors to an outdoor area.

1. 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
Justin S.
$1,291 nightly
The price is $1,435
Nov 1 - Nov 2
Total with taxes and fees
Waterlane House 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.

2. Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
9.8 out of 10, Exceptional, (30 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
Nov 5 - Nov 6
Total with taxes and fees
Evershore Estate at Lunara Bay | Wellness Home
Property Overview

3. Spindrift House at Lunara Bay

Spindrift House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (35 reviews)
"Property was good would stay here again!"
United States
Richard K.
$1,309 nightly
The price is $1,453
Nov 2 - Nov 3
Total with taxes and fees
Spindrift House at Lunara Bay
Living Area

4. 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
Nov 1 - Nov 2
Total with taxes and fees
Capmar House at Lunara Bay
A modern kitchen with a bar area, a dark blue sectional sofa, and a dining table with chairs.

5. The Ebberly Estate at Lunara Bay

The Ebberly Estate at Lunara Bay
Raccoon Key
9.2 out of 10, Wonderful, (15 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.
$1,753 nightly
The price is $1,947
Nov 2 - Nov 3
Total with taxes and fees
The Ebberly Estate at Lunara Bay
Pool Deck with Lounge Chairs

6. The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (30 reviews)
"Great property, terrific hosts - amazing location!"
United States
Jason T.
$1,280 nightly
The price is $1,424
Nov 1 - Nov 2
Total with taxes and fees
The Seagate Estate at Lunara Bay
A spacious kitchen with a long island, bar stools, and pendant lighting.

7. Tidelands House at Lunara Bay

Tidelands House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (8 reviews)
"Excellent communication, pristine home. "
United States
Quinn M.
$2,012 nightly
The price is $2,237
Nov 3 - Nov 4
Total with taxes and fees
Tidelands House at Lunara Bay
A modern kitchen with a large island, bar stools, and pendant lighting.

8. The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable house, plenty of room, lovely pool, everything was very clean and pleasant."
United States
Allison H.
$2,283 nightly
The price is $2,533
Nov 4 - Nov 5
Total with taxes and fees
The Joyrise House at Solaire Lunara Bay
A modern kitchen with a central island, wicker chairs, and pendant lighting.

9. The Shellstone House at Solaire Lunara Bay

The Shellstone House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (7 reviews)
"Great property / location. Perfect house with wonderful amenities!!!"
United States
Dudley S.
$2,052 nightly
The price is $2,277
Nov 5 - Nov 6
Total with taxes and fees
The Shellstone House at Solaire 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.

10. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
2.0 star property
Raccoon Key
$1,402 nightly
The price is $1,577
Nov 24 - Nov 25
Total with taxes and fees
Evershore House Pool Parking Dock
A modern kitchen with a large island, wooden cabinetry, a flat-screen TV, and a dining area with a view of the outdoors.

11. 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.
$2,035 nightly
The price is $2,260
Nov 2 - Nov 3
Total with taxes and fees
The Greenmoor House at Lunara Bay
Property Overview

12. 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.
$1,313 nightly
The price is $1,457
Nov 1 - Nov 2
Total with taxes and fees
Aquaria House at Lunara Bay
A modern two-story house with a pool, surrounded by greenery and palm trees.

13. The Starboard House at Solaire Lunara Bay

The Starboard House at Solaire Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (6 reviews)
"This house was ideal for our group stay. The dock access was perfect for our fishing adventures. The property management staff was exceptional and very communicative.Great stay!"
United States
Mitchell R.
$2,055 nightly
The price is $2,280
Nov 5 - Nov 6
Total with taxes and fees
The Starboard House at Solaire Lunara Bay
Property Overview

14. Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (43 reviews)
"Beautiful House, super clean, perfect location "
United States
carlos s.
$1,467 nightly
The price is $1,628
Nov 1 - Nov 2
Total with taxes and fees
Suncoast House at Lunara Bay
Property Overview

15. Mastway House at Lunara Bay - Wellness Home

Mastway House at Lunara Bay - Wellness Home
Raccoon Key
9.6 out of 10, Exceptional, (36 reviews)
"Even more beautiful than the pictures! Everything was perfect. "
United States
Elizabeth K.
$1,280 nightly
The price is $1,424
Nov 1 - Nov 2
Total with taxes and fees
Mastway House at Lunara Bay - Wellness Home
A modern kitchen with white cabinetry, a large island, pendant lighting, and a view of greenery outside.

16. 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.
$1,769 nightly
The price is $1,963
Nov 1 - Nov 2
Total with taxes and fees
Crestwood House at Lunara Bay
A spacious living room with a sectional sofa, a coffee table, and a TV mounted on the wall. There are two large wicker lamps hanging from the ceiling, and a sliding glass door leading to an outdoor area.

17. 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
Nov 1 - Nov 2
Total with taxes and fees
Floralee House at Lunara Bay
A modern kitchen with a central island, bar stools, pendant lights, and built-in cabinets.

18. Palmgale Estate at Lunara Bay

Palmgale Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (14 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
Nov 1 - Nov 2
Total with taxes and fees
Palmgale Estate at Lunara Bay
A modern kitchen with a large island, bar stools, and a built-in TV.

19. 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
Nov 1 - Nov 2
Total with taxes and fees
Catchlight House at Lunara Bay
A modern kitchen with a central island, pendant lighting, and large windows offering a view of the outdoors.

20. Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
2.0 star property
Raccoon Key
$2,177 nightly
The price is $2,449
Nov 26 - Nov 27
Total with taxes and fees
Parking Pool Dock - Shellstone House
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

8/10 Good
"The Room was ok. standard Hotel style with two queens on third floor of the main building. No good views of the ocean or pool. The Fan in bathroom was broken, shower floor needs some work, but overall it was just ok. We were told we could have a shuttle take us to the store, and there would be a free contential breakfast, FALSE info.That was very dissappointing. There should definitly be more than one shuttle to go downtown as well. Just better communication would help alot. The STAFF, and fun things to do on property were AMAZING!!! p.s. Someone took my blue jean jacket from the room. :("
Colleen R 4-night trip
Posted 1 hour 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