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Raccoon Key Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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.
$1,684 nightly
The price is $1,868
Nov 18 - Nov 19
Total with taxes and fees
Waterlane House at Lunara Bay
A modern kitchen with a central island, pendant lighting, and wooden chairs.

2. Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (15 reviews)
"host was very kind to let us do early check-in and late check out. The house is great, was very clean, everything was working perfectly."
United States
Esteban M.
$1,759 nightly
The price is $1,957
Nov 16 - Nov 17
Total with taxes and fees
Altair House at Lunara Bay
Property Overview

3. Aquaria House at Lunara Bay

Aquaria House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (46 reviews)
"Beautiful, amazing property which we enjoyed so much and we cannot wait to return!Perfect location!"
United States
Elizabeth E.
$1,618 nightly
The price is $1,803
Nov 19 - Nov 20
Total with taxes and fees
Aquaria 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 12 - Nov 13
Total with taxes and fees
Capmar House at Lunara Bay
A modern kitchen with a large island, bar stools, and a built-in oven.

5. Larkshine House at Lunara Bay

Larkshine House at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (14 reviews)
"The house was super clean!! Great place to stay!!"
United States
Kami C.
$2,627 nightly
The price is $2,916
Nov 30 - Dec 1
Total with taxes and fees
Larkshine House at Lunara Bay
Property Overview

6. Suncoast House at Lunara Bay

Suncoast House at Lunara Bay
Raccoon Key
9.6 out of 10, Exceptional, (44 reviews)
"Beautiful House, super clean, perfect location "
United States
carlos s.
$1,409 nightly
The price is $1,570
Nov 22 - Nov 23
Total with taxes and fees
Suncoast House at Lunara Bay
A modern two-story house with a pool, surrounded by greenery and palm trees.

7. 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.
$3,231 nightly
The price is $3,595
Nov 29 - Nov 30
Total with taxes and fees
The Starboard House at Solaire Lunara Bay
A modern kitchen with a central island, pendant lighting, and large windows offering a view of the outdoors.

8. Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
2.0 star property
Raccoon Key
$2,192 nightly
The price is $2,466
Nov 26 - Nov 27
Total with taxes and fees
Parking Pool Dock - Shellstone House
A spacious kitchen with a long island, bar stools, and pendant lighting.

9. Tidelands House at Lunara Bay

Tidelands House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (9 reviews)
"Excellent communication, pristine home. "
United States
Quinn M.
$2,055 nightly
The price is $2,280
Nov 15 - Nov 16
Total with taxes and fees
Tidelands House at Lunara Bay
A modern kitchen with a large island, pendant lighting, and a dining area with a table and chairs.

10. 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
Nov 16 - Nov 17
Total with taxes and fees
The Windrose Estate 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.

11. 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.
$1,959 nightly
The price is $2,173
Nov 19 - Nov 20
Total with taxes and fees
Floralee House at Lunara Bay
A modern kitchen with a bar area, a dark blue sectional sofa, and a dining table with chairs.

12. 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.
$1,769 nightly
The price is $1,963
Nov 16 - Nov 17
Total with taxes and fees
The Ebberly Estate at Lunara Bay
A modern kitchen with a large island, bar stools, and a built-in TV.

13. Catchlight House at Lunara Bay

Catchlight House at Lunara Bay
Raccoon Key
9.4 out of 10, Exceptional, (12 reviews)
"Perfect for our group of 15. Everything about the experience was top notch!"
United States
Brenda W.
$1,849 nightly
The price is $2,051
Nov 19 - Nov 20
Total with taxes and fees
Catchlight House at Lunara Bay
A modern kitchen with white cabinetry, a large island, pendant lighting, and a view of greenery outside.

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.
$1,771 nightly
The price is $1,969
Nov 16 - Nov 17
Total with taxes and fees
Crestwood House at Lunara Bay
A modern kitchen with a large island, wooden cabinetry, a flat-screen TV, and a dining area with a view of the outdoors.

15. 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
Nov 19 - Nov 20
Total with taxes and fees
The Greenmoor 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.

16. Evershore Estate at Lunara Bay | Wellness Home

Evershore Estate at Lunara Bay | Wellness Home
Raccoon Key
10.0 out of 10, Exceptional, (31 reviews)
"The house is perfect for our family. Access to water, pool and close enough to key west!"
United States
John F.
$1,257 nightly
The price is $1,401
Nov 24 - Nov 25
Total with taxes and fees
Evershore Estate at Lunara Bay | Wellness Home
A modern kitchen with a central island, bar stools, pendant lights, and built-in cabinets.

17. Palmgale Estate at Lunara Bay

Palmgale Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (14 reviews)
"Excellent property and communication!"
United States
jefferson F.
$2,068 nightly
The price is $2,294
Nov 30 - Dec 1
Total with taxes and fees
Palmgale Estate at Lunara Bay
A poolside area with lounge chairs, a wooden table, and palm trees.

18. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
$3,486 nightly
The price is $3,921
Nov 29 - Nov 30
Total with taxes and fees
The Fairhaven House at Solaire Lunara Bay
A poolside area with lounge chairs and umbrellas, a pool, and a view of the ocean.

19. The Dreamside House at Lunara Bay

The Dreamside House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (9 reviews)
"Exelent"
United States
Yanet B.
$2,055 nightly
The price is $2,280
Nov 15 - Nov 16
Total with taxes and fees
The Dreamside House at Lunara Bay
A modern kitchen with a central island, wicker chairs, and pendant lighting.

20. 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.
$2,037 nightly
The price is $2,262
Nov 26 - Nov 27
Total with taxes and fees
The Shellstone 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

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"We had wonderful staff checking us in unfortunately we had to change our room three times the first two rooms. The sheets were dirty,with stains on them. The time we got to our third room it was much better unfortunately we did lose the hammock. That was the one thing I was looking forward to laying on a hammock unfortunately, I was only able to do that for a few hours due to the switch in the rooms."
Jason 3-night trip
Posted 3 hours ago
Ibis Bay Beach Resort

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 $273 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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