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Raccoon Key Vacation Rentals

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Our top choices for Raccoon Key vacation rentals

1. The Seagate Estate at Lunara Bay

The Seagate Estate at Lunara Bay
Raccoon Key
10.0 out of 10, Exceptional, (29 reviews)
"Great property, terrific hosts - amazing location!"
United States
Jason T.
The price is CA $852
CA $2,071 total
includes taxes & fees
Oct 19 - Oct 20
The Seagate Estate at Lunara Bay

2. 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.
The price is CA $852
CA $2,071 total
includes taxes & fees
Oct 19 - Oct 20
Waterlane House at Lunara Bay

3. Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
2.0 star property
Raccoon Key
The price is CA $1,092
CA $2,214 total
includes taxes & fees
Oct 19 - Oct 20
Seagate House by Brightwild Waterfront w Dock

4. 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.
The price is CA $852
CA $2,314 total
includes taxes & fees
Oct 19 - Oct 20
Suncoast House at Lunara Bay

5. 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.
The price is CA $852
CA $2,071 total
includes taxes & fees
Oct 25 - Oct 26
Aquaria House at Lunara Bay

6. 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.
The price is CA $852
CA $2,071 total
includes taxes & fees
Oct 25 - Oct 26
Capmar House at Lunara Bay

7. 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.
The price is CA $852
CA $2,071 total
includes taxes & fees
Oct 19 - Oct 20
Spindrift House at Lunara Bay

8. 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.
The price is CA $852
CA $2,071 total
includes taxes & fees
Oct 19 - Oct 20
Evershore Estate at Lunara Bay | Wellness Home

9. 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.
The price is CA $852
CA $2,071 total
includes taxes & fees
Oct 25 - Oct 26
Mastway House at Lunara Bay - Wellness Home

10. 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.
The price is CA $1,420
CA $3,242 total
includes taxes & fees
Oct 19 - Oct 20
The Sunray Home at Lunara Bay

11. 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.
The price is CA $1,420
CA $3,242 total
includes taxes & fees
Oct 19 - Oct 20
The Starboard House at Solaire Lunara Bay

12. Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (14 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.
The price is CA $1,136
CA $2,791 total
includes taxes & fees
Oct 19 - Oct 20
Altair House at Lunara Bay

13. Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
2.0 star property
Raccoon Key
The price is CA $1,092
CA $2,456 total
includes taxes & fees
Oct 19 - Oct 20
Suncoast House by Brightwild Pool Boat Dock

14. 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.
The price is CA $1,420
CA $3,242 total
includes taxes & fees
Oct 19 - Oct 20
The Shellstone House at Solaire Lunara Bay

15. 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.
The price is CA $1,136
CA $2,791 total
includes taxes & fees
Oct 19 - Oct 20
Crestwood House at Lunara Bay

16. 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.
The price is CA $1,136
CA $2,791 total
includes taxes & fees
Oct 19 - Oct 20
Floralee House at Lunara Bay

17. 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.
The price is CA $1,420
CA $3,242 total
includes taxes & fees
Oct 19 - Oct 20
The Greenmoor House at Lunara Bay

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.
The price is CA $1,136
CA $2,791 total
includes taxes & fees
Oct 27 - Oct 28
Palmgale Estate at Lunara Bay

19. 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.
The price is CA $1,420
CA $3,152 total
includes taxes & fees
Oct 19 - Oct 20
Larkshine House at Lunara Bay

20. Tidelands House at Lunara Bay

Tidelands House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (7 reviews)
"Excellent communication, pristine home. "
United States
Quinn M.
The price is CA $1,420
CA $3,242 total
includes taxes & fees
Oct 19 - Oct 20
Tidelands House 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

Find out more about Raccoon Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Raccoon Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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