Raccoon Key Vacation Rentals from $273: Search Short-Term Rentals

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Our top choices for Raccoon Key vacation rentals

A spacious living room with a large L-shaped sectional sofa, a round coffee table, and a staircase leading to an upper level.

1. Evershore Estate at Lunara Bay | Wellness Home

Raccoon Key

John F.

$1,313 nightly

Nov 24 - Nov 25

Total with taxes and fees

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

2. Waterlane House at Lunara Bay

Raccoon Key

Justin S.

$1,563 nightly

Dec 15 - Dec 16

Total with taxes and fees

A spacious foyer with a wooden staircase, a console table with decorative items, and a view of the outdoors through a glass door.

3. Evershore House Pool Parking Dock

Raccoon Key

$1,402 nightly

Nov 24 - Nov 25

Total with taxes and fees

A pool area with lounge chairs and umbrellas, a covered deck, and a house with a balcony.

4. Mirador House at Lunara Bay

Raccoon Key

Jared G.

$1,467 nightly

Nov 25 - Nov 26

Total with taxes and fees

A modern kitchen with a central island, wicker chairs, and pendant lighting.

5. The Shellstone House at Solaire Lunara Bay

Raccoon Key

Dudley S.

$2,055 nightly

Nov 26 - Nov 27

Total with taxes and fees

6. Suncoast House at Lunara Bay

Raccoon Key

carlos s.

$1,986 nightly

Nov 30 - Dec 1

Total with taxes and fees

7. The Seagate Estate at Lunara Bay

Raccoon Key

Jason T.

$1,573 nightly

Nov 17 - Nov 18

Total with taxes and fees

A modern kitchen with white cabinetry, a large island, pendant lighting, and a view of greenery outside.

8. Crestwood House at Lunara Bay

Raccoon Key

Vicki L.

$1,784 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with a large island, wooden cabinetry, a flat-screen TV, and a dining area with a view of the outdoors.

9. The Greenmoor House at Lunara Bay

Raccoon Key

"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...

Jim M.

$2,055 nightly

Nov 19 - Nov 20

Total with taxes and fees

A modern kitchen with a central island, pendant lighting, and wooden chairs.

10. Altair House at Lunara Bay

Raccoon Key

Esteban M.

$1,784 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with a bar area, a dark blue sectional sofa, and a dining table with chairs.

11. The Ebberly Estate at Lunara Bay

Raccoon Key

Alex M.

$1,769 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with a large island, bar stools, and a built-in TV.

12. Catchlight House at Lunara Bay

Raccoon Key

Brandon M.

$1,820 nightly

Nov 19 - Nov 20

Total with taxes and fees

A modern kitchen with a large island, bar stools, and pendant lighting.

13. The Joyrise House at Solaire Lunara Bay

Raccoon Key

$2,468 nightly

Nov 19 - Nov 20

Total with taxes and fees

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.

14. Floralee House at Lunara Bay

Raccoon Key

Marc D.

$1,927 nightly

Nov 19 - Nov 20

Total with taxes and fees

15. The Joyrise House at Solaire Lunara Bay

Raccoon Key

Allison H.

$2,283 nightly

Nov 19 - Nov 20

Total with taxes and fees

16. Aquaria House at Lunara Bay

Raccoon Key

Elizabeth E.

$1,655 nightly

Nov 19 - Nov 20

Total with taxes and fees

A modern kitchen with a large island, pendant lighting, and a dining area with a table and chairs.

17. The Windrose Estate at Lunara Bay

Raccoon Key

chris P.

$1,769 nightly

Nov 16 - Nov 17

Total with taxes and fees

18. Spindrift House at Lunara Bay

Raccoon Key

Richard K.

$1,685 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with a large island, bar stools, and a built-in oven.

19. Larkshine House at Lunara Bay

Raccoon Key

Kami C.

$2,629 nightly

Nov 30 - Dec 1

Total with taxes and fees

A modern living room with a dining table, chairs, sofas, and large windows.

20. The Sunray Home at Lunara Bay

Raccoon Key

Dr. T.

$2,055 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Top Raccoon Key Hotel Reviews

Blue Flamingo Resort Key West

10/10 Excellent

"Todo estaba en buenas condiciones y limpio. Valoración precio calidad ."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good

"The well known roosters are great and to be respected, however, they WILL wake you up at 4am, despite the (poor) quality earplugs provided by the hotel. The hotel in itself is basic and the room could do with some modernising and a spruce up, however it was very clean. The shower and the taps had the worst water pressure I’ve experienced in an hotel, the lift on the 2nd floor was broken. There’s really not many alternatives as the layout is somewhat chaotic, so trying to find another lift was not easy. When I reported this nobody was really bothered, more of shoulder being shrugged whilst we lugged 80kg down the steps. However, it’s a practical hotel with, my opinion a very high priced resort tax. The only benefit to this is the free shuttle to the touristy parts in the Keys. Breakfast was basic but ok, I am shocked at the sheer ‘disposable’ approach to the rubbish at such a large hotel chain. There’s nowhere in the breakfast hall to recycle all of their recyclable breakfast items & utensils. Plastic cups, plates, cutlery and cartons are all destined for landfill which I can’t comprehend in all honesty. Pool was nice and the staff at the bar were so welcoming and friendly, as were all of the staff. I’d stay here again but I think the price is overall quite high for what you get in return."

Pier House Resort & Spa

10/10 Excellent

"What amazing trip!!!! We arrived earlier than check-in. The front desk was so helpful. They tried to get our room done early for us took our luggage so we could go grab something to eat. Got a text while we were eating asking if we were interested in getting an upgrade. Which we jumped on. We got a beautiful ocean front room. The things I could say about the room of coarse the view, additional space was great to keep your luggage in one area. The bathroom very good size water pressure in the shower very weak, & the toilet flush holy moly the slowest I’ve ever encountered.Then our fridge wasn’t getting cold. They told us it was OK. The whole back of it was frozen. Then the coffee maker broke in the room on the second day. Thank goodness they have coffee downstairs. The staff were always helpful & accommodating! The young ladies at the front desk Denim (spelling) went above & beyond !!!! And Linda the beach server talk about on her game !!!! Nothing like floating in the ocean & your server brings you a cocktail! The location of the Pier house is absolutely perfection, if ya wanna party on Duval it’s right outside the property. If you want to stay on property you have everything there!! Our last night was ate at the restaurant, 10 out of 10! Being from New England, I was very hesitant to try lobster, different yes but DELISH! Overall would definitely come back! Cant wait til next time! Thank you Pier House!"

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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Check prices for these dates

Our top choices for Raccoon Key vacation rentals

1. Evershore Estate at Lunara Bay | Wellness Home

2. Waterlane House at Lunara Bay

3. Evershore House Pool Parking Dock

4. Mirador House at Lunara Bay

5. The Shellstone House at Solaire Lunara Bay

6. Suncoast House at Lunara Bay

7. The Seagate Estate at Lunara Bay

8. Crestwood House at Lunara Bay

9. The Greenmoor House at Lunara Bay

10. Altair House at Lunara Bay

11. The Ebberly Estate at Lunara Bay

12. Catchlight House at Lunara Bay

13. The Joyrise House at Solaire Lunara Bay

14. Floralee House at Lunara Bay

15. The Joyrise House at Solaire Lunara Bay

16. Aquaria House at Lunara Bay

17. The Windrose Estate at Lunara Bay

18. Spindrift House at Lunara Bay

19. Larkshine House at Lunara Bay

20. The Sunray Home at Lunara Bay

Find vacation rentals that suit your style

Top Raccoon Key Hotel Reviews

Blue Flamingo Resort Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

The Southernmost Inn - Adults Only

The Perry Hotel & Marina Key West

Pier House Resort & Spa

Ibis Bay Beach Resort

Parrot Key Hotel & Villas

La Concha Key West, Autograph Collection

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