Raccoon Key Vacation Rentals from $262: Search Short-Term Rentals

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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

Raccoon Key

Justin S.

$1,244 nightly

Nov 8 - Nov 9

Total with taxes and fees

2. The Seagate Estate at Lunara Bay

Raccoon Key

Jason T.

$1,541 nightly

Nov 16 - Nov 17

Total with taxes and fees

3. Capmar House at Lunara Bay

Raccoon Key

Wilbert C.

$1,313 nightly

Nov 10 - Nov 11

Total with taxes and fees

4. Spindrift House at Lunara Bay

Raccoon Key

Richard K.

$1,244 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

5. The Sunray Home at Lunara Bay

Raccoon Key

Dr. T.

$2,055 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

6. Crestwood House at Lunara Bay

Raccoon Key

Vicki L.

$1,677 nightly

Nov 9 - Nov 10

Total with taxes and fees

7. Suncoast House at Lunara Bay

Raccoon Key

carlos s.

$1,390 nightly

Nov 9 - Nov 10

Total with taxes and fees

8. Mastway House at Lunara Bay - Wellness Home

Raccoon Key

Robert L.

$1,313 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with a central island, bar stools, pendant lights, and built-in cabinets.

9. Palmgale Estate at Lunara Bay

Raccoon Key

Sari v.

$1,677 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

10. The Ebberly Estate at Lunara Bay

Raccoon Key

Alex M.

$1,677 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious living area with a large sofa, a coffee table, and a view of a balcony with a railing.

11. Mastway House by Brightwild Pool Dock

Raccoon Key

$1,384 nightly

Nov 10 - Nov 11

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.

12. Floralee House at Lunara Bay

Raccoon Key

Marc D.

$1,677 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

13. Catchlight House at Lunara Bay

Raccoon Key

Brenda W.

$1,677 nightly

Nov 9 - Nov 10

Total with taxes and fees

14. Aquaria House at Lunara Bay

Raccoon Key

Chris H.

$1,244 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

15. Altair House at Lunara Bay

Raccoon Key

Esteban M.

$1,677 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Raccoon Key

John F.

$1,313 nightly

Nov 24 - Nov 25

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.

17. 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.

$1,947 nightly

Nov 19 - Nov 20

Total with taxes and fees

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

18. Larkshine House at Lunara Bay

Raccoon Key

Kami C.

$1,893 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

19. The Windrose Estate at Lunara Bay

Raccoon Key

chris P.

$1,677 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious kitchen with a long island, bar stools, and pendant lighting.

20. Tidelands House at Lunara Bay

Raccoon Key

Quinn M.

$1,947 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Top Raccoon Key Hotel Reviews

The Perry Hotel & Marina Key West

10/10 Excellent

"The only thing that was strange the bars closed so early but the hotel was beautiful"

Parrot Key Hotel & Villas

8/10 Good

"We had a fantastic stay at Parrot Key Resort in Key West. The property is beautiful and very well kept, the pools were nice, and our room was clean and spacious. I do wish they’d made better use of all that space. A little more storage, seating, and somewhere to set our stuff down would’ve made a difference. I would’ve liked the option to park my own car instead of paying over $30 a night for valet, and I didn’t feel like we got much out of the resort fee. The minibar prices were insane. A full liter of vodka costs less than the 375 mL bottle in the room. At that price, it feels like they’re taking advantage of people coming back after a night out. Overall, we really enjoyed our stay. I’d stay here again, reluctantly pay for valet, and happily spend another afternoon by the pool."

Hilton Key West Resort & Marina

8/10 Good

"The property is beautiful - we enjoyed the room, the pool. The bed was comfortable. We enjoyed the robes they offered to the guests. The room was quite spacious as well and our room had a balcony and overlooked the pool (building 3). We participated in some of the activities that the resort had (the yoga was the best!) There were just a few things that happened which is why I gave it 4 stars. We had arrived early and they said our room was being cleaned and they would call us. We waited 3 hours, They never called so we just went back and they forgot they said. When we got our room - the toilet didn't work. Things happen - no big deal. The next day tho - housekeeping never cleaned our room - I had to call twice. After that tho - they did clean our room daily. We hung out at the pool one day and someone came by with menus and said they would be back to take orders. They didn't come for over an hour - I had to actually call the restaurant and ask if they could have them come take our poolside order (as they offer this). If they are going to offer poolside - then they should have someone checking back with guests. Management did offer free breakfast for the issue with housekeeping and they did credit us the resort fee on the day of our arrival. The grounds were nice, the views were nice - I would go back, I'm just not sure if this would be my first option. I might check out another place first."

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

10/10 Excellent

"Super Wonderful & Beautiful Place. Breathtaking Views And Felt Like We Are In A Tropical Island. In our Personal Experience We Had A Kinda Loud Neighbour But They Simply Became Quite After 10 PM. Other Than That, Everything Was Amazing. Helpful Staff, Beautiful Scenery, And A Shuttle Service To Old Town Back And Forth. Keep Up The Good Work Fairfield 👍👍👍."

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.

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Check prices for these dates

Our top choices for Raccoon Key vacation rentals

1. Waterlane House at Lunara Bay

2. The Seagate Estate at Lunara Bay

3. Capmar House at Lunara Bay

4. Spindrift House at Lunara Bay

5. The Sunray Home at Lunara Bay

6. Crestwood House at Lunara Bay

7. Suncoast House at Lunara Bay

8. Mastway House at Lunara Bay - Wellness Home

9. Palmgale Estate at Lunara Bay

10. The Ebberly Estate at Lunara Bay

11. Mastway House by Brightwild Pool Dock

12. Floralee House at Lunara Bay

13. Catchlight House at Lunara Bay

14. Aquaria House at Lunara Bay

15. Altair House at Lunara Bay

16. Evershore Estate at Lunara Bay | Wellness Home

17. The Greenmoor House at Lunara Bay

18. Larkshine House at Lunara Bay

19. The Windrose Estate at Lunara Bay

20. Tidelands House at Lunara Bay

Find vacation rentals that suit your style

Top Raccoon Key Hotel Reviews

The Perry Hotel & Marina Key West

Find out more about Raccoon Key

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