Title: Raccoon Key Vacation Rentals from $313: Search Short-Term Rentals | Expedia.com

[Raccoon Key Travel Guide](https://expedia.com/Raccoon-Key.dx180164)[Hotels in Raccoon Key](https://expedia.com/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[Flights to Raccoon Key](https://expedia.com/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[Things to do in Raccoon Key](https://expedia.com/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities)[Car Rentals in Raccoon Key](https://expedia.com/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[Raccoon Key Vacation Packages](https://expedia.com/Raccoon-Key.d180164.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=180164&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=180164&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=180164&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=180164&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APARTMENT)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=HOUSE_BOAT)

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## Top Raccoon Key Hotel Reviews

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"Nice tropical feel . The rooms were clean , pool was beautiful. Food was excellent. "

[](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg)

### Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Beautiful property "

[](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)

![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cc507b47_y.jpg)

### DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"It’s totally awesome. The people there were outstanding hospitality was amazing so friendly. The pool was gorgeous and you have shuttles that go to the beach and go to town every hour and pick you up. Every hour rooms clean great time and love of those warm chocolate chip cookies amazing."

[](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

8/10 Good

"Outside building was great. Could improve with room maintenace. Our room was ocean view, but toilet fil valve was broken, and takes 30 minutes wait to flush. Window frame paint was peeling. Otherwise its a great place."

[](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg)

### Ibis Bay Beach Resort

2/10 Terrible

"The hotel is falling apart... literally. We were on the 2nd floor & the boards on the walkways are rotting out. There were soft spots in the floor of our room. We were afraid to step in certain areas due to fear we would fall through. They have tortoises that looked neglected. "

[](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f_y.jpg)

### The Laureate Key West

10/10 Excellent

"Stayed in 8 hotels during our Florida vacation and this was by far everyone's favorite! Clean, spacious, boutique feel to it rather than your typical hotel/resort. Highly recommend! "

[](https://expedia.com/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Great staff"

[](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"Kids enjoyed all the activities/games!"

[](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

8/10 Good

"Nice property, nice rooms. Loved everything but our dining experience. Understaffed, undercooked meal and the service was lacking. Otherwise, it was a great stay"

[](https://expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

## 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 $313 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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Hotels

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Activities

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General

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- [Visit Fleming Key](https://expedia.com/Fleming-Key.dx180162)
- [Visit Stock Island](https://expedia.com/Stock-Island.dx180166)

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