Book The Best Hotels in Raccoon Key, FL for 2026 from CA $190 - Fully Refundable Options

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Our top choices for Raccoon Key hotels

A white two-story house with a balcony and a swimming pool.

A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and a ceiling fan.

A residential building with a covered porch, surrounded by lush greenery and a well-maintained lawn.

A spacious kitchen with wooden cabinets, a large island, and modern appliances.

1. Capmar House by Brightwild Huge Home Pool

Raccoon Key

Karen

CA $1,061

CA $2,227 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with a central island, bar stools, and a large window.

A modern two-story house with a paved driveway and a well-maintained lawn.

A modern living space with a large wooden dining table, a sofa set, and a kitchen area.

A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.

2. Brand New Catchlight House With Private Pool

Raccoon Key

CA $1,397

CA $2,975 total

includes taxes & fees

Oct 12 - Oct 13

A spacious living area with a blue sofa, a grey armchair, and a wooden coffee table. Large sliding glass doors lead to a pool and outdoor furniture.

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

A rectangular swimming pool with clear blue water, surrounded by a paved deck. There are lounge chairs and a small table on the deck. Palm trees and a grassy area are visible in the background.

A spacious living area with a dining table and chairs, a kitchen with white cabinets, and a large window overlooking a scenic view.

3. Suncoast House by Brightwild Pool Boat Dock

Raccoon Key

CA $1,102

CA $2,522 total

includes taxes & fees

Oct 19 - Oct 20

A two-story house with a swimming pool, surrounded by greenery and palm trees.

A two-story house with a covered porch, a front lawn, and palm trees.

A modern living room with a large TV, comfortable seating, and a balcony with a view.

4. Seagate House by Brightwild Waterfront w Dock

Raccoon Key

CA $1,039

CA $2,202 total

includes taxes & fees

Oct 4 - Oct 5

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

A spacious living room with a dark blue sofa, a coffee table, and a staircase leading to the upper floor.

A staircase with white railings and beige steps leading to a landing.

A two-story house with a swimming pool, a covered patio, and a staircase leading to the upper floor.

5. Mastway House by Brightwild Pool Dock

Raccoon Key

CA $1,061

CA $2,227 total

includes taxes & fees

Sep 27 - Sep 28

A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and large windows offering a view of the outdoors.

A two-story house with a swimming pool, surrounded by lush greenery and a fenced yard.

A spacious interior with a wooden staircase, a modern light fixture, and a view of the outdoors.

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with chairs.

6. Spindrift House by Brightwild Huge Pool Dock

Raccoon Key

CA $1,102

CA $2,270 total

includes taxes & fees

Sep 29 - Sep 30

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

A spacious kitchen with white cabinets, a central island, and a dining area with chairs.

A spacious living room with a large TV, comfortable seating, a ceiling fan, and a balcony with a view.

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

7. Evershore House Pool Parking Dock

Raccoon Key

CA $1,058

CA $2,220 total

includes taxes & fees

Oct 12 - Oct 13

A living room with two sofas, a coffee table, and a view of the outdoors.

A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view of the outdoors through large windows.

A two-story house with a swimming pool, white railings, and a covered patio area.

A two-story house with a front porch, a double door, and a number '8' on the door.

8. Waterlane House by Brightwild Pool Boat Dock

Raccoon Key

CA $1,102

CA $2,270 total

includes taxes & fees

Sep 29 - Sep 30

A spacious kitchen with a large island, white cabinetry, and pendant lighting.

A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.

A modern kitchen with white cabinets, a central island, and pendant lighting.

A pool area with a covered deck, palm trees, and a house with a balcony.

9. Aquaria House by Brightwild Pool Boat Dock

Raccoon Key

CA $1,102

CA $2,270 total

includes taxes & fees

Sep 28 - Sep 29

A two-story house with a pool, surrounded by palm trees and a clear sky.

A modern living room with a sofa, coffee table, and a rug. There is a kitchen area with a bar and seating.

A two-story house with a front porch, a driveway, and palm trees.

A covered outdoor area with a pool, white furniture, and ceiling fans.

10. Mirador House by Brightwild Pool Dock

Raccoon Key

CA $1,102

CA $2,522 total

includes taxes & fees

Sep 29 - Sep 30

A spacious kitchen with modern appliances, a dining area with a wooden table and chairs, and a view of a lake through large windows.

A two-story house with a swimming pool, outdoor seating, and a covered patio.

A modern kitchen with a sliding glass door leading to a balcony, a dining area with a gray sofa, and a small island with a vase of white flowers.

11. Springtide House by Brightwild Waterfront Pool

Raccoon Key

CA $1,102

CA $2,270 total

includes taxes & fees

Oct 12 - Oct 13

A white two-story house with a central archway and a paved driveway.

A hotel room with a large bed, a ceiling fan, a window with curtains, a bedside table with a lamp, and a patterned wall.

A modern bathroom with a glass-enclosed shower, a white sink with black fixtures, and a large mirror.

12. Palmgale House in Key West

Raccoon Key

CA $1,401

CA $2,984 total

includes taxes & fees

Sep 27 - Sep 28

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

A two-story house with a swimming pool, outdoor seating, and a barbecue area.

A modern kitchen with a central island, bar stools, pendant lights, and a dining area with a sofa and chairs.

A modern kitchen with white cabinetry, a central island, and pendant lighting.

13. New Windrose House by Brightwild Pool

Raccoon Key

CA $1,416

CA $3,001 total

includes taxes & fees

Sep 27 - Sep 28

A spacious kitchen with a marble island, pendant lighting, and a dining area with chairs and a table.

A modern living room with a sofa, coffee table, and a chessboard. There is a kitchen in the background with a stove, microwave, and cabinets.

A two-story house with a pool, surrounded by a well-maintained lawn and palm trees.

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

14. New Crestwood House by Brightwild Huge Pool

Raccoon Key

CA $1,382

CA $2,959 total

includes taxes & fees

Oct 12 - Oct 13

A modern living room with a dark blue sectional sofa, a wooden coffee table, and a kitchen area with a blue backsplash and white cabinets.

A modern kitchen with white cabinetry, a central island, and a black and white backsplash.

A bedroom with a large bed, a balcony with a view, and a door leading to another room.

A modern kitchen with a large island, pendant lighting, and a backsplash with blue tiles.

15. Ebberly House by Brightwild Amazing Pool

Raccoon Key

CA $1,401

CA $2,984 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with white cabinetry, a marble countertop, and a central island with bar stools.

A modern kitchen with white cabinets, a wooden countertop, and a hanging pendant light.

A two-story white building with a swimming pool, outdoor seating, and a staircase leading to the upper floor.

A spacious kitchen with a large island, wooden flooring, and pendant lighting.

16. New Altair House by Brightwild Pool Pets

Raccoon Key

CA $1,411

CA $2,992 total

includes taxes & fees

Oct 12 - Oct 13

A spacious living room with a large dining table, comfortable seating, and large windows offering a view of the outdoors.

A bedroom with a bed, nightstands, a ceiling fan, and large windows with curtains.

A two-story building with a symmetrical facade, a central entrance, and a staircase leading to the main entrance.

A modern kitchen with a large island, wooden cabinets, and pendant lighting.

17. Waterfront Luxury Home - Tidelands House

Raccoon Key

CA $1,765

CA $3,483 total

includes taxes & fees

Oct 21 - Oct 22

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

A two-story white house with a swimming pool, outdoor seating area, and a well-maintained lawn.

A spacious living area with a large dining table, white sofas, and a TV mounted on the wall.

18. Brand New Build Larkshine House - Pool

Raccoon Key

CA $1,751

CA $3,378 total

includes taxes & fees

Sep 27 - Sep 28

A modern house with a swimming pool, outdoor seating, and palm trees.

A covered outdoor seating area with white chairs and a ceiling fan, overlooking a swimming pool and a well-maintained lawn.

A dining area with a wooden table and chairs, large windows, and a view of the outdoors.

A modern kitchen with a central island, bar stools, pendant lights, and a staircase leading to another room.

19. Floralee House in Key West

Raccoon Key

CA $1,470

CA $3,058 total

includes taxes & fees

Oct 12 - Oct 13

A poolside area with lounge chairs and umbrellas, a pool, and a view of the ocean.

A modern kitchen with a central island, bar stools, pendant lighting, and a large window providing natural light.

A modern resort with a well-maintained lawn, outdoor seating area, and a large building with multiple floors.

A modern living room with a sofa, two armchairs, a coffee table, and a dining area with a table and chairs.

20. New Waterfront Home - Dreamside House

Raccoon Key

CA $1,728

CA $3,441 total

includes taxes & fees

Oct 12 - Oct 13

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Where to stay in Raccoon Key

Find the best Raccoon Key areas and neighborhoods for the activities you enjoy most.Learn more about Raccoon Key

A large red brick building with arched windows and a prominent entrance.

A street lined with colorful historic buildings, a clear blue sky, and a motorcyclist riding down the road.

A red trolley with passengers, a motorcyclist, and palm trees in the background.

A lighthouse, a white building with green shutters, and a small white structure with a wooden roof.

A white lighthouse with a black top, a white building with green shutters, and a palm tree.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

See properties

A sunset over a coastal landscape with a small island surrounded by water.

A coastal cityscape with a golf course and marina.

A marina with boats docked, a clear blue sky, and buildings in the background.

A serene landscape with a pond, palm trees, and a golf course.

A stone pathway through a tropical forest with dense foliage and a stone wall.

Stock Island

See properties

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

A street with a pharmacy, a theater, and a yellow building.

A historic building with ornate architecture, a balcony, and a coat of arms.

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

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A white lighthouse surrounded by lush greenery and a white picket fence.

A wooden sign for Ernest Hemingway Home with admission prices and operating hours.

A white lighthouse with a black top, surrounded by lush green trees and a clear blue sky.

A two-story house with green shutters and a wooden balcony.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

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A row of pastel-colored houses with white railings and a clear blue sky.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

A white church with a bell tower and a large arched entrance.

A historic street with ornate buildings, including a church with twin spires and a building with a balcony.

A person skydiving over a coastal landscape with clear turquoise waters, green vegetation, and a road.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

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Top Raccoon Key Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"Just a very nice serene place to stay. The room was huge (we had both units), the balcony was spacious and amazing looking out towards the Gulf of Mexico, and the staff was very friendly. Can't wait to return to this property again."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Amazing time"

Ibis Bay Beach Resort

10/10 Excellent

"😊"

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!"

The Perry Hotel & Marina Key West

10/10 Excellent

"Staff was very friendly. The room was spacious but the mattress was sunken in the middle. The hotel has a beautiful view of the marina if you get a Stock Island room. The burgers at the Salty Oyster are SO GOOD! The shuttle runs like clockwork and is very convenient for visiting Duval/Downtown area. I felt completely safe as a solo traveler,"

Margaritaville Beach House Key West

10/10 Excellent

"The room was fantastic, the staff excellent , the frozen drinks weak. We had lots of fun at the pool feeding the iguanas…would definitely recommend"

Pier House Resort & Spa

8/10 Good

"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."

Southwinds Motel

10/10 Excellent

"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"

More cheap stays in Raccoon Key

Alexander Palms Court

715 South St Key West FL

CA $169

CA $190 total

Sep 27 - Sep 28

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

CA $143

CA $206 total

Sep 28 - Sep 29

includes taxes & fees

8.2/10 Very good! (2,387 reviews)

Tranquility Guest House

302 Angela st Key West FL

CA $97

CA $235 total

Sep 29 - Sep 30

includes taxes & fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

CA $215

CA $242 total

Oct 1 - Oct 2

includes taxes & fees

Southwinds Motel

1321 Simonton Street Key West FL

CA $176

CA $245 total

Sep 28 - Sep 29

includes taxes & fees

8.6/10 Excellent! (1,385 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

CA $155

CA $245 total

Oct 1 - Oct 2

includes taxes & fees

8.2/10 Very good! (1,005 reviews)

Hotels in Raccoon Key with star rating

Explore a world of travel with Expedia

Key West Vacation Rentals

Book Hotels in Raccoon Key on Expedia.com

Find hotels in Raccoon Key, FL from CA $190

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Raccoon Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Raccoon Key hotels

1. Capmar House by Brightwild Huge Home Pool

2. Brand New Catchlight House With Private Pool

3. Suncoast House by Brightwild Pool Boat Dock

4. Seagate House by Brightwild Waterfront w Dock

5. Mastway House by Brightwild Pool Dock

6. Spindrift House by Brightwild Huge Pool Dock

7. Evershore House Pool Parking Dock

8. Waterlane House by Brightwild Pool Boat Dock

9. Aquaria House by Brightwild Pool Boat Dock

10. Mirador House by Brightwild Pool Dock

11. Springtide House by Brightwild Waterfront Pool

12. Palmgale House in Key West

13. New Windrose House by Brightwild Pool

14. New Crestwood House by Brightwild Huge Pool

15. Ebberly House by Brightwild Amazing Pool

16. New Altair House by Brightwild Pool Pets

17. Waterfront Luxury Home - Tidelands House

18. Brand New Build Larkshine House - Pool

19. Floralee House in Key West

20. New Waterfront Home - Dreamside House

Where to stay in Raccoon Key

Old Town Key West

Stock Island

Downtown Key West

Key West Historic District

New Town

Top Raccoon Key Hotel Reviews

Beachside Resort & Residences

DoubleTree Resort by Hilton Grand Key - Key West

Ibis Bay Beach Resort

Winslow's Bungalows - Key West Historic Inns

The Perry Hotel & Marina Key West

Margaritaville Beach House Key West

Pier House Resort & Spa

Southernmost Beach Resort and Guesthouses

Southwinds Motel

More cheap stays in Raccoon Key

Alexander Palms Court

Ibis Bay Beach Resort

Tranquility Guest House

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Hotels in Raccoon Key with star rating

Explore a world of travel with Expedia

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