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Oct 21 - Oct 22
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Our top choices for Raccoon Key hotels

A spacious living area with a large sofa, a coffee table, and a view of a balcony with a railing.
A two-story house with a swimming pool, a covered patio, and a staircase leading to the upper floor.
A staircase with white railings and beige steps leading to a landing.
A spacious living room with a dark blue sofa, a coffee table, and a staircase leading to the upper floor.

1. Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock
Raccoon Key
CA $1,080
CA $2,190 total
includes taxes & fees
Nov 1 - Nov 2
Mastway House by Brightwild Pool Dock
A white two-story house with a balcony and a swimming pool.
A spacious kitchen with wooden cabinets, a large island, and modern appliances.
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.

2. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
Raccoon Key
France
Karen
CA $1,080
CA $2,190 total
includes taxes & fees
Oct 29 - Oct 30
Capmar House by Brightwild Huge Home Pool
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.
A modern house with a swimming pool, lounge chairs, and a covered patio area.

3. Palmgale House in Key West

Palmgale House in Key West
Raccoon Key
CA $1,445
CA $2,959 total
includes taxes & fees
Oct 25 - Oct 26
Palmgale House in Key West
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 two-story house with a swimming pool, outdoor seating, and a well-maintained garden.
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.

4. Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
Raccoon Key
CA $1,408
CA $2,913 total
includes taxes & fees
Oct 28 - Oct 29
Brand New Catchlight House With Private Pool
A spacious foyer with a wooden staircase, a console table with decorative items, and a view of the outdoors through a glass door.
A modern kitchen with white cabinetry, a central island with bar stools, stainless steel appliances, and a view to the outside.
A spacious kitchen with a dining area, large windows, and a view of the outdoors.
A spacious kitchen with white cabinets, a central island, and a dining area with chairs.

5. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
Raccoon Key
CA $1,080
CA $2,190 total
includes taxes & fees
Oct 29 - Oct 30
Evershore House Pool Parking Dock
A two-story house with a pool, surrounded by palm trees and a clear sky.
A covered outdoor area with a pool, white furniture, and ceiling fans.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.
A modern living room with a sofa, coffee table, and a rug. There is a kitchen area with a bar and seating.

6. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
Raccoon Key
CA $1,080
CA $2,429 total
includes taxes & fees
Oct 29 - Oct 30
Mirador House by Brightwild Pool Dock
A modern kitchen with a central island, bar stools, a large TV, and a built-in oven.
A spacious living area with a large dining table, white sofas, and a TV mounted on the wall.
A spacious dining area with a long wooden table, six chairs, and pendant lights.
A two-story white house with a swimming pool, outdoor seating area, and a well-maintained lawn.

7. Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool
Raccoon Key
CA $1,801
CA $3,356 total
includes taxes & fees
Oct 29 - Oct 30
Brand New Build Larkshine House - Pool
A two-story house with a swimming pool, surrounded by greenery and palm trees.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.
A two-story house with a covered porch, a front lawn, and palm trees.
A spacious kitchen with a large island, grey cabinets, and pendant lighting.

8. Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
Raccoon Key
CA $1,080
CA $2,190 total
includes taxes & fees
Oct 22 - Oct 23
Seagate House by Brightwild Waterfront w Dock
A modern kitchen with white cabinetry, a marble countertop, and a central island with bar stools.
Room
A two-story white building with a swimming pool, outdoor seating, and a staircase leading to the upper floor.
A modern kitchen with white cabinets, a wooden countertop, and a hanging pendant light.

9. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
Raccoon Key
CA $1,441
CA $2,950 total
includes taxes & fees
Oct 29 - Oct 30
New Altair House by Brightwild Pool Pets
A poolside area with lounge chairs and umbrellas, a pool, and a view of the ocean.
A multi-story white building with balconies, a swimming pool, and outdoor seating.
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.

10. New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
Raccoon Key
CA $1,801
CA $3,444 total
includes taxes & fees
Oct 25 - Oct 26
New Waterfront Home - Dreamside House
A spacious kitchen with a marble island, pendant lighting, and a dining area with chairs and a table.
A two-story house with a pool, surrounded by a well-maintained lawn and palm trees.
A two-story house with a pool, outdoor seating, and a covered patio.
A modern kitchen with white cabinetry, a large island, pendant lighting, and a view of greenery outside.

11. New Crestwood House by Brightwild Huge Pool

New Crestwood House by Brightwild Huge Pool
Raccoon Key
CA $1,441
CA $2,950 total
includes taxes & fees
Oct 25 - Oct 26
New Crestwood House by Brightwild Huge Pool
A modern house with a swimming pool, outdoor seating, and palm trees.
A spacious living area with a light blue sofa, a round coffee table, and a dining area with wooden chairs and a table.
A covered outdoor seating area with white chairs and a ceiling fan, overlooking a swimming pool and a well-maintained lawn.
A modern kitchen with a central island, bar stools, pendant lights, and a staircase leading to another room.

12. Floralee House in Key West

Floralee House in Key West
Raccoon Key
CA $1,441
CA $2,950 total
includes taxes & fees
Oct 29 - Oct 30
Floralee House in Key West
A living room with two sofas, a coffee table, and a view of the outdoors.
A person performing a yoga pose on a mat in a room with a wooden floor and a mirror on the wall.
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.

13. Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
Raccoon Key
CA $1,080
CA $2,190 total
includes taxes & fees
Oct 22 - Oct 23
Waterlane House by Brightwild Pool Boat Dock
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 room with a large TV, blue sofas, and a wooden coffee table.

14. Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
Raccoon Key
CA $1,080
CA $2,429 total
includes taxes & fees
Oct 22 - Oct 23
Suncoast House by Brightwild Pool Boat Dock
A spacious kitchen with a large island, white cabinetry, and pendant lighting.
A pool area with a covered deck, palm trees, and a house with a balcony.
A modern kitchen with white cabinets, a central island, and pendant lighting.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.

15. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
Raccoon Key
CA $1,080
CA $2,190 total
includes taxes & fees
Nov 4 - Nov 5
Aquaria House by Brightwild Pool Boat Dock
A poolside area with lounge chairs, a wooden table, and palm trees.
A patio with white wicker furniture, palm trees, and a view of a lake.
A spacious room with a long wooden table, comfortable seating, a large window with a view of greenery, and a modern light fixture.
A large, modern resort with multiple buildings, a central pool, and a marina.

16. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
Raccoon Key
CA $1,801
CA $3,444 total
includes taxes & fees
Nov 2 - Nov 3
The Fairhaven House at Solaire Lunara Bay
A modern kitchen with a central island, wooden cabinets, a built-in oven, and a large window providing natural light.
A large white house with a swimming pool, outdoor seating, and a covered patio area.
A modern living room with a green sofa, two round white coffee tables, and a dining area with a table and chairs.
A large white house with a pool, outdoor seating area, and a hammock.

17. Brand New The Greenmoor House With Pool

Brand New The Greenmoor House With Pool
Raccoon Key
CA $1,801
CA $3,444 total
includes taxes & fees
Oct 26 - Oct 27
Brand New The Greenmoor House With Pool
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, outdoor seating, and a fenced yard.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with chairs.
A spacious interior with a wooden staircase, a modern light fixture, and a view of the outdoors.

18. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
Raccoon Key
CA $1,080
CA $2,190 total
includes taxes & fees
Nov 2 - Nov 3
Spindrift House by Brightwild Huge Pool Dock
A spacious kitchen with modern appliances, a dining area with a wooden table and chairs, and a view of a lake through large windows.
Room
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.

19. Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
Raccoon Key
CA $1,080
CA $2,190 total
includes taxes & fees
Oct 22 - Oct 23
Springtide House by Brightwild Waterfront Pool
A modern kitchen with a large island, bar stools, and pendant lighting.
A spacious living area with a large dining table, comfortable seating, a wicker chandelier, and a view of palm trees through large windows.
A modern kitchen with white cabinetry, a central island, and a dining area with a long table and chairs.
A modern kitchen with a central island, pendant lighting, and a view of the outdoors.

20. The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
Raccoon Key
CA $2,162
CA $3,850 total
includes taxes & fees
Oct 29 - Oct 30
The Joyrise House at Solaire Lunara Bay
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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
Learn more about Raccoon Key
A large red brick building with arched windows and a prominent entrance.
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.
A white lighthouse, a white building with green shutters, and a white picket fence.
A white lighthouse with a black top, surrounded by lush green trees and a white picket fence.

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

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.
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.
Photo by Ronaldo Esteves

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.
A white lighthouse surrounded by lush greenery and a white picket fence.
A large red brick building with arched windows and a prominent entrance.
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.

Top Raccoon Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Close to everything!!"
David S 5-night trip
Posted 11 hours ago
Pier House Resort & Spa
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"IMPROVE THE LOBBY. TOO MANY HALLOWEEN DECORATIONS."
Sandra A 4-night trip
Posted 19 hours ago
Havana Cabana at Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"We had no issues. Room clean, restaurant good!"
Michael 4-night trip
Posted 21 hours ago
Opal Key Resort & Marina, Key West
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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

10/10 Excellent
"Wonderful hotel"
Jacob 1-night trip
Posted 21 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Pros: great location, nice pool area, clean room, price good for the area, friendly staff. Cons: ice machine near our room broken, one of the elevators was out of order, bed uncomfortably firm, despite the website saying they had dinner inside the only food choices were from the poolside bar. Still waiting on the itemized bill, believe we were overcharged on “extras”."
Lisa 2-night trip
Posted 2 days ago
Hilton Garden Inn Key West / The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Limpio .buena atención. Transporte rápido para el centro y playa parqueo incluido para muchos carros"
rene 2-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"This is a great place just minutes away from Key West proper. The rooms are nice (at least, ours was), the staff was very pleasant and helpful, and the property is well-maintained. Parking is in a gravel lot adjacent to the buildings and very close to the lobby, elevators, and restaurants. We did not use any of their resort amenities, so I will not opine on their quality. I will note that you need to add the daily resort fee to your room charge and tax to estimate the daily rate for staying there."
Eliot 2-night trip
Posted 5 days ago
The Perry Hotel & Marina Key West

More cheap stays in Raccoon Key

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
CA $182
CA $250 total
Oct 25 - Oct 26
includes taxes & fees
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
CA $238
CA $267 total
Oct 25 - Oct 26
includes taxes & fees
9/10 Wonderful! (1,557 reviews)
Hampton Inn Key West FL
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
CA $195
CA $267 total
Oct 26 - Oct 27
includes taxes & fees
8.6/10 Excellent! (1,388 reviews)
Southwinds Motel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL
CA $234
CA $335 total
Oct 26 - Oct 27
includes taxes & fees
Pegasus International Hotel
Tranquility Guest House

Tranquility Guest House

302 Angela st Key West FL
CA $209
CA $360 total
Oct 27 - Oct 28
includes taxes & fees
9/10 Wonderful! (37 reviews)
Tranquility Guest House
Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
CA $454
CA $511 total
Oct 25 - Oct 26
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Alexander Palms Court

Hotels in Raccoon Key with star rating

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