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Our top choices for Raccoon Key hotels

A white two-story house with a balcony and a swimming pool.
A residential building with a covered porch, surrounded by lush greenery and a well-maintained lawn.
A balcony with a view of a swimming pool, palm trees, and a fenced yard.
A spacious kitchen with wooden cabinets, a large island, and modern appliances.

1. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
Raccoon Key
France
Karen
CA $1,082
CA $2,227 total
includes taxes & fees
Sep 7 - Sep 8
Capmar House by Brightwild Huge Home 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 spacious kitchen with white cabinets, a central island, and a dining area with chairs.
A spacious kitchen with a dining area, large windows, and a view of the outdoors.
A spacious living room with a large TV, comfortable seating, a ceiling fan, and a balcony with a view.

2. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
Raccoon Key
CA $1,017
CA $2,155 total
includes taxes & fees
Sep 17 - Sep 18
Evershore House Pool Parking Dock
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 kitchen with a central island, stainless steel appliances, and pendant lighting.
A spacious kitchen with a large island, grey cabinets, and pendant lighting.

3. Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
Raccoon Key
CA $952
CA $2,081 total
includes taxes & fees
Sep 8 - Sep 9
Seagate House by Brightwild Waterfront w Dock
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 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.

4. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
Raccoon Key
CA $1,071
CA $2,215 total
includes taxes & fees
Sep 17 - Sep 18
Spindrift House by Brightwild Huge Pool Dock
A living room with two sofas, a coffee table, and a view of the outdoors.
A two-story house with a swimming pool, white railings, and a covered patio area.
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 front porch, a double door, and a number '8' on the door.

5. Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
Raccoon Key
CA $1,082
CA $2,227 total
includes taxes & fees
Sep 7 - Sep 8
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 spacious living area with a dining table and chairs, a kitchen with white cabinets, and a large window overlooking a scenic view.
A spacious living room with a large TV, blue sofas, and a wooden coffee table.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

6. Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
Raccoon Key
CA $1,082
CA $2,475 total
includes taxes & fees
Sep 7 - Sep 8
Suncoast House by Brightwild Pool Boat Dock
A two-story house with a pool, surrounded by palm trees and a clear sky.
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.
A two-story house with a front porch, a driveway, and palm trees.

7. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
Raccoon Key
CA $1,082
CA $2,475 total
includes taxes & fees
Sep 7 - Sep 8
Mirador House by Brightwild Pool Dock
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 outdoor pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and palm trees.
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.

8. Ebberly House by Brightwild Amazing Pool

Ebberly House by Brightwild Amazing Pool
Raccoon Key
CA $1,371
CA $2,920 total
includes taxes & fees
Sep 7 - Sep 8
Ebberly House by Brightwild Amazing Pool
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.

9. Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock
Raccoon Key
CA $1,071
CA $2,215 total
includes taxes & fees
Sep 22 - Sep 23
Mastway House by Brightwild 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.
A covered outdoor area with a pool, white furniture, and a view of a lake.
A two-story house with a swimming pool, outdoor seating, and a covered patio.

10. Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
Raccoon Key
CA $1,082
CA $2,227 total
includes taxes & fees
Sep 14 - Sep 15
Springtide House by Brightwild Waterfront Pool
A poolside area with lounge chairs, a wooden table, and palm trees.
A large, modern resort with multiple buildings, a central pool, and a marina.
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.

11. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
Raccoon Key
CA $2,165
CA $3,905 total
includes taxes & fees
Sep 9 - Sep 10
The Fairhaven House at Solaire Lunara Bay
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.

12. Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
Raccoon Key
CA $1,284
CA $2,822 total
includes taxes & fees
Sep 7 - Sep 8
Brand New Catchlight House With Private Pool
A modern kitchen with a central island, wooden cabinets, a built-in oven, and a large window providing natural light.
A modern kitchen with a central island, bar stools, pendant lights, and a built-in TV.
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.

13. Brand New The Greenmoor House With Pool

Brand New The Greenmoor House With Pool
Raccoon Key
CA $1,714
CA $3,397 total
includes taxes & fees
Sep 7 - Sep 8
Brand New The Greenmoor House With Pool
A white two-story house with a central archway and a paved driveway.
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.
A hotel room with a large bed, a ceiling fan, a window with curtains, a bedside table with a lamp, and a patterned wall.

14. Palmgale House in Key West

Palmgale House in Key West
Raccoon Key
CA $1,371
CA $2,920 total
includes taxes & fees
Sep 7 - Sep 8
Palmgale House in Key West
A spacious kitchen with a large island, white cabinetry, and pendant lighting.
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.
A spacious living room with a large flat-screen TV, comfortable seating, a coffee table, and a sliding glass door leading to an outdoor patio.

15. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
Raccoon Key
CA $1,071
CA $2,215 total
includes taxes & fees
Sep 17 - Sep 18
Aquaria House by Brightwild Pool Boat Dock
A modern kitchen with white cabinetry, a marble countertop, and a central island with bar stools.
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.
A spacious kitchen with a large island, wooden flooring, and pendant lighting.

16. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
Raccoon Key
CA $1,284
CA $2,822 total
includes taxes & fees
Sep 7 - Sep 8
New Altair House by Brightwild Pool Pets
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.

17. New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
Raccoon Key
CA $1,905
CA $3,613 total
includes taxes & fees
Sep 23 - Sep 24
New Waterfront Home - Dreamside House
A spacious kitchen with a marble island, pendant lighting, and a dining area with chairs and a table.
A modern kitchen with white cabinetry, a large island, pendant lighting, and a view of greenery outside.
A two-story house with a pool, outdoor seating, and a covered patio.
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.

18. New Crestwood House by Brightwild Huge Pool

New Crestwood House by Brightwild Huge Pool
Raccoon Key
CA $1,284
CA $2,822 total
includes taxes & fees
Sep 27 - Sep 28
New Crestwood House by Brightwild Huge Pool
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.
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.

19. Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool
Raccoon Key
CA $2,057
CA $3,691 total
includes taxes & fees
Sep 8 - Sep 9
Brand New Build Larkshine House - Pool
A spacious kitchen with a large island, pendant lighting, and a dining area with a table and chairs.
A modern kitchen with white cabinetry, a central island, and pendant lighting.
A modern kitchen with a central island, bar stools, pendant lights, and a dining area with a sofa and chairs.
A two-story house with a swimming pool, outdoor seating, and a barbecue area.

20. New Windrose House by Brightwild Pool

New Windrose House by Brightwild Pool
Raccoon Key
CA $1,284
CA $2,822 total
includes taxes & fees
Sep 7 - Sep 8
New Windrose House by Brightwild Pool
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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 white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.
A large red brick building with arched windows and a prominent entrance.
A beach with people sunbathing, palm trees, and a multi-story building in the background.
A lighthouse with a white exterior and a black top, surrounded by lush green trees.
A street lined with colorful historic buildings, a clear blue sky, and a motorcyclist riding down the road.

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.
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.
A two-story house with green shutters and a wooden balcony.
A red brick building with arched windows and a tall chimney.
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
A cozy library with wooden furniture, bookshelves, and a deer head on the wall.
A red brick building with arched windows and a signboard.

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.
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.

Top Raccoon Key Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Great hotel and staff. Everything was excellent no complaints"
Steven 2-night trip
Posted 2 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Clean, bright well kept rooms. The property was well maintained. Wonderful stay !"
Ada I Quinones 1-night trip
Posted 2 hours ago
Hampton Inn Key West FL
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"This place is a quaint and comfortable gem in Key West. The pool area and amenities are fantastic! The staff is friendly and helpful. The place is very clean. The beds and pillows are comfortable. The food from the truck is very good. Breakfast is good. The location is great as its close enough to get to Duval street and the dock with a short car ride, but away enough that you can get some peace and quiet from the chaos. We have nothing to complain about. It cane highly recommended to us and we will now also highly recommend it to others. This will be our choice for Key West next time we stay there."
Daniel 2-night trip
Posted 4 hours ago
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Saw good reviews of hotel but needed to stay there myself. I must say I was pleasantly surprised. Please note the hotel is about a minute from the entrance into Key West which is OK for us. The lobby from the moment you enter has an amazing smell due to a scent they put out. We loved it. The lobby is gorgeous, staff very friendly at the front desk. The outside with pool, cabana and other things to do like a swing, cornhole etc. also looked nice. We did not use it but others that did looked happy. They do play music and you can purchase food for extra cost. There is a Starbucks located on the first floor which we used once. I thought the hotel rooms were accessed from the inside but it’s the outside which normally I don’t like but truthfully it was not bad. We stayed upper floor 2 rooms down from elevator. Since it has been hot in Florida the elevator can get a bit hot just FYI. Room was small but comfy and quite cute I have to say. The sliding door to bathroom is unique and loved the oval mirror. No closet door, its open but within the bathroom. Bed soft and shower very nice. Be aware the place is remodeled but they did a very nice job. They also have like 3 buildings but I am glad we stayed at the main building where the lobby is at. Parking on side or back, we preferred the back as hotel is accesible. Our trip was short but enough and would definitely consider staying there again. Price was reasonable. Can say we are very happy with the stay and staff."
Victof 2-night trip
Posted 7 hours ago
Blue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Continental breakfast. The free busing that was available 2 years ago has stopped. So now you're either paying an Uber or riding the bus. That was a lot of money every trip we went out. The nice thing was having the pool. We definitely will not be staying there again."
Tracy 5-night trip
Posted 8 hours ago
Ibis Bay Beach Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Other then the ceiling fan and ceiling fan light coming on and off ( all night long)because next rooms remote worked ours to, huge pain in the rear , it was a good hotel great location for bar crawling"
Kenneth 2-night trip
Posted 10 hours ago
Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Nice property management. Several pools."
Judith 1-night trip
Posted 16 hours ago
Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"We expected the rooms to be nicer more modern but they were clean!"
Paula 4-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great place , beach , pool are the best"
Patrick Sean 4-night trip
Posted 2 days ago
Pier House Resort & Spa

More cheap stays in Raccoon Key

Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
CA $175
CA $197 total
Sep 7 - Sep 8
includes taxes & fees
Alexander Palms Court
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
CA $140
CA $202 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very good! (2,373 reviews)
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
CA $192
CA $216 total
Sep 20 - Sep 21
includes taxes & fees
9/10 Wonderful! (1,488 reviews)
Hampton Inn Key West FL
Tranquility Guest House

Tranquility Guest House

302 Angela st Key West FL
CA $87
CA $221 total
Sep 9 - Sep 10
includes taxes & fees
8.6/10 Excellent! (26 reviews)
Tranquility Guest House
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
CA $159
CA $226 total
Sep 17 - Sep 18
includes taxes & fees
8.6/10 Excellent! (1,377 reviews)
Southwinds Motel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL
CA $175
CA $267 total
Sep 11 - Sep 12
includes taxes & fees
Pegasus International Hotel

Hotels in Raccoon Key with star rating

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