Key Haven Holiday Rentals, Key West: Private House Rentals

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Our top choices for Key Haven hotels

A poolside area with lounge chairs, a wooden table, and palm trees.

A modern living room with a sectional sofa, a coffee table, and a view of the outdoor patio area.

A large, modern resort with multiple buildings, a central pool, and a marina.

A spacious room with a long wooden table, comfortable seating, a large window with a view of greenery, and a modern light fixture.

1. The Fairhaven House at Solaire Lunara Bay

Raccoon Key

฿43,000

฿82,210 total

includes taxes & fees

18 Oct - 19 Oct

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 a central island, pendant lighting, and a view of the outdoors.

A modern kitchen with white cabinetry, a central island, and a dining area with a long table and chairs.

2. The Joyrise House at Solaire Lunara Bay

Raccoon Key

฿51,607

฿91,893 total

includes taxes & fees

15 Oct - 16 Oct

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

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

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.

3. Floralee House in Key West

Raccoon Key

฿34,393

฿70,412 total

includes taxes & fees

15 Oct - 16 Oct

A modern kitchen with a central island, pendant lighting, and large windows offering a view of the outdoors.

A modern living room with a sectional sofa, a dining area with a large table, and a TV mounted on the wall.

A boat with people jumping into the water.

A modern bedroom with a large bed, bedside tables, a ceiling fan, and a view of a lake.

4. Parking Pool Dock - Shellstone House

Raccoon Key

฿43,000

฿82,210 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a large island, bar stools, and a view of the outdoors.

A modern living room with a large dining table, sofas, and a view of a body of water through large windows.

A modern bedroom with a large bed, a desk, a ceiling fan, and a window with curtains.

A modern hotel bedroom with a large bed, two bedside tables, a ceiling fan, and a view of the water.

5. New Waterfront Home - Sunray House

Raccoon Key

฿43,000

฿82,210 total

includes taxes & fees

18 Oct - 19 Oct

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

6. Brand New Catchlight House With Private Pool

Raccoon Key

฿35,174

฿71,292 total

includes taxes & fees

15 Oct - 16 Oct

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

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

A modern living room with a white coffee table, a TV on the wall, and a dining area with wooden chairs and a black table.

A modern multi-story residential building with a patio area featuring outdoor furniture and a fire pit.

7. Waterfront Luxury Home - Tidelands House

Raccoon Key

฿43,000

฿82,210 total

includes taxes & fees

18 Oct - 19 Oct

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 kitchen with a central island, bar stools, pendant lights, and a built-in TV.

A large white house with a pool, outdoor seating area, and a hammock.

8. Brand New The Greenmoor House With Pool

Raccoon Key

฿43,000

฿82,210 total

includes taxes & fees

18 Oct - 19 Oct

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

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

9. Mirador House by Brightwild Pool Dock

Raccoon Key

฿25,786

฿57,980 total

includes taxes & fees

15 Oct - 16 Oct

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 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.

10. Capmar House by Brightwild Huge Home Pool

Raccoon Key

Karen

฿25,786

฿52,271 total

includes taxes & fees

15 Oct - 16 Oct

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

A modern house with a swimming pool, lounge chairs, and a covered patio area.

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

11. Palmgale House in Key West

Raccoon Key

฿34,393

฿70,412 total

includes taxes & fees

26 Oct - 27 Oct

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 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.

12. New Crestwood House by Brightwild Huge Pool

Raccoon Key

฿34,393

฿70,412 total

includes taxes & fees

19 Oct - 20 Oct

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 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.

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.

13. Springtide House by Brightwild Waterfront Pool

Raccoon Key

฿25,786

฿52,271 total

includes taxes & fees

19 Oct - 20 Oct

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 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.

14. Waterlane House by Brightwild Pool Boat Dock

Raccoon Key

฿25,786

฿52,271 total

includes taxes & fees

18 Oct - 19 Oct

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 multi-story white building with balconies, a swimming pool, and outdoor seating.

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

15. New Waterfront Home - Dreamside House

Raccoon Key

฿43,000

฿82,210 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A modern kitchen with a central island, bar stools, pendant lights, and a view of the outdoors.

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

16. New Windrose House by Brightwild Pool

Raccoon Key

฿34,393

฿70,412 total

includes taxes & fees

18 Oct - 19 Oct

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

A modern outdoor pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and palm trees.

17. Ebberly House by Brightwild Amazing Pool

Raccoon Key

฿34,393

฿70,412 total

includes taxes & fees

15 Oct - 16 Oct

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.

18. Suncoast House by Brightwild Pool Boat Dock

Raccoon Key

฿25,786

฿57,980 total

includes taxes & fees

19 Oct - 20 Oct

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 modern kitchen with white cabinetry, a central island with bar stools, stainless steel appliances, and a view to the outside.

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

19. Evershore House Pool Parking Dock

Raccoon Key

฿25,786

฿52,271 total

includes taxes & fees

18 Oct - 19 Oct

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 spacious living room with a large flat-screen TV, comfortable seating, a coffee table, and a sliding glass door leading to an outdoor patio.

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

20. Aquaria House by Brightwild Pool Boat Dock

Raccoon Key

฿25,786

฿52,271 total

includes taxes & fees

25 Oct - 26 Oct

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Top Key Haven Hotel Reviews

Opal Key Resort & Marina, Key West

8/10 Good

"Waterfront Parking cost"

Blue Flamingo Resort Key West

10/10 Excellent

"This hotel campus was perfect for our stay. There are 2 pools and lots of activities for the kiddos. Definitely family friendly which can be tricky in the keys. Free shuttle got us to and from Duval street. Wpuld stay there again."

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Samantha and Sharon were extremely helpful and made this day memorable. Thank you."

The Southernmost Inn - Adults Only

10/10 Excellent

"great location just off upper Duval Street."

Havana Cabana at Key West

10/10 Excellent

"It was so clean, had everything we needed and was close to everything. Highly recommend!"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Great location. Friendly staff"

Pier House Resort & Spa

10/10 Excellent

"We have stayed at the Pier House in the past and enjoyed it. Over the years, we have tried other Vrbo’s and Hotels, but for us the Pier House is our favorite. The location, people and amenities make it the winner for us! You can’t be anymore centrally located than #1 Duval St."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"The beach was not swimma"

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Beautiful resort. Very good restaurant on site. Shuttle bus to and from Old Town Key West every hour. The staff was exceptional. Highly recommend this resort."

More cheap stays in Key Haven

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

฿3,746

฿5,297 total

15 Oct - 16 Oct

includes taxes & fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

฿5,673

฿6,382 total

25 Oct - 26 Oct

includes taxes & fees

Southwinds Motel

1321 Simonton Street Key West FL

฿4,666

฿6,382 total

15 Oct - 16 Oct

includes taxes & fees

8.6/10 Excellent! (1,388 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

฿4,822

฿7,124 total

15 Oct - 16 Oct

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Tranquility Guest House

302 Angela st Key West FL

฿4,676

฿8,244 total

15 Oct - 16 Oct

includes taxes & fees

9/10 Wonderful! (35 reviews)

Alexander Palms Court

715 South St Key West FL

฿7,553

฿8,497 total

18 Oct - 19 Oct

includes taxes & fees

Explore a world of travel with Expedia

More ways to book

Book Hotels in Key Haven on Expedia.com

Find hotels in Key Haven, FL from ฿5,297

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Key Haven

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Key Haven hotels

1. The Fairhaven House at Solaire Lunara Bay

2. The Joyrise House at Solaire Lunara Bay

3. Floralee House in Key West

4. Parking Pool Dock - Shellstone House

5. New Waterfront Home - Sunray House

6. Brand New Catchlight House With Private Pool

7. Waterfront Luxury Home - Tidelands House

8. Brand New The Greenmoor House With Pool

9. Mirador House by Brightwild Pool Dock

10. Capmar House by Brightwild Huge Home Pool

11. Palmgale House in Key West

12. New Crestwood House by Brightwild Huge Pool

13. Springtide House by Brightwild Waterfront Pool

14. Waterlane House by Brightwild Pool Boat Dock

15. New Waterfront Home - Dreamside House

16. New Windrose House by Brightwild Pool

17. Ebberly House by Brightwild Amazing Pool

18. Suncoast House by Brightwild Pool Boat Dock

19. Evershore House Pool Parking Dock

20. Aquaria House by Brightwild Pool Boat Dock

Top Key Haven Hotel Reviews

Opal Key Resort & Marina, Key West

Blue Flamingo Resort Key West

Hilton Garden Inn Key West / The Keys Collection

The Southernmost Inn - Adults Only

Havana Cabana at Key West

Southernmost Beach Resort and Guesthouses

Pier House Resort & Spa

Casa Marina Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

More cheap stays in Key Haven

Ibis Bay Beach Resort

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Tranquility Guest House

Alexander Palms Court

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