Key Haven Holiday Rentals, Key West: Private House Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Key Haven

Pet friendly

Apartment

Apart hotel

Pool

Condo

Spa

Hot tub

Family friendly

Resort

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Key Haven hotels

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 balcony with a view of a swimming pool, palm trees, and a fenced yard.

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

1. Capmar House by Brightwild Huge Home Pool

Raccoon Key

Karen

Rp13.995.547

Rp28.816.418 total

includes taxes & fees

4 Oct - 5 Oct

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

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

2. Floralee House in Key West

Raccoon Key

Rp18.667.132

Rp38.825.198 total

includes taxes & fees

5 Oct - 6 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 outdoor pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and palm trees.

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.

3. Ebberly House by Brightwild Amazing Pool

Raccoon Key

Rp18.667.132

Rp38.825.198 total

includes taxes & fees

28 Sept - 29 Sept

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

A modern hotel room with a large bed, a seating area, a desk, and a view of the water.

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

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

4. Waterfront Luxury Home - Tidelands House

Raccoon Key

Rp23.338.852

Rp45.269.195 total

includes taxes & fees

29 Sept - 30 Sept

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 view of the outdoors.

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

5. New Windrose House by Brightwild Pool

Raccoon Key

Rp18.667.132

Rp38.825.198 total

includes taxes & fees

28 Sept - 29 Sept

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

6. Palmgale House in Key West

Raccoon Key

Rp18.667.132

Rp38.825.198 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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.

7. Seagate House by Brightwild Waterfront w Dock

Raccoon Key

Rp13.995.547

Rp28.816.418 total

includes taxes & fees

28 Sept - 29 Sept

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

Rp23.338.852

Rp45.269.195 total

includes taxes & fees

28 Sept - 29 Sept

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

A modern bathroom with a large mirror, two sinks, a toilet, and a glass-enclosed shower.

9. Parking Pool Dock - Shellstone House

Raccoon Key

Rp23.338.852

Rp45.269.195 total

includes taxes & fees

4 Oct - 5 Oct

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

10. New Altair House by Brightwild Pool Pets

Raccoon Key

Rp18.667.132

Rp38.825.198 total

includes taxes & fees

28 Sept - 29 Sept

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.

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

Rp13.995.547

Rp28.816.418 total

includes taxes & fees

28 Sept - 29 Sept

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

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

12. Brand New Build Larkshine House - Pool

Raccoon Key

Rp23.338.852

Rp44.080.883 total

includes taxes & fees

1 Oct - 2 Oct

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

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.

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

13. The Fairhaven House at Solaire Lunara Bay

Raccoon Key

Rp23.338.852

Rp45.269.195 total

includes taxes & fees

30 Sept - 1 Oct

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

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

14. Brand New Catchlight House With Private Pool

Raccoon Key

Rp18.667.132

Rp38.825.198 total

includes taxes & fees

29 Sept - 30 Sept

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 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.

15. Suncoast House by Brightwild Pool Boat Dock

Raccoon Key

Rp13.995.547

Rp32.024.860 total

includes taxes & fees

29 Sept - 30 Sept

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

A two-story house with a swimming pool, outdoor seating, and a fenced yard.

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

16. Spindrift House by Brightwild Huge Pool Dock

Raccoon Key

Rp13.995.547

Rp28.816.418 total

includes taxes & fees

28 Sept - 29 Sept

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

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

A two-story building with a symmetrical facade, a central entrance, and a car parked in front.

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

17. New Waterfront Home - Sunray House

Raccoon Key

Rp23.338.852

Rp45.269.195 total

includes taxes & fees

1 Oct - 2 Oct

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 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.

18. Waterlane House by Brightwild Pool Boat Dock

Raccoon Key

Rp13.995.547

Rp28.816.418 total

includes taxes & fees

28 Sept - 29 Sept

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 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.

19. Aquaria House by Brightwild Pool Boat Dock

Raccoon Key

Rp13.995.547

Rp28.816.418 total

includes taxes & fees

28 Sept - 29 Sept

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 large, multi-story white house with a swimming pool, surrounded by lush greenery and palm trees.

20. The Joyrise House at Solaire Lunara Bay

Raccoon Key

Rp28.010.572

Rp50.524.880 total

includes taxes & fees

30 Sept - 1 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Key Haven Hotel Reviews

Southernmost Beach Resort and Guesthouses

8/10 Good

"Nice place, but over priced"

Parrot Key Hotel & Villas

8/10 Good

"The rooms were very nice. The beach was better if you upgraded your room. Unfortunately they were doing renovations on the restaurant and bar that we didn’t know about. However, they provided a bar cart so they still could provide beverages poolside. Overall, I would stay there again!"

Hampton Inn Key West FL

10/10 Excellent

"Everyone a pleasure to talk with ! concierge very helpful in planning with activities/restaurants! we loved having the shuttle!"

Blue Flamingo Resort Key West

10/10 Excellent

"Genial"

La Concha Key West, Autograph Collection

10/10 Excellent

"Great location"

Margaritaville Beach House Key West

10/10 Excellent

"Food and Drinks were excellent. Some things on the property were a bit run down. However, place was clean. Really nice pool and bar facilities. Beautiful beach."

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"Basic and pretty clean, rooms need updating overall. Shuttle is nice"

The Perry Hotel & Marina Key West

10/10 Excellent

"The Perry hotel and marina has excellent views staff comfort and convenience"

Ibis Bay Beach Resort

8/10 Good

"If your looking for an a good resort for a value price this is your place. It is full of character!! The staff is friendly, even let us check in early. Beautiful location on the water with lots of outdoor space, just to lounge around. Loved all the hammocks. Do yourself a favor and pay a little extra for a water view room super cute porch that leads out to a secluded beach with hammocks and loungers."

More cheap stays in Key Haven

Alexander Palms Court

715 South St Key West FL

Rp2.134.933

Rp2.401.866 total

28 Sept - 29 Sept

includes taxes & fees

9.4/10 Exceptional! (1,002 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

Rp1.815.364

Rp2.619.836 total

28 Sept - 29 Sept

includes taxes & fees

8.2/10 Very good! (2,389 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

Rp2.723.046

Rp3.063.426 total

1 Oct - 2 Oct

includes taxes & fees

9/10 Wonderful! (1,528 reviews)

Tranquility Guest House

302 Angela st Key West FL

Rp1.325.753

Rp3.082.601 total

28 Sept - 29 Sept

includes taxes & fees

9/10 Wonderful! (29 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

Rp2.229.948

Rp3.112.917 total

28 Sept - 29 Sept

includes taxes & fees

Pegasus International Hotel

501 Southard Street Key West FL

Rp1.963.064

Rp3.114.786 total

1 Oct - 2 Oct

includes taxes & fees

8.2/10 Very good! (1,007 reviews)

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 Rp2.401.866

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. Capmar House by Brightwild Huge Home Pool

2. Floralee House in Key West

3. Ebberly House by Brightwild Amazing Pool

4. Waterfront Luxury Home - Tidelands House

5. New Windrose House by Brightwild Pool

6. Palmgale House in Key West

7. Seagate House by Brightwild Waterfront w Dock

8. Brand New The Greenmoor House With Pool

9. Parking Pool Dock - Shellstone House

10. New Altair House by Brightwild Pool Pets

11. Springtide House by Brightwild Waterfront Pool

12. Brand New Build Larkshine House - Pool

13. The Fairhaven House at Solaire Lunara Bay

14. Brand New Catchlight House With Private Pool

15. Suncoast House by Brightwild Pool Boat Dock

16. Spindrift House by Brightwild Huge Pool Dock

17. New Waterfront Home - Sunray House

18. Waterlane House by Brightwild Pool Boat Dock

19. Aquaria House by Brightwild Pool Boat Dock

20. The Joyrise House at Solaire Lunara Bay

Top Key Haven Hotel Reviews

Southernmost Beach Resort and Guesthouses

Parrot Key Hotel & Villas

Hampton Inn Key West FL

Blue Flamingo Resort Key West

La Concha Key West, Autograph Collection

Margaritaville Beach House Key West

DoubleTree Resort by Hilton Grand Key - Key West

The Perry Hotel & Marina Key West

Ibis Bay Beach Resort

More cheap stays in Key Haven

Alexander Palms Court

Ibis Bay Beach Resort

Hampton Inn Key West FL

Tranquility Guest House

Southwinds Motel

Pegasus International Hotel

Explore a world of travel with Expedia

Go further with the Expedia app