2 Star Hotels in Key West

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2 Star Hotels in Key West

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

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

A hotel room with a balcony, a bed, a desk, and two chairs.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

1. Hampton Inn Key West FL

Key West

$149

$168 total

includes taxes & fees

Oct 25 - Oct 26

A modern interior with a staircase, a sofa set, a wooden table, and a television.

A pathway flanked by lush green foliage leading to a gated entrance.

A pool area with a clear view of a house in the background, surrounded by palm trees and greenery.

A spacious room with a large bed, a sofa, a chair, a small table, and a television.

2. Simonton Court Historic Inn & Cottages

Key West Historic District

$149

$168 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

A marina with boats docked, a beach resort building, and palm trees.

3. Ibis Bay Beach Resort

Northside Resort

$161

$213 total

includes taxes & fees

Oct 25 - Oct 26

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

A row of blue bicycles parked under a tree, with a white fence and a building in the background.

4. The Grand Guesthouse

Old Town Key West

$174

$221 total

includes taxes & fees

Oct 27 - Oct 28

An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

A motel with a porch, white chairs, and a signboard.

A white decorative sculpture in a garden area with a white fence and a building in the background.

A modern kitchen with a granite countertop, white cabinetry, and a coffee machine.

5. Southwinds Motel

Old Town Key West

$139

$190 total

includes taxes & fees

Oct 26 - Oct 27

A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

A two-story building with a white picket fence, palm trees, and a clear blue sky.

A pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.

A swimming pool with a white picket fence, surrounded by lounge chairs and potted plants.

6. Weatherstation Inn

Old Town Key West

$199

$224 total

includes taxes & fees

Oct 27 - Oct 28

A swimming pool with clear water, surrounded by lush greenery and palm trees.

A room with a bed, a nightstand with a lamp, and a wall with coral patterns.

A covered porch with white columns and wicker furniture.

A bathroom with a shower, sink, and toilet.

7. Tranquility Guest House

Old Town Key West

$121

$225 total

includes taxes & fees

Oct 26 - Oct 27

A balcony with a view of a street, a bench, and a potted plant.

A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.

A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.

A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

8. Pegasus International Hotel

Old Town Key West

$179

$252 total

includes taxes & fees

Oct 25 - Oct 26

A green house with a white porch, a flag, and a sign advertising a property for sale.

A room with a ceiling fan, an air conditioning unit, a window with blinds, a sofa with patterned cushions, a small round table, and a floor lamp.

A bedroom with a large bed, a sofa, a nightstand, and a painting on the wall.

A covered porch with wicker furniture, potted plants, and a view of the house.

9. L'Habitation Guest House - Adults Only

Key West Historic District

$142

$160 total

includes taxes & fees

Oct 27 - Oct 28

A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

A yellow building with a door marked '7'.

A garden with a stone pathway, a wooden fence, and various tropical plants.

A room with a bed, a desk, a chair, a lamp, a painting of a boat on water, and a view of the sea.

10. Alexander Palms Court

Old Town Key West

$225

$253 total

includes taxes & fees

Oct 27 - Oct 28

A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

A spacious living room with a large leather sofa, green armchairs, and a red and white patterned rug. There are framed botanical prints on the wall and a view into the dining area through glass doors.

A bedroom with a bed, nightstands, a ceiling fan, and a door with a window.

A covered outdoor area with wicker furniture, a pool, and surrounding palm trees.

11. Curry House

Old Town Key West

$106

$283 total

includes taxes & fees

Nov 18 - Nov 19

A pool area with a blue table and chairs, surrounded by palm trees and a white building.

A spacious living room with hardwood flooring, a ceiling fan, a fireplace, and a television mounted on the wall.

A covered patio area with a blue ceiling, a wooden fence, and a table with blue chairs.

A bedroom with a large bed, two bedside tables with lamps, a ceiling fan, and a window with blinds.

12. Banana's Foster Guesthouse

Key West Historic District

$141

$322 total

includes taxes & fees

Nov 16 - Nov 17

A two-story Victorian-style house with a prominent tower, a balcony, and a front porch.

A wooden deck with lounge chairs and a small pool, surrounded by lush greenery and a brick building.

A modern living room with teal walls, a marble countertop, and blue upholstered sofas.

A staircase with wooden balusters and a white console table with two lamps and decorative items.

13. Grand Maloney Hotel

Key West Historic District

$209

$406 total

includes taxes & fees

Oct 27 - Oct 28

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

A marina with boats docked, a restaurant with outdoor seating, and a building with a blue roof.

A wooden dock with a table and chairs, a table lamp, and a toaster.

14. Aqua Lodges at Hurricane Hole Marina

Stock Island

$116

$302 total

includes taxes & fees

Oct 26 - Oct 27

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

An outdoor bar area with a large island, bar stools, and a pool.

A lobby with a reception desk, a bar area, and a sign that reads "Tavern Town".

15. Resort View 1BR Suite

Key West

$230

$347 total

includes taxes & fees

Oct 25 - Oct 26

A balcony with two rocking chairs facing a beach with palm trees and a pier.

A pool area with palm trees, lounge chairs, and umbrellas.

A spacious living room with hardwood flooring, a wooden sofa set, a coffee table, and a ceiling fan.

A white building with a porch and a sign that reads "Coconut Beach Resort."

16. Coconut Beach Resort

Old Town Key West

$359

$404 total

includes taxes & fees

Oct 26 - Oct 27

A pool area with lounge chairs and palm trees, overlooking the ocean.

A beach view with palm trees and lounge chairs.

A bedroom with a bed, desk, chair, ceiling fan, and a view of the outdoors through a sliding door.

A beachfront hotel with multiple buildings, palm trees, and a clear view of the ocean.

17. Coconut Beach Resort Timeshare

Old Town Key West

$1,530

$1,721 total

includes taxes & fees

Oct 24 - Oct 25

18. Island View 1BR Residence With Balcony

Key West

$218

$333 total

includes taxes & fees

Oct 25 - Oct 26

A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

A modern kitchen with a central island, bar stools, and a dining area with a lamp.

A swimming pool with a green-roofed building, palm trees, and a clear blue sky.

19. The Grenada Suite Pool View Private Balcony

Key West

$243

$556 total

includes taxes & fees

Oct 27 - Oct 28

A white house with a porch, surrounded by tropical plants and a stone pathway.

A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden countertop. There are three green stools and a white chair.

A compact kitchen with white cabinets, a refrigerator, a microwave, and a dining area with a table and chairs.

A compact living space with a kitchenette, a sofa, a dining area with chairs, and a large window.

20. New The Cottage at James House

Key West Historic District

$287

$449 total

includes taxes & fees

Oct 27 - Oct 28

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Top neighborhoods in Key West

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.

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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

New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.

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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

Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.

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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 colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

A vintage red bus with 'Old Town Trolley Tours' written on it, parked on a paved area with people around.

A large sculpture with text indicating it is the Southernmost Point of the Continental U.S.A. and 90 miles to Cuba.

A colorful marker labeled 'Southernmost Point' in Key West, FL, with a view of the ocean in the background.

Uptown - Upper Duval

Key West's Uptown - Upper Duval neighborhood has a host of places to visit such as Duval Street and Florida Keys Beaches.

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Top landmarks in Key West

Duval Street

9.2/10 (20,928 reviews)

If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at Mallory Dock and We Cycle Key West.

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Mallory Square

9.2/10 (15,939 reviews)

Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?

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Southernmost Point

8.8/10 (17,214 reviews)

If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?

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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)

Whether you want to collect beach glass or watch the sunset, Smathers Beach is a spot you might want to check out, located 1.7 mi (2.8 km) from central Key West. If you want to continue walking by the waves, head to Clarence S. Higgs Memorial Beach Park located nearby.

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Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)

Ernest Hemingway Home and Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Key West Butterfly and Nature Conservatory.

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South Beach

8.4/10 (5,461 reviews)

If being by the water is a major draw, South Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Key West. Catch the sunset by the shore at Simonton Beach, just a short walk away.

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A coastal fortification with a staircase leading to a higher platform, overlooking the sea.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)

Fort Zachary Taylor Historic State Park is 0.6 mi (1 km) from central Key West, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?

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