Family Hotels in Key West

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Family Hotels in Key West

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a balcony, a bed, a desk, and two chairs.
A balcony with wicker furniture and a view of the ocean and palm trees.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Outdoor pool
$139
$156 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Key West FL
A building with a stone facade, palm trees, and a parked car.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
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.

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
  • Outdoor pool
$107
$153 total
includes taxes & fees
Aug 30 - Aug 31
Ibis Bay Beach Resort
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A balcony with wicker furniture, a view of the water, and a railing.
A balcony with wicker furniture, a red chair, and a lamp.
A room with two blue cushioned chairs, a small round table, and a large window with a view of palm trees and the sea.

Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Outdoor pool
$97
$204 total
includes taxes & fees
Aug 30 - Aug 31
Beachside Resort & Residences
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

Eden House

Eden House
Key West Historic District
  • Outdoor pool
$75
$95 total
includes taxes & fees
Sep 27 - Sep 28
Eden House
A swimming pool with a rock waterfall feature, lounge chairs, and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A beach with a palm tree and two chairs.

Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
  • Childcare
  • Cribs/infant beds provided
  • Outdoor pool
$178
$263 total
includes taxes & fees
Sep 13 - Sep 14
Margaritaville Beach House Key West
A detailed mural of a pirate ship on a tiled pathway surrounded by palm trees and benches.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A large swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
  • Outdoor pool
$110
$152 total
includes taxes & fees
Sep 22 - Sep 23
Hilton Garden Inn Key West / The Keys Collection
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A modern office space with a reception desk, computer, and seating area.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Cribs/infant beds provided
  • Outdoor pool
$115
$158 total
includes taxes & fees
Sep 8 - Sep 9
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Two people dining at an outdoor table with a beach view, a food truck in the background, and a wicker chair.
A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Cribs/infant beds provided
  • 2 outdoor pools
  • Arcade/game room
$116
$187 total
includes taxes & fees
Aug 30 - Aug 31
Blue Flamingo Resort Key West
A balcony with two metal chairs and a wicker basket, overlooking a street with a white building with domes and a balcony.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.
A street view with a beach supplies store, palm trees, and bicycles.
A hotel lobby with a bar area, seating, and a fireplace.

Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
  • Outdoor pool
$87
$149 total
includes taxes & fees
Aug 30 - Aug 31
Pegasus International Hotel
A hotel with a swimming pool, balconies, and a view of the sea.
A balcony with a table and chairs, overlooking a turquoise sea with boats and a distant shoreline.
A balcony with a view of the ocean, a table, chairs, and a railing.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
  • Cribs/infant beds provided
  • Outdoor pool
$201
$296 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Centric Key West Resort and Spa
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.
A waterfront property with a white facade, palm trees, and a street view.
A bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.
A garden with a statue of two figures, lush greenery, and a building in the background.

Duval Inn

Duval Inn
Old Town Key West
  • Outdoor pool
$100
$163 total
includes taxes & fees
Aug 30 - Aug 31
Duval Inn
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.
A clear view of turquoise ocean water and a blue sky with clouds.
A poolside area with lounge chairs and a view of boats in the background.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • 6 outdoor pools
$114
$188 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Key West Resort & Marina
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A multi-story hotel with balconies, palm trees, and a pool area.
A balcony with a table and chairs, a lamp, and a view of greenery and buildings.
A modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
  • 2 outdoor pools
$145
$224 total
includes taxes & fees
Sep 21 - Sep 22
The Perry Hotel & Marina Key West
A pool area with lounge chairs and a cabana.
A balcony with a table set for breakfast, overlooking the sea.
A hotel room with a bed, a sofa, a chair, a table, and a view of the ocean through large windows.
A living room with a sofa, chairs, a coffee table, a TV, and a balcony with a view of buildings and palm trees.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
  • Cribs/infant beds provided
  • Outdoor pool
$259
$369 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Key Resort - A Noble House Resort
A pool area with lounge chairs and a bench, surrounded by greenery and a building with a white exterior.
An outdoor patio with tables and chairs, surrounded by trees and a house.
A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.
A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
  • 2 outdoor pools
$103
$161 total
includes taxes & fees
Aug 30 - Aug 31
The Southernmost Inn - Adults Only
A beach with clear turquoise water, snorkelers, and a large building in the background.
A balcony with a sofa, a round table, and a view of the cityscape.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
  • Cribs/infant beds provided
  • Outdoor pool
$189
$246 total
includes taxes & fees
Sep 2 - Sep 3
La Concha Key West, Autograph Collection
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
  • Cribs/infant beds provided
  • Outdoor pool
$184
$275 total
includes taxes & fees
Sep 29 - Sep 30
The Reach Key West, Curio Collection by Hilton
A large, ornate hotel with a pool, palm trees, and a view of the ocean.
A large, two-story house with a prominent tower and a covered porch.
A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.
A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Old Town Key West
  • Outdoor pool
$149
$294 total
includes taxes & fees
Aug 31 - Sep 1
Southernmost House - Adult Exclusive
An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".
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.
A hotel room with two beds, a desk with two stools, a ceiling fan, and a window with blinds.

Southwinds Motel

Southwinds Motel
Old Town Key West
  • Cribs/infant beds provided
  • 2 outdoor pools
$122
$171 total
includes taxes & fees
Sep 7 - Sep 8
Southwinds Motel
A pool area with lounge chairs, a white fence, and tropical plants.
A bedroom with a bed, a ceiling fan, a TV mounted on the wall, and a wooden dresser.
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.
A modern bathroom with a white sink, a shower with a glass door, a round mirror, and a shelf with toiletries.

Wicker Guesthouse

Wicker Guesthouse
Old Town Key West
  • Outdoor pool
  • Arcade/game room
$194
$218 total
includes taxes & fees
Sep 14 - Sep 15
Wicker Guesthouse
See more properties

Discover your perfect family-friendly hotel in Key West

Pool
Breakfast included
Water park
4 stars
Beach

Family-friendly hotels with pools in Key West

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a balcony, a bed, a desk, and two chairs.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
$139
$156 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Key West FL
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A spacious lobby with a marble floor, leather sofas, and large potted plants.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A beach with palm trees, clear blue water, and a pier extending into the sea.

Beachside Resort & Residences

Beachside Resort & Residences
Key West
$97
$204 total
includes taxes & fees
Aug 30 - Aug 31
Beachside Resort & Residences
A balcony with a view of a street, a bench, and a potted plant.
A hotel lobby with a bar area, seating, and a fireplace.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.

Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
$87
$149 total
includes taxes & fees
Aug 30 - Aug 31
Pegasus International Hotel
A hotel with a large pool, multiple balconies, and palm trees.
A couple holding hands in a tropical setting with palm trees and greenery.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$116
$187 total
includes taxes & fees
Aug 30 - Aug 31
Blue Flamingo Resort Key West
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A marina with boats docked, a beach resort building, and palm trees.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
$107
$153 total
includes taxes & fees
Aug 30 - Aug 31
Ibis Bay Beach Resort
A hotel with a swimming pool, balconies, and a view of the sea.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.
A balcony with a view of the ocean, a table, chairs, and a railing.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
$201
$296 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Centric Key West Resort and Spa
A pool area with lounge chairs and a cabana.
A balcony with a table set for breakfast, overlooking the sea.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
$259
$369 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Key Resort - A Noble House Resort
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A beach with a palm tree and two chairs.

Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
$178
$263 total
includes taxes & fees
Sep 13 - Sep 14
Margaritaville Beach House Key West
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.
A waterfront property with a white facade, palm trees, and a street view.
A bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.
A garden with a statue of two figures, lush greenery, and a building in the background.

Duval Inn

Duval Inn
Old Town Key West
$100
$163 total
includes taxes & fees
Aug 30 - Aug 31
Duval Inn
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A modern living room with a sectional sofa, a small round table, and a potted plant.

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
$110
$152 total
includes taxes & fees
Sep 22 - Sep 23
Hilton Garden Inn Key West / The Keys Collection
View all properties

Family-friendly hotels with free breakfast in Key West

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a balcony, a bed, a desk, and two chairs.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
$139
$156 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Key West FL
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A marina with boats docked, a beach resort building, and palm trees.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
$107
$153 total
includes taxes & fees
Aug 30 - Aug 31
Ibis Bay Beach Resort
A hotel with a large pool, multiple balconies, and palm trees.
A couple holding hands in a tropical setting with palm trees and greenery.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$116
$187 total
includes taxes & fees
Aug 30 - Aug 31
Blue Flamingo Resort Key West
A balcony with a view of a street, a bench, and a potted plant.
A hotel lobby with a bar area, seating, and a fireplace.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.

Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
$87
$149 total
includes taxes & fees
Aug 30 - Aug 31
Pegasus International Hotel
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A modern office space with a reception desk, computer, and seating area.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
$115
$158 total
includes taxes & fees
Sep 8 - Sep 9
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A hotel with a swimming pool, balconies, and a view of the sea.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.
A balcony with a view of the ocean, a table, chairs, and a railing.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
$201
$296 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Centric Key West Resort and Spa
A marina with numerous boats docked, a swimming pool, and palm trees.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
$114
$188 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Key West Resort & Marina
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.
A waterfront property with a white facade, palm trees, and a street view.
A bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.
A garden with a statue of two figures, lush greenery, and a building in the background.

Duval Inn

Duval Inn
Old Town Key West
$100
$163 total
includes taxes & fees
Aug 30 - Aug 31
Duval Inn
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A modern living room with a sectional sofa, a small round table, and a potted plant.

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
$110
$152 total
includes taxes & fees
Sep 22 - Sep 23
Hilton Garden Inn Key West / The Keys Collection
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
An outdoor patio with tables and chairs, surrounded by trees and a house.
A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.
A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
$103
$161 total
includes taxes & fees
Aug 30 - Aug 31
The Southernmost Inn - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top neighborhoods in Key West

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 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

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.

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

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.

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 street with a pharmacy, a theater, and a yellow building.
A city trolley with "Lowest Prices" and "Trolley Tours" advertisements.
A colorful pole with the text "90 Miles to Cuba" and "Southern" on it.
A coastal resort with white buildings, palm trees, and a clear blue sky.
A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

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.

Top landmarks in Key West

A street with a pharmacy, a theater, and a yellow building.

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.
See properties
A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

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

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?
See properties
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.
See properties
A brick corridor with arched ceilings and benches.

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?
See properties
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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.
See properties
A beach with people sunbathing, palm trees, and a multi-story building in the background.

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.
See properties

Keep exploring