216 Properties in Key West, Florida, United States of America. September 2, 2026 through September 3, 2026

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In-room accessibility

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Stair-free path to entrance

Service animals allowed

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Handrail in stairway or hallway

Single-level property

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Porch or lanai

Private bathroom

Blackout curtains

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Top floor

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In-room entertainment

Yard

Fireplace

Personal safe

WiFi

Refrigerator

Coffee/tea maker

Private sauna

Swim-up room

Kitchen or kitchenette

Private pool

Ground floor

Balcony or patio

Iron and board

Microwave

Oven

Dishwasher

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On the beach

Nothing between you and the sand

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Stays within a 15-minute walk to the beach

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Southernmost Point

Mallory Square

Key West Shipwreck Museum

Key West Butterfly and Nature Conservatory

Duval Street

Fort Zachary Taylor Historic State Park

Florida Keys Eco - Discovery Center

Smathers Beach

Dry Tortugas National Park

Florida Keys National Marine Sanctuary

Stock Island Yacht Club & Marina

Clarence S. Higgs Memorial Beach Park

South Beach

Florida Keys Beaches

Oldest House Museum and Garden

Truman Beach

Boca Chica Nude Beach

Key West Tropical Forest and Botanical Garden

Sails To Rails Museum at Flagler Station

Fort Jefferson

Neighborhood

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Key West

Key West Historic District

Old Town Key West

Sunset Key

Downtown Key West

Truman Annex

Big Coppitt Key

New Town

Geiger Key

Bahama Village

Historic Seaport

Uptown - Upper Duval

Bay Point

The Meadows

Midtown

Meadows

White Street Gallery District

Key Haven

Poinciana Plaza

Casa Marina

Property brand

TravelStaytion

InnRoad

Autograph Collection Hotels & Resorts

Ocean Properties Hotels Resorts & Affiliate

Highgate Independent

Noble House

Fairfield Inn and Suites

Curio Collection

eviivo NORAM

Courtyard

Hyatt Centric

Hilton Garden Inn

Vacasa

RC - EOS Hospitality, LLC

Hampton Inn

AMEX

Remington

Doubletree

Hilton Hotels

Hersha Hospitality

Nearby activities

Museums

Golfing

Rock or mountain climbing

Spa and wellness

Cycling

Wineries or breweries

Theme parks

Skiing or snowboarding

Winter activities

Enjoy the season with activities like ice skating, snowmobiling, or sledding.

Scuba diving or snorkeling

Zoo or wildlife viewing

Fishing

Horseback riding

Hiking

Shopping

Watersports

Tennis

Casino

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216 properties

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30th Anniversary Sale: Members save up to 30%

For a limited time, save on select hotels & vacation rentals. Book by October 7.

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

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

Ibis Bay Beach Resort

Northside Resort

Private beach

•

Outdoor pool

•

Breakfast incl

Private beach, Outdoor pool, Breakfast incl

Fully refundable

8.28.2 out of 10

Very Goodvery good

2,376 reviews(2,376 reviews)

$90 off

$119 nightly

The current price is $167 total

$167 total

Total with taxes and fees

We have 3 left at this price

More information about Ibis Bay Beach Resort, opens in a new tab

A two-story building with a balcony, arched windows, and a green roof.

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

Hyatt Vacation Club at Beach House, Key West

Key West

Beach

•

Outdoor pool

•

Hot tub on site

Beach, Outdoor pool, Hot tub on site

Fully refundable

Reserve now, pay later

9.49.4 out of 10

Exceptionalexceptional

1,235 reviews(1,235 reviews)

$36 off

$287 nightly

The current price is $368 total

$368 total

Total with taxes and fees

We have 6 left at this price

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A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

VIP Access

Blue Flamingo Resort Key West

New Town

2 outdoor pools

•

Hot tub on site

•

Breakfast for a fee

2 outdoor pools, Hot tub on site, Breakfast for a fee

Fully refundable

Reserve now, pay later

8.68.6 out of 10

Excellentexcellent

2,664 reviews(2,664 reviews)

Sale $29 off

$144 nightly

The current price is $218 total

$218 total

Total with taxes and fees

We have 3 left at this price

More information about Blue Flamingo Resort Key West, opens in a new tab

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30th Anniversary Sale: Members save up to 30%

Photo gallery for Ibis Bay Beach Resort

Ibis Bay Beach Resort

Photo gallery for Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

Photo gallery for Blue Flamingo Resort Key West

Blue Flamingo Resort Key West