221 Properties in Islamorada, Florida, United States of America. May 8, 2026 through May 9, 2026

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Service animals allowed

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Porch or lanai

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Private sauna

Swim-up room

Kitchen or kitchenette

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Ground floor

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Iron and board

Microwave

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On the beach

Nothing between you and the sand

Near the beach

Stays within a 15-minute walk to the beach

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Popular locations

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Hurricane Monument

Bud n' Mary's Dive Center

Theater of the Sea

History of Diving Museum

Founders Park

Anne's Beach

Windley Key Fossil Reef Geological State Park

Fiesta Key

Matecumbe United Methodist Church

Sunset Drive Beach

Florida Keys Brewing Co.

Islamorada County Park

Indian Key Historic State Park

Robbie’s of Islamorada

Keys History & Discovery Center

Islamorada Brewery & Distillery

beach near Seabreeze Trailer Park

beach near Islamorada

MoradaWay Arts & Cultural District

Lorelei Restaurant & Cabana Bar

Neighborhood

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Islamorada

Lower Matecumbe Beach

Venetian Shores

Seabreeze Trailer Park

Matecumbe

Property brand

InnRoad

Hersha Hospitality

Hampton Inn

Vacasa

Ocean Properties Hotels Resorts & Affiliate

Holiday Inn

Autograph Collection Hotels & Resorts

Lodgable

CR Managers LLC

Trademark

Courtyard

Tribute Portfolio

TDM - Not a Duplicate

eviivo NORAM

Aimbridge Hospitality

Fairfield Inn and Suites

Equity Lifestyle

Curio Collection

Key West Inns

CoralTree Hospitality

Nearby activities

Museums

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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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221 properties

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The Pelican Key Largo Cottages

On the beach

Fully refundable

9.09.0 out of 10

Wonderfulwonderful

1,002 reviews(1,002 reviews)

$118 nightly

The current price is $133 total

$133 total

Total with taxes and fees

We have 1 left at this price

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Sunset Inn

Matecumbe

Pool

Fully refundable

9.29.2 out of 10

Wonderfulwonderful

1,005 reviews(1,005 reviews)

$185 nightly

The current price is $219 total

$219 total

Total with taxes and fees

We have 1 left at this price

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Drift Hotel

On the beach

9.09.0 out of 10

Wonderfulwonderful

1,009 reviews(1,009 reviews)

$47 off

$177 nightly

The current price is $211 total

$211 total

Total with taxes and fees

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