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

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In-room accessibility

Accessible bathroom

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Stair-free path to entrance

Service animals allowed

Sign language-capable staff

Accessible pool

Handrail in stairway or hallway

Single-level property

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Accessible path of travel

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Room views

Ocean view

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Lake view

Harbor view

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Room amenities

Porch or lanai

Private bathroom

Blackout curtains

Air conditioning

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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

Beach access

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

Islamorada Brewery & Distillery

Keys History & Discovery Center

beach near Islamorada

beach near Seabreeze Trailer Park

Rain Barrel Village

Lorelei Restaurant & Cabana Bar

Neighborhood

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Islamorada

Lower Matecumbe Beach

Venetian Shores

Seabreeze Trailer Park

Matecumbe

Property brand

CR Managers LLC

Vacasa

TravelStaytion

Equity Lifestyle

Hampton Inn

CoralTree Hospitality

Ocean Properties Hotels Resorts & Affiliate

Trademark

Great Ocean Condos and Homes

Autograph Collection Hotels & Resorts

Lodgable

eviivo NORAM

Curio Collection

InnRoad

Fairfield Inn and Suites

Key West Inns

Holiday Inn

Courtyard

Tribute Portfolio

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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228 properties

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A beach with palm trees, a dock, and a boat named "STYX".

The Pelican Key Largo Cottages

On the beach

Fully refundable

9.09.0 out of 10

Wonderfulwonderful

1,004 reviews(1,004 reviews)

$39 off

$138 nightly

The current price is $155 total

$155 total

Total with taxes and fees

We have 4 left at this price

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Two hands holding wine glasses with a beach and ocean view in the background.

Bayside Inn Key Largo

On the beach

Pool

8.68.6 out of 10

Excellentexcellent

1,797 reviews(1,797 reviews)

$10 off

$131 nightly

The current price is $172 total

$172 total

Total with taxes and fees

We have 6 left at this price

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A tree with string lights, a wooden bench, and a building in the background.

A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

Drift Hotel

On the beach

9.09.0 out of 10

Wonderfulwonderful

1,007 reviews(1,007 reviews)

$194 nightly

The current price is $230 total

$230 total

Total with taxes and fees

We have 6 left at this price

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Photo gallery for The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

Photo gallery for Bayside Inn Key Largo

Bayside Inn Key Largo

Photo gallery for Drift Hotel

Drift Hotel