100 Properties in Islamorada, Florida, United States of America. May 16, 2026 through May 17, 2026

Where to?

Dates

Travelers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Sort & Filter

Compare properties

Get a side-by-side view of up to 5 properties.

Search by property name

e.g. Marriott

Filter by

Star rating

1 star

2 stars

3 stars

4 stars

5 stars

Guest rating

Making a selection from this group results in this page refreshing to show relevant results

Good 7+

Very good 8+

Wonderful 9+

Any

Traveler experience

Eco-certifications

LGBTQ welcoming

Business friendly

Family friendly

Adults only

Luxury

Wedding

Romantic

Budget

Property amenities

Pool

Pet friendly

Wifi Included

Air conditioned

Airport shuttle included

Hot tub

Spa

Washer and dryer

Kitchen

Electric car charging station

Gym

Cribs

Parking

Outdoor space

Restaurant

Indoor pool

Bed linens provided

Balcony or patio

Indoor fireplace

Grill

Kids' high chair

Heated pool

Property type

Ryokan

Residence

Lodge

Inn

Palace

Cabin

Cruise

Villa

Hotel

Hostal

Bed & breakfast

Castle

Private vacation home

Pousada (Brazil)

Country House

Motel

Holiday Park

Pension

Hostel/Backpacker accommodation

Ranch

Pousada

Guesthouse

Chalet

Camping

Riad

Houseboat

Condo resort

Farm

Safari

Cottage

TownHouse

Aparthotel

Tree house

Resort

Capsule Hotel

Apartment or condo

Boat

Property cancellation options

Fully refundable property

Meal plans available

Breakfast included

Dinner included

Lunch included

All inclusive

Payment type

Pay over time with Affirm

Reserve now, pay later

One Key benefits and discounts

VIP Access properties

Top-rated stays with member perks

Member Prices

Discounted properties

Major discounts on selected stays

Accessibility

In-room accessibility

Elevator

Accessible bathroom

Wheelchair accessible parking

Roll-in shower

Stair-free path to entrance

Service animals allowed

Sign language-capable staff

Accessible pool

Handrail in stairway or hallway

Single-level property

Entrance ramp

Accessible path of travel

Accessible van parking

Room views

Ocean view

Lagoon view

Pool view

City view

Canal view

Bay view

Valley view

Resort view

Hill view

Water view

Marina view

Vineyard view

Courtyard view

River view

Mountain view

Golf course view

Desert view

Park view

Garden view

Lake view

Harbor view

Number of bedrooms

Studio

Popular filters

Popular

Room amenities

Porch or lanai

Private bathroom

Blackout curtains

Air conditioning

Accessibility features

Top floor

Private hot tub

Jetted or soaking bathtub

In-room entertainment

Yard

Personal safe

Fireplace

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

Total price

Min

Max

$0, Minimum, Total price

$1,000 and above, Maximum, Total price

Availability

Only show available properties

Popular locations

Making a selection from this group results in this page refreshing to show relevant results

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

Florida Keys Brewing Co.

Sunset Drive Beach

Indian Key Historic State Park

Islamorada County Park

Islamorada Brewery & Distillery

Keys History & Discovery Center

Robbie’s of Islamorada

beach near Islamorada

Hog Heaven

MoradaWay Arts & Cultural District

Rain Barrel Village

Neighborhood

Making a selection from this group results in this page refreshing to show relevant results

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

All stays

Hotels

Homes

100 properties

How our sort order works

Search results

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

1,009 reviews(1,009 reviews)

$62 off

$219 nightly

The current price is $247 total

$247 total

Total with taxes and fees

We have 1 left at this price

More information about The Pelican Key Largo Cottages, opens in a new tab

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

1,778 reviews(1,778 reviews)

$240 nightly

The current price is $295 total

$295 total

Total with taxes and fees

We have 1 left at this price

More information about Bayside Inn Key Largo, opens in a new tab

Drift Hotel

On the beach

9.09.0 out of 10

Wonderfulwonderful

1,002 reviews(1,002 reviews)

$199 nightly

The current price is $235 total

$235 total

Total with taxes and fees

We have 3 left at this price

More information about Drift Hotel, opens in a new tab

Sort & Filter

Search by property name

Filter by

Star rating

Guest rating

Traveler experience

Property amenities

Property type

Property cancellation options

Meal plans available

Payment type

One Key benefits and discounts

Accessibility

Room views

Number of bedrooms

Popular filters

Room amenities

Beach access

Total price

Availability

Popular locations

Neighborhood

Property brand

Nearby activities

Search results

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