Chesapeake Beach Resort Islamorada, Islamorada ⇒ Browse rooms, reviews & rates for 2025

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Key details

About the Hotel

83409 Overseas Highway, Islamorada, Florida, United States of America, 33036

Offering location a 5-minute stroll from Whale Harbor Marina, the premium Chesapeake Beach Resort Islamorada offers 45 rooms. This 3-star oceanfront hotel features a swimming pool and Wi-Fi throughout the property.

Location

Upper Matecumbe Key Island is 2.1 miles from the traditional hotel and Lobster Trap Art Gift Shop and Gallery is 1.7 miles away. Located on a private beach, the non-smoking property is 5 minutes' walk from Wilson Key.

Within 3 miles of the 45-acre Founders Park is a perk for guests staying at this hotel.

Rooms

The rooms at Chesapeake Beach Resort have a ceiling fan, an iron and ironing board. Some of them comprise an adjoining terrace and a balcony, appointed with a couch bed and a cabinet. The rooms are decorated with standard items and some of them have a microwave, tea and coffee making equipment, and a fridge. Bathroom amenities include a walk-in shower and a separate toilet, along with comforts such as shower caps and towels. The rooms overlook the sea.

Eat & Drink

Jaws Raw Bar offers a selection of dishes a 13-minute walk away.

Leisure & Business

An extra charge applies to a tennis court and a playground. The Chesapeake Beach Resort has access to a private beach featuring sun loungers and free Wi-Fi access. This accommodation has a fitness studio.

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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

Queen Room

Max:

4 persons

345 sq. feet

Bed options:

2 Double beds

Sea view

Shower

Coffee machine

room details

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King Room

Max:

2 persons

345 sq. feet

Bed options:

1 King Size Bed

Sea view

Shower

Coffee machine

room details

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Deluxe King Suite

Max:

4 persons

595 sq. feet

Bed options:

1 King Size Bed

Sea view

Shower

Coffee machine

room details

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Getting around

A complete list of available transportation options

City Center

Islamorada 1.2 mi

Bus

Bus stop 3.3 mi

What our guests says about facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Accessible Relaxation

The facilities catered beautifully to accessibility needs, making it easy for everyone to enjoy the pools and beach with minimal fuss. It's great to see such careful consideration for all guests' comfort.

John Smith. United States, 2024-02-15Read full review on

Active Adventure

I loved the availability of kayaks and paddleboards directly on site. It was refreshing to have easy access to water sports right at my doorstep, allowing for a fun-filled day on the water!

KatieJones89. Canada, 2024-05-22Read full review on

Spacious Comfort

The ocean view room had ample space, featuring a separate sitting area that made for a cozy retreat. The large shower was a particular highlight, providing a refreshing way to unwind after a long day.

Emily Turner. Australia, 2024-09-03Read full review on

Breakfast in Bed!

Having breakfast delivered to my room every morning was such a treat! The selection was perfect, and it made waking up a good experience to look forward to.

Mark88. New Zealand, 2024-11-11Read full review on

What’s included

General

No smoking on site
Wi-Fi
Parking
24-hour reception
VIP check-in/ -out
Pets allowed
Rooms/ Facilities for disabled
Wheelchair access
Security
Baggage storage
Private beach
Allergy-free rooms
Elevator
Smoke detectors
Fire extinguishers
Key card access

Sports & Fitness

Fishing

Guest Parking

Cookware/ Kitchen utensils

Services

Housekeeping
Stores/Commercial services
Welcome drink

Children

Board games

Facilities for people with disabilities

Toilet for disabled
Bathroom for disabled

Spa & Leisure

Heated swimming pool
Outdoor swimming pool
Beach access
Sun loungers
Jacuzzi
Pool with view
Shallow end

Room features

Air conditioning
Heating
Sitting area
Garden furniture
Dining table

Bathroom

Free toiletries
Sink

Self-catering

Cookware/ Kitchen utensils

Media

Flat-screen TV
AM/FM alarm clock

Location

83409 Overseas Highway, Islamorada, Florida, United States of America, 33036

Map view

83409 Overseas Highway, Islamorada, Florida, United States of America, 33036

City landmarks

Museums

History of Diving Museum

3200 ft

Mile Marker 84.5 Windley Key

Windley Key Fossil Reef Geological State Park

1.4 mi

Gallery

Lobster Trap Art Gift Shop and Gallery

1.4 mi

Museums

Florida Keys History and Discovery Center

1.4 mi

Island

Upper Matecumbe Key

1.8 mi

Island

Windley Key

1.5 mi

Monuments and Landmarks

Hurricane Monument

1.9 mi

Gallery

Michelle Nicole Lowe Art Gallery

1.8 mi

82100 Overseas Hwy

Keys History & Discovery Center

1.5 mi

81868 Overseas Hwy

In the Doghouse Art Studio

1.8 mi

Gallery

Pasta Pantaleo Signature Gallery

2.1 mi

Gallery

Gallery Morada

2.1 mi

Carysfort Reef

1.8 mi

Island

Plantation Key

1.8 mi

Island

Raccoon Key

1.8 mi

Church

Matecumbe United Methodist Church

1.9 mi

Gallery

Elena Madden Studio Gallery

2.0 mi

Gallery

Portside Studio & Gallery

2.1 mi

9700 Old State Rd 4a

Cheeca Rocks

2.2 mi

Mile Marker 78.5

Indian Key State Historic Site

2.6 mi

U.S. 1 at Mile Marker 78.5 77200 Overseas Highway

Lignumvitae Key Botanical State Park

2.6 mi

86700 Overseas Hwy Mile Marker 86.7

Rain Barrel Village

3.1 mi

81011 Overseas Hwy

FNX Club by Islamorada Fitness

2.7 mi

86700 Overseas Highway

Rain Barrel Sculpture Gallery

3.1 mi

86560 Overseas Hwy

Crossland Gallery

2.8 mi

Nearby

Marina

Whale Harbor Marina

700 ft

Restaurants

Wahoo's Bar and Grill

700 ft

83413 Overseas Hwy

Whale Harbor Seafood Buffet

700 ft

83413 Overseas Hwy

The Sand Bar

700 ft

83413 Overseas Hwy

Shuck N Dive

700 ft

83413 Overseas Hwy

Casa Mar Seafood

1900 ft

97001 Oversea Hwy Islamorada

Ziggie & Mad Dog's

3000 ft

83000 Overseas Hwy

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