Chesapeake Beach Resort (Islamorada, US) from 149 US$/night

Chesapeake Beach Resort Islamorada Beach photo

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Chesapeake Beach Resort Islamorada Exterior photo

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360° panorama

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Chesapeake Beach Resort - Islamorada

$$$$

Overview

Private oceanfront resort in Islamorada with complimentary water sports and two heated pools

Private Beach & Water Sports

The Chesapeake Beach Resort provides a private beach area with reserved loungers and pool towels for guests. Complimentary rentals include kayaks, paddleboards, and fishing poles, with bait available for purchase at the front desk. Guests can launch kayaks and paddleboards directly from the private beach.

Accommodations

The Chesapeake resort Islamorada offers spacious two-bedroom villas and premium ocean-view suites with private balconies. Each room includes a 37-inch flat-screen cable TV and a small refrigerator; some villas have a kitchenette. A personalized breakfast delivery service is available for guests ordering from the complimentary breakfast menu.

Dining & Breakfast

Each morning, the Chesapeake hotel serves a complimentary breakfast with made-to-order omelets, fresh fruit, and pastries. The on-site snack bar offers wine, champagne, and light bites, and the bar cart provides liquor options. Breakfast can be enjoyed on the outdoor terrace with ocean views, with live music on select nights.

Location & Nearby Attractions

The History of Diving Museum is a 3-minute walk from the Chesapeake Bay Islamorada, and Windley Key Fossil Reef Geological State Park is 2 miles away. Theater of the Sea is a 4-minute drive, and multiple local restaurants like Wahoo's and Papa Joe's are within walking distance. The resort is situated on the oceanfront in Islamorada, providing access to fishing charters and sunset cruises.

Additional Amenities & Services

Two heated outdoor pools with ocean views are open year-round, along with a hot tub and sun loungers. Live music performances, yoga classes, and board games are offered on-site for guest entertainment. Pet-friendly accommodations are available for a $50 nightly fee, and AAA and CAA members receive discounts and perks.

Private Beach: Complimentary loungers, towels, and water sports rentals
Rooms: Two-bedroom villas and ocean-view suites with balconies
Breakfast: Made-to-order omelets and personalized room delivery
Location: Walk to History of Diving Museum and local dining
Activities: Kayaking, paddleboarding, fishing poles, yoga classes
Pet-friendly: $50 nightly pet fee with dedicated accommodations

Good to know

Check-in/Check-out

from 16:00-23:00

from 07:00-11:00

Amenities

Private parking is possible on site for free.

Wireless internet is available in for free.

Other information

Breakfast

A full breakfast is served at the price of USD 0.1 per person.

Children & extra beds

There are no extra beds provided in a room. There are no cribs provided in a room.

Pets

Pets are allowed on request.

Building

Year renovated:2008

Number of rooms:45

Price calendar

Check availability and prices for your dates now!

Rooms and availability

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Premium One-Bedroom Villa

Max:

5 persons
Bed options:

2 Double beds

room details +

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Premium Villa

Max:

4 persons
Bed options:

1 King Size Bed and 1 Sofa bed

room details +

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King Room

Max:

4 persons
Bed options:

1 King Size Bed2 Double beds2 King Size Beds

room details +

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Facilities

Main facilities

Wi-Fi

Free parking

24-hour services

24-hour reception

Babysitting

Swimming pool

Outdoor swimming pool

Heated swimming pool

Air conditioning

Facilities for kids

Board games

Private beach

Beach access

Private beach

Sun loungers

Sports & Fitness

Yoga class
Fishing

Services

Housekeeping
Stores/Commercial services
Welcome drink

Dining

Snack bar

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
Live entertainment
Pool with view
Shallow end

Room view

Garden view
Ocean view

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

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Essential information about Chesapeake Beach Resort

💵 Lowest room price	149 US$
📏 Distance to center	1.2 mi

Location

Address

The address has been copied.

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

Map view

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

City landmarks
Nearby
Restaurants

Museums

History of Diving Museum

200 yd

Landmark

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

1.7 mi

Landmark

Keys History & Discovery Center

1.5 mi

Landmark

In the Doghouse Art Studio

1.8 mi

Gallery

Pasta Pantaleo Signature Gallery

2.1 mi

Gallery

Gallery Morada

2.1 mi

Landmark

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

Landmark

Cheeca Rocks

2.2 mi

Landmark

Indian Key State Historic Site

2.6 mi

Landmark

Lignumvitae Key Botanical State Park

2.6 mi

Landmark

Rain Barrel Village

3.1 mi

Landmark

FNX Club by Islamorada Fitness

2.7 mi

Landmark

Rain Barrel Sculpture Gallery

3.1 mi

Landmark

Crossland Gallery

2.8 mi

Marina

Whale Harbor Marina

100 yd

Restaurant

Wahoo's Bar and Grill

100 yd

Restaurant

Whale Harbor Seafood Buffet

100 yd

Restaurant

The Sand Bar

100 yd

Restaurant

Shuck N Dive

100 yd

Restaurant

Casa Mar Seafood

100 yd

Restaurant

Ziggie & Mad Dog's

100 yd

Reviews of Chesapeake Beach Resort

8.4 /10

Great

719 reviews

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#16 of 21 hotels in Islamorada

FAQ about Chesapeake Beach Resort

What is the distance from the 3-star Chesapeake Beach Resort to Islamorada city center?

Islamorada city center is reachable within a 25-minute walk from the 3-star Chesapeake Beach Resort.

Which attractions can we visit during our stay at the Chesapeake Beach Resort?

You can always visit one of the highly rated landmarks, the class museum "Florida Keys History and Discovery Center", placed 1.4 miles away from the Chesapeake Beach Resort. Other sights that are worth your while are Hurricane Monument (1.9 miles) as well as Anne s Beach (2 miles).

Can I leave my car in Chesapeake Beach Resort parking lot for free?

Yes, at Chesapeake Beach Resort a parking lot is provided onsite free.

Are there any dining facilities close to the comfortable 3-star Chesapeake Beach Resort?

Guests of the comfortable 3-star Chesapeake Beach Resort can have lunch or dinner at Whale Harbor Seafood Buffet restaurant featuring American dishes within 700 feet of the property.

Can I eat breakfast at the resort?

Yes, guests can enjoy a continental breakfast provided by the resort.

What is check-in and check-out time at the hotel?

Guests of the hotel can check in from 4 PM to 11 PM and check out from 7 AM.

Which facilities are offered in the rooms of the 3-star Chesapeake Beach Resort?

Most rooms of the 3-star Chesapeake Beach Resort include an adjoining terrace and a balcony as well as free Wi-Fi and a flat-screen cable-TV.

Is the 3-star Chesapeake Beach Resort equipped with amenities for persons with disabilities?

Yes, the 3-star Chesapeake Beach Resort provides rooms with facilities for disabled and wheelchair access to improve the experience for the guests with special needs.

What spa facilities are provided at the 3-star Chesapeake Beach Resort?

Spa facilities in the 3-star Chesapeake Beach Resort include a Jacuzzi and an outdoor swimming pool.

Is swimming pool available at the Islamorada hotel?

Yes, the Islamorada hotel features a swimming pool.