Chesapeake Beach Resort, Islamorada — Top Rated (8+) from $149| BestHotel.net

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Chesapeake Beach Resort Islamorada Beach photo

Chesapeake Beach Resort Islamorada Exterior photo

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Key details

About the Hotel

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

Next to Whale Harbor Marina

Great

8.5

9.1

/10

3.9

4.2

Amenities

Chesapeake Beach Resort offers private beach access along with outdoor pools facing the ocean. Guests can rent water sports equipment including kayaks and paddleboards on-site. A dedicated event venue provides a picturesque setting for weddings and corporate gatherings.

Accommodations

The hotel features newly renovated rooms, suites, and villas, each equipped with private balconies for ocean or garden views. Rooms include plush bedding and contemporary rainfall showers in spacious bathrooms. Select accommodations are designed to accommodate families and larger groups.

Location

Chesapeake Beach Resort is situated in the Sport Fishing Capital of the World, offering convenient access to numerous fishing spots. Guests might explore local attractions, seafood restaurants, and unique shopping experiences in Islamorada. The property is a short drive from renowned snorkeling and diving sites, enhancing outdoor adventures.

Dining

The resort provides a cooked-to-order breakfast featuring omelets and continental items at the Sunrise Room. Guests can also enjoy seafood at Wahoo's Bar & Grill, just steps from the property. Dining options nearby offer a variety of cuisines within walking distance.

Family-Friendly

Chesapeake Beach Resort provides various activities suitable for families, including beach games and water sports. Children can explore the outdoor pool or participate in seasonal resort activities. The spacious accommodations allow for comfortable family stays.

Highlights

Location: Sport Fishing Capital of the World

Amenities: Private beach access & outdoor pools

Rooms: Newly renovated suites with balconies

Dining: Cooked-to-order breakfast & local seafood

Water Sports: Kayak, paddleboard & fishing rentals

Family: Spacious accommodations & beach activities

Must-do experiences

Stop by Lorelei Restaurant for sunset views and live music.
Try the Key Lime Pie at Mrs. Mac's Kitchen - a local favorite!
Visit the History of Diving Museum for a unique underwater journey.
Explore the serene trails at the Windley Key Fossil Reef Geological State Park.
Join a guided eco-tour to see local wildlife in the tranquil waters.

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Select your room type

Chesapeake Beach Resort offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

Ocean View Two Queens

2 persons

345 sq. feet

2 Double beds

Shower

Coffee machine

room details

Ocean View King

2 persons

345 sq. feet

1 King-size bed

Shower

Coffee machine

room details

Deluxe King Suite

2 persons

595 sq. feet

1 King-size bed

Shower

Coffee machine

room details

ADA Ocean View Two Queens

2 persons

370 sq. feet

2 Double beds

Shower

Coffee machine

room details

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Facilities

Chesapeake Beach Resort offers amenities for your comfortable stay and unforgettable experiences

Facilities: Great

8.5/10Review score

General

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

Sports & Fitness

Yoga class
Fishing

Guest Parking

Cookware/ Kitchen utensils

Services

Housekeeping
Shops/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 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

Chesapeake Beach Resort Location

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

Map view

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

City landmarks

Museum

History of Diving Museum

3200 ft

Landmark

Windley Key Fossil Reef Geological State Park

1.4 mi

Gallery

Lobster Trap Art Gift Shop and Gallery

1.4 mi

Museum

Florida Keys History and Discovery Center

1.4 mi

Island

Upper Matecumbe Key

1.8 mi

Island

Windley Key

1.5 mi

Monument

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

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

Explore Islamorada

Local Highlights

Whale Harbor Marina

3 minutes walking

A vibrant marina offering fishing charters, boat rentals, and stunning sunset views. Ideal for water lovers.

History of Diving Museum

12 minutes walking

This museum showcases the history of underwater exploration with engaging exhibits. A unique experience for history buffs.

Windley Key Fossil Reef Geological State Park

4 minutes drive

A geological wonder featuring fossilized coral reefs and nature trails. Perfect for nature enthusiasts and hikers.

Fishing Charters

3 minutes walking

Nearby charters provide deep-sea fishing experiences. Rentals and equipment are available for all skill levels.

Yoga at the Beach

5 minutes drive

Beachfront yoga sessions offer relaxation and stress relief with ocean views. Check for seasonal schedules and classes.

Wahoo's Bar and Grill

3 minutes walking

Casual dining with seafood specialties. Enjoy fresh catch and craft beers in a laid-back, welcoming atmosphere.

Whale Harbor Seafood Buffet

3 minutes walking

A seafood buffet with a wide array of dishes. Family-friendly with something for everyone, including gluten-free options.

Shuck N Dive

3 minutes walking

An upbeat bar known for live music and karaoke nights. Great for an evening out with friends or family.

Florida Keys History and Discovery Center

5 minutes drive

A family-friendly center showcasing the history of the Keys with interactive exhibits and educational programs.

Getting around

City Centre

Islamorada24 min · 1.2 mi

Bus

Bus stop8 min · 3.3 mi

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Property information and rules

Check-in

from 16:00-23:00

Check-out

from 07:00-11:00

Guest Parking

Private parking is possible on site for free.

Internet

Wireless internet is available in for free.

Breakfast

A full breakfast is served at the price of US$0.10 per person per day.

Children & extra beds

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

Pets

Pets are allowed on request.

Year renovated:

2008

Number of rooms:

Reviews and Ratings

Feedback about Chesapeake Beach Resort from previous guests about their experience.

Review score

Based on 966 verified reviews

8.9/10

Great

88%

Recommend

Cleanliness

8.9/10

Comfort

8.9/10

Facilities

8.5/10

Free Wi-Fi

8.5/10

Location

8.9/10

Staff

8.4/10

Value for money

7.7/10

based on 88 reviews

4/5

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FAQs

About Chesapeake Beach Resort

What is the check-in and check-out policy at Chesapeake Beach Resort?

Check-in is at 16:00 and check-out is by 11:00.

Is parking available at Chesapeake Beach Resort?

Private parking is available on-site for free, with a reservation needed.

What are some attractions near Chesapeake Beach Resort?

Nearby attractions include the History of Diving Museum (0.5 km), Theater of the Sea (3 km), and Windley Key Fossil Reef Geological State Park (3 km).

What amenities can guests enjoy at Chesapeake Beach Resort?

Amenities include free Wi-Fi, an outdoor swimming pool with ocean views, beach access, a Jacuzzi, and a fitness club.

What are the dining options available at Chesapeake Beach Resort?

The resort features an on-site restaurant and local dining options within walking distance, including Whale Harbor Seafood Buffet, Wahoo's Bar and Grill, and Shuck N Dive, all located 0.5 km away.

What room amenities are provided at Chesapeake Beach Resort?

Rooms come equipped with air conditioning, a flat-screen TV, a refrigerator, and complimentary toiletries.

Are there fitness facilities at Chesapeake Beach Resort?

There is a fitness club available for guests to use during their stay.

Can guests access any water sports activities at Chesapeake Beach Resort?

The resort offers complimentary kayaking and paddleboarding equipment rentals for guests.