Chesapeake Beach Resort

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Key details

About the Hotel

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

Near Whale Harbor Marina

Great

8.6

9.1

/10

3.2

4.2

Loved by guests

Peaceful beach
Renovated rooms
Beautiful views
Excellent staff
Amazing breakfast

"We had our own private beach with great loungers to choose from each day."

Ryan D from United States

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"The property was really unique with the beach access and access to paddleboards and kayaks."

Tami from United States

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"Upon check in, we were offered a complimentary upgrade to a villa instead of the standard queen room that we chose!"

Stefanie from United States

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Chesapeake Beach Resort offers family-friendly accommodations with direct beach access and ocean views, along with an outdoor pool and water sports rentals. This 3-star Islamorada hotel boasts spacious newly renovated rooms and a variety of amenities to enhance the guest experience.

Rooms & Amenities

Chesapeake Beach Resort features a selection of newly renovated rooms and villas, all equipped with modern amenities such as flat-screen TVs and private balconies. Guests can choose from ocean-view two queen rooms, one-bedroom suites with king beds, or family-friendly villas with full kitchens.

Dining & Nearby Options

Dining options include fresh seafood and ethnic dishes available at nearby restaurants such as Whale Harbor Seafood Buffet and Wahoo's Bar and Grill, both within a short walking distance. Guests can enjoy outdoor meals while taking in ocean views.

Leisure & Activities

The resort offers an outdoor pool with ocean views and private beach access for swimming and sunbathing. Guests can engage in various water sports or relax on the beach, enjoying the stunning natural surroundings and opportunities for snorkeling and diving nearby.

Services & Local Area

Chesapeake Beach Resort provides services such as water sports rentals and event venue options for groups looking to host gatherings, reunions, or weddings on the beach. The property allows for easy access to local bars and restaurants, enhancing the overall visitor experience in Islamorada.

“This Islamorada resort emphasizes its private beach and complimentary water sports, aiming for a relaxed family vibe. Villas offer space, though some past experiences suggest service inconsistencies, especially regarding room amenities and responsiveness. For those prioritizing beachfront access and activities, and willing to manage expectations around service, there's potential value here.”

Sophia TurnerEditorial Director at Spahotels

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Top location:Highly rated by recent guests(9.0)

Highlights from guests

Sports & FitnessBeachfront Fun

We enjoyed complimentary kayaks and paddle boards. The beach, though a bit rocky, was great for launching water sports.

Kevin Waters from Canada

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Guest ParkingHassle-Free Parking

Free and plentiful parking made our stay easy. We never had to worry about finding a spot.

Mei Lin from China

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DiningBreakfast Bonus

The complimentary breakfast was great. Omelettes and pancakes made to order are definitely a plus!

Ingrid Olsen from Norway

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Room FeaturesOcean Views!

The ocean view room was priceless. The balcony offered stunning sunrises over the water each morning.

Raj Patel from India

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Choose your room type

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

Ocean View King

2 persons

32 m²

1 King-size bed

Shower

Coffee machine

room details

Deluxe King Suite

2 persons

55 m²

1 King-size bed

Shower

Coffee machine

room details

Standard Queen Room

2 persons

29 m²

2 King Size Beds

Shower

Coffee machine

room details

Hearing impaired Ocean view Two Queen Beds

2 persons

34 m²

2 King Size Beds

Shower

Coffee machine

room details

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Price and Room Availability

Check availability and prices for your dates now!

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

No smoking on site
Free 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
Patio
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, 33036

Map view

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

City landmarks

Museum

History of Diving Museum

950 m

Landmark

Windley Key Fossil Reef Geological State Park

2.3 km

Gallery

Lobster Trap Art Gift Shop and Gallery

2.2 km

Museum

Florida Keys History and Discovery Center

2.3 km

Island

Upper Matecumbe Key

2.9 km

Island

Windley Key

2.4 km

Monument

Hurricane Monument

3.1 km

Gallery

Michelle Nicole Lowe Art Gallery

2.8 km

Landmark

Keys History & Discovery Center

2.4 km

Landmark

In the Doghouse Art Studio

3.0 km

Gallery

Pasta Pantaleo Signature Gallery

3.4 km

Gallery

Gallery Morada

3.4 km

Landmark

Carysfort Reef

3.0 km

Island

Plantation Key

3.0 km

Island

Raccoon Key

3.0 km

Church

Matecumbe United Methodist Church

3.1 km

Gallery

Elena Madden Studio Gallery

3.3 km

Gallery

Portside Studio & Gallery

3.4 km

Landmark

Cheeca Rocks

3.6 km

Landmark

Indian Key State Historic Site

4.1 km

Landmark

Lignumvitae Key Botanical State Park

4.1 km

Landmark

Rain Barrel Village

5.0 km

Landmark

FNX Club by Islamorada Fitness

4.4 km

Landmark

Rain Barrel Sculpture Gallery

5.0 km

Landmark

Crossland Gallery

4.6 km

Nearby

Marina

Whale Harbor Marina

210 m

Restaurants

Wahoo's Bar and Grill

190 m

83413 Overseas Hwy

Whale Harbor Seafood Buffet

210 m

83413 Overseas Hwy

The Sand Bar

210 m

83413 Overseas Hwy

Shuck N Dive

210 m

83413 Overseas Hwy

Casa Mar Seafood

560 m

97001 Oversea Hwy Islamorada

Ziggie & Mad Dog's

910 m

83000 Overseas Hwy

Explore Islamorada

Local Highlights

History of Diving Museum

12 minutes walking

Museum illustrating the history of diving with exhibits on technology, techniques, and artifacts. Great for history enthusiasts.

Windley Key Fossil Reef Geological State Park

25 minutes walking

State park featuring fossilized coral reefs, nature trails, and scenic views. Perfect for hiking and enjoying nature.

Florida Keys History and Discovery Center

25 minutes walking

Center showcasing the cultural and environmental history of the Keys. Notable for its engaging exhibitions and guided tours.

Lobster Trap Art Gift Shop and Gallery

25 minutes walking

Art gallery with unique local artwork and gifts crafted from reclaimed materials. A must-visit for art lovers.

Water Sports

3 minutes walking

Thrilling water sports options including snorkeling and paddleboarding. Rentals and tours available nearby for adventurous guests.

Yoga by the Water

5 minutes driving

Relaxing yoga sessions offered on the beach. Classes available weekly; check local schedules for times and booking.

Fishing Charters

3 minutes walking

Charter services for fishing trips are just a short walk away. Experience world-class fishing in the beautiful waters.

Wahoo's Bar and Grill

3 minutes walking

Casual dining with a vibrant atmosphere. Signature dishes include fresh seafood and burgers. Ideal for families.

Whale Harbor Seafood Buffet

3 minutes walking

Buffet style restaurant featuring a wide array of seafood and local dishes. Perfect for seafood lovers; reservations recommended.

Casa Mar Seafood

7 minutes walking

Charming spot offering fresh, local seafood with a great view. Modern Florida cuisine with vegetarian options available.

The Sand Bar

3 minutes walking

Lively beachfront bar with live music and themed nights. A fun spot for drinks and dancing with friends or family.

Shuck N Dive

3 minutes walking

Casual bar and seafood spot known for its relaxed vibe and regular live music events. Suitable for all ages.

Getting around

City Centre

Islamorada24 min · 2.0 km

Bus

Bus stop8 min · 5.3 km

Reviews and Ratings

Reviews from guests about their experience.

4/5 based on 88 reviews

#16 of 21 hotels in Islamorada based on Tripadvisor

Margaret

United States, December 2024

8.2/10

We had a wonderful stay at this hotel! The beachfront view was absolutely stunning and worth every penny. The rooms were beautifully renovated and provided a serene atmosphere. However, while the breakfast was a nice touch, it's not as diverse as I would have hoped. Also, this place might not be the best option for older teens looking for nightlife, as things wind down early in the area.

Rooms

9.0

The rooms were newly renovated and had a spectacular beach view. They were quite clean and offered a comfortable experience.

Service

9.0

The staff was incredibly friendly and attentive. They checked in daily to see if we needed anything, which I really appreciated.

Location

9.0

The location was excellent, just a short walk to various restaurants and the marina, making it easy to explore the area.

Dining

7.0

Breakfast was above average but could benefit from a wider variety of choices. It served as a pleasant way to start the day.

Facilities

7.0

The hotel offered some recreational options, like kayaking, but some amenities like the pool could use a little enhancement.

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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

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:

FAQs

About Chesapeake Beach Resort

What are the check-in and check-out times at Chesapeake Beach Resort?

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

Is there parking available at Chesapeake Beach Resort?

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

What recreational facilities does Chesapeake Beach Resort offer?

Guests can enjoy a heated outdoor pool, beach access, and fishing activities.

What room amenities can I expect at Chesapeake Beach Resort?

Rooms include free Wi-Fi, air conditioning, a 37-inch flat-screen TV, and a small refrigerator.

Which nearby attractions are close to Chesapeake Beach Resort?

Nearby attractions include the History of Diving Museum (0.5 km) and Theater of the Sea (6 km).

What dining options are available at Chesapeake Beach Resort?

The resort features an on-site restaurant and is also within walking distance of restaurants like Wahoo's Bar and Grill and Shuck N Dive, all located 0.5 km away.

Does Chesapeake Beach Resort offer any special activities or entertainment?

The resort provides complimentary water sports equipment rentals and has live entertainment events on-site.

What is the distance from Chesapeake Beach Resort to the nearest airport?

The nearest airport is approximately 79 km away.