Chesapeake Beach Resort | Islamorada ★ Book Spa Rooms, Wellness Deals & Guest Reviews

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About the Hotel

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

“The hotel's beachfront position offered stunning morning sunrises that truly made our stay lovely.”view full review

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.

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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

Ocean view

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

Ocean view

Shower

Coffee machine

room details

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Price and Room Availability

Check availability and prices for your dates now!

Getting around

Comprehensive guide to transport options for seamless travel

City Centre

Islamorada 2.0 km

Bus

Bus stop 5.3 km

What our guests says about facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Charming Accommodations

Our ocean view room had such a good ambiance, feeling fresh and beautifully decorated. The large shower and separated toilet made our stay incredibly comfortable. We truly appreciated the attention to detail and cleanliness in the room, making it feel inviting and cozy.

Emily Jordan. United States, 2024-04-15Read full review on

Really good Room Service

I loved how convenient it was to have continental breakfast delivered right to our room. This small touch made our mornings feel more luxurious, allowing us to enjoy breakfast while taking in the ocean view. It was a personalized experience that we looked forward to each day.

Mark Thompson. Canada, 2024-06-22Read full review on

Luxurious Shower Experience

The shower in our room was such a highlight! The pressure was excellent, providing a refreshing experience after a day at the beach. I enjoyed using the spa-like products available, which made every shower feel indulgent.

Samantha Rose. Australia, 2024-08-10Read full review on

Perfect Beachfront Relaxation

The beach area was beautifully designed with plenty of lounge chairs nestled among palm trees, providing the ultimate relaxation spot. We also loved having access to kayaks, which made our stay even more enjoyable, allowing us to explore the waters at our leisure.

James Mitchell. New Zealand, 2024-11-02Read full review on

What’s included

General

No smoking on site
Free Wi-Fi
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

Fishing

Guest Parking

Cookware/ Kitchen utensils

Services

Housekeeping
Shops/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 Hwy, Islamorada, Florida, United States, 33036

Map view

83409 Overseas Hwy, 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

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.