Chesapeake Beach Resort Islamorada, Islamorada ∞ Discover spa retreats, reviews & deals for 2025

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About Resort

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

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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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Guest 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

Explore a range of transportation options for your spa getaway

City Center

Islamorada 1.2 mi

Bus

Bus stop 3.3 mi

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Spacious Accommodations

“The room we stayed in was incredibly spacious, featuring a comfortable pull-out sofa which made it ideal for our family, allowing everyone to relax without feeling cramped.” view full review

Delicious Breakfast

“I thoroughly enjoyed the continental breakfast; it was well-stocked with a variety of options, including fresh fruits and an omelette station on weekends, setting a great tone for the day.” view full review

Luxurious Shower

“The large shower in our room was a delight, with great water pressure that made for a refreshing experience after a day in the sun.” view full review

Free Water Activities

“Having two hours of complimentary water sports every day was a highlight of our stay; paddling through the crystal-clear waters on a kayak was truly lovely.” view full review

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
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

Reviews and Ratings <br />

Feedback from previous guests about their experience.

80%

loved the resort and would return for another relaxing stay

Stunning beach views

Responsive service

Poor dining quality

Inconvenient refrigerator

8.0/10

Great

Rooms

6.6

Location

8.0

Service

8.0

Dining

5.2

4/5 based on 88 reviews

#16 of 21 hotels in Islamorada based on Tripadvisor

Elaine

United Kingdom, January 2025

5.4/10

The hotel has a beautiful beach area that's perfect for relaxation, and the views from the rooms are truly stunning. However, my experience was marred by several inconveniences, such as maintenance issues and a problematic dining experience. The property is undergoing significant renovations which might improve things in the future, but currently, there are quite a few areas that need attention.

Rooms

5.0

The first room had several issues, including a malfunctioning TV and noisy air conditioning. The second room was better but still lacked thorough cleaning in corners.

Service

6.0

Service was a mixed bag; while some staff members were helpful, I encountered issues with my reservation not being found initially which caused stress during check-in.

Location

7.0

The hotel is conveniently located near various dining options and attractions, making it easy to explore the area, but the property itself feels slightly neglected.

Dining

5.0

The breakfast options were quite limited and not very appealing, falling short of expectations compared to other resorts.

Facilities

5.0

While the beach area is beautiful, the overall facilities need major renovations and upkeep, which significantly detracted from the experience.

Amelia

United Kingdom, December 2024

7.0/10

My stay had its ups and downs. The resort's beautiful layout and exceptional beach views were absolutely stunning, but I faced some frustrations with the food quality and issues with room amenities. Despite that, there were some great service moments that did help offset the inconveniences.

Rooms

7.0

The room was clean but had some odd furniture placements that made it feel a bit cluttered. Overall, it was spacious and had a lovely view.

Service

8.0

The service was responsive, especially when I had a situation with the room amenities. They helped promptly, but I did feel some hiccups in communication during check-in.

Location

9.0

I loved the location, with access to beautiful beaches and nearby dining options. It truly felt like a getaway.

Dining

5.0

Dining was a letdown; breakfast options were limited and not very tasty. I would suggest looking for local spots instead.

Facilities

7.0

The facilities were well-maintained, with clean pools that I enjoyed during my downtime, but I wish more activities were available.

Stunning beach views

Poor dining quality

Eva

United Kingdom, December 2024

7.0/10

The resort offers a lovely beach front along with spacious rooms and friendly service. However, it was disappointing to find that key amenities, such as the hot tub and some beach areas, were closed due to hurricane damages. The value for money was mixed, especially with some lingering issues from the hurricane aftermath that were not disclosed prior to booking.

Rooms

7.0

Our room was spacious with a nice screened-in porch that overlooked the ocean, making it enjoyable to relax outside. Unfortunately, it could have used a bit more thorough cleaning.

Service

8.0

The staff was accommodating, especially when we needed help changing rooms due to the air conditioning issues. While they were friendly, we felt that some parts of the service, especially housekeeping, could have been quicker.

Location

7.0

The location is beautiful with direct beach access; however, a significant portion of the hotel was fenced off, impacting our experience.

Dining

7.0

Breakfast options were good with fresh omelettes and pastries, though it could benefit from some additional variety to enhance the experience.

Facilities

6.0

While the pool area was clean, the absence of a hot tub and some beach access was a letdown, affecting the resort-like experience we expected.

Reese

United Kingdom, November 2024

7.0/10

My stay at the resort was quite a mixed bag. While I loved the spacious rooms and the breathtaking views from my balcony, I was disappointed by the damage still evident from the hurricane, which really hindered the overall experience. The service was incredibly attentive, which made me feel welcomed, but the breakfast options left much to be desired. Overall, I enjoyed a peaceful getaway with some lovely moments, but certain amenities simply weren’t up to par.

Rooms

7.0

The rooms were spacious with stunning views from the balcony, but they felt slightly cramped due to ongoing renovations.

Service

9.0

The service was attentive and accommodating, making sure I had everything I needed during my stay.

Location

8.0

The location is beautiful, with easy access to the beach, though some areas were still closed off due to hurricane damage.

Dining

5.0

The breakfast was underwhelming, with limited options that didn't match the usual resort standard.

Facilities

6.0

I enjoyed the serene outdoor seating areas, but some promised amenities like the hot tub were not operational at the time of my visit.

Molly

United Kingdom, September 2024

7.4/10

I had a lovely stay at this hotel during my Keys trip. I felt safe and comfortable here, and the staff went above and beyond to ensure I had a pleasant experience. While I enjoyed the beautiful beach and relaxing atmosphere, I found the dining options slightly lacking and the pool area could use some upkeep. Overall, I would say it’s a great place for those looking for a relaxing getaway.

Rooms

7.0

The rooms were spacious and clean, although we had to switch to one without a balcony. The decor was a bit shabby but the bedding was delightful.

Service

9.0

The service was excellent; the staff were friendly and accommodating, making the stay even more enjoyable.

Location

9.0

The hotel was ideally situated near great dining options and had a beautiful private beach area for relaxation.

Dining

6.0

While the breakfast was adequate, with a simple ordering system, it could definitely use more variety.