Chesapeake Beach Resort
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1 night
1 room, 2 adults, 0 children
All properties in Islamorada

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, Florida 33036, United States
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Highlights
Pets welcome
Free parking
Delicious breakfast
Lots to do
Amenities
Private parkingFree
24-Hour Front Desk
Luggage Storage
Wi-Fi in Public AreasFree
Exclusive Beach Area
Pool with view
Heated pool
Concierge Service
All amenities
Property Description
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park. This beach hotel is 1.2 mi (2 km) from Islamorada Brewery & Distillery and 1.7 mi (2.8 km) from Keys History & Discovery Center.
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8.8/10
Very Good
Cleanliness8.8
Amenities8.7
Location8.9
Service8.7
All 104 reviews
Surroundings
Landmarks: Dog House Charters
(160m)
Landmarks: Islamorada Watersports Company
(160m)
Landmarks: Hound Dawg Charters
(160m)
Landmarks: Drop Back Charters
(170m)
Landmarks: Sea Horse Private Charters
(210m)
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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

Standard King Room With Sofa Bed
8

Standard King Room With Sofa Bed

1 King bed and 1 Sofa bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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Queen Room with Ocean View
12

Queen Room with Ocean View

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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King Suite with Ocean View
14

King Suite with Ocean View

1 King bed and 1 Sofa bed
Non-smoking
Air conditioning
Refrigerator
TV
Ocean view
Room Details
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Ada King Efficiency Villa
7

Ada King Efficiency Villa

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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Standard Double Room
9

Standard Double Room

2 Double bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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Standard King Room
7

Standard King Room

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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Ada Ocean View Queens
12

Ada Ocean View Queens

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
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Deluxe Ocean View Two Queen Suite
7

Deluxe Ocean View Two Queen Suite

2 Queen bed
Non-smoking
Air conditioning
Refrigerator
TV
Ocean view
Room Details
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Standard King Villa
6

Standard King Villa

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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Hearing Impaired Ocean View King Suite
21

Hearing Impaired Ocean View King Suite

Bedroom 1:1 King bed and 1 Sofa bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
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Ocean View King Efficiency Villa

Ocean View King Efficiency Villa

Bedroom 1:1 King bed ● Living Room 1:1 Sofa bed
Non-smoking
Air conditioning
Refrigerator
Ocean view
Electric fan
Room Details
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Standard Queen Room
9

Standard Queen Room

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
Check Availability
Hearing Impaired Ocean View Queens
12

Hearing Impaired Ocean View Queens

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
Check Availability
King Room with Ocean View
15

King Room with Ocean View

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
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King Efficiency Villa
7

King Efficiency Villa

1 King bed and 1 Sofa bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
Check Availability
Premium Ocean View King Villa
6

Premium Ocean View King Villa

Bedroom 1:1 King bed ● Living Room:1 Sofa bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
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Ada Ocean View Suite King
10

Ada Ocean View Suite King

1 King bed
Non-smoking
Air conditioning
Refrigerator
TV
Ocean view
Room Details
Check Availability
Two-Bedroom Villa
6

Two-Bedroom Villa

Bedroom 1:1 King bed ● Bedroom 2:1 Double bed ● Living Room:1 Sofa bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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Ada Ocean View King
13

Ada Ocean View King

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
Check Availability
Premium 1-Bedroom Ocean View Villa
7

Premium 1-Bedroom Ocean View Villa

Bedroom 1:2 Double bed ● Living Room:1 Sofa bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
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Guest Reviews

8.8/10
Very Good
104 reviews
Verified Reviews
  • Cleanliness8.8
  • Amenities8.7
  • Location8.9
  • Service8.7
Average for similar properties in Islamorada
Most Mentioned
G‍i‍a‍n‍n‍y
August 23, 2025
The place is beautiful and very clean. There were a couple of hiccups but the hotel was quick to fix it. The only part that is upsetting is using on the amenities: fish rod, it kept tangling up. But overall, we will be returning. The breakfast was like no other.
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
August 6, 2023
Very bad experience I paid for a room with 2 beds and they gave me a room with an air bed and their answer was that everything was full and there were no towels in the pool I asked no one answered the beach very bad
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
January 3, 2025
It was great because there was a hot spring and hot spa! Free kayak and paddle boats were available and breakfast was good. The price was really bad because it was the end of the year.
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Services & Amenities

Exclusive Beach Area
More Amenities
Internet
Outdoor swimming pool
Parking
Private (exclusively for guests) is available On-site parking. Reservation needed.
Front Desk Services
Languages Spoken
Food & Drink
Public Areas
Health & Wellness
Activities
Accessibility
Safety & Security

Property Policies

Check-in and Check-out Times
Check-in: 16:00–23:00
Check-out: 07:00–11:00

Front desk hours: 24/7

Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cots and Extra Beds
For all room types, extra beds cannot be added. Cot policies vary according to room type. Please refer to the relevant room type policy.

Breakfast
TypeWestern
AgeFee
Adult
Contact property
Additional breakfast fees are not included in the total and need to be paid at the property.

Pets
Pets are allowed on requestAdditional charge
Fee: Contact the property for details

Service animals
Service animals are allowed on request

Age Requirements
The main guest checking in must be at least 18 years old

Paying at the hotel

Property Description

  • Opened: 2020
  • Renovated: 2023
  • Number of Rooms: 45
Phone:+1-305-6644662
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park. This beach hotel is 1.2 mi (2 km) from Islamorada Brewery & Distillery and 1.7 mi (2.8 km) from Keys History & Discovery Center.

Spend the day on the private beach or dip into one of the 2 outdoor swimming pools. This hotel also features complimentary wireless internet access and concierge services.

Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM.

Featured amenities include a computer station, a 24-hour front desk, and multilingual staff.

Make yourself at home in one of the 60 air-conditioned rooms featuring microwaves and flat-screen televisions. Your room comes with a pillowtop bed. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, designer toiletries, and hair dryers.

Frequently Asked Questions

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

The check-in time at Chesapeake Beach Resort is 16:00-23:00 and the check-out time is 11:00.

Does Chesapeake Beach Resort have a swimming pool?

Yes, Chesapeake Beach Resort has a pool.

Are pets allowed at Chesapeake Beach Resort?

Yes, Chesapeake Beach Resort is a pet-friendly hotel, but it is best to call ahead to confirm.

Does Chesapeake Beach Resort provide breakfast?

Yes, guests at Chesapeake Beach Resort can enjoy breakfast during their stay. Breakfast option(s): Western.

How much does it cost to stay at Chesapeake Beach Resort?

Prices at Chesapeake Beach Resort are subject to change according to dates, hotel policy, and other factors. To view prices, please search for the dates you wish to stay at the hotel.

What is the cancellation policy for Chesapeake Beach Resort?

The cancellation policy for Chesapeake Beach Resort varies depending on the type of room and booking conditions.

About This Property

Average Price FromSEK4278
Hotel Star Rating2