Chesapeake Beach Resort
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Chesapeake Beach Resort

Experience Chesapeake Beach Resort, a 2-star hotel in Islamorada. Highly rated at 8.9/10 from 103 guests, it delivers exceptional comfort at a great value, with rates from $158.

Rooms

Premium Villa One Bedroom with Sea View(Partial)

Premium Room with Sea View

Deluxe Ocean View King Accessible

Check-In & Check-Out

From 16:00 until 11:00

Nearby Attractions

Play Baby Fishing Charters: 0.15 km away

Reef Runner Charters: 0.13 km away

Fishin Mission Charters: 0.1 km away

Hotel Features

All prices shown are for stays within the next 7 days, as listed on Trip.com.

Chesapeake Beach Resort

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Highlights
Sunrise
Comfy rooms
Ocean views
Delicious breakfast
Scenic heated pool
+4 more
Amenities
All amenities
Property Description
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Cleanliness8.9
Amenities8.9
Location9.0
Service8.9
Surroundings
Recreation: Chelsea Charters
(650 ft)
Recreation: Sea Horse Private Charters
(700 ft)
Attraction: Dog House Charters
(550 ft)
Recreation: Fishing The Keys Capt. Eric Scoble
(550 ft)
Recreation: Challenger Charters
(550 ft)
Recreation: Hound Dawg Charters
(800 ft)
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11

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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13

Queen Room with Ocean View

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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15

King Suite with Ocean View

Bedroom 1:1 King bed ● Living Room:1 Sofa bed
Non-smoking
Air conditioning
Refrigerator
TV
Ocean view
Room Details
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7

Ada King Efficiency Villa

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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11

Standard Double Room

2 Double bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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9

Standard King Room

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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14

Ada Ocean View Queens

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

Deluxe Ocean View Two Queen Suite

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

Standard King Villa

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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20

Deluxe King Suite

Bedroom 1:1 Sofa bed ● Bedroom 2:1 Queen bed
Has window
Non-smoking
Private bathroom
Ocean view
Private toilet
Private entrance
Room Details
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20

Hearing Impaired Ocean View King Suite

Bedroom 1:1 Sofa bed and 1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
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11

Standard Queen Room

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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1

Ocean View King Efficiency Villa

Bedroom 1:1 King bed ● Living Room 1:1 Sofa bed
Non-smoking
Air conditioning
Refrigerator
Ocean view
Shower
Room Details
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12

Hearing Impaired Ocean View Queens

2 Queen bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
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18

King Room with Ocean View

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

King Efficiency Villa

1 King bed and 1 Sofa bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Electric fan
Room Details
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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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11

Ada Ocean View Suite King

1 King bed
Non-smoking
Air conditioning
Refrigerator
TV
Ocean view
Room Details
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7

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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15

ADA Ocean View King

1 King bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Ocean view
Room Details
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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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Average for similar properties in Islamorada
GottravelG
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
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.
Original TextTranslation provided by Google
Heibar
May 13, 2026
The Villas are great! Nice and clean/ modern We had an amazing time with my elderly parents and my litte kids.
Gregor
May 12, 2026
Amazing breakfast! Location very good. Attentive staff, plenty of wild life such as iguanas, sharks (we spotted a baby shark and a bigger one!), fish, birds etc. The nice thing is that you can use 2 hours per day a sub, kajak, fishing rod, bicycle and more for free!
Rob
May 14, 2026
the breakfast employee was great. His name was Jose/h
Yolvert
May 11, 2026
Breakfast the best ! Staff wonderful!

Services & Amenities

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.

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

Breakfast
CuisineWestern
Opening hours[Mon - Sun] 06:00-10:00 Open
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

Local hotel name: Chesapeake Beach Resort
  • 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 (2.7 km) from Lorelei Restaurant & Cabana Bar.
Spend the day on the private beach or dip into one of the 2 outdoor 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.

You might be wondering

What landmarks are near Chesapeake Beach Resort?

Nearby attractions to Chesapeake Beach Resort include Fishin Mission Charters, just 350 ft from your search (straight-line distance) away.

Does Chesapeake Beach Resort have a pool?

Yes, Chesapeake Beach Resort has a swimming pool for guests.

Does Chesapeake Beach Resort serve breakfast?

Yes, Chesapeake Beach Resort serves highly-rated breakfast. Breakfast option(s): Western.

Where is Chesapeake Beach Resort located?

The hotel is located at 83409 Overseas Hwy.

Are pets allowed at Chesapeake Beach Resort?

Yes, pets are welcome at Chesapeake Beach Resort, but we suggest calling ahead to confirm details.

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

Room rates at Chesapeake Beach Resort vary based on dates, hotel policy, and other factors. Enter your travel dates to check current prices.

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

Check-in at Chesapeake Beach Resort starts at 16:00-23:00, and check-out is at 11:00.

About This Property

Average Price FromUSD413
Hotel Star Rating2
Recommendations

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