Chesapeake Beach Resort, Islamorada

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From149US$ /night
Check-in
22Mar2026Select date
Check-out
23Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

83409 Overseas Highway, Islamorada, Florida, United States, 33036
Great
8.4
9.1
/10
3.9
4.2
/5

Chesapeake Beach Resort offers family-friendly accommodations with a private beach and ocean access. This 3-star Islamorada hotel features an outdoor pool, water sports rentals, and spacious renovated rooms with balconies. Its proximity to local restaurants and attractions emphasizes its appeal as a vacation destination.

Rooms & Amenities

Rooms at Chesapeake Beach Resort are newly renovated and include private balconies with views. Accommodations feature plush bedding options, flat-screen TVs, and modern bathrooms with walk-in showers. Options include one-bedroom and two-bedroom suites, ideal for families and groups.

Dining & Nearby Options

Dining options nearby offer a variety of seafood and Italian cuisines. Notable restaurants include Whale Harbor Seafood Buffet and Wahoo's Bar and Grill, both within 0.3 miles of the resort. Guests can also enjoy fresh seafood at local eateries or dine in the hotel's own restaurant.

Leisure & Activities

Leisure facilities include an outdoor pool with ocean views and private beach access. Guests can partake in various water sports such as kayaking and paddleboarding, with equipment available on-site. The resort frequently hosts events, including a Full Moon Party that features live music and entertainment.

Services & Local Area

Chesapeake Beach Resort is a pet-friendly establishment that caters to families, making it suitable for group gatherings and events. The hotel also provides parking for boats and trailers, enhancing convenience for water activities. Local attractions such as the Theater of the Sea and the History of Diving Museum are within a short drive.

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Select your room type

Chesapeake Beach Resort offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Hearing impaired Ocean view Two Queen Beds
2 persons
370 sq. feet 
2 King Size Beds
Shower
Coffee machine
ADA Ocean View Two Queens
2 persons
370 sq. feet 
2 Double beds
Shower
Coffee machine
Ocean View Two Queens
2 persons
345 sq. feet 
2 Double beds
Shower
Coffee machine
Ocean View King
2 persons
345 sq. feet 
1 King-size bed
Shower
Coffee machine
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Facilities

Chesapeake Beach Resort offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.6/10Review score

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
  • 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
  • Garden furniture
  • Dining table

Bathroom

  • Free toiletries
  • Sink

Self-catering

  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV
  • AM/FM alarm clock
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Chesapeake Beach Resort Location

83409 Overseas Highway, Islamorada, Florida, United States, 33036
Map view
83409 Overseas Highway, Islamorada, Florida, United States, 33036
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
Getting around
City Centre
Islamorada24 min  ·  1.2 mi
Bus
Bus stop8 min  ·  3.3 mi
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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
Wireless 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:
45

Reviews and Ratings

Feedback about Chesapeake Beach Resort from previous guests about their experience.
Review score
Based on 935 verified reviews
8.9/10
Great
88%
Recommend
Breakfast
7.9/10
Cleanliness
9.1/10
Comfort
9.0/10
Facilities
8.6/10
Free Wi-Fi
7.5/10
Location
9.0/10
Paid Wi-Fi
8.3/10
Staff
8.5/10
Value for money
7.9/10
Guest reviews
based on 88 reviews
4/5
based on 802 reviews
8.4/10
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Rooms and Guests2 Guests, 1 Room