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From149US$ /night
Check-in
01Dec2025Select date
Check-out
02Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

83409 Overseas Hwy, Islamorada, Florida, United States, 33036
-
Near the History of Diving Museum
Perfect
8.6
9.0
/10
3.2
4.2
/5

Amenities

Chesapeake Beach Resort offers direct private beach access along with two outdoor pools that provide ocean views. Guests can enjoy water sports rentals on-site, including kayaking and paddleboarding, promoting an active getaway. The hotel also provides complimentary welcome drinks, beach towels, and lounge chairs for all guests.

Rooms

The hotel includes a variety of newly renovated accommodations, including ocean view rooms, spacious suites, and villas. Each room comes with its own private balcony, allowing guests to enjoy views of the ocean or captivating garden surroundings. The villas feature additional amenities, such as kitchenettes perfect for extended stays or family gatherings.

Location

Located in Islamorada, known as the Sport Fishing Capital of the World, the hotel offers a scenic backdrop and easy access to local attractions. Guests can explore nearby coral reefs through snorkeling and diving adventures just a short boat ride away. The hotel's proximity to restaurants and shopping allows for a leisure-filled experience.

Dining

The property features on-site dining options, including Wahoo's Bar & Grill, known for its fresh seafood and laid-back atmosphere. Guests can enjoy breakfast items and cooked-to-order omelets included in the resort fee. Numerous nearby seafood restaurants offer additional dining experiences with local flavors.

Family-Friendly Features

Families can take advantage of children's activities and access to outdoor games like cornhole and oversized chess on the beach. The hotel also provides complimentary fishing rods at the front desk, enhancing family bonding experiences. Families will find spacious accommodations perfect for group stays.

Highlights

Location: Sport Fishing Capital of the World

Rooms: Ocean view rooms with private balconies

Dining: Wahoo's Bar & Grill with fresh seafood

Family-Friendly: Children's activities & spacious accommodations

Must-do experiences

  • Snorkel at the John Pennekamp Coral Reef State Park for vibrant marine life.
  • Taste fresh Key lime pie at Mrs. Mac's Kitchen, a local favorite.
  • Visit the Theater of the Sea for marine animal encounters and shows.
  • Kayak through Florida Bay at sunset for breathtaking views.
  • Explore the history at the Florida Keys History and Discovery Center.
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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
Ocean View King
2 persons
32 m² 
1 King-size bed
Shower
Coffee machine
Deluxe King Suite
2 persons
55 m² 
1 King-size bed
Shower
Coffee machine
Standard Queen Room
2 persons
29 m² 
2 King Size Beds
Shower
Coffee machine
Hearing impaired Ocean view Two Queen Beds
2 persons
34 m² 
2 King Size Beds
Shower
Coffee machine
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Price and Room Availability Calendar

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Getting around

A list of all available modes of transport

City Centre
Islamorada 2.0 km
Bus
Bus stop 5.3 km

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

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
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Location

83409 Overseas Hwy, Islamorada, Florida, United States, 33036
Map view
83409 Overseas Hwy, Islamorada, Florida, United States, 33036
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
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Questions of the users
About Chesapeake Beach Resort
Can guests enjoy fishing along the beach at Chesapeake Beach Resort?
5 November 2024
Fishing is permitted in the inlet area of the resort, offering a great experience for fishing enthusiasts.
Are pets allowed to accompany guests at the resort?
12 September 2024
Yes, up to two dogs are welcome per room, with a pet fee of $50 plus tax per pet, per night.
Is swimming permitted on the private beach?
1 January 2025
Swimming is allowed on the beautiful private beach along the oceanside, providing a perfect spot for guests to relax.
Do the rooms include kitchen facilities?
18 December 2024
Rooms feature mini-refrigerators and coffee makers, but they do not include full kitchen facilities like a stove.
Are dogs allowed on the beach and throughout the property?
22 March 2025
Pets are permitted on the beach and in many areas of the property, except for the swimming pools, as long as they are leashed.
Do the accommodations come with private balconies?
8 February 2025
Yes, each room offers its own private balcony, perfect for enjoying the seaside views.
If I arrive early, can I access the resort's amenities while waiting for my room?
15 April 2025
Early check-in is based on availability, but guests can enjoy the pools and beach area and utilize bathroom facilities until their room is ready.
Are there specific areas where my small dog can accompany me?
3 July 2024
Small dogs can access all guest areas on the property except for the pools, but must be on a leash.
Have all the guest rooms been recently updated?
27 November 2024
All rooms available for rent have been updated, though the property is still going through some renovations.
Is there a restaurant on-site at the resort?
30 June 2024
Currently, there are no dining options on the property, but several restaurants are located just a short walk away.
Are there rooms available on the ground floor?
11 September 2024
Yes, standard double queen and king rooms are available on the first floor, accessed via seven stairs.
Is there parking available for boats and trailers?
19 August 2024
Boat trailer parking and docking services are available for a fee of $60 per day.
Can I expect the views in the room to match what is shown in the photos on the website?
29 October 2024
Photos of the rooms illustrate various angles and direct views of the ocean, with options for the best ocean views indicated next to room types.
Does each guest room include a bathroom?
24 January 2025
Indeed, each room features a private bathroom for guests' convenience and comfort.
Is the resort accessible for guests with mobility impairments?
16 October 2024
The property provides ADA-compliant accommodations and welcomes guests of all abilities with accessible features.
Check-in
01Dec2025Select date
Check-out
02Dec2025Select date
Rooms and Guests2 Guests, 1 Room