Chesapeake Beach Resort
83409 Overseas Highway
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10 nights, 2 adults
Includes taxes and charges
10 nights, 2 adults
Includes taxes and charges
Why people book this hotel
“Fantastic location, with its own, free parking with plenty of spaces”
“Surrounding - beach, pool, amazing views, especially sunrises”
“Clean, new room”
“Very nice, spacious apartment with a beautiful ocean view”
“Breakfast was really nice and plentiful, with omelettes made to order and a good…”
“Breakfast was ok, but miss sth green or vegetables, or cheese/ham”
“There's also a small but well-maintained pool”
“The beach, activities, heated pools were perfect for our 4 yo”
“The room was comfortable and clean, with all the usual amenities”
“Room was very good - comfortable beds - spotlessly clean”
“Staff very frindly”
“Mostly pleasant staff”
Overview
Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away. A 37-inch flat-screen cable TV and a small refrigerator are offered in each room at this Florida Chesapeake Beach Resort. Select rooms and suites have a balcony. Chesapeake Beach Resort boasts an outdoor pool with an ocean view. Guests can check out the History of Diving Museum (3 minutes’ walk) or see a show at the Theater of the Sea (4 minutes’ drive).
Traveller reviews
Djikay
family_with_children
June 14, 2026
“Lovely gem of a hotel, great for families”
Fantastic location, with its own, free parking with plenty of spaces. The room was comfortable and clean, with all the usual amenities. The private beach is lovely, with white sand and tall palm trees. There's also a small but well-maintained pool. Breakfast was really nice and plentiful, with omelettes made to order and a good variety of options. The general vibe was relaxed and felt welcoming and excellent for families.
Steven
couple
May 18, 2026
“Would stay again in an instant.”
All of it
Julia
couple
May 14, 2026
“Great room and nice ground but ruined by behaviour of other guests”
Room was very good - comfortable beds - spotlessly clean
angela
couple
May 9, 2026
“beautiful place”
everything
Maciej
family_with_children
April 10, 2026
“Beautiful place!”
Clean, new room. Surrounding - beach, pool, amazing views, especially sunrises. Breakfast was ok, but miss sth green or vegetables, or cheese/ham. Many things to do incl. Cornhole, kayaking, paddle, fishing and many other.
Marta
family_with_children
April 4, 2026
“Could be perfect, but we were not able to unpack, due to no storage space in the room.”
Great location, excellent breakfast (chefs Chris and Jose were exceptional!). Loved the amenities and the beach area.
Jarosław
couple
March 1, 2026
Very nice, spacious apartment with a beautiful ocean view. Quiet surroundings conducive to relaxation.
Geisa
family_with_children
February 20, 2026
“It was lovely being in Chesapeake hotel”
Charming, amazing view, perfect breakfast, we loved everything
Marianne
extended_group
February 18, 2026
“Disappointing”
The view from the villa
Neil
couple
February 13, 2026
“Glorified motel - disappointing”
Wonderful sunbathing area overlooking the sea. The room was a good size and comfortable.
Ana Maria
extended_group
January 10, 2026
“Very much recommended”
Location is ideal if you are doubting where to stay in the keys. The beach, activities, heated pools were perfect for our 4 yo. The included breakfast buffet was very well stocked and the omelette and pancake station definitely a win
tiffany
couple
October 12, 2025
“We had a couple of nights, weather wasn’t great which limited what we could do in the resort.”
Room was good size
Rob
couple
October 11, 2025
“Did the job to break up the journey from Orlando to Key West”
Location & view
Mariana
couple
August 31, 2025
Fantastic resort!
Ludovic
family_with_children
May 2, 2025
The comfort of the room, the 2 pools, the view on the sea. We have been given a glass of Champaign and 2 hours kayak at our arrival. Aldo it just beside a sea food restaurant (buffet).
antonino
family_with_children
April 22, 2025
“Great spot to relax and chill”
Great spot!
Aneta
extended_group
February 21, 2025
“Super view, poor breakfast”
Location with a beautiful view - watched the sunrise from the balcony; new and clean interior; parking available.
Nicholas
couple
January 4, 2025
“Come for the views and proximity to good local restaurants.”
Amazing views with good privacy. The proximity of a some local restaurants was a bonus. Staff very frindly.
Christine
couple
December 29, 2024
“Lovely location to visit the Keys.”
Location next to the beach was great - however maybe did not live up to our ‘resort’ expectations. Freshly cooked omelettes in the morning were great! Lovely view to wake up to. Comfy beds. Mostly pleasant staff. Good location to visit the Keys. Fabulous seafood buffet next door on Christmas Day!
JT
couple
December 27, 2024
The location on the beach is great. Pools are great and breakfast was good
Facilities
Accessibility
Wheelchair accessible, Toilet with grab rails, Higher level toilet, Lower bathroom sink, Visual aids: Braille
Activities
Beach, Private beach area, Beachfront, Fishing, Hot tub/Jacuzzi
Cleanliness & disinfecting
Use of cleaning chemicals that are effective against Coronavirus, Linens, towels and laundry washed in accordance with local authority guidelines, Guest accommodation is disinfected between stays, Guests have the option to cancel any cleaning services for their accommodation during their stay
Entertainment and family services
Board games/puzzles
Food & Drink
Breakfast options, Wine/champagne
Food & drink safety
All plates, cutlery, glasses and other tableware have been sanitized, Breakfast takeaway containers, Delivered food is securely covered, Physical distancing in dining areas
General
Minimarket on site, WiFi available in all areas, Bicycle parking, Heating, Allergy-free room, Non-smoking throughout, Air conditioning, Facilities for disabled guests, Lift, Pets allowed, Non-smoking rooms
Internet
Internet services, WiFi, Free WiFi
Outdoors
Outdoor pool, Outdoor pool (all year), Outdoor furniture
Parking
Accessible parking, Parking on site, Private parking, Free parking, Parking
Physical distancing
Cashless payment available, Physical distancing rules followed, Screens or physical barriers placed between staff and guests in appropriate areas
Pool and wellness
Swimming Pool, Fence around pool, Swimming pool, Sun loungers or beach chairs, Pool with view, Heated pool, Pool/beach towels, Shallow end
Reception services
Invoice provided
Safety & security
Carbon monoxide detector, Key card access, Security alarm, Smoke alarms, Fire extinguishers
Safety features
Staff follow all safety protocols as directed by local authorities, Hand sanitizer in guest accommodation and key areas, First aid kit available, Thermometers for guests provided by property, Face masks for guests available
Services
Daily housekeeping, Concierge service, Private check-in/check-out, 24-hour front desk, Luggage storage
ADA Ocean View Two Queens
This room features an ocean view, 37-inch flat-screen cable TV, and small refrigerator. Coffee-making facilities are also included.
Hearing impaired Ocean view Two Queen Beds
The spacious double room provides air conditioning, a private entrance, a balcony with sea views as well as a private bathroom featuring a walk-in shower. The unit offers 2 beds.
Ocean View King
This room features a balcony with a pool view. A small refrigerator and flat-screen cable TV are also included.
Ocean View Two Queens
This room features a 37-inch flat-screen cable TV, balcony with a pool view, and small refrigerator.
Standard Double Room
The spacious double room features air conditioning, a private entrance, as well as a private bathroom boasting a walk-in shower and a hairdryer. Featuring a balcony, this double room also provides a coffee machine, a wardrobe and a flat-screen TV with cable channels. The unit has 2 beds.
Standard King Room
The spacious double room provides air conditioning, a private entrance, as well as a private bathroom featuring a walk-in shower and a hairdryer. Boasting a balcony, this double room also offers a coffee machine, a seating area and a flat-screen TV with cable channels. The unit offers 2 beds.
Standard King Room
The spacious double room features air conditioning, a private entrance, as well as a private bathroom boasting a walk-in shower and a hairdryer. The unit has 1 bed.
Standard Queen Room
The spacious double room offers air conditioning, a private entrance, a balcony with garden views as well as a private bathroom featuring a walk-in shower. The unit offers 2 beds.
ADA Deluxe Ocean View King
Boasting a private entrance, this air-conditioned suite includes 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and a hairdryer. Featuring a balcony with sea views, this suite also offers a coffee machine and a flat-screen TV with cable channels. The unit has 1 bed.
Deluxe King Suite
This spacious suite features an ocean view, spa bath, and 2 flat-screen cable televisions.
Deluxe Queen Suite
This spacious suite is comprised of 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and free toiletries. The air-conditioned suite offers a flat-screen TV with cable channels, a private entrance, a coffee machine, a seating area as well as sea views. The unit offers 3 beds.
Hearing Impaired Ocean View King Suite
This spacious suite is comprised of 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and free toiletries. The air-conditioned suite offers a flat-screen TV with cable channels, a private entrance, a coffee machine, a seating area as well as sea views. The unit offers 2 beds.
ADA Ocean View King
This room features an ocean view, 37-inch flat-screen cable TV, and small refrigerator. Coffee-making facilities are also included.
Hotel Policies
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