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Chesapeake Beach Resort

2.5 star property

Photo gallery for Chesapeake Beach Resort

Private beach, white sand, sun-loungers, beach towels
Hypo-allergenic bedding, pillow-top beds, laptop workspace
Water view
Aerial view
Balcony

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet-friendly
  • On private beach
  • Pool
  • 24/7 front desk
  • Housekeeping
  • Air conditioning

Explore the area

Map
83409 Overseas Hwy, Islamorada, FL, 33036
  • History of Diving Museum
    ‪11 min walk‬
  • Theater of the Sea
    ‪2 min drive‬
  • Windley Key Fossil Reef Geological State Park
    ‪2 min drive‬

Room options

View all photos for 2-Bedroom Villa

2-Bedroom Villa

2-Bedroom Villa

  • 60 sq m
  • Resort view
  • Sleeps 6
  • 1 King Bed, 1 Double Bed and 1 Double Sofa Bed

View all photos for Standard King

Standard King

Standard King

  • 25 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for King Efficiency Villa

King Efficiency Villa

King Efficiency Villa

  • 48 sq m
  • Resort view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Doubles

Standard Doubles

Standard Doubles

  • 25 sq m
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard King with Sleeper Sofa

Standard King with Sleeper Sofa

Standard King with Sleeper Sofa

  • 29 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Hearing Impaired Ocean View Queens

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Hearing Impaired Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for Hearing Impaired Ocean View King Suite

43-inch flat-screen TV with cable channels, TV

Hearing Impaired Ocean View King Suite

  • 50 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for ADA King Efficiency Villa

ADA King Efficiency Villa

ADA King Efficiency Villa

  • 48 sq m
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Premium 1-Bedroom Ocean View Villa

Premium 1-Bedroom Ocean View Villa

Premium 1-Bedroom Ocean View Villa

  • 65 sq m
  • Ocean view
  • Sleeps 6
  • 2 Double Beds and 1 Double Sofa Bed

View all photos for Deluxe Ocean View Two Queen Suite

Balcony

Deluxe Ocean View Two Queen Suite

  • 60 sq m
  • Ocean view
  • Sleeps 6
  • 2 Queen Beds

View all photos for Ocean View King

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Ocean View King

  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

View all photos for Ocean View King Suite

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Ocean View King Suite

  • 49 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Ocean View Queens

Terrace/patio

Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

  • 48 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Queens

Standard Queens

Standard Queens

  • 29 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard King Villa

Standard King Villa

Standard King Villa

  • 30 sq m
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Premium Ocean View King Villa

Premium Ocean View King Villa | Living area

Premium Ocean View King Villa

  • 77 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for ADA Ocean View Queens

ADA Ocean View Queens

ADA Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for ADA Ocean View King Suite

ADA Ocean View King Suite | Balcony

ADA Ocean View King Suite

  • 50 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for ADA Ocean View King

Hypo-allergenic bedding, pillow-top beds, laptop workspace

ADA Ocean View King

  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

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Exterior

Islander Resort

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  • Pool
  • Pet-friendly
  • Parking included
4.5 out of 5, Wonderful, (1006)
The price is AU$1,151
for 1 room
includes taxes & fees
8 Mar - 9 Mar
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About the area

Islamorada

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.

What's nearby

  • History of Diving Museum - 11 min walk
  • Theater of the Sea - 2 min drive
  • Windley Key Fossil Reef Geological State Park - 2 min drive
  • Florida Keys Brewing Co. - 3 min drive
  • Bud n' Mary's Dive Center - 6 min drive

Getting around

  • Miami Intl. Airport (MIA) - 91 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬3 min drive
  • ‪Hog Heaven - ‬3 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min walk
  • ‪Florida Keys Brewing Co. - ‬3 min drive
  • ‪Whale Harbor Restaurant Marina - ‬2 min walk

About this property

Chesapeake Beach Resort

Hotel on the beach, with 2 outdoor pools
Chesapeake Beach Resort offers 60 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and designer toiletries. Beds feature pillowtop mattresses. 43-inch flat-screen televisions come with cable channels.

Bathrooms include showers, complimentary toiletries, and hair dryers. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

2 outdoor swimming pools are on site along with a private beach.

Children under 16 years old are not allowed in the swimming pool without adult supervision.

The recreational activities listed below are available either on site or nearby; fees may apply.

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. Cable television is provided for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers.
Spend the day on the private beach or dip into one of the 2 outdoor swimming pools.
Featured amenities include a computer station, a 24-hour front desk, and multilingual staff.

Languages

English, Spanish

Property amenities

Parking and public transport

  • Wheelchair-accessible parking available
  • On-site parking includes off-street options

Things to do

  • 2 outdoor pools
  • Kayaking

Family friendly

  • 2 outdoor pools
  • Fence around the pool
  • Microwave
  • Pool gate

Guest services

  • 24-hour front desk
  • Concierge services
  • Daily housekeeping
  • Multilingual staff

Business services

  • Computer station

Outdoors

  • Beach loungers
  • Pool sunloungers
  • Private beachfront location

Accessibility

  • If you have any requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have any lifts
  • Assistive listening devices available
  • Braille signage
  • Handrails in hallways
  • Handrails in stairwells
  • Lever door handles
  • Pool hoist on site
  • Upper floors accessible by stairs only
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible public bathroom
  • Wheelchair-accessible (may have limits)

More

  • Beach towels
  • Renovated entire property – January 2020
  • Smoke-free property

Room amenities

Bedroom

  • Air conditioning
  • Bed sheets
  • Blackout drapes/curtains
  • Ceiling fan
  • Hypo-allergenic bedding
  • Pillow-top mattress

Bathroom

  • Designer toiletries
  • Hairdryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels

Entertainment

  • 43-inch flat-screen TV
  • TV channels

Food and drink

  • Coffee/tea maker
  • Microwave

More

  • Access via exterior corridors
  • Free local calls
  • Iron/ironing board
  • Laptop-friendly workspace
  • Phone

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: midnight
Early check-in subject to availability
Contactless check-in available
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11 AM
Contactless check-out available
Late check-out subject to availability
A late check-out fee will be charged

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 50.00 per accommodation, per night, plus a deposit of USD 50.00 per stay
Service animals are welcome, and are exempt from fees
2 total (up to 50 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation

Children and extra beds

Children are welcome
Rollaway/extra beds are not available

Payment types

Important information

Optional extras

  • Pet deposit: USD 50.00 per stay
  • Pet fee: USD 50.00 per accommodation, per night
  • Service animals are exempt from fees
  • Late check-out is available for a fee (subject to availability)

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Minimum Spring Break check-in age is 21 years old
This property accepts credit cards; cash is not accepted

We should mention

This property does not have elevators
Pool access available from 7:00 AM to 10:30 PM
Some facilities may have restricted access; guests can contact the property for details using the contact information on the booking confirmation
Construction is underway at a neighboring building and there may be noise disturbance from the construction work
Children under 16 years old are not allowed in the swimming pool without adult supervision

Property is also known as

Chesapeake Beach Islamorada
Chesapeake Beach Resort
Chesapeake Beach Resort Islamorada
Chesapeake Resort
Chesapeake Beach Hotel Islamorada
Chesapeake Beach Resort Hotel
Chesapeake Beach Resort Islamorada
Chesapeake Beach Resort Hotel Islamorada

Chesapeake Beach Resort Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 981 out of 1407 reviews
Rating 8 - Good. 237 out of 1407 reviews
Rating 6 - Okay. 106 out of 1407 reviews
Rating 4 - Poor. 48 out of 1407 reviews
Rating 2 - Terrible. 35 out of 1407 reviews

9.2/10

Cleanliness

9.2/10

Staff & service

8.8/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Excellent

Ozge

Liked: Cleanliness, staff & service, property conditions & facilities
Great
Stayed 1 night in Nov 2024

10/10 Excellent

Paul

Travelled with family, Travelled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff everywhere in the resort where very very friendly. Especially the cooks Mary and chef Chris. They went out of their way to serve you. Thank you all for making us feel welcome. Loved our stay and will recommend Chesapeake Beach Resort to all our friends.
Stayed 3 nights in Nov 2024

10/10 Excellent

robert

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Awesome
The staff was exceptional throughout the whole proerty. I will stay again.
Stayed 3 nights in Nov 2024

10/10 Excellent

Carole

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved it here. Chef Chiris mskes the best omelets.
Stayed 5 nights in Nov 2024

10/10 Excellent

Steve

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great Roadside location, clean & modern
Great location. Friendly staff Great room
Stayed 1 night in Nov 2024

10/10 Excellent

Jacqueline

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Staff was very accommodating. The room was clean and equipped with a microwave, refrigerator, and very comfortable Robes. We loved the view and the peacefulness.
Stayed 3 nights in Nov 2024

10/10 Excellent

Mary

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This wonderful, boutique-like resort deserves more than a five star rating. From the front desk personnel to the kitchen staff, everyone was warm and friendly, and made us feel so very welcome. I'd like to give a special shout out to Derrick, who made it possible for us to have the vacation of my dreams. I can't thank you enough!
Stayed 2 nights in Oct 2024

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Beautiful views
We had a great stay. The view was amazing. The breakfast was better than we expected. Nary in the sunrise room was so friendly and went above and beyond. We will definitely come back.
Stayed 2 nights in Nov 2024

8/10 Good

ADRIAN

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice place, nice beach, very clean property
Changed the room because the front door has gaps , not well insonorized
Stayed 1 night in Nov 2024

10/10 Excellent

colleen

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful views. Spacious rooms.
Stayed 2 nights in Nov 2024

10/10 Excellent

John

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing property! We had a reservation at a different place and were not happy with it so decided to push on. We couldn’t be happier. The staff is amazing, breakfast is great and there is a private beach. We are so happy we extended our stay.
Stayed 1 night in Nov 2024

10/10 Excellent

David

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beach access!
Stayed 3 nights in Nov 2024

10/10 Excellent

Amy

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a wonderful time. Every morning we had an omelette made by Nary and Chris. The other breakfast options were delicious as well. The rooms were very clean. The views were gorgeous. And it was a nice drive to get to Key West. I will be going back.
Stayed 4 nights in Nov 2024

6/10 Okay

Nicole

Travelled with group
Stayed 1 night in Nov 2024

10/10 Excellent

Amy

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely gorgeous, clean, friendly staff, and great location
Stayed 4 nights in Nov 2024

10/10 Excellent

Kaliany

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Nov 2024

8/10 Good

James, HOLLYWOOD

Liked: Cleanliness, property conditions & facilities
Stayed 2 nights in Nov 2024

10/10 Excellent

Shayan

Liked: Cleanliness, staff & service, property conditions & facilities
Amazing resort and beautiful view. Great staff and very clean. Definitely come back here again. Perfect for staycation .
Stayed 1 night in Nov 2024

10/10 Excellent

Diana

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place
Stayed 1 night in Nov 2024

8/10 Good

Yudimay

Stayed 2 nights in Oct 2024

10/10 Excellent

AMNERYS

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Es un hotel maravilloso de relax y para descansar en familia.
Stayed 1 night in Oct 2024

10/10 Excellent

Amanda

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We booked the ocean view room and our room was beautiful. The room was very clean and the view from the balcony was lovely! Our facorite part was breakfast, where they had an omlete station and they were delicious!! The dining area outside was incredible with awesome ocean views. The hot tub was nice and warm and the views from there were just as incredible as all of the others. The only thing that was a little upsetting was the deposit that i had to put down (the whole cost of my booking) but the good thing is it was refunded the next day.
Stayed 1 night in Oct 2024

10/10 Excellent

Brad

Liked: Cleanliness, property conditions & facilities, room comfort
Good price and nice and clean
Stayed 3 nights in Oct 2024

10/10 Excellent

ROLANDO

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The beautiful prosperity and good staf
Stayed 3 nights in Oct 2024

10/10 Excellent

Mayer

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Excellent
Excellent!
Stayed 1 night in Oct 2024