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Chesapeake Beach Resort

2.5 star property

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Chesapeake Beach Resort

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

Reviews

9.0 out of 10

Wonderful

Popular amenities

  • Pool
  • 24/7 front desk
  • On private beach
  • Pet friendly
  • 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
  • SandBar
    2 min walk
  • Whale Harbor Restaurant Marina
    2 min walk

Room options

View all photos for 2-Bedroom Villa

2-Bedroom Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

2-Bedroom Villa

  • 646 sq ft
  • Resort view
  • Sleeps 6
  • 1 King Bed, 1 Double Bed and 1 Double Sofa Bed

View all photos for Standard King

Standard King | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King

  • 272 sq ft
  • Sleeps 3
  • 1 King Bed

View all photos for King Efficiency Villa

King Efficiency Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

King Efficiency Villa

  • 517 sq ft
  • Resort view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Doubles

Standard Doubles | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard Doubles

  • 272 sq ft
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard King with Sleeper Sofa

Standard King with Sleeper Sofa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King with Sleeper Sofa

  • 307 sq ft
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Hearing Impaired Ocean View Queens

Hypo-allergenic bedding, pillowtop beds, laptop workspace

Hearing Impaired Ocean View Queens

  • 366 sq ft
  • 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

  • 540 sq ft
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for ADA King Efficiency Villa

ADA King Efficiency Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

ADA King Efficiency Villa

  • 517 sq ft
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Premium 1-Bedroom Ocean View Villa

Premium 1-Bedroom Ocean View Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Premium 1-Bedroom Ocean View Villa

  • 700 sq ft
  • 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

  • 650 sq ft
  • Ocean view
  • Sleeps 6
  • 2 Queen Beds

View all photos for Ocean View King

Hypo-allergenic bedding, pillowtop beds, laptop workspace

Ocean View King

  • 364 sq ft
  • Ocean view
  • Sleeps 3
  • 1 King Bed

View all photos for Ocean View King Suite

Hypo-allergenic bedding, pillowtop beds, laptop workspace

Ocean View King Suite

  • 527 sq ft
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Ocean View Queens

Terrace/patio

Ocean View Queens

  • 366 sq ft
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

  • 517 sq ft
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Queens

Standard Queens | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard Queens

  • 307 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard King Villa

Standard King Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King Villa

  • 323 sq ft
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Premium Ocean View King Villa

Premium Ocean View King Villa | Living area | 43-inch flat-screen TV with cable channels, TV

Premium Ocean View King Villa

  • 829 sq ft
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for ADA Ocean View Queens

ADA Ocean View Queens | Hypo-allergenic bedding, pillowtop beds, laptop workspace

ADA Ocean View Queens

  • 366 sq ft
  • 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

  • 540 sq ft
  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for ADA Ocean View King

Hypo-allergenic bedding, pillowtop beds, laptop workspace

ADA Ocean View King

  • 364 sq ft
  • Ocean view
  • Sleeps 3
  • 1 King Bed

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About the neighborhood

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
  • Founders Park - 5 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 transportation

  • Wheelchair-accessible parking available
  • Onsite parking includes off-street options

Things to do

  • 2 outdoor pools
  • Kayaking

Family friendly

  • 2 outdoor pools
  • Fenced pool
  • In-room microwave
  • Pool gate

Conveniences

  • 24-hour front desk

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Multilingual staff

Business services

  • Computer station

Outdoors

  • Beach loungers
  • Beach towels
  • On a private beach
  • Pool loungers

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Assistive listening devices
  • Braille/raised signage
  • Handrails in hallways
  • Handrails in stairways
  • Lever door handles
  • Pool hoist on site
  • Upper floors accessible by stairs only
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible public washroom

More

  • 2 floors
  • 9 buildings
  • Built in 2020
  • Smoke-free property
  • Traditional architecture

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Hypo-allergenic bedding
  • Pillowtop mattress

Bathroom

  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 43-inch flat-screen TV with cable channels

Food and drink

  • Coffee/tea maker
  • Microwave

More

  • Access via exterior corridors
  • Air conditioning
  • Ceiling fan
  • Free local calls
  • Iron/ironing board
  • Laptop 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

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

Property 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. 949 out of 1384 reviews" "
Rating 8 - Good. 250 out of 1384 reviews" "
Rating 6 - Okay. 104 out of 1384 reviews" "
Rating 4 - Poor. 48 out of 1384 reviews" "
Rating 2 - Terrible. 33 out of 1384 reviews" "

9.2/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

6/10 Okay

Nicole

Traveled with group
Stayed 1 night in Nov 2024

10/10 Excellent

Ted

Liked: Cleanliness, staff & service
Stayed 2 nights in Sep 2024

10/10 Excellent

John

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The homemade omelettes from chef Chris were amazing compliments to the chef, also the front desk was amazing. Also Vanessa really helped us out to upgrade our room. Really appreciate that. Thank you, John.
Stayed 2 nights in Sep 2024

10/10 Excellent

Michelle

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fantastic! The staff was so above expectations and the breakfast was incredible! Highly recommend a visit. We will stay here again.
Stayed 2 nights in Sep 2024

10/10 Excellent

MARIAN

Liked: Cleanliness
Stayed 1 night in Sep 2024

8/10 Good

ROBUSTIANO

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Designated ADULT pool zone was not enforced by management. Children were noisy and disruptive.
Stayed 2 nights in Sep 2024

10/10 Excellent

Harrison

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2024

4/10 Poor

carrie

Stayed 2 nights in Aug 2024

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff at the Chesapeake is absolutely fabulous. The property is clean and always well maintained.
Stayed 3 nights in Sep 2024

10/10 Excellent

Jaqueline, Miami

Stayed 2 nights in Aug 2024

10/10 Excellent

Edward

Traveled with family and small children
Liked: Cleanliness, staff & service, property conditions & facilities
Everything was perfect, the breakfast with chef Chris and Nary where delicious . Lisa was very nice at the bar. Such a nice group of people god bless them. Vanesa at the front desk was very profesional and knowlagble .
Stayed 3 nights in Aug 2024

8/10 Good

Meng

Traveled with family
Disliked: Staff & service
overpriced, breakfast was very simple and server was very average, called front desk the day before due to payment issues, the lady who answered my call was very rude and inpatient , but liked the complimentary kayaking experience….
Stayed 1 night in Aug 2024

10/10 Excellent

Yanet

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfect to go for weekend getaway, in my case that I live in Miami. Loved that they are pet friendly.
Stayed 2 nights in Aug 2024

10/10 Excellent

ernesto

Liked: Cleanliness, staff & service, property conditions & facilities
Todo muy bueno
Stayed 2 nights in Aug 2024

10/10 Excellent

Ann

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property is well maintained. A Self service Breakfast was way above average.
Stayed 1 night in Aug 2024

10/10 Excellent

Maria, Miami

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property overlooking the sea
Stayed 2 nights in May 2024

10/10 Excellent

Jay

Liked: Cleanliness, staff & service, property conditions & facilities
Staff was really nice and always present on property. Loved the private beach area and access to sups and kayaks.
Stayed 2 nights in Aug 2024

10/10 Excellent

DAVID

Liked: Cleanliness, staff & service, property conditions & facilities
.
Stayed 1 night in Aug 2024

10/10 Excellent

Ana

Liked: Cleanliness, staff & service, property conditions & facilities
Nice beach area which is hard to find in the keys
Stayed 3 nights in Jul 2024

8/10 Good

Donald

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Aug 2024

10/10 Excellent

Brooke

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Aug 2024

10/10 Excellent

Rafael

Traveled with partner
Liked: Staff & service, property conditions & facilities
We loved everything in this place. The people at reception desk were courteous and welcomed us with a glass of refreshing champagne. The room was great. Clean and quiet. The breakfast was awesome, the lady who cooked our breakfast omellete ( included in our price) was caring and very friendly with us. The beach is the best thing. Day or night. We loved the privacy here. I would only suggest a little bit of improvements on the gardens / green areas but I can understand its tough to maintain due to damages caused by storms etc… thanks for an unforgettable experience!!
Stayed 1 night in Aug 2024

10/10 Excellent

Stacey

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Paradise
Nothing not to love. We would definitely come back!
Stayed 1 night in Aug 2024

8/10 Good

Andrew

Traveled with partner
Liked: Cleanliness, staff & service
Disliked: Amenities
The staff were wonderful - cheerful and helpful. There is a big difference between staying in a room with a view (new building) and not with a view (roadside motel). The beach was peaceful and quiet. There were some issues with the room, but they were quickly resolved by staff. Very homey environment - not luxurious, but perfect for those who just want to relax and spend quiet time together without all the bells and whistles.
Stayed 2 nights in Aug 2024

4/10 Poor

Chanel

Liked: Staff & service
Disliked: Cleanliness, amenities
The pictures made it nicer than it really was in person. It’s an average hotel.
Stayed 1 night in Aug 2024