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Chesapeake Beach Resort

2.5 star property
Matecumbe hotel with 2 outdoor pools and private beach

Choose dates to view prices

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
Water view
Aerial view
ADA King Efficiency Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace
Private beach, white sand, sun loungers, beach towels

Reviews

9.0 out of 10

Wonderful

Popular amenities

  • Pool
  • 24/7 front desk
    24/7 front desk
  • Pet friendly
    Pet friendly
  • Non-smoking
    Non-smoking
  • Air conditioning
    Air conditioning
Main amenities
  • Daily housekeeping
  • On a private beach
  • 2 outdoor pools
  • Beach sun loungers
  • Beach towels
  • 24-hour front desk
  • Air conditioning
  • Computer station
  • Multilingual staff
  • Concierge services
  • Kayaking
Feel at home
  • Microwave
  • Private bathroom
  • Cable/satellite TV service
  • Daily housekeeping
  • Coffee/tea maker
  • Blackout drapes/curtains
The price is $218
includes taxes & fees
$199 per night
Dec 1 - Dec 2

Room options

Available filters for rooms
Showing 20 of 20 rooms

View all photos for 2-Bedroom Villa

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

2-Bedroom Villa

Highlights

Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dishwasher
HDTV
Hypo-allergenic bedding
  • 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

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 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

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
Dishwasher
  • 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

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 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

Highlights

Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 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

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 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

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 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

Highlights

Separate dining area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
HDTV
Hypo-allergenic bedding
  • 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

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
Dishwasher
  • 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

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
  • 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

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 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

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 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

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 366 sq ft
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dishwasher
HDTV
  • 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

Highlights

Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 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

Highlights

Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
HDTV
Hypo-allergenic bedding
Renovated in 2020
Separate bedroom
  • 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

Highlights

Patio
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
  • 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

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Separate bedroom
  • 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

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 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

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 364 sq ft
  • Ocean view
  • Sleeps 3
  • 1 King Bed

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9.0 out of 10, Wonderful, (1023)
The price is $270
includes taxes & fees
$240 per night
Dec 1 - Dec 2
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About the neighborhood

Map
83409 Overseas Hwy, Islamorada, FL, 33036

What's nearby

  • History of Diving Museum - 11 min walk - 1.0 km
  • Theater of the Sea - 2 min drive - 1.8 km
  • Windley Key Fossil Reef Geological State Park - 2 min drive - 1.8 km
  • Florida Keys Brewing Co. - 3 min drive - 3.5 km
  • Bud n' Mary's Dive Center - 6 min drive - 6.2 km

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

Situated by the ocean, Chesapeake Beach Resort is a great choice for a stay in Islamorada. Guests can keep active with onsite kayaking. Fellow travelers say great things about the pool and helpful staff.

Languages

English, Spanish

At a glance

Hotel size

  • 60 rooms
  • Arranged over 2 floors

Arriving/Leaving

  • Check-in start time: 4:00 PM; Check-in end time: midnight
  • Contactless check-in available
  • Early check-in subject to availability
  • Late check-in subject to availability
  • Minimum check-in age: 18
  • Check-out time is 11 AM
  • Contactless check-out available
  • Late check-out subject to availability

Restrictions related to your trip

  • Check COVID-19 restrictions.

Special check-in instructions

  • Front desk staff will greet guests on arrival

Required at check-in

  • Credit card required for incidental charges
  • Government-issued photo ID may be required
  • Minimum check-in age is 18
  • Minimum Spring Break check-in age is 21

Pets

  • Pets allowed (2 total, up to 50 lbs per pet)*
  • Service animals welcome
  • Restrictions apply*

Parking

  • Wheelchair-accessible parking on site
  • Onsite parking includes off-street options

Other information

  • Smoke-free property

Property amenities

Traveling with children

  • Pool gate
  • Outlet covers
  • Fence around the pool

What to do

  • On a private beach
  • Kayaking
  • Jet skiing nearby
  • Snorkeling nearby

Working away

  • Computer station

Services

  • 24-hour front desk
  • Concierge services
  • Multilingual staff
  • Beach sun loungers
  • Beach towels
  • Pool loungers

Facilities

  • 9 buildings/towers
  • Built in 2020
  • 2 outdoor pools
  • Traditional architecture

Accessibility

  • Braille/raised signage
  • Wheelchair-accessible parking
  • Assistive listening devices available
  • Wheelchair-accessible public washroom
  • Wheelchair-accessible pool
  • Visual alarms in hallways
  • Handrails in hallways
  • Handrails in stairways
  • Closed captioned TV
  • Lever door handles
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Pool hoist on site

Room amenities

Be entertained

  • 43-inch flat-screen TV
  • Cable TV channels

Home comfort

  • Air conditioning
  • Ceiling fan
  • Coffee/tea maker
  • Iron/ironing board

Sleep well

  • Hypo-allergenic bedding
  • Blackout drapes/curtains
  • Pillowtop mattress
  • Bed sheets provided

Freshen up

  • Private bathroom
  • Shower only
  • Designer toiletries
  • Hair dryer
  • Towels
  • Toilet paper

Stay connected

  • Laptop-friendly workspace
  • Free local calls

Food and drink

  • Microwave

More

  • Daily housekeeping
  • Access via exterior corridors

Fees & policies

Optional extras

  • Late check-out can be arranged for an extra charge (subject to availability)

Pets

  • Service animals exempt from fees
  • Pet deposit: USD 50.00 per stay
  • Pets are allowed for an extra charge of USD 50.00 per accommodation, per night

Pool, spa, & gym (if applicable)

  • Pool access available from 7:00 AM to 10:30 PM
  • Children under 16 years old are not allowed in the swimming pool without adult supervision

Policies

Construction is underway at a neighboring building and there may be noise disturbance from the construction work.
Some facilities may have restricted access. Guests can contact the property for details using the contact information on the booking confirmation.
This property does not have elevators.
This property accepts credit cards. Cash is not accepted.

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

Frequently asked questions

Does Chesapeake Beach Resort offer free cancellation for a full refund?
Yes, Chesapeake Beach Resort does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Is there a pool at Chesapeake Beach Resort?
Yes, there are 2 outdoor pools. Guests have pool access from 7:00 AM to 10:30 PM.
Are pets allowed at Chesapeake Beach Resort?
Yes, pets are welcome, with a limit of 2 total and maximum weight of 50 lbs per pet. There's a charge of USD 50.00 per accommodation, per night, and there's also a deposit of USD 50.00 per stay. Service animals are exempt from fees.
What are the check-in and check-out times at Chesapeake Beach Resort?
Check-in start time: 4:00 PM; Check-in end time: midnight. Check-out time is 11 AM. Late check-out is available for a charge (subject to availability). Contactless check-in and check-out are available.
What is there to do at Chesapeake Beach Resort and nearby?
Have fun during the warmer months with activities such as kayaking. Enjoy a swim in one of the 2 outdoor swimming pools or use the hotel's other amenities, which include a private beach.
What's the area around Chesapeake Beach Resort like?
Chesapeake Beach Resort is in Matecumbe, a short 11-minute walk from History of Diving Museum. Travelers give top marks for the hotel's prime location.

Reviews

9.0

Wonderful

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

10/10 Exceptional

Awesome
The staff was exceptional throughout the whole proerty. I will stay again.
robert, 3-night trip with friends
Verified Hotels.com guest review

10/10 Exceptional

Great Roadside location, clean & modern
Great location. Friendly staff Great room
Steve, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

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.
Julie, 2-night trip
Verified Hotels.com guest review

8/10 Very Good

Nice place, nice beach, very clean property
Changed the room because the front door has gaps , not well insonorized
ADRIAN, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Kaliany, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Es un hotel maravilloso de relax y para descansar en familia.
AMNERYS, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Good price and nice and clean
Brad, 3-night trip
Verified Hotels.com guest review

10/10 Exceptional

Excellent
Excellent!
Mayer, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Elyse, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Highly recommend a room with a view and the breakfast was excellent with a variety of fresh foods available. Property is under construction during the day but we were only staying one night on the way down to Key West so it didn’t bother us.
1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Kelly, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

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.
John, 2-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Harrison, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Beautiful property overlooking the sea
Maria, 2-night family trip
Verified Expedia guest review

10/10 Exceptional

Staff was really nice and always present on property. Loved the private beach area and access to sups and kayaks.
Jay, 2-night trip
Verified Expedia guest review

10/10 Exceptional

.
DAVID, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Nice beach area which is hard to find in the keys
Ana, 3-night trip
Verified Expedia guest review

8/10 Very Good

Donald, 4-night trip
Verified Hotels.com guest review

10/10 Exceptional

Brooke, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

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!!
Rafael, 1-night romance trip
Verified Expedia guest review

10/10 Exceptional

Paradise
Nothing not to love. We would definitely come back!
Stacey, 1-night trip
Verified Hotels.com guest review

8/10 Very Good

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.
Andrew, 2-night romance trip
Verified Expedia guest review

4/10 Fair

The pictures made it nicer than it really was in person. It’s an average hotel.
Chanel, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Everything about this resort is good. Location, resort, pool and scenery
Daisy, 1-night family trip
Verified Expedia guest review

General property information

Travelers Say
"Beautiful views, nice pools and close to many nice dining options."
Reasons to Book
Property Cleanliness & Room Cleanliness
Check-In Time
4:00 PM
Check-Out Time
11:00 AM