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Chesapeake Beach Resort

2.5 star property

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Photo gallery for Chesapeake Beach Resort

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

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 | 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 this property

Chesapeake Beach Resort

Hotel in Matecumbe
At Chesapeake Beach Resort, relax by one of the 2 outdoor swimming pools or spend the day at the private white sand beach where you can enjoy kayaking.
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.

Simply walk outside to smell the salt air and watch the ocean waves from the white sand beach. Cool off in one of the 2 outdoor swimming pools at Chesapeake Beach Resort, and enjoy summer activities like kayaking.

A total renovation of this property was completed in January 2020.

Chesapeake Beach Resort is a smoke-free property.

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
  • Renovated entire property - January 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 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

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. 983 out of 1408 reviews
Rating 8 - Good. 237 out of 1408 reviews
Rating 6 - Okay. 106 out of 1408 reviews
Rating 4 - Poor. 48 out of 1408 reviews
Rating 2 - Terrible. 34 out of 1408 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

Mary

Traveled 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

Traveled 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

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

10/10 Excellent

John

Traveled 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

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

10/10 Excellent

Amy

Traveled 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

Traveled with group
Stayed 1 night in Nov 2024

10/10 Excellent

Amy

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

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

8/10 Good

Ignas

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 5 nights in Oct 2024

10/10 Excellent

Sara

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I grew up vacationing in Islamorada with my family. It was special to be back with my husband and daughter 20 years later. * Breakfast was delicious!
Stayed 2 nights in Oct 2024

10/10 Excellent

Cristian

Stayed 1 night in Sep 2024

10/10 Excellent

Elyse

Stayed 1 night in Oct 2024

10/10 Excellent

Marybel

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My Favorite Place for now :-)
Stayed 2 nights in Sep 2024

10/10 Excellent

Marybel

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Well everything in this Hotel is Great . I always look for Quiet and this place have it . This is my second time and will be more . I need to Remark that the Lady that make breakfast is amazing she is lovely and very special , She make the best breakfast . The Chef is a great guy he has an amazing VIBE and is super friendly. This place is amazing and the people is Great .
Stayed 1 night in Oct 2024