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Chesapeake Beach Resort

2.5 star property

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your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Chesapeake Beach Resort

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

Reviews

9.0 out of 10

Wonderful

Popular amenities

  • Pet friendly
  • 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
  • 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 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
  • 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. 954 out of 1384 reviews" "
Rating 8 - Good. 244 out of 1384 reviews" "
Rating 6 - Okay. 106 out of 1384 reviews" "
Rating 4 - Poor. 48 out of 1384 reviews" "
Rating 2 - Terrible. 32 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

10/10 Excellent

Brian

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Really nice place. Room and staff were great. Chris the chef was awesome!
Stayed 1 night in Oct 2024

10/10 Excellent

Felix

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Clean . Good to fishing and relaxing
Stayed 1 night in Oct 2024

10/10 Excellent

Cabrina

Liked: Cleanliness, staff & service, property conditions & facilities
Very nice and clean
Stayed 1 night in Oct 2024

10/10 Excellent

NELSON

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Super nice hotel super good staff rooms super clean
Stayed 2 nights in Oct 2024

10/10 Excellent

Maria

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing
Stayed 1 night in Sep 2024

8/10 Good

Anthony

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a great find. Sand beach in the keys is a major plus.
Stayed 1 night in Sep 2024

10/10 Excellent

Gail

Liked: Cleanliness, staff & service, property conditions & facilities
great experience
Stayed 2 nights in Sep 2024

10/10 Excellent

Anett

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Only sugest to vlean the brach of sewee
Stayed 1 night in Sep 2024

10/10 Excellent

Lourdes

Stayed 1 night in Sep 2024

10/10 Excellent

Kelly

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Aug 2024

10/10 Excellent

Stacy

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, comfortable bed, clean, two pools, waterfront; we enjoyed Chef Chris making fresh omelets for us each morning.
Stayed 2 nights in Sep 2024

10/10 Excellent

Nathaniel, Apopka

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved the place! Upgraded us to a villa for our anniversary and they accommodated us as much as they could even putting a bottle of champagne in our room prior to arrival. Will be back for sure.
Stayed 4 nights in Sep 2024

10/10 Excellent

Yaremy

Stayed 1 night in Sep 2024

10/10 Excellent

Paul

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

10/10 Excellent

Maria

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The chef and lady at the breakfast very nice
Stayed 1 night in Sep 2024

10/10 Excellent

Lisa

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved our Villa at Chesapeake Beach Resort! We just had to open our door and there was the ocean! Many activities at the resort. Pool and pool area was clean. The included breakfast every morning was great! We will be back!
Stayed 4 nights in Sep 2024

10/10 Excellent

lorraine

Traveled with family
Liked: Staff & service, property conditions & facilities
Love the resort
Stayed 2 nights in Sep 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