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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
Aerial view
Water view
Balcony

Reviews

9.2 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
  • 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

  • Resort view
  • 60 sq m
  • 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

  • Resort view
  • 48 sq m
  • 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

  • Ocean view
  • 34 sq m
  • 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

  • Ocean view
  • 50 sq m
  • 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

  • Resort view
  • 48 sq m
  • 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

  • Ocean view
  • 65 sq m
  • 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

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

View all photos for Ocean View King

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

Ocean View King

  • Ocean view
  • 34 sq m
  • 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

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

View all photos for Ocean View Queens

Terrace/patio

Ocean View Queens

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

Ocean View King Efficiency Villa

  • Ocean view
  • 48 sq m
  • 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

  • Resort view
  • 30 sq m
  • 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

  • Ocean view
  • 77 sq m
  • 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

  • Ocean view
  • 34 sq m
  • 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

  • Ocean view
  • 50 sq m
  • 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

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

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Exterior

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  • Parking included
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The price is NZ$515
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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 - 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

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 transport

  • 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 bathroom

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

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

9.2

Wonderful

Rating 10 - Excellent. 1012 out of 1430 reviews
Rating 8 - Good. 241 out of 1430 reviews
Rating 6 - Okay. 100 out of 1430 reviews
Rating 4 - Poor. 43 out of 1430 reviews
Rating 2 - Terrible. 34 out of 1430 reviews

9.2/10

Cleanliness

9.2/10

Staff & service

8.8/10

Amenities

9.2/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Weeding weekend

Went to a weeding in Islamorada and the option of the hotel was ideal
Stayed 1 night in Jan 2025

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Island paradise

Great location, great beach, pools and staff.
Stayed 1 night in Jan 2025

8/10 Good

Kei

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
After we realized the heater didn't work in our room, we got upgraded to a villa which was really nice. We'd like to come back in the summer. It's right on the water with a pool and offers all the water sports. The breakfast that's included was really good - omelettes made to order.
Stayed 1 night in Jan 2025

10/10 Excellent

whitney

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

You won’t regret booking.

We loved it here and would definitely go back. Everything was clean. Small bar on site. Free breakfast & Made to order omelets until 11. Outside seating near pool. Outside bathroom with room keep access only adds a nice touch not having to run back to room. Definitely get a room with balcony. We had covered parking. The checkers & chess were nice to drink/chat and hang outside. Room & bathroom were clean.
Stayed 1 night in Jan 2025

10/10 Excellent

Tracy

Liked: Cleanliness, staff & service, property conditions & facilities
Friendly staff, convenient location.
Stayed 2 nights in Jan 2025

10/10 Excellent

Nelson T

Liked: Cleanliness, staff & service, property conditions & facilities
Awesome stay!
Stayed 5 nights in Jan 2025

10/10 Excellent

Laura

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff at the front desk was super helpful. Chris was very attentive and made me a wonderful omelet. The place is beautiful.
Stayed 1 night in Jan 2025

10/10 Excellent

Yuliana

Stayed 1 night in Jan 2025

10/10 Excellent

Anthony

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

First Class 👌

This was worth every penny. The room was spotless! The breakfast great! And the staff wonderful!! We will be back!
Stayed 2 nights in Jan 2025

10/10 Excellent

Dylan Matthew

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very friendly helpful staff. Couldn’t have asked for a better experience.
Stayed 3 nights in Jan 2025

10/10 Excellent

Tara

Travelled with partner
Liked: Cleanliness, amenities
The only issue was the lawn crew were running blowers
Stayed 3 nights in Jan 2025

6/10 Okay

Lorie

Liked: Cleanliness, staff & service, property conditions & facilities
great stay, beautiful resort. AC didn’t work the best, didn’t love the barn door that didn’t lock in bathroom. Breakfast was great, but no indoor seating. One day was cool and rainy and no where to sit and eat. Pool and hot was nice
Stayed 2 nights in Jan 2025

10/10 Excellent

Sandra, Babylon

Liked: Cleanliness, staff & service, property conditions & facilities
Lovely beach resort in Islamorada Two large pools, location is great with its own little private beach
Stayed 1 night in Jan 2025

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service, property conditions & facilities
Very clean! Nice staff!
Stayed 1 night in Jan 2025

10/10 Excellent

Christopher

Liked: Staff & service, property conditions & facilities
Great stay
Stayed 3 nights in Jan 2025

10/10 Excellent

Heather

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great staff, beautiful property, very welcoming and helpful
Stayed 1 night in Jan 2025

10/10 Excellent

Lumey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean and renovated. Calm and quiet
Stayed 1 night in Jan 2025

6/10 Okay

Christopher

Travelled with family
Stayed 6 nights in Jan 2025

10/10 Excellent

Holly

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
So beautiful, quiet, warm pools, excellent breakfast, views, and reception was amazing! Highly recommend!
Stayed 1 night in Jan 2025

10/10 Excellent

Riceldys

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice property. Staff was nice, room was nice and clean, beach area was beautiful, pool was warm, dinning options near
Stayed 1 night in Jan 2025

8/10 Good

Sean

Liked: Cleanliness, property conditions & facilities
Disliked: Staff & service
Stayed 2 nights in Dec 2024

2/10 Terrible

Heidi

Travelled with partner
Liked: Cleanliness
Disliked: Staff & service, amenities, property conditions & facilities
The front desk staff were so unfriendly. No safe in the room. Grounds were so ugly. We had a garden view that was a parking lot with sand so we had to upgrade to am ocean view for an extra $50.00. Pool staff were also not friendly and when i asked for a towel she said she would brink me one and never did.
Stayed 2 nights in Nov 2024

10/10 Excellent

Manuela

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025

10/10 Excellent

Angela

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Not sure when they clean, but they do a good job. Good breakfast. Could use few more employees there in the morning.
Stayed 2 nights in Dec 2024

10/10 Excellent

Michele

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jan 2025