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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
Water view
Hypo-allergenic bedding, pillow-top beds, laptop workspace
Balcony
Outdoor spa tub

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
  • Windley Key Fossil Reef Geological State Park
    ‪2 min drive‬

Room options

View all photos for 2-Bedroom Villa

2-Bedroom Villa | Private kitchenette

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

Ocean View King Suite

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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  • Pool
  • Pet-friendly
  • Parking included
4.5 out of 5, Wonderful, (1004)
The price is AU$1,834
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includes taxes & fees
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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

9.0

Wonderful

Rating 10 - Excellent. 1007 out of 1428 reviews
Rating 8 - Good. 240 out of 1428 reviews
Rating 6 - Okay. 101 out of 1428 reviews
Rating 4 - Poor. 45 out of 1428 reviews
Rating 2 - Terrible. 35 out of 1428 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

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

10/10 Excellent

Karen

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful location, helpful friendly staff, great breakfast , comfy robes, pools, jacuzzi, kayaks and paddle boards.
Stayed 1 night in Jan 2025

6/10 Okay

Danielle

Travelled with family
Liked: Staff & service
Disliked: Property conditions & facilities

Christmas disappointment

We stayed over Christmas for 2 nights so it is our own fault that we severely overpaid for this resort. The guy working breakfast was awesome, however, there was never any juice selection, one day it was only cartons of egg whites, just not great options. Our room smelled like gas station bathroom air freshener and gave me a sore throat even with leaving patio door open it was so strong They did offer to move us but that room smelled similar, guessing they use really toxic cleaning supplies. Our socks were literally black from the room and it felt slippery like a film on the floor. Dont let beach pictures fool you- there is seaweed and soda bottles everywhere. I would never stay here again even if it was two hundred a night, this place needs some major TLC.
Stayed 2 nights in Dec 2024

10/10 Excellent

Joseph

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Awesome place to stay in islamorada. Quiet private beach for relaxation
Stayed 2 nights in Dec 2024

10/10 Excellent

claudia

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The rooms, including the bathroom, were recently renovated and were very clean. The staff were very friendly. I received a text shortly after check in to make sure my room was ok and if we needed anything to let them know- nice touch! They had a breakfast room with pancakes, waffles, omelets made to order, yogurts and fruits, bagels, toast, coffee and teas, cereals etc all complimentary. And speaking of complimentary, they had bikes, kayaks, paddle boards etc for your use. I would definitely recommend Chesapeake Beach Resort.
Stayed 2 nights in Dec 2024

10/10 Excellent

Marli da

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

10/10 Excellent

Margaret

Liked: Property conditions & facilities
Really lovely property, nice updated room. Bathroom could use improved lighting for mirrors, but overall very nice! Front desk staff seemed a bit frazzled & slightly unprofessional, but some customer service training could easily improve that. The bar/breakfast service and staff were very good! Cleaning and ground crew really friendly and helpful.
Stayed 2 nights in Dec 2024

10/10 Excellent

Jeannie, Girard

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the location, beach area, breakfast and STAFF
Stayed 4 nights in Dec 2024

10/10 Excellent

Amy

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2024

10/10 Excellent

Viorel

Liked: Cleanliness, staff & service, property conditions & facilities
Great front desk staff, clean property overall. Some things never change fortunately.
Stayed 1 night in Nov 2024

10/10 Excellent

Viorel

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I'm a routine guest at this property for over 25 years. One of the best in the Keys, price and money. Great location, nearby Whale Harbour, the Sandbar, Boat rentals, 3 restaurants and one rooftop bar within a 1 minute walk, and Islamorada attractions just over the bridge. Great front desk staff, clean property overall. Some things never change fortunately.
Stayed 1 night in Dec 2024

8/10 Good

Luca

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Great beach and clean big well furnished rooms
Stayed 2 nights in Dec 2024

10/10 Excellent

Samara

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful
Stayed 1 night in Sep 2024

10/10 Excellent

Bing Yi

Stayed 1 night in Dec 2024

10/10 Excellent

Jack

Liked: Staff & service, property conditions & facilities
Loved our room & view (Ocean-view King suite) and LOVED the hot tub. It saved our trip! It rained A LOT during our trip - and we very much enjoyed going from the hot tub to the heated swimming pool during the rain : )
Stayed 3 nights in Dec 2024