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Chesapeake Beach Resort

2.5 star property
Beachside hotel to enjoy 2 outdoor swimming pools and a white sand beach

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your current months are May, 2024 and June, 2024.
May 2024
June 2024

Chesapeake Beach Resort

Photo gallery for Chesapeake Beach Resort

Private beach, white sand, sun-loungers, beach towels
Water view
ADA King Efficiency Villa
Premium Ocean View King Villa | Living area
Premium Ocean View King Villa | Water view

Overview of Chesapeake Beach Resort

Reviews
8.8

Excellent

Highlight
  • Cleanliness is scored top 10% in Islamorada by travellers.

Popular amenities

  • PoolPoolPool
  • On private beachOn private beachOn private beach
  • Pet-friendlyPet-friendlyPet-friendly
  • Air conditioningAir conditioningAir conditioning
  • HousekeepingHousekeepingHousekeeping
  • Business servicesBusiness servicesBusiness services

Explore the area

Map
83409 Overseas Hwy, Islamorada, FL, 33036
  • Popular LocationHistory of Diving Museum11 min walk
  • Popular LocationTheater of the Sea2 min drive
  • Popular LocationFlorida Keys Brewing Co.3 min drive
  • AirportMiami, FL (MIA-Miami Intl.)91 min drive
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Room options

View all photos for 2-Bedroom Villa

2-Bedroom Villa

2-Bedroom Villa

Highlights

Separate sitting area
Air conditioning
Free cots/infant beds
Kitchenette
Full-sized fridge/freezer
Dishwasher
HDTV
Hypo-allergenic bedding
  • 60 sq m
  • Resort view
  • Sleeps 6
  • 1 King Bed, 1 Double Bed and 1 Double Sofa Bed

View all photos for Standard King

Standard King

Standard King

Highlights

Balcony
Air conditioning
Free cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 25 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for King Efficiency Villa

King Efficiency Villa

King Efficiency Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Kitchenette
Full-sized fridge/freezer
Dining table
Dishwasher
  • 48 sq m
  • Resort view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Doubles

Standard Doubles

Standard Doubles

Highlights

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

Highlights

Deck/patio
Air conditioning
Free cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Blackout curtains
  • 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

Highlights

Balcony
Air conditioning
Free cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 34 sq m
  • 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 cots/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 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

Highlights

Separate dining area
Air conditioning
Free cots/infant beds
Full-sized fridge/freezer
Dining table
HDTV
Hypo-allergenic bedding
Renovated in 2020
  • 48 sq m
  • Resort view
  • 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

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Kitchenette
Full-sized fridge/freezer
Dining table
Dishwasher
  • 65 sq m
  • 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 cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
  • 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

Highlights

Balcony
Air conditioning
Free cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Blackout curtains
  • 34 sq m
  • Ocean view
  • 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

Highlights

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

Highlights

Balcony
Air conditioning
Free cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 34 sq m
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Kitchenette
Full-sized fridge/freezer
Dishwasher
HDTV
  • 48 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Queens

Standard Queens

Standard Queens

Highlights

Deck/patio
Air conditioning
Free cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 29 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard King Villa

Standard King Villa

Standard King Villa

Highlights

Air conditioning
Free cots/infant beds
Full-sized fridge/freezer
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
Pillow-top bed
  • 30 sq m
  • Resort view
  • 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

Highlights

Patio
Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Full-sized fridge/freezer
Dining table
HDTV
  • 77 sq m
  • Ocean view
  • 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

Highlights

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

Highlights

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

Highlights

Balcony
Air conditioning
Free cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 34 sq m
  • Sleeps 3
  • 1 King Bed

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About the area

Islamorada

Located on a private beach, Chesapeake Beach Resort is in Matecumbe, a neighbourhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. Looking to get your feet wet? Jet skiing, snorkelling and boat tours adventures can be found near the property.
Visit our Islamorada travel guideOpens in a new window

What's nearby

  • History of Diving Museum - 11 min walk
  • Theater of the Sea - 2 min drive
  • Windley Key Fossil Reef Geological State Park - 2 min drive
  • Florida Keys Brewing Co. - 3 min drive
  • Founders Park - 5 min drive

Getting around

  • Miami International Airport (MIA) - 91 min drive

Restaurants

  • Lorelei Restaurant & Cabana Bar - 3 min drive
  • Wahoo's Bar & Grill - 2 min walk
  • Hog Heaven - 3 min drive
  • Starbucks - 14 min walk
  • Whale Harbor Restaurant Marina - 2 min walk

About this property

Chesapeake Beach Resort

Transformed hotel, renovated in 2020 and located in Matecumbe
Chesapeake Beach Resort provides everything that you need. With a private beach, sunloungers and kayaking, this hotel is the perfect place to soak up some sun.
You'll also enjoy the following perks during your stay:
  • Swimming pool with sunloungers
  • 2 outdoor pools, a computer station and multilingual staff
  • Smoke-free property, beach towels and a 24-hour front desk
  • Concierge services
  • Guest reviews give good marks for the beach locale, overall value and pool
Room features
All 60 rooms feature comforts, such as laptop-friendly workspaces and air conditioning. Guest reviews speak well of the clean, spacious rooms at the property.
Other amenities include:
  • Hypo-allergenic bedding and pillowtop mattresses
  • Bathrooms with designer toiletries and showers
  • 43-inch HDTVs with cable channels
  • Wardrobes/cupboards, microwaves and coffee/tea makers

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
  • Daily housekeeping
  • 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

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 and check-out are available
Late check-in subject to availability
Minimum check-in age - 18

Check-out

Check-out before 11 AM
Contactless check-out
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 are 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 lb per pet)
Restrictions apply; for more information contact the property on the number on the booking confirmation

Children and extra beds

Children are welcome
Rollaway/extra beds are not available.

Payment types at the property

Important information

Fees

You'll be asked to pay the following charges at the property:

  • Resort fee: USD 40 per accommodation, per night
The resort fee includes:
  • Beach access
  • Beach loungers
  • Beach towels
  • Breakfast
  • Internet access
  • Phone calls
  • Pool access
  • Self-parking
  • Sporting facilities or equipment

We have included all charges provided to us by the property.

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 any lifts
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 neighbouring 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

Frequently asked questions

Does Chesapeake Beach Resort have a pool?

Yes, this property has 2 outdoor pools. Pool access is from 7:00 AM to 10:30 PM.

How much does it cost to stay at Chesapeake Beach Resort?

As of 23 Apr 2024, prices found for a 1-night stay for 2 adults at Chesapeake Beach Resort on 28 Apr 2024 start from €195.56, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Chesapeake Beach Resort pet-friendly?

Yes, this property allows pets (limit 2 total) with a maximum weight of up to 50 lb per pet. There's a deposit of USD 50.00 per stay and a fee of USD 50.00 per accommodation, per night. Service animals are exempt from fees.

What time is check-in at Chesapeake Beach Resort?

Check-in start time: 4:00 PM; check-in end time: midnight. Late check-in is available during limited hours.

What time is check-out at Chesapeake Beach Resort?

Checkout is at 11 AM. Late checkout is available for a fee (subject to availability).

Where is Chesapeake Beach Resort located?

Nestled on the beach, this Matecumbe hotel is within 1 mi (2 km) of History of Diving Museum and Windley Key Fossil Reef Geological State Park. Matecumbe United Methodist Church and Florida Keys Brewing Co. are also within 3 miles (5 km).

Chesapeake Beach Resort Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 835 out of 1301 reviews" "
Rating 8 - Good. 272 out of 1301 reviews" "
Rating 6 - Okay. 108 out of 1301 reviews" "
Rating 4 - Poor. 46 out of 1301 reviews" "
Rating 2 - Terrible. 40 out of 1301 reviews" "

9.0/10

Cleanliness

9.0/10

Staff & service

8.4/10

Amenities

8.8/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

8/10 Good

Brittney

Travelled with family, Travelled with family and small children, Travelled with group
Liked: Cleanliness
The hotel is super convenient location and right on the beach. We were disappointed that We had to wait until 4 pm to get into our room. We called for early check in but they kept saying call back. We never got early check in. When my daughter was playing in the pool she scraped her knee on the broken tiles!!! How can you have a “resort” and charge $350 a night and have broken tiles in the pool in multiple areas. The pool floor is slippery as well! The pool was HOTTTTT. It was not refreshing… my 4 year old daughter that gor her knee cut by the tile in the pool kept saying the pool felt like a huge warm bath! My son slipped on the outside flooring because it’s slick! Very disappointed in the pool miantenance.
Stayed 1 night in Apr 2024

10/10 Excellent

Edwin

Travelled with family, Travelled with pets
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is my first time on the property since the remodel. It was a great stay and very clean. Love what they did with the place. The staff was great, super attentive, and super nice. The price for the hotel was great for what you get. And better than other hotels in the area which do not look as good as this. The only item I would like to see improved is the boat dock area. They should put some funds into this area so people can park their boats temporarily. I have booked my Memorial trip already and will be back. :)
Stayed 1 night in Apr 2024

10/10 Excellent

Jeffrey

Travelled with group
Liked: Property conditions & facilities
Property was updated. Beautiful area. Would stay again
Stayed 1 night in Apr 2024

10/10 Excellent

Laura

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Shakeitha Vanessa Anthony Eric and the women that grabbed our paddle boards were all wonderful! great place
Stayed 2 nights in Apr 2024

8/10 Good

Randall

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Apr 2024

10/10 Excellent

Katelyn

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We has a very good experience with the team service….employees were very helpful and friendly… I would recommend it 💯
Stayed 1 night in Apr 2024

10/10 Excellent

Nicole

Travelled with family
We only stayed for one night while traveling on our way to Key West. The property was absolutely beautiful. We utilized the pool and the hot tub, and also the game area out by the beach. The room was spotless, and the beds were very comfy. The bathroom was large and included all necessary toiletries. I wish we were staying longer than one night!
Stayed 1 night in Apr 2024

10/10 Excellent

Tami

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful, updated room. Great balcony. Free parking. Bathrobes and slippers for use in rooms. Right on the water. Lovely beach area. Will stay here again!!
Stayed 1 night in Apr 2024

10/10 Excellent

Alan

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our ocean front room was awesome! The views were spectacular. The entire staff was so polite and helpful. If I had to say one negative comment the breakfast was very week. The gentleman who ran the breakfast more than made up for it with his personal charm. I HIGHLY recommend this facility.
Stayed 2 nights in Apr 2024

10/10 Excellent

Stephen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 3 nights in Apr 2024