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Chesapeake Beach Resort

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

Choose dates to view prices

your current months are August, 2024 and September, 2024.
August 2024
September 2024

Photo gallery for Chesapeake Beach Resort

Private beach, white sand, sun loungers, beach towels
Water view
Hypo-allergenic bedding, pillowtop beds, laptop workspace
Premium Ocean View King Villa | Living area | Flat-screen TV
Premium Ocean View King Villa | Water view

Reviews

9.0

Wonderful

Popular amenities

  • Pool
    PoolPool
  • 24/7 front desk
    24/7 front desk24/7 front desk
  • On private beach
    On private beachOn private beach
  • Pet friendly
    Pet friendlyPet friendly
  • Housekeeping
    HousekeepingHousekeeping
  • Air conditioning
    Air conditioningAir conditioning

Check-in time

4:00 PM

Check-out time

11:00 AM
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About the neighborhood

Map
83409 Overseas Hwy, Islamorada, FL, 33036

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 Intl. 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
  • ‪Whale Harbor Restaurant Marina - ‬2 min walk
  • ‪The Whistle Stop - ‬2 min drive

About this property

Chesapeake Beach Resort

Hotel located in Matecumbe
Chesapeake Beach Resort provides everything you need. With a private beach, sun loungers, 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 sun loungers
  • 2 outdoor pools, multilingual staff, and concierge services
  • Smoke-free premises, a computer station, and a 24-hour front desk
  • Beach towels
  • Guest reviews give top marks for the breakfast, beach locale, and pool
Room features
All 60 rooms include comforts such as laptop-friendly workspaces and air conditioning. Guest reviews speak positively of the clean, spacious rooms at the property.
More amenities include:
  • Hypo-allergenic bedding and pillowtop mattresses
  • Bathrooms with designer toiletries and showers
  • HDTVs with cable channels
  • Wardrobes/closets, microwaves, and coffee/tea makers

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

  • 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

Frequently asked questions

Does Chesapeake Beach Resort have a pool?

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

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

As of Jul 27, 2024, prices found for a 1-night stay for 2 adults at Chesapeake Beach Resort on Jul 31, 2024 start from $179.0, excluding 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 lbs 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?

Check-out is at 11 AM. Late check-out 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. Islamorada Brewery & Distillery and Keys History & Discovery Center are also within 2 mi (3 km).

Chesapeake Beach Resort Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 897 out of 1368 reviews" "
Rating 8 - Good. 279 out of 1368 reviews" "
Rating 6 - Okay. 112 out of 1368 reviews" "
Rating 4 - Poor. 47 out of 1368 reviews" "
Rating 2 - Terrible. 33 out of 1368 reviews" "

9.2/10

Cleanliness

9.0/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Excellent

mary

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property was very nice. We had beautiful ocean views from our room. The pools were clean and plenty of loungers, very relaxing. The beach was terrific. Breakfast was included and very good with much variety. The staff was absolutely fantastic. Friendly, helpful and welcoming.
Stayed 2 nights in Jul 2024

10/10 Excellent

Brad

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
What a surprise! This place was amazing. The beach was great, had no idea it was so big and accessible.
Stayed 1 night in Jul 2024

6/10 Okay

Sebastian

Traveled with family
Liked: Staff & service, amenities, property conditions & facilities
Smelly room , either it was from fresh paint or detergent they use to wash sheets . Bathroom door was constantly opening ( sliding door ) . Easy fix , used rolled piece of paper under to keep it closed . Small beach on plus side , also kayaks and surf boards available. Very nice staff . Breakfast available but seemed like they ran out of food very quickly. We went there around 9:45 am ( it was served from 6am to 11 am ) and most of the food was gone . Chef was making omelets for those who wanted to wait in line . Would I stay there again ? Not sure …
Stayed 5 nights in Jul 2024

10/10 Excellent

Mahesh

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beach in the back. Very Quiet. Relaxing place
Stayed 1 night in Jul 2024

8/10 Good

Jessica

Liked: Cleanliness, staff & service, property conditions & facilities
I believe it is over priced for the room and the hotel. Double room are full beds, uncomfortable for 2 adults to share a bed.
Stayed 1 night in Jul 2024

10/10 Excellent

Obed

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 3 nights in Jul 2024

10/10 Excellent

Jason

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place with a very nice beach. I felt very safe and secluded. Love it and will be back
Stayed 1 night in May 2024

10/10 Excellent

Melissa

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Superb establishment
Stayed 1 night in Jul 2024

10/10 Excellent

Andrew

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely love this resort . Vanessa and chris the manageress were amazing. Cannot fault this resort . Wonderful breakfast bar amazingvfacilities
Stayed 4 nights in Jun 2024

8/10 Good

Michael

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Pros: The room was immaculate. Both pools were clean and convenient. Staff at the check-in desk were very helpful. Very convenient to visit with little kids. Cons: There was a $50-something "resort" fee that was not disclosed by Expedia. The "chef" at breakfast was not pleasant. Towels at the pool were not re-stocked on regular basis.
Stayed 1 night in Jul 2024

10/10 Excellent

Leidy Johanna

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I LOVED! staying here. It was quite calm and super relaxing. The rooms were super clean. And best of all the breakfast included. The cooks were amazing especially Nattie she was amazing. We will be back as soon as we can. The pool area can use a bit more light at night, but still overall a wonderful place.
Stayed 3 nights in Jun 2024

6/10 Okay

LAUREN

Easy access
Stayed 4 nights in Jun 2024

8/10 Good

Lisa

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff in breakfast area is wonderful!
Stayed 3 nights in Jun 2024

8/10 Good

Matthew

Liked: Cleanliness, staff & service
Nice place with friendly staff, only issue we had was that the key card would not work and had to go back several times, overall fair price for value, clean rooms.
Stayed 3 nights in Jul 2024

10/10 Excellent

Margaret

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The place was clean and nice customer service was top notch will visit again
Stayed 4 nights in Mar 2024

10/10 Excellent

Michael

The boat basin was perfect for our needs as was the rest of the property. The staff was helpful and very friendly. Plan on staying again and booking the suite.
Stayed 1 night in Jun 2024

10/10 Excellent

Sonia

Stayed 2 nights in Jun 2024

10/10 Excellent

Karina

Stayed 1 night in Jun 2024

8/10 Good

Ryan

Stayed 1 night in Jun 2024

10/10 Excellent

Jonathan

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

8/10 Good

DIUSMARY

Liked: Cleanliness, staff & service, property conditions & facilities
Muy buena experiencia muy amable todo el servicio
Stayed 1 night in Jun 2024

10/10 Excellent

Danielle

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved it here! Very clean and convenient. The staff was amazing and helpful.
Stayed 4 nights in Jun 2024

10/10 Excellent

Carlos

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
All of the above!!
Stayed 2 nights in Jun 2024

10/10 Excellent

Arianna

Liked: Cleanliness, staff & service, property conditions & facilities
The personal very professional. The room is nice and clean, remodeled but the bathroom is small. Free kayak and convenient located close to restaurants and ice cream place.
Stayed 2 nights in Jun 2024

10/10 Excellent

Fanni

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

General hotel information

Reasons to Book
Property Cleanliness & Room Cleanliness
Check-In Time
4:00 PM
Check-Out Time
11:00 AM
Star Rating
2.5