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Chesapeake Beach Resort

2.5 star property
Hotel on the beach, with 2 outdoor pools

Choose dates to view prices

Photo gallery for Chesapeake Beach Resort

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

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • 24/7 front desk
  • Housekeeping
  • Air conditioning
The current price is AED 1,228
AED 1,588 total
includes taxes & fees
6 Apr - 7 Apr

Room options

Available filters for rooms
Showing 20 of 20 rooms

View all photos for 2-Bedroom Villa

2-Bedroom Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

2-Bedroom Villa

Highlights

Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King

Highlights

Balcony
Air conditioning
Free cribs/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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

King Efficiency Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard Doubles

Highlights

Balcony
Air conditioning
Free cribs/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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King with Sleeper Sofa

Highlights

Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Blackout drapes/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, pillowtop beds, laptop workspace

Hearing Impaired Ocean View Queens

Highlights

Balcony
Air conditioning
Free cribs/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 cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 50 sq m
  • 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

Highlights

Separate dining area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
HDTV
Hypo-allergenic bedding
  • 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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Premium 1-Bedroom Ocean View Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/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 cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
  • 60 sq m
  • Ocean view
  • Sleeps 6
  • 2 Queen Beds

View all photos for Ocean View King

Hypo-allergenic bedding, pillowtop beds, laptop workspace

Ocean View King

Highlights

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

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 49 sq m
  • Ocean view
  • 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 cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard Queens

Highlights

Deck/patio
Air conditioning
Free cribs/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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King Villa

Highlights

Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 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 | 43-inch flat-screen TV with cable channels, TV

Premium Ocean View King Villa

Highlights

Patio
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
  • 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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

ADA Ocean View Queens

Highlights

Balcony
Air conditioning
Free cribs/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 ADA Ocean View King Suite

ADA Ocean View King Suite | Balcony

ADA Ocean View King Suite

Highlights

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

Highlights

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

About the neighborhood

Map
83409 Overseas Hwy, Islamorada, FL, 33036

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

Revitalized hotel, renovated in 2020 and 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:
  • 2 outdoor pools with sun loungers
  • A computer station, multilingual staff, and smoke-free premises
  • Beach towels, a 24-hour front desk, and concierge services
  • 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
  • 43-inch HDTVs with cable channels
  • Wardrobes/closets, microwaves, and coffee/tea makers

Languages

English, Spanish

Similar properties

Exterior

Amara Cay Resort

  • On private beach
  • Pool
  • Pet friendly
  • Parking included
8.8 out of 10, Excellent, 1,215 reviews
The price is AED 1,154
AED 1,542 total
includes taxes & fees
30 Mar - 31 Mar
Amara Cay Resort

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
  • Fence around the pool
  • Microwave
  • Pool gate

Guest services

  • 24-hour front desk
  • Concierge services
  • Daily housekeeping
  • Multilingual staff

Business services

  • Computer station

Outdoors

  • Beach loungers
  • Pool sun loungers
  • Private beachfront location

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have elevators
  • Assistive listening devices available
  • Braille 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 parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible public washroom
  • Wheelchair accessible (may have limitations)

More

  • Beach towels
  • Renovated entire property - January 2020
  • Smoke-free property

Room amenities

Bedroom

  • Air conditioning
  • Bed sheets
  • Blackout drapes/curtains
  • Ceiling fan
  • Hypo-allergenic bedding
  • Pillow-top mattress

Bathroom

  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels

Entertainment

  • 43-inch flat-screen TV
  • Cable channels

Food and drink

  • Coffee/tea maker
  • Microwave

More

  • Access via exterior corridors
  • Free local calls
  • Iron/ironing board
  • Laptop-friendly workspace
  • Phone
LIST_ALT

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

Property payment types

MONETIZATION_ON

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 16 March 2025, prices found for a 1-night stay for 2 adults at Chesapeake Beach Resort on 6 April 2025 start from $432.25, 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 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).

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Chesapeake Beach Resort Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 993 out of 1417 reviews
Rating 8 - Good. 236 out of 1417 reviews
Rating 6 - Okay. 105 out of 1417 reviews
Rating 4 - Poor. 48 out of 1417 reviews
Rating 2 - Terrible. 35 out of 1417 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

Diane

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great staff, beautiful grounds, very nice stay.
Stayed 1 night in Feb 2025

10/10 Excellent

Patrick

Liked: Cleanliness, amenities
Love this place
Stayed 2 nights in Feb 2025

10/10 Excellent

scott

Liked: Cleanliness, staff & service, property conditions & facilities
Great location, staff was great, complementary breakfast was very good. We definitely will stay here again.
Stayed 1 night in Jan 2025

10/10 Excellent

Avery

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent location for family trip or fishing. Clean friendly hotel lovely custom made free breakfast by Mr Chris. Also pet friendly
Stayed 2 nights in Feb 2025

10/10 Excellent

Christopher

Liked: Staff & service, property conditions & facilities
Great stay
Stayed 3 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

Jeannie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved it Beach front was perfect
Stayed 5 nights in Dec 2024

10/10 Excellent

tracy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location nearby restaurants. Riim was very clean beds wete great as was the staff
Stayed 1 night in Feb 2025

10/10 Excellent

Sue Ellen

Liked: Cleanliness, staff & service, property conditions & facilities
We asked for & received early check-in. The staff was friendly & helpful & everything was immaculate! Wonderful breakfast included! Nice beach area with lots to do. We will definitely stay here again!
Stayed 1 night in Mar 2025

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, property conditions & facilities
Nice quiet beach area
Stayed 3 nights in Feb 2025

10/10 Excellent

andrew wayne

Liked: Cleanliness, amenities, property conditions & facilities
Disliked: Staff & service
Fantastic views, and very quiet
Stayed 4 nights in Feb 2025

10/10 Excellent

Dale

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean well designed and convenient. Nice staff as well
Stayed 1 night in Feb 2025

10/10 Excellent

Karen

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

10/10 Excellent

Jeannie

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

Tracy

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

10/10 Excellent

Sandra

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

Heather

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

8/10 Good

Cory

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Little expensive a nice property
Stayed 1 night in Feb 2025

8/10 Good

Luca

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

10/10 Excellent

Nancy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Only 60 rooms. Not crowded. Lovely grounds and great staff.
Stayed 2 nights in Feb 2025

10/10 Excellent

Joseph

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

Jeremy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Modern, great views, quiet
Stayed 1 night in Feb 2025

10/10 Excellent

Crystal

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything about this place was amazing. Staff was so sweet and even set up a superbowl party for all the guests. I would definitely recommend !
Stayed 3 nights in Feb 2025

10/10 Excellent

Holly

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

Jorge

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel is in great condition, very clean and the staff is amazing! The breakfast is a game changer! There's an omelet station!!! Pools were nice and the fact we could bring our boat made it perfect. Couple restaurants close by also great!
Stayed 3 nights in Feb 2025