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Chesapeake Beach Resort

2.5 star property
Savor each moment by relaxing on sun-kissed beaches or taking an invigorating swim in one of our outdoor pools.

Choose dates to view prices

Photo gallery for Chesapeake Beach Resort

Serene beachfront with palm trees lining the shore, perfect for a relaxing getaway. | Chesapeake Beach Resort
Two neatly made beds with crisp white linens, a modern ceiling fan, and a striking blue accent piece in the room. | Chesapeake Beach Resort
Aerial view of a tropical resort with two islands, surrounded by clear blue waters, offering a serene getaway. | Chesapeake Beach Resort
Sunset views from a balcony, palm trees sway gently, serene ocean backdrop. | Chesapeake Beach Resort
Serene evening at the waterfront resort, palm trees sway gently by the calm waters, perfect for a relaxing getaway. | Chesapeake Beach Resort

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Non-smoking
  • 24/7 front desk
  • Air conditioning
Main amenities
  • Daily housekeeping
  • On a private beach
  • 2 outdoor pools
  • Beach sun loungers
  • Beach towels
  • 24-hour front desk
  • Air conditioning
  • Computer station
  • Multilingual staff
  • Concierge services
  • Kayaking
Feel at home
  • Microwave
  • Private bathroom
  • Cable/satellite TV service
  • Daily housekeeping
  • Coffee/tea maker
  • Blackout drapes/curtains
The current price is $359
includes taxes & fees
$319 per night
Feb 12 - Feb 13

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
  • 646 sq ft
  • 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
Blackout drapes/curtains
  • 272 sq ft
  • 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
  • 517 sq ft
  • 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
Blackout drapes/curtains
  • 272 sq ft
  • 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
Pillowtop bed
  • 307 sq ft
  • 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
Blackout drapes/curtains
  • 366 sq ft
  • 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
  • 540 sq ft
  • 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
  • 517 sq ft
  • 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
  • 700 sq ft
  • 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
  • 650 sq ft
  • 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
Pillowtop bed
  • 364 sq ft
  • 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
  • 527 sq ft
  • 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
Blackout drapes/curtains
  • 366 sq ft
  • 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
  • 517 sq ft
  • 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
Blackout drapes/curtains
  • 307 sq ft
  • 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
Blackout drapes/curtains
  • 323 sq ft
  • 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
  • 829 sq ft
  • 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
Blackout drapes/curtains
  • 366 sq ft
  • 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
  • 540 sq ft
  • 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
Blackout drapes/curtains
  • 364 sq ft
  • Ocean view
  • Sleeps 3
  • 1 King Bed

Similar properties

Exterior

Amara Cay Resort

  • Pool
  • Pet friendly
  • Free parking
  • Internet access
8.8 out of 10, Excellent, (1212)
The price is $428
includes taxes & fees
$381 per night
Feb 12 - Feb 13
Amara Cay Resort
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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
  • ‪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

Situated by the ocean, Chesapeake Beach Resort is a great choice for a stay in Islamorada. Guests can keep active with onsite kayaking. Fellow travelers say great things about the pool and helpful staff.

Languages

English, Spanish

At a glance

DONE

Hotel size

    • 60 rooms
    • Arranged over 2 floors
DONE

Arriving/Leaving

    • Check-in start time: 4:00 PM; Check-in end time: midnight
    • Contactless check-in available
    • Early check-in subject to availability
    • Late check-in subject to availability
    • Minimum check-in age: 18
    • Check-out time is 11 AM
    • Contactless check-out available
    • Late check-out subject to availability
DONE

Special check-in instructions

    • Front desk staff will greet guests on arrival at the property
DONE

Required at check-in

    • Credit card required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18
    • Minimum Spring Break check-in age is 21
DONE

Pets

    • Pets allowed (2 total, up to 50 lbs per pet)*
    • Service animals welcome
    • Restrictions apply*
LOCAL_PARKING

Parking

    • Wheelchair-accessible parking on site
    • Onsite parking includes off-street options
DONE

Other information

    • Smoke-free property

Property amenities

Traveling with children

  • Pool gate
  • Outlet covers
  • Fence around the pool

What to do

  • On a private beach
  • Kayaking
  • Jet skiing nearby
  • Snorkeling nearby

Working away

  • Computer station

Services

  • 24-hour front desk
  • Concierge services
  • Multilingual staff
  • Beach sun loungers
  • Beach towels
  • Pool loungers

Facilities

  • 9 buildings/towers
  • Built in 2020
  • 2 outdoor pools
  • Traditional architecture

Accessibility

  • Braille/raised signage
  • Wheelchair-accessible parking
  • Assistive listening devices available
  • Wheelchair-accessible public washroom
  • Wheelchair-accessible pool
  • Visual alarms in hallways
  • Handrails in hallways
  • Handrails in stairways
  • Closed captioned TV
  • Lever door handles
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Pool hoist on site

Room amenities

Be entertained

  • 43-inch flat-screen TV
  • Cable TV channels

Home comfort

  • Air conditioning
  • Ceiling fan
  • Coffee/tea maker
  • Iron/ironing board

Sleep well

  • Hypo-allergenic bedding
  • Blackout drapes/curtains
  • Pillowtop mattress
  • Bed sheets provided

Freshen up

  • Private bathroom
  • Shower only
  • Designer toiletries
  • Hair dryer
  • Towels
  • Toilet paper

Stay connected

  • Laptop-friendly workspace
  • Free local calls

Food and drink

  • Microwave

More

  • Daily housekeeping
  • Access via exterior corridors

Fees & policies

Optional extras

  • Late check-out can be arranged for an extra charge (subject to availability)

Pets

  • Service animals exempt from fees
  • Pet deposit: USD 50.00 per stay
  • Pets are allowed for an extra charge of USD 50.00 per accommodation, per night

Pool, spa, & gym (if applicable)

  • Pool access available from 7:00 AM to 10:30 PM
  • Children under 16 years old are not allowed in the swimming pool without adult supervision

Policies

Construction is underway at a neighboring building and there may be noise disturbance from the construction work.
Some facilities may have restricted access. Guests can contact the property for details using the contact information on the booking confirmation.
This property does not have elevators.
This property accepts credit cards. Cash is not accepted.

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 offer free cancellation for a full refund?

Yes, Chesapeake Beach Resort does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Is there a pool at Chesapeake Beach Resort?

Yes, there are 2 outdoor pools. Guests have pool access from 7:00 AM to 10:30 PM.

Are pets allowed at Chesapeake Beach Resort?

Yes, pets are welcome, with a limit of 2 total and maximum weight of 50 lbs per pet. There's a charge of USD 50.00 per accommodation, per night, and there's also a deposit of USD 50.00 per stay. Service animals are exempt from fees.

What are the check-in and check-out times at Chesapeake Beach Resort?

Check-in start time: 4:00 PM; Check-in end time: midnight. Check-out time is 11 AM. Late check-out is available for a charge (subject to availability). Contactless check-in and check-out are available.

What is there to do at Chesapeake Beach Resort and nearby?

Have fun during the warmer months with activities such as kayaking. Enjoy a swim in one of the 2 outdoor swimming pools or use the hotel's other amenities, which include a private beach.

What's the area around Chesapeake Beach Resort like?

Chesapeake Beach Resort is in Matecumbe, a short 11-minute walk from History of Diving Museum. Travelers give top marks for the hotel's prime location.

Reviews

9.0

Wonderful

9.2/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Exceptional

Jose, 1-night trip
Verified Hotels.com guest review

8/10 Very Good

Weeding weekend
Went to a weeding in Islamorada and the option of the hotel was ideal
1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Island paradise
Great location, great beach, pools and staff.
Peter, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

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.
whitney, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

First Class 👌
This was worth every penny. The room was spotless! The breakfast great! And the staff wonderful!! We will be back!
Anthony, 2-night family trip
Verified Hotels.com guest review

6/10 Good

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
Lorie, 2-night trip
Verified Hotels.com guest review

6/10 Good

Christopher, 6-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Manuela, 2-night family trip
Verified Hotels.com guest review

6/10 Good

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.
Danielle, 2-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Amy, 2-night family trip
Verified Hotels.com guest review

8/10 Very Good

2-night family trip
Verified Hotels.com guest review

10/10 Exceptional

OVEE, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Nice job
Maria Liliana, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Loved it.
Tim, 2-night trip
Verified Hotels.com guest review

8/10 Very Good

Mary Beth, 4-night trip
Verified Hotels.com guest review

6/10 Good

Fees not included???
Booked hotel and it stated a price with tax and fees, however, the hotel charged an additional $56 per night "resort fee". Don't understand that. Room was clean, quiet, had a great view and breakfast was excellent.
Randy, 2-night trip
Verified Hotels.com guest review

8/10 Very Good

Nicole, 4-night trip
Verified Hotels.com guest review

10/10 Exceptional

Very clean, modern property. Staff very nice, rooms are newly renovated. Nice pool, great location to shops and restaurants. Champagne upon arrival, and breakfast is included with an omelet station. Also robes and slippers in room, nice touch. Not much of a beach and water here has grass growing in it, so not good for swimming if that's your thing. Pool is very nice, free kayak and paddle board. Would stay again
Diane, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Great get away
Room was comfortable .. not much storage for clothing in drawers, bathroom not any space to set you bathroom extras on . But has 2 great pools and a hot tub . Breakfast in the morning .
Connie, 3-night trip
Verified Hotels.com guest review

10/10 Exceptional

Phillip, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Awesome
The staff was exceptional throughout the whole proerty. I will stay again.
robert, 3-night trip with friends
Verified Hotels.com guest review

10/10 Exceptional

Great Roadside location, clean & modern
Great location. Friendly staff Great room
Steve, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Beautiful views
We had a great stay. The view was amazing. The breakfast was better than we expected. Nary in the sunrise room was so friendly and went above and beyond. We will definitely come back.
Julie, 2-night trip
Verified Hotels.com guest review

8/10 Very Good

Nice place, nice beach, very clean property
Changed the room because the front door has gaps , not well insonorized
ADRIAN, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Kaliany, 1-night family trip
Verified Hotels.com guest review

General property information

Travelers Say
"Beautiful views, nice pools and close to many nice dining options."
Reasons to Book
Property Cleanliness & Room Cleanliness
Check-In Time
4:00 PM
Check-Out Time
11:00 AM