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Chesapeake Beach Resort

2.5 star property
Matecumbe hotel with 2 outdoor pools and private beach

Choose dates to view prices

your current months are February, 2025 and March, 2025.
February 2025
March 2025

Photo gallery for Chesapeake Beach Resort

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

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet-friendly
  • Pool
  • Non-smoking
  • 24/7 front desk
  • Air conditioning
Main amenities
  • Daily housekeeping
  • On a private beach
  • 2 outdoor pools
  • Beach sunloungers
  • 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 curtains
The current price is €405
includes taxes & fees
11 Feb - 12 Feb

Room options

Available filters for rooms
Showing 20 of 20 rooms

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
Blackout curtains
  • 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
Blackout curtains
  • 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
Pillow-top bed
  • 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
Blackout curtains
  • 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
  • Ocean view
  • 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
Kitchenette
Full-sized fridge/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

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
  • Ocean view
  • 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
Pillow-top bed
  • 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
  • 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 cots/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Blackout curtains
  • 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 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
Blackout curtains
  • 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
Kitchenette
Full-sized fridge/freezer
HDTV
Hypo-allergenic bedding
Renovated in 2020
Blackout curtains
  • 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
Kitchenette
Full-sized fridge/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

ADA Ocean View Queens

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 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
  • Ocean view
  • 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
Blackout curtains
  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

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Exterior

Amara Cay Resort

Pool
Pet-friendly
Free parking
Internet access
8.8 out of 10, Excellent, 1,219 reviews
The price is €413
includes taxes & fees
12 Feb - 13 Feb
Amara Cay Resort
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About the area

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 International 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 on-site kayaking. Fellow travellers 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 and check-out are 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
    • 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 23 kg per pet)*
    • Service animals welcome
    • Restrictions apply*
LOCAL_PARKING

Parking

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

Other information

    • Smoke-free property

Property amenities

Travelling with children

  • Pool gate
  • Outlet covers
  • Fence around the pool

What to do

  • On a private beach
  • Kayaking
  • Jet-skiing nearby
  • Snorkelling nearby

Working away

  • Computer station

Services

  • 24-hour front desk
  • Concierge services
  • Multilingual staff
  • Beach sunloungers
  • 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 bathroom
  • Wheelchair-accessible pool
  • Visual alarms in hallways
  • Handrails in hallways
  • Handrails in stairwells
  • 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 curtains
  • Pillow-top mattress
  • Bed sheets provided

Freshen up

  • Private bathroom
  • Shower only
  • Designer toiletries
  • Hairdryer
  • 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Construction is underway at a neighbouring 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 lifts.
This property accepts credit cards. Cash is not accepted.

Also known as

Chesapeake Beach Resort Islamorada
Chesapeake Beach Resort
Chesapeake Beach Islamorada
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 that you 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 23 kg 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 social distancing 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. Travellers give top marks for the hotel's prime location.

Chesapeake Beach Resort Reviews

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