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Chesapeake Beach Resort

2.5 star property

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Photo gallery for Chesapeake Beach Resort

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

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet-friendly
  • 24/7 front desk
  • Housekeeping
  • Air conditioning

Explore the area

Map
83409 Overseas Hwy, Islamorada, FL, 33036
  • History of Diving Museum
    ‪11 min walk‬
  • Theater of the Sea
    ‪2 min drive‬
  • Windley Key Fossil Reef Geological State Park
    ‪2 min drive‬

Room options

View all photos for 2-Bedroom Villa

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

2-Bedroom Villa

  • Resort view
  • 60 sq m
  • Sleeps 6
  • 1 King Bed, 1 Double Bed and 1 Double Sofa Bed

View all photos for Standard King

Standard King | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Standard King

  • 25 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for King Efficiency Villa

King Efficiency Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace

King Efficiency Villa

  • Resort view
  • 48 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Doubles

Standard Doubles | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Standard Doubles

  • 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, pillow-top beds, laptop workspace

Standard King with Sleeper Sofa

  • 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

  • Ocean view
  • 34 sq m
  • 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

  • Ocean view
  • 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 | Hypo-allergenic bedding, pillow-top beds, laptop workspace

ADA King Efficiency Villa

  • Resort view
  • 48 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for Premium 1-Bedroom Ocean View Villa

Premium 1-Bedroom Ocean View Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Premium 1-Bedroom Ocean View Villa

  • Ocean view
  • 65 sq m
  • 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

  • Ocean view
  • 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

  • Ocean view
  • 34 sq m
  • 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

  • Ocean view
  • 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

  • Ocean view
  • 34 sq m
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

  • Ocean view
  • 48 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Queens

Standard Queens | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Standard Queens

  • 29 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard King Villa

Standard King Villa | Hypo-allergenic bedding, pillow-top beds, laptop workspace

Standard King Villa

  • Resort view
  • 30 sq m
  • 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

  • Ocean view
  • 77 sq m
  • 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, pillow-top beds, laptop workspace

ADA Ocean View Queens

  • Ocean view
  • 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

  • Ocean view
  • 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

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

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Exterior

Amara Cay Resort

  • On private beach
  • Pool
  • Pet-friendly
  • Parking included
4.4 out of 5, Excellent, (1207)
The price is €608
for 1 room
includes taxes & fees
19 Apr - 20 Apr
Amara Cay Resort

About this property

Chesapeake Beach Resort

Hotel on the beach, with 2 outdoor pools
At Chesapeake Beach Resort, relax by one of the 2 outdoor swimming pools or spend the day at the private white sand beach where you can enjoy kayaking.
Chesapeake Beach Resort offers 60 air-conditioned accommodations, which are accessible via exterior corridors, and features coffee/tea makers and designer toiletries. Beds feature pillowtop mattresses. 43-inch flat-screen televisions come with cable channels.

Bathrooms include a shower, complimentary toiletries and hairdryers. Business-friendly amenities include telephones along with free local calls (restrictions may apply). Additionally, rooms include an iron/ironing board and a ceiling fan. Housekeeping is offered on a daily basis and hypo-allergenic bedding can be requested.

2 outdoor swimming pools are on site along with a private beach.

Children aged under 16 years old are not allowed in the swimming pool without adult supervision.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Chesapeake Beach Resort's great beach location gets high marks from our customers. During your stay, you'll be within walking distance of History of Diving Museum. Features include 2 outdoor pools and concierge services.
  • Take a swim in the 2 outdoor pools
  • Amenities include a computer and multilingual staff
  • On-site recreation includes a private beach and kayaking
  • Guests really like the accommodation for the cleanliness and spaciousness
  • 11 minutes on foot from History of Diving Museum and a 2-minute drive from Windley Key Fossil Reef Geological State Park
  • Pets welcome for a fee (restrictions apply)
Simply walk outside to smell the salty air and watch the ocean waves from the white sand beach. Cool off in one of the 2 outdoor swimming pools at Chesapeake Beach Resort, and enjoy summer activities such as kayaking.

A complete renovation of Chesapeake Beach Resort was completed in January 2020.

This Islamorada hotel is smoke free.

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
  • 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 bathroom

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

  • 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 at the property

Access methods

Staffed front desk

Pets

  • Pets: USD 50.00 per accommodation, per night, plus a deposit of USD 50.00 per stay
  • Maximum 2 (weight limit: 50 lb per pet)
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.

Payment types at the property

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • 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)

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Front desk staff will greet guests on arrival at the property.

We should mention

  • Pool access available from 7:00 AM to 10:30 PM
  • Certain facilities might have restricted access. For details, you can contact the property at the number on the booking confirmation.
  • Guests may experience noise disturbance due to nearby construction work.
  • To make arrangements to bring your pet, contact the property directly at the number on your booking confirmation (please see the Fees section for related charges).

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

Chesapeake Beach Resort Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 999 out of 1423 reviews
Rating 8 - Good. 240 out of 1423 reviews
Rating 6 - Okay. 103 out of 1423 reviews
Rating 4 - Poor. 46 out of 1423 reviews
Rating 2 - Terrible. 35 out of 1423 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

Marli da

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Jan 2025

10/10 Excellent

Margaret

Liked: Property conditions & facilities
Really lovely property, nice updated room. Bathroom could use improved lighting for mirrors, but overall very nice! Front desk staff seemed a bit frazzled & slightly unprofessional, but some customer service training could easily improve that. The bar/breakfast service and staff were very good! Cleaning and ground crew really friendly and helpful.
Stayed 2 nights in Dec 2024

10/10 Excellent

Jeannie, Girard

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

Amy

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2024

10/10 Excellent

Viorel

Liked: Cleanliness, staff & service, property conditions & facilities
Great front desk staff, clean property overall. Some things never change fortunately.
Stayed 1 night in Nov 2024

10/10 Excellent

Viorel

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I'm a routine guest at this property for over 25 years. One of the best in the Keys, price and money. Great location, nearby Whale Harbour, the Sandbar, Boat rentals, 3 restaurants and one rooftop bar within a 1 minute walk, and Islamorada attractions just over the bridge. Great front desk staff, clean property overall. Some things never change fortunately.
Stayed 1 night in Dec 2024

8/10 Good

Luca

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

10/10 Excellent

Samara

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful
Stayed 1 night in Sep 2024

10/10 Excellent

Bing Yi

Stayed 1 night in Dec 2024

10/10 Excellent

Jack

Liked: Staff & service, property conditions & facilities
Loved our room & view (Ocean-view King suite) and LOVED the hot tub. It saved our trip! It rained A LOT during our trip - and we very much enjoyed going from the hot tub to the heated swimming pool during the rain : )
Stayed 3 nights in Dec 2024

4/10 Poor

Lori

Travelled with family
Disliked: Cleanliness, staff & service
Very disappointing, considering hotel rate. No room for bags, no room for towels in bathroom, stains on sheets. Had to call front desk twice and then had to go to reception for change of sheets. Balcony looked out on parking area. What do you want for 700/per night. Total rip-off.
Stayed 2 nights in Dec 2024

8/10 Good

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2024

10/10 Excellent

Saravanan

Liked: Cleanliness, staff & service, property conditions & facilities
Good
Stayed 1 night in Dec 2024

6/10 Okay

Michele

Disliked: Property conditions & facilities
We stayed one night at CHESAPEAKE BEACH resort en route to the keys and I would not recommend to fellow travelers. The hotel is right off a very busy road so you will hear traffic if you are situated near the front of the property. More problematic are the paper thin walls that allow you to hear every word of the conversation in the room next door as well as their 6:30 am alarm and 3:30 pm margarita party. There was very limited hot water - my husband took a cold shower and I opted to wait until our next stop as I don't enjoy a cold plunge shower. My son and I walked over to breakfast at 7 am only to be told they had run out of eggs so the "make your personalized omelette" was not in order. We had cold cereal out of plastic cups (no bowls) and a piece of toast. Upon checking out, I was informed "you'll get a receipt from Expedia" - no thank you, no how was your stay, no common courtesy. I would definitely NOT recommend this resort to others. Especially with a $600/night price tag over the holidays.
Stayed 1 night in Dec 2024

10/10 Excellent

Jason

Travelled with family
Booked online with just pictures as reference. The staff and resort in its entirety went beyond expectations. Breakfast was excellent and pool and water activities were enjoyable!!! A must must must if looking to stay in Islamorada. Will be returning!!!
Stayed 4 nights in Dec 2024

10/10 Excellent

OVEE

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2024

8/10 Good

Rashmi

Liked: Cleanliness
Disliked: Staff & service
Rooms were very clean and big. Our room faced the ocean which was the best thing. Nice and calm atmosphere with easy access to area amenities. There can be more in-resort amenities. Staff could be more welcoming and friendly. The person at the front desk and the breakfast area were very rude. Will be nice if they can be more cordial and nice.
Stayed 2 nights in Dec 2024

10/10 Excellent

Sam

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nicely renovated property. 5 star room with a nice resort feel.
Stayed 1 night in Dec 2024

10/10 Excellent

Maria Liliana

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice job
Stayed 1 night in Dec 2024

8/10 Good

Deeptha

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent beach . Friendly and efficient staff . Prompt service.
Stayed 1 night in Dec 2024

10/10 Excellent

adriana

Stayed 1 night in Nov 2024

10/10 Excellent

Tim

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Loved it.
Stayed 2 nights in Dec 2024

10/10 Excellent

Pamela

Stayed 1 night in Nov 2024

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff is always warm and friendly.
Stayed 3 nights in Dec 2024

10/10 Excellent

Allan

Stay one night in December for a half marathon. Room was clean and comfortable
Stayed 1 night in Dec 2024