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
Balcony
Outdoor spa tub
Hypo-allergenic bedding, pillow-top beds, laptop workspace
Water view

Reviews

9.2 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

2-Bedroom Villa

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

Standard King

  • 25 sq m
  • Sleeps 3
  • 1 King Bed

King Efficiency Villa

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

Standard Doubles

  • 25 sq m
  • Sleeps 4
  • 2 Double Beds

Standard King with Sleeper Sofa

  • 29 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

Hearing Impaired Ocean View Queens

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

Hearing Impaired Ocean View King Suite

  • Ocean view
  • 50 sq m
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

ADA King Efficiency Villa

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

Premium 1-Bedroom Ocean View Villa

  • Ocean view
  • 65 sq m
  • Sleeps 6
  • 2 Double Beds and 1 Double Sofa Bed

Deluxe Ocean View Two Queen Suite

  • Ocean view
  • 60 sq m
  • Sleeps 6
  • 2 Queen Beds

Ocean View King

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

Ocean View King Suite

  • Ocean view
  • 49 sq m
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

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

Standard Queens

  • 29 sq m
  • Sleeps 4
  • 2 Queen Beds

Standard King Villa

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

Premium Ocean View King Villa

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

ADA Ocean View Queens

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

ADA Ocean View King Suite

  • Ocean view
  • 50 sq m
  • Sleeps 4
  • 1 King Bed

ADA Ocean View King

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

Similar properties

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

9.2

Wonderful

Rating 10 - Excellent. 1011 out of 1429 reviews
Rating 8 - Good. 241 out of 1429 reviews
Rating 6 - Okay. 100 out of 1429 reviews
Rating 4 - Poor. 44 out of 1429 reviews
Rating 2 - Terrible. 33 out of 1429 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

Yuliana

Stayed 1 night in Jan 2025

10/10 Excellent

Anthony

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

First Class 👌

This was worth every penny. The room was spotless! The breakfast great! And the staff wonderful!! We will be back!
Stayed 2 nights in Jan 2025

10/10 Excellent

Dylan Matthew

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very friendly helpful staff. Couldn’t have asked for a better experience.
Stayed 3 nights in Jan 2025

10/10 Excellent

Tara

Travelled with partner
Liked: Cleanliness, amenities
The only issue was the lawn crew were running blowers
Stayed 3 nights in Jan 2025

6/10 Okay

Lorie

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

10/10 Excellent

Sandra, Babylon

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

Kevin

Liked: Cleanliness, staff & service, property conditions & facilities
Very clean! Nice staff!
Stayed 1 night in Jan 2025

10/10 Excellent

Christopher

Liked: Staff & service, property conditions & facilities
Great stay
Stayed 3 nights in Jan 2025

10/10 Excellent

Heather

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

10/10 Excellent

Lumey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean and renovated. Calm and quiet
Stayed 1 night in Jan 2025

6/10 Okay

Christopher

Travelled with family
Stayed 6 nights in Jan 2025

10/10 Excellent

Holly

Travelled with family
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

Riceldys

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice property. Staff was nice, room was nice and clean, beach area was beautiful, pool was warm, dinning options near
Stayed 1 night in Jan 2025

8/10 Good

Sean

Liked: Cleanliness, property conditions & facilities
Disliked: Staff & service
Stayed 2 nights in Dec 2024

2/10 Terrible

Heidi

Travelled with partner
Liked: Cleanliness
Disliked: Staff & service, amenities, property conditions & facilities
The front desk staff were so unfriendly. No safe in the room. Grounds were so ugly. We had a garden view that was a parking lot with sand so we had to upgrade to am ocean view for an extra $50.00. Pool staff were also not friendly and when i asked for a towel she said she would brink me one and never did.
Stayed 2 nights in Nov 2024

10/10 Excellent

Manuela

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

10/10 Excellent

Angela

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Not sure when they clean, but they do a good job. Good breakfast. Could use few more employees there in the morning.
Stayed 2 nights in Dec 2024

10/10 Excellent

Michele

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jan 2025

10/10 Excellent

Karen

Travelled with partner
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

6/10 Okay

Danielle

Travelled with family
Liked: Staff & service
Disliked: Property conditions & facilities

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.
Stayed 2 nights in Dec 2024

10/10 Excellent

Joseph

Travelled with partner
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

claudia

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The rooms, including the bathroom, were recently renovated and were very clean. The staff were very friendly. I received a text shortly after check in to make sure my room was ok and if we needed anything to let them know- nice touch! They had a breakfast room with pancakes, waffles, omelets made to order, yogurts and fruits, bagels, toast, coffee and teas, cereals etc all complimentary. And speaking of complimentary, they had bikes, kayaks, paddle boards etc for your use. I would definitely recommend Chesapeake Beach Resort.
Stayed 2 nights in Dec 2024

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