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"What an amazing resort. Incredible location with a large beach front and 2 pools. Kayaks and paddle boards for use. The pool and hot tub are warm and ... " More

By a verified traveler on Tue 06 Apr 2021

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Hotel Description

Beachfront resort with 2 outdoor pools in Islamorada

On the beach

Stay at this Islamorada resort and you'll be within half a mile (1 km) of History of Diving Museum and 2 miles (3 km) of Theater of the Sea. Windley Key Fossil Reef Geological State Park and Florida Keys Brewing Co. are also within 3 miles (5 km).

Renovated in 2020

This smoke-free resort's private beach and 2 outdoor pools are some of the highlights. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the spa tub and free perks like continental breakfast and WiFi in public areas.

Free WiFi, comfy beds

The 32 guestrooms feature comforts like pillowtop beds and down comforters, while refrigerators and microwaves offer the conveniences of home. Flat-screen TVs come with cable channels, and other amenities include free WiFi and balconies. Housekeeping is available on request.

Garden View Doubles

Bed Count 2 Full Beds Maximum Occupancy 4 Max
$169* Per night/room Oct 19 - Oct 20

Deluxe Ocean View Two Queen Suite

Bed Count 2 Queen Beds Maximum Occupancy 6 Max

Ocean View King Suite

Bed Count 1 King Bed Maximum Occupancy 4 Max

Ocean View Queens

Bed Count 2 Queen Beds Maximum Occupancy 4 Max

ADA Ocean View Queens

Bed Count 2 Queen Beds Maximum Occupancy 4 Max

ADA Ocean View King

Bed Count 1 King Bed Maximum Occupancy 4 Max

Chesapeake Beach Resort ratings based on 14 Verified Reviews

Review Summary
2.9 out of 5 3.0 out of 5.0
Room cleanliness 3.0 out of 5.0
Service & staff 3.5 out of 5.0
Room comfort 3.0 out of 5.0
Hotel condition 2.5 out of 5.0

Guest reviews for Chesapeake Beach Resort

Everyone (10) Family (3)
5 out of 5
What an amazing resort. Incredible location with a large beach front and 2 pools. Kayaks and paddle boards for use. The pool and hot tub are warm and extremely clean. We are already planning our return.

Posted by on Apr 6, 2021

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Comment from Hotel Management

Apr 6, 2021 by Samantha L

Thank you for taking the time to share your experience! We are delighted that you enjoyed your time with us and we will look forward to welcoming you back!

2 out of 5
Didn’t know the construction on half of the property started at 6:30 in the morning. With jackhammers . Iguanas have over in the pool area feces everywhere.

Posted by on May 31, 2019

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Comment from Hotel Management

Jun 3, 2019 by Chesapeake Beach Resort

We are truly sorry you were not made aware of the construction. We apologize you were not happy with your stay. We are doing our best to renovate the resort as quickly as possible.

2 out of 5
The resort has perfect location, but it is repairing and looks like a mess, no facility can be used. Only one building is in use, but the room is old and in bad design. I can’t close the door of bathroom if the toilet seat was down. It’s worse than a motel in room condition but the staff there were very nice.

Posted by on Feb 24, 2019

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Comment from Hotel Management

Feb 25, 2019 by Chesapeake Beach Resort

We're sorry you were unhappy. We are working hard to fix the issue you experienced. Thanks for letting us know

2 out of 5
Liked. The location. Room and property was nothing like the pictures advertised. Basically was just a place to sleep, didn’t spend much time there. Overall disappointed.

Posted by on Feb 22, 2019

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Comment from Hotel Management

Feb 25, 2019 by Chesapeake Beach Resort

We're sorry you were unhappy. We are working hard to fix the issue you experienced. Thanks for letting us know

2 out of 5
The hotel should be closed and fixed. It is in very poor conditions.

Posted by on Nov 5, 2018

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Comment from Hotel Management

Nov 16, 2018 by Chesapeake Beach Resort

Thank you for your stay and feedback! Please visit us again.

1 out of 5

This motel should be condemned.

Pros: Nothing.
Cons: I would just like to forget about this entire nightmare.
Location: Nothing to say.
As I said, this motel should be condemned. I have nothing more to say about this motel except that it was the worst place I have ever stayed and unsafe for anyone. Travelocity would be wise to either disclose the unsafe conditions of this property or separate themselves completely with this property. I am serious. You all were completely wrong for not disclosing the horrible conditions here. Nothing was as you advertised it in your ad for this seriously old and crumbling motel.

Posted by on Jul 29, 2018

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Comment from Hotel Management

Oct 15, 2018 by Chesapeake Beach Resort

Thank you for your feedback. We apologize for the inconveniences you experienced. Can you please elaborate on some of the items that made your experience inconvenient. We are hoping to try repair what was a challenge for your experience. We are working to replace and repair the items provided. Please reconsider staying with us in the future

1 out of 5
Very disappointed. Let’s not at all like the website showed. No beach access, no tiki bar, no tennis court.

Posted by on Jul 15, 2018

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Comment from Hotel Management

Oct 15, 2018 by Chesapeake Beach Resort

Thank you for your feedback. We apologize for the inconveniences you experienced. We are working to replace and repair the items provided. Please reconsider staying with us on your future visit to Islamorada once we have restored the resort to its natural beauty.

5 out of 5

Nice hotel but beach access is not allowed

Nice hotel but access to beach is not allowed due to damages by recent hurticane

Posted by , from Florida on Jul 9, 2018

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Comment from Hotel Management

Oct 15, 2018 by Chesapeake Beach Resort

Thank you for your feedback. We apologize for the inconveniences you experienced. We are working to replace and repair the items provided. Please reconsider staying with us on your future visit to Islamorada once we have restored the resort to its natural beauty.

3 out of 5
price is high, but room is not good as price. smell is very strong when we came into the room, and we had to open window.

Posted by on May 29, 2018

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Comment from Hotel Management

Oct 15, 2018 by Chesapeake Beach Resort

Thank you for your feedback. We apologize for the inconveniences you experienced. We are working to replace and repair the items provided. Please reconsider staying with us on your future visit to Islamorada once we have restored the resort to its natural beauty.

1 out of 5

Horrible Experience!

Pros: Nothing
Cons: Everything
Arrived to a roach in the room, mold in the bathroom and main area, rust all over the doors. Room is tiny, more the 3/4th of the hotel is not accessible as it is still closed down from Hurricane Irma. There is no access to the water. The photos provided are nothing like what you get. This place is a dump to say the least. Wouldn't recommend anyone stay here, definitely not what is being advertised and not worth the price!

Posted by on Apr 18, 2018

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Comment from Hotel Management

Apr 30, 2018 by Front Desk Chesapeake Beach Resort

We appreciate your feedback. We do plan to renovate the resort which includes the guestrooms you stayed in. Would you mind sharing the room number you stayed in our your last name so we may try to repair what we can in the room you stayed in?

About the Chesapeake Beach Resort

Location 83409 Overseas Hwy, Islamorada, FL 33036

Property Features

Simply walk outside to smell the salt 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 like kayaking. Free breakfast is available daily. A computer station is on site and WiFi is free in public spaces. A complete renovation of Chesapeake Beach Resort was completed in January 2020. This Islamorada resort is smoke free.

  • 32 guestrooms or units
  • 2 levels
  • 2 buildings
  • Built in 2020
  • Continental breakfast (free)
  • Beach lounge chairs
  • Towels for the beach
  • Poolside lounge chairs
  • Front desk (24 hours)
  • Staff is multilingual
  • Computer for guest use
  • Elevator
  • No smoking on site

Internet

Available in all rooms: Free WiFi

Available in some public areas: Free WiFi

Room Amenities

Chesapeake Beach Resort offers 32 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and designer toiletries. Rooms open to balconies. Pillowtop beds feature down comforters. 37-inch flat-screen televisions come with cable channels. Refrigerators and microwaves are provided. Bathrooms include showers, complimentary toiletries, and hair dryers. This Islamorada resort provides complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is offered on request and hypo-allergenic bedding can be requested. Renovation of all guestrooms was completed in January 2020.

  • Private balcony
  • Pillowtop beds
  • Flat-screen television
  • Cable channels
  • Refrigerator
  • Microwave
  • Coffee maker
  • Hypo-allergenic bedding
  • Down blanket
  • Shower
  • Cribs (free)
  • Housekeeping (on request)
  • Local calls (free)
  • Hair dryer
  • Designer toiletries
  • Telephone
  • Iron and ironing board
  • Blackout drapes
  • Exterior corridor access
  • Air conditioning
  • Ensuite bathroom
  • Connecting rooms available
  • Wardrobe or closet

Food & Drink

Guests are served free continental breakfast daily from 5:00 AM to 11:00 AM.

Nearby Activities

2 outdoor swimming pools are on site along with a spa tub. Other recreational amenities include a private beach.

Children 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.

  • Kayaking on site
  • Fishing nearby
  • Jet skiing nearby
  • Boat tours nearby
  • Snorkeling nearby

Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.

  • Visual alarms in hallways
  • Handrails in hallways
  • Wheelchair-accessible public washroom
  • Handrails in stairways
  • Wheelchair accessible parking
  • Assistive listening devices available
  • Braille or raised signage
  • Wheelchair-accessible path to elevator
  • Wheelchair-accessible pool
  • Wheelchair accessible (may have limitations)
  • Pool hoist on site

Hotel Policies

Check-in

  • Check-in time starts at 4:00 PM
  • Check-in time ends at midnight
  • Minimum check-in age is: 21

Special check-in instructions:

If you are planning to arrive after midnight please contact the property in advance using the information on the booking confirmation. Front desk staff will greet guests on arrival.

Guests arriving after midnight must make advance arrangements by contacting the property using the information on the booking confirmation. Front desk staff will greet guests on arrival.

Check-out

  • Check-out by 11 AM

Payment types

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cribs (infant beds)!

Pet Policy

  • Pets: USD 50.00 per accommodation, per night, plus a deposit of USD 50.00 per stay
  • Maximum 2 per room (weight limit: 50 lbs)
  • 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

Policies

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 Visa, Mastercard, American Express, and Discover; cash is not accepted

Charges for extra guests may apply and vary according to property policy.

A credit card for incidental charges and government-issued photo identification may be required upon check-in.

Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.

Minimum Spring Break check-in age is 21 years old. This property accepts Visa, Mastercard, American Express, and Discover. Cash is not accepted. This property advises that enhanced cleaning and guest safety measures are currently in place. Disinfectant is used to clean the property; commonly-touched surfaces are cleaned with disinfectant between stays; bed sheets and towels are laundered at a temperature of at least 60°C/140°F. Personal protective equipment, including masks, will be available to guests. Social distancing measures are in place; staff at the property wear personal protective equipment; a shield is in place between staff and guests in main contact areas; periodic temperature checks are conducted on staff; temperature checks are available to guests; guests are provided with hand sanitizer.

  • Service animals are allowed
  • Service animals are exempt from fees/restrictions
  • Staff temperature checks are conducted regularly
  • Temperature checks are available to guests
  • Bed sheets and towels are washed at a temperature of at least 60°C/140°F
  • Commonly-touched surfaces are cleaned with disinfectant
  • Property confirms they are implementing guest safety measures
  • Contactless check-out is available
  • Property is cleaned with disinfectant
  • Staff wears personal protective equipment
  • Property follows sanitization practices of SafeStay (AHLA - USA)
  • Protective clothing is available to guests
  • Masks are available to guests
  • Debit cards not accepted
  • Shield between guests and staff in main contact areas
  • Guests are provided with free hand sanitizer
  • Staffed front desk
  • Social distancing measures are in place
  • Contactless check-in is available
  • No rollaway/extra beds available
  • Property confirms they are implementing enhanced cleaning measures
  • Minimum guest age is 21
  • Individually-wrapped food options are not available
  • Gap period enforced between guest stays - 24 hours

Fees

Guests will be asked to pay the following charges at the property:

  • Resort fee: USD 25 per accommodation, per night

The resort fee includes:

  • Pool access
  • Beach access
  • Beach loungers
  • Beach towels
  • Internet access
  • Self parking

We've listed all charges provided to us by the property.

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, amount varies)

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

Hotel Names

  • Chesapeake Beach Islamorada
  • Chesapeake Beach Resort
  • Chesapeake Beach Resort Islamorada
  • Chesapeake Resort
  • Chesapeake Beach Hotel Islamorada
  • Chesapeake Beach Resort Resort
  • Chesapeake Beach Resort Islamorada
  • Chesapeake Beach Resort Resort Islamorada

You should know

  • Pool access available from 7:00 AM to 7:00 PM.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • 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).
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Frequently Asked Questions

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.