Chesapeake Beach Resort | Hotel in Islamorada

| 9.2 (1631 Reviews) |  1 Bathroom
Islamorada Hotel | Chesapeake Beach Resort

Hotel in Islamorada

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

This Islamorada hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.


A private beach, a marina, and complimentary bicycles are featured at the hotel. 2 outdoor swimming pools are on site.

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.

Show more

Amenities

Air Conditioner
Pool
TV
View
Ocean View
Accessibility
Security/Safety
Business Services
Bedding/Linens
Wellness Facilities
Bar
Toiletries
Guest Services
Breakfast
Child Friendly
Internet
Kitchen
Laundry

Policies

Check-in
Check-in start time: 4:00 pm; check-in end time: 3:00 am contactless check-in available late check-in subject to availability minimum check-in age: 18
Check-out
A late check-out fee will be charged check-out before 11 am contactless check-out available
Child Policy
Children are welcome. rollaway/extra beds are not available.
Payment Policy
Pet deposit: usd 50.00 per stay pet fee: usd 50.00 per accommodation, per night service animals are exempt from fees a late check-out fee will be charged the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.
Pet Policy
2 total (up to 50 lbs per pet) pets allowed for an extra charge of usd 50.00 per accommodation, per night, plus a deposit of usd 50.00 per stay restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees

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 this property accepts credit cards; cash is not accepted this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Reviews

Jesus
Nov 29, 2025 07:25:00 AM
Review Score:   10
Summary: Great place
See All Reviews
Check Hotel Availability
Nightly rates from:
USD280
You will be redirected to  
Hot Deal - It has been viewed 0 times today
Not the right fit? Check out our other properties in Islamorada
Ocean View Guest Room, 1 King, Balcony | Pool From US $452
         

10.0 (7 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Islands of Islamorada From US $795
         

|
9.5 (20 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Caribbean Resort From US $639
         

|
10.0 (161 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Caloosa Cove Resort From US $284
         

|
9.1 (278 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Casa Morada From US $604
         

|
9.1 (108 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
La Jolla Resort From US $270
         

8.8 (906 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Room #2 in Charming hotel with AC in sunny Islamorada From US $338
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens