Islamorada Rentals USA Florida Islamorada

Chesapeake Beach Resort | Hotel in Islamorada

| 9.2 (1781 Reviews) |  1 Bathroom
Islamorada Hotel | Chesapeake Beach Resort

Hotel in Islamorada

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.

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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 night 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 night 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 safety features at this property include a fire extinguisher 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

Brooke
Jul 20, 2026 08:27:33 PM
Review Score:   8
Summary: We just ended a three night stay here. The property is cute. The rooms were cute and clean. The complementary breakfast was surprisingly delicious. The beach was covered in seaweed and not really raked up. They were doing maintenance on the main pool so unfortunately one of the days we could not use it. It was super noisy in the morning and we were not given a heads up when I sent a text, I got a standard general response, letting me know that a text was sent, but it looked like it never went through. I feel like at check-in. This should’ve been something that was communicated especially when you’re going down for a relaxing peaceful weekend. We spent one of the mornings eating our breakfast listening to loud work being done at the pool directly next to us. Thursday night was cheap but for the price of Friday and Saturday night and how high it was this is something that definitely should’ve been communicated. We were down with family, so there were two other rooms that were booked as well and they all felt the same. When we checked in the two girls didn’t tell us much about the property. My fiancé had asked if he could cut off a band that was on his arm and she looked at him like he had five heads. It was a weird encounter. The food at the tiki hut was extremely expensive and not good whatsoever. However, the drinks were delicious and the guy who made them was wonderful.
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FAQ's

Is this property pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the property have a swimming pool?

Yes, this Chesapeake Beach Resort has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in property?

Best-rates for the Chesapeake Beach Resort starts from $221 per night with includes Accessibility, Wellness Facilities, Laundry, Pool, Security/Safety, Bar, Guest Services, Breakfast, TV, View, Business Services, Bedding/Linens, Kitchen, Air Conditioner, Ocean View, Toiletries, Child Friendly, Internet with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is property a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the property wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chesapeake Beach Resort has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the property?

Based on the information reported by the owner or manager, the Chesapeake Beach Resort indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for property?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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