Chesapeake Beach Resort | Hotel in Islamorada

| 9.2 (1748 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.

Unique 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

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.

Child Policy Children are welcome. rollaway/extra beds are not available.

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

Other Policy 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

83409 Overseas Hwy, Islamorada, 33036, USA

What Our Guests say 500 + Reviews

May 18, 2026 02:43:31 AM

Summary: The breakfast was wonderful!

Dan

May 13, 2026 12:27:15 AM

Summary: This was a beautiful calm serene resort! Bed and pillows were amazing. Loved our stay!

Ramsey

May 12, 2026 12:27:33 PM

Summary: Breakfast was great

Peggy

May 5, 2026 02:00:34 PM

Summary: Great location. Peaceful.

Eric

May 3, 2026 12:40:23 AM

Summary: Fantastic breakfast, not over crowded. Very relaxing

JOE

Apr 28, 2026 05:33:37 AM

Summary: Breakfast area too small. Was chilly for Florida - no seating indoor or outdoor to eat your breakfast.

Carolee

Apr 26, 2026 11:16:41 PM

Summary: Beautiful resort, amazing views, fantastic breakfast!

Megan

Apr 25, 2026 11:09:57 PM

Summary: Great place to stay in Islamorada! Staff very attentive. Good breakfast, with

SAMUEL

Apr 24, 2026 01:45:00 AM

Summary: Yes it

Kenneth

Apr 23, 2026 09:05:44 PM

Summary: Good

Robert

FAQ's

Is this Chesapeake Beach Resort 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 Chesapeake Beach Resort 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 Chesapeake Beach Resort?

Best-rates for the Chesapeake Beach Resort starts from $221 per night with includes 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 StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chesapeake Beach Resort 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 Chesapeake Beach Resort 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 Chesapeake Beach Resort?

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 Chesapeake Beach Resort?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chesapeake Beach Resort are as follows: Cancellation policy 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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Nightly rates from:

US $221

Price Details

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