How does Chesapeake Beach Resort compare to other 3 star hotels in Islamorada?

Chesapeake Beach Resort is typically below the average price of 3 star hotels in Islamorada. On average, you can expect to pay $456 per night in Islamorada. Chesapeake Beach Resort typically costs $286 per night, which is $170 cheaper than the Islamorada average. Visit the hotel page for more details.

Is Chesapeake Beach Resort pet-friendly?

Yes, you’re free to bring your dog with you while staying at Chesapeake Beach Resort. Visit the hotel page for more details.

Are there food options at Chesapeake Beach Resort?

If you are staying at Chesapeake Beach Resort, you are more than welcome to order food through the hotel’s room service menu. Visit the hotel page for more details.

Does Chesapeake Beach Resort have a pool?

Chesapeake Beach Resort does have a pool on site that hotel guests may use. Be advised that hotels typically have rules associated with pool usage. momondo would advise you to check with the front desk before taking a swim. Visit the hotel page for more details.

What is the phone number for Chesapeake Beach Resort?

For assistance from an employee at Chesapeake Beach Resort please call +1 305 664 4662 . Visit the hotel page for more details.

Does Chesapeake Beach Resort have Wi-Fi available?

Yes, Chesapeake Beach Resort has Wi-Fi available to hotel guests. Visit the hotel page for more details.

What time is check-out for Chesapeake Beach Resort?

Chesapeake Beach Resort check-out time is 11:00 AM. Late check-out may be available upon request at the reception desk. Visit the hotel page for more details.

How much is a room at Chesapeake Beach Resort?

Prices may fluctuate based on room type, dates, and availability. You can find great room deals for Chesapeake Beach Resort at the moment between $227 and $595 a night. Enter preferred dates in the form above to see the best-matched deals for you. Visit the hotel page for more details.

How many operators does momondo search for hotels in Islamorada?

There are 537 operators available for hotels in Islamorada as of February 2026. Visit the hotel page for more details.

When did momondo last update prices for hotels in Islamorada?

Prices for hotels in Islamorada refresh daily. Visit the hotel page for more details.

Chesapeake Beach Resort in Islamorada, the United States from $161: Deals, Reviews, Photos

3 stars

83409 Overseas Highway, Islamorada, FL 33036

+1 305 664 4662

8.4

Very good

1,175 verified ratings

$210

Rate

rate per night

About Chesapeake Beach Resort, Islamorada

Located in Islamorada, Chesapeake Beach Resort is within a 40-minute drive of Florida Keys Marathon Airport and offers a Jacuzzi, an outdoor pool and a private beach. It also features free bicycle rental, a sun deck and outdoor tennis courts. Chesapeake Beach Resort Islamorada has recently been refurbished and offers a 24-hour reception, a BBQ/picnic area and a 24-hour business centre. In addition, the multilingual staff are available to offer local information. The resort has 65 rooms that are filled with all the essentials to ensure an enjoyable stay. Chesapeake Beach Resort has easy access to Hurricane Monument. It is also within walking distance of Theater of the Sea.

Chesapeake Beach Resort photos

Chesapeake Beach Resort room price & deals

Mon 2/9

Tue 2/10

Double room

1 twin bed

$323

nightly with fees

1 king bed

$961

nightly with fees

Standard room

bed type unknown

$210

nightly with fees

bed type unknown

$224

nightly with fees

bed type unknown

$227

nightly with fees

Deluxe room

bed type unknown

$470

nightly with fees

bed type unknown

$479

nightly with fees

2 queen beds

$544

nightly with fees

King room

bed type unknown

$310

nightly with fees

bed type unknown

$381

nightly with fees

bed type unknown

$390

nightly with fees

Queen room

1 queen bed

$423

nightly with fees

2 queen beds

$528

nightly with fees

2 queen beds

$550

nightly with fees

*Total includes estimated local taxes & fees payable on check out.

Prices are based on 1 night, including fees but not including taxes.

Cookie settings

Resort Amenities & Facilities

Private beach
Snorkeling
Outdoor pool
Bar/Lounge
Room service
Bicycle rental
Tennis
Free Wi-Fi
Coffee machine
Free parking

Accessibility and suitability

Entire unit located on ground floor
Entire unit wheelchair accessible
Hypoallergenic
No smoking
Lower bathroom sink
Lowered sink
Non-feather pillow
Private entrance
Pets allowed on request. Charges may apply.
Increased accessibility
Roll-in shower
Elevator
Accessible by elevator
Accessible parking
Allergy-free room
Toilet with grab rails
Upper floors accessible by elevator
Upper floors accessible by stairs

Basics

Wi-Fi available in all areas
Internet
Fan
Fire extinguisher
Free toiletries
Smoke alarms
Heating
Air-conditioned
Free Wi-Fi
Linens
Towels
Shampoo
Body soap
Trash cans
Conditioner

General

Window
Garden view
Interconnected room(s) available
Pool view
Storage available
Sea view
Seating area
Sofa
Telephone
Tile/marble floor

Kitchen

Kitchenware
Kitchenette
Dishwasher
Microwave
Stovetop
Toaster
Refrigerator
Coffee machine

Bathroom

Higher-level toilet
Hairdryer
Private bathroom
Shower
Shower cap
Toilet
Toilet paper
Walk-in shower

Services and conveniences

Wake-up service
Concierge service
Mini-market on site
Room service
Key access
Key card access
Private check-in/check-out
24hr front desk

Pool and spa

Heated pool
Spa
Hot tub
Outdoor pool
Pool towels
Pool with a view

Outdoor

Outdoor furniture
Private beach
Beach chairs
Beach towels
Balcony

Bedroom

Socket near the bed
Alarm clock
Sofa bed
Clothes rack
Wardrobe or closet

Things to do

Bicycle rental
Fishing
Board games/puzzles
Snorkeling

Health and safety

Daily housekeeping
First-aid kit
Carbon monoxide detector
Safe

Media and entertainment

Flat-screen TV
Cable or satellite TV
TV

Dining

Bar/Lounge
Snack bar
Dining table

Parking and transportation

Free parking
Private parking

Laundry

Laundry facilities
Iron and ironing board

Fitness

Tennis

Chesapeake Beach Resort Reviews

8.4

Very good1,175 verified ratings

Pros +

The water area and Marina appeared to be nice. (in 5 reviews)
It was a great location! (in 43 reviews)
Good breakfast great place. (in 24 reviews)

Cons -

Tiki bar on the property wasn't open. (in 6 reviews)
Paint chipping off walls. (in 4 reviews)
The beach was dirty. (in 22 reviews)

Chesapeake Beach Resort room booking info

Value for money

7.9

Location rating

9.0

Distance to city center

1.2 mi

Check in/Check out

Check in anytime after 4:00 PM, check out anytime before 11:00 AM

Cancellation/prepayment

Cancellation/prepayment policies vary by room type and provider.

Frequently asked questions

How does Chesapeake Beach Resort compare to other 3 star hotels in Islamorada?
Chesapeake Beach Resort is typically below the average price of 3 star hotels in Islamorada. On average, you can expect to pay $456 per night in Islamorada. Chesapeake Beach Resort typically costs $286 per night, which is $170 cheaper than the Islamorada average.
Is Chesapeake Beach Resort pet-friendly?
Yes, you’re free to bring your dog with you while staying at Chesapeake Beach Resort.
Are there food options at Chesapeake Beach Resort?
If you are staying at Chesapeake Beach Resort, you are more than welcome to order food through the hotel’s room service menu.
Does Chesapeake Beach Resort have a pool?
Chesapeake Beach Resort does have a pool on site that hotel guests may use. Be advised that hotels typically have rules associated with pool usage. momondo would advise you to check with the front desk before taking a swim.
What is the phone number for Chesapeake Beach Resort?
For assistance from an employee at Chesapeake Beach Resort please call +1 305 664 4662.
Does Chesapeake Beach Resort have Wi-Fi available?
Yes, Chesapeake Beach Resort has Wi-Fi available to hotel guests.
What time is check-out for Chesapeake Beach Resort?
Chesapeake Beach Resort check-out time is 11:00 AM. Late check-out may be available upon request at the reception desk.
How much is a room at Chesapeake Beach Resort?
Prices may fluctuate based on room type, dates, and availability. You can find great room deals for Chesapeake Beach Resort at the moment between $227 and $595 a night. Enter preferred dates in the form above to see the best-matched deals for you.
How many operators does momondo search for hotels in Islamorada?
There are 537 operators available for hotels in Islamorada as of February 2026.
When did momondo last update prices for hotels in Islamorada?
Prices for hotels in Islamorada refresh daily.