Chesapeake Beach Resort
3-star class on Booking.com
Comfortable rooms and a pool in Islamorada
Live prices for your dates on Booking.com · Affiliate link
When you check availability, we take you to this hotel's page on Booking.com, where you see live rates and any current offers for your exact dates and book in one click. Prices come from Booking.com and may differ from the property's own direct rate. We never add a markup or booking fee; if you book, Booking.com may pay us a commission, at no extra cost to you. We're an independent guide, not the property; the booking completes on Booking.com.
A resort in Islamorada
Set in Islamorada, Florida, Chesapeake Beach Resort is a three-star hotel. It offers a swimming pool, free parking and pet-friendly rooms. Room types include the Ocean View King and the ADA Ocean View King.
Who it suits
Expect a three-star hotel.
Best for
- Travelers who want a pool
- Road trips & drive-up convenience
- Travelers with pets
What a stay costs
Prices change by date and room. The booking site shows the total for your dates before you pay; check whether it includes taxes and local fees.
Where you'll stay
Choose from 11 room types — including the Ocean View King, ADA Ocean View King, Ocean View Two Queens.
Take a dip in the pool
The pool is a welcome spot to cool off and unwind during your stay.
Around the area
Chesapeake Beach Resort is in Islamorada, Florida.
Rooms & suites
The View availability buttons open this hotel's page on Booking.com · Affiliate link
Ocean View King
1 king bed
- Balcony
- Sea view
- Pool view
- Air conditioning
- Attached bathroom
ADA Ocean View King
1 king bed
- Balcony
- Sea view
- Pool view
- Air conditioning
- Attached bathroom
Ocean View Two Queens
2 full beds
- Balcony
- Sea view
- Pool view
- Air conditioning
- Attached bathroom
ADA Ocean View Two Queens
2 full beds
- Balcony
- Sea view
- Pool view
- Air conditioning
- Attached bathroom
Standard King Villa
1 king bed
- Entire villa
- Private kitchenette
- Attached bathroom
- Air conditioning
- Dishwasher
King Efficiency Villa
Bedroom 1: 1 king bed Living room: 1 sofa bed
- Entire villa
- Private kitchenette
- Attached bathroom
- Air conditioning
- Dishwasher
Premium Ocean View King Villa
Bedroom 1: 1 king bed Living room: 1 sofa bed
- Entire villa
- Private kitchenette
- Attached bathroom
- Sea view
- Air conditioning
Standard King Room
1 king bed and 1 sofa bed
- Balcony
- Air conditioning
- Attached bathroom
- Flat-screen TV
- Coffee machine
Standard Queen Room
2 queen beds
- Balcony
- Garden view
- Air conditioning
- Attached bathroom
- Flat-screen TV
Two-Bedroom Villa
Bedroom 1: 1 king bed Bedroom 2: 1 full bed Living room: 1 sofa bed
- Entire villa
- Private kitchenette
- Attached bathroom
- Garden view
- Air conditioning
Premium 1-Bedroom Ocean View Villa
Bedroom 1: 2 full beds Living room: 1 sofa bed
- Entire villa
- Private kitchenette
- Attached bathroom
- Sea view
- Air conditioning
Standout features
Amenities at Chesapeake Beach Resort
On site
- Pool
- Wi-Fi
- Bar
- Parking
- 24-hour front desk
- Elevator
In the rooms
- Air conditioning
- TV
- Refrigerator
- Microwave
Good to know
House rules
Check-in is from 4 pm, and check-out is by 11 am. Cancellation and prepayment terms vary by room and rate, and the booking site shows them before you pay.
Frequently asked
Does Chesapeake Beach Resort have a pool?
Yes, Chesapeake Beach Resort has a pool for guests.
What amenities does Chesapeake Beach Resort offer?
Chesapeake Beach Resort offers Beachfront, 24-hour front desk, Yoga classes, 2 swimming pools, Free Wifi, Baggage storage, Private check-in/out, Daily housekeeping, Non-smoking rooms, Very Good Breakfast, Parking, and Air conditioning.
What room types are available at Chesapeake Beach Resort?
Room options include Ocean View King, ADA Ocean View King, Ocean View Two Queens, ADA Ocean View Two Queens, Standard King Villa.
Where is Chesapeake Beach Resort located?
Chesapeake Beach Resort is located in Islamorada, Florida, at 83409 Overseas Highway.
Hotels near Chesapeake Beach Resort
- Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort· Islamorada · 0.6 mi
- The Ocean View Inn· Islamorada · 1.0 mi
- Coconut Cove Resort & Marina· Islamorada · 1.1 mi
- La Jolla Resort· Islamorada · 1.3 mi
- Sunset Inn· Islamorada · 1.4 mi
- Casa Morada· Islamorada · 1.4 mi
- Cheeca Lodge & Spa· Islamorada · 1.9 mi
- Bayside Villas by Islander Resort· Islamorada · 2.4 mi
Live prices for your dates on Booking.com · Affiliate link
When you check availability, we take you to this hotel's page on Booking.com, where you see live rates and any current offers for your exact dates and book in one click. Prices come from Booking.com and may differ from the property's own direct rate. We never add a markup or booking fee; if you book, Booking.com may pay us a commission, at no extra cost to you. We're an independent guide, not the property; the booking completes on Booking.com.











