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Average
3.5/5
Based on 786 guest reviews
- Has outdoor swimming pool
- Airport shuttle provided
- 65 rooms in property
- 3 floors in property
- 8 suites in property
- Check-in: 3:00 PM
- Group friendly rating of 7.3/10
Standard prices by room type for the next 60 days
Local Attractions
Islamorada, the Sport Fishing Capital of the World, will enchant you with its fine dining, boutiques, aquatic theater and natural wonders. Come for a visit, and revel in everything the Florida Keys has to offer.
Map and Points of Interest Near Chesapeake Beach Resort
Verified Reviews of Chesapeake Beach Resort
Below are the verified reviews from guests that we have booked recently: "two Day Get Away."
Overall Score5.0/ 5
What a beautiful place. Clean, comfortable, nice, nice employees. Loved it!
Eliza S. (Individual traveler, booked 1 room), from 
03-Sep-2024 Verified Review, stayed from Mon Aug 26 to Wed Aug 28 2024 at a $169.00 average nightly rate. 
"Paradise in the Keys."
Overall Score5.0/ 5
From the greeting you receive upon arrival at the front desk, to those spotless rooms and grounds, everything is relaxing and stress free. Private beach, groomed sand. The staff is amazing! Among others, Anthony and Shakeitha were exceptional! Amazing view from room. Beach access is steps away.
Arthur S. (Individual traveler, booked 1 room), from
17-May-2024 Verified Review, stayed from Wed May 15 to Fri May 17 2024 at a $269.99 average nightly rate. "Fabulous property/beautiful views/yummy robes!"
Overall Score5.0/ 5
We loved our stay at the Chesapeake Beach Resort regretfully it was only one night but after our stay last night we will def stay there again! Great location in the Keys close to good restaurants and attractions! The resort itself is beautifully maintained and it has two pools and a beach! The rooms are large and modern with a total beach resort vibe and we had a gorgeous view from our room… and did I mention the robes yet? Literally the softest I've ever worn! well done Chesapeake, we will be back!
Nicole D. (Individual traveler, booked 1 room), from
23-Jan-2024 Verified Review, stayed from Mon Jan 22 to Tue Jan 23 2024 at a $258.99 average nightly rate. Property Description
Chesapeake Beach Resort, rests on 6.5 acres of oceanfront sands and gardens halfway between Miami and Key West, in the Florida Keys. Our property is now exquisitely remodeled to deliver state-of-the-art amenities and luxurious accommodations to our guests. We are proud to offer 37” HDTV, Stereo radio/CD/alarm with MP3 docking capabilities and wireless internet connection, along with new carpeting, furniture and remodeled bathrooms and kitchens including granite countertops and vanities; all to make your stay more enjoyable and relaxing.Known for our spacious guest rooms and villas, as well as exceptional dining and entertainment adjacent to the property, it is no wonder we have been a favorite fishing and family resort for 50 years. So come and relax in one of our two heated pools, enjoy our water sports, tennis, and shuffleboard court or hit the water in your own boat or take a fishing charter to some of the best fishing areas in the entire world.
Details / Other Expenses
| Check In: | 3:00 PM |
| Check Out: | 11:00 AM |
| Year of Last Renovation: | 2008 |
| Floors: | 3 |
| Rooms: | 65 |
| Corridors: | All Rooms Have Exterior Hallways |
| Non Smoking Rooms: | 65 |
| Handicap Rooms: | 2 |
| Suites: | 8 |
| Meeting Rooms: | 1 View Spaces |
Policies / Expenses
| Cancellation: $25.00 Processing Fee, 7 Day Cancellation Period (30 Day Dec. 23 to Jan. 1) | |
| Nightly Parking: | $0 |
| Total Taxes: | 12.50% |
| Total Misc Fees: | $18.00 USD (mandatory resort fees/taxes) |
Amenities / Features
- Air conditioning
- Alarm clock
- Camping or barbeque facilities
- Central location
- Credit card accepted: Mastercard/Visa
- Credit card accepted: American Express
- Credit card accepted: Discover
- Electronic key card
- Elevator
- Fax available
- Hairdryer available
- Ice Maker
- Internet - wireless
- Ironing facilities
- Jacuzzi
- Laundry facilities
- Non-smoking rooms
- Pets allowed
- Private bathroom in room
- Quiet location
- Radio in room
- Safe in rooms
- Self controlled heating/cooling system
- Shop
- Shower
- Swimming pool - outdoor
- Tea and coffee making facilities
- Telephone
- Telephone in all rooms
- Television
- Tennis court
- Terrace
- Travellers cheques accepted
- Voicemail
- Airport Shuttle
- Complimentary newspaper
- Breakfast in room
- DVD Player
- Facilities for the disabled
- 24 hours room service
- Handicap accessible
Airport & Shuttle Information
2 hrs. from Miami or Key West
Airport Shuttle? Yes! There is an airport shuttle.Pet Friendly?
Service animals complying with ADA Title lll regulations are allowed.
Yes! Pets are allowed.Suggested AI Generated Itinerary
- Breakfast: Midway Cafe & Coffee Bar - Start your day with a hearty breakfast and a cup of freshly brewed coffee. Located 0.8 miles from Chesapeake Beach Resort.
- Lunch: Lazy Days Restaurant - Indulge in a tasty lunch with a variety of seafood options. Located 1.2 miles from Chesapeake Beach Resort.
- Dinner: Morada Bay Beach Café - Enjoy a delicious seafood dinner while overlooking the beautiful beach. Located 1.5 miles from Chesapeake Beach Resort.
- Activity: Robbie's of Islamorada - Feed the tarpon and explore the marina with various watersports activities. Located 2.3 miles from Chesapeake Beach Resort.
- Breakfast: The Green Turtle Inn - Enjoy a classic breakfast with a cozy atmosphere. Located 1.1 miles from Chesapeake Beach Resort.
- Lunch: Marker 88 Restaurant - Delight in a delicious lunch while enjoying panoramic ocean views. Located 4.2 miles from Chesapeake Beach Resort.
- Dinner: Islamorada Fish Company - Savor a mouthwatering dinner with a waterfront view and a wide selection of seafood dishes. Located 3.7 miles from Chesapeake Beach Resort.
- Activity: Theater of the Sea - Experience interactive animal shows and swim with dolphins or sea lions. Located 1.9 miles from Chesapeake Beach Resort.
- Breakfast: Hungry Tarpon Restaurant - Start your day with a hearty breakfast and watch the tarpon swim by. Located 1.6 miles from Chesapeake Beach Resort.
- Lunch: Islamorada Beer Company - Enjoy a casual lunch with craft beers and delicious bites. Located 1.3 miles from Chesapeake Beach Resort.
- Dinner: Chef Michael's - Treat yourself to a gourmet dinner with a fusion of flavors. Located 0.9 miles from Chesapeake Beach Resort.
- Activity: Indian Key Historic State Park - Explore the historic ruins and enjoy snorkeling in the crystal-clear waters. Located 4.8 miles from Chesapeake Beach Resort.
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Meeting Rooms and Banquet Rooms at Chesapeake Beach Resort
Below are the meeting, banquet, conference and event spaces at Chesapeake Beach Resort.
Feel free to use the Chesapeake Beach Resort meeting space capacities chart below to help in your event planning. Hotel Planner specializes in Islamorada event planning for sleeping rooms and meeting space for corporate events, weddings, parties, conventions, negotiated rates and trade shows.
| Meeting Room Name | L x W x H (Feet) | Size (sqft.) | Banquet 5'/6'  | Crescent | Classroom | Hollow Square  | U-Shape | Boardroom | Convention 8'/10'  | Theater | Reception | Regist. Desk  |
| Breakfast Room | 30 x 20 x 12 | 600 | --/-- | -- | 20 | -- | -- | -- | --/-- | -- | -- | -- |
Close This Breakfast RoomThis is the room we use for our breakfats service each morning. It can hold up to 20 people and is only available after 11am each day. Room Type: General Meeting Room Total Size: 600 Sq. Mi Dimensions: 30 x 20 x 12 Ft. Floor Level: Ground Level Power Outlets: 6 Columns: 2 Windows: 5 Natural Light?: Yes Obstructions? No Built In Screens? No Built In Stage? No Built In A/V? No Amenities Available
| ||||||||||||
Planning an Event? Islamorada Hotel RFP Request for Proposal | Find Meeting Space | Meeting Space Calculator
FAQs about Chesapeake Beach Resort
What time is check in?
Check in time is 3:00 PM based on the hotel's local time. Early check in may be available if requested at the front desk on the day of check-in.
What time is check out?
Check out time is 11:00 AM based on the hotel's local time. Late check out may be available if requested at the front desk during your stay.
How many rooms does Chesapeake Beach Resort have?
There are 65 rooms in the property.
Is there any meeting space at Chesapeake Beach Resort?
Yes, they have 1 meeting room that can support various table layouts.
Is there a pool at Chesapeake Beach Resort?
Yes, there is a pool on-site at the property..
Testimonials:
"Everything went very smoothly. We had a great time and our girls rocked the dance competition while we were there. Thanks for such a great service. I will be sure to pass you site along." L.H. - Columbus, OH
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