Chesapeake Beach Resort
Hotel in Upper Matecumbe Key, FL
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
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About this hotel
Hotel on the beach, with 2 outdoor pools
At Chesapeake Beach Resort, relax by one of the 2 outdoor swimming pools or spend the day at the private white sand beach where you can enjoy kayaking.
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.
2 outdoor swimming pools are on site along with a private beach.
At Chesapeake Beach Resort, relax by one of the 2 outdoor swimming pools or spend the day at the private white sand beach where you can enjoy kayaking.
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. 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.
2 outdoor swimming pools are on site along with a private beach.
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.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
TV
Map of Upper Matecumbe Key, FL
Available Rooms
Ocean View King Suite
1 King • 1 Sofa • 527 ft²
Sleeps 4
You'll be directed to Expedia.com for availability & pricing
Deluxe Ocean View Two Queen Suite
2 Queen • 650 ft²
Sleeps 6
+
You'll be directed to Expedia.com for availability & pricing
Ocean View Queens
2 Queen • 366 ft²
Sleeps 4
You'll be directed to Expedia.com for availability & pricing
Ocean View King
1 King • 364 ft²
Sleeps 3
You'll be directed to Expedia.com for availability & pricing
ADA Ocean View King Suite
1 King • 540 ft²
Sleeps 4
You'll be directed to Expedia.com for availability & pricing
££££
Ratings and reviews
5.0 / 10.0
Room was comfortable .. not much storage for clothing in drawers, bathroom not any space to set you bathroom extras on . But has 2 great pools and a hot tub . Breakfast in the morning .
5.0 / 10.0
The staff was exceptional throughout the whole proerty. I will stay again.
5.0 / 10.0
Great location.
Friendly staff
Great room
5.0 / 10.0
We had a great stay. The view was amazing. The breakfast was better than we expected. Nary in the sunrise room was so friendly and went above and beyond. We will definitely come back.
4.0 / 10.0
Changed the room because the front door has gaps , not well insonorized
5.0 / 10.0
Good price and nice and clean
5.0 / 10.0
Excellent!
5.0 / 10.0
Highly recommend a room with a view and the breakfast was excellent with a variety of fresh foods available. Property is under construction during the day but we were only staying one night on the way down to Key West so it didn’t bother us.
5.0 / 10.0
The homemade omelettes from chef Chris were amazing compliments to the chef, also the front desk was amazing. Also Vanessa really helped us out to upgrade our room. Really appreciate that. Thank you, John.
10.0 / 10.0
Perfect to go for weekend getaway, in my case that I live in Miami. Loved that they are pet friendly.
10.0 / 10.0
This property is well maintained. A Self service Breakfast was way above average.
10.0 / 10.0
Beautiful property overlooking the sea
10.0 / 10.0
Staff was really nice and always present on property. Loved the private beach area and access to sups and kayaks.
10.0 / 10.0
Nice beach area which is hard to find in the keys
10.0 / 10.0
We loved everything in this place. The people at reception desk were courteous and welcomed us with a glass of refreshing champagne. The room was great. Clean and quiet. The breakfast was awesome, the lady who cooked our breakfast omellete ( included in our price) was caring and very friendly with us. The beach is the best thing. Day or night. We loved the privacy here. I would only suggest a little bit of improvements on the gardens / green areas but I can understand its tough to maintain due to damages caused by storms etc… thanks for an unforgettable experience!!
8.0 / 10.0
The staff were wonderful - cheerful and helpful. There is a big difference between staying in a room with a view (new building) and not with a view (roadside motel). The beach was peaceful and quiet. There were some issues with the room, but they were quickly resolved by staff. Very homey environment - not luxurious, but perfect for those who just want to relax and spend quiet time together without all the bells and whistles.
5.0 / 10.0
Nothing not to love. We would definitely come back!
4.0 / 10.0
The pictures made it nicer than it really was in person. It’s an average hotel.
10.0 / 10.0
Everything about this resort is good. Location, resort, pool and scenery
10.0 / 10.0
My favorite thing about this hotel is the breakfast. Room was clean and comfortable. Had a small fridge and microwave. Had two pools and one Jacuzzi. A small beach area with access to kayaks and paddle boards. It was great for a relaxing weekend.
5.0 / 10.0
Convenient quiet spot. Great amenities. Serene vibes. Family had a great time.
4.0 / 10.0
When we checked in, there was a $50 per night room fee. Did not know this! We were supposed to get a welcome drink but they were out of it, really??? Staff was very nice & breakfast was good, chef was very friendly! The place where breakfast was served only had high top tables but no chairs! A little odd, there were tables outside but it was too windy so no chairs there either.
10.0 / 10.0
The customer service was amazing!
10.0 / 10.0
My family had a wonderful time here. There was just enough to do on property in the evenings after we had fun doing other activities all day. There was lots of little critters in the water and on land for my kid to watch and have fun with. Also, the water pressure was great in the shower! Free breakfast every morning was great too! We were all able to eat well before starting our day. We would definitely come back.
2.0 / 10.0
The manager was rude and not helpful at all. I had an issue with a payment made to a third party booking agency that never made it there. All she kept telling me was that it wasn't her problem but mine....very unprofessional.
10.0 / 10.0
This resort is absolutely perfect in service, cleanliness, and location. The beach area was just right with pools nearby. Friendly staff with excellent service! Will go back and stay there again.
10.0 / 10.0
Perfect!
10.0 / 10.0
Love that the price for the room included breakfast and 2 hr of water activity (kayaking, paddle boards)
10.0 / 10.0
Great place to stay while in the Keys. Clean rooms and friendly staff.
8.0 / 10.0
This is a very quaint property that is low key and relaxing. The “beach” area was constructed very nicely to give that sand beach feeling, given that it is the keys which is naturally rocky.
Rooms were clean and modern and spacious.
Will definitely return again.
10.0 / 10.0
Beautiful resort
5.0 / 10.0
Amazing views and beautiful property! The complimentary breakfast was delicious with an omelet bar. Everyone who worked there was willing to help and very kind. We will definitely go back!
10.0 / 10.0
This property was very nice. We had beautiful ocean views from our room. The pools were clean and plenty of loungers, very relaxing. The beach was terrific. Breakfast was included and very good with much variety. The staff was absolutely fantastic. Friendly, helpful and welcoming.
5.0 / 10.0
This is a wonderful place to stay for both adults and children. There are 2 nice pools and a very pleasant beach area. My 5 year old granddaughter was thrilled and the rest of the family enjoyed our stay thoroughly.
10.0 / 10.0
What a surprise! This place was amazing. The beach was great, had no idea it was so big and accessible.
6.0 / 10.0
Smelly room , either it was from fresh paint or detergent they use to wash sheets . Bathroom door was constantly opening ( sliding door ) . Easy fix , used rolled piece of paper under to keep it closed . Small beach on plus side , also kayaks and surf boards available. Very nice staff . Breakfast available but seemed like they ran out of food very quickly. We went there around 9:45 am ( it was served from 6am to 11 am ) and most of the food was gone . Chef was making omelets for those who wanted to wait in line . Would I stay there again ? Not sure …
10.0 / 10.0
We loved the location, the spaciousness of the room, and the resort activities that were included in our stay. The AC in our room was very loud though, even on the lowest level, so much that it was hard to sleep with it on. Overall however, we enjoyed our stay at Chesapeake Beach Resort.
5.0 / 10.0
Vanessa at the front desk was friendly and helpful. Our room was clean and had a modern style and good accommodations around.
Kayaks and bicycles rent is included in your stay. We would love to stay again.
4.0 / 10.0
We were there for a very short time. The site is beautiful and relaxing. The beach was not really a swimming beach but I could dunk and the two lovely pools made up for it. Breakfast was good and eating with that view was priceless.
10.0 / 10.0
Beach in the back. Very Quiet. Relaxing place
FAQs
How much does this hotel cost compared to others in Upper Matecumbe Key?
The average price for a rental in Upper Matecumbe Key is £420 per night. This rental is £266 less expensive than the average.
Is parking included with this hotel?
Parking is not specified as an available amenity at Chesapeake Beach Resort. For more information, we encourage you to contact the property about where to park.
Is there a pool at this hotel?
Yes, a swimming pool is available for use at Chesapeake Beach Resort. Enjoy the water!
Is Chesapeake Beach Resort pet friendly?
Unfortunately, this hotel is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Chesapeake Beach Resort?
We found 4 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, and tv.
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