Chesapeake Beach Resort
Hotel in Upper Matecumbe Key, FL
2 guests · 1 bedroom · 1 bath
Reasons to book
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
Beds not specified • 527 ft²
Sleeps 2
You'll be directed to Hotels.com for availability & pricing
Deluxe Ocean View Two Queen Suite
Beds not specified • 650 ft²
Sleeps 2
You'll be directed to Hotels.com for availability & pricing
Ocean View Queens
Beds not specified • 366 ft²
Sleeps 2
You'll be directed to Hotels.com for availability & pricing
Ocean View King
Beds not specified • 364 ft²
Sleeps 2
You'll be directed to Hotels.com for availability & pricing
ADA Ocean View King Suite
Beds not specified • 540 ft²
Sleeps 2
You'll be directed to Hotels.com for availability & pricing
$$$$
Ratings and reviews
1.5 / 5.0
Booked hotel and it stated a price with tax and fees, however, the hotel charged an additional $56 per night "resort fee". Don't understand that.
Room was clean, quiet, had a great view and breakfast was excellent.
2.5 / 5.0
Very clean, modern property. Staff very nice, rooms are newly renovated. Nice pool, great location to shops and restaurants. Champagne upon arrival, and breakfast is included with an omelet station. Also robes and slippers in room, nice touch. Not much of a beach and water here has grass growing in it, so not good for swimming if that's your thing. Pool is very nice, free kayak and paddle board. Would stay again
2.5 / 5.0
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 .
2.5 / 5.0
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 .
2.5 / 5.0
The staff was exceptional throughout the whole proerty. I will stay again.
2.5 / 5.0
The staff was exceptional throughout the whole proerty. I will stay again.
2.5 / 5.0
Great location.
Friendly staff
Great room
2.5 / 5.0
Great location.
Friendly staff
Great room
2.5 / 5.0
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.
2.5 / 5.0
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.
2.0 / 5.0
Changed the room because the front door has gaps , not well insonorized
2.0 / 5.0
Changed the room because the front door has gaps , not well insonorized
2.5 / 5.0
Good price and nice and clean
2.5 / 5.0
Good price and nice and clean
2.5 / 5.0
Excellent!
2.5 / 5.0
Excellent!
2.5 / 5.0
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.
2.5 / 5.0
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.
2.5 / 5.0
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.
2.5 / 5.0
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.
5.0 / 5.0
Fantastic! The staff was so above expectations and the breakfast was incredible! Highly recommend a visit. We will stay here again.
5.0 / 5.0
Very good
4.0 / 5.0
Designated ADULT pool zone was not enforced by management. Children were noisy and disruptive.
5.0 / 5.0
The staff at the Chesapeake is absolutely fabulous. The property is clean and always well maintained.
5.0 / 5.0
Everything was perfect, the breakfast with chef Chris and Nary where delicious . Lisa was very nice at the bar.
Such a nice group of people god bless them.
Vanesa at the front desk was very profesional and knowlagble .
4.0 / 5.0
overpriced, breakfast was very simple and server was very average, called front desk the day before due to payment issues, the lady who answered my call was very rude and inpatient , but liked the complimentary kayaking experience….
5.0 / 5.0
Perfect to go for weekend getaway, in my case that I live in Miami. Loved that they are pet friendly.
5.0 / 5.0
Perfect to go for weekend getaway, in my case that I live in Miami. Loved that they are pet friendly.
5.0 / 5.0
This property is well maintained. A Self service Breakfast was way above average.
5.0 / 5.0
This property is well maintained. A Self service Breakfast was way above average.
5.0 / 5.0
Beautiful property overlooking the sea
5.0 / 5.0
Staff was really nice and always present on property. Loved the private beach area and access to sups and kayaks.
5.0 / 5.0
Staff was really nice and always present on property. Loved the private beach area and access to sups and kayaks.
5.0 / 5.0
Nice beach area which is hard to find in the keys
5.0 / 5.0
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!!
5.0 / 5.0
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!!
4.0 / 5.0
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.
2.5 / 5.0
Nothing not to love. We would definitely come back!
4.0 / 5.0
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.
2.5 / 5.0
Nothing not to love. We would definitely come back!
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 $519 per night. This rental is $324 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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