$189 Avg/night
Rate based on Check-in: Jan 11, 2015 Check-out: Jan 12, 2015

Chesapeake Resort

3 stars
83409 Overseas Highway, Islamorada, FL 33036
Hotel Overview
Reviewer score
3.5
out of 5
29 reviews
Memorable Day

This is an awesome hotel with good view to sea access, morning views were amazing and it is a calm... See full review

  • Naresh
  • Jul 13, 2013
Good place

We took a Charter Boat out of Whale Harbor ("NEW BLUE CHIP TOO"- AWESOME FISHING!) The hotel was... See full review

  • Randy Schafer
  • Jul 21, 2014
Ocean-view rooms and villas on Islamorada beach
Chesapeake Beach Resort rests on 6.5 acres of oceanfront beach and gardens, located in Islamorada, halfway between Miami and Key West. Newly remodeled, the resort offers state-of-the-art amenities and luxurious accommodations in guest rooms and kitchen-equipped villas. Guests can lounge on the sugar-sand beach, or join one of the on-site fishing charters to the backcountry or offshore. Chesapeake Beach Resort has Wi-Fi throughout, and meeting and event groups can find a conference room and outdoor event spaces.
Highlights
  • Ideal Atlantic-side location with on-site fishing charters
  • Continental breakfast each morning
  • Wi-Fi access (included in resort fee) throughout the resort
Rooms
Chesapeake Beach Resort features 44 guest rooms, 8 suites, and 13 kitchen-equipped villas that range in size from studio layouts to two-bedrooms. Guest rooms and suites have either single king beds or pairs of double beds, and some also include pullout sofas, while villas can have kings, queens or pairs of doubles in the bedrooms. Each villa has a full-size kitchen with new cabinets and granite counter tops. In-room amenities include 37-inch flat-screen TVs, stereos, coffee makers, refrigerators, Gilchrest and Soames bath amenities, and Wi-Fi access (included in resort fee).
Features
With a waterfront location along the Atlantic Ocean, Chesapeake Beach Resort boasts incredible views and abundant watersports options. The property features two oceanfront pools, a hot tub, an exercise area, tennis and shuffleboard courts, and a playground for children. Guests also have access to kayaks, Hobie Cats and paddleboats. And on-site fishing charters make it easy to head offshore or into the backcountry to go fishing. Chesapeake Beach Resort provides a continental breakfast each morning, and guests can get online with Wi-Fi access throughout the property (included in resort fee). Wedding or conference groups can find an indoor meeting space and flexible outdoor event areas.
Transportation
  • Marathon Airport (32 mi/51.2 km)
  • Miami International Airport (73.5 mi/117.6 km)
Attractions
  • History of Diving Museum (0.6 mi/1 km)
  • Theater of the Sea (0.9 mi/1.4 km)
  • John Pennekamp Coral Reef State Park (19 mi/30.4 km)
Business
  • Conference room and outdoor event spaces
  • Wi-Fi access (free) throughout the hotel

Recommendations for you

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Reviewer score 3.8 out of 5
Reviewer score 3.7 out of 5

Chesapeake Resort Rooms

Deluxe Oceanfront
Overlook the clear blue waters of the Atlantic Ocean from your private balcony. The room offers a mini-fridge, coffee maker, hair dryer, iron and safe.
Garden View Room
Enjoy the view of our tropical gardens from you private, screened-in balcony. The room offers a mini-fridge, coffee maker, hair dryer, iron and safe.

Amenities

  • WiFi
  • Free parking
  • Outdoor pool
  • No smoking rooms/facilities
General
No smoking rooms/facilities
Activities
Outdoor pool
Tennis
Dining
Room service
Services
In-Room Safe
Gift shop
Internet
WiFi
Parking
Free parking
Accessibility
Handicapped rooms/facilities

Hotel Policies

Check-in:
1300
Check-out:
1100

Terms and conditions

Rates quoted in currencies other than the hotel's base currency are subject to the rate of the international exchange. Rate may change throughout stay. Rate may reflect average nightly rate. Extra charges may apply. Incidental charges, such as room service, are not included in the rate.

The amenities and/or facilities may not be located at the hotel, but within a reasonable distance, and additional charges may apply for use.

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Guest Reviews (29)

Ratings and reviews for Chesapeake Resort

Overall score

3.5 / 5
5.01.0
29 out of 29
Amenities:
3.8
Room cleanliness:
4.1
Hotel staff:
4.2
Room comfort:
3.9
Location:
4.5
Value:
3.6

76% would recommend to a friend.

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Review of Chesapeake Resort

Reviewer score

3
5.01.0
Ls0384
Business
Boca raton, fl
Aug 3, 2014

Girls getaway

The hotel is in an excellent location in Islamorada! Received a great rate for the night and room was ocean-facing. Definitely recommend this hotel, perfect for a night or two and close to Islamorada's greatest restaurants and nightlife!

Hotel features (5 = best, 1 = worst):
Amenities:
3
Room cleanliness:
4
Hotel staff:
4
Room comfort:
4
Location:
4
Value:
3
Trip purpose:

Business

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Review of Chesapeake Resort

Reviewer score

4
5.01.0
Randy Schafer
Business
Orlando, FL
Jul 21, 2014

Good place

We took a Charter Boat out of Whale Harbor ("NEW BLUE CHIP TOO"- AWESOME FISHING!) The hotel was right next door (you could walk over to Whale Harbor. The resort had two pools and a nice relaxing area. Great for fishing right from shore. Breakfast was better than expected. Only downside was the ice machine by our room was not working so had to go to the next building. Good news was we caught a lot of fish on the Blue Chip Too so the ice was needed and eventually we were able to get in. The restaurant (all you can eat Seafood) is being rebuilt but WAHOOS (upstairs) was great! We caught a 30 lb barracuda right by the bridge and my son caught a 70 lb tarpon on the Blue Chip right there also. Holiday Isle Tiki Bar is over the bridge. This Resort is nice because you don't really have to leave. Do recommend taking the family to Robbie's Marina to "feed the tarpon". Nothing like having a 100 lb fish take bait from your hand.

Hotel features (5 = best, 1 = worst):
Amenities:
5
Room cleanliness:
4
Hotel staff:
4
Room comfort:
5
Location:
5
Value:
4
Trip purpose:

Business

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Review of Chesapeake Resort

Reviewer score

3
5.01.0
jojoannie
Business
Islamorada, Florida
Feb 5, 2014

Discount Rooms are NOISY

You won't get the oceanfront rooms that the hotel is known for with the discount. You get road noise rooms. And, the $160 per night was really $200 with additional charges. But, nice to have kayaks, and paddleboat, and catamaran at the beach.

Hotel features (5 = best, 1 = worst):
Amenities:
5
Room cleanliness:
4
Hotel staff:
4
Room comfort:
3
Location:
4
Value:
2
Trip purpose:

Business

Sightseeing tip: Short drive from hotel

Go to Robbie's Pier and feed or watch the Tarpon gather under the pier. What a show for a buck !

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Review of Chesapeake Resort

Reviewer score

5
5.01.0
Naresh
Business
Manchester, CT
Jul 13, 2013

Memorable Day

This is an awesome hotel with good view to sea access, morning views were amazing and it is a calm and quiet resort. The trees, plants, shades and the locations were well maintained, we stayed for a day while on the way to Key west. We loved the place, breakfast was good, pools and tennis courts were nice. Has a small gym. Best thing in this hotel is the view to morning sunrise and calm sea.

Hotel features (5 = best, 1 = worst):
Amenities:
5
Room cleanliness:
5
Hotel staff:
5
Room comfort:
5
Location:
5
Value:
5
Trip purpose:

Business

Dining tip: Not Applicable

Restaurants are little drive away from hotel, i ordered pizza from a shop called "Tower of Pizza" it is the horrible pizza i ever had.

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Review of Chesapeake Resort

Reviewer score

4
5.01.0
Lee Lee Miami
Business
Miami, Florida
Apr 10, 2013

perfect family getaway

We had a wonderful stay at Chesapeake Beach Resort. The hotel has a wonderful property with 2 pools, spa, tennis courts, kayaks, paddleboats and jungle gym - there was alot to do. It is located adjacent to alot of places of interest, especially Theatre of the Sea. Restaurants and access to renting boats,jet skis even hang gliding were just steps away. The rooms are directly on the water - with a great view of the ocean and very quiet. It had a B&B feel- with the breakfast that was offered every morning and the library room it was located in. We will definitely be back!

Hotel features (5 = best, 1 = worst):
Amenities:
4
Room cleanliness:
4
Hotel staff:
5
Room comfort:
5
Location:
5
Value:
5
Trip purpose:

Business

Dining tip: Short walk from hotel

Wahoo's is a wonderful restaurant. Fresh fish, good prices and a very nice waitstaff.

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Review of Chesapeake Resort

Reviewer score

4
5.01.0
Scoffy
Business
Borston
Apr 7, 2013

Good place for a short stay in the Keys

Good hotel, not really new but ok, only the restroom was seriously uncomfortable. Price for value appropriate, I don't think you'll be able to find anything better in the area.

Hotel features (5 = best, 1 = worst):
Amenities:
4
Room cleanliness:
4
Hotel staff:
4
Room comfort:
3
Location:
4
Value:
3
Trip purpose:

Business

Dining tip: Short drive from hotel

Lorelei restaurant, food is nothing special but spectacular sunset

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Review of Chesapeake Resort

Reviewer score

1
5.01.0
Lindsey and Joe
Business
Waterford, Michigan
Apr 6, 2013

Less than expected

At first glance we thought the bad reviews we read were answered with upgrades to the "resort". Not so much! When we arrived the man at the desk was less than helpful. We were definitely not his priority. After we checked in we asked him for dinner recommendations and he presented us with a prepared list of "near by" restaurants. I looked them up on my phone and they were all quite a distance from the hotel but they were recommended so we drove the distance (south). After stopping at 3 or 4 we noticed that none of them had average prices under $60 per plate. Just so we are clear… people who pay less than $200 per night at a hotel are not dining at these types of restaurants. When we got back to the room we noticed that there was a seafood buffet three doors to the north that did not make the list. REALLY?? Back to the hotel… The room itself was not so bad. But the bathroom was DISGUSTING!!! Words will not describe. In the morning we went to find the included breakfast buffet. We circled the property several times and asked several employees were it was. After finally finding it (through a door that looked like it was an employee only entrance) it wasn’t so bad, I’ll even be so kind to say it was average.

Hotel features (5 = best, 1 = worst):
Amenities:
1
Room cleanliness:
2
Hotel staff:
1
Room comfort:
3
Location:
3
Value:
3
Trip purpose:

Business

Dining tip: Short walk from hotel

Seafood buffet three doors to the north. looked worthy.

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Review of Chesapeake Resort

Reviewer score

3
5.01.0
Barbie and John
Business
Eau Claire, WI
Mar 21, 2013

OK

Nice place, but room location was disappointing so they charged me another $20 to move rooms so we had a better view. Also the $18 resort fee was a surprise after we already paid for the room. In total they added around $47 to our $268 room cost. Very expensive for what we got.

Hotel features (5 = best, 1 = worst):
Amenities:
3
Room cleanliness:
4
Hotel staff:
4
Room comfort:
4
Location:
4
Value:
3
Trip purpose:

Business

Dining tip: Short drive from hotel

Lorelei Restaurant had a great view and music.

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Review of Chesapeake Resort

Reviewer score

3
5.01.0
saige
Business
PA
Feb 23, 2013

relaxing couple vacation

The view and surroundings were great. The outdoor activities looked fun, short stay unable to take advantage.

Hotel features (5 = best, 1 = worst):
Amenities:
3
Room cleanliness:
3
Hotel staff:
4
Room comfort:
3
Location:
4
Value:
4
Trip purpose:

Business

Shopping tip: Short drive from hotel

world wide sports, a little something for everyone

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Review of Chesapeake Resort

Reviewer score

2
5.01.0
Rod929
Business
Houston, Tx
Jun 28, 2012

Chesapeak

This is a small little hotel/villa complex. the grounds are clean and kept. They have free water sports and bycicles free of charge, but the staff is not to friendly to get you to use them. they give you excuses why you can not try them. There is really no beach for you to go out on. the sand is not sand its tiny gravel. this is a place to get away and relax because there is not much to do here. They have free parking but you get hit with $18 resourt fee per day that was not disclosed up front when you made resevations so be ware.

Hotel features (5 = best, 1 = worst):
Amenities:
2
Room cleanliness:
4
Hotel staff:
2
Room comfort:
4
Location:
2
Value:
1
Trip purpose:

Business

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