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Chesapeake Resort: Traveller Reviews

TripAdvisor Traveller Rating:
  • A summary score based on quality, quantity and age of traveler ratings.
3.5 of 5 stars 54 reviews
54 Reviews
5.0 of 5 stars
11
4.0 of 5 stars
15
3.0 of 5 stars
10
2.0 of 5 stars
9
1.0 of 5 stars
9
TripAdvisor Popularity Index:
  • Measures overall traveller satisfaction based on ratings, reviews and other sources.
#14 of 28 hotels in Islamorada
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  • Hotel class: 3 of 5
  • Rooms: 65
Description: Family-friendly Caribbean style oceanfront resort amid 6.5 acres of sprawling gardens near water sports, shopping and restaurants. This description is based on information provided by the hotel.
Address:
83409 Overseas Highway
P.O. Box 909
Islamorada, FL 33036
Check Rates: £103 ($206) Avg. Price
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TripAdvisor Traveller Reviews

Reviews of Chesapeake Resort

( 10-14 of 54 )
“Resort??? No way!!!!”

Chesapeake Resort

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2 of 5 stars
Berlin, Germany
4 Dec 2007
0/1 found this review helpful

Stayed here for 2 days - i was very happy that i could leave after the 2 nights. I am not sure why this place is called "resort". okay it is on the sea (not a real beach there) and it has pools, but nothing looked like a resort. and if you go there, please do not book a standard room. you will sleep right next to the loud highway (so that's why again i would not say this is a resort). the rooms are horrible. very old and i was afraid of walking barefeet through the room. you will stick like glue at the carpet. the smell of the room was disgusting. also the pillows and covers smelled. i was glad i had some disinfection spray with me. the bathroom is very small. so i would not recommend to stay there!

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
holidaylover13's Summary
Date of Stay: November 2007
Travelled with: Spouse / significant other
Visit was for: Quality time with family
Age group: 25-34
Member since: 10 October 2007
  • My ratings for this hotel are:
    • 2 of 5 stars Value
    • 1 of 5 stars Rooms
    • 3 of 5 stars Location (e.g., convenience, views)
    • 2 of 5 stars Cleanliness
    • 3 of 5 stars Check-in / front desk
    • 3 of 5 stars Service
Would I recommend this hotel to my best friend?
No way!
I do not recommend this hotel for:
An Amazing Honeymoon, A romantic getaway, Great pool scene
I selected this hotel as a top choice for:
Beach / Sun
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Average price*: £103 (year-round)
Call now to book: 1-800-454-6835 from hotels.com
“Great Get Away”

Chesapeake Resort

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4 of 5 stars
New Jersey
10 Oct 2007
1/1 found this review helpful

We had a wonderful time at the Chesapeake Resort. We spent a long weekend 4 nights and 3 days at this charming resort. The grounds are beautiful and well maintained. There are endless spots to relax and take in the beautiful scenary. The rooms are clean and charming. It is in a great location and I can't wait to visit again.

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Average price*: £103 (year-round)
Call now to book: 1-800-454-6835 from hotels.com
“THE Place to stay in the Florida Keys”

Chesapeake Resort

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5 of 5 stars
Northern New Jersey
7 Jun 2007
2/2 found this review helpful

My sister-in-law and I had the pleasure of having a 'girls only' vacation here.

Centrally located, the Chesapeake is the 2nd most relaxing & naturally charming place I've been to (1st being a large grand 5*chain resort in Kauai). Majestic swaying palm trees everywhere U turn. Magnificent tropical foliage gardens will stimulate your senses. Take the time needed to gaze at the numerous plantings & trees. U'll also get glimpses of tiny lizards meandering around. The various species of birds that 'play' in the waterfalls area are a delight to watch & listen to. Look for the family of Iguanias that live in the palms that graciously sweep above the waterfall and pool area.

The hotel facilities are above average adequate. The construction is 'CBS',very important in tropical/hurricane regions(concrete/brick/stucco). I had an oceanfront deluxe located in the Beach House. Clean rooms & bedding. Sliders to intimate balcony with sturdy comfy chairs, fridge, full size coffee maker & TV with full std cable(ie. HGTV,Lifetime,Spike, ESPN,etc.)

Hotel personnel are wonderful. Front desk/office people are extremely knowledgeable of the area & will take the time necessary to give you tips. Housekeeping does a fantastic job (Wilma is the best). Make sure to "take care of" your housekeeper, they absolutely deserve it. The groundskeepers do a great job. U'll see them from sun up to sun down roaming the property on golf carts picking up every little piece of mother natures debris. Please give them a smile and a "Hello" when you see them.

Take advantage of all the amenities that the daily resort fee covers to experience it's full value. It includes daily bottled water, a lovely breakfast set up that includes pastries, muffins, cereal, bagels, yogurt, fruit, juices & coffee. And the best is the use of their kayaks, paddelboats & bicycles.

Loved it, period. Enough of me...

Travel Tip: Research the Keys before you go to clearly understand the area. Slow down and enjoy the wonders, the riches and tranquility of this special place.

  • This TripAdvisor Member:
    • Liked — Location, people, natural surroundings
    • Disliked — men in speedos (haha)
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Joyville's Summary
Date of Stay: June 2007
Travelled with: Family (extended)
Age group: 35-49
Member since: 07 June 2007
  • My ratings for this hotel are:
    • 4 of 5 stars Value
    • 4 of 5 stars Rooms
    • 5 of 5 stars Location (e.g., convenience, views)
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Check-in / front desk
    • 5 of 5 stars Service
    • 5 of 5 stars Business service (e.g., internet access)
Would I recommend this hotel to my best friend?
Absolutely!
I recommend this hotel for:
An Amazing Honeymoon, A romantic getaway, Girlfriend getaway, People with disabilities, Older Travellers, Families with Small Children, Families with Teenagers, tourists
I do not recommend this hotel for:
Young Singles, pet owners
I selected this hotel as a top choice for:
Beach / Sun, Outdoor / Adventure
Was this review helpful? Yes No
Check Rates
Average price*: £103 (year-round)
Call now to book: 1-800-454-6835 from hotels.com
“A great laugh”

Chesapeake Resort

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4 of 5 stars
Chester, United Kingdom
17 May 2007
3/3 found this review helpful

We stayed 1 night on our way to Key West in May 2007. The resort itself is a lot smaller than it appears on the website but it is a nice place. If a little strange!!! The room we had was a basic double room. It was adequate. It had everything we needed for one night. I dont think I'd recommend it for more than one night. I think you would rapidly run out of things to do! The resort is very easy to find, right on the main road, and right next to the water. It has 2 swimming pools which were very nice. You can rent boats and bikes and all sorts by the water. The resort doesnt have a restaurant however right next door there is a marina which has a bar which you sit out at upstairs are look over the water and have the cheapest drinks we've had in America! $5 for 2 large glasses of wine! There is the Whale Inn Seafood restaurant which I would highly recommend. Its all you can eat seafood buffet. Normally we stay well clear of buffet but this was excellent. Unbelievable fresh, unbelievable choice and unbelievable price!!! I recommend it!
All in all we had a great stay in Islamorada. Definately a good stopping point for the night on the way to somewhere else.

  • This TripAdvisor Member:
    • Liked — Convenience, location and pool
    • Disliked — Very strange man on front desk!
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
kez_ireland25's Summary
Date of Stay: May 2007
Travelled with: Spouse / significant other
Visit was for: Romantic getaway
Age group: 25-34
Member since: 14 May 2007
  • My ratings for this hotel are:
    • 3 of 5 stars Value
    • 3 of 5 stars Rooms
    • 4 of 5 stars Location (e.g., convenience, views)
    • 5 of 5 stars Cleanliness
    • 3 of 5 stars Check-in / front desk
    • 3 of 5 stars Service
Would I recommend this hotel to my best friend?
Most likely
I recommend this hotel for:
An Amazing Honeymoon, A romantic getaway, Girlfriend getaway, Older Travellers, tourists
I do not recommend this hotel for:
Young Singles, People with disabilities, Great pool scene, Families with Small Children, Families with Teenagers
I selected this hotel as a top choice for:
Other
Was this review helpful? Yes No
Check Rates
Average price*: £103 (year-round)
Call now to book: 1-800-454-6835 from hotels.com
“Loved the Chesapeake!!!!!”

Chesapeake Resort

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5 of 5 stars
United Kingdom
11 May 2007
9/9 found this review helpful

We were rather nervous as we'd booked this hotel as a package with Virgin Holidays and only read the negative reports after booking.

When we arrived we thought it was all going to be true as they'd got our arrival date wrong and our room that we'd been allocated was in use. But they said they would upgrade us for the night and get it sorted in the morning. My parents were given a similar ocean view room that we had booked originally which was perfect and my husband, son and I were upgraded to a suite with jacuzzi which overlooked the harbour and ocean.

It was absolute heaven!!! The view was stunning, location great, quiet, clean and friendly.... And the next morning they told us we could stay in the suite for the whole two weeks!!

We have stayed in the Keys before so we know that things are a little weather beaten but this exceeded our expectations by a long shot!!

The breakfasts were good and plenty and when we go back to the Keys we will definitely stay at the Chesapeake again.

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Was this review helpful? Yes No
Check Rates
Average price*: £103 (year-round)
Call now to book: 1-800-454-6835 from hotels.com

Reviews of Chesapeake Resort

( 10-14 of 54 )
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Chesapeake Resort Address

83409 Overseas Highway, P.O. Box 909, Islamorada, FL 33036