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Chesapeake Resort: Traveler Reviews

TripAdvisor Traveler Rating:
  • A summary score based on quality, quantity and age of traveler ratings.
3.5 of 5 stars 56 Reviews
5.0 of 5 stars
12
4.0 of 5 stars
15
3.0 of 5 stars
10
2.0 of 5 stars
10
1.0 of 5 stars
9
TripAdvisor Popularity Index:
  • Measures overall traveler satisfaction based on ratings, reviews and other sources.
#16 of 28 hotels in Islamorada
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  • Hotel class: 3 of 5
  • Rooms: 65
  • Address: 83409 Overseas Highway, P.O. Box 909 Islamorada, FL 33036
Property Type: Resort
  • Hotel featuring an assortment of amenities, sports facilities and leisure activities.
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.
Fitness Center Free High-Speed Internet Swimming Pool
Check Rates: $235 Avg. Price
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TripAdvisor Traveler Reviews

Reviews of Chesapeake Resort

( 9-13 of 56 )
“not a resort”

Chesapeake Resort

Jan 14, 2008
0/2 found this review helpful

Not a resort. It's a typical two level motel right on route 1. The photos on their website make it look much better than it is. I agree with another reviewer here in that it needs a deep cleaning. It's very dated in decor and the building style itself. The "private lagoon" is very tiny. The "white sand" beach is not sandy at all, very rocky, which i suppose is like most of the beaches on the ocean here. I was very disappointed, and wished we had booked the Chica Lodge instead. Now THAT's a resort. The only good thing was the ocean view from our balcony.

  • This TripAdvisor Member:
    • Liked — view of ocean
    • Disliked — falsely represented as a
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
darien1's Summary
Date of Stay: July 2004
Traveled with: Spouse / significant other
Visit was for: Honeymoon
Age group: 35-49
Member since: January 14, 2008
  • My ratings for this hotel are:
    • 2 of 5 stars Value
    • 1 of 5 stars Rooms
    • 2 of 5 stars Location
    • 1 of 5 stars Cleanliness
    • 1 of 5 stars Check in / front desk
    • 2 of 5 stars Service
    • 1 of 5 stars Business service
Would I recommend this hotel to my best friend?
no way!
I do not recommend this hotel for:
Young singles, An amazing honeymoon, A romantic getaway, Girlfriend getaway, People with disabilities, Older travelers, Great pool scene, Pet owners, Families with young children, Families with teenagers, Tourists
I selected this hotel as a top choice for:
Beach / Sun
Was this review helpful? Yes No
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Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com
“islamorada a perfect vacation”

Chesapeake Resort

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5 of 5 stars
england
Dec 4, 2007
1/1 found this review helpful

we stayed at chespeake lodge resort on Islamorada, and I would tell anyone GO and VISIT!! evrything and evrybody including the weather was
perfect, just a great relaxing vacation...we are returning next year!!

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com
“Resort??? No way!!!!”

Chesapeake Resort

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2 of 5 stars
Berlin, Germany
Dec 4, 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
Traveled with: Spouse / significant other
Visit was for: Quality time with family
Age group: 25-34
Member since: October 10, 2007
  • My ratings for this hotel are:
    • 2 of 5 stars Value
    • 1 of 5 stars Rooms
    • 3 of 5 stars Location
    • 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
Was this review helpful? Yes No
Check Rates
Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com
“Great Get Away”

Chesapeake Resort

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4 of 5 stars
New Jersey
Oct 10, 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.
Was this review helpful? Yes No
Check Rates
Average price*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com
“THE Place to stay in the Florida Keys”

Chesapeake Resort

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5 of 5 stars
Northern New Jersey
Jun 7, 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
Traveled with: Family (extended)
Age group: 35-49
Member since: June 07, 2007
  • My ratings for this hotel are:
    • 4 of 5 stars Value
    • 4 of 5 stars Rooms
    • 5 of 5 stars Location
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Check in / front desk
    • 5 of 5 stars Service
    • 5 of 5 stars Business service
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 travelers, Families with young 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*: $235 (year-round)
Call now to book: 1-800-45-HOTEL from hotels.com

Reviews of Chesapeake Resort

( 9-13 of 56 )
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Chesapeake Resort Address

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