See all properties
Save

Chesapeake Beach Resort

2.5 star property
your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Chesapeake Beach Resort

Private beach, white sand, sun-loungers, beach towels
Aerial view
Hypo-allergenic bedding, pillow-top beds, laptop workspace
Balcony
Water view

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet-friendly
  • On private beach
  • Pool
  • 24/7 front desk
  • Housekeeping
  • Air conditioning

Explore the area

Map
83409 Overseas Hwy, Islamorada, FL, 33036
  • History of Diving Museum
    ‪11 min walk‬
  • Theater of the Sea
    ‪2 min drive‬
  • Windley Key Fossil Reef Geological State Park
    ‪2 min drive‬

Room options

View all photos for 2-Bedroom Villa

2-Bedroom Villa

2-Bedroom Villa

  • 60 sq m
  • Resort view
  • Sleeps 6
  • 1 King Bed, 1 Double Bed and 1 Double Sofa Bed

View all photos for Standard King

Standard King

Standard King

  • 25 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for King Efficiency Villa

King Efficiency Villa

King Efficiency Villa

  • 48 sq m
  • Resort view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Doubles

Standard Doubles

Standard Doubles

  • 25 sq m
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard King with Sleeper Sofa

Standard King with Sleeper Sofa

Standard King with Sleeper Sofa

  • 29 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Hearing Impaired Ocean View Queens

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Hearing Impaired Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for Hearing Impaired Ocean View King Suite

43-inch flat-screen TV with cable channels, TV

Hearing Impaired Ocean View King Suite

  • 50 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for ADA King Efficiency Villa

ADA King Efficiency Villa

ADA King Efficiency Villa

  • 48 sq m
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Premium 1-Bedroom Ocean View Villa

Premium 1-Bedroom Ocean View Villa

Premium 1-Bedroom Ocean View Villa

  • 65 sq m
  • Ocean view
  • Sleeps 6
  • 2 Double Beds and 1 Double Sofa Bed

View all photos for Deluxe Ocean View Two Queen Suite

Balcony

Deluxe Ocean View Two Queen Suite

  • 60 sq m
  • Ocean view
  • Sleeps 6
  • 2 Queen Beds

View all photos for Ocean View King

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Ocean View King

  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

View all photos for Ocean View King Suite

Hypo-allergenic bedding, pillow-top beds, laptop workspace

Ocean View King Suite

  • 49 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Queen Sofa Bed

View all photos for Ocean View Queens

Terrace/patio

Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

  • 48 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Queens

Standard Queens

Standard Queens

  • 29 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard King Villa

Standard King Villa

Standard King Villa

  • 30 sq m
  • Resort view
  • Sleeps 3
  • 1 King Bed

View all photos for Premium Ocean View King Villa

Premium Ocean View King Villa | Living area

Premium Ocean View King Villa

  • 77 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for ADA Ocean View Queens

ADA Ocean View Queens

ADA Ocean View Queens

  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

View all photos for ADA Ocean View King Suite

ADA Ocean View King Suite | Balcony

ADA Ocean View King Suite

  • 50 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for ADA Ocean View King

Hypo-allergenic bedding, pillow-top beds, laptop workspace

ADA Ocean View King

  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

Similar properties

Outdoor pool

Amara Cay Resort

On private beach
Pool
Pet-friendly
Parking included
4.4 out of 5, Excellent, (1210)
The price is AU$662
for 1 room
includes taxes & fees
5 Feb - 6 Feb
Amara Cay Resort

About the area

Islamorada

Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park. .This beach hotel is 1.2 mi (2 km) from Islamorada Brewery & Distillery and 1.7 mi (2.8 km) from Keys History & Discovery Center.

What's nearby

  • History of Diving Museum - 11 min walk
  • Theater of the Sea - 2 min drive
  • Florida Keys Brewing Co. - 3 min drive
  • Founders Park - 5 min drive
  • Bud n' Mary's Dive Center - 6 min drive

Getting around

  • Miami Intl. Airport (MIA) - 91 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬3 min drive
  • ‪Hog Heaven - ‬3 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min walk
  • ‪Florida Keys Brewing Co. - ‬3 min drive
  • ‪Whale Harbor Restaurant Marina - ‬2 min walk

About this property

Chesapeake Beach Resort

Hotel on the beach, with 2 outdoor pools
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.

Make yourself at home in one of the 60 air-conditioned rooms featuring microwaves and flat-screen televisions. Your room comes with a pillowtop bed. Cable television is provided for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers.
Spend the day on the private beach or dip into one of the 2 outdoor swimming pools.
Featured amenities include a computer station, a 24-hour front desk, and multilingual staff.

Languages

English, Spanish

Property amenities

Parking and public transport

  • Wheelchair-accessible parking available
  • On-site parking includes off-street options

Things to do

  • 2 outdoor pools
  • Kayaking

Family friendly

  • 2 outdoor pools
  • Fence around the pool
  • Microwave
  • Pool gate

Guest services

  • 24-hour front desk
  • Concierge services
  • Daily housekeeping
  • Multilingual staff

Business services

  • Computer station

Outdoors

  • Beach loungers
  • Pool sunloungers
  • Private beachfront location

Accessibility

  • If you have any requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have any lifts
  • Assistive listening devices available
  • Braille signage
  • Handrails in hallways
  • Handrails in stairwells
  • Lever door handles
  • Pool hoist on site
  • Upper floors accessible by stairs only
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible public bathroom
  • Wheelchair-accessible (may have limits)

More

  • Beach towels
  • Renovated entire property – January 2020
  • Smoke-free property

Room amenities

Bedroom

  • Air conditioning
  • Bed sheets
  • Blackout drapes/curtains
  • Ceiling fan
  • Hypo-allergenic bedding
  • Pillow-top mattress

Bathroom

  • Designer toiletries
  • Hairdryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels

Entertainment

  • 43-inch flat-screen TV
  • TV channels

Food and drink

  • Coffee/tea maker
  • Microwave

More

  • Access via exterior corridors
  • Free local calls
  • Iron/ironing board
  • Laptop-friendly workspace
  • Phone

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: midnight
Early check-in subject to availability
Contactless check-in available
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11 AM
Contactless check-out available
Late check-out subject to availability
A late check-out fee will be charged

Special check-in instructions

Front desk staff will greet guests on arrival

Access methods

Staffed front desk

Pets

Pets allowed for an extra charge of USD 50.00 per accommodation, per night, plus a deposit of USD 50.00 per stay
Service animals are welcome, and are exempt from fees
2 total (up to 50 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation

Children and extra beds

Children are welcome
Rollaway/extra beds are not available

Payment types

Important information

Optional extras

  • Pet deposit: USD 50.00 per stay
  • Pet fee: USD 50.00 per accommodation, per night
  • Service animals are exempt from fees
  • Late check-out is available for a fee (subject to availability)

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Minimum Spring Break check-in age is 21 years old
This property accepts credit cards; cash is not accepted

We should mention

This property does not have elevators
Pool access available from 7:00 AM to 10:30 PM
Some facilities may have restricted access; guests can contact the property for details using the contact information on the booking confirmation
Construction is underway at a neighboring building and there may be noise disturbance from the construction work
Children under 16 years old are not allowed in the swimming pool without adult supervision

Property is also known as

Chesapeake Beach Islamorada
Chesapeake Beach Resort
Chesapeake Beach Resort Islamorada
Chesapeake Resort
Chesapeake Beach Hotel Islamorada
Chesapeake Beach Resort Hotel
Chesapeake Beach Resort Islamorada
Chesapeake Beach Resort Hotel Islamorada

Chesapeake Beach Resort Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 960 out of 1385 reviews" "
Rating 8 - Good. 238 out of 1385 reviews" "
Rating 6 - Okay. 106 out of 1385 reviews" "
Rating 4 - Poor. 48 out of 1385 reviews" "
Rating 2 - Terrible. 33 out of 1385 reviews" "

9.2/10

Cleanliness

9.2/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Excellent

Donna, Hamilton

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place modern feel. Nice little beach w access to water. Free breakfast was also good. Would stay again.
Stayed 2 nights in Oct 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

10/10 Excellent

Kevin

Travelled with partner
The lady at check-in was great. We didn’t like the room we booked because of noise. She upgraded us to quieter room with a better view no questions asked.
Stayed 1 night in Oct 2024

10/10 Excellent

Amanda, Bellville

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Right on the beach! This property has it's own little beach you can walk in the sand & swim in the ocean. Also has water sports, a pool & hot tub. Our room was a one bedroom w/ balcony facing ocean. Balcony in main room & bedroom w/ an amazing view! Complimentary breakfast. Room had fridge & microwave. Ample parking. Ac's worked great & each room had ceiling fan which is a big plus. Spacious area & bathroom. Comfy bed & pillows. Only downside was the lack of drawers & places to hang towels. There was 4 of us & only 1 hook for our towels & no drawers at all. Not that big if a deal but a few hooks & some drawers would give this hotel an a instead of an a-. Check in was easy & we got free champagne & coffee. Wish we could've stayed longer! Will definitely recommend
Stayed 2 nights in Oct 2024

10/10 Excellent

Rebecca

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Place was great! Comfortable bed. Nice balcony overlooking the beach. Room was clean. Area around the lagoon and beach needs to be upkept and trash picked up. We only stayed 2 nights for a quick trip but we'd stay here again! Right next to Wahoos!!
Stayed 2 nights in Oct 2024

10/10 Excellent

Roger

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Oct 2024

10/10 Excellent

Hailee

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jul 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 1 night in Sep 2024

10/10 Excellent

Christy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice and quiet, Right on the water, Clean, neat,friendly staff, right next to food.
Stayed 1 night in Oct 2024

10/10 Excellent

Maria

Liked: Cleanliness, amenities, property conditions & facilities
Very good
Stayed 2 nights in Oct 2024

10/10 Excellent

mariana

Travelled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely great place with beach access!
Stayed 3 nights in Oct 2024

10/10 Excellent

Jesus

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great staff and service
Stayed 2 nights in Oct 2024

10/10 Excellent

Christy

Liked: Cleanliness, staff & service, property conditions & facilities
Friendly staff, nice quiet secluded area. 3 restaurants next door. Fishing charters also next door.
Stayed 1 night in Oct 2024

10/10 Excellent

Brian

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Really nice place. Room and staff were great. Chris the chef was awesome!
Stayed 1 night in Oct 2024

10/10 Excellent

Felix

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Clean . Good to fishing and relaxing
Stayed 1 night in Oct 2024

10/10 Excellent

Cabrina

Liked: Cleanliness, staff & service, property conditions & facilities
Very nice and clean
Stayed 1 night in Oct 2024

10/10 Excellent

NELSON

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Super nice hotel super good staff rooms super clean
Stayed 2 nights in Oct 2024

10/10 Excellent

Maria

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing
Stayed 1 night in Sep 2024

8/10 Good

Anthony

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a great find. Sand beach in the keys is a major plus.
Stayed 1 night in Sep 2024

10/10 Excellent

Gail

Liked: Cleanliness, staff & service, property conditions & facilities
great experience
Stayed 2 nights in Sep 2024

10/10 Excellent

Anett

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Only sugest to vlean the brach of sewee
Stayed 1 night in Sep 2024

10/10 Excellent

Lourdes

Stayed 1 night in Sep 2024

10/10 Excellent

Kelly

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Aug 2024

10/10 Excellent

Stacy

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, comfortable bed, clean, two pools, waterfront; we enjoyed Chef Chris making fresh omelets for us each morning.
Stayed 2 nights in Sep 2024

10/10 Excellent

Nathaniel, Apopka

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved the place! Upgraded us to a villa for our anniversary and they accommodated us as much as they could even putting a bottle of champagne in our room prior to arrival. Will be back for sure.
Stayed 4 nights in Sep 2024