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Chesapeake Beach Resort

2.5 star property
Beachside hotel to enjoy 2 outdoor swimming pools and white sand beach

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Chesapeake Beach Resort

Private beach, white sand, sun loungers, beach towels
Water view
Aerial view
ADA King Efficiency Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace
Private beach, white sand, sun loungers, beach towels

Reviews

9.0 out of 10

Wonderful

Popular amenities

  • Pool
    Pool
  • On private beach
    On private beach
  • 24/7 front desk
    24/7 front desk
  • Pet friendly
    Pet friendly
  • Housekeeping
    Housekeeping
  • Air conditioning
    Air conditioning
The price is SAR 531
SAR 786 total
includes taxes & fees
8 Dec - 9 Dec

Room options

Available filters for rooms
Showing 20 of 20 rooms

View all photos for 2-Bedroom Villa

2-Bedroom Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

2-Bedroom Villa

Highlights

Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dishwasher
HDTV
Hypo-allergenic bedding
  • 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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 25 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for King Efficiency Villa

King Efficiency Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

King Efficiency Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
Dishwasher
  • 48 sq m
  • Resort view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Doubles

Standard Doubles | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard Doubles

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 25 sq m
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard King with Sleeper Sofa

Standard King with Sleeper Sofa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King with Sleeper Sofa

Highlights

Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 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, pillowtop beds, laptop workspace

Hearing Impaired Ocean View Queens

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 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

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

ADA King Efficiency Villa

Highlights

Separate dining area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
HDTV
Hypo-allergenic bedding
  • 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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Premium 1-Bedroom Ocean View Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
Dishwasher
  • 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

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
  • 60 sq m
  • Ocean view
  • Sleeps 6
  • 2 Queen Beds

View all photos for Ocean View King

Hypo-allergenic bedding, pillowtop beds, laptop workspace

Ocean View King

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Pillowtop bed
  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

View all photos for Ocean View King Suite

Hypo-allergenic bedding, pillowtop beds, laptop workspace

Ocean View King Suite

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 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

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 34 sq m
  • Ocean view
  • Sleeps 4
  • 2 Queen Beds

Ocean View King Efficiency Villa

Highlights

Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dishwasher
HDTV
  • 48 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Standard Queens

Standard Queens | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard Queens

Highlights

Deck/patio
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 29 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard King Villa

Standard King Villa | Hypo-allergenic bedding, pillowtop beds, laptop workspace

Standard King Villa

Highlights

Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
HDTV
Hypo-allergenic bedding
Renovated in 2020
Separate bedroom
  • 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 | 43-inch flat-screen TV with cable channels, TV

Premium Ocean View King Villa

Highlights

Patio
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchenette
Full-sized refrigerator/freezer
Dining table
  • 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 | Hypo-allergenic bedding, pillowtop beds, laptop workspace

ADA Ocean View Queens

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Separate bedroom
  • 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

Highlights

Balcony
Separate sitting area
Air conditioning
Free cribs/infant beds
Mini-fridge
Dining table
HDTV
Hypo-allergenic bedding
  • 50 sq m
  • Ocean view
  • Sleeps 4
  • 1 King Bed

View all photos for ADA Ocean View King

Hypo-allergenic bedding, pillowtop beds, laptop workspace

ADA Ocean View King

Highlights

Balcony
Air conditioning
Free cribs/infant beds
Mini-fridge
HDTV
Hypo-allergenic bedding
Renovated in 2020
Ceiling fan
  • 34 sq m
  • Ocean view
  • Sleeps 3
  • 1 King Bed

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8.8 out of 10, Excellent, (1211)
The price is SAR 624
SAR 935 total
includes taxes & fees
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About the neighborhood

Map
83409 Overseas Hwy, Islamorada, FL, 33036

What's nearby

  • History of Diving Museum - 11 min walk - 1.0 km
  • Theater of the Sea - 2 min drive - 1.8 km
  • Windley Key Fossil Reef Geological State Park - 2 min drive - 1.8 km
  • Florida Keys Brewing Co. - 3 min drive - 3.5 km
  • Bud n' Mary's Dive Center - 6 min drive - 6.2 km

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

Revitalized hotel, renovated in 2020 and located in Matecumbe
Chesapeake Beach Resort provides everything you need. With a private beach, sun loungers, and kayaking, this hotel is the perfect place to soak up some sun.
You'll also enjoy the following perks during your stay:
  • 2 outdoor pools with sun loungers
  • Beach towels, multilingual staff, and a computer station
  • A 24-hour front desk, smoke-free premises, and concierge services
  • Guest reviews give top marks for the breakfast, beach locale, and pool
Room features
All 60 rooms include comforts such as laptop-friendly workspaces and air conditioning. Guest reviews speak positively of the clean, spacious rooms at the property.
More amenities include:
  • Hypo-allergenic bedding and pillowtop mattresses
  • Bathrooms with designer toiletries and showers
  • 43-inch HDTVs with cable channels
  • Wardrobes/closets, microwaves, and coffee/tea makers

Languages

English, Spanish

Property amenities

Parking and transportation

  • Wheelchair-accessible parking available
  • Onsite 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 sun loungers
  • Private beachfront location

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have elevators
  • Assistive listening devices available
  • Braille signage
  • Handrails in hallways
  • Handrails in stairways
  • 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 washroom
  • Wheelchair accessible (may have limitations)

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
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels

Entertainment

  • 43-inch flat-screen TV
  • Cable 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

Property 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

Frequently asked questions

Does Chesapeake Beach Resort have a pool?

Yes, this property has 2 outdoor pools. Pool access is from 7:00 AM–10:30 PM.

Is Chesapeake Beach Resort pet-friendly?

Yes, this property allows pets (limit 2 total) with a maximum weight of up to 50 lbs per pet. There's a deposit of USD 50.00 per stay and a fee of USD 50.00 per accommodation, per night. Service animals are exempt from fees.

What time is check-in at Chesapeake Beach Resort?

Check-in start time: 4:00 PM; Check-in end time: midnight. Late check-in is available during limited hours.

What time is check-out at Chesapeake Beach Resort?

Check-out is at 11 AM. Late check-out is available for a fee (subject to availability).

Where is Chesapeake Beach Resort located?

Nestled on the beach, this Matecumbe hotel is within 1 mi (2 km) of History of Diving Museum and Windley Key Fossil Reef Geological State Park. Islamorada Brewery & Distillery and Keys History & Discovery Center are also within 2 mi (3 km).

Chesapeake Beach Resort Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 931 out of 1367 reviews" "
Rating 8 - Good. 253 out of 1367 reviews" "
Rating 6 - Okay. 105 out of 1367 reviews" "
Rating 4 - Poor. 47 out of 1367 reviews" "
Rating 2 - Terrible. 31 out of 1367 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

Jacqueline

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Staff was very accommodating. The room was clean and equipped with a microwave, refrigerator, and very comfortable Robes. We loved the view and the peacefulness.
Stayed 3 nights in Nov 2024

10/10 Excellent

Mary

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This wonderful, boutique-like resort deserves more than a five star rating. From the front desk personnel to the kitchen staff, everyone was warm and friendly, and made us feel so very welcome. I'd like to give a special shout out to Derrick, who made it possible for us to have the vacation of my dreams. I can't thank you enough!
Stayed 2 nights in Oct 2024

10/10 Excellent

colleen

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful views. Spacious rooms.
Stayed 2 nights in Nov 2024

10/10 Excellent

John

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing property! We had a reservation at a different place and were not happy with it so decided to push on. We couldn’t be happier. The staff is amazing, breakfast is great and there is a private beach. We are so happy we extended our stay.
Stayed 1 night in Nov 2024

10/10 Excellent

David

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beach access!
Stayed 3 nights in Nov 2024

10/10 Excellent

Amy

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a wonderful time. Every morning we had an omelette made by Nary and Chris. The other breakfast options were delicious as well. The rooms were very clean. The views were gorgeous. And it was a nice drive to get to Key West. I will be going back.
Stayed 4 nights in Nov 2024

10/10 Excellent

Amy

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely gorgeous, clean, friendly staff, and great location
Stayed 4 nights in Nov 2024

8/10 Good

James, HOLLYWOOD

Liked: Cleanliness, property conditions & facilities
Stayed 2 nights in Nov 2024

10/10 Excellent

Shayan

Liked: Cleanliness, staff & service, property conditions & facilities
Amazing resort and beautiful view. Great staff and very clean. Definitely come back here again. Perfect for staycation .
Stayed 1 night in Nov 2024

10/10 Excellent

Diana

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place
Stayed 1 night in Nov 2024

8/10 Good

Yudimay

Stayed 2 nights in Oct 2024

10/10 Excellent

Amanda

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We booked the ocean view room and our room was beautiful. The room was very clean and the view from the balcony was lovely! Our facorite part was breakfast, where they had an omlete station and they were delicious!! The dining area outside was incredible with awesome ocean views. The hot tub was nice and warm and the views from there were just as incredible as all of the others. The only thing that was a little upsetting was the deposit that i had to put down (the whole cost of my booking) but the good thing is it was refunded the next day.
Stayed 1 night in Oct 2024

10/10 Excellent

ROLANDO

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The beautiful prosperity and good staf
Stayed 3 nights in Oct 2024

8/10 Good

Ignas

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 5 nights in Oct 2024

10/10 Excellent

Sara

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I grew up vacationing in Islamorada with my family. It was special to be back with my husband and daughter 20 years later. * Breakfast was delicious!
Stayed 2 nights in Oct 2024

10/10 Excellent

Cristian

Stayed 1 night in Sep 2024

10/10 Excellent

Marybel

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My Favorite Place for now :-)
Stayed 2 nights in Sep 2024

10/10 Excellent

Marybel

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Well everything in this Hotel is Great . I always look for Quiet and this place have it . This is my second time and will be more . I need to Remark that the Lady that make breakfast is amazing she is lovely and very special , She make the best breakfast . The Chef is a great guy he has an amazing VIBE and is super friendly. This place is amazing and the people is Great .
Stayed 1 night in Oct 2024

10/10 Excellent

Donna, Hamilton

Traveled 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

Kevin

Traveled 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

Traveled with group, Traveled with family
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

Traveled 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

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