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2 adults, 1 room

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Chesapeake Beach Resort

83409 Overseas HwySee map

kr 2,203per night

This is the cheapest price in 30 days, based on the rates on 29 Sep

Top reasons for booking
Close to the beach
The hotel is near a beach
Great view
Most user reviews comment positively on the view from their room
Popular facilities
Bar
Free WiFi
24-hour front desk
4.6/5Fantastic 1K+ reviews
Exploring the area
History of Diving Museum, 1.0km, About 16 mins from hotel by foot
Theater of the Sea, 1.4km, About 23 mins from hotel by foot
Windley Key Fossil Reef Geological State Park, 2.5km, About 5 mins from hotel by car
30
Ocean View Queens
Bed type arranged at check-in

34.0 m²

Ocean view

47
Ocean View King
1 double bed or bigger

34.0 m²

Ocean view

34
ADA Ocean View King Suite
1 double bed or bigger

50.0 m²

Ocean view

46
ADA Ocean View King
1 double bed or bigger

34.0 m²

Ocean view

46
ADA Ocean View Queens
Bed type arranged at check-in

34.0 m²

Ocean view

42
Hearing Impaired Ocean View Queens
Bed type arranged at check-in

34.0 m²

Ocean view

55
Hearing Impaired Ocean View King Suite
2 beds

50.0 m²

Ocean view

6
Standard Queens
Bed type arranged at check-in

29.0 m²

5
Standard Doubles
2 beds

25.0 m²

7
Standard King with Sleeper Sofa
2 beds

29.0 m²

5
Standard King
1 double bed or bigger

25.0 m²

42
Ocean View King Suite
2 beds

49.0 m²

Ocean view

7
Deluxe Ocean View Two Queen Suite
Bed type arranged at check-in

60.0 m²

Ocean view

6
2-Bedroom Villa
Multiple beds

60.0 m²

Resort view

6
Standard King Villa
1 double bed or bigger

30.0 m²

Resort view

7
King Efficiency Villa
2 beds

48.0 m²

Resort view

7
ADA King Efficiency Villa
1 double bed or bigger

48.0 m²

Resort view

7
Premium 1-Bedroom Ocean View Villa
Multiple beds

65.0 m²

Ocean view

7
Premium Ocean View King Villa
2 beds

77.0 m²

Ocean view

Ocean View King Efficiency Villa
2 beds

48.0 m²

Ocean view

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Reviews

Read all reviews
4.6/5.0

Fantastic

1K+ reviews
Location
0.0
Services offered
4.7
Cleanliness
4.7
Atmosphere & facilities
4.6
All
4.5+
3.0+
Will
Reviewed: 30 Jun 2026

5.0/5.0

Fantastic

Stayed with partner

Clean room, helpful and friendly staff, breakfast was great! Omelettes were delicious! Beautiful scenery at breakfast
Ulises
Reviewed: 30 Jun 2026

5.0/5.0

Fantastic

Stayed with partner

Amazing
Melody
Reviewed: 29 Jun 2026

4.0/5.0

Great

Stayed with family

Muy bonito el lugar
Annie
Reviewed: 29 Jun 2026

3.0/5.0

Good

Stayed with family

Beautiful view of ocean from beach. Disappointed that everything closed at 6pm. Pool, kayaks, paddleboards, bikes. So our first day 2 hours of use could not be used for the water items. Nice breakfast with omelets, french toast. Beautiful view outside eating area. Great team getting us ready to paddleboard on 2nd day. Happy fun staff. Lots of seaweed in area. Not a good swimming area. Suggestion to check for seaweed in area before going to the keys. There is a lot and the smell is rough in some areas. Once you paddle beyond it out in the ocean it is beautiful.
Jessica
Reviewed: 28 Jun 2026

5.0/5.0

Fantastic

Stayed with kids

Loved our stay - will definitely be back
Jackie Nicole
Reviewed: 28 Jun 2026

5.0/5.0

Fantastic

Stayed with kids

Great breakfast, helpful staff, not too crowded, clean, pools were great for kids. Views were spectacular. Very relaxing, loved our vacation!
Ralitsa
Reviewed: 27 Jun 2026

3.0/5.0

Good
The room was clean but smelled a little musty. We were on the first floor right next to the ice machine, so it was very noisy. You can also hear the people upstairs walking, opening and closing doors. The wifi was nonexistent. The breakfast was nice.
Ricky Ray
Reviewed: 26 Jun 2026

5.0/5.0

Fantastic

Stayed with partner

Room was clean and the air conditioning was great. The breakfast was a bonus with personal omelets made to order. Plenty of lounge chairs throughout the property. Restaurants next door were also a plus. Tiki bar available and friendly staff. Bikes, paddle boards and kayaks were there just had to sign a waiver.
Marsha
Reviewed: 25 Jun 2026

5.0/5.0

Fantastic

Solo stay

I thoroughly enjoyed my stay here! The room was immaculately clean! The staff was very attentive. I will definitely stay here again.
Kandi
Reviewed: 23 Jun 2026

5.0/5.0

Fantastic

Stayed with partner

Everything here was amazing! It was my first time in the keys and I’ll never forget it!

Overview

Chesapeake Beach Resort

Renovation:2023-01-01
Rooms:60
Floors:2
Star rating:

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.

Description

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.

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Exploring the area

Attractions

History of Diving Museum

1.0km

Theater of the Sea

1.4km

Windley Key Fossil Reef Geological State Park

2.5km
See map

Facilities & services

Popular facilities
Bar
Free WiFi
24-hour front desk
General
Parking
Non-smoking throughout
No elevator
Accessibility
Private beach
Free bicycles on site
Reception services
Concierge
Multilingual staff
Health & fitness
Outdoor Swimming pool
Accessibility
Wheelchair accessible
Assistive listening devices available
Braille or raised signage
Wheelchair accessible parking
Food & drink
Free breakfast
Activities
Water sports
See all facilities

Property policies

Check-in/out Time

Earliest check-in time:After 16:00 - Before 03:00

Latest check-out time:Before 11:00

Check-in policy

The guest responsible for check-in must be aged 18 or above

Special check-in instructions

Front desk staff will greet guests on arrival at the property. Information provided by the property may be translated using automated translation tools.

Check-in descriptions

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

This property accepts credit cards; cash is not accepted

Safety features at this property include a fire extinguisher

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Note: Check-in policies vary by property. Please check carefully before booking

Child Policy

Children at all ages are welcome to stay at this property

Mandatory fees

You'll be asked to pay the following charges at the property:

Resort fee: USD 25 per accommodation, per night

The resort fee includes:

Pool access

Beach access

Beach loungers

Beach towels

Internet access

Self parking

We have included all charges provided to us by the property.

Other fees

Pet deposit: USD 50.00 per night

Pet fee: USD 50.00 per accommodation, per night

Service animals are exempt from fees

A late check-out fee will be charged

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

Food & drinks

Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM.

See all policies
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