9 / 10 Guest Rating

Chesapeake Beach Resort

Name: Chesapeake Beach Resort
Address: 83409 Overseas Highway, Islamorada, us
Rating: 9

83409 Overseas Highway, Islamorada, us

from US$313 / night

About the Property

Oceanfront Resort with Free WiFi

Luxurious Rooms with Balconies
Indulge in comfort with a 37-inch flat-screen TV and a small refrigerator in each room. Upgrade to a suite for a private balcony overlooking the ocean.

Outdoor Pool with Ocean View
Relax and unwind by the outdoor pool while enjoying the breathtaking ocean view.

Nearby Attractions
Explore the History of Diving Museum just a 3-minute walk away or catch a show at the Theater of the Sea, only a 4-minute drive from the resort.

Experience the ultimate blend of luxury and convenience at Chesapeake Beach Resort. Book now for an unforgettable stay!

Facilities & Amenities

WiFi available

Free WiFi

Parking

Free Parking

Non-smoking rooms

Air conditioning

Swimming pool

24-hour front desk

Heating

Pets allowed

Important Information

Check-in & Out

Check-in

Check-out11:00 AM

Property Notes

You must show a valid photo ID and credit card upon check-in. Please note that all special requests cannot be guaranteed and are subject to availability upon check-in. Additional charges may apply. If you expect to arrive outside check in hours, please inform the property in advance. Please note, due to previous hurricanes some amenities are limited. Please contact the property for more details. Please note that the property is currently undergoing restoration. Limited amenities may be available.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.

Check Room Availability

Check-in

Check-out

Guests

1 night · 2 adults

Available Rooms

5 rates found

1/11

Ocean View King

This room features a balcony with a pool view. A small refrigerator and flat-screen cable TV are also included.

32 sqm

Sleeps 4

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVTelephoneAir conditioningHair dryerRefrigerator

Room Option

Board / Meal

Price for 1 night

Ocean View King

Non-refundable

Breakfast Included

20% OFF$586.63

$469.3

Includes taxes & fees

1/6

ADA Ocean View King

This room features an ocean view, 37-inch flat-screen cable TV, and small refrigerator. Coffee-making facilities are also included.

34 sqm

Sleeps 4

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVTelephoneAir conditioningHair dryerRefrigerator

Room Option

Board / Meal

Price for 1 night

ADA Ocean View King

Non-refundable

Breakfast Included

20% OFF$586.63

$469.3

Includes taxes & fees

1/8

Standard Double Room

The spacious double room features air conditioning, a private entrance, as well as a private bathroom boasting a walk-in shower and a hairdryer. Featuring a balcony, this double room also provides a coffee machine, a wardrobe and a flat-screen TV with cable channels. The unit has 2 beds.

25 sqm

Sleeps 4

2 Double bed (131-150 cm wide)

Amenities

ShowerTVTelephoneAir conditioningHair dryerRefrigerator

Room Option

Board / Meal

Price for 1 night

Ocean View Queens

Non-refundable

Breakfast Included

20% OFF$600.63

$480.5

Includes taxes & fees

Hearing impaired Ocean view Two Queen Beds - Photo 1

Hearing impaired Ocean view Two Queen Beds - Photo 2

Hearing impaired Ocean view Two Queen Beds - Photo 3

Hearing impaired Ocean view Two Queen Beds - Photo 4

Hearing impaired Ocean view Two Queen Beds - Photo 5

1/6

Hearing impaired Ocean view Two Queen Beds

The spacious double room provides air conditioning, a private entrance, a balcony with sea views as well as a private bathroom featuring a walk-in shower. The unit offers 2 beds.

34 sqm

Sleeps 4

2 Queen bed (151-180 cm wide)

Amenities

ShowerTVTelephoneAir conditioningHair dryerRefrigerator

Room Option

Board / Meal

Price for 1 night

Hearing Impaired Ocean View Queens

Non-refundable

Breakfast Included

20% OFF$600.63

$480.5

Includes taxes & fees

1/6

Standard King Room

The spacious double room features air conditioning, a private entrance, as well as a private bathroom boasting a walk-in shower and a hairdryer. The unit has 1 bed.

25 sqm

Sleeps 2

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVTelephoneAir conditioningHair dryerRefrigerator

Room Option

Board / Meal

Price for 1 night

Standard King

Non-refundable

Breakfast Included

20% OFF$390.95

$312.76

Includes taxes & fees

Guest Reviews

Exceptional1138 verified reviews

AI Summary

Guests highly rate the great location and frequently praise the delicious breakfast.

Select topics to read reviews

Susan

Verified booking

family_with_children

Standard Room

Stayed in May 29, 2026

"Tutto benissimo"

Exceptional

10.0

Affacciata sull’oceano

Nulla

Helpful?

Kathleen

Verified booking

solo_traveller

Standard Room

Stayed in May 28, 2026

"Nice and Clean with Beautiful Views"

Exceptional

10.0

The Ocean View was Beautiful. The grounds were also Beautiful.

There are no dressers in the rooms leaving no place to store your clothes and travel belongings. The Balcony Chairs were extremely uncomfortable. One of the best part of the stay is ocean view Balcony but was ruined by the furniture.

Helpful?

Lori

Verified booking

solo_traveller

Standard Room

Stayed in May 26, 2026

"Exceptional"

Exceptional

9.0

Loved the greeting from front desk with champagne. Room was ready when we got there around 12:30. Loved breakfast. Peaceful and great beach setting

Helpful?

Lara

Verified booking

family_with_children

Standard Room

Stayed in May 26, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Aristides

Verified booking

solo_traveller

Standard Room

Stayed in May 24, 2026

"Had a great stay"

Exceptional

9.0

Location

Helpful?

Birthe

Verified booking

couple

Standard Room

Stayed in May 22, 2026

"Very Good"

Very Good

7.0

Helpful?

Karen

Verified booking

extended_group

Standard Room

Stayed in May 20, 2026

"Wonderful! Will stay here again when visiting Islamorada."

Exceptional

10.0

The staff were amazing, friendly, courteous and always ready to help. The housekeeping team texted us each day to make sure we didn't need anything, which was absolutely wonderful!

Nothing

Helpful?

Gyöngyi

Verified booking

solo_traveller

Standard Room

Stayed in May 18, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Erik

Verified booking

family_with_children

Standard Room

Stayed in May 18, 2026

"Super Preis Leistung für die Keys"

Exceptional

10.0

Tolle Lage und leckere Waffeln

Nichts

Helpful?

Lisa

Verified booking

family_with_children

Standard Room

Stayed in May 18, 2026

"It was less than expected as we have been more pleased with previous stays"

Very Good

7.0

Location room appointments

Beach dirty chairs umbrella at pool broken. Staff with language barrier

Helpful?

1 2

4 5

Discover

Settings

Chesapeake Beach Resort

About the Property

Facilities & Amenities

Important Information

Check-in & Out

Property Notes

Check Room Availability

Available Rooms

Ocean View King

Amenities

ADA Ocean View King

Amenities

Standard Double Room

Amenities

Hearing impaired Ocean view Two Queen Beds

Amenities

Standard King Room

Amenities

Guest Reviews

Categories

Select topics to read reviews

"Tutto benissimo"

"Nice and Clean with Beautiful Views"

"Exceptional"

"Exceptional"

"Had a great stay"

"Very Good"

"Wonderful! Will stay here again when visiting Islamorada."

"Exceptional"

"Super Preis Leistung für die Keys"

"It was less than expected as we have been more pleased with previous stays"