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$811 / 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

11 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$1,013.71

$810.97

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$1,013.71

$810.97

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$1,027.83

$822.26

Includes taxes & fees

Hearing Impaired Ocean View King Suite - Photo 1

Hearing Impaired Ocean View King Suite - Photo 2

Hearing Impaired Ocean View King Suite - Photo 3

Hearing Impaired Ocean View King Suite - Photo 4

Hearing Impaired Ocean View King Suite - Photo 5

Hearing Impaired Ocean View King Suite - Photo 6

Hearing Impaired Ocean View King Suite - Photo 7

1/8

Hearing Impaired Ocean View King Suite

This spacious suite is consisted of of 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and free toiletries. The air-conditioned suite offers a flat-screen TV with cable channels, a private entrance, a coffee machine, a seating area as well as sea views. The unit offers 2 beds.

55 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

Hearing Impaired Ocean View King Suite

Non-refundable

Breakfast Included

20% OFF$1,084.15

$867.32

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$1,027.83

$822.26

Includes taxes & fees

1/5

Standard King Villa

Featuring a private entrance, this air-conditioned villa is consisted of of a kitchenette, 1 bedroom and 1 bathroom with a walk-in shower and a hairdryer. In the well-equipped kitchenette, guests will find a stovetop, a refrigerator, a dishwasher and kitchenware. The villa features tiled floors, a seating area with a flat-screen TV with cable channels, a coffee machine, a wardrobe, as well as a sofa. The unit offers 1 bed.

Sleeps 2

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

Amenities

ShowerTVTelephoneAir conditioningHair dryerKitchenette

Room Option

Board / Meal

Price for 1 night

Standard King Villa

Non-refundable

Breakfast Included

20% OFF$1,112.31

$889.85

Includes taxes & fees

1/6

King Efficiency Villa

Boasting a private entrance, this air-conditioned villa comes with 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and a hairdryer. In the well-equipped kitchenette, guests will find a stovetop, a refrigerator, a dishwasher and kitchenware. The villa has tiled floors, a seating area with a flat-screen TV with cable channels, a coffee machine, a wardrobe, as well as a sofa. The unit has 2 beds.

Sleeps 3

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

Amenities

ShowerTVTelephoneAir conditioningHair dryerKitchenette

Room Option

Board / Meal

Price for 1 night

King Efficiency Villa

Non-refundable

Breakfast Included

20% OFF$1,084.15

$867.32

Includes taxes & fees

Premium 1-Bedroom Ocean View Villa - Photo 1

Premium 1-Bedroom Ocean View Villa - Photo 2

Premium 1-Bedroom Ocean View Villa - Photo 3

Premium 1-Bedroom Ocean View Villa - Photo 4

Premium 1-Bedroom Ocean View Villa - Photo 5

Premium 1-Bedroom Ocean View Villa - Photo 6

1/7

Premium 1-Bedroom Ocean View Villa

Boasting a private entrance, this air-conditioned villa features 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and a hairdryer. The fully equipped kitchenette has a stovetop, a refrigerator, a dishwasher and kitchenware. The villa features a coffee machine, a seating area, a wardrobe, a flat-screen TV with cable channels, as well as sea views. The unit has 3 beds.

Sleeps 6

1 Sofa bed (Variable Size)

Amenities

ShowerTVTelephoneAir conditioningHair dryerKitchenette

Room Option

Board / Meal

Price for 1 night

Premium 1-Bedroom Ocean View Villa

Non-refundable

Breakfast Included

20% OFF$1,506.73

$1,205.38

Includes taxes & fees

1/9

Premium Ocean View King Villa

Boasting a private entrance, this air-conditioned villa includes 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and a hairdryer. The well-equipped kitchenette has a stovetop, a refrigerator, a dishwasher and kitchenware. The villa offers a flat-screen TV with cable channels, a coffee machine, a seating area, a wardrobe as well as sea views. The unit has 2 beds.

Sleeps 4

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

Amenities

ShowerTVTelephoneAir conditioningHair dryerKitchenette

Room Option

Board / Meal

Price for 1 night

Premium Ocean View King Villa

Non-refundable

Breakfast Included

20% OFF$1,788.45

$1,430.76

Includes taxes & fees

1/7

ADA King Efficiency Villa

Featuring a private entrance, this air-conditioned villa is consisted of of 1 living room, 1 separate bedroom and 1 bathroom with a walk-in shower and a hairdryer. The well-equipped kitchenette has a stovetop, a refrigerator, a dishwasher and kitchenware. This wheelchair accessible villa features a coffee machine, a seating area with a flat-screen TV and a roll-in shower. The unit offers 1 bed.

Sleeps 2

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

Amenities

ShowerTVTelephoneAir conditioningHair dryerKitchenette

Room Option

Board / Meal

Price for 1 night

ADA King Efficiency Villa

Non-refundable

Breakfast Included

20% OFF$1,084.15

$867.32

Includes taxes & fees

1/15

Ocean View King Suite

1 King Bed and 1 Queen Sofa Bed527-sq-foot room, balcony with ocean views Layout - Bedroom and sitting areaInternet - Free WiFi 100+ Mbps (good for 1–2 people or up to 6 devices) Entertainment - 43-inch HDTV with cable channelsFood & Drink - Mini-fridge, microwave, coffee/tea maker, and dining tableSleep - Pillowtop bed, hypo-allergenic bedding, blackout drapes/curtains, and bed sheets Bathroom - Shower, designer toiletries, and a hair dryerPractical - Free local calls, double sofa bed, and iron/ironing board; cribs (free) available on requestComfort - Air conditioning and daily housekeepingAccessibility - Lever door handlesNon-SmokingRoom is accessed via exterior corridors

49 m2

Sleeps 4

1 King bed (151-180 cm wide)

1 Sofa bed (150-160 cm wide)

Amenities

Coffee/tea makerShowerTVTelephoneAir conditioningHair dryer

Room Option

Board / Meal

Price for 1 night

Ocean View King Suite

Non-refundable

Breakfast Included

20% OFF$1,084.15

$867.32

Includes taxes & fees

Guest Reviews

Exceptional1142 verified reviews

AI Summary

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

Select topics to read reviews

Thomas

Verified booking

couple

Standard Room

Stayed in Mar 3, 2026

"Schöne Unterkunft."

Excellent

8.0

Lage direkt am Meer.

Keine Ablagemöglichkeiten im Bad.

Helpful?

Aude

Verified booking

family_with_children

Standard Room

Stayed in Mar 3, 2026

"Jolie découverte et bon emplacement pour découvrir les keys"

Excellent

8.0

La chambre est moderne, de belle taille et joliment décorée. Suffisamment de place pour ouvrir les valises. La literie est de bonne qualité ainsi que le linge fourni. La petite terrasse est un plus même si la chambre ne bénéficiait pas de vue sur la mer. Les prestations extérieures (transats, piscine, jeux de plage, vélos, snack,..) sont très appréciées. Nous avons également été reçus avec un Welcome drink.

Il ne manquait qu’une seule chose dans la chambre à savoir un coffre-fort. Plusieurs options pour le petit déjeuner mais quelques problèmes de cuissons sur les pancakes et muffins !

Helpful?

Linda

Verified booking

couple

Standard Room

Stayed in Mar 2, 2026

"Breakfast crew is super!"

Excellent

8.0

Very nice setting/grounds

Rooms feeling a bit tired/need freshening up

Helpful?

Kateryna

Verified booking

family_with_children

Standard Room

Stayed in Mar 1, 2026

"Exceptional"

Exceptional

9.0

Helpful?

Jarosław

Verified booking

couple

Standard Room

Stayed in Mar 1, 2026

"Exceptional"

Exceptional

9.0

Very nice, spacious apartment with a beautiful ocean view. Quiet surroundings conducive to relaxation.

In the kitchenette, even basic plates, cups, and cutlery were missing, as well as a bottle opener for beer or wine.

Helpful?

Iselin

Verified booking

couple

Standard Room

Stayed in Feb 28, 2026

"Fint hotell!"

Excellent

8.0

Rent, moderne og fine rom. Pluss at man kan låne sykkel osv i 2 timer hver dag.

Veldig enkel frokost, men gode omeletter. Det gikk ikke å bade fra stranden til hotellet da det var fullt av tang og dritt i vannet.

Helpful?

D3864NUrickw

Verified booking

NONE

Standard Room

Stayed in Feb 26, 2026

"Lovely Stay"

Exceptional

10.0

2nd visit was even better than the first. Great location and amenities with OUTSTANDING staff made for a relaxing and most enjoyable stay.

Helpful?

BobC

Verified booking

solo_traveller

Standard Room

Stayed in Feb 25, 2026

"Exceptional"

Exceptional

9.0

Room, view, amenities - kayaks, pools, breakfast, and location.

Wish I knew housekeeping schedule so I could schedule around it.

Helpful?

Iolanda

Verified booking

family_with_children

Standard Room

Stayed in Feb 22, 2026

"Very Good"

Very Good

7.0

Chambre confortable

Bruit incessant venant de la route principale et pourtant la chambre ne donnait pas directement sur la route

Helpful?

Helga

Verified booking

family_with_children

Standard Room

Stayed in Feb 22, 2026

"Very Good"

Very Good

7.0

Helpful?

8 9

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 King Suite

Amenities

Hearing impaired Ocean view Two Queen Beds

Amenities

Standard King Villa

Amenities

King Efficiency Villa

Amenities

Premium 1-Bedroom Ocean View Villa

Amenities

Premium Ocean View King Villa

Amenities

ADA King Efficiency Villa

Amenities

Ocean View King Suite

Amenities

Guest Reviews

Categories

Select topics to read reviews

"Schöne Unterkunft."

"Jolie découverte et bon emplacement pour découvrir les keys"

"Breakfast crew is super!"

"Exceptional"

"Exceptional"

"Fint hotell!"

"Lovely Stay"

"Exceptional"

"Very Good"

"Very Good"