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$314 / 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$588.75

$471

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$588.75

$471

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$602.8

$482.24

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$602.8

$482.24

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$392.36

$313.89

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$686.98

$549.58

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$658.91

$527.13

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$658.91

$527.13

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$658.91

$527.13

Includes taxes & fees

Deluxe Ocean View Two Queen Suite - Photo 1

Deluxe Ocean View Two Queen Suite - Photo 2

Deluxe Ocean View Two Queen Suite - Photo 3

Deluxe Ocean View Two Queen Suite - Photo 4

Deluxe Ocean View Two Queen Suite - Photo 5

Deluxe Ocean View Two Queen Suite - Photo 6

1/7

Deluxe Ocean View Two Queen Suite

2 Queen Beds650-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, and coffee/tea makerSleep - 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

60 m2

Sleeps 6

2 Queen Bed (150-160 cm wide)

Amenities

Coffee/tea makerShowerTVTelephoneAir conditioningHair dryer

Room Option

Board / Meal

Price for 1 night

Deluxe Ocean View Two Queen Suite

Non-refundable

Breakfast Included

20% OFF$672.95

$538.36

Includes taxes & fees

Ocean View King Efficiency Villa

1 King Bed and 1 Double Sofa Bed517-sq-foot room, located on the ground floor, ocean viewsLayout - Bedroom, 2 living rooms, and dining areaInternet - Free WiFi 100+ Mbps (good for 1–2 people or up to 6 devices) Entertainment - 43-inch HDTV with cable channelsFood & Drink - Kitchenette with refrigerator, stovetop, microwave, and dishwasherSleep - Pillowtop bed, hypo-allergenic bedding, blackout drapes/curtains, and bed sheets Bathroom - Shower, designer toiletries, and a hair dryerPractical - Iron/ironing board, laptop workspace, and phone; cribs (free) available on requestComfort - Air conditioning and daily housekeepingAccessibility - Lever door handlesNon-SmokingRoom is accessed via exterior corridors

48 m2

Sleeps 4

1 King bed (151-180 cm wide)

1 Sofa bed (131-150 cm wide)

Amenities

Coffee/tea makerShowerTVTelephoneAir conditioningHair dryer

Room Option

Board / Meal

Price for 1 night

Ocean View King Efficiency Villa

Non-refundable

Breakfast Included

20% OFF$701

$560.8

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

Elizabeth

Verified booking

couple

Standard Room

Stayed in May 10, 2026

"Exceptional"

Exceptional

10.0

Helpful?

angela

Verified booking

couple

Standard Room

Stayed in May 9, 2026

"beautiful place"

Exceptional

10.0

everything

nothing

Helpful?

114richardaMILTON KEYNES, BUCKINGHAMSHIRE, ENGLAND

Verified booking

Couples

Standard Room

Stayed in May 8, 2026

"Would recommend this place to and friend and would stay here again."

Excellent

8.0

Beautiful resort, location perfect for a stay in the keys as it is central with other keys accessible. Islamorada has a nice vibe as does the resort. Accommodation was clean and modern with a nice breakfast and friendly helpful staff.

Helpful?

David

Verified booking

couple

Standard Room

Stayed in May 8, 2026

"Exceptional"

Exceptional

10.0

Helpful?

NADEGE

Verified booking

couple

Standard Room

Stayed in May 8, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Tim

Verified booking

solo_traveller

Standard Room

Stayed in May 6, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Marieke

Verified booking

family_with_children

Standard Room

Stayed in May 4, 2026

"Heerlijk hotel halverwege de Keys aan zee"

Exceptional

9.0

Het uitzicht van onze hotelkamer was erg verrassend. We keken uit over zee! Wauw. Het hotel heeft 2 fijne verwarmde zwembaden en het ontbijt is ook verrassend goed. De hotelkamer was mooi schoon en bevatte alles wat we nodig hebben. Fijn ook dat de auto onder de accommodatie geparkeerd kon worden.

Geen op- of aanmerkingen

Helpful?

Jazzy88OVIEDO, FLORIDA

Verified booking

Couples

Standard Room

Stayed in May 3, 2026

"Great place to stay"

Exceptional

10.0

I'm so glad I found this little resort. It was such a nice place at prices lower than most other nearby places. Beautiful location, super friendly and helpful staff, and the included breakfast was so good. I cannot wait to come back here

Helpful?

ATHMANE

Verified booking

family_with_children

Standard Room

Stayed in May 2, 2026

"Décor de carte postale"

Exceptional

10.0

Décor de carte postale. Chambres spacieuses et confortables avec vue mer incroyable. Bien équipée ( frigo, machine à laver café, micro-ondes). Prêt gratuit de velo, kayak et paddle. Plage privée. Très bon petits déjeuner avec un personnel très agréable. 2 grandes piscines.

Rien.

Helpful?

Abagale

Verified booking

extended_group

Standard Room

Stayed in Apr 29, 2026

"Exceptional"

Exceptional

10.0

Helpful?

3 4

6 7

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

Standard King Villa

Amenities

King Efficiency Villa

Amenities

ADA King Efficiency Villa

Amenities

Ocean View King Suite

Amenities

Deluxe Ocean View Two Queen Suite

Amenities

Ocean View King Efficiency Villa

Amenities

Guest Reviews

Categories

Select topics to read reviews

"Exceptional"

"beautiful place"

"Would recommend this place to and friend and would stay here again."

"Exceptional"

"Exceptional"

"Exceptional"

"Heerlijk hotel halverwege de Keys aan zee"

"Great place to stay"

"Décor de carte postale"

"Exceptional"