Stay Realm Logo

Discover

Hotels

Settings

Currency
Language
Loading...
9 / 10 Guest Rating

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, us

Chesapeake Beach Resort - main view

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

1 night · 2 adults

Available Rooms

Ocean View King  - Photo 1
Ocean View King  - Photo 2
Ocean View King  - Photo 3
Ocean View King  - Photo 4
Ocean View King  - Photo 5
Ocean View King  - Photo 6
Ocean View King  - Photo 7
Ocean View King  - Photo 8
Ocean View King  - Photo 9
Ocean View King  - Photo 10
Ocean View King  - Photo 11
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

Ocean View King

Non-refundable
Breakfast Included
20% OFF$582.73

$466.18

Includes taxes & fees
ADA Ocean View King - Photo 1
ADA Ocean View King - Photo 2
ADA Ocean View King - Photo 3
ADA Ocean View King - Photo 4
ADA Ocean View King - Photo 5
ADA Ocean View King - Photo 6
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

ADA Ocean View King

Non-refundable
Breakfast Included
20% OFF$582.73

$466.18

Includes taxes & fees
Standard Double Room - Photo 1
Standard Double Room - Photo 2
Standard Double Room - Photo 3
Standard Double Room - Photo 4
Standard Double Room - Photo 5
Standard Double Room - Photo 6
Standard Double Room - Photo 7
Standard Double Room - Photo 8
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

Standard Doubles

Non-refundable
Breakfast Included
20% OFF$374.81

$299.85

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
Hearing Impaired Ocean View King Suite - Photo 8
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

Hearing Impaired Ocean View King Suite

Non-refundable
Breakfast Included
20% OFF$652.03

$521.62

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
Hearing impaired Ocean view Two Queen Beds - Photo 6
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

Hearing Impaired Ocean View Queens

Non-refundable
Breakfast Included
20% OFF$596.61

$477.29

Includes taxes & fees
Standard King Villa - Photo 1
Standard King Villa - Photo 2
Standard King Villa - Photo 3
Standard King Villa - Photo 4
Standard King Villa - Photo 5
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.

0
Sleeps 2
1 Extra-large double bed (Super-king size) (181-210 cm wide)
Amenities
ShowerTVTelephoneAir conditioningHair dryerKitchenette

Standard King Villa

Non-refundable
Breakfast Included
20% OFF$679.76

$543.81

Includes taxes & fees
King Efficiency Villa - Photo 1
King Efficiency Villa - Photo 2
King Efficiency Villa - Photo 3
King Efficiency Villa - Photo 4
King Efficiency Villa - Photo 5
King Efficiency Villa - Photo 6
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.

0
Sleeps 3
1 Extra-large double bed (Super-king size) (181-210 cm wide)
Amenities
ShowerTVTelephoneAir conditioningHair dryerKitchenette

King Efficiency Villa

Non-refundable
Breakfast Included
20% OFF$652.03

$521.62

Includes taxes & fees
ADA King Efficiency Villa - Photo 1
ADA King Efficiency Villa - Photo 2
ADA King Efficiency Villa - Photo 3
ADA King Efficiency Villa - Photo 4
ADA King Efficiency Villa - Photo 5
ADA King Efficiency Villa - Photo 6
ADA King Efficiency Villa - Photo 7
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.

0
Sleeps 2
1 Extra-large double bed (Super-king size) (181-210 cm wide)
Amenities
ShowerTVTelephoneAir conditioningHair dryerKitchenette

ADA King Efficiency Villa

Non-refundable
Breakfast Included
20% OFF$652.03

$521.62

Includes taxes & fees
Ocean View King Suite - Photo 1
Ocean View King Suite - Photo 2
Ocean View King Suite - Photo 3
Ocean View King Suite - Photo 4
Ocean View King Suite - Photo 5
Ocean View King Suite - Photo 6
Ocean View King Suite - Photo 7
Ocean View King Suite - Photo 8
Ocean View King Suite - Photo 9
Ocean View King Suite - Photo 10
Ocean View King Suite - Photo 11
Ocean View King Suite - Photo 12
Ocean View King Suite - Photo 13
Ocean View King Suite - Photo 14
Ocean View King Suite - Photo 15
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

Ocean View King Suite

Non-refundable
Breakfast Included
20% OFF$652.03

$521.62

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
Deluxe Ocean View Two Queen Suite - Photo 7
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

Deluxe Ocean View Two Queen Suite

Non-refundable
Breakfast Included
20% OFF$665.93

$532.74

Includes taxes & fees
ADA Ocean View King Suite - Photo 1
ADA Ocean View King Suite - Photo 2
ADA Ocean View King Suite - Photo 3
ADA Ocean View King Suite - Photo 4
ADA Ocean View King Suite - Photo 5
ADA Ocean View King Suite - Photo 6
ADA Ocean View King Suite - Photo 7
ADA Ocean View King Suite - Photo 8
ADA Ocean View King Suite - Photo 9
ADA Ocean View King Suite - Photo 10
ADA Ocean View King Suite - Photo 11
1/11

ADA Ocean View King Suite

1 King Bed540-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

50 m2
Sleeps 4
1 King bed (151-180 cm wide)
Amenities
Coffee/tea makerShowerTVTelephoneAir conditioningHair dryer

ADA Ocean View King Suite

Non-refundable
Breakfast Included
20% OFF$652.03

$521.62

Includes taxes & fees
Ocean View King Efficiency Villa - Photo 1

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

Ocean View King Efficiency Villa

Non-refundable
Breakfast Included
20% OFF$693.64

$554.91

Includes taxes & fees

Guest Reviews

9
Exceptional1142 verified reviews
AI Summary

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

Categories

Cleanliness8.3
Service9.1
Location9.8
Room Quality8.8
Amenities8.8
Value for Money8.3
Food and Beverage9.5
Overall Experience9.3

Select topics to read reviews

E
eileencU1508UAFAIRFIELD, CONNECTICUT
Verified booking
Family
Standard Room
Stayed in Mar 9, 2026

"Beautiful sunrise, pretty views, need to amp up the amenities"

8.0

We stayed here for 2 nights in late Feb/early March in a deluxe ocean view king suite with teenagers. I highly recommend booking ocean view. Check in was very strange. I called ahead and said that I needed to refrigerate my medication and the very kind person said they would put in for an early check-in. I arrived around 2pm and asked if my room was ready. The front desk people would not answer my question and told me that check in was at 4pm. I asked them if they would take my phone number and they said- just keep calling us, we may lose your number???? Finally did check in at 4pm but they also were strange and didn't offer us "champagne" like they did the other guests who were checking in. Very poor check-in experience. Our room itself was clean, the bedroom and bathroom were great and I loved the balcony. Kids said that the pullout couch was awful, so my husband took one for the team the 2nd night. There is a tiny fridge and we walked to Publix and CVS- the Publix has great sandwiches for lunch- grabbed beer and wine on the way. I read about Wahoo next store and there was also a fun club next store, but we went to happy hour and then to bed, so I can't talk about those venues. We had dinner at Lorelei and Papa Joe's and loved both for sunset- highlight of our trip! We took ubers that were not too $. We did not get the warm breakfast, but did enjoy the fresh fruit and yogurt and I chatted with the chef, who was very kind and amiable. The breakfast is like a holiday inn breakfast, but people seemed to love it. I need more protein in the am, and suggest they add in cottage cheese and hard boiled eggs. I loved the coffee there, but there is a starbucks across the bridge if you needed it. Overall, we had a good time. I have not been anywhere else in the area, so I can't say if we would stay again or if we got a good deal. If you are looking for relaxation with a great view (no swimming) and you get a good deal- check this place out. Pros: - The balcony is fantastic! We all enjoyed sitting out there in the am and dusk. - the sunrise is beautiful and I enjoyed that the coffee was ready at 6am- I would sit and sip and enjoy, watch dolphins and the sunrise. - We never had an issue getting loungers. - We did use the kayak one day and had fun, but didn't see any wildlife - dogs are allowed- always a plus :) We met some furry friends. - My daughter fished and had a good time- I think the bait was maybe $5 and they gave her a fishing pole. - parking was not an issue - The cleaning staff were very nice and gave us clean towels when asked. We did not have the room cleaned since we were only there for 2 nights. - they gave these really comfy robes which I would wear for sunrise. It was a nice touch. - the room was clean, the bathroom was spacious with a separate toilet with a door. - we brought up fresh fruit and yogurt from the breakfast which was useful. One day they had avocado which was a nice touch. - my daughter purchased lunch from the bar and said it was good. Cons - Like many hotels, the pool was taken over by very loud guests, so I never stepped foot in that area. - They had no water available. They need to put in a water fountain with purified water. I had to walk up to the ice machine and then ask the bartender to let me in to the breakfast room to fill it up with water. I'm not looking for bottled water, but to not have filtered water in Fl is not ok. - again- not really their fault, but one night, the people next store were outside smoking on the patio and speaking very loudly. I could also clearly hear them through the walls. We had sound machines so it didn't affect us for sleep, but we couldn't hang out outside that night. - There is no gym. I walked in the am both ways, which was fine, but they need some sort of small fitness area. - there is no beach here, which I knew when I booked. I was fine going in the water in the kayak, but this is not a swimmable beach if that is what you are looking for.

Helpful?
T
tighe6MACOMB, MICHIGAN
Verified booking
NONE
Standard Room
Stayed in Mar 9, 2026

"Beautiful place to stay"

10.0

I loved our room with the great view. I love the grounds of the hotel was very pretty. The breakfast every morning was a wonderful bonus. We were able to walk to other locations too. We loved our stay.

Helpful?
Y
YngSilverfox39BETHLEHEM, PENNSYLVANIA
Verified booking
Couples
Standard Room
Stayed in Mar 9, 2026

"Extremely comfortable"

10.0

We only had time for a two night stay, but wish it could’ve been much longer. The rooms were spotless and comfortable. The shower felt amazing. The staff was helpful and incredibly kind. The made -to-order omelettes were out of this world. The beach view was amazing. We were bummed we did not have a chance to try out the pools or the hot tub, but everything looked well kept and inviting. The play area with the giant chess and checker boards, and the cornhole looked fun. If you’re looking for a fancy resort with all the bells and whistles, this is not your place. But if you want to go somewhere where you can relax, feel comfortable, have an easy, delicious breakfast, and be treated properly, I strongly suggest you make your reservation today!! We’d like to send a special shout out to Jonathan, who was on duty the night we checked in. He went above and beyond. What an impressive young man!

Helpful?
A
AdeleusUS
Verified booking
family_with_children
Standard Room
Stayed in Mar 9, 2026

"Delighted with Chesapeake Beach resort"

10.0

Resort is beautiful. Views, location. The beach was awesom3

Bathroom was beautiful but there was no towel hooks or hangers and there was no place to put cosmetics. W3 moved a table from the sitting area into the bathroom to accommodate cosmetics, our clothes while showering, etc.

Helpful?
F
FlygareusUS
Verified booking
couple
Standard Room
Stayed in Mar 9, 2026

"Got three stars for the price of 5"

5.0

It was pretty nice. Nice room and comfortable.

It was way overpriced for what it was and the front desk staff were uptight and snooty.

Helpful?
A
AudreyfrFR
Verified booking
extended_group
Standard Room
Stayed in Mar 7, 2026

"Exceptional"

10.0
Helpful?
4
443bama
Verified booking
Couples
Standard Room
Stayed in Mar 6, 2026

"5 star trip ❤️❤️❤️"

10.0

Five stars all the way! The room was spotless and comfortable but honestly..That ocean view from the balcony best I’ve ever seen. Woke up to turquoise water every morning. Breakfast was fresh and tasty while watching the sun rise off the water and the staff? So warm and helpful made us feel right at home. Awesome front desk staff Jazmin and Vanessa very welcoming! Chesapeake Beach Resort nailed it perfect Keys getaway. Can’t wait to come back!

Helpful?
A
AuréliefrFR
Verified booking
family_with_children
Standard Room
Stayed in Mar 6, 2026

"Exceptional"

10.0
Helpful?
G
Go645241
Verified booking
Couples
Standard Room
Stayed in Mar 5, 2026

"Returning soon!!!"

10.0

Great resort great view of the beach and sunrise! The grounds are beautiful as well. At check-in we were welcomed with a glass of champagne. Rooms were very clean, comfortable bed & pillows. The rooms are spacious and loved it had robes with slippers. Awesome friendly staff “Jazmin & Julissa” The breakfast crew was also amazing and the made-to-order omelets and pancakes were delicious. Enjoyed the free kayaks! I will be returning! Very satisfying!

Helpful?
E
ElanitusUS
Verified booking
couple
Standard Room
Stayed in Mar 5, 2026

"Exceptional"

10.0
Helpful?