We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
2/4/2018 2/5/2018
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    Chesapeake Beach Resort

    83409 Overseas Hwy, P.O. Box 909, Islamorada, FL 33036-3526
    Lowest prices for your stay
    2/4/2018 2/5/2018
    Are these your travel dates?
    TripAdvisor uses this information to find you the lowest prices for your stay.
    Savings alert: 11% below average rate

    The price you found is 11% lower than this hotel's average rate of $200/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    Traveler (490)
    Room & Suite (263)
    Pool & Beach (126)
    • Excellent28%
    • Very good40%
    • Average18%
    • Poor7%
    • Terrible7%
    Travelers talk about
    “paddle boats” (47 reviews)
    “hot tub” (55 reviews)
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Non-Smoking Hotel
    Multilingual Staff
    Wheelchair access
    Laundry Service
    Private Balcony
    2.5 Star Hotel
    All hotel details
    {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","moduleList":["handlers"],"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"dust":{"nav_controls":"ibex_photo_carousel__nav_controls"}},"scriptFlags":null}
    Feb 4Feb 5
    1 room, 2 adults, 0 children
    Standard Room

    Getting you more information on this room

    Free Cancellation
    Show Available Rooms
    Sorry, this partner no longer has rooms available on TripAdvisor. Please visit one of our 5 partner sites to see rooms from $179.
    We're sorry, there are no rooms available on TripAdvisor. Please change your dates, or view all Islamorada hotels with availability
    Standard Room

    Getting you more information on this room

    Free Cancellation
    {"BOOKING_FEATURES": ["IB_IRG_RATE_VERIFICATION","IB_STREAMLINED_SELECTED_ROOM","IB_POST_BOOKING_LOGIN_US","IB_SHOW_EMAIL_FOR_INSECURE_LOGIN","VISA_SPONSORSHIP_WEB","RCMS_INLINE_ROOM_GRID_MAX_OCC","IB_POST_BOOKING_LOGIN","IB_IRG_PERFORMANCE_METRICS","IB_IRG_MATCH_META","MOB_BOOKING_EMAIL_AGREE_HIDE","CHILDREN_SEARCH","IB_EXPRESS_BOOK","ATTRACTIONS_REMOVE_PAYMENT_ADDRESS_FIELDS","HR_IB_EXCLUDE_TAXES_AND_FEES","IB_DW_CCNAME_WITH_AUTOCOMPLETE","IB_IRG_PERFORMANCE_METRICS_MOBILE","IB_BOOKNOW_CLEAN_WITH_ICON_SHORT_BTN","STORED_CARDS","IB_PRICE_WINS_COPY","IB_PRICES_OUTSIDE_ROOM_BUTTON","IB_EXIT_INTERRUPTER","IB_SHOW_AMENITIES_AS_ICONS","META_AIR","IB_REVIEW_BOOKING_BUTTON","IB_INLINE_ROOM_GRID","IBEX_HIGH_EQUITY_BRANDING","IB_PRICE_WINS_POST_TX","IB_BOOKING_FORM_FAVICON","IB_KIPLINGER_AWARD","IB_URGENCY_BLOCK"] , "IMPRESSION_KEY": "6ae72c06efef4d6ea43c5f15e0ca5918", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":120383,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[53906729],"additionalContentIds":[],"pollCount":0,"checkin":{"day":4,"month":2,"year":2018},"checkout":{"day":5,"month":2,"year":2018},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":179,"entryCurrency":"USD","complete":true,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":"","impressionKey":"6ae72c06efef4d6ea43c5f15e0ca5918","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":179,"lowestMetaPrice":179,"additionalPartner":false,"highestMetaPriceDisplay":179,"roomsToVerify":[],"clazz":null},"summary":null,"unavailable":false,"metaOffers":[],"mismatchCheckModel":null,"totalMediaCount":0,"hotelPhotos":[],"noticeHeaderMessage":null,"moreProviders":null,"lowestPricePartner":null,"showAllRooms":true,"isMetaCheaper":false,"isBookingLessThanOrEqualToMeta":null,"avgHistoricalPrice":0.0,"avgHistoricalDisplayPrice":null,"expressBookState":{"hasFullTravelerInfo":false,"hasReducedBillingInfo":false,"hasFullBillingInfo":false},"highestMetaPrice":179,"lowestMetaPrice":179,"highestMetaPriceDisplay":179,"hotelName":"Chesapeake Beach Resort","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6IjZhZTcyYzA2ZWZlZjRkNmVhNDNjNWYxNWUwY2E1OTE4IiwiQUlLIjoiY2Y1MWEzMzdhZWEyNGYwOGE3M2IzOTU5MzRhZWJjMjQifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","cheaperPricesExist":false,"enableLPF":false,"priceDropPercent":0,"canExpandRooms":false,"expandRoomsToAllPartners":false,"roomSelectionKey":null,"useSupplierDirectTreatment":false,"isSupplierDirect":false,"showProviderSeparator":false,"clazz":null,"isPriceDrawerEnabled":false,"seeMoreMessage":null,"seeMoreIFrameMessage":null,"isPricelineCom":false,"isMetaMarketingLandOnBookingFormEnabled":false}, "ibAvailability": true, "metaAvailability": true, "topOfferIsIB": false, "numHacTries": -1, "checkIn": "02/04/2018", "checkOut": "02/05/2018", "lowestPrice": "$179", "hasDates": true, "hacComplete": true, "contentIdMappings": {"109251826":"HotelsCom2IB","34428645":"Hotwire","119260369":"TravelClickIB50","32593567":"Expedia","53906729":"TravelocityEWS","78844348":"OrbitzEWS","79396772":"CheapTicketsEWS"}, "pollingEnabled": false, "preventScroll": false, "offerClickToken": null, "conditionalUpdate": false, "mightGetRooms": true, "divClasses": "ppr_rup ppr_priv_hr_inline_room_grid_hsx", "singlePartnerRoomGridWidget": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_room_grid_hsx","template":"ibex_room_grid_hsx__widget","moduleList":["handlers","tracking"],"divClasses":"prw_rup prw_ibex_room_grid_hsx","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","tracking":"(ta.prwidgets.getjs(this,'tracking'))"},"dust":{"sub_header":"ibex_room_grid_hsx__sub_header"}},"scriptFlags":null}, "multiPartnerRoomGridWidget": null, "mismatchMessage": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_mismatch_message","template":"ibex_mismatch_message__widget","moduleList":["handler"],"divClasses":"prw_rup prw_ibex_mismatch_message","js":{"handler":"(ta.prwidgets.getjs(this,'handler'))"},"dust":{}},"scriptFlags":null}, "maxRoomsToShow": 300, "isTablet": false, "roomGridRowWidget": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_room_grid_row_hsx","template":"ibex_room_grid_row_hsx__widget","moduleList":[],"divClasses":"prw_rup prw_ibex_room_grid_row_hsx","js":{},"dust":{"amenities":"ibex_room_grid_row_hsx__amenities","condition_col":"ibex_room_grid_row_hsx__condition_col","price_text":"ibex_room_grid_row_hsx__price_text","reservation_col":"ibex_room_grid_row_hsx__reservation_col"}},"scriptFlags":null}, "mismatchMessageLightbox": null, "deviceInfo": "OtherOS OtherBrowser", "bookOnTripAdvisor": "Book on <img class=\"ibHeaderImg\" alt=\"TripAdvisor\" src=\"https:\/\/static.tacdn.com\/img2\/branding\/rebrand\/TA_logo_primary.png\"\/>"}
    Write a ReviewReviews (728)
    Traveler rating
    Traveler type
    Time of year

    1 - 5 of 666 reviews

    Reviewed 6 days ago

    I don't like to trash places in reviews and I know the area suffered major damage from hurricane Irma.It also changed hands after the storm... If you don't mind a 2 star hotel, this place was okay-we're not hotel snobs and stay in all kinds...More

    Thank MaryKop
    Reviewed 1 week ago via mobile

    We booked two nights here on our way to Key West. We paid over five hundred dollars and expecting a beach, garden, breakfast and many other amenities. We arrived late afternoon and told there was nothing but a room because of the hurricane. The beach...More

    3  Thank terese m
    Response from Charlene L, General Manager at Chesapeake Beach ResortResponded 1 week ago

    Dear Terese, Thank you for taking time to provide us with feedback from your recent stay with us here at Chesapeake Beach Resort. We’re truly sorry for the inconveniences experienced. We are currently working on resorting the resort to include Ocean view room options, beach...More

    Reviewed 1 week ago via mobile

    Overpriced. you have to stand on a chair to adjust the air conditioning they haven’t discovered remote controls. There’s no fans in the room so you have to use the air-conditioning. The beach was closed but that’s probably not their fault because of the hurricane....More

    2  Thank DougsKiteTrips
    Response from Charlene L, General Manager at Chesapeake Beach ResortResponded 1 week ago

    Thank you for taking time to provide us with feedback from your recent stay with us here at Chesapeake Beach Resort. We’re truly sorry for the inconveniences experienced. We are in the process restoring the resort to an updated room product. We hope you will...More

    Reviewed 1 week ago

    I've stayed at the Chesapeake twice and enjoyed the stay so much that we booked again for February, 2018. Beware if you have booked a room and paid a deposit! I called the Chesapeake last week when I saw they were booking rooms. I said,...More

    1  Thank wahl8
    Reviewed 4 weeks ago via mobile

    We stayed here (me and several family members) for a wedding taking place nearby. We had several rooms in the same "wing" of the hotel. They were very comfortable, quiet and clean with views of the garden area. The hotel has a couple of pools,...More

    2  Thank cosita76
    • Top amenities
    • Free Parking
    • Pool
    • Free High Speed Internet ( WiFi )
    • Beachfront
    • Breakfast included
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Laundry Service
    • Multilingual Staff
    • Room amenities
    • Air Conditioning
    • Refrigerator in room
    • Things to do
    • Pool
    • Hot Tub
    • Heated pool
    • Outdoor pool
    • Price range
    • $215 - $466 (Based on Average Rates for a Standard Room)
    • Hotel class
    • Hotel Style
    • #6 Top resorts Hotel in Islamorada
    • #11 On the Beach Hotel in Islamorada
    • Room types
    • Suites ,
    • Kitchenette ,
    • Non-Smoking Rooms ,
    • Family Rooms ,
    • Accessible rooms
    • Number of rooms
    • 65
    • Reservation Options
    • TripAdvisor is proud to partner with Expedia, Travelocity, Hotels.com, Orbitz, HotelQuickly, Evoline ltd, Cancelon and TripOnline SA so you can book your Chesapeake Beach Resort reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
    • Location
    • United States >
    • Florida >
    • Florida Keys >
    • Islamorada
    • Also Known As
    • Chesapeake Beach Hotel Islamorada
    Add Photo Photos
    Traveler (490)
    Room & Suite (263)
    Pool & Beach (126)
    Dining (10)
    Hotel & Grounds (325)
    Bathroom (17)
    Nearby HotelsSee all 19 hotels in Islamorada
    Postcard Inn Beach Resort & Marina
    2,098 reviews
    .62 miles away
    Ocean House
    400 reviews
    .74 miles away
    Pelican Cove Resort & Marina
    711 reviews
    .78 miles away
    Days Inn and Suites Key Islamorada
    434 reviews
    .93 miles away
    Nearby Restaurants
    Bayside Gourmet
    724 reviews
    .92 miles away
    Ziggie & Mad Dog's
    709 reviews
    .53 miles away
    Wahoo's Bar and Grill
    1,352 reviews
    .10 miles away
    Ciao Hound
    226 reviews
    .57 miles away
    Nearby Attractions
    Sea Horse Private Charters
    514 reviews
    .09 miles away
    KAY K IV Sport Fishing Charters
    420 reviews
    .08 miles away
    Purple Island Parasail
    220 reviews
    .49 miles away
    Drop Back Fishing Charters
    308 reviews
    .50 miles away
    Ask a question
    Questions & Answers
    August 11, 2017|
    Response from CindySC1 | Reviewed this property |
    I am sorry but we didn't use one so don't know size at this hotel. but any I have ever seen in the past are twin bed size.
    January 30, 2017|
    AnswerShow all 4 answers
    Response from k L | Reviewed this property |
    January 16, 2017|
    AnswerShow all 4 answers
    Response from mabellaMiami_Fl_ | Reviewed this property |
    I would suggest using water shoes if you wanted to swim in the beach area. there are two pools, one is heated one is not. Kayaks, bicycles, palddle boats and hobie cats are free.
    Room Tips
    "Closest to the beach, on the end, Then there's only 1 loud neighbor to deal with."
    Read review
    "Pretty much all hotel rooms have great ocean views as do the higher cottage numbers"
    Read review
    "Get a room at the back of the property"
    Read review
    "Standard, superior, Suites and cottages."
    Read review
    Is This Your TripAdvisor Listing?
    Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing