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
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
1/10/2017 2/10/2017
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    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
    Save
    Lowest prices for your stay
    1/10/2017 2/10/2017
    No availability for your dates from these sites
    Traveller (486)
    Room & Suite (263)
    Pool & Beach (126)
    Hampton Inn Key Largo
    3,515 reviews
    #5 of 20 hotels in Key Largo
     
    Drop Anchor Resort
    745 reviews
    #3 of 19 hotels in Islamorada
     
    Ocean View Inn and Sports Pub
    178 reviews
    #15 of 19 hotels in Islamorada
     
    Kon-Tiki Resort
    163 reviews
    #14 of 19 hotels in Islamorada
     
    Overview
    • Excellent28%
    • Very good41%
    • Average18%
    • Poor7%
    • Terrible6%
    Travellers talk about
    “paddle boats” (47 reviews)
    “hot tub” (55 reviews)
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Beachfront
    Pool
    Non-Smoking Hotel
    Room Service
    Suites
    Kitchenette
    Multilingual Staff
    Wheelchair Access
    Laundry Service
    Tennis Court
    Self-Serve Laundry
    Private Balcony
    2.5 Star Hotel
    All hotel details
    {"containerClass":null,"containerAttributes":null,"widget":{"moduleList":["handlers"],"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"dust":{"nav_controls":"ibex_photo_carousel__nav_controls"}},"scriptFlags":null}
    Hampton Inn Key Largo
    3,515 reviews
    #5 of 20 hotels in Key Largo
     
    Drop Anchor Resort
    745 reviews
    #3 of 19 hotels in Islamorada
     
    Ocean View Inn and Sports Pub
    178 reviews
    #15 of 19 hotels in Islamorada
     
    Kon-Tiki Resort
    163 reviews
    #14 of 19 hotels in Islamorada
     
    Rooms
    1 Oct2 Oct
    |
    1 room, 2 adults, 0 children
    Standard Room

    Getting you more information on this room

    Free Cancellation
    Select
    Show Available Rooms
    Sorry, this partner no longer has rooms available on TripAdvisor. Please visit one of our 0 partner sites to see rooms from .
    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
    Select
    {"BOOKING_FEATURES": ["IB_STREAMLINED_SELECTED_ROOM","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","CHILDREN_SEARCH","IB_DW_INLINE_PASSWORD","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_DW_PROMPT_KNOWN_EMAIL","IB_PRICES_OUTSIDE_ROOM_BUTTON","IB_EXIT_INTERRUPTER","IB_SHOW_AMENITIES_AS_ICONS","META_AIR","IB_INLINE_ROOM_GRID","IB_TIME_OF_STAY_PAYMENT_TYPES_V3","IBEX_HIGH_EQUITY_BRANDING","IB_PRICE_WINS_POST_TX","IB_BOOKING_FORM_FAVICON","IB_URGENCY_BLOCK"] , "IMPRESSION_KEY": "05a22afeb8ab4a2fbaaba341f0b9da24", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":120383,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[],"additionalContentIds":[],"pollCount":0,"checkin":{"day":1,"month":10,"year":2017},"checkout":{"day":2,"month":10,"year":2017},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":-1,"entryCurrency":"USD","complete":true,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":null,"impressionKey":"05a22afeb8ab4a2fbaaba341f0b9da24","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":0,"lowestMetaPrice":0,"additionalPartner":false,"highestMetaPriceDisplay":0,"roomsToVerify":[],"clazz":null},"summary":null,"unavailable":true,"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":-1,"lowestMetaPrice":-1,"highestMetaPriceDisplay":-1,"hotelName":"Chesapeake Beach Resort","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6IjA1YTIyYWZlYjhhYjRhMmZiYWFiYTM0MWYwYjlkYTI0IiwiQUlLIjoiZmFmYzNkMmY5YzA3NDE1M2I3ZDkzYjcyMjU4NzNmYTgifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","cheaperPricesExist":false,"enableLPF":false,"priceDropPercent":0,"canExpandRooms":false,"expandRoomsToAllPartners":false,"roomSelectionKey":null,"useSupplierDirectTreatment":false,"isSupplierDirect":false,"showProviderSeparator":false,"clazz":null,"seeMoreMessage":null,"seeMoreIFrameMessage":null,"isPricelineCom":false,"isPriceDrawerEnabled":false}, "ibAvailability": false, "metaAvailability": false, "topOfferIsIB": false, "numHacTries": -1, "checkIn": "01/10/2017", "checkOut": "02/10/2017", "lowestPrice": null, "hasDates": true, "hacComplete": true, "contentIdMappings": {}, "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":{"moduleList":["handlers","tracking"],"name":"ibex_room_grid_hsx","template":"ibex_room_grid_hsx__widget","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":{"moduleList":["handler"],"name":"ibex_mismatch_message","template":"ibex_mismatch_message__widget","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":{"moduleList":[],"name":"ibex_room_grid_row_hsx","template":"ibex_room_grid_row_hsx__widget","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 Review
    Turn Your Opinions into Points!
    Turn your opinions into JPMiles
    Turn your opinions into PAYBACK Points
    *You can enroll in only one programme at a time to earn rewards for reviews.
    JPMiles / Payback Arrow
    50
    JPMiles / Payback Arrow
    Reviews (721)
    There are newer reviews for Chesapeake Beach Resort
    See the most recent reviews
    Traveller rating
    Traveller type
    Time of year
    Language

    21 - 25 of 659 reviews

    A TripAdvisor Member
    21
    Reviewed 13 June 2017 via mobile

    Great place to stay.we stayed two day.staff very friendly and rooms and grounds were very clean.beautiful views.close to restuarant and bars.highly recommend.we will stay here when ever we go to the keys to go fishing and relax.

    1  Thank A TripAdvisor Member
    Reviewed 10 June 2017

    The hotel is somewhat dated but that is not a big issue to us. It was perfect for the relaxation we needed. The pools were very clean. We also took out the kayaks and hung out in the ocean for a bit. The bar by...More

    1  Thank national23
    Reviewed 8 June 2017

    Great views but the rooms need updating badly. Beds need to be replaced also. The property is great. The breakfast was good. you are walking distance from the fishing docks and the all you can eat buffet at the fishing docks.

    Thank adcomtpa
    Reviewed 1 June 2017 via mobile

    Location location location -- right on the Atlantic Ocean with its own little Marina and two pools, hotel rooms and bungalows -- this place is perfectly situated for Keys vacation. You can bring your own boat and store your trailer on the property while you're...More

    1  Thank m t
    Reviewed 25 May 2017

    We often go fishing in the Keys and weren't able to get into the hotel we normally stay at and Chesapeake had availability so we stayed there for the first time. There were 7 of us and everyone was pleased with their room and location...More

    1  Thank mikemichmor
    Hampton Inn Key Largo
    3,515 reviews
    #5 of 20 hotels in Key Largo
     
    Drop Anchor Resort
    745 reviews
    #3 of 19 hotels in Islamorada
     
    Ocean View Inn and Sports Pub
    178 reviews
    #15 of 19 hotels in Islamorada
     
    Kon-Tiki Resort
    163 reviews
    #14 of 19 hotels in Islamorada
     
    About
    Amenities
    • Top amenities
    • Free Parking
    • Pool
    • Free High Speed Internet ( WiFi )
    • Beachfront
    • Breakfast included
    • Room Service
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Laundry Service
    • Multilingual Staff
    • Room Service
    • Self-Serve Laundry
    • Room amenities
    • Air Conditioning
    • Refrigerator in room
    • Things to do
    • Pool
    • Hot Tub
    • Tennis Court
    • Heated pool
    • Outdoor pool
    Details
    • Price range
    • US$ 178 - US$ 265 (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 ,
    • Accessible rooms
    • Number of rooms
    • 65
    • Reservation Options
    • TripAdvisor is proud to partner with Hotels.com, Expedia, Travelocity, Orbitz, TripOnline SA, Cancelon, Hotwire, Cheap Tickets, getaroom.com, Evoline ltd and HotelQuickly so you can book your Chesapeake Beach Resort reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday 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
    Traveller (486)
    Room & Suite (263)
    Pool & Beach (126)
    Dining (10)
    Hotel & Grounds (324)
    Bathroom (14)
    Nearby
    Ocean View Inn and Sports Pub
    178 reviews
    1.69 km away
     
    Drop Anchor Resort
    745 reviews
    2.23 km away
     
    Hampton Inn Key Largo
    3,515 reviews
    28.63 km away
     
    Kon-Tiki Resort
    163 reviews
    4.06 km away
     
    Nearby Restaurants
    Bayside Gourmet
    694 reviews
    1.48 km away
    Ziggie & Mad Dog's
    688 reviews
    .85 km away
    Wahoo's Bar and Grill
    1,344 reviews
    .17 km away
    Ciao Hound
    225 reviews
    .92 km away
    Nearby Attractions
    KAY K IV Sport Fishing Charters
    407 reviews
    .13 km away
    Sea Horse Private Charters
    494 reviews
    .14 km away
    Drop Back Fishing Charters
    305 reviews
    .81 km away
    Happy Cat Snorkel Boat
    101 reviews
    .54 km away
    Ask a question
    Questions & Answers
    SARAH1975_11
    11 August 2017|
    Answer
    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.
    0
    Votes
    Eightiesvoyager
    31 January 2017|
    AnswerShow all 4 answers
    Response from k L | Reviewed this property |
    Nope
    0
    Votes
    sfllocal
    16 January 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.
    1
    Vote
    Room Tips
    "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
    "Views are amazing really anywhere on the property"
    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