Title: Rockland Key Guest Houses from CA $95 | Expedia.ca [Rockland Key Travel Guide](https://expedia.ca/Rockland-Key.dx553248635976197596)[Hotels in Rockland Key](https://expedia.ca/Rockland-Key-Hotels.d553248635976197596.Travel-Guide-Hotels)[Vacation Rentals in Rockland Key](https://expedia.ca/Rockland-Key-Vacation-Rentals.d553248635976197596.Travel-Guide-VacationRentals)[Flights to Rockland Key](https://expedia.ca/Cheap-Flights-To-Rockland-Key.d553248635976197596.Travel-Guide-Flights)[Rockland Key Car Rentals](https://expedia.ca/Car-Rentals-In-Rockland-Key.d553248635976197596.Car-Rental-Guide)[Rockland Key Vacation Packages](https://expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Rockland Key from CA $95 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2025-09-26&endDate=2025-09-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Rockland Key Guest Houses ![Outdoor spa tub](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Quadruple Room](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/070a211a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![NYAH Private Balcony Room 6 Single Beds | Balcony view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/a350e3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/2f1f2895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NYAH Key West - Adults Only Key West Historic District 7.8/10 Good (1006) "Great location and service. " CA $95 CA $169 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabana Cottage](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/75209084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/cf7f237d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/a5da01ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabana Inn Key West - Adults Only Old Town Key West 8.8/10 Excellent (1003) "Very enjoyable stay" CA $121 CA $199 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) ![Room 27C - Economy - Queen Bed](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/976e1cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 46 - Signature Room - King Bed | View from room](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/f7d453dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 26 - Premium - King Bed | Terrace/patio](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/7a34532f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/2076a82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bishop Hotel Key West Old Town Key West 9.8/10 Exceptional (240) "Great stay all the way around. " [](https://www.expedia.ca/Key-West-Hotels-Bishop-Hotel-Key-West.h103373822.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/4d24feec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/8717bede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/002755fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/b2259b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House Court - Adult Only Key West Historic District 9.0/10 Wonderful (1002) "Good location for me.. Stayed here many times" CA $132 CA $193 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Court-Adult-Only.h902014.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/70e7ac88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/dfaa6255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/3282ab83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/e134e561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palms Hotel Old Town Key West 8.6/10 Excellent (1004) "Beautiful stay. I’m a very nice area for exploring the key." CA $148 CA $198 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/f74278e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/a60ce21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/dc482680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room 1 King Bed at Wicker House, 913 Duval Street](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/9860b470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wicker Guesthouse Old Town Key West 8.6/10 Excellent (1000) "Friendly check in staff, super clean rooms. " CA $230 CA $290 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Key-West-Hotels-Wicker-Guesthouse.h10974431.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/300/217/c6778dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/300/217/b191a829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic King Balcony](https://images.trvl-media.com/lodging/1000000/10000/300/217/af12ee69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/300/217/8e70662e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amsterdam's Curry Mansion Inn Key West Historic District 8.4/10 Very good (1000) "Loved our stay. Will be back. " CA $178 CA $340 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) ![King Suite Pool View](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/0be5a7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/bbb6c4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/0a96de9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coconut King | Living area](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/673d8b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Kai Oasis Old Town Key West 8.2/10 Very good (555) "Great short stay! " CA $147 CA $166 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-An-Island-Oasis.h1635855.Hotel-Information) ![Fountain](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/a3570bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Palm 1 Bedroom Suite | Living area](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/e8fb967e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/146db7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Palm 1 Bedroom Suite](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/e5fe39fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colors on White Old Town Key West 8.0/10 Very good (361) "Very nice pool. The place is clean and close to fun place in Key West" CA $197 CA $221 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-Colors-On-White.h36259375.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/a2bf0992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, 1 Queen Bed, City View, Annex Building | Private kitchen](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/c002f8c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/581dcd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/46602c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Douglas House Old Town Key West 9.6/10 Exceptional (167) "Such a beautiful property. " CA $156 CA $181 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/f87deff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/52bdb78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds | Living room](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/57c255ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Habitation Guest House Key West Historic District 9.4/10 Exceptional (887) "Great place close to lots of fun and shopping. Excellent staff, very friendly and attentive. Will stay there again!" CA $147 CA $165 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/c8bd1ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room,w/balcony. 1 King Bed](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/f9abeb6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/8616a4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Havana Suite w/kitchenette | Garden view](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/6c9ccbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Inn Old Town Key West 8.6/10 Excellent (702) "Great location, clean comfortable rooms, great staff" CA $170 CA $245 total includes taxes & fees Sep 19 - Sep 20 [](https://www.expedia.ca/Key-West-Hotels-Duval-Inn.h529427.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/d48732c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/81ab214b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/6b18e30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/736f38f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grand Guesthouse Old Town Key West 9.6/10 Exceptional (1001) "Great place and a great value. Very clean & a comfortable bed." CA $108 CA $156 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/747c0ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/86679c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/663b0ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Key West Hotel Key West Historic District 9.2/10 Wonderful (496) "Excellent location right in the heart of town super friendly staff and very nice property " CA $379 CA $503 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/f7ac1cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/98d2114e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/862091af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/268530b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mermaid & Alligator Old Town Key West 9.8/10 Exceptional (258) "Absolutely loved staying here and are already looking at dates to come back!" CA $237 CA $267 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-The-Mermaid-Alligator.h54232858.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/a17d99e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/b83c4cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/40114484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/7e102845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coco Plum Inn Old Town Key West 9.6/10 Exceptional (446) "Loved the location and eating our breakfast on the patio. " CA $205 CA $231 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/10660828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/2d2bd17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 King Bed, Ground Floor](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/987af2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room, 1 Double Bed](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/10948484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Curry House Old Town Key West 7.2/10 Good (43) "Great property for couples looking to explore keywest! Very clean, great virtual staff communication, close to everything! I was very impressed and will recommend to family and friends. Skip the overinflated hotels, this is all you need, grocery store 3 minute walk away." CA $116 CA $433 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Key-West-Hotels-Curry-House.h100745070.Hotel-Information) ![Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool](https://images.trvl-media.com/lodging/4000000/3080000/3074000/3073969/2ce64ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage - Kitchen | Private kitchen](https://images.trvl-media.com/lodging/4000000/3080000/3074000/3073969/189f0c70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/4000000/3080000/3074000/3073969/68f4d301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Room, 1 Queen Bed, Shared Bathroom (Room 23A)](https://images.trvl-media.com/lodging/4000000/3080000/3074000/3073969/60b59aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Orleans House - Gay Men Adult Resort Old Town Key West 8.6/10 Excellent (335) "Friendly staff at the pool." CA $289 CA $339 total includes taxes & fees Sep 18 - Sep 19 [](https://www.expedia.ca/Key-West-Hotels-New-Orleans-House-Gay-Men-Adult-Resort.h3073969.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/57000000/56820000/56811100/56811021/04b929fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56820000/56811100/56811021/722f0de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/57000000/56820000/56811100/56811021/79fab9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56820000/56811100/56811021/6f092ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking Key West Historic District 9.6/10 Exceptional (129) "We weren't at the VRBO very much but when we were there it was quiet and relaxing." [](https://www.expedia.ca/Key-West-Hotels-Grand-Bahama-Suite-One-Block-Of-Famous-Duval-Street.h56811021.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2240000/2239900/2239875/502e209c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking (1 Queen Bed 2) | Private kitchenette](https://images.trvl-media.com/lodging/3000000/2240000/2239900/2239875/18e11e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds, Non Smoking (1 Queen Bed 3A) | Private kitchen](https://images.trvl-media.com/lodging/3000000/2240000/2239900/2239875/8187c60d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2240000/2239900/2239875/3c2300d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Speakeasy Inn – Adults Only Old Town Key West 9.4/10 Exceptional (575) "Friendly people who work at Speakeasy Inn, clean rooms, good bed and tasty rum. Great experience, definitely coming back. Wait, the roosters in the early morning are a bit annoying, but that’s nature. " [](https://www.expedia.ca/Key-West-Hotels-Speakeasy-Inn.h2239875.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-01&endDate=2025-10-02®ionId=553248635976197596&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FRockland-Key-Guest-Houses.d553248635976197596-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRockland-Key-Guest-Houses.d553248635976197596-aaGuestHouses.Travel-Guide-Accommodation) ## Top Rockland Key Hotel Reviews ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Quiet, private beach, pool and bar" [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Excellent " [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Ibis Bay Beach Resort](//images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "Everything about our stay was wonderful! The resort was amazing and the staff was outstanding! We will definitely be back again! The fun desk staff and guides were outstanding and the bartender for most of our stay treated us wonderfully and always made sure were hydrated! Nothing about our visit was disappointing while there! Thank you !!! " [](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Havana Cabana at Key West ](//images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "This was our first time staying at Havana Cabana. The hotel we typically stay at recently changed their name so we decided to try someplace new and I’m glad we did. The hotel is like stepping into another country from the moment you walk in. The pool is like sitting in an island oasis. The staff was attentive and super nice. The room was clean and the beds were comfortable. The shuttle driver was friendly and full of suggestions if needed. We will stay here again. Ps… the hotel is under construction, mainly its annoying if you sit next to it at the pool, but when the dj was playing we could hardly hear a thing" [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Great employees " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Views " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Excellent Property " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "I loved the hotel " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Margaritaville Beach House Key West](//images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Conveniently located hotel. SHUTTLE to Duvall Street & Airport " [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ## Find out more about Rockland Key ## Rockland Key Guest Houses information | Number of reviews | 12,102 | | --- | --- | | Accommodation | 29 Guest Houses | | Lowest Price | CA $95 | | Highest Price | CA $379 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Stock Island](https://www.expedia.ca/5Star-Stock-Island-Hotels.s50-0-d180166.Travel-Guide-Filter-Hotels) - [B&B in Big Coppitt Key](https://www.expedia.ca/Big-Coppitt-Key-Bed-And-Breakfast.d553248635975850102-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hostels in Big Coppitt Key](https://www.expedia.ca/Big-Coppitt-Key-Hostels.d553248635975850102-aaHostels.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Big Coppitt Key](https://www.expedia.ca/Big-Coppitt-Key-Hotels-Beach-Hotel.0-0-d553248635975850102-tBeachHotel.Travel-Guide-Filter-Hotels) - 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