Title: Summerland Key Guest Houses from CA $176 | Expedia.ca [Summerland Key Travel Guide](https://expedia.ca/Summerland-Key.dx6177802)[Hotels in Summerland Key](https://expedia.ca/Summerland-Key-Hotels.d6177802.Travel-Guide-Hotels)[Vacation Rentals in Summerland Key](https://expedia.ca/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals)[Flights to Summerland Key](https://expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Summerland Key Car Rentals](https://expedia.ca/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide)[Summerland Key Vacation Packages](https://expedia.ca/Summerland-Key.d6177802.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498234-sugarloaf-key.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Summerland Key from CA $176 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6177802&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6177802&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6177802&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6177802&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Summerland 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) ![Front of property](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/eb10500d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NYAH Key West - Adults Only Key West Historic District 7.8/10 Good (1012) "Clean facility, nice pool area, very convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arthur CA $109 CA $186 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.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) ![Porch](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/736f38f3.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) ![1 bedroom, premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/f6d48042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grand Guesthouse Old Town Key West 9.6/10 Exceptional (1000) "good location for quiet bed and breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $125 CA $176 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-The-Grand-Guesthouse.h1798025.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/56dfeed7.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) ### The Cabana Inn Key West - Adults Only Old Town Key West 8.8/10 Excellent (1023) "Nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MICHAEL CA $117 CA $195 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.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 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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/244a3627.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) ### Duval Inn Old Town Key West 8.6/10 Excellent (707) "The pool and breakfast were good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Winston CA $154 CA $228 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-Duval-Inn.h529427.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/dc75eb36.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) ![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) ### Amsterdam's Curry Mansion Inn Key West Historic District 8.4/10 Very good (1000) "Right in the middle of everything yet quiet at night. Beautiful room and helpful staff via text. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $197 CA $363 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.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) ![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) ![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) ![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) ### L'Habitation Guest House Key West Historic District 9.4/10 Exceptional (909) "Overall, it was a great stay. It would be nice to have parking closer and part of your stay…the closeness to walkable areas was nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry CA $245 CA $275 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.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) ![Porch](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/769f8ec7.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) ![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) ### Heron House Court - Adult Only Key West Historic District 9.0/10 Wonderful (1011) "Great location and staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $182 CA $247 total includes taxes & fees Oct 30 - Oct 31 [](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) ![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) ![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) ### The Palms Hotel Old Town Key West 8.8/10 Excellent (1020) "Great stay, comfortable room and beds, perfect location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen CA $222 CA $281 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Key-West-Hotels-The-Palms-Hotel.h57655.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) ![Porch](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/9a87faac.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 (575) "The room is very clean and spacious. The location is great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Minna CA $174 CA $196 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-An-Island-Oasis.h1635855.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) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/40114484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/e6b2a42c.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) ### Coco Plum Inn Old Town Key West 9.6/10 Exceptional (457) "Overall great for couple's stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Quazi CA $262 CA $295 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![Sweet Caroline - Two Bedroom Spacious Apartment | Private kitchen](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/c51ae976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banana Split | Private kitchen](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/41a18a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/ae6676ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sweet Caroline - Two Bedroom Spacious Apartment](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/9c58be32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Banana's Foster Guesthouse Key West Historic District 8.8/10 Excellent (6) "The hotel is an old building built in the 1800s and it shows the condition of the rooms were not perfect. It was OK for the few days we needed to stay but for the price the chain hotel might be better." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $258 CA $518 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-Bananas-Foster-Guesthouse.h110348140.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/146db7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colors on White Old Town Key West 8.0/10 Very good (369) "Very nice place to be at. Close walking and biking distance " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brad CA $237 CA $267 total includes taxes & fees Oct 30 - Oct 31 [](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) ![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/ba6b4821.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) ### Douglas House Old Town Key West 9.6/10 Exceptional (192) "Absolute awesome place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $241 CA $281 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.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) ![Deluxe Cottage - Kitchen | View from property](https://images.trvl-media.com/lodging/4000000/3080000/3074000/3073969/6fbb2ef0.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 (336) "Pool bar has very high prices. Otherwise a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KEN CA $293 CA $344 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Key-West-Hotels-New-Orleans-House-Gay-Men-Adult-Resort.h3073969.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) ![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) ![Classic Room, 1 Queen Bed, Balcony, Pool View](https://images.trvl-media.com/lodging/101000000/100750000/100745100/100745070/3d1c0cb3.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $205 CA $537 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Key-West-Hotels-Curry-House.h100745070.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/98d2114e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mermaid & Alligator Old Town Key West 9.8/10 Exceptional (263) "The whole experience was excellent. From checking in to checking out the staff was wonderful. The property was like walking into a comforting, soothing world. I would highly recommend this b and b for a great vacation spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe CA $389 CA $438 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-The-Mermaid-Alligator.h54232858.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) ![Villa, 1 King Bed with Sofabed, Kitchen at Wicker House, 913 Duval Street | In-room dining](https://images.trvl-media.com/lodging/11000000/10980000/10974500/10974431/5d99f028.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) "It was a great place and location to stay in Key West. One recommendation would be to get a room in the back due to music from the bar next door. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CAREY CA $308 CA $378 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Key-West-Hotels-Wicker-Guesthouse.h10974431.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) ![Luxury Studio, 1 King Bed (Room 2a)](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/974a1d0a.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) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/747c0ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Key West Hotel Key West Historic District 9.2/10 Wonderful (501) "My wife and I have come to KeyWest for years, this by far the nicest and affordable with great music and staff. It's our new go to place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $341 CA $461 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Key-West-Hotels-Casa-325.h8657021.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=2025-11-12&endDate=2025-11-13®ionId=6177802&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%2FSummerland-Key-Guest-Houses.d6177802-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSummerland-Key-Guest-Houses.d6177802-aaGuestHouses.Travel-Guide-Accommodation) ## Top Summerland Key Hotel Reviews ![Sugarloaf Key Hotel at KOA Resort](//images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg) ### Sugarloaf Key Hotel at KOA Resort 10/10 Excellent "Very clean room, great condition. We loved the layout of the one bedroom. The view from the balcony was stunning! Would recommend. " [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Excellent for relaxation " [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes](//images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/f3afeb85_y.jpg) ### Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes 10/10 Excellent "Perfect location for our family with reasonable nearby marina for launching and storing boat trailer." [](https://expedia.ca/Summerland-Key-Hotels-Gated-Community-On-Open-Water-With-Dock.h19709378.Hotel-Information) ![Looe Key Reef Resort](//images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg) ### Looe Key Reef Resort 8/10 Good "We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay" [](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Ocean View 4/2 Estate with Private Pool 15 minutes from Key West](//images.trvl-media.com/lodging/120000000/119080000/119074800/119074723/48789ee4_y.jpg) ### Ocean View 4/2 Estate with Private Pool 15 minutes from Key West 2/10 Terrible "This property owner cancelled on us THE NIGHT BEFORE our check-in. We had to cancel our entire family trip, planned for my husband’s birthday, as we couldn’t find anything to accommodate our large family at that late notice. A few days before our check-in, they messaged asking if we had flexibility. I said we didn’t due to work schedules. Didn’t hear back, until later the night before our check in, saying they had property work to do and couldn’t accommodate us. I tried asking for flexibility and got no response. Vrbo customer service had to handle my follow up from there, issuing the refund and offering a small reimbursement offer if we found somewhere else. They said they’d help rebook us but then they couldn’t find anything available. This is the worst Vrbo experience I’ve had. Be careful before booking with this irresponsible and disrespectful person. " [](https://expedia.ca/Summerland-Key-Hotels-Ocean-View-42-Estate-With-Private-Pool-15-Minutes-From-Key-West.h119074723.Hotel-Information) ![Sugar Loaf Lodge](//images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg) ### Sugar Loaf Lodge 10/10 Excellent "This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!" [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Old Florida Style, wrap around porch, boat basin for dockage, open water](//images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/60b95cd9_y.jpg) ### Old Florida Style, wrap around porch, boat basin for dockage, open water 10/10 Excellent "Fantastic location with a great view. House was clean and comfortable. Check in and check out couldn't have been easier. I didn't bring a boat down, but this would be ideal for someone with a small boat." [](https://expedia.ca/Little-Torch-Key-Hotels-Old-Florida-Style.h73238458.Hotel-Information) ![COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!](//images.trvl-media.com/lodging/100000000/99880000/99870700/99870679/60738f85_y.jpg) ### COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking! 10/10 Excellent "This home was a 10/10 experience. Everything was top notch from the cleanliness to the amenities available. It looks exactly like the pictures online but in person it was so much better. The view from the balcony was the best part about it as well as the boat access. We also spent lots of time at the pool on the property which was super clean and refreshing after being on the water all day. Everyone in venture out was super friendly and we rented bikes from Big Pine Bike Rental to ride around the property. Our dog enjoyed the stay too. Being able to grill and cook at home was a major plus. The home is extremely well cared for and we will be back to stay again. " [](https://expedia.ca/Summerland-Key-Hotels-COCONUT-TELEGRAPH-Waterfront-2-BR2Ba-In-Cudjoe-Key-W-Dockage-Parking.h99870679.Hotel-Information) ![Cottage with swimming pool and dockage, just minutes to Key West!](//images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/49b733bd_y.jpg) ### Cottage with swimming pool and dockage, just minutes to Key West! 10/10 Excellent "Quiet area" [](https://expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ## Find out more about Summerland Key ## Summerland Key Guest Houses information | Number of reviews | 11,388 | | --- | --- | | Accommodation | 0 Guest Houses | | Lowest Price | CA $176 | | Highest Price | CA $537 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Big Pine Key](https://www.expedia.ca/Big-Pine-Key-Bed-And-Breakfast.d7195-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Capsule Hotels in Big Pine Key](https://www.expedia.ca/Big-Pine-Key-Capsule-Hotels.d7195-aaCapsuleHotels.Travel-Guide-Accommodation) - 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