Title: Sugarloaf Key, FL Villas Rentals | Expedia.com [Sugarloaf Key Travel Guide](https://expedia.com/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.com/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.com/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Car Rentals in Sugarloaf Key](https://expedia.com/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)[Sugarloaf Key Vacation Packages](https://expedia.com/Sugarloaf-Key.d183126.Destination-Travel-Guides) ![Sugarloaf Shores which includes a bay or harbor and a house](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sugarloaf Key villas ![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2641h1530x1y4-f00b5aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Ocean View | Garden view](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w1153h1530x0y2-2909ca24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic View Luxury Villa with Pool [](https://www.expedia.com/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) Summerland Key 10/10 Exceptional (2 reviews) "We were here for a night and it was great. A nice rustic feel on a big property, with good view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Preetam $975 nightly $1,097 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/73b5ca68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/5d830dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/fbe6edc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/58994f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Queen Room Steps from Duval! [](https://www.expedia.com/Key-West-Hotels-Poolside-Queen-Room.h76587213.Hotel-Information) Old Town Key West 10/10 Exceptional (1 review) "Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis P. $433 nightly $480 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Poolside-Queen-Room.h76587213.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c61d3beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/3570147d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/9b20b052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c858027c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bedroom Two Bath Poolside Villa Steps from Duval! [](https://www.expedia.com/Key-West-Hotels-Two-Bedroom-Two-Bath-Pool-Villa-Steps-From-Duval-St.h45411273.Hotel-Information) Old Town Key West 10/10 Exceptional (54 reviews) "Key West Villa's is an awesome place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew B. $1,027 nightly $1,139 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Two-Bedroom-Two-Bath-Pool-Villa-Steps-From-Duval-St.h45411273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/473ab081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/93477fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/d614ab6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/2cdb5d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside Studio Villa Steps from Duval! [](https://www.expedia.com/Key-West-Hotels-Poolside-Studio-Villa.h72047936.Hotel-Information) Old Town Key West 10/10 Exceptional (23 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin K. $513 nightly $569 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Poolside-Studio-Villa.h72047936.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/f92fd571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/1206b90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/3824fa01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/d8330ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bedroom Two Bath Balcony Villa Steps from Duval! [](https://www.expedia.com/Key-West-Hotels-Two-Bedroom-Balcony-Villa.h36936590.Hotel-Information) Old Town Key West 10/10 Exceptional (43 reviews) "Location was great. Facility and rooms were clean. Great amenities - we will book again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William P. $890 nightly $987 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Two-Bedroom-Balcony-Villa.h36936590.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/54e294fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/225275d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/11ceedc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/7f50a489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft Villa Steps from Duval! [](https://www.expedia.com/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.Hotel-Information) Old Town Key West 10/10 Exceptional (18 reviews) "Can’t say enough great things about this place. From the hosts to the property itself, top notch!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave N. $605 nightly $671 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/c25b9bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/62c6816f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/45501c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/e1254b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One Bedroom Deck Villa Steps from Duval! [](https://www.expedia.com/Key-West-Hotels-One-Bedroom-Deck-Villa.h76587202.Hotel-Information) Old Town Key West 10/10 Exceptional (9 reviews) "Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim P. $719 nightly $798 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-One-Bedroom-Deck-Villa.h76587202.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.com/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30®ionId=183126&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_183126) ## Find vacation rentals that suit your style Houseboats [](https://www.expedia.com/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=HOUSE_BOAT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America®ionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APARTMENT) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSugarloaf-Key-Villas.d183126-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSugarloaf-Key-Villas.d183126-aaVillas.Travel-Guide-Accommodation) ## Top Sugarloaf Key Hotel Reviews ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Had to wait for thirty other folks to check in But my other two rooms for coworkers got to check in . So just over an hour later they gave me a real nice big ro With the jacuzzis tub huge dinning roll and Landry and double balcony with a loft on top of the balcony for great 369 degree viewing So was a great spot Great restaurant by the pool bar and by the lobby real good food " [](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f_y.jpg) ### The Laureate Key West 10/10 Excellent "Great views and an amazing time!" [](https://expedia.com/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg) ### Ibis Bay Beach Resort 6/10 Okay "The room was acceptable, although not great. The cleaning staff was very friendly. The front desk staff was mediocre. Not all staff were attentive and meeting the basic needs of guests, in general. There was one staff person who was very good at her job and consequently ended up taking over others' work in order to meet the needs of guests. The golf cart rental service was great! The jet ski rental services were not good. " [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "The room was clean and comfortable. The pool was perfect, great options and nice, helpful staff. " [](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Had a great time!" [](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Pool and hot tub were very enjoyable. Pool was clean and hot tub was nice and hot. Jets stayed on and we didn’t have to keep turning it back on." [](https://expedia.com/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Not only was the property clean and pet friendly but they also have a wonderful restaurant on site. 10 out of 10 will definitely be returning to this hotel" [](https://expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "We did not have a beach view but we were hardly in the room so it didnt matter" [](https://expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 8/10 Good "This property is tired and needs a deep cleaning. The staff is non existent. We stayed 5 days and asked for/but didn’t receive any housekeeping- including towels! I ended up taking some off one of the cleaning carts." [](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ## Find out more about Sugarloaf Key ## Sugarloaf Key Villas information | Number of reviews | 148 | | ----------------- | --------- | | Accommodation | 19 Villas | | Lowest Price | $480 | | Highest Price | $1,139 | ## Frequently asked questions ### Why book your villa in Sugarloaf Key with Expedia? ### How can I find cheap villas in Sugarloaf Key? ### What is there to do near my villa in Sugarloaf Key? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Key West Hotels ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [Lower Sugarloaf Key Hotels ](https://www.expedia.com/Lower-Sugarloaf-Key-Hotels.d553248635976195908.Travel-Guide-Hotels) - [Bay Point Hotels ](https://www.expedia.com/Bay-Point-Hotels.d553248635976383913.Travel-Guide-Hotels) - [Rv Parks in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-RV-Parks.d3000430966-aaRVParks.Travel-Guide-Accommodation) - 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