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 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-06-26&endDate=2026-06-28&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) ![Deluxe Villa, Ocean View | 4 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.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) ![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.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 (1 review) "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 Mar 15 - Mar 16 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) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/fbe6edc0.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) ![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/73000000/72050000/72048000/72047936/473ab081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/d7488048.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) ### 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) ![TV](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/9c05cf1a.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. $901 nightly $1,001 total Mar 8 - Mar 9 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/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) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/e23334e3.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/77000000/76590000/76587300/76587216/72f139d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/065405ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/2945a17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/e7443421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poolside King Room Steps from Duval! [](https://www.expedia.com/Key-West-Hotels-Poolside-King-Room.h76587216.Hotel-Information) Old Town Key West 10/10 Exceptional (1 review) "If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L R. $570 nightly $632 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Poolside-King-Room.h76587216.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) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/29d8046b.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) ### 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) ![TV](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/e281b9a0.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) ![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. $685 nightly $760 total Mar 16 - Mar 17 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=2026-03-21&endDate=2026-03-22®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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=HOUSE_BOAT) 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VACATION_HOME) 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE) 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VILLA) 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CONDO) 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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 ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Great place, great and clean rooms and amazing staff. Thank you" [](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 8/10 Good "Staff was excellent " [](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "I read a few reviews after I booked this place and it had me kinda worried, After my experience I realized I made the best choice I could have made. Great hotel with the whole beach vibe. Loved my whole stay and all the staff. Everyone was helpful and friendly. Thank you for everything Joseph muller " [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60_y.jpg) ### Opal Key Resort & Marina, Key West 10/10 Excellent "We had the pool view and loved the little terrace to sit outside. The room was wonderful. The mattresses are comfortable. They supply bathrobes and slippers. There is a refrigerator in the room for bottled water which they supply. I never heard a peep from our neighbors, so I'm assuming the walls are very soundproof. Beach towels and eyeglass cleaner are supplied out by the pool. Anything you need is just a text away! And the entire staff is so pleasant and accommodating. I would definitely return to this resort!" [](https://expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.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 "Everything was perfect " [](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg) ### Southernmost Beach Resort and Guesthouses 4/10 Poor "Great location at the end of Duval Street, but between the outdated grounds and one issue after another from check-in to checkout, the experience simply didn’t justify the price. We stayed four nights and chose this property because the pricing suggested a level of service comparable to resorts we normally stay at like Casa Marina or La Concha. Unfortunately that was not our experience. We extended our stay and had two reservations. We were told ahead of time combining them would not be a problem, but when we arrived we were told we had to check out of one room and check back in the next day. We were also told our luggage would be transferred, which never happened. We ended up out of our room for about five hours and spent over an hour and a half waiting in line to check in again. At checkout we were granted a late checkout until 1:00 PM due to the earlier issues. When we returned at 12:30 to grab our luggage and take a quick shower, our keys no longer worked and we were locked out. A bellman let us in and took our luggage but never gave us a ticket. Later no one could locate our bags and we were even asked to show a picture of our luggage so they could identify it. Restaurant service was poor, the area smelled like spoiled fruit or garbage, and the grounds felt dark and dated. The pool and beach area were overcrowded unless you rented a cabana, and the ice machine near our room was broken the entire sta Staff did communicate by text and management said they would credit " [](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cd9b522f_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 8/10 Good "This is my second stay at doubletree! This is a great place to stay with a wonderful pool and bar…..comfortable rooms and great service! Concierge was very helpful. " [](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/bc3021c3_y.jpg) ### The Reach Key West, Curio Collection by Hilton 8/10 Good "Pool View could see ocean from room through trees. Good property, but elevator was broken. Maid service mediocre, they seemed to do their job with a grudge. Food expensive but mediocre in quality. Fortunately many great restaurants very near by. Walk down the beach to the left about 50 yards and you are at Louies Backyard, one of the best on Key West." [](https://expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.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 "Clean room, comfy bed" [](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ## Find out more about Sugarloaf Key ## Sugarloaf Key Villas information | Number of reviews | 150 | | ----------------- | --------- | | 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) - 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