Title: Holiday Rentals Leeward from £2,630: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Leeward Hotels](https://expedia.co.uk/Destinations-In-Leeward.d553248635975177495.Hotel-Destinations)[Leeward Car Hire](https://expedia.co.uk/Destinations-In-Leeward.d553248635975177495.Car-Hire-Destinations)[Leeward Holidays](https://expedia.co.uk/Leeward.d553248635975177495.Holidays-City-Breaks) ![Anse des Cayes featuring landscape views, general coastal views and a coastal town](https://images.trvl-media.com/place/553248635975749415/bd30699a-067f-48d5-bfe7-8ade0f817f15.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635975749415/bd30699a-067f-48d5-bfe7-8ade0f817f15.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Our top choices for Leeward holiday rentals ![A heated pool](https://images.trvl-media.com/lodging/94000000/93220000/93218600/93218535/4331808b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93220000/93218600/93218535/w1599h1066x1y1-c7417c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93220000/93218600/93218535/w1598h1067x0y0-bb575516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93220000/93218600/93218535/a8a87f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Vue mer Panoramique, à 5 Minute de la Plage ! [](https://www.expedia.co.uk/St-Barthelemy-Hotels-Villa-Vue-Mer-Panoramique.h93218535.Hotel-Information) Anse des Cayes 9.8/10 Exceptional (7 reviews) "Wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara T. £2,630 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/St-Barthelemy-Hotels-Villa-Vue-Mer-Panoramique.h93218535.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36370000/36361700/36361640/d4dfcb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/37000000/36370000/36361700/36361640/773e747e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/37000000/36370000/36361700/36361640/bd8362e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36370000/36361700/36361640/74a959fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lodge Freedom . [](https://www.expedia.co.uk/St-Barthelemy-Hotels-Lodge-Freedom.h36361640.Hotel-Information) La Grande Saline 10/10 Exceptional (2 reviews) "We could not have been more pleased with Fleur de Lune. Maryse and her husband are wonderful hosts, the setting and location near Grand Saline is perfect, and our little villa was charming!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas D. £552 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/St-Barthelemy-Hotels-Lodge-Freedom.h36361640.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.co.uk/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16®ionId=553248635975177495&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Leeward%2C+St.+Barthelemy®ionId=553248635975177495&latLong=17.913922%2C-62.85504&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Leeward%2C+St.+Barthelemy®ionId=553248635975177495&latLong=17.913922%2C-62.85504&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=VACATION_HOME) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Leeward%2C+St.+Barthelemy®ionId=553248635975177495&latLong=17.913922%2C-62.85504&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=VILLA) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Leeward%2C+St.+Barthelemy®ionId=553248635975177495&latLong=17.913922%2C-62.85504&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=COTTAGE) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Leeward.d553248635975177495.Holiday-Rental-Destinations)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Leeward.d553248635975177495.Holiday-Rental-Destinations) ## Top Leeward Hotel Reviews ![GYP SEA Saint Barth](https://images.trvl-media.com/lodging/16000000/15990000/15981000/15980957/355efd8e_y.jpg) ### GYP SEA Saint Barth 10/10 Excellent "Beautiful property, good food. Loved the decor. Having dedicated beach chairs at Gyp sea Beach club was a huge plus. The best beach in my opinion! Staff was so friendly and responsive. Would definitely stay here again." [](https://expedia.co.uk/St-Barthelemy-Hotels-Hotel-Villa-Marie-Saint-Barth.h15980957.Hotel-Information) ![Reve de Saint Barth](https://images.trvl-media.com/lodging/89000000/88480000/88474800/88474775/57f48ebb_y.jpg) ### Reve de Saint Barth 10/10 Excellent "If you’re looking for tranquility, elegance, and an authentic St. Barts escape, Le Rêve de Saint Barth is absolutely exceptional. A place you’ll want to return to again and again ✨" [](https://expedia.co.uk/St-Barthelemy-Hotels-REVE-DE-SAINT-BARTH.h88474775.Hotel-Information) ![Pearl Beach Hotel](https://images.trvl-media.com/lodging/1000000/60000/54000/53985/a3e17900_y.jpg) ### Pearl Beach Hotel 10/10 Excellent "Staff was great(Lolita and Lou we above and beyond) but the entire staff was great. Has a great vibe and the location is spectacular. We will be back again next year to be sure. 👍👍" [](https://expedia.co.uk/St-Barthelemy-Hotels-Pearl-Beach-Hotel.h53985.Hotel-Information) ![Villa Vue mer Panoramique, à 5 Minute de la Plage !](https://images.trvl-media.com/lodging/94000000/93220000/93218600/93218535/w1600h1066x0y1-f6b080e6_y.jpg) ### Villa Vue mer Panoramique, à 5 Minute de la Plage ! 10/10 Excellent "The property has an amazing view and the staff was so friendly and helpful. Highly recommend!" [](https://expedia.co.uk/St-Barthelemy-Hotels-Villa-Vue-Mer-Panoramique.h93218535.Hotel-Information) ![On the Beach, in Saint Barth... Villa Mellow Mood](https://images.trvl-media.com/lodging/75000000/74740000/74735400/74735317/23bc1617_y.jpg) ### On the Beach, in Saint Barth... Villa Mellow Mood 10/10 Excellent "Oh my! The host, Jean, was the absolute BEST! He was so welcoming and helpful and was one of the highlights of our stay on St Barths! The home was beautiful - amazing views, comfortable beds, beautiful kitchen and living room AND a workout room and hot tub. We’d stay there again in a second. Lovely! " [](https://expedia.co.uk/St-Barthelemy-Hotels-On-The-Beach.h74735317.Hotel-Information) ![SUNSET VILLA ANGEL ****](https://images.trvl-media.com/lodging/47000000/46380000/46376300/46376295/c65b3662_y.jpg) ### SUNSET VILLA ANGEL \*\*\*\* 10/10 Excellent "Great spot for a romantic stay for two! Right next to Petite Colombe bakery and Bananiers, so close they’re walkable. 5 minute drive to Gustavia. Beautiful views! Definitely would book again! " [](https://expedia.co.uk/St-Barthelemy-Hotels-SUNSET-VILLA-ANGEL.h46376295.Hotel-Information) ![Luxury villa with magnificent sea view](https://images.trvl-media.com/lodging/91000000/90310000/90309200/90309101/4190ffda_y.jpg) ### Luxury villa with magnificent sea view 10/10 Excellent "The villa was so beautiful. Surrounded by water and had everything we could possibly ever need. Didn’t want to leave. The cleaning ladies were so friendly and enjoyable to talk too. Great place to relax and just de-stress from everyday life. " [](https://expedia.co.uk/St-Barthelemy-Hotels-Luxury-Villa-Offering-A-Magnificent-Sea-View.h90309101.Hotel-Information) ![Hotel Barrière Le Carl Gustaf St Barth](https://images.trvl-media.com/lodging/39000000/38820000/38812000/38811961/dc57b858_y.jpg) ### Hotel Barrière Le Carl Gustaf St Barth 10/10 Excellent "We absolutely loved the hotel! The staff is amazing, and very accommodating. We celebrated my husband's 40th birthday and they truly made it unforgettable." [](https://expedia.co.uk/St-Barthelemy-Hotels-Hotel-Barriere-Le-Carl-Gustaf-St-Barth.h38811961.Hotel-Information) ![Saint Barths: brand new, luxury, architect-designed villa](https://images.trvl-media.com/lodging/19000000/18780000/18770100/18770071/7043882f_y.jpg) ### Saint Barths: brand new, luxury, architect-designed villa 10/10 Excellent "The Villa is beautiful and filled with all the necessities. Upon our arrival we were treated to a nicely stocked fridge for a great bite including a bottle of wine. The Villa was clean and well maintained with incredible view. The location is perfect." [](https://expedia.co.uk/St-Barthelemy-Hotels-Saint-Barths-Brand-New.h18770071.Hotel-Information) ## Find out more about Leeward **Everything you need to know about** **Leeward** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leeward holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leeward holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. **Leeward holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Leeward. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leeward holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Leeward holiday rentals we have selected for you start as low as £2,630 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Leeward rentals** At Expedia, we put the best Leeward holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Leeward rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leeward holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leeward. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Popular Leeward Cities - [St. Barthelemy Holiday Rentals ](https://expedia.co.uk/St-Barthelemy-Holiday-Rentals.d6140949.Travel-Guide-HolidayRentals) ### Expedia's Latest Trends Hotels - [Beach Resorts & Hotels in Trelawny](https://expedia.co.uk/Destinations-In-Trelawny-Beach-Hotels.0-0-d6159629-tBeachHotels.Hotel-Filter-Destinations) - [All-Inclusive Hotels in Exuma](https://expedia.co.uk/Destinations-In-Exuma-All-Inclusive-Hotel.0-0-d6247365-tAllInclusiveHotel.Hotel-Filter-Destinations) - [All-Inclusive Hotels in Bonaire](https://expedia.co.uk/Destinations-In-Bonaire-All-Inclusive-Hotel.0-0-d182193-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Hotels in Tortola](https://expedia.co.uk/Destinations-In-Tortola.d1116.Hotel-Destinations) - [All-Inclusive Hotels in Tobago](https://expedia.co.uk/Destinations-In-Tobago-All-Inclusive-Hotel.0-0-d602308-tAllInclusiveHotel.Hotel-Filter-Destinations) - [All-Inclusive Hotels in St. James](https://expedia.co.uk/Destinations-In-St-James-All-Inclusive-Hotel.0-0-d6050159-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Luxury Hotels in Tobago](https://expedia.co.uk/Destinations-In-Tobago-Luxury-Hotel.0-0-d602308-tLuxuryHotel.Hotel-Filter-Destinations) Flights - [Flights to Tortola](https://expedia.co.uk/Destinations-In-Tortola.d1116.Flight-Destinations) - [Cheap Flights to Gustavia](https://expedia.co.uk/Cheap-Flights-To-Gustavia.d10758.Travel-Guide-Flights) - [Flights to Cat Island](https://expedia.co.uk/Destinations-In-Cat-Island.d11778.Flight-Destinations) - [Cheap Flights to Gustavia](https://expedia.co.uk/Cheap-Flights-To-Gustaf-III.d4735571.Travel-Guide-Flights) - [Flights to Bonaire](https://expedia.co.uk/Destinations-In-Bonaire.d182193.Flight-Destinations) - [Flights to Exuma](https://expedia.co.uk/Destinations-In-Exuma.d6247365.Flight-Destinations) - [Flights to Tobago](https://expedia.co.uk/Destinations-In-Tobago.d602308.Flight-Destinations) - [Flights to St. Croix Island](https://expedia.co.uk/Destinations-In-St-Croix-Island.d602171.Flight-Destinations) Activities - [Things to do in St. James](https://expedia.co.uk/Things-To-Do-In-St-James.d6050159.Travel-Guide-Activities) - [Things to do in Tortola](https://expedia.co.uk/Things-To-Do-In-Tortola.d1116.Travel-Guide-Activities) - [Things to do in Gustavia](https://expedia.co.uk/Things-To-Do-In-Gustavia.d10758.Travel-Guide-Activities) - [Things to do in Bimini Islands](https://expedia.co.uk/Things-To-Do-In-Bimini-Islands.d11777.Travel-Guide-Activities) - [Things to do in Tobago](https://expedia.co.uk/Things-To-Do-In-Tobago.d602308.Travel-Guide-Activities) Packages - [Bonaire Holidays](https://expedia.co.uk/Bonaire.d182193.Holidays-City-Breaks) - [St. Croix Island Holidays](https://expedia.co.uk/St-Croix-Island.d602171.Holidays-City-Breaks) - [Tortola Holidays](https://expedia.co.uk/Tortola.d1116.Holidays-City-Breaks) - [Exuma Holidays](https://expedia.co.uk/Exuma.d6247365.Holidays-City-Breaks) - [Bimini Islands Holidays](https://expedia.co.uk/Bimini-Islands.d11777.Holidays-City-Breaks) - [Tobago Holidays](https://expedia.co.uk/Tobago.d602308.Holidays-City-Breaks) - [Barbuda Holidays](https://expedia.co.uk/Barbuda.d506.Holidays-City-Breaks) - [Basse-Terre Island Holidays](https://expedia.co.uk/Basse-Terre-Island.d11741.Holidays-City-Breaks) Holiday Rentals - [Cayman Brac Holiday Rentals](https://expedia.co.uk/Destinations-In-Cayman-Brac.d959.Holiday-Rental-Destinations) General - [Visit Basse-Terre Island](https://expedia.co.uk/Basse-Terre-Island.dx11741)