Title: Lesser Antilles Vacation Rentals from CA $104: Short-Term Rentals for 2026 | Expedia.ca [Lesser Antilles Travel Guide](https://expedia.ca/Lesser-Antilles.dx3000655870)[Hotels in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[Flights to Lesser Antilles](https://expedia.ca/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[Lesser Antilles Car Rentals](https://expedia.ca/Car-Rentals-In-Lesser-Antilles.d3000655870.Car-Rental-Guide)[Lesser Antilles Vacation Packages](https://expedia.ca/Lesser-Antilles.d3000655870.Destination-Travel-Guides) ![Overlook of Maho Bay and Marys Point St. John, USVI](https://images.trvl-media.com/place/553248635975749486/5838402d-5935-4b2e-a396-a459101287b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jordan Maupin # Lesser Antilles Vacation Rentals - ![](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 Tonight [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-23&endDate=2025-12-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-24&endDate=2025-12-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lesser Antilles vacation rentals ![Aerial view](https://images.trvl-media.com/lodging/43000000/42030000/42021000/42020936/03487868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42030000/42021000/42020936/728c7678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/43000000/42030000/42021000/42020936/39ea1081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42030000/42021000/42020936/7fa4b99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby! [](https://www.expedia.ca/St-Thomas-Hotels-Modern.h42020936.Hotel-Information) St. Thomas 9.4/10 Exceptional (222) "Clean, quiet, convenient location. Perfect stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenda CA $28 CA $272 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/St-Thomas-Hotels-Modern.h42020936.Hotel-Information) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6922e499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking, Beach View](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6bacd041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/844d9b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Single Room](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6727cc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MIDTOWN MOTEL SXM [](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information) Downtown Philipsburg 8.0/10 Very good (1) "The staff was extremely helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joycelyn CA $95 CA $117 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information) ![Outdoor pool, open 6:00 AM to 10:30 PM, sun loungers](https://images.trvl-media.com/lodging/29000000/28930000/28927600/28927569/a388d993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix](https://images.trvl-media.com/lodging/29000000/28930000/28927600/28927569/6ea2ad01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, Multiple Beds, Non Smoking, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/29000000/28930000/28927600/28927569/5a507b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/29000000/28930000/28927600/28927569/e6e4005c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turtles Nest Beach Resort [](https://www.expedia.ca/West-End-Village-Hotels-Turtles-Nest-Beach-Resort.h28927569.Hotel-Information) West End Village 9.4/10 Exceptional (165) "Great place, one if the few mid priced places in the area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cyndi CA $561 CA $662 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/West-End-Village-Hotels-Turtles-Nest-Beach-Resort.h28927569.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8320000/8316800/8316755/ecff1b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/9000000/8320000/8316800/8316755/e89996f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 outdoor pools, a waterfall pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8320000/8316800/8316755/4f2fb812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8320000/8316800/8316755/ad6d7de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ceblue Luxury Villas [](https://www.expedia.ca/The-Valley-Hotels-Ceblue-Luxury-Villas.h8316755.Hotel-Information) The Valley 10/10 Exceptional (7) "My husband and I absolutely loved our time at CeBlue! Latoya our concierge was amazing and the beach is beautiful! Only negative would be there isn’t much options for food when you go beginning of August as most places close for hurricane season. Latoya was able to help us find some amazing restaurants throughout the island though. We will be back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke Renee CA $3,788 CA $4,916 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/The-Valley-Hotels-Ceblue-Luxury-Villas.h8316755.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/63000000/62960000/62957900/62957872/cb8a1b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/63000000/62960000/62957900/62957872/d6bbf222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio | Private kitchen](https://images.trvl-media.com/lodging/63000000/62960000/62957900/62957872/eeec2d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/63000000/62960000/62957900/62957872/778126a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lord Nelson Hotel & Residences [](https://www.expedia.ca/Osbourn-Hotels-Lord-Nelson-Hotel-Residences.h62957872.Hotel-Information) Osbourn 8.6/10 Excellent (41) "Quiet hotel on the beach. 2 restaurants eithin walking distance on the beach, not much else around. Stayed here a night after flight got canceled. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $212 CA $293 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Osbourn-Hotels-Lord-Nelson-Hotel-Residences.h62957872.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/43000000/42670000/42665300/42665227/c95e5f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/43000000/42670000/42665300/42665227/2b24cf2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sunset Reef Resort | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42670000/42665300/42665227/d0e66b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42670000/42665300/42665227/b589ba69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Reef St.Kitts [](https://www.expedia.ca/Basseterre-Hotels-Sunset-Reef-StKitts.h42665227.Hotel-Information) Basseterre 9.6/10 Exceptional (10) "Sunset Reefs is simply extraordinary! From the location to the staff to the food. Our best meals of the week were at Drop the Anchor. I cannot say enough about the amazing experience we had. I’d highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly [](https://www.expedia.ca/Basseterre-Hotels-Sunset-Reef-StKitts.h42665227.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/d586056b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/dfa126bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/7c6ac7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Royal Palm St. Maarten [](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) Simpson Bay 9.0/10 Wonderful (1164) "One of my favorite places to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos CA $524 CA $586 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2860000/2853900/2853873/7338697e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2860000/2853900/2853873/ee7b4ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/3000000/2860000/2853900/2853873/2b97e23f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2860000/2853900/2853873/946f5b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flamboyan on the Bay Resort and Villas [](https://www.expedia.ca/St-Thomas-Hotels-Flamboyan-On-The-Bay-Resort-And-Villas.h2853873.Hotel-Information) St. Thomas 8.6/10 Excellent (807) "location nice pool " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $184 CA $226 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/St-Thomas-Hotels-Flamboyan-On-The-Bay-Resort-And-Villas.h2853873.Hotel-Information) ![On the beach, free beach cabanas, scuba diving, kayaking](https://images.trvl-media.com/lodging/4000000/3980000/3976400/3976374/e1d37d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/4000000/3980000/3976400/3976374/6d1c8065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3980000/3976400/3976374/525f8bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3980000/3976400/3976374/9f2e0e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's St. Kitts Beach Club [](https://www.expedia.ca/Basseterre-Hotels-Marriotts-St-Kitts-Beach-Club.h3976374.Hotel-Information) Basseterre 9.4/10 Exceptional (105) "Great accommodation with everything we needed. staff were friendly and the beach amenities were very nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $892 CA $999 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Basseterre-Hotels-Marriotts-St-Kitts-Beach-Club.h3976374.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/8000000/7270000/7264700/7264614/250717dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/8000000/7270000/7264700/7264614/73a1d30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/8000000/7270000/7264700/7264614/c5830c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/8000000/7270000/7264700/7264614/250a1c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fountain Anguilla [](https://www.expedia.ca/Shoal-Bay-Hotels-Fountain-Anguilla.h7264614.Hotel-Information) Shoal Bay 9.0/10 Wonderful (62) "It was very nice property to stay it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Felicia CA $250 CA $493 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Shoal-Bay-Hotels-Fountain-Anguilla.h7264614.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/55d3db0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![804:Grand Apartment, 1 bedroom, 1 living room | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b210000e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![801:Grand Apartment, 1 Queen Bed, Sea View | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/3a395a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/dc851ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mullet Bay Suites: Your Luxury Stay Awaits [](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information) Maho 9.8/10 Exceptional (114) "Fantastic place to stay. Clean, great views, excellent amenities" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Oleksii CA $293 CA $446 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/22000000/21190000/21181100/21181029/e756b280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/22000000/21190000/21181100/21181029/01561964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom, 2 Bathrooms, Ocean View (Villa Nautilus) | Private kitchen](https://images.trvl-media.com/lodging/22000000/21190000/21181100/21181029/7be9ca8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom, 2 Bathrooms, Partial Ocean View (Casa Azul) | Private kitchen](https://images.trvl-media.com/lodging/22000000/21190000/21181100/21181029/bfa69f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Villas at Crystal Cove [](https://www.expedia.ca/St-Thomas-Hotels-Beachfront-Villas-At-Crystal-Cove.h21181029.Hotel-Information) St. Thomas 9.6/10 Exceptional (150) "Second time there. Just an over all beautiful property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erik [](https://www.expedia.ca/St-Thomas-Hotels-Beachfront-Villas-At-Crystal-Cove.h21181029.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/4616eacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/919c3a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/07dd2e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Condo, 3 Bedrooms, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/bf35f2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dawn Beach Club Resort Sint Maarten [](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information) Oyster Pond 8.8/10 Excellent (21) "Wonderful vacation spot in st maarten" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debasis [](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/110000000/109710000/109703200/109703182/6ddf21cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/110000000/109710000/109703200/109703182/2dd59ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Floor plan](https://images.trvl-media.com/lodging/110000000/109710000/109703200/109703182/6f3fe408_edited_11b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109710000/109703200/109703182/f7252491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny 1 bedroom in Esperanza close to everything [](https://www.expedia.ca/Vieques-Hotels-Sunny-1-Bedroom-In-Esperanza-Close-To-Everything.h109703182.Hotel-Information) Esperanza 9.4/10 Exceptional (23) "Perfect little apartment for our family. Easy to get to - great location in Esperanza. Minutes away from Bio Bay pick up and food (we really loved Duffy's)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette K. CA $180 CA $208 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Vieques-Hotels-Sunny-1-Bedroom-In-Esperanza-Close-To-Everything.h109703182.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1541400/1541350/5204209e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1541400/1541350/f13d7362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Cottage, 1 Bedroom | Private kitchenette](https://images.trvl-media.com/lodging/2000000/1550000/1541400/1541350/937dbeee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1550000/1541400/1541350/274dbaf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yepton Estate Cottages [](https://www.expedia.ca/St-Johns-Hotels-Yepton-Estate-Cottages.h1541350.Hotel-Information) Five Islands Village 10/10 Exceptional (121) "The cottage was well furnished. The hosts were wonderful. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Michele CA $292 CA $384 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/St-Johns-Hotels-Yepton-Estate-Cottages.h1541350.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/f07612fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Cottage, 2 Bedrooms, Air conditioning, Ocean View | Living area](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/d7c8091b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/421f425e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/b2f5d13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Island Paradise [](https://www.expedia.ca/St-John-Hotels-Villa-Island-Paradise.h119839838.Hotel-Information) St. John 9.2/10 Wonderful (7) "Very safe and secure place! Also very clean! Just uphill from cruz bay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler CA $188 CA $1,005 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/St-John-Hotels-Villa-Island-Paradise.h119839838.Hotel-Information) ![Amazing Top Floor Apartment | Balcony](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/e557289d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beautiful 2 Bedroom - 2 Bathroom | Living area](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/c9f7d443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 outdoor pools](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/ae36c6fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/9021be44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hills Residence [](https://www.expedia.ca/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information) Simpson Bay 8.8/10 Excellent (55) "Enjoyed my stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shakia CA $259 CA $423 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90700000/90693100/90693078/f4c22ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90700000/90693100/90693078/f77d58d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90700000/90693100/90693078/d3447112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90700000/90693100/90693078/9a23aa2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Neem View Apartments Antigua [](https://www.expedia.ca/Falmouth-Harbour-Hotels-Neem-View-Apartments-Antigua.h90693078.Hotel-Information) Falmouth Harbour 9.6/10 Exceptional (18) "Lovely property views Glorious pool Excellent service Beautiful well maintained apartment " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorothy CA $178 CA $222 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Falmouth-Harbour-Hotels-Neem-View-Apartments-Antigua.h90693078.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32600000/32590500/32590408/a132f2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, books, streaming services](https://images.trvl-media.com/lodging/33000000/32600000/32590500/32590408/eacaccad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32600000/32590500/32590408/5277971f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32600000/32590500/32590408/9673ed5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk [](https://www.expedia.ca/Christiansted-Hotels-STUDIO-APT-Ac-Stable-Wifi-Filtered-Tap-Water-5-Min-To-The-Boardwalk.h32590408.Hotel-Information) Christiansted 9.4/10 Exceptional (63) "Wonderful stay. Accomodating host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex G. CA $92 CA $222 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Christiansted-Hotels-STUDIO-APT-Ac-Stable-Wifi-Filtered-Tap-Water-5-Min-To-The-Boardwalk.h32590408.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123310000/123305900/123305840/8e962d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123310000/123305900/123305840/43d7f139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/124000000/123310000/123305900/123305840/9587ff05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123310000/123305900/123305840/7538d1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FLAMINGO BEACH [](https://www.expedia.ca/Simpson-Bay-Hotels-FLAMINGO-BEACH.h123305840.Hotel-Information) Pelican Key CA $322 CA $663 total includes taxes & fees Jan 17 - Jan 18, 2026 [](https://www.expedia.ca/Simpson-Bay-Hotels-FLAMINGO-BEACH.h123305840.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=2026-01-07&endDate=2026-01-08®ionId=3000655870&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FLesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals) ## Top Lesser Antilles Hotel Reviews ![Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only](https://images.trvl-media.com/lodging/96000000/95220000/95215600/95215599/0fc8408c_y.jpg) ### Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only 10/10 Excellent "The staff was great and we had some wonderful servers at the buffet, including our favorite Jennastar! The amenities were wonderful, beautiful pools, restaurants and entertainment. The rooms were nice and the resort is fairly new. The beach is beautiful and wasn’t terribly crowded. The weather was perfect and we had amazing time! Would definitely recommend!" [](https://expedia.ca/St-Johns-Hotels-Royalton-Chic-Antigua.h95215599.Hotel-Information) ![Emerald Beach Resort](https://images.trvl-media.com/lodging/1000000/190000/185300/185218/4a925ac5_y.jpg) ### Emerald Beach Resort 10/10 Excellent "Great location very close to the airport with an excellent beachfront setting. The beach is quiet in the mornings and again in the afternoons after the cruise ships leave. It’s clean and perfect for walking. The on-site restaurant is conveniently located and serves great food and cocktails. Rooms are clean and have excellent views. " [](https://expedia.ca/St-Thomas-Hotels-Emerald-Beach-Resort.h185218.Hotel-Information) ![Lindbergh Bay Hotel and Villas](https://images.trvl-media.com/lodging/7000000/6560000/6558700/6558668/767c40c4_y.jpg) ### Lindbergh Bay Hotel and Villas 10/10 Excellent "Everything was beautiful and very welcoming." [](https://expedia.ca/St-Thomas-Hotels-Lindbergh-Bay-Hotel-And-Villas.h6558668.Hotel-Information) ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg) ### The Morgan Resort Spa Village 10/10 Excellent "Room was spotless , friendly staff" [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![Royalton Antigua, An Autograph Collection All-Inclusive Resort](https://images.trvl-media.com/lodging/25000000/24950000/24946700/24946683/af05dbff_y.jpg) ### Royalton Antigua, An Autograph Collection All-Inclusive Resort 10/10 Excellent "Staff was amazing very welcoming. Food and activities were amazing & the hotel as a whole was very clean. 10/10" [](https://expedia.ca/St-Johns-Hotels-Royalton-Antigua-Resort-And-Spa-All-Inclusive.h24946683.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Great location at Simpsons Bay. Restaurants were very tasty. The shower in the room could have been better but overall. The beach is a bit rocky to enter but then it was all sand. I would come back again. " [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "My stay at Hilton Vacation Club Flamingo Beach St. Maarten was absolutely wonderful. The resort is beautifully maintained, the beachfront views are stunning, and the staff made every interaction warm and welcoming. The room was clean, comfortable, and perfectly situated for relaxing by the water. I truly enjoyed the peaceful atmosphere and the convenience of having everything I needed right on the property. I would happily return for another stay." [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Margaritaville Vacation Club - St. Thomas](https://images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/29cf8be8_y.jpg) ### Margaritaville Vacation Club - St. Thomas 10/10 Excellent "This was such a great experience. It was our first time doing something like this.!! the room was fantastic. The service was great. Had margaritas waiting for us as we were checking in close to the pool, which was great getting rides on golf carts to our room was cool. Super close to red Hook." [](https://expedia.ca/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information) ![The Westin St. Thomas Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg) ### The Westin St. Thomas Beach Resort & Spa 10/10 Excellent "Was nervous to stay here after reading a sting of bad reviews and I must say my hotel stay blew me away!! Amazing ocean views from every angle of the hotel, delightful staff. " [](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ## Find out more about Lesser Antilles You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lesser Antilles. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Lesser Antilles ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Condo Rentals in Lesser Antilles ](https://expedia.ca/Lesser-Antilles-Condos.d3000655870-aaCondos.Travel-Guide-Accommodation) - [Villas in Lesser Antilles ](https://expedia.ca/Lesser-Antilles-Villas.d3000655870-aaVillas.Travel-Guide-Accommodation) - [Apartments in Lesser Antilles ](https://expedia.ca/Lesser-Antilles-Apartments.d3000655870-aaApartments.Travel-Guide-Accommodation) - [Vacation Homes in Lesser Antilles ](https://expedia.ca/Lesser-Antilles-Private-Vacation-Homes.d3000655870-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Lesser Antilles ](https://expedia.ca/Lesser-Antilles-Resort-Hotels.d3000655870-aaResortHotels.Travel-Guide-Accommodation) - [Cottages in Lesser Antilles ](https://expedia.ca/Lesser-Antilles-Cottages.d3000655870-aaCottages.Travel-Guide-Accommodation) - [Aparthotels in Lesser Antilles ](https://expedia.ca/Lesser-Antilles-Apart-Hotels.d3000655870-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Lesser Antilles ](https://expedia.ca/Lesser-Antilles-Guest-Houses.d3000655870-aaGuestHouses.Travel-Guide-Accommodation) - 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