Title: Lesser Antilles Vacation Rentals from CA $111: Short-Term Rentals for 2025 | 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) ![Anguilla featuring rocky coastline, a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25736-Anguilla.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Lesser Antilles Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Lesser Antilles ![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) ![Sport court](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ace5cf51.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) ![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) ### Hilton Vacation Club Royal Palm St. Maarten Simpson Bay 9.0/10 Wonderful (1118) "Most convenient hotel to stay, due to an array of shopping and dinning options near the property." CA $135 CA $178 total includes taxes & fees Sep 26 - Sep 27 [](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) ![Individually decorated, individually furnished, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/3000000/2860000/2853900/2853873/233d6c70.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) ### Flamboyan on the Bay Resort and Villas St. Thomas 8.6/10 Excellent (745) "I really enjoyed my stay here! The staff was fantastic and the pools were a vibe! " CA $125 CA $153 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/St-Thomas-Hotels-Flamboyan-On-The-Bay-Resort-And-Villas.h2853873.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3880000/3876100/3876012/f1a61bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3880000/3876100/3876012/02912920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite](https://images.trvl-media.com/lodging/4000000/3880000/3876100/3876012/ce753ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Balcony view](https://images.trvl-media.com/lodging/4000000/3880000/3876100/3876012/2669efdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop Villas at Bluebeard's Castle St. Thomas 8.6/10 Excellent (1743) "Enjoyed our stay at Bluebeard's. Will stay here again. " CA $188 CA $231 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/St-Thomas-Hotels-Hilltop-Villas-At-Bluebeards-Castle-By-Capital-Vacations.h3876012.Hotel-Information) ![Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/7de7c76b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Beach View, Beachside | Terrace/patio](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/9dd5e946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/0a6193ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/bd307f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fourteen at Mullet Bay Maho 9.2/10 Wonderful (351) "Amazing view and apartment. Condos are centrally located near shops and restaurants. Will definitely stay again. " [](https://www.expedia.ca/Lowlands-Hotels-Fourteen-At-Mullet-Bay.h82868222.Hotel-Information) ![Suite, 1 Bedroom | Balcony](https://images.trvl-media.com/lodging/4000000/3880000/3875400/3875374/fefadc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/4000000/3880000/3875400/3875374/d9d85ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite](https://images.trvl-media.com/lodging/4000000/3880000/3875400/3875374/6d38ff74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Bathroom](https://images.trvl-media.com/lodging/4000000/3880000/3875400/3875374/9feff018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pirates Pension at Bluebeard's Castle St. Thomas 8.4/10 Very good (774) "Beautiful property and wonderful location with beautiful views " CA $168 CA $207 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/St-Thomas-Hotels-Pirates-Pension-At-Bluebeards-Castle-By-Capital-Vacations.h3875374.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3880000/3875300/3875241/fe0ee524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/4000000/3880000/3875300/3875241/f8ab9192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/4000000/3880000/3875300/3875241/09fdd8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/4000000/3880000/3875300/3875241/49df7da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Villas at Bluebeard's St. Thomas 8.6/10 Excellent (1191) "Enjoyed our stay at Bluebeard's. Will stay here again. " CA $195 CA $240 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/St-Thomas-Hotels-Castle-Villas-At-Bluebeards-By-Capital-Vacations.h3875241.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1776700/1776650/e703e39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1780000/1776700/1776650/0b587505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/2000000/1780000/1776700/1776650/2aaaf9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1776700/1776650/2fe604b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Frenchman's Cove St. Thomas 9.0/10 Wonderful (186) "Great room and facilities" CA $870 CA $979 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/St-Thomas-Hotels-Marriotts-Frenchmans-Cove.h1776650.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) ![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) ![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, 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 St. Thomas 9.6/10 Exceptional (138) "Friendly staff, great location" [](https://www.expedia.ca/St-Thomas-Hotels-Beachfront-Villas-At-Crystal-Cove.h21181029.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/180000/174100/174032/b0047bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/180000/174100/174032/3366d28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/1000000/180000/174100/174032/61bac8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/180000/174100/174032/a62d72a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sapphire Beach Resort St. Thomas 6.8/10 (268) "It was close to the beach was a definite plus, only minus was having to leave. " [](https://www.expedia.ca/St-Thomas-Hotels-Sapphire-Beach-Resort.h174032.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) ![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) ![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) ![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 St. John CA $41 CA $583 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/St-John-Hotels-Villa-Island-Paradise.h119839838.Hotel-Information) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/1700/1664/8cdde31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/1700/1664/99007505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa 1 bedroom, Beachfront | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/1700/1664/496438b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/1700/1664/2ceb8839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antigua Village Beach Resort Dickenson Bay 8.8/10 Excellent (396) "The property was really nice and walking out to the beach was great as the sun rose" CA $291 CA $399 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/St-Johns-Hotels-Antigua-Village-Beach-Resort.h1664.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) ![Exclusive Apartment](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/9021be44.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) ![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) ### The Hills Residence Simpson Bay 9.0/10 Wonderful (44) "Love the view first of all. Property was in a great location. " CA $226 CA $375 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/fe5e862e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/ce5f96fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/396a0e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Triple Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/b935451f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### July Apartments Madame's Estate 9.2/10 Wonderful (148) "Nice hotel" CA $106 CA $111 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1220000/1214000/1213951/0f845738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1220000/1214000/1213951/015532a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch TV with cable channels](https://images.trvl-media.com/lodging/2000000/1220000/1214000/1213951/1356d405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1214000/1213951/1d29913a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dickenson Bay Cottages Dickenson Bay 8.8/10 Excellent (300) "It was a great place to stay." CA $176 CA $233 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/St-Johns-Hotels-Dickenson-Bay-Cottages.h1213951.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) ![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) ![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/100000000/99890000/99886200/99886151/7f63bf80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mullet Bay Suites: Your Luxury Stay Awaits Maho 9.8/10 Exceptional (103) "Building is very secure. Walking distance to beach and backpack chairs are provided. " CA $271 CA $385 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.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) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3980000/3976400/3976374/9f2e0e46.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) ![Lobby](https://images.trvl-media.com/lodging/4000000/3980000/3976400/3976374/w4000h2662x0y0-d85ac17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's St. Kitts Beach Club Basseterre 9.4/10 Exceptional (101) "Overall our stay was very good." CA $475 CA $532 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Basseterre-Hotels-Marriotts-St-Kitts-Beach-Club.h3976374.Hotel-Information) ![Panoramic Condo, 1 King Bed with Sofa bed, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/67000000/66450000/66446700/66446671/123c6985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Condo, 1 King Bed with Sofa bed, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/67000000/66450000/66446700/66446671/eefa8f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Condo, 1 King Bed with Sofa bed, Sea View | Living area](https://images.trvl-media.com/lodging/67000000/66450000/66446700/66446671/f0e7ec1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Condo, 1 King Bed, Ocean View, Sea Facing | Terrace/patio](https://images.trvl-media.com/lodging/67000000/66450000/66446700/66446671/0cc0d807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sapphire Beach Villa St. Thomas 9.4/10 Exceptional (65) "Liked everything-villa, location, beach, pool, condition of community. " [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sapphire-Beach-Villa.h66446671.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/19000000/18610000/18603500/18603488/85eb6a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18610000/18603500/18603488/64357a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/19000000/18610000/18603500/18603488/b703f5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio, 1 King Bed | Private kitchen](https://images.trvl-media.com/lodging/19000000/18610000/18603500/18603488/c4811570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dickenson Bay Oasis Antigua Village Dickenson Bay 8.8/10 Excellent (53) "Perfect getaway!!" CA $482 CA $661 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/St-Johns-Hotels-Dickenson-Bay-Oasis-Antigua-Village.h18603488.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22890000/22880500/22880439/53be4575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch served, international cuisine](https://images.trvl-media.com/lodging/23000000/22890000/22880500/22880439/80e886c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City Apartment, 3 Bedrooms, Kitchen, City View | Porch](https://images.trvl-media.com/lodging/23000000/22890000/22880500/22880439/a3b6d638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/23000000/22890000/22880500/22880439/cb854ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Landmark Apartment St. Thomas 8.6/10 Excellent (14) "I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights." CA $279 CA $522 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/St-Thomas-Hotels-The-Landmark-Apartment.h22880439.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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/114df8bc.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 Oyster Pond 8.8/10 Excellent (21) "Wonderful vacation spot in st maarten" CA $871 CA $1,045 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.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=2025-10-08&endDate=2025-10-09®ionId=3000655870&adults=2&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%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 ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](//images.trvl-media.com/lodging/1000000/570000/565700/565666/9a0f47b8_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "Had a great time booked my stay 3x that same week due to the airport getting closed , we was happy for the extra time there . " [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Windward Passage Hotel](//images.trvl-media.com/lodging/1000000/540000/531100/531044/58ca54ba_y.jpg) ### Windward Passage Hotel 10/10 Excellent "Excelent" [](https://expedia.ca/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](//images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "Very quiet and clean. A lot of good places to eat nearby. On the beach." [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](//images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "This hotel out of the two was 100% the best! It was beautiful, comfortable, staff was excellent and the beach was great! Can’t wait to come back!" [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Margaritaville Vacation Club - St. Thomas](//images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/29cf8be8_y.jpg) ### Margaritaville Vacation Club - St. Thomas 10/10 Excellent "Its a beautiful place, quite friendly staff" [](https://expedia.ca/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information) ![The Villas at Simpson Bay Resort](//images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "I love this place! " [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![The Morgan Resort Spa Village](//images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg) ### The Morgan Resort Spa Village 10/10 Excellent "Close to everything " [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![The Westin St. Thomas Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg) ### The Westin St. Thomas Beach Resort & Spa 10/10 Excellent "The ocean view was amazing and the staff was the best " [](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ![Cocobay Resort - All Inclusive - Adults Only](//images.trvl-media.com/lodging/1000000/900000/892100/892086/a378a9d4_y.jpg) ### Cocobay Resort - All Inclusive - Adults Only 10/10 Excellent "Cocobay was truly paradise for me and my husband! We were there for your 5 year wedding anniversary and it felt like another honeymoon! 😊 The property, the resort, cottage, the restaurants and the PEOPLE were absolutely incredible and we are planning our next trip in a couple of years!! I've been to many Caribbean Islands, and other tropical resorts, and this one is the best I've experienced! Antigua is truly a gem and just stunning! " [](https://expedia.ca/Valley-Church-Hotels-Cocobay-Resort-All-Inclusive-Adults-Only.h892086.Hotel-Information) ## Find out more about Lesser Antilles **Everything you need to know about** **Lesser Antilles** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lesser Antilles vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), 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 Lesser Antilles vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Lesser Antilles vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Lesser Antilles. 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 Lesser Antilles vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lesser Antilles vacation rentals we have selected for you start as low as CA $111 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Lesser Antilles rentals** At Expedia, we put the best Lesser Antilles vacation 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 Lesser Antilles 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 Lesser Antilles vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lesser Antilles. 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 - 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) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)