Title: Book the Best ROMANTIC Hotels in Lesser Antilles - Lesser Antilles Romantic Getaways | 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)[Vacation Rentals in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[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) ![Charlotte Amalie which includes general coastal views as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/117000/117073-Charlotte-Amalie.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Lesser Antilles ![](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 availability on Lesser Antilles Romantic Hotels Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Lesser Antilles Romantic Hotels ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4b190380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/7b01c7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/79cdb485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key 9.0/10 Wonderful (1315) "Enjoyed our stay!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) natalie CA $124 CA $167 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/a2039b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/6909df62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/3173ac67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/99dffb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nanny Cay Resort and Marina Road Town 9.2/10 Wonderful (18) "Clean room, friendly staff private beach with good restaurants, laundry and shopping." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jane samon Joy CA $238 CA $287 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/fc70b386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Bedrooms, Garden Area](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/2e062d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, 1 King Bed, Beachside](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/4affbc80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Beachside](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/b25a5a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mary's Boon Beach Resort & Spa Simpson Bay 8.6/10 Excellent (999) "Love the dogs! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lauren CA $174 CA $209 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information) ![Premium Penthouse, 1 Bedroom, Kitchen, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/98678705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/681f8121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/63ceda74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchenette, Resort View | Living area](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/fff91158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Vue Boutique Inn Sandy Ground 8.8/10 Excellent (189) "Very good place to stay" ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Christy Chestity CA $209 CA $283 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/South-Hill-Hotels-La-Vue-Boutique-Inn.h8292733.Hotel-Information) ![Standard Room, 1 Queen Bed, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/7000000/6560000/6558700/6558668/767c40c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6560000/6558700/6558668/1e1e0534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6560000/6558700/6558668/63362325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Double Beds, Ocean View (Seawing)](https://images.trvl-media.com/lodging/7000000/6560000/6558700/6558668/w1994h1500x53y0-f03eda72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lindbergh Bay Hotel and Villas St. Thomas 7.0/10 Good (1019) "The hotel was overlooking a beautiful bay and was a very pleasant place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad CA $178 CA $219 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/St-Thomas-Hotels-Lindbergh-Bay-Hotel-And-Villas.h6558668.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/205be626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/a2f77caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/f689f8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/960aa84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Horizon Boutique Resort - Adults Only Esperanza 8.8/10 Excellent (589) "Beautiful place david was an awesome helpful staff member " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber CA $299 CA $342 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Vieques-Hotels-Blue-Horizon-Boutique-Resort-Adults-Only.h1495595.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/2972ded3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/bb9df96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/b9584194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/eebf1503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grapetree Bay Hotel & Villas Grapetree 8.8/10 Excellent (158) "This property is almost to the end of the island on the east end. It is absolutely beautiful and the staff could not be nicer. The food at the restaurant is great and reasonably priced, particularly for a hotel/resort restaurant. The rooms are beautiful, bright and airy. The view is spectacular. We will visit again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle [](https://www.expedia.ca/Christiansted-Hotels-Grapetree-Bay-Hotel-Villas.h75327770.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/fd639aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/2785949e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/adad72cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/90e37395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JW Marriott St. Maarten Beach Resort & Spa Oyster Pond 8.8/10 Excellent (216) "Excellent facilty, grounds well kept, very clean, staff is very friendly. Ryan and Arnaldo made our welcome very pleasant, and Natasha made some great recommendations. Well run hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard L CA $347 CA $469 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Oyster-Pond-Hotels-The-Westin-Dawn-Beach-Resort-Spa.h93231967.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/7ecbe3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/a949420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/86acfa67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond 9.2/10 Wonderful (966) "Its a beautiful property and the customer service experience is wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jiva CA $155 CA $186 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72500000/72495400/72495337/ced271b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/73000000/72500000/72495400/72495337/970b04d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/73000000/72500000/72495400/72495337/b2b33f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/73000000/72500000/72495400/72495337/42b7085c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Sail Hotel SXM Anse Marcel 9.4/10 Exceptional (140) "What I loved the most about my stay was the host’s attention. They were incredibly kind, attentive, and always willing to help with anything I needed. Their warm hospitality made the whole experience even better." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jefferson CA $171 CA $178 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Anse-Marcel-Hotels-Blue-Sail-Hotel-SXM.h72495337.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=2025-11-12&endDate=2025-11-13®ionId=3000655870&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Lesser Antilles Hotel Reviews ![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 "." [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Jolly Beach Antigua - All-inclusive](//images.trvl-media.com/lodging/1000000/30000/23600/23522/5e7e9cb3_y.jpg) ### Jolly Beach Antigua - All-inclusive 10/10 Excellent "Jolly Beach Resort was great. The location is beautiful, the food was great, and the atmosphere was peaceful." [](https://expedia.ca/Jolly-Harbour-Hotels-Jolly-Beach-Antigua-All-Inclusive.h23522.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](//images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "Awesome staff." [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.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 "Great Food & Facility " [](https://expedia.ca/Valley-Church-Hotels-Cocobay-Resort-All-Inclusive-Adults-Only.h892086.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 "Only issue we have was the fridge didn’t cool my items we had in there and we had to throw it away!!!" [](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ![Oyster Bay Beach Resort](//images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg) ### Oyster Bay Beach Resort 10/10 Excellent "Great view. " [](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![Divi Little Bay Beach Resort](//images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg) ### Divi Little Bay Beach Resort 10/10 Excellent "The property was beautiful and provided everything you would need for your Caribbean vacation. " [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.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 "Yesb" [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Windward Passage Hotel](//images.trvl-media.com/lodging/1000000/540000/531100/531044/58ca54ba_y.jpg) ### Windward Passage Hotel 10/10 Excellent "Good hotel " [](https://expedia.ca/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.Hotel-Information)