Title: Sint Maarten Villas | Expedia.ca [Sint Maarten Travel Guide](https://expedia.ca/Sint-Maarten.dx6143274)[Sint Maarten Hotels](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[Vacation Rentals in Sint Maarten](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)[Sint Maarten Flights](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)[Things to do in Sint Maarten](https://expedia.ca/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities)[Sint Maarten Car Rentals](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations)[Sint Maarten Vacations](https://expedia.ca/Sint-Maarten.d6143274.Destination-Travel-Guides) ![Cupecoy which includes landscape views, tropical scenes and a sandy beach](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Sint Maarten ![Guana Bay Beach showing a sandy beach and landscape views](https://images.trvl-media.com/place/506436/3bb80ec1-6647-4091-8031-ab8a2e3c8cb2.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Philipsburg [](https://expedia.ca/Philipsburg-Villas.d3331-aaVillas.Travel-Guide-Accommodation) ## Our top choices for Sint Maarten villas ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33240000/33232700/33232623/w1572h1282x0y2-76389dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33240000/33232700/33232623/cde3d624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33240000/33232700/33232623/64fb6744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33240000/33232700/33232623/w2032h1190x0y0-99b29968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Beacon Hill [](https://www.expedia.ca/Simpson-Bay-Hotels-Oceanfront-Amazing-2-Bedrooms-Condo.h33232623.Hotel-Information) 9.4/10 Exceptional (101 reviews) "Overall the location was great, the property manager Stacey was super friendly and very responsive to our needs. The only negative thing i will say is that the property is a little dated and is in need of a minor touch up." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ella M. [](https://www.expedia.ca/Simpson-Bay-Hotels-Oceanfront-Amazing-2-Bedrooms-Condo.h33232623.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/45000000/44500000/44490200/44490146/c304c3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/45000000/44500000/44490200/44490146/e6e35506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/45000000/44500000/44490200/44490146/4c4b7209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/45000000/44500000/44490200/44490146/ac6d88e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in GRAND CASE [](https://www.expedia.ca/Anse-Marcel-Hotels-House-Villa-Cul-De-Sac.h44490146.Hotel-Information) 10/10 Exceptional (40 reviews) "This expertly designed and situated home was the perfect home for our vacation with extended family. We were in SXM for 10 days and couldnt have asked for a better experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd B. [](https://www.expedia.ca/Anse-Marcel-Hotels-House-Villa-Cul-De-Sac.h44490146.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33502300/33502233/ffdc0421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33510000/33502300/33502233/0017c36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33510000/33502300/33502233/76b0c8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33502300/33502233/e467ecdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oyster Pond [](https://www.expedia.ca/Oyster-Pond-Hotels-Luxury-Villa-W-Spectacular-Ocean-Views.h33502233.Hotel-Information) 10/10 Exceptional (137 reviews) "We really enjoyed our stay at Villa Valhalla! It was very clean and so comfortable for our party of eight. The outdoor area was spacious and had wonderful views! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Oyster-Pond-Hotels-Luxury-Villa-W-Spectacular-Ocean-Views.h33502233.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30670000/30662100/30662051/8bf28a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30670000/30662100/30662051/c3a5e0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30670000/30662100/30662051/652e2153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30670000/30662100/30662051/f69fd2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Orient Bay [](https://www.expedia.ca/Orient-Bay-Hotels-Luxurious-4bdr4-12-Bath-Villa-Rental-In-Orient-Bay.h30662051.Hotel-Information) 10/10 Exceptional (75 reviews) "The Villa was exceptional and Luvie attended to all our needs. The house was clean and well maintained. All the amenities rang true from the listing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James D. [](https://www.expedia.ca/Orient-Bay-Hotels-Luxurious-4bdr4-12-Bath-Villa-Rental-In-Orient-Bay.h30662051.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/108000000/107840000/107830700/107830652/bbaa738d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107840000/107830700/107830652/56b90599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107840000/107830700/107830652/cc0d9169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/108000000/107840000/107830700/107830652/2e4652ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oyster Pond [](https://www.expedia.ca/Oyster-Pond-Hotels-Stunning-Villa-Movina-With-Gym.h107830652.Hotel-Information) 10/10 Exceptional (12 reviews) "I had been really looking forward to a Caribbean escape for months and this was just what the doctor ordered. Villa Movina was fantastic, well located, and extremely comfortable for our entire group. We spent a ton of time on the compound enjoying the nice kitchen, amazing pool that overlooks the ocean, eating at some of the spots close by (we liked BZH Creperie), and exploring the island. Could not recommend the experience more— we will certainly be back. There is no greater joy than French... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon S. [](https://www.expedia.ca/Oyster-Pond-Hotels-Stunning-Villa-Movina-With-Gym.h107830652.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/85000000/84060000/84054200/84054188/8d019032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/85000000/84060000/84054200/84054188/56b46741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84060000/84054200/84054188/4a640a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84060000/84054200/84054188/95bbb3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Simpson Bay [](https://www.expedia.ca/Simpson-Bay-Hotels-Villa-Bonjour-Water-Front-Villa-Next-To-Maho.h84054188.Hotel-Information) 10/10 Exceptional (17 reviews) "The house is in a great location and is beautiful. Beds were a little hard but other than that I would give it a 5 star review. We spent most days just hanging by the pool. The house has everything you could ask for or need. Great vacation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael R. [](https://www.expedia.ca/Simpson-Bay-Hotels-Villa-Bonjour-Water-Front-Villa-Next-To-Maho.h84054188.Hotel-Information) ![Outdoor pool, an infinity pool](https://images.trvl-media.com/lodging/21000000/20350000/20347800/20347774/4511b9d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library, stereo](https://images.trvl-media.com/lodging/21000000/20350000/20347800/20347774/75b7a2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/21000000/20350000/20347800/20347774/30e4d12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library, stereo](https://images.trvl-media.com/lodging/21000000/20350000/20347800/20347774/bc10fa9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Pelican Key [](https://www.expedia.ca/Simpson-Bay-Hotels-One-Hundred-Million-Dollar-Yacht-On-Land-5-Star-Villa-With-Backup-Generator.h20347774.Hotel-Information) 9.8/10 Exceptional (78 reviews) "Great property, the amenities were first rate and the pool and lounge area were fantastic. Everything one would need like restaurants, food markets, with adult beverages and a bakery are close by." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norman T. [](https://www.expedia.ca/Simpson-Bay-Hotels-One-Hundred-Million-Dollar-Yacht-On-Land-5-Star-Villa-With-Backup-Generator.h20347774.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115880000/115875200/115875150/1c02244d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/116000000/115880000/115875200/115875150/af345613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115880000/115875200/115875150/w1195h896x0y2-f8b9ba58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115880000/115875200/115875150/b4d894b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oyster Pond [](https://www.expedia.ca/Oyster-Pond-Hotels-Charming-3-Bedroom-Villa-With-Stunning-Water-Views-At-Lovely-Oyster-Pond.h115875150.Hotel-Information) 9.6/10 Exceptional (60 reviews) "Probably the best villa rental in Saint-Maritn. Spacious and well appointed two story, 3 bedroom home. Comfortable funiture and beds inside and a huge patio outside. The view is shocking. Unobstructed 180 degree panorama with St Barths to the east and hills and Anguilla to the West. Oyster pond is at your feet. Great location in a quiet, upscale and secure neigborhhood. All involved in the management of the property were friendly and professional. My wife and I had a lovely time and will... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott G. [](https://www.expedia.ca/Oyster-Pond-Hotels-Charming-3-Bedroom-Villa-With-Stunning-Water-Views-At-Lovely-Oyster-Pond.h115875150.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/37000000/36250000/36241300/36241229/969ec151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36250000/36241300/36241229/56b68f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36250000/36241300/36241229/e5a54a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/37000000/36250000/36241300/36241229/341936a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Upper Prince's Quarter [](https://www.expedia.ca/Philipsburg-Hotels-Direct-Beachfront-6-BDRen-Suite-Maid-Included-Excellent-Service-Rare-Gem.h36241229.Hotel-Information) 10/10 Exceptional (26 reviews) "The house was perfect … the beach, the pool/ the bedrooms / the location Chris was always available but not pesty !!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jonathan a. [](https://www.expedia.ca/Philipsburg-Hotels-Direct-Beachfront-6-BDRen-Suite-Maid-Included-Excellent-Service-Rare-Gem.h36241229.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/19000000/18970000/18966600/18966534/e3a72715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18970000/18966600/18966534/aab393aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/19000000/18970000/18966600/18966534/a516cbcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/19000000/18970000/18966600/18966534/dc7c92f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Saint Martin [](https://www.expedia.ca/Orient-Bay-Hotels-Villa-Turquoze.h18966534.Hotel-Information) 10/10 Exceptional (126 reviews) "Killer view; beautiful pool/patio area. Loved spending time outside, and the location was perfect. Just a 3 minute drive to all of the shops/restaurants in Orient Bay village. Would definitely recommend this property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine H. [](https://www.expedia.ca/Orient-Bay-Hotels-Villa-Turquoze.h18966534.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30260000/30250800/30250701/9d7b066d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/31000000/30260000/30250800/30250701/2a53b6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30260000/30250800/30250701/39272747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30260000/30250800/30250701/c667bd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in French Cul de Sac [](https://www.expedia.ca/Cul-De-Sac-Hotels-Villa-Armantine-Situated-In-Peace-And-Quiet.h30250701.Hotel-Information) 10/10 Exceptional (41 reviews) "The stay at Jenny's was amazing. The property is much more that described in the photos. Jenny was the ultimate host and treated us like family from the 1st moment we met. The house had everything you could ask for and more. I would definitely recommend staying at Jenny's when visiting St Martin." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) eric c. [](https://www.expedia.ca/Cul-De-Sac-Hotels-Villa-Armantine-Situated-In-Peace-And-Quiet.h30250701.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63160000/63156400/63156363/daab434e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/64000000/63160000/63156400/63156363/77f868fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63160000/63156400/63156363/66a7d6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63160000/63156400/63156363/5f7991f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Saint-Martin [](https://www.expedia.ca/Orient-Bay-Hotels-Orient-Bay-Pool-And-Sea-View-Villa.h63156363.Hotel-Information) 9.8/10 Exceptional (10 reviews) "Quiet, great view " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nicholas [](https://www.expedia.ca/Orient-Bay-Hotels-Orient-Bay-Pool-And-Sea-View-Villa.h63156363.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18977700/18977646/b7c1fe1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18977700/18977646/8313d00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18977700/18977646/627738fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18977700/18977646/49c6c585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oyster Pond [](https://www.expedia.ca/Oyster-Pond-Hotels-FantaSea-Beachfront.h18977646.Hotel-Information) 9.8/10 Exceptional (62 reviews) "The place was amazing and had everything we needed. It was very quiet here and was great for relaxing. Our family enjoyed this location very much. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric K. [](https://www.expedia.ca/Oyster-Pond-Hotels-FantaSea-Beachfront.h18977646.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/35000000/34390000/34386000/34385999/82298f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34390000/34386000/34385999/1270f67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34390000/34386000/34385999/3ca3266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34390000/34386000/34385999/4493ddd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Beacon Hill [](https://www.expedia.ca/Simpson-Bay-Hotels-Caribbean-Beachfront-3-Br3-Bath-With-Pool-May-Be-Rented-As-A-1-Or-2-BR.h34385999.Hotel-Information) 10/10 Exceptional (110 reviews) "Had a great stay at Baywatch. Had excellent communication with host before and during the stay. Place was clean and as described. Planning to stay again soon! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joey S. [](https://www.expedia.ca/Simpson-Bay-Hotels-Caribbean-Beachfront-3-Br3-Bath-With-Pool-May-Be-Rented-As-A-1-Or-2-BR.h34385999.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99990000/99982700/99982694/w507h683x258y0-cbcbf076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99990000/99982700/99982694/w507h683x258y0-f5e2ffe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99990000/99982700/99982694/473cdd1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99990000/99982700/99982694/w507h683x259y0-6e2a6d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Grand Case [](https://www.expedia.ca/Grand-Case-Hotels-Grand-Case-Beach.h99982694.Hotel-Information) 10/10 Exceptional (3 reviews) "Host Tracy is very helpful and considerate.Made the arrival and stay so enjoyable.Will go back any time.Great place and great person" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kay B. [](https://www.expedia.ca/Grand-Case-Hotels-Grand-Case-Beach.h99982694.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/89000000/88300000/88292500/88292420/f93aaeda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88300000/88292500/88292420/4bcd9339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/89000000/88300000/88292500/88292420/8c9cbd8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88300000/88292500/88292420/0a56755d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oyster Pond [](https://www.expedia.ca/Oyster-Pond-Hotels-Tropical-Modern-Villa-With-Stunning-Sea-Views.h88292420.Hotel-Information) 10/10 Exceptional (15 reviews) "It was a lovely stay clean and extremely well supplied. The kitchen was fully equipped for everything you need" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paris H. [](https://www.expedia.ca/Oyster-Pond-Hotels-Tropical-Modern-Villa-With-Stunning-Sea-Views.h88292420.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76170000/76166200/76166178/e10730ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76170000/76166200/76166178/616dce6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76170000/76166200/76166178/b0acc671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/77000000/76170000/76166200/76166178/3fc21ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Collectivity of Saint Martin [](https://www.expedia.ca/Les-Terres-Basses-Hotels-Magnificent-Private-Beach-Villa.h76166178.Hotel-Information) 9.8/10 Exceptional (17 reviews) "A true Sint Maarten experience! You couldn't ask for a better view. Beautiful grounds and Caribbean character." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa L. [](https://www.expedia.ca/Les-Terres-Basses-Hotels-Magnificent-Private-Beach-Villa.h76166178.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/85000000/84040000/84040000/84039949/19fc8e70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84040000/84040000/84039949/baea0b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/85000000/84040000/84040000/84039949/f8254fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/85000000/84040000/84040000/84039949/c6c0b359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oyster Pond [](https://www.expedia.ca/Oyster-Pond-Hotels-This-Is-Your-Opportunity-To-Experience-The-1-Rated-Villa-In-Oyster-Pond.h84039949.Hotel-Information) 10/10 Exceptional (1 review) "This villa was gorgeous. The area was quiet, & the views were amazing. The space is so clean and so spacious, definitely a beautiful place to stay in Sint Maarten! 10/10! The host was super responsive and we had everything we needed. Amazing stay once again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mina [](https://www.expedia.ca/Oyster-Pond-Hotels-This-Is-Your-Opportunity-To-Experience-The-1-Rated-Villa-In-Oyster-Pond.h84039949.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/105000000/104910000/104907800/104907782/abb9b192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, stereo](https://images.trvl-media.com/lodging/105000000/104910000/104907800/104907782/7d38e7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104910000/104907800/104907782/23dc0f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/105000000/104910000/104907800/104907782/34f894df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Saint-Martin [](https://www.expedia.ca/Orient-Bay-Hotels-Villa-Diamantine-Elegant-And-Spacious.h104907782.Hotel-Information) 10/10 Exceptional (13 reviews) "Absolutely perfect, this property is a piece of Heaven! Communication was excellent! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Veronica P. [](https://www.expedia.ca/Orient-Bay-Hotels-Villa-Diamantine-Elegant-And-Spacious.h104907782.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34980000/34974900/34974836/697f5eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34980000/34974900/34974836/0844c859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34980000/34974900/34974836/67c75295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34980000/34974900/34974836/c93781eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Red Pond Estates [](https://www.expedia.ca/Oyster-Pond-Hotels-Villa-Le-Point-Contemporary-Design-Modern-Art-View-On-St-Barth.h34974836.Hotel-Information) 8.8/10 Excellent (11 reviews) "We had an amazing stay at this villa. Everything was perfect. Spectacular view, super clean, attentive property mangers, beautiful heated pool (30c) and very safe(double gated community). Would absolutely recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott S. [](https://www.expedia.ca/Oyster-Pond-Hotels-Villa-Le-Point-Contemporary-Design-Modern-Art-View-On-St-Barth.h34974836.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=2026-03-18&endDate=2026-03-19®ionId=6143274&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_6143274) ## Find vacation rentals that suit your style Villas [](https://www.expedia.ca/Hotel-Search?destination=Sint+Maarten®ionId=6143274&latLong=18.042481%2C-63.054829&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Sint+Maarten®ionId=6143274&latLong=18.042481%2C-63.054829&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Sint+Maarten®ionId=6143274&latLong=18.042481%2C-63.054829&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Sint+Maarten®ionId=6143274&latLong=18.042481%2C-63.054829&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Sint+Maarten®ionId=6143274&latLong=18.042481%2C-63.054829&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Sint+Maarten®ionId=6143274&latLong=18.042481%2C-63.054829&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=HOUSE_BOAT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Sint+Maarten®ionId=6143274&latLong=18.042481%2C-63.054829&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSint-Maarten-Villas.d6143274-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSint-Maarten-Villas.d6143274-aaVillas.Travel-Guide-Accommodation) ## Top Sint Maarten Hotel Reviews ![Port de Plaisance Resort, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/11c502bb_y.jpg) ### Port de Plaisance Resort, Trademark Collection by Wyndham 10/10 Excellent "Nice hotel would stay again" [](https://expedia.ca/Cole-Bay-Hotels-Princess-Port-De-Plaisance.h33411163.Hotel-Information) ![The Paradise Inn](https://images.trvl-media.com/lodging/70000000/69290000/69281400/69281342/ef0a4bd0_y.jpg) ### The Paradise Inn 10/10 Excellent "Absolutely " [](https://expedia.ca/Philipsburg-Hotels-The-Paradise-Inn.h69281342.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "My only complaint would be that the staff is not very friendly or quick to serve" [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/584363fa_y.jpg) ### Divi Little Bay Beach Resort 6/10 Okay "The room was very spacious and the view directly in front of the ocean was picturesque to say the least. However, we didn’t expect the running water to be hard, sulfuric to be exact. The pool to the swim up bar was in need of cleaning, the hot tub was filthy and not hot whatsoever. We dipped our toes in to test the water and left with a very thick film of grime all over us. Lastly, the septic system on the resort has a hut in the center of it in front of the spa . Brace yourself when you have to walk past a gust of foul wind to get to where you’re going. On the bright side, the staff were genuinely pleasant to interact with, the beach was pristine, the food was pretty good and the cleanliness of the rest of the property met our expectations. We visited the rooftop bar multiple times and got great reception from the staff there. There were two especially pleasant staff by the name of Sheena at Pure Ocean and Lew at Gizmo’s and they elevated the quality of our stay almost immediately. Their impeccable hospitality turned a lackluster trip into a great stay." [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7_y.jpg) ### Oyster Bay Beach Resort 10/10 Excellent "Yes great views" [](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![Fourteen at Mullet Bay](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/7de7c76b_y.jpg) ### Fourteen at Mullet Bay 10/10 Excellent "A beautiful property and the location is great." [](https://expedia.ca/Lowlands-Hotels-Fourteen-At-Mullet-Bay.h82868222.Hotel-Information) ![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/3e2b89c6_y.jpg) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort 8/10 Good "The rooms were very large and well appointed…a little tired but who wants to be inside anyways! Nice balcony and AC worked well…nice and close to the beach and an awesome grocery store!" [](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.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 6/10 Okay "Good location close to the airport. Over priced for what you get. Front reception staff very rude." [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.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 8/10 Good "We had an oceanfront balcony. The view was beautiful, but we could not go on the balcony cause next door were smoking on the balcony even though it’s a non-smoking property." [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ## Price trends for hotels in Sint Maarten | Less expensive | More expensive | This month | Next month | | -------------- | -------------- | ---------- | ---------- | | September | March | CA $839 | CA $662 | | Month | Price | | --------- | ------- | | January | CA $694 | | February | CA $614 | | March | CA $839 | | April | CA $662 | | May | CA $548 | | June | CA $715 | | July | CA $715 | | August | CA $546 | | September | CA $544 | | October | CA $546 | | November | CA $559 | | December | CA $694 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Villas in Sint Maarten. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Sint Maarten ### Vacation Like a Royal in a Sint Maarten Villa Are you trying to find out the difference between a resort and a villa? If you haven't stayed in one of our villas before, then you are missing out on the ultimate peaceful retreat in Sint Maarten. You could have a lawn, kitchen, bar, lounge area, and pool all to yourself, rather than sharing a public resort area with all the other patrons. Expedia's here to help you form the greatest holiday, so go ahead, kick back and live like royalty. Wouldn't it be more relaxing to sprawl out around a picturesque villa of your own? Whether it's skinny-dipping at midnight or scarfing down breakfast for dinner, this is your house, so you make up the rules. And yes, we know you still need your space from time to time. Which is why our villas are so much bigger than your typical run-of-the-mill hotel suite. ### Why Should You Stay at a Sint Maarten Villa? In Sint Maarten, those who stay in villas are held in high regard and treated like valued residents. There's no need to feel like an outsider on your own trip. These properties have almost a secret feel, and are geared towards for groups. You won't have to stress over being split up from your family as you try to make your way through a packed resort, or stashing lounge chairs in the corner of an overcrowded on site restaurant. This time on your vacation, it is Expedia's goal to make you feel like you've scored the ultimate holiday. Our villas can even be a cheaper route when it comes to booking your accommodations rather than booking rooms at a resort if you've got a large group of family or friends joining as well. So whether you are wanting a low-key hideout, or a house to occupy with your family, Expedia will help match you with the finest villa for your upcoming trip. ### Book Your Stay in Sint Maarten Today Where you stay in Sint Maarten is all based on your personal needs for your holiday. It can be a home away from home...or, if you desire privacy, you can choose to stay in a luxury holiday villa. Living among the locals is a great way to really experience the culture while you visit Sint Maarten. It's also your key to staying away from noisy vacationers. Who really wants to be a tourist anyway? Not familiar with the area? Don't sweat it; some of our villa rentals have concierge services available if you need some outside help in planning the best trip possible while you're in Sint Maarten. So, when you're ready, Expedia will be here to help you book your marvellous villa getaway. ## Sint Maarten Villas information | Number of reviews | 820 | | ----------------- | ---------- | | Accommodation | 526 Villas | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do villas in Sint Maarten cost? ### What are the best villas in Sint Maarten? ### How many villas are there in Sint Maarten? ### What are the best cheap villas in Sint Maarten? ### Are there any family-friendly villas in Sint Maarten? ### Are there any 5-star villas in Sint Maarten? ### Why book your villa in Sint Maarten with Expedia? ### How can I find cheap villas in Sint Maarten? ### What is there to do near my villa in Sint Maarten? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Oyster Pond ](https://www.expedia.ca/3Star-Oyster-Pond-Hotels.s30-0-d6025558.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Philipsburg ](https://www.expedia.ca/4Star-Philipsburg-Hotels.s40-0-d3331.Travel-Guide-Filter-Hotels) - 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