Title: Simpson Bay Vacation Rentals from $114: Search Short-Term Rentals | Expedia.com [Simpson Bay Travel Guide](https://expedia.com/Simpson-Bay.dx8941)[Hotels in Simpson Bay](https://expedia.com/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels)[Flights to Simpson Bay](https://expedia.com/Cheap-Flights-To-Simpson-Bay.d8941.Travel-Guide-Flights)[Things to do in Simpson Bay](https://expedia.com/Things-To-Do-In-Simpson-Bay.d8941.Travel-Guide-Activities)[Car Rentals in Simpson Bay](https://expedia.com/Car-Rentals-In-Simpson-Bay.d8941.Car-Rental-Guide)[Simpson Bay Vacation Packages](https://expedia.com/Simpson-Bay.d8941.Destination-Travel-Guides) ![Kim Sha Beach showing general coastal views and a coastal town](https://images.trvl-media.com/place/6079645/4e72a445-56d2-45d3-858f-efcb71e137a2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6079645/4e72a445-56d2-45d3-858f-efcb71e137a2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Simpson Bay vacation rentals ![Amazing Top Floor Apartment | Balcony](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/cc64909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Apartment | View from room](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/8dc79950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Exterior](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/64aa839e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beautiful 2 Bedroom - 2 Bathroom | Living area | Smart TV](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/3b4d9d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hills Residence [](https://www.expedia.com/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information) Simpson Bay 8.4/10 Very Good (95 reviews) "Great staff, would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maimuna $263 nightly $275 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information) ![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) ![2 Bedroom Ocean View 2 Kings Suite | Living area | TV, foosball](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/beabc1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ce7eaf7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Hilton Vacation Club Royal Palm St. Maarten [](https://www.expedia.com/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) Simpson Bay 9.0/10 Wonderful (1,187 reviews) "Great staff, location and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deon Oliver $408 nightly $428 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/e9e59cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b00cd486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/ac0c02f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 3 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b5064e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Suites [](https://www.expedia.com/Simpson-Bay-Hotels-Simpson-Bay-Suites.h3991146.Hotel-Information) Simpson Bay 7.0/10 Good (142 reviews) "Room was clean. Had a full living room and kitchen incl microwave. Convenient to kim-sha beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dale $181 nightly $189 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Simpson-Bay-Hotels-Simpson-Bay-Suites.h3991146.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/1545df0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/1779d038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels, MP3 dock](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/137e71e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Caribéenne with View #9 | Living area | 55-inch Smart TV with digital channels, MP3 dock](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/633d66a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Forest [](https://www.expedia.com/Anse-Marcel-Hotels-The-Forest.h105487109.Hotel-Information) Anse Marcel 10/10 Exceptional (20 reviews) "This is a wonderful property to stay at we loved it and really wish we never had to leave but alas real life must go on " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitchel $338 nightly $354 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Anse-Marcel-Hotels-The-Forest.h105487109.Hotel-Information) ![Deluxe Apartment, Courtyard View | Blackout drapes, free WiFi](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/799a8d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Courtyard View | Blackout drapes, free WiFi](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/4a7f45bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Courtyard View | Bathroom | Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/2783b5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Courtyard View | Bathroom | Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/78908937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Philips Scott House Calinago [](https://www.expedia.com/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information) Downtown Philipsburg $243 nightly $254 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/ff3c051d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Condo, 3 Bedrooms, Ocean View | Living area | 49-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/e971fa52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Condo, 3 Bedrooms, Ocean View | 3 bedrooms, in-room safe, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/404bd561.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) ### Dawn Beach Club Resort Sint Maarten [](https://www.expedia.com/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information) Oyster Pond 8.6/10 Excellent (29 reviews) "Beautiful condo with large balcony" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mary Colleen $734 nightly $770 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/cad300ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/4341e097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/d754b9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/442f221a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### condostmaarten by the sea -Adults Only- [](https://www.expedia.com/Cay-Bay-Hill-Hotels-Condostmaarten.h93310925.Hotel-Information) Indigo Bay 9.2/10 Wonderful (32 reviews) "I would absolutely stay there again. This was the best condo I have ever stayed at. My husband and I had a blast. The view was to die for. Location is top tier. Private beach and restaurants nearby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marley $378 nightly $395 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Cay-Bay-Hill-Hotels-Condostmaarten.h93310925.Hotel-Information) ![Villa | Living area](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1237h823x4y0-fd080381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1240h828x0y5-65081a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | 8 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1233h834x8y5-610a17b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | Living area](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1238h826x0y6-33d8d05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avenue du lagon [](https://www.expedia.com/Oyster-Pond-Hotels-Avenue-Du-Lagon.h99329919.Hotel-Information) Oyster Pond $1,883 nightly $1,958 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Oyster-Pond-Hotels-Avenue-Du-Lagon.h99329919.Hotel-Information) ![702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/dc851ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![802:Grand Apartment, 1 bedroom, 1 living room | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/e7c79f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b17cd5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![804:Grand Apartment, 1 bedroom, 1 living room | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b210000e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mullet Bay Suites: Your Luxury Stay Awaits [](https://www.expedia.com/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information) Maho 9.8/10 Exceptional (136 reviews) "It was excellent! Wonderful stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony $302 nightly $313 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/a646e56c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/cca8955c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/f6e90987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Private kitchen | Oven, stovetop, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/0f678586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Singh Luxury Apartments With sea View, Apt.2 [](https://www.expedia.com/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572423.Hotel-Information) Oyster Pond $527 nightly $550 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572423.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) ![Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/w1917h1080x0y0-8739faf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Single Room | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6727cc11.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) ### MIDTOWN MOTEL SXM [](https://www.expedia.com/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information) Downtown Philipsburg 6.8/10 (35 reviews) "I had an absolutely wonderful stay,the room was spotless, comfortable,for the price that we pay was very good we planing to go back and staying at same place ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana $99 nightly $103 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information) ![Deluxe Double Room | Down comforters, free WiFi, bed sheets](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 | Down comforters, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/b935451f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/ed07c974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/2d70ac82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### July Apartments [](https://www.expedia.com/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information) Madame's Estate 9.2/10 Wonderful (203 reviews) "Clean rooms and very friendly staff!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Christina $81 nightly $85 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/8ab47aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Private kitchen | Oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/126fd89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/1b11d50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/bb343fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Singh Luxury Apartments With sea View, Apt.1 [](https://www.expedia.com/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572437.Hotel-Information) Oyster Pond $527 nightly $550 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572437.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/2d76e223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/2be5a019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/12039fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/677453df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Singh Luxury Apartments With sea View, Apt.3 [](https://www.expedia.com/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572432.Hotel-Information) Oyster Pond 2.0/10 (1 review) $872 nightly $914 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572432.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.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25®ionId=8941&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.com/deals?rfrr=VR_SPRING_PROMO_8941) ## Find vacation rentals that suit your style Villas [](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VILLA) Condos [](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APART_HOTEL) Cottages [](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=COTTAGE) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=HOUSE_BOAT) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSimpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSimpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals) ## Top Simpson Bay Hotel Reviews ![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/f7975166_y.jpg) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort 10/10 Excellent "The Atrium is a nice hotel and a great location. It's a 30 second walk to the beach from their pool area. The beach is supplied with blue chairs and umbrellas for the Atrium. Theres multiple restaurants that area just a sgort walk away from the Atrium. The rooms are clean, comfortable and all have a nice balcony. You can either take a taxi to get around or use the Bus and bus stop is located across from the burger king just down the street. " [](https://expedia.com/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten.h1746391.Hotel-Information) ![The Hills Residence](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/cc64909a_y.jpg) ### The Hills Residence 4/10 Poor "The room was not clean when we arrived. I was not happy with my st" [](https://expedia.com/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information) ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/dfa126bd_y.jpg) ### Hilton Vacation Club Royal Palm St. Maarten 10/10 Excellent "Beautiful views of Simpson Bay! Lovely beach. Rooms looked brand new. Super accommodating staff. The area around property is lively, you can walk to many bars and restaurants. " [](https://expedia.com/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Travel Inn Hotel](https://images.trvl-media.com/lodging/1000000/800000/794400/794333/9301d481_y.jpg) ### Travel Inn Hotel 8/10 Good "Best things i found,elevator to the second floor,lots of secure,enclosed parking and the location is good" [](https://expedia.com/Simpson-Bay-Hotels-Travel-Inn-Hotel.h794333.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/8b76561e_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "Amazing my husband and I will be back soon! " [](https://expedia.com/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![La Vista Hotel](https://images.trvl-media.com/lodging/114000000/113160000/113158300/113158235/22839897_y.jpg) ### La Vista Hotel 10/10 Excellent "Beautiful property and views." [](https://expedia.com/Simpson-Bay-Hotels-La-Vista-Hotel.h113158235.Hotel-Information) ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "The property was excellent. Our room was clean and spacious .The Ocean view was gorgeous The staff were friendly and professional , There are several restaurants at this location The beach and pool was great I did not get a chance to visit the spa( but next) love the property " [](https://expedia.com/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea_y.jpg) ### The Morgan Resort Spa Village 8/10 Good "The infinity pool is wonderful. Beautifully designed with the area made to look like you're wading on the edge of the beach, plus the view to the ocean is lovely. The rooms are nice, bathrooms are very nice. My only complaint is that housekeeping is TERRIBLE. We had our room cleaned ONCE in six days, after requesting service and being out of the room for six hours at a time each day. Also had to ask for more toilet paper, kleenex, and towels, which is really substandard for a hotel of otherwise high quality." [](https://expedia.com/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![Cocovaa](https://images.trvl-media.com/lodging/94000000/93840000/93830300/93830243/0c22cc35_y.jpg) ### Cocovaa 10/10 Excellent "Very clean room, beach view and very helpful, friendly staff." [](https://expedia.com/Simpson-Bay-Hotels-Cocovaa.h93830243.Hotel-Information) ## Price trends for vacation rentals in Simpson Bay | Less expensive | More expensive | This month | Next month | | -------------- | -------------- | ---------- | ---------- | | September | January | $371 | $361 | | Month | Price | | --------- | ----- | | January | $452 | | February | $407 | | March | $371 | | April | $361 | | May | $304 | | June | $284 | | July | $282 | | August | $281 | | September | $244 | | October | $275 | | November | $280 | | December | $406 | 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 vacation rentals in Simpson Bay. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Simpson Bay **Everything you need to know about Simpson Bay 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 Simpson Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Simpson Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Simpson Bay vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Simpson Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Simpson Bay in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $114 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Simpson Bay rentals** At Expedia, we put the best Simpson Bay 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 Simpson Bay 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 Simpson Bay 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 Simpson Bay. 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.com - All accommodation types in Simpson Bay ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Apartments in Simpson Bay ](https://expedia.com/Simpson-Bay-Apartments.d8941-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Simpson Bay ](https://expedia.com/Simpson-Bay-Condos.d8941-aaCondos.Travel-Guide-Accommodation) - [Villas in Simpson Bay ](https://expedia.com/Simpson-Bay-Villas.d8941-aaVillas.Travel-Guide-Accommodation) - [Vacation Homes in Simpson Bay ](https://expedia.com/Simpson-Bay-Private-Vacation-Homes.d8941-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Simpson Bay ](https://expedia.com/Simpson-Bay-Resorts.d8941-aaResorts.Travel-Guide-Accommodation) - [Guest Houses in Simpson Bay ](https://expedia.com/Simpson-Bay-Guest-Houses.d8941-aaGuestHouses.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Simpson Bay? 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