Title: Simpson Bay Holiday Homes from £75: Search Holiday Homes in Simpson Bay | Expedia.co.uk [Simpson Bay Travel Guide](https://expedia.co.uk/Simpson-Bay.dx8941)[Hotels in Simpson Bay](https://expedia.co.uk/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels)[Holiday Rentals in Simpson Bay](https://expedia.co.uk/Simpson-Bay-Holiday-Rentals.d8941.Travel-Guide-HolidayRentals)[Flights to Simpson Bay](https://expedia.co.uk/Cheap-Flights-To-Simpson-Bay.d8941.Travel-Guide-Flights)[Simpson Bay Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Simpson-Bay.d8941.Car-Hire-Guide)[Simpson Bay Holidays](https://expedia.co.uk/Simpson-Bay.d8941.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=8941&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=8941&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=8941&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 four months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=8941&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) ## Our top choices for Simpson Bay holiday homes ![Interior](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203237/973bcea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203237/d1c84ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203237/2f58d008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203237/801c9a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### C344 - Lagoon view with balcony [](https://www.expedia.co.uk/Simpson-Bay-Hotels-C344-Lagoon-View-With-Balcony.h121203237.Hotel-Information) Simpson Bay £311 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Simpson-Bay-Hotels-C344-Lagoon-View-With-Balcony.h121203237.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113250000/113245500/113245474/b8ad6100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, offices, printers](https://images.trvl-media.com/lodging/114000000/113250000/113245500/113245474/099fc5a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/114000000/113250000/113245500/113245474/41f0653a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113250000/113245500/113245474/eb5d9f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3BR Villa w Private Pool in Pelican Key [](https://www.expedia.co.uk/Simpson-Bay-Hotels-Charming-3BR-Villa-W-Private-Pool-In-Pelican-Key.h113245474.Hotel-Information) Pelican Key £715 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Simpson-Bay-Hotels-Charming-3BR-Villa-W-Private-Pool-In-Pelican-Key.h113245474.Hotel-Information) ![Deluxe Apartment, Courtyard View | Blackout curtains, 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 curtains, 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/126000000/125100000/125096600/125096555/78908937.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) ### Philips Scott House Calinago [](https://www.expedia.co.uk/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information) Downtown Philipsburg £187 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/835c2e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/5fa20b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/e00367b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/e3aad0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely room in a nice villa , close to Friars bay and happy bay [](https://www.expedia.co.uk/Grand-Case-Hotels-Lovely-Room-In-A-Nice-Villa-With-A-Big-Garden.h44548053.Hotel-Information) Saint-martin 8.8/10 Excellent (10 reviews) "Great place to stay. Will definitely be staying again next year! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt £75 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Grand-Case-Hotels-Lovely-Room-In-A-Nice-Villa-With-A-Big-Garden.h44548053.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/120000000/119540000/119532500/119532448/w1152h854x63y61-ff72d1d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/120000000/119540000/119532500/119532448/w1126h827x0y0-1e84feaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119540000/119532500/119532448/bb43a447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heart of SXM! Mingle with the Locals! [](https://www.expedia.co.uk/Cole-Bay-Hotels-Heart-Of-SXM-Mingle-With-The-Locals.h119532448.Hotel-Information) Cay Bay £170 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Cole-Bay-Hotels-Heart-Of-SXM-Mingle-With-The-Locals.h119532448.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/w610h637x0y0-cdffcf87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/1a1d41e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/w844h583x0y0-2c8d6230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/w859h584x0y0-240e9ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet cozy flat in the centre of the island. [](https://www.expedia.co.uk/Cul-De-Sac-Hotels-Quiet-Cozy-Flat-In-The-Centre-Of-The-Island.h111777106.Hotel-Information) Weymouth Hill, Sint Maarten 5.0/10 (2 reviews) "They did not describe anywhere the access issues this property has. It’s up on a mountain and there is no proper walk up. It is rough uneven concrete at an extremely steep angle. We had two small children and elderly people in our group. It was very dangerous and my children fell a few times down and hurt themselves even though we tried to be very careful. 2\. We were advertised to have two full bathrooms. Both bathrooms had cold water for several days. After complaining several times the owners... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kat S. £162 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Cul-De-Sac-Hotels-Quiet-Cozy-Flat-In-The-Centre-Of-The-Island.h111777106.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598339/314fafac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598339/3f7938d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, Internet, bed sheets](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598339/87764dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598339/d63b94e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Townhouse in Pelican Key w/ Pool & Beach Acess [](https://www.expedia.co.uk/Cole-Bay-Hotels-Spacious-3BR-Townhouse-WPool-Near-BeachDining.h114598339.Hotel-Information) Pelican Key £669 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Cole-Bay-Hotels-Spacious-3BR-Townhouse-WPool-Near-BeachDining.h114598339.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95050000/95050000/95049935/b4da5fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/96000000/95050000/95050000/95049935/faf717a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95050000/95050000/95049935/e5882dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95050000/95050000/95049935/67fa7283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Villa Salee - Full Villa Selection [](https://www.expedia.co.uk/Cole-Bay-Hotels-La-Villa-Salee-Full-Villa-Selection.h95049935.Hotel-Information) Pelican Key £3,638 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Cole-Bay-Hotels-La-Villa-Salee-Full-Villa-Selection.h95049935.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.co.uk/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23®ionId=8941&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten®ionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSimpson-Bay-Private-Holiday-Homes.d8941-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSimpson-Bay-Private-Holiday-Homes.d8941-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Simpson Bay Hotel Reviews ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg) ### The Morgan Resort Spa Village 10/10 Excellent "The room was clean, the staff was really nice and helpful. I plan to stay again. It was great." [](https://expedia.co.uk/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "It was our 2nd time there. It was great. We love being able to walk to restaurants and live music. Staff is always friendly and funny!" [](https://expedia.co.uk/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg) ### Hilton Vacation Club Royal Palm St. Maarten 10/10 Excellent "Room was awesome and staff were very friendly." [](https://expedia.co.uk/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "The staff were extremely helpful and attentive everywhere across the resort. From the front desk staff to the bartenders (especially Sofia at the beach bar) and everyone in between. We will definitely be coming back for a MUCH longer stay!" [](https://expedia.co.uk/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Travel Inn Hotel](https://images.trvl-media.com/lodging/1000000/800000/794400/794333/4ea4d6f2_y.jpg) ### Travel Inn Hotel 10/10 Excellent "Very clean. Near simpson bay beach and close to the airport. On main road with no sidewalk so not good for walking. Good for the 1 night stay we had coming from Anguilla and going to the airport the next day." [](https://expedia.co.uk/Simpson-Bay-Hotels-Travel-Inn-Hotel.h794333.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "Everything was wonderful!! We loved the room and gorgeous views!! The Staff was very kind and helpful!" [](https://expedia.co.uk/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![The Hills Residence](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/e557289d_y.jpg) ### The Hills Residence 10/10 Excellent "Left my key in my room multiple times and staff was really chill about it and it’s close to everything." [](https://expedia.co.uk/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information) ![Baker's Suites](https://images.trvl-media.com/lodging/8000000/7750000/7741800/7741757/7b7d5aaa_y.jpg) ### Baker's Suites 10/10 Excellent "Very clean and friendly and great location. " [](https://expedia.co.uk/Simpson-Bay-Hotels-Bakers-Suites.h7741757.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 10/10 Excellent "Our first time in St. Martin and was so happy with staying here. It was clean and didn't feel like a hotel. Everyone was helpful that we met! We were there for 5 days. Kitchen was clean and so were all the dishes that were provided for us. I had brought dishwasher pods from home but found dishwasher detergent there so we just used what was provided. It was really nice. Beach was clean and although we didn't use the pool, that whole area seemed maintained and clean as well. Definitely will be recommending this place to anyone we know traveling there and probably will stay here again if we decide to come back!! " [](https://expedia.co.uk/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information) ## Find out more about Simpson Bay ## Simpson Bay Holiday Homes information | Number of reviews | 10 | | ----------------- | ---------------- | | Accommodation | 33 Holiday Homes | | Lowest Price | £75 | | Highest Price | £3,638 |