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The 10 Best Holiday Homes in Simpson Bay, Sint Maarten

Check out our pick of great holiday homes in Simpson Bay

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Located in Simpson Bay, 1.2 km from Kim Sha Beach and 2.2 km from Simpson Bay Beach, Ocean front villa, pool, private ocean snorkeling offers a private beach area and air conditioning. This beachfront property offers access to a terrace, free private parking and free WiFi. The pool features a pool bar and sea views.

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9.5
Exceptional
2 reviews
Price from
US$627.53
per night

Featuring air-conditioned accommodation with a patio, Hamaka condo a beachfront retreat on Simpson Bay Beach is located in Simpson Bay. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is set a few steps from Simpson Bay Beach.

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9.3
Superb
3 reviews

Boasting air-conditioned accommodation with a private pool, sea view and a balcony, Sunset Surf Villa Beacon Hill is situated in Simpson Bay. This beachfront property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 600 metres from Simpson Bay Beach.

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8
Very good
1 reviews
Price from
US$770.04
per night

2.8 km from Little Bay Beach in Koolbaai, Blue Sanctuary provides accommodation with access to a hot tub, spa facilities and fitness centre. This villa has a private pool, a garden, barbecue facilities, free WiFi and free private parking. Outdoor dining is also possible at the villa.

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10
Exceptional
1 reviews
Price from
US$639.95
per night

Featuring air-conditioned accommodation with a patio, Villa Casa Blue, between sky and ocean, Almond Grove is located in Koolbaai. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking.

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9
Superb
1 reviews
Price from
US$361.50
per night

The villa is fitted with 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. Guests can enjoy a meal on an outdoor dining area while overlooking the pool views. For added privacy, the accommodation features a private entrance.

Amazing views, clean and great owners and management

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8.9
Fabulous
19 reviews
Price from
US$135.25
per night

The villa is equipped with 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. Guests can enjoy a meal on an outdoor dining area while overlooking the mountain views. For added privacy, the accommodation features a private entrance.

Its a nice place. Up in the hills

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8
Very good
10 reviews
Price from
US$128.95
per night

Featuring air-conditioned accommodation with a private pool, Surfsong Villa- Luxury Water Front Villa for 12 is located in Maho Reef. Both free WiFi and parking on-site are available at the villa free of charge. The property is non-smoking and is set 800 metres from Simpson Bay Beach.

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9
Superb
1 reviews
Price from
US$1,468.95
per night

The villa comes with 3 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Guests can take in the views of the pool from the terrace, which also has outdoor furniture. For added privacy, the accommodation features a private entrance.

Honestly I loved pretty much everything about the property, however the comfortable beds and the pool and view were my absolute favorite.

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9.2
Superb
8 reviews
Price from
US$408.33
per night

Located in Maho Reef, 1.3 km from Maho Beach and 1.7 km from Mullet Bay Beach, Reflection Y 5 Star Villa offers air conditioning. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking. Outdoor dining is also possible at the villa.

The view was spectacular The rooms are so spacious Nice and clean

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9.2
Superb
6 reviews
Price from
US$408.33
per night

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes in Simpson Bay this month

Holiday homes that guests love in Simpson Bay

  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 52 reviews
    Hill’s Residence was in a great location with a great view of Simpson Bay lagoon. It was very clean and the air conditioning worked very well. The staff was super friendly and ready to help. We would definitely stay there again.
    Thuy
    Family with young children
  • Avg. price/night: US$152.50
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 404 reviews
    I loved everything really, the room was very spacious and very clean. Staff are very friendly. Loved the balcony space you can chill out during the day or evening with family and friends. The breakfast option is lovely and tastes really nice. I was very pleased with my stay 😊
    Kadeen
    Family with young children
  • Avg. price/night: US$199.50
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 148 reviews
    Very clean. Comfortable. Room well equipped. Spacious. Lovely pool
    Sylvia
    Family with young children
  • Avg. price/night: US$147.60
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 299 reviews
    Really helpful staff, we had a delayed flight and the sorted things for a very late arrival. Nice spacious room , very clean with good air-conditioning. Close to the restaurants and bars but quite peaceful
    Trevor
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 79 reviews
    The apartment was impressive, very clean and modern furniture.
    Reneyro
    Solo traveller
  • Avg. price/night: US$140
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 461 reviews
    Great location!!! Ms. Kay made sure we had everything we needed. Very clean and comfortable! We will be back!!
    Makeda.S
    Family with young children
  • Avg. price/night: US$248.10
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 984 reviews
    A big resort hotel with buildings spread out over a relatively big area. Pool areas, access to sea and a number of restaurants and bars. We had a very spacious room/suit. Well-equipped and very clean.
    Dan
    Group
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 79 reviews
    lovely property with pool and fantastic view right on the beach. Very clean well equipped apartments.
    Susan
    Solo traveller
  • Avg. price/night: US$174.88
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,068 reviews
    The rooms are great... very clean facilities. The kitchen was equipped with full appliances. The Beds are very comfortable, even the sofa bed.
    Kirah
    Family with young children
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 15 reviews
    The property was very spacious. It was very clean when I arrived and everything was as advertised. The host Romario was extremely accommodating and welcoming. Explained everything I needed to do/know and was always available to contact.
    Askew
    Solo traveller