The 10 best vacation rentals in Simpson Bay, St. Maarten | Booking.com
Skip to main content

Vacation Rentals in Simpson Bay

Find the vacation rentals that appeal to you the most

The best vacation rentals in Simpson Bay

Check out our selection of great vacation rentals in Simpson Bay

Most booked vacation rentals in Simpson Bay and surrounding area in the past month

See all

Enjoy breakfast in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 158 reviews

    Mullet Bay Suites - Your Luxury Stay Awaits in Cupecoy provides adults-only accommodations with pool with a view, a fitness center, and a garden.

    From $279.83 per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 5 reviews

    Featuring a garden, Luxurious 1 bedroom Apt with pool in Simpson Bay offers accommodations in Koolbaai. This property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 3 reviews

    The air-conditioned accommodation is a 4-minute walk from Kim Sha Beach. There's a sun terrace and guests can use free Wifi and free private parking.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Providing a garden, OASIS Penthouse with private garden & shared pool provides accommodations in Koolbaai. This property offers access to a balcony, free private parking, and free Wifi.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 3 reviews

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, The luxe 1 bedroom apartment features accommodations in Koolbaai with a garden.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 2 reviews

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, Blue Sky 2 bedr apartment with pool in Simpson bay features accommodations in Koolbaai with a garden.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Blue Sky 1 bedroom apartment in Simpson Bay offers accommodations in Koolbaai, a 4-minute walk from Kim Sha Beach. This property offers a private pool, free Wifi, and free private parking.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, Blue Sky apartment with lagoon view features accommodations in Koolbaai with a garden.

Highly rated vacation rentals in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 9 reviews

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, 1 bedroom apt with pool in Simpson Bay features accommodations in Koolbaai with a garden.

    From $205.41 per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 125 reviews

    Diamond Gem Residence features rooms in Koolbaai. There's a private entrance at the guest house for the convenience of those who stay.

    From $97.20 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 31 reviews

    This property offers access to a balcony, free private parking, and free Wifi.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 125 reviews

    Condostmaarten by the sea -Adults Only- features air-conditioned accommodations in Koolbaai. This beachfront property offers access to a balcony, free private parking, and free Wifi.

    From $430 per night
  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 5 reviews

    This property offers access to a balcony, free private parking, and free Wifi. The accommodation offers a shuttle service, while a car rental service is also available.

    From $208.47 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 108 reviews

    A comfortable apartment a short distance from Nettle Bay Beach, Superbe studio Dolce Vita vue mer plage piscine offers a base for a stress-free holiday in Marigot.

    From $140.04 per night
  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 52 reviews

    A comfortable apartment near Nettle Bay Beach, Appartement PIEDS DANS L'EAU VUE MER ACCES PLAGE ET PISCINE offers a base for a relaxing stay in Marigot.

    From $123.32 per night
  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 87 reviews

    A 1-minute walk from Nettle Bay Beach in Baie Nettle, Lagoon Terrace grand studio provides accommodations with access to an open-air bath.

These vacation rentals in Simpson Bay and nearby have options with free cancellation

  • Ti Koala

    Baie Nettle
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 102 reviews

    Providing quiet street views, Ti Koala in Baie Nettle provides accommodations and a bar. Offering a family-friendly restaurant, the property also has a private beach area and pool with a view.

    From $194.38 per night
  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 29 reviews

    Just a 6-minute walk from Mullet Bay Beach and 0.6 miles from Cupecoy Beach, Convenient Studio Apt Near Airport, Beaches & Food features accommodations in Cupecoy with a garden.

  • Fraicheur Des Caraibes

    Marigot
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 31 reviews

    Fraicheur Des Caraibes offers accommodations in Marigot, a 3-minute walk from Baie de la Potence Beach. This beachfront property offers access to free Wifi and free private parking.

    From $173.06 per night
  • The Castle

    Philipsburg
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 109 reviews

    The Castle is a recently renovated apartment in Philipsburg near Great Bay Beach.

    From $129.60 per night
  • Featuring complimentary private parking, Cozy apartment with garden in La Savane 75 m² mountain view is a 17-minute walk from Grand Case Beach.

    From $330.03 per night
  • Featuring free private parking, Charming Apartment in La Savane - 65 m² - Terrace with View is a 18-minute walk from Grand Case Beach. The property provides barbecue facilities and outdoor furniture.

    From $318.29 per night
  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Charming Apartment in La Savane, 65 sqm with Terrace offers accommodations in Happy Bay, a 17-minute walk from Grand Case Beach. The apartment features both Wifi and private parking free of charge.

    From $330.03 per night
  • Offering an outdoor swimming pool, Spacious villa with sea view in Saint Martin + private pool. Offers accommodations in Les Terres Basses.

    From $3,699.67 per night

Vacation Rentals That Guests Love in Simpson Bay

See all