Vacation rentals in Simpson Bay

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Popular amenities for Simpson Bay vacation rentals

Stay near Simpson Bay's top sights

Simpson Bay Yacht Club6 locals recommend
Kim Sha Beach10 locals recommend
Mary's Boon Beach Resort & Spa8 locals recommend
Sunset Bar and Grill29 locals recommend
Sonesta Maho Beach Resort, Casino & Spa6 locals recommend
Buccaneer Beach Bar24 locals recommend

Quick stats about vacation rentals in Simpson Bay

  • Total rentals

    320 properties

  • Nightly prices starting at

    $20 before taxes and fees

  • Total number of reviews

    8.5K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    210 properties have a pool

Frequently Asked Questions

  • How is the weather in Simpson Bay?

    Simpson Bay enjoys a tropical climate with temperatures typically ranging between 77°F and 88°F (25°C and 31°C). Showers occur throughout the year, with hurricane season from June to November.

  • What are some of the best things to do in Simpson Bay?

    Popular activities in Simpson Bay include exploring Kim Sha Beach, visiting the local outdoor markets, or embarking on a boat tour. The area also has a reputation for its diving and snorkeling opportunities.

  • What is the best time of year to visit Simpson Bay?

    The most frequented time to visit Simpson Bay is from December to April, during the dry season. The St. Maarten Heineken Regatta in March, a world-renowned sailing event, attracts many visitors.

  • What are the best places to stay in Simpson Bay?

    Simpson Bay is known for its luxury resorts located along the waterfront. Pelican Key and Beacon Hill are often recommended neighborhoods, both offering a range of accommodations close to beaches and dining spots.

  • What are the best places to visit in Simpson Bay?

    Visitors often explore Kim Sha Beach, the Simpson Bay Fish Market, and St. Maarten Nectar. There's also the Seaside Nature Park, perfect for families and nature lovers alike.

  • What are some hiking trails in Simpson Bay?

    While Simpson Bay itself doesn't have many hiking trails, nearby areas offer options. The Guana Bay Trail and the Sentry Hill Zip Line Adventure are both within 16km of Simpson Bay and provide stunning views of the surrounding area.

  • What are some family activities to do in Simpson Bay?

    Families can enjoy a trip to the Seaside Nature Park for animal encounters and beach time, visit the Carousel Gelateria and Bar for a sweet treat, or embark on a snorkeling adventure in the clear waters of Simpson Bay.

  • What are some of the best day trip ideas in Simpson Bay?

    Day trips from Simpson Bay often include visiting the nearby island of Anguilla, exploring the French side of the island at Marigot, or taking a boat tour to the uninhabited island of Prickly Pear for some solitude.

  • Are there family-friendly vacation rentals in Simpson Bay?

    Simpson Bay has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Simpson Bay have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.

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