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  1. The Villas at Simpson Bay Beach Resort and Marina

    Simpson Bay
    Free Cancellation
    49% off
    Price was $211Price is now $107
    per night
    $129 total
    Includes taxes & fees
    More information about The Villas at Simpson Bay Beach Resort and Marina, Opens in a new window
  2. Simpson Bay Resort, Marina & Spa

    Pelican Key
    Free Cancellation
    We have 7 left at 49% off at
    Price was $189Price is now $97
    per night
    $116 total
    Includes taxes & fees
    More information about Simpson Bay Resort, Marina & Spa, Opens in a new window
  3. Baker's Suites

    Simpson Bay
    We have 5 left at 5% off at
    Price was $115Price is now $109
    per night
    $131 total
    Includes taxes & fees
    More information about Baker's Suites, Opens in a new window
  4. Commodore Suites

    Simpson Bay
    We have 4 left at
    Price was $167Price is now $149
    per night
    $178 total
    Includes taxes & fees
    More information about Commodore Suites, Opens in a new window
  5. Mary's Boon Beach Resort & Spa

    Simpson Bay
    We have 1 left at
    Price is $95
    per night
    $114 total
    Includes taxes & fees
    More information about Mary's Boon Beach Resort & Spa, Opens in a new window
  6. Tradewinds at Simpson Bay

    Entire apartment
    Simpson Bay
    Free Cancellation
    We have 1 left at
    Price is $100
    per night
    $120 total
    Includes taxes & fees
    More information about Tradewinds at Simpson Bay, Opens in a new window
  7. Azure Hotel and Art Studio

    Simpson Bay
    Free Cancellation
    We have 1 left at 20% off at
    Price was $112Price is now $90
    per night
    $113 total
    Includes taxes & fees
    More information about Azure Hotel and Art Studio, Opens in a new window
  8. Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham

    Simpson Bay
    Price was $177Price is now $143
    per night
    $183 total
    Includes taxes & fees
    More information about Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham, Opens in a new window
  9. The Horny Toad Guesthouse

    Entire apartment
    Simpson Bay
    We have 1 left at
    Price is $149
    per night
    $198 total
    Includes taxes & fees
    More information about The Horny Toad Guesthouse, Opens in a new window
  10. Travel Inn Hotel

    Simpson Bay
    Free Cancellation
    We have 2 left at 15% off at
    Price was $99Price is now $84
    per night
    $94 total
    Includes taxes & fees
    More information about Travel Inn Hotel, Opens in a new window
  11. Simpson Bay Suites

    Simpson Bay
    Free Cancellation
    We have 2 left at 20% off at
    Price was $135Price is now $108
    per night
    $121 total
    Includes taxes & fees
    More information about Simpson Bay Suites, Opens in a new window
  12. Yacht C'est La Sea, on the bay in Simpson Bay

    Entire house boat
    3 bedrooms, 2 bathrooms
    Simpson Bay
    Price is $99
    per night
    $123 total
    Includes taxes & fees
    More information about Yacht C'est La Sea, on the bay in Simpson Bay, Opens in a new window
  13. Sleeps 5 Ppl. Directly ON Beach, no Walk Necessary; Gated w Underground Parking!

    Entire apartment
    2 bedrooms, 3 bathrooms
    Simpson Bay
    Price is $329
    per night
    $440 total
    Includes taxes & fees
    More information about Sleeps 5 Ppl. Directly ON Beach, no Walk Necessary; Gated w Underground Parking!, Opens in a new window
  14. Sint Maarten 2 Bedroom Simpson bay Yatch Club

    Entire apartment
    2 bedrooms, 2 bathrooms
    Beacon Hill
    Price is $296
    per night
    $458 total
    Includes taxes & fees
    More information about Sint Maarten 2 Bedroom Simpson bay Yatch Club, Opens in a new window
  15. Large Ocean Studio on Maho Beach

    Entire home
    1 bedroom, 1 bathroom
    Beacon Hill
    Price is $155
    per night
    $229 total
    Includes taxes & fees
    More information about Large Ocean Studio on Maho Beach, Opens in a new window
  16. Comfortable Maho Beach Studio

    Entire home
    1 bedroom, 1 bathroom
    Beacon Hill
    Price is $125
    per night
    $190 total
    Includes taxes & fees
    More information about Comfortable Maho Beach Studio, Opens in a new window
  17. Princess Port de Plaisance

    Cole Bay, 0.91 mi from Simpson Bay
    Free Cancellation
    Reserve now, pay later
    Price is $122
    per night
    $128 total
    Includes taxes & fees
    More information about Princess Port de Plaisance, Opens in a new window
  18. Carls Unique Inn

    Cole Bay, 0.95 mi from Simpson Bay
    Free Cancellation
    Reserve now, pay later
    We have 7 left at
    Price is $81
    per night
    $99 total
    Includes taxes & fees
    More information about Carls Unique Inn, Opens in a new window
  19. Sonesta Ocean Point All Inclusive, Adults Only Resort

    1.59 mi from Simpson Bay
    Free Cancellation
    Reserve now, pay later
    40% off
    Price was $686Price is now $412
    per night
    $498 total
    Includes taxes & fees
    More information about Sonesta Ocean Point All Inclusive, Adults Only Resort, Opens in a new window
  20. Sonesta Maho Beach All Inclusive Resort Casino & Spa

    1.6 mi from Simpson Bay
    Free Cancellation
    Reserve now, pay later
    40% off
    Price was $397Price is now $238
    per night
    $288 total
    Includes taxes & fees
    More information about Sonesta Maho Beach All Inclusive Resort Casino & Spa, Opens in a new window