Middle Region Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Aug 4 - Aug 8

    Princess Heights Luxury Boutique Condo Hotel + Flight

    Oyster Pond
    4 nights
    3.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    "The location of the stay was in the hills of Sint Marrten. A very unique experience for us. Did not like the 'heights' of all the hills, but did enjoy the spacious condo and ocean views at Princes Heights. The kitchenette was small, but the views and balcony size were wonderful. Absolutely did not like Dawn beach, was over powdered by seaweed/moss and a terrible stench. Had to travel Marigot and Philipsburg to the Caribbean sea to achieve what we came to St Martin for. Thanks"
    Reviewed May 30, 2026
    Roundtrip Atlanta (ATL) - Saint Martin (SXM)
    ATL - SXM1 stop SXM - ATL1 stop
    $1,086
    $748
    per traveler
    found 1 day ago
    Princess Heights Luxury Boutique Condo Hotel
  • Aug 11 - Aug 16

    The Villas at Simpson Bay Resort + Flight

    Pelican Key
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,406 reviews)
    "Overall nice visit"
    Reviewed May 30, 2026
    Roundtrip New York (EWR) - Saint Martin (SXM)
    EWR - SXM1 stop SXM - EWR1 stop
    $2,157
    $1,052
    per traveler
    found 2 hours ago
    The Villas at Simpson Bay Resort
  • Aug 12 - Aug 16

    Simpson Bay Resort, Marina & Spa + Flight

    Pelican Key
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,762 reviews)
    "Hotel is basically a subdivision with its own convenience store and multiple restaurants. Hotel is in prime location with nearby restaurants, shopping, entertainment and excursions that’s within walking distance. Room layout is more apartment than hotel. Cons: Concierge/activity staff were not helpful. They give you an envelope of useful excursions, hotel activities and information, but does not assist in booking. You have to do it yourself or find other alternatives as some activity brochure..."
    Reviewed May 30, 2026
    Roundtrip Atlanta (ATL) - Saint Martin (SXM)
    ATL - SXM1 stop SXM - ATL1 stop
    Save 100% on your flight
    $1,610
    $902
    per traveler
    found 1 day ago
    Simpson Bay Resort, Marina & Spa
  • Aug 4 - Aug 8

    Panorama Residences at Monte Vista + Flight

    Point Blanche
    4 nights
    4.5 star property
    9.6/10 - Exceptional (61 reviews)
    "Our host Nicky was an amazing help. She made my stay feel nothing but amazing, from communicating, to any help needed and made my stay feel like I’m at home. I’d definitely recommend staying here if you want to be away from where mostly everyone stays when they travel to St. Maarten. Besides that the view was amazing, the complimentary snacks and beautiful touches in the unit. I will definitely return here again when I come back to St Maarten"
    Reviewed May 21, 2026
    Roundtrip Atlanta (ATL) - Saint Martin (SXM)
    ATL - SXM1 stop SXM - ATL1 stop
    $1,554
    $1,043
    per traveler
    found 1 day ago
    Panorama Residences at Monte Vista
  • Aug 4 - Aug 8

    Sonesta Ocean Point All Inclusive, Adults Only Resort + Flight

    Lowlands
    4 nights
    5.0 star property
    8.8/10 - Excellent (1,000 reviews)
    "Amazing property"
    Reviewed May 29, 2026
    Roundtrip Atlanta (ATL) - Saint Martin (SXM)
    ATL - SXM1 stop SXM - ATL1 stop
    $2,755
    $1,932
    per traveler
    found 1 day ago
    Sonesta Ocean Point All Inclusive, Adults Only Resort

Middle Region Hotel Deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
$353 nightly
The price is $367 total per night from Jun 18 to Jun 19
$367 total
Jun 18 - Jun 19
Total with taxes and fees
9/10 Wonderful! (2,185 reviews)
"The staff were very helpful and attentive. We booked a beach view but had more of the pool and above the bar restaurant, which got a bit noisy at times, but pleasant some nights as we listened to performers from our balcony. Transportation was easy to get but pricey. Recommend keeping cash. St. Maarten ..."

Reviewed on May 30, 2026

The Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
$407 nightly
The price is $424 total per night from Jun 2 to Jun 3
$424 total
Jun 2 - Jun 3
Total with taxes and fees
8/10 Very Good! (2,954 reviews)
"complain was there was no good beers at the hotel only coors light and some other one but that was it."

Reviewed on May 30, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
$228 nightly
The price is $239 total per night from Jun 15 to Jun 16
$239 total
Jun 15 - Jun 16
Total with taxes and fees
9/10 Wonderful! (1,762 reviews)
"Hotel is basically a subdivision with its own convenience store and multiple restaurants. Hotel is in prime location with nearby restaurants, shopping, entertainment and excursions that’s within walking distance. Room layout is more apartment than hotel. Cons: Concierge/activity staff were not helpful. ..."

Reviewed on May 30, 2026

Simpson Bay Resort, Marina & Spa
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.