Compare Simpson Bay Villa Deals

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Featured Villas in Simpson Bay

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

Guests of this villa enjoy features like an outdoor pool, a gym, and a garden. Friendly staff can provide concierge services, and also offer advice about sightseeing. This beach villa also has barbecue grills.
Pool
Outdoor Space
Beach Front Villa in cupecoy

Beach Front Villa in cupecoy

Guests of this villa enjoy features like an outdoor pool, a gym, and local meal delivery service. Transportation is made easy with limo/town car service. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Pool
Free WiFi
Villa Pinel Beach front property , Sea View Villa , heated swimming pool ,beach

Villa Pinel Beach front property , Sea View Villa , heated swimming pool ,beach

Guests of this villa enjoy features like an outdoor pool, a gym, and local meal delivery service. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this beach villa include a living plant wall, a water dispenser, and a garden.
Pool
Breakfast available
Stunning & Secluded Waterfront w/Beach and Club Access, Gym

Stunning & Secluded Waterfront w/Beach and Club Access, Gym

Guests staying at this villa can enjoy an outdoor pool, barbecue grills, and a garden. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!

Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!

Guests staying at this villa can enjoy an outdoor pool, a garden, and barbecue grills.
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

Guests of this villa enjoy features like an outdoor pool, a spa tub, and local meal delivery service. Other amenities at this beach villa include barbecue grills and a garden.
Hot Tub
Pet friendly
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!

3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!

Guests staying at this villa have access to barbecue grills and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Pool
Breakfast available
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea

Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea

Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Outdoor Space
Villa in Orient Bay

Villa in Orient Bay

Guests staying at this villa have access to a garden and barbecue grills.
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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.

Hotel Options in Simpson Bay

    The Morgan Resort Spa Village

    The Morgan Resort Spa Village

    2 Beacon Hill Road, Simpson Bay
    The price is $260 per night from May 20 to May 21
    $260
    per night
    May 20 - May 21
    9/10 Wonderful! (1,124 reviews)
    The Villas at Simpson Bay Resort

    The Villas at Simpson Bay Resort

    Billy Folly Road No. 37A, Simpson Bay
    The price is $265 per night from May 7 to May 8
    $265
    per night
    May 7 - May 8
    9/10 Wonderful! (1,005 reviews)
    Simpson Bay Resort, Marina & Spa

    Simpson Bay Resort, Marina & Spa

    Billy Folly Road 37, Simpson Bay
    The price is $200 per night from May 15 to May 16
    $200
    per night
    May 15 - May 16
    8.6/10 Excellent! (1,000 reviews)

Luxury Villas

Book luxury villas in Simpson Bay
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Simpson Bay. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Simpson Bay, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Simpson Bay
You won’t have a problem finding your own space in Simpson Bay. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Simpson Bay on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Simpson Bay rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Simpson Bay Villas essential information

Accommodation
454 Villas
Lowest Price
$200
Highest Price
$265
Popular accommodation
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site , Beach Front Villa in cupecoy, Villa Pinel Beach front property , Sea View Villa , heated swimming pool ,beach, Stunning & Secluded Waterfront w/Beach and Club Access, Gym, Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!, Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach, 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!, Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea, Villa in Orient Bay

Villas in Simpson Bay

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