Compare Simpson Bay Villa Deals

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Featured Villas in Simpson Bay

Oceanfront amazing 2 BR Villa - 2 min from the beach

Oceanfront amazing 2 BR Villa - 2 min from the beach

Beacon Hill
This villa offers a water park, an outdoor pool, and laundry facilities. Transportation is made easy with limo/town car service. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this beach villa include local meal delivery service, barbecue grills, and a garden.
Pool
Kitchen
4 bedroom Pelican Key Private Luxury Villa, Panoramic View Of The Caribbean Sea

4 bedroom Pelican Key Private Luxury Villa, Panoramic View Of The Caribbean Sea

Cole Bay Sint Maarten
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 laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
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!!

Beacon Hill
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Pool
Kitchen
ALMA - DIRECT BEACH ACCESS 4 BR VILLA

ALMA - DIRECT BEACH ACCESS 4 BR VILLA

Beacon Hill
This villa offers a water park, an outdoor pool, and laundry facilities. Transportation is made easy with limo/town car service. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Pool
Kitchen
PELIKAAN SUNSET – Luxury, Zen & Fun with Ocean Views

PELIKAAN SUNSET – Luxury, Zen & Fun with Ocean Views

Cole Bay
At this villa, guests enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly villa include laundry facilities and barbecue grills.
Pool
Hot Tub
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste on the Ocean

One Hundred Million Dollar Yacht On Land 5 star Villa Namaste on the Ocean

St Maarten
Guests staying at this villa enjoy an outdoor pool, laundry facilities, and local meal delivery service. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this beach villa include a garden and barbecue grills.
Pool
Kitchen
Cliff House

Cliff House

3.5 out of 5
Beacon Hill Road, Beacon Hill Simpson Bay
An outdoor pool and free WiFi in public areas are features at this villa.
Pool
Kitchen
Charming 2-bedroom villa with AC, WiFi, stunning ocean views

Charming 2-bedroom villa with AC, WiFi, stunning ocean views

Koolbaai
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
BEACHFRONT DESIGN VILLA

BEACHFRONT DESIGN VILLA

Beacon Hill Sint Maarten
This villa offers a water park, an outdoor pool, and a terrace. Transportation is made easy with limo/town car service. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this beach villa include laundry facilities, local meal delivery service, and a garden.
Pool
Kitchen
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See all available properties in Simpson Bay
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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
    8.8/10 Excellent! (1,927 reviews)
    Simpson Bay Resort, Marina & Spa

    Simpson Bay Resort, Marina & Spa

    Billy Folly Road 37 Simpson Bay
    $356 nightly
    The price is $371 total per night from Jan 25 to Jan 26
    $371 total
    Jan 25 - Jan 26
    Total with taxes and fees
    8.8/10 Excellent! (1,558 reviews)
    Hilton Vacation Club Flamingo Beach St. Maarten

    Hilton Vacation Club Flamingo Beach St. Maarten

    Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
    $360 nightly
    The price is $378 total per night from Jan 25 to Jan 26
    $378 total
    Jan 25 - Jan 26
    Total with taxes and fees
    9/10 Wonderful! (1,396 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
43 Villas
Lowest Price
$371
Highest Price
$378
Popular accommodation
Oceanfront amazing 2 BR Villa - 2 min from the beach, 4 bedroom Pelican Key Private Luxury Villa, Panoramic View Of The Caribbean Sea, 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!, ALMA - DIRECT BEACH ACCESS 4 BR VILLA, PELIKAAN SUNSET – Luxury, Zen & Fun with Ocean Views, One Hundred Million Dollar Yacht On Land 5 star Villa Namaste on the Ocean, Cliff House, Charming 2-bedroom villa with AC, WiFi, stunning ocean views, BEACHFRONT DESIGN VILLA