Owner Direct Oceanfront Rentals in Simpson Bay

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104 Simpson Bay Oceanfront Rentals From $109

Want the sea right at your doorstep in Simpson Bay? Look through stunning oceanfront villas, coastal cottages, and boardwalk condos. Compare verified properties on Owner Direct to enjoy direct beach access and unhindered ocean views.

Tradewinds Apartments Simpson Bay
Tradewinds Apartments Simpson Bay
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.1k from Simpson Bay center

Apartments, Cheap, Accommodations, Pools, Lodgings, Vacation rentals, Beach, Places to stay, Family

12 Bedrooms30 Guests
9.3

Superb

168 reviews

$250
Average price / night
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Sunnydays Condo
Sunnydays Condo
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.2k from Simpson Bay center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Condos

2 Bedrooms4 Guests
New to Booking
$436
Average price / night
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Hilton Vacation Club Royal Palm St Maarten
Hilton Vacation Club Royal Palm St Maarten
Resort
Simpson Bay, Sint Maarten (Dutch part)
0.4k from Simpson Bay center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Hilton , 3-star, Lodgings

117 Bedrooms18 Guests
8.8

Fabulous

357 reviews

$225
Average price / night
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The Horny Toad Guest House
The Horny Toad Guest House
Apartment
Simpson Bay, Sint Maarten
0.6k from Simpson Bay center

Apartments, Accommodations, Parking, Serviced apartments, Lodgings, Vacation rentals, Beach, Places to stay, Self-catering

8 Bedrooms16 Guests
9.6

Exceptional

109 reviews

$344
Average price / night
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Paraiso in St Maarten- Steps away from Bars & Restaurants and Beach!
Paraiso in St Maarten- Steps away from Bars & Restaurants and Beach!
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.7k from Simpson Bay center

Parking, Ocean View, Guest Services, Internet, Balcony/Terrace, Barbecue/Outdoor Cooking, Security/Safety

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$369
Average price / night
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The Atrium Resort and Spa, Sint Maarten
The Atrium Resort and Spa, Sint Maarten
Resort
Simpson Bay, Sint Maarten (Dutch part)
0.8k from Simpson Bay center

Accessibility, Oceanfront, Laundry, Security/Safety, Pool, Child Friendly, Ocean View

66 Bedrooms12 Guests
8.5

Very Good

4 reviews

$175
Average price / night
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The Villas at Simpson Bay Resort
The Villas at Simpson Bay Resort
Resort
Simpson Bay, Sint Maarten (Dutch part)
0.8k from Simpson Bay center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, 5-star, Lodgings, Beach

249 Bedrooms15 Guests
8.3

Very Good

425 reviews

$402
Average price / night
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Simpson Bay Resort Marina & Spa
Simpson Bay Resort Marina & Spa
Resort
Simpson Bay, Sint Maarten (Dutch part)
0.8k from Simpson Bay center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, 5-star, Lodgings, Beach

406 Bedrooms20 Guests
8.2

Very Good

974 reviews

$389
Average price / night
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La Vista Resort
La Vista Resort
Resort
Simpson Bay, Sint Maarten
0.8k from Simpson Bay center

Cheap, Accommodations, Pools, Resorts, Parking, Lodgings, Places to stay, Family, Self-catering

50 Bedrooms36 Guests
8.9

Fabulous

261 reviews

$160
Average price / night
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3 Bedroom Condo in Simpson Bay
3 Bedroom Condo in Simpson Bay
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.9k from Simpson Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$320
Average price / night
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Blue Dream Apartments
Blue Dream Apartments
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.0k from Simpson Bay center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Self-catering

25 Bedrooms16 Guests
8.3

Very Good

724 reviews

$161
Average price / night
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Blue Sky 2 bedr apartment with pool in Simpson bay
Blue Sky 2 bedr apartment with pool in Simpson bay
Apartment
Koolbaai, Sint Maarten (Dutch part)
1.0k from Simpson Bay center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

2 Bedrooms4 Guests
7.5

Good

2 reviews

$219
Average price / night
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OASIS Penthouse with private garden & shared pool
OASIS Penthouse with private garden & shared pool
Apartment
Koolbaai, Sint Maarten (Dutch part)
1.0k from Simpson Bay center

Pet Friendly, Security/Safety, Barbecue/Outdoor Cooking, Internet, Ocean View, Pool, Parking

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$361
Average price / night
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OASIS deluxe 1 bedroom apartment with Pool
OASIS deluxe 1 bedroom apartment with Pool
Apartment
Koolbaai, Sint Maarten (Dutch part)
1.0k from Simpson Bay center

Security/Safety, Internet, Ocean View, Pool, Parking, Balcony/Terrace, Air Conditioner

1 Bedroom2 Guests
8.3

Very Good

3 reviews

$240
Average price / night
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Peace of Mind - Las Brisas
Peace of Mind - Las Brisas
Apartment
Sint Maarten (Dutch part)
1.1k from Simpson Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$431
Average price / night
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Cocos Bechfront Breeze
Cocos Bechfront Breeze
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.1k from Simpson Bay center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Beach, Places to stay

1 Bedroom1 Guest
New to Booking
$366
Average price / night
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Specious 2 bedroom in Pelican Key near the beach
Specious 2 bedroom in Pelican Key near the beach
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.1k from Simpson Bay center

Apartments, Accommodations, Parking, Spa, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.0

Fabulous

1 reviews

$220
Average price / night
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Hilton Vacation Club Flamingo Beach Sint Maarten
Hilton Vacation Club Flamingo Beach Sint Maarten
Resort
Simpson Bay, Sint Maarten (Dutch part)
1.1k from Simpson Bay center

Accommodations, Pools, Resorts, Parking, Romantic, Hilton , 3-star, Lodgings, Beach

240 Bedrooms32 Guests
8.5

Very Good

1029 reviews

$148
Average price / night
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The Hills Residence
The Hills Residence
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.2k from Simpson Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Hot tubs

66 Bedrooms152 Guests
8.8

Fabulous

196 reviews

$226
Average price / night
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The Hills Residence at Simpson Bay
The Hills Residence at Simpson Bay
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.2k from Simpson Bay center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Hot tubs, Places to stay, Family

43 Bedrooms96 Guests
6.0

Review score

1 reviews

$251
Average price / night
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Villa Cleavage
Villa Cleavage
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.2k from Simpson Bay center

Guest Services, Laundry, Ocean View, View, Sports/Activities, Balcony/Terrace, Internet

1 Bedroom3 Guests
8.4

Very Good

16 reviews

$109
Average price / night
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Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Simpson Bay.

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What makes our oceanfront rentals stand out?

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Simpson Bay. If you plan on staying in the Simpson Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Oceanfront Rentals in Simpson Bay

You can explore 104 verified oceanfront rentals in Simpson Bay. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Simpson Bay vary depending on the property size, exact beachfront location, and season. Rates typically start from around $109 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Simpson Bay offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it's helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Simpson Bay welcome pets. Currently, 18 listings allow pets, although policies can vary by property. It's recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Simpson Bay often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.