Oceanfront Rentals in Simpson Bay Beach, Simpson Bay: Compare 10+ Sites & Save

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104 Best Oceanfront Rentals in Simpson Bay Beach (Starting from $109)

Cocos Bechfront Breeze
Cocos Bechfront Breeze
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.3k from Simpson Bay Beach 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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The Horny Toad Guest House
The Horny Toad Guest House
Apartment
Simpson Bay Beach, Simpson Bay, Sint Maarten
0.4k from Simpson Bay Beach 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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Sunnydays Condo
Sunnydays Condo
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.7k from Simpson Bay Beach 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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Tradewinds Apartments Simpson Bay
Tradewinds Apartments Simpson Bay
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.9k from Simpson Bay Beach 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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Beacon Hill Hideaway Luxury Condo in Simpson Bay
Beacon Hill Hideaway Luxury Condo in Simpson Bay
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.1k from Simpson Bay Beach center

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

1 Bedroom6 Guests
New to Booking
$379
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)
1.2k from Simpson Bay Beach 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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SURFSONG VILLA-NEW LUXURY WATER FRONT VILLA-6 BEDS also available in 4 and 5 beds
SURFSONG VILLA-NEW LUXURY WATER FRONT VILLA-6 BEDS also available in 4 and 5 beds
Villa
Maho Reef, Sint Maarten (Dutch part)
1.3k from Simpson Bay Beach center

Internet, View, Air Conditioner, Ocean View, Pet Friendly, Oceanfront, Balcony/Terrace

6 Bedrooms12 Guests
New to Booking
$1574
Average price / night
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Ocean&airport view condo with pool&gym in Maho, walk to Maho Beach and Mullet Bay
Ocean&airport view condo with pool&gym in Maho, walk to Maho Beach and Mullet Bay
Apartment
Philipsburg, Sint Maarten (Dutch part)
1.4k from Simpson Bay Beach center

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

1 Bedroom2 Guests
8.5

Very Good

21 reviews

$109
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)
1.4k from Simpson Bay Beach 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)
1.4k from Simpson Bay Beach 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 Beach, Simpson Bay, Sint Maarten
1.4k from Simpson Bay Beach 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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Emerald Upscale Studio in Maho-Walking distance to beach
Emerald Upscale Studio in Maho-Walking distance to beach
Apartment
Maho Reef, Sint Maarten (Dutch part)
1.5k from Simpson Bay Beach center

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

1 Bedroom2 Guests
7.4

Good

9 reviews

$130
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)
1.5k from Simpson Bay Beach 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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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)
1.5k from Simpson Bay Beach 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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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)
1.6k from Simpson Bay Beach 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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Blue Dream Apartments
Blue Dream Apartments
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.6k from Simpson Bay Beach 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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The Morgan Resort Spa & Village
The Morgan Resort Spa & Village
Resort
Simpson Bay, Sint Maarten (Dutch part)
1.6k from Simpson Bay Beach center

Accommodations, Pools, Resorts, Parking, Spa, 4-star, Lodgings, Hot tubs, Places to stay

103 Bedrooms28 Guests
8.0

Good

677 reviews

$359
Average price / night
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Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway
Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway
Apartment
Maho Reef, Sint Maarten (Dutch part)
1.6k from Simpson Bay Beach center

Apartments, Accommodations, Pools, Parking, Spa, Pet-friendly, Lodgings, Vacation rentals, Beach

1 Bedroom4 Guests
7.1

Good

7 reviews

$273
Average price / night
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Maho Beach House - Modern 1 Bedroom Luxe
Maho Beach House - Modern 1 Bedroom Luxe
Apartment
Maho Reef, Sint Maarten (Dutch part)
1.7k from Simpson Bay Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Pet-friendly, Lodgings, Beach

1 Bedroom3 Guests
9.3

Superb

4 reviews

$244
Average price / night
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Sonesta Ocean Point Resort- All Inclusive - Adults Only
Sonesta Ocean Point Resort- All Inclusive - Adults Only
Resort
Maho Reef, Sint Maarten (Dutch part)
1.7k from Simpson Bay Beach center

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

129 Bedrooms10 Guests
8.2

Very Good

236 reviews

$459
Average price / night
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Oceanfront Escape At Aqua Mirage Condo!
Oceanfront Escape At Aqua Mirage Condo!
Apartment
Cupecoy, Sint Maarten (Dutch part)
1.7k from Simpson Bay Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Beach, Places to stay, Self-catering, Condos

1 Bedroom6 Guests
9.5

Superb

2 reviews

$244
Average price / night
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Maho Beach House - Premier 1-Bedroom, Oceanview Suite
Maho Beach House - Premier 1-Bedroom, Oceanview Suite
Apartment
Maho Reef, Sint Maarten (Dutch part)
1.7k from Simpson Bay Beach center

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

1 Bedroom3 Guests
9.0

Fabulous

1 reviews

$312
Average price / night
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Maho Beach House - Elegant 1 Bedroom, Beach Level
Maho Beach House - Elegant 1 Bedroom, Beach Level
Apartment
Maho Reef, Sint Maarten (Dutch part)
1.7k from Simpson Bay Beach center

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

1 Bedroom4 Guests
6.5

Good

2 reviews

$187
Average price / night
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Maho Beach House 1-Bedroom, Oceanfront Lifestyle
Maho Beach House 1-Bedroom, Oceanfront Lifestyle
Apartment
Maho Reef, Sint Maarten (Dutch part)
1.7k from Simpson Bay Beach center

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

1 Bedroom4 Guests
5.5

Review score

2 reviews

$270
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)
1.7k from Simpson Bay Beach 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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Hilton Vacation Club Flamingo Beach Sint Maarten
Hilton Vacation Club Flamingo Beach Sint Maarten
Resort
Simpson Bay, Sint Maarten (Dutch part)
1.7k from Simpson Bay Beach 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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Skyline Luxury 5 Star Condo
Skyline Luxury 5 Star Condo
Apartment
Simpson Bay Beach, Simpson Bay, Sint Maarten
1.7k from Simpson Bay Beach center

Apartments, Luxury, Cheap, Accommodations, Pools, 5-star, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$578
Average price / night
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Pro Tip:
VacationByOwnerRentals 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 Beach.

Where to stay in Simpson Bay Beach? Best neighborhoods & areas

Simpson Bay Beach Oceanfront Rentals on the Map

Frequently Asked Questions

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

Oceanfront rental prices in Simpson Bay Beach 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 Beach 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 Beach welcome pets. Currently, 26 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 Beach 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.