Vacation Rentals with Pool in Fort Amsterdam, Philipsburg: Compare 10+ Sites & Save

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155 Best Vacation Rentals with Pool in Fort Amsterdam (Starting from $72)

Divi Little Bay Beach Resort
Divi Little Bay Beach Resort
Resort
Fort Amsterdam, Philipsburg, Sint Maarten
0.3k from Fort Amsterdam center

Accommodations, Pools, Resorts, Parking, Spa, 4-star, Lodgings, Beach, Hot tubs

134 Bedrooms14 Guests
8.1

Very Good

156 reviews

$332
Average price / night
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Amazing 2-bedroom vacation home with pool
Amazing 2-bedroom vacation home with pool
House
Sint Maarten (Dutch part)
1.1k from Fort Amsterdam center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms5 Guests
New to Booking
$300
Average price / night
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Villas on Great Bay VILLA FOXIE
Villas on Great Bay VILLA FOXIE
Villa
Fort Amsterdam, Philipsburg, Sint Maarten
1.3k from Fort Amsterdam center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

2 Bedrooms6 Guests
9.8

Exceptional

24 reviews

$325
Average price / night
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THE VILLAS ON GREAT BAY, Villa LAVINIA #9
THE VILLAS ON GREAT BAY, Villa LAVINIA #9
House
Philipsburg, Sint Maarten (Dutch part)
1.3k from Fort Amsterdam center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

2 Bedrooms6 Guests
9.5

Superb

13 reviews

$175
Average price / night
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Ocean Dream
Ocean Dream
Villa
Koolbaai, Sint Maarten (Dutch part)
1.6k from Fort Amsterdam center

Oceanfront, Air Conditioner, Ocean View, Balcony/Terrace, Entertainment, Guest Services, Internet

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$382
Average price / night
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The Black Palm
The Black Palm
Apartment
Philipsburg, Sint Maarten (Dutch part)
1.6k from Fort Amsterdam center

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

12 Bedrooms24 Guests
9.0

Fabulous

73 reviews

$290
Average price / night
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condostmaarten by the sea -Adults Only-
condostmaarten by the sea -Adults Only-
Apartment
Koolbaai, Sint Maarten (Dutch part)
1.7k from Fort Amsterdam center

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

12 Bedrooms24 Guests
9.5

Superb

127 reviews

$198
Average price / night
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Villa Fleur De Mer Sint Maarten
Villa Fleur De Mer Sint Maarten
Villa
Upper Princeʼs Quarter, Sint Maarten (Dutch part)
2.0k from Fort Amsterdam center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

3 Bedrooms4 Guests
8.0

Good

1 reviews

$332
Average price / night
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Blue Sanctuary
Blue Sanctuary
Villa
Koolbaai, Sint Maarten (Dutch part)
2.1k from Fort Amsterdam center

Wellness Facilities, Entertainment, Restaurant, Ocean View, Parking, Air Conditioner, Spa

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$575
Average price / night
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4Bed Condo - Sleeps 8 - Pool Bbq Views Parking
4Bed Condo - Sleeps 8 - Pool Bbq Views Parking
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.1k from Fort Amsterdam center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$382
Average price / night
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Vista Azul
Vista Azul
Apartment
Little Bay, Sint Maarten (Dutch part)
2.1k from Fort Amsterdam center

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

2 Bedrooms4 Guests
New to Booking
$226
Average price / night
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Island Style Rental
Island Style Rental
House
Little Bay, Sint Maarten (Dutch part)
2.2k from Fort Amsterdam center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$85
Average price / night
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Point Blanche Ocean Loft
Point Blanche Ocean Loft
Apartment
Philipsburg, Sint Maarten (Dutch part)
2.3k from Fort Amsterdam center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$99
Average price / night
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2 Bedroom Dream Cottage-Point Blanche
2 Bedroom Dream Cottage-Point Blanche
House
Philipsburg, Sint Maarten (Dutch part)
2.8k from Fort Amsterdam center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$170
Average price / night
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Designer Condo - Sleeps 6 with Sauna
Designer Condo - Sleeps 6 with Sauna
Apartment
Lowlands, Sint Maarten (Dutch part)
3.1k from Fort Amsterdam center

Apartments, Accommodations, Parking, Lodgings, Hot tubs, Places to stay, Condos

2 Bedrooms5 Guests
New to Booking
$445
Average price / night
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Hiltop1 bedroom Apartment
Hiltop1 bedroom Apartment
Apartment
Philipsburg, Sint Maarten (Dutch part)
3.2k from Fort Amsterdam center

Air Conditioner, Balcony/Terrace, Security/Safety, Parking, Internet, Pool, Transportation/Shuttle

3 Bedrooms4 Guests
New to Booking
$135
Average price / night
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Cozy Retreat With Stunning View
Cozy Retreat With Stunning View
Apartment
Philipsburg, Sint Maarten (Dutch part)
3.2k from Fort Amsterdam center

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

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$72
Average price / night
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Moonstone, private room in Villa Casa Blue pool sea view
Moonstone, private room in Villa Casa Blue pool sea view
Villa
Koolbaai, Sint Maarten (Dutch part)
3.2k from Fort Amsterdam center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

1 Bedroom2 Guests
8.4

Very Good

9 reviews

$136
Average price / night
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Simpson Bay Yatch Club 2 Bedrooms
Simpson Bay Yatch Club 2 Bedrooms
Apartment
Simpson Bay, Sint Maarten (Dutch part)
3.3k from Fort Amsterdam center

Transportation/Shuttle, Oceanfront, Air Conditioner, Balcony/Terrace, View, Tv, Bar

2 Bedrooms4 Guests
New to Booking
$300
Average price / night
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The Hills Residence
The Hills Residence
Apartment
Simpson Bay, Sint Maarten (Dutch part)
3.4k from Fort Amsterdam 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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Puerta al Mar
Puerta al Mar
House
Simpson Bay, Sint Maarten (Dutch part)
3.4k from Fort Amsterdam center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$805
Average price / night
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La Villa Salee
La Villa Salee
Villa
Simpson Bay, Sint Maarten (Dutch part)
3.4k from Fort Amsterdam center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

8 Bedrooms16 Guests
New to Booking
$3509
Average price / night
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Pelican Pearl
Pelican Pearl
Apartment
Simpson Bay, Sint Maarten (Dutch part)
3.4k from Fort Amsterdam center

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

1 Bedroom2 Guests
8.6

Fabulous

21 reviews

$127
Average price / night
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Sunset Heaven Villa
Sunset Heaven Villa
Villa
Fort Amsterdam, Philipsburg, Sint Maarten
3.4k from Fort Amsterdam center

Air Conditioner, Internet, Pool, Parking, Balcony/Terrace, Child Friendly

3 Bedrooms6 Guests
New to Booking
$400
Average price / night
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Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
Villa
Fort Amsterdam, Philipsburg, Sint Maarten
3.4k from Fort Amsterdam center

Internet, Air Conditioner, Balcony/Terrace, Pool, Parking, Child Friendly

3 Bedrooms6 Guests
New to Booking
$725
Average price / night
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Oceanfront Villa
Oceanfront Villa
Villa
Simpson Bay, Sint Maarten (Dutch part)
3.5k from Fort Amsterdam center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$450
Average price / night
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Charming 3BR Villa w Private Pool in Pelican Key
Charming 3BR Villa w Private Pool in Pelican Key
Villa
Simpson Bay, Sint Maarten (Dutch part)
3.5k from Fort Amsterdam center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$571
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 Vacation Rentals with Pool in Fort Amsterdam.

Where to stay in Fort Amsterdam? Best neighborhoods & areas

Fort Amsterdam Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 155 verified vacation rentals with a pool in Fort Amsterdam. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Fort Amsterdam vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $72 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Fort Amsterdam offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Fort Amsterdam welcome pets. Currently, 6 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Fort Amsterdam often include additional outdoor features such as Pool, Internet, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Fort Amsterdam offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.