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Philipsburg Vacation Rentals

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100 rentals in Philipsburg.
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Beautiful beachfront at The Villas On Great Bay, vacation rental in Philipsburg
Beautiful beachfront at The Villas On Great Bay, vacation rental in Philipsburg
Beautiful beachfront at The Villas On Great Bay, vacation rental in Philipsburg

Beautiful beachfront at The Villas On Great Bay

Rental Home
2 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Private Beachfront Villa 'FOXIE' 'The Villas on Great Bay'direct access beach, vacation rental in Philipsburg
Private Beachfront Villa 'FOXIE' 'The Villas on Great Bay'direct access beach, vacation rental in Philipsburg
Private Beachfront Villa 'FOXIE' 'The Villas on Great Bay'direct access beach, vacation rental in Philipsburg

Private Beachfront Villa 'FOXIE' 'The Villas on Great Bay'direct access beach

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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VistaRoyale - Private pool and breathtaking  view, vacation rental in Philipsburg
VistaRoyale - Private pool and breathtaking  view, vacation rental in Philipsburg
VistaRoyale - Private pool and breathtaking  view, vacation rental in Philipsburg

VistaRoyale - Private pool and breathtaking view

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beachfront Villa Lavinia #9 on Great Bay, vacation rental in Philipsburg
Beachfront Villa Lavinia #9 on Great Bay, vacation rental in Philipsburg
Beachfront Villa Lavinia #9 on Great Bay, vacation rental in Philipsburg

Beachfront Villa Lavinia #9 on Great Bay

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Villa - Best View in the Caribbean, vacation rental in Philipsburg
Luxury Villa - Best View in the Caribbean, vacation rental in Philipsburg
Luxury Villa - Best View in the Caribbean, vacation rental in Philipsburg

Luxury Villa - Best View in the Caribbean

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Villa Tropicale 1 Minute Walk To The Beach, vacation rental in Philipsburg
Villa Tropicale 1 Minute Walk To The Beach, vacation rental in Philipsburg
Villa Tropicale 1 Minute Walk To The Beach, vacation rental in Philipsburg

Villa Tropicale 1 Minute Walk To The Beach

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful beachfront at The Villas On Great Bay, vacation rental in Philipsburg
Beautiful beachfront at The Villas On Great Bay, vacation rental in Philipsburg
Beautiful beachfront at The Villas On Great Bay, vacation rental in Philipsburg

Beautiful beachfront at The Villas On Great Bay

Rental Home
2 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Private entire villa in Sint Maarten: Special pricing for 1st time clients***, vacation rental in Philipsburg
Private entire villa in Sint Maarten: Special pricing for 1st time clients***, vacation rental in Philipsburg
Private entire villa in Sint Maarten: Special pricing for 1st time clients***, vacation rental in Philipsburg

Private entire villa in Sint Maarten: Special pricing for 1st time clients***

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool., vacation rental in Philipsburg
Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool., vacation rental in Philipsburg
Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool., vacation rental in Philipsburg

Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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VILLA AMALIA... Spectacular cliffside villa overlooking Guana Bay, modern, elega, vacation rental in Philipsburg
VILLA AMALIA... Spectacular cliffside villa overlooking Guana Bay, modern, elega, vacation rental in Philipsburg
VILLA AMALIA... Spectacular cliffside villa overlooking Guana Bay, modern, elega, vacation rental in Philipsburg

VILLA AMALIA... Spectacular cliffside villa overlooking Guana Bay, modern, elega

Rental Home
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay, vacation rental in Philipsburg
Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay, vacation rental in Philipsburg
Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay, vacation rental in Philipsburg

Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Villa JASMINE in Guana Bay, vacation rental in Philipsburg
Villa JASMINE in Guana Bay, vacation rental in Philipsburg
Villa JASMINE in Guana Bay, vacation rental in Philipsburg

Villa JASMINE in Guana Bay

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Paradise can be yours!, vacation rental in Philipsburg
Paradise can be yours!, vacation rental in Philipsburg
Paradise can be yours!, vacation rental in Philipsburg

Paradise can be yours!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Casa Sunshine 10 Suite Escape - St. Martin, Caribbean, vacation rental in Philipsburg
Casa Sunshine 10 Suite Escape - St. Martin, Caribbean, vacation rental in Philipsburg
Casa Sunshine 10 Suite Escape - St. Martin, Caribbean, vacation rental in Philipsburg

Casa Sunshine 10 Suite Escape - St. Martin, Caribbean

Rental Home
10 bedrooms
10 bathrooms
Sleeps 20
Match: Sleeps
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Villa ALLAMANDA in Guana Bay, vacation rental in Philipsburg
Villa ALLAMANDA in Guana Bay, vacation rental in Philipsburg
Villa ALLAMANDA in Guana Bay, vacation rental in Philipsburg

Villa ALLAMANDA in Guana Bay

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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The Villas on Great Bay, Beachfront Villa 4, vacation rental in Philipsburg
The Villas on Great Bay, Beachfront Villa 4, vacation rental in Philipsburg
The Villas on Great Bay, Beachfront Villa 4, vacation rental in Philipsburg

The Villas on Great Bay, Beachfront Villa 4

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Villa Amalia, vacation rental in Philipsburg
Villa Amalia, vacation rental in Philipsburg
Villa Amalia, vacation rental in Philipsburg

Villa Amalia

Rental Home
6 bedrooms
14 bathrooms
Sleeps 12
Match: Sleeps
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The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms, vacation rental in Philipsburg
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms, vacation rental in Philipsburg
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms, vacation rental in Philipsburg

The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful Villa! Tamarind Hill Estates -  Rent as 2, 3, 4 or 5BR, vacation rental in Philipsburg
Beautiful Villa! Tamarind Hill Estates -  Rent as 2, 3, 4 or 5BR, vacation rental in Philipsburg
Beautiful Villa! Tamarind Hill Estates -  Rent as 2, 3, 4 or 5BR, vacation rental in Philipsburg

Beautiful Villa! Tamarind Hill Estates - Rent as 2, 3, 4 or 5BR

Rental Home
3 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only, vacation rental in Philipsburg
Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only, vacation rental in Philipsburg
Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only, vacation rental in Philipsburg

Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Stunning Ocean & Marina Views in Private Villa, Fiber WiFi+ 40ft Covered Terrace, vacation rental in Philipsburg
Stunning Ocean & Marina Views in Private Villa, Fiber WiFi+ 40ft Covered Terrace, vacation rental in Philipsburg
Stunning Ocean & Marina Views in Private Villa, Fiber WiFi+ 40ft Covered Terrace, vacation rental in Philipsburg

Stunning Ocean & Marina Views in Private Villa, Fiber WiFi+ 40ft Covered Terrace

Rental Home
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem, vacation rental in Philipsburg
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem, vacation rental in Philipsburg
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem, vacation rental in Philipsburg

Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Villa HIBISCUS in Guana Bay, vacation rental in Philipsburg
Villa HIBISCUS in Guana Bay, vacation rental in Philipsburg
Villa HIBISCUS in Guana Bay, vacation rental in Philipsburg

Villa HIBISCUS in Guana Bay

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem., vacation rental in Philipsburg
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem., vacation rental in Philipsburg
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem., vacation rental in Philipsburg

Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem.

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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1 Bdrm Condo with Superlative Views of St. Barts, vacation rental in Philipsburg
1 Bdrm Condo with Superlative Views of St. Barts, vacation rental in Philipsburg
1 Bdrm Condo with Superlative Views of St. Barts, vacation rental in Philipsburg

1 Bdrm Condo with Superlative Views of St. Barts

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Villa Leone Sint Maarten, vacation rental in Philipsburg
Villa Leone Sint Maarten, vacation rental in Philipsburg
Villa Leone Sint Maarten, vacation rental in Philipsburg

Villa Leone Sint Maarten

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dawn Beach Club---St.Maarten, vacation rental in Philipsburg
Dawn Beach Club---St.Maarten, vacation rental in Philipsburg
Dawn Beach Club---St.Maarten, vacation rental in Philipsburg

Dawn Beach Club---St.Maarten

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa, vacation rental in Philipsburg
6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa, vacation rental in Philipsburg
6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa, vacation rental in Philipsburg

6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa

Rental Home
6 bedrooms
9 bathrooms
Sleeps 14
Match: Sleeps
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DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO, vacation rental in Philipsburg
DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO, vacation rental in Philipsburg
DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO, vacation rental in Philipsburg

DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Villa Lavinia #9 , vacation rental in Philipsburg
Beachfront Villa Lavinia #9 , vacation rental in Philipsburg
Beachfront Villa Lavinia #9 , vacation rental in Philipsburg

Beachfront Villa Lavinia #9

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Oceanfront - Steps from the Beach!!!  Enjoy this beautiful Island!!, vacation rental in Philipsburg
Luxury Oceanfront - Steps from the Beach!!!  Enjoy this beautiful Island!!, vacation rental in Philipsburg
Luxury Oceanfront - Steps from the Beach!!!  Enjoy this beautiful Island!!, vacation rental in Philipsburg

Luxury Oceanfront - Steps from the Beach!!! Enjoy this beautiful Island!!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (A), vacation rental in Philipsburg
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (A), vacation rental in Philipsburg
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (A), vacation rental in Philipsburg

Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (A)

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Tribute Hotel and Residences, vacation rental in Philipsburg
Tribute Hotel and Residences, vacation rental in Philipsburg
Tribute Hotel and Residences, vacation rental in Philipsburg

Tribute Hotel and Residences

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Dawn Beach Club, St.Maarten - Ocean Front, vacation rental in Philipsburg
Dawn Beach Club, St.Maarten - Ocean Front, vacation rental in Philipsburg
Dawn Beach Club, St.Maarten - Ocean Front, vacation rental in Philipsburg

Dawn Beach Club, St.Maarten - Ocean Front

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Beachfront 6 BR Luxurious Villa JASMINE at Guana Bay Beach, vacation rental in Philipsburg
Beachfront 6 BR Luxurious Villa JASMINE at Guana Bay Beach, vacation rental in Philipsburg
Beachfront 6 BR Luxurious Villa JASMINE at Guana Bay Beach, vacation rental in Philipsburg

Beachfront 6 BR Luxurious Villa JASMINE at Guana Bay Beach

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Villa ORCHID in Guana Bay, vacation rental in Philipsburg
Villa ORCHID in Guana Bay, vacation rental in Philipsburg
Villa ORCHID in Guana Bay, vacation rental in Philipsburg

Villa ORCHID in Guana Bay

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Villa Préstige - Luxurious 3 bedroom by the Beach, vacation rental in Philipsburg
Villa Préstige - Luxurious 3 bedroom by the Beach, vacation rental in Philipsburg
Villa Préstige - Luxurious 3 bedroom by the Beach, vacation rental in Philipsburg

Villa Préstige - Luxurious 3 bedroom by the Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Sublime villa by the sea, vacation rental in Philipsburg
Sublime villa by the sea, vacation rental in Philipsburg
Sublime villa by the sea, vacation rental in Philipsburg

Sublime villa by the sea

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful 3 Bedroom Ocean view Condo, vacation rental in Philipsburg
Beautiful 3 Bedroom Ocean view Condo, vacation rental in Philipsburg
Beautiful 3 Bedroom Ocean view Condo, vacation rental in Philipsburg

Beautiful 3 Bedroom Ocean view Condo

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Gorgeous Beachfront Villa#9 at 'Villas on Great Bay', vacation rental in Philipsburg
Gorgeous Beachfront Villa#9 at 'Villas on Great Bay', vacation rental in Philipsburg
Gorgeous Beachfront Villa#9 at 'Villas on Great Bay', vacation rental in Philipsburg

Gorgeous Beachfront Villa#9 at 'Villas on Great Bay'

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!, vacation rental in Philipsburg
LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!, vacation rental in Philipsburg
LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!, vacation rental in Philipsburg

LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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OCEAN'S ON GREAT BAY BEach, vacation rental in Philipsburg
OCEAN'S ON GREAT BAY BEach, vacation rental in Philipsburg
OCEAN'S ON GREAT BAY BEach, vacation rental in Philipsburg

OCEAN'S ON GREAT BAY BEach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Oceanfront Townhouse in Pelican Key, vacation rental in Philipsburg
Oceanfront Townhouse in Pelican Key, vacation rental in Philipsburg
Oceanfront Townhouse in Pelican Key, vacation rental in Philipsburg

Oceanfront Townhouse in Pelican Key

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Philipsburg/Point Blanche: Super quiet hideaway with incredible views., vacation rental in Philipsburg
Philipsburg/Point Blanche: Super quiet hideaway with incredible views., vacation rental in Philipsburg
Philipsburg/Point Blanche: Super quiet hideaway with incredible views., vacation rental in Philipsburg

Philipsburg/Point Blanche: Super quiet hideaway with incredible views.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Guana Bay Hillside Condo with stunning views, vacation rental in Philipsburg
Guana Bay Hillside Condo with stunning views, vacation rental in Philipsburg
Guana Bay Hillside Condo with stunning views, vacation rental in Philipsburg

Guana Bay Hillside Condo with stunning views

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Villa Flagrantia, vacation rental in Philipsburg
Villa Flagrantia, vacation rental in Philipsburg
Villa Flagrantia, vacation rental in Philipsburg

Villa Flagrantia

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Villa En'Sea, vacation rental in Philipsburg
Villa En'Sea, vacation rental in Philipsburg
Villa En'Sea, vacation rental in Philipsburg

Villa En'Sea

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Holiday Studio 8A Caribbean Chique, vacation rental in Philipsburg
Holiday Studio 8A Caribbean Chique, vacation rental in Philipsburg
Holiday Studio 8A Caribbean Chique, vacation rental in Philipsburg

Holiday Studio 8A Caribbean Chique

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Alizee, 7 bedr Villa with ocean views, AC throughout and complete privacy, vacation rental in Philipsburg
Alizee, 7 bedr Villa with ocean views, AC throughout and complete privacy, vacation rental in Philipsburg
Alizee, 7 bedr Villa with ocean views, AC throughout and complete privacy, vacation rental in Philipsburg

Alizee, 7 bedr Villa with ocean views, AC throughout and complete privacy

Rental Home
7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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1 or 2  weeks in condo 5 * St. Marteen  seaview, vacation rental in Philipsburg
1 or 2  weeks in condo 5 * St. Marteen  seaview, vacation rental in Philipsburg
1 or 2  weeks in condo 5 * St. Marteen  seaview, vacation rental in Philipsburg

1 or 2 weeks in condo 5 * St. Marteen seaview

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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