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Holiday Rentals in Philipsburg

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81 rentals in Philipsburg.
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Owner is Mr. Flexible - beautiful beachfront at The Villas On Great Bay, holiday rental in Philipsburg
Owner is Mr. Flexible - beautiful beachfront at The Villas On Great Bay, holiday rental in Philipsburg
Owner is Mr. Flexible - beautiful beachfront at The Villas On Great Bay, holiday rental in Philipsburg

Owner is Mr. Flexible - beautiful beachfront at The Villas On Great Bay

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

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

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

VistaRoyale - Private pool and breathtaking view

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Full flexible beachfront Villa LAVINIA #9 at 'Villas on Great Bay', holiday rental in Philipsburg
Full flexible beachfront Villa LAVINIA #9 at 'Villas on Great Bay', holiday rental in Philipsburg
Full flexible beachfront Villa LAVINIA #9 at 'Villas on Great Bay', holiday rental in Philipsburg

Full flexible beachfront Villa LAVINIA #9 at 'Villas on Great Bay'

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury Villa - Best View in the Caribbean, holiday rental in Philipsburg
Luxury Villa - Best View in the Caribbean, holiday rental in Philipsburg
Luxury Villa - Best View in the Caribbean, holiday rental in Philipsburg

Luxury Villa - Best View in the Caribbean

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

Villa Tropicale 1 Minute Walk To The Beach

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

Beautiful beachfront at The Villas On Great Bay

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

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

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

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

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

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

Holiday Rental House
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay, holiday rental in Philipsburg
Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay, holiday rental in Philipsburg
Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay, holiday 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
More info
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Villa JASMINE in Guana Bay, holiday rental in Philipsburg
Villa JASMINE in Guana Bay, holiday rental in Philipsburg
Villa JASMINE in Guana Bay, holiday rental in Philipsburg

Villa JASMINE in Guana Bay

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Casa Sunshine 10 Suite Escape - St. Martin, Caribbean, holiday rental in Philipsburg
Casa Sunshine 10 Suite Escape - St. Martin, Caribbean, holiday rental in Philipsburg
Casa Sunshine 10 Suite Escape - St. Martin, Caribbean, holiday rental in Philipsburg

Casa Sunshine 10 Suite Escape - St. Martin, Caribbean

Holiday Rental House
10 bedrooms
10 bathrooms
Sleeps 20
Match: Sleeps
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Paradise can be yours!, holiday rental in Philipsburg
Paradise can be yours!, holiday rental in Philipsburg
Paradise can be yours!, holiday rental in Philipsburg

Paradise can be yours!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Villa ALLAMANDA in Guana Bay, holiday rental in Philipsburg
Villa ALLAMANDA in Guana Bay, holiday rental in Philipsburg
Villa ALLAMANDA in Guana Bay, holiday rental in Philipsburg

Villa ALLAMANDA in Guana Bay

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Beachfront Villa 4, The Villas on Great Bay, Extensive High Quality Renovated., holiday rental in Philipsburg
Beachfront Villa 4, The Villas on Great Bay, Extensive High Quality Renovated., holiday rental in Philipsburg
Beachfront Villa 4, The Villas on Great Bay, Extensive High Quality Renovated., holiday rental in Philipsburg

Beachfront Villa 4, The Villas on Great Bay, Extensive High Quality Renovated.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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NOW 20% off for Xmas and New Year's booking due to cancellation, holiday rental in Philipsburg
NOW 20% off for Xmas and New Year's booking due to cancellation, holiday rental in Philipsburg
NOW 20% off for Xmas and New Year's booking due to cancellation, holiday rental in Philipsburg

NOW 20% off for Xmas and New Year's booking due to cancellation

Holiday Rental House
6 bedrooms
14 bathrooms
Sleeps 12
Match: Sleeps
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The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms, holiday rental in Philipsburg
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms, holiday rental in Philipsburg
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms, holiday 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
More info
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Beautiful Villa! Tamarind Hill Estates -  Rent as 2, 3, 4 or 5BR, holiday rental in Philipsburg
Beautiful Villa! Tamarind Hill Estates -  Rent as 2, 3, 4 or 5BR, holiday rental in Philipsburg
Beautiful Villa! Tamarind Hill Estates -  Rent as 2, 3, 4 or 5BR, holiday rental in Philipsburg

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

Holiday Rental House
3 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem, holiday rental in Philipsburg
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem, holiday rental in Philipsburg
Direct on the beach/6 BDR/en-suite /maid included. Excellent service. Rare gem, holiday rental in Philipsburg

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

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only, holiday rental in Philipsburg
Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only, holiday rental in Philipsburg
Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only, holiday 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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Ocean + Marina Views  Huge Studio The Pink Pearl of Oyster Pond. Private &Secure, holiday rental in Philipsburg
Ocean + Marina Views  Huge Studio The Pink Pearl of Oyster Pond. Private &Secure, holiday rental in Philipsburg
Ocean + Marina Views  Huge Studio The Pink Pearl of Oyster Pond. Private &Secure, holiday rental in Philipsburg

Ocean + Marina Views Huge Studio The Pink Pearl of Oyster Pond. Private &Secure

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Villa HIBISCUS in Guana Bay, holiday rental in Philipsburg
Villa HIBISCUS in Guana Bay, holiday rental in Philipsburg
Villa HIBISCUS in Guana Bay, holiday rental in Philipsburg

Villa HIBISCUS in Guana Bay

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Beachfront 6 BR Luxurious Villa ORCHID Guana Bay Beach, holiday rental in Philipsburg
Beachfront 6 BR Luxurious Villa ORCHID Guana Bay Beach, holiday rental in Philipsburg
Beachfront 6 BR Luxurious Villa ORCHID Guana Bay Beach, holiday rental in Philipsburg

Beachfront 6 BR Luxurious Villa ORCHID Guana Bay Beach

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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1 Bdrm Condo with Superlative Views of St. Barts, holiday rental in Philipsburg
1 Bdrm Condo with Superlative Views of St. Barts, holiday rental in Philipsburg
1 Bdrm Condo with Superlative Views of St. Barts, holiday 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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Dawn Beach Club---St.Maarten, holiday rental in Philipsburg
Dawn Beach Club---St.Maarten, holiday rental in Philipsburg
Dawn Beach Club---St.Maarten, holiday rental in Philipsburg

Dawn Beach Club---St.Maarten

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Villa Leone Sint Maarten, holiday rental in Philipsburg
Villa Leone Sint Maarten, holiday rental in Philipsburg
Villa Leone Sint Maarten, holiday rental in Philipsburg

Villa Leone Sint Maarten

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa, holiday rental in Philipsburg
6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa, holiday rental in Philipsburg
6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa, holiday rental in Philipsburg

6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa

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

DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxury Oceanfront - Steps from the Beach   End 2020 special!!  $175 per night!!, holiday rental in Philipsburg
Luxury Oceanfront - Steps from the Beach   End 2020 special!!  $175 per night!!, holiday rental in Philipsburg
Luxury Oceanfront - Steps from the Beach   End 2020 special!!  $175 per night!!, holiday rental in Philipsburg

Luxury Oceanfront - Steps from the Beach End 2020 special!! $175 per night!!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beachfront Villa Lavinia #9 , holiday rental in Philipsburg
Beachfront Villa Lavinia #9 , holiday rental in Philipsburg
Beachfront Villa Lavinia #9 , holiday rental in Philipsburg

Beachfront Villa Lavinia #9

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beachfront 6 BR Luxurious Villa ALLAMANDA at Guana Bay Beach, holiday rental in Philipsburg
Beachfront 6 BR Luxurious Villa ALLAMANDA at Guana Bay Beach, holiday rental in Philipsburg
Beachfront 6 BR Luxurious Villa ALLAMANDA at Guana Bay Beach, holiday rental in Philipsburg

Beachfront 6 BR Luxurious Villa ALLAMANDA at Guana Bay Beach

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Tribute Hotel and Residences, holiday rental in Philipsburg
Tribute Hotel and Residences, holiday rental in Philipsburg
Tribute Hotel and Residences, holiday rental in Philipsburg

Tribute Hotel and Residences

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Dawn Beach Club, St.Maarten - Ocean Front, holiday rental in Philipsburg
Dawn Beach Club, St.Maarten - Ocean Front, holiday rental in Philipsburg
Dawn Beach Club, St.Maarten - Ocean Front, holiday 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, holiday rental in Philipsburg
Beachfront 6 BR Luxurious Villa JASMINE at Guana Bay Beach, holiday rental in Philipsburg
Beachfront 6 BR Luxurious Villa JASMINE at Guana Bay Beach, holiday rental in Philipsburg

Beachfront 6 BR Luxurious Villa JASMINE at Guana Bay Beach

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Villa ORCHID in Guana Bay, holiday rental in Philipsburg
Villa ORCHID in Guana Bay, holiday rental in Philipsburg
Villa ORCHID in Guana Bay, holiday rental in Philipsburg

Villa ORCHID in Guana Bay

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Gorgeous Beachfront Villa#9 at 'Villas on Great Bay', holiday rental in Philipsburg
Gorgeous Beachfront Villa#9 at 'Villas on Great Bay', holiday rental in Philipsburg
Gorgeous Beachfront Villa#9 at 'Villas on Great Bay', holiday rental in Philipsburg

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

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Philipsburg/Point Blanche: Super quiet hideaway with incredible views., holiday rental in Philipsburg
Philipsburg/Point Blanche: Super quiet hideaway with incredible views., holiday rental in Philipsburg
Philipsburg/Point Blanche: Super quiet hideaway with incredible views., holiday rental in Philipsburg

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Holiday Studio 8A Caribbean Chique, holiday rental in Philipsburg
Holiday Studio 8A Caribbean Chique, holiday rental in Philipsburg
Holiday Studio 8A Caribbean Chique, holiday rental in Philipsburg

Holiday Studio 8A Caribbean Chique

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Sublime villa by the sea, holiday rental in Philipsburg
Sublime villa by the sea, holiday rental in Philipsburg
Sublime villa by the sea, holiday rental in Philipsburg

Sublime villa by the sea

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!, holiday rental in Philipsburg
LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!, holiday rental in Philipsburg
LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!, holiday rental in Philipsburg

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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OCEAN'S ON GREAT BAY BEach, holiday rental in Philipsburg
OCEAN'S ON GREAT BAY BEach, holiday rental in Philipsburg
OCEAN'S ON GREAT BAY BEach, holiday 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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Villa Préstige - Luxurious 3 bedroom by the Beach, holiday rental in Philipsburg
Villa Préstige - Luxurious 3 bedroom by the Beach, holiday rental in Philipsburg
Villa Préstige - Luxurious 3 bedroom by the Beach, holiday rental in Philipsburg

Villa Préstige - Luxurious 3 bedroom by the Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Guana Bay Hillside Condo with stunning views, holiday rental in Philipsburg
Guana Bay Hillside Condo with stunning views, holiday rental in Philipsburg
Guana Bay Hillside Condo with stunning views, holiday rental in Philipsburg

Guana Bay Hillside Condo with stunning views

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful 3 Bedroom Ocean view Condo, holiday rental in Philipsburg
Beautiful 3 Bedroom Ocean view Condo, holiday rental in Philipsburg
Beautiful 3 Bedroom Ocean view Condo, holiday 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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Spacious 7 bed Villa with ocean views, AC throughout and complete privacy, holiday rental in Philipsburg
Spacious 7 bed Villa with ocean views, AC throughout and complete privacy, holiday rental in Philipsburg
Spacious 7 bed Villa with ocean views, AC throughout and complete privacy, holiday rental in Philipsburg

Spacious 7 bed Villa with ocean views, AC throughout and complete privacy

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
More info
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SXM King Size Villa with 4 Rooms and 4 Bathrooms, holiday rental in Philipsburg
SXM King Size Villa with 4 Rooms and 4 Bathrooms, holiday rental in Philipsburg
SXM King Size Villa with 4 Rooms and 4 Bathrooms, holiday rental in Philipsburg

SXM King Size Villa with 4 Rooms and 4 Bathrooms

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Waves at Guana Bay; Direct Oceanfront Condo, holiday rental in Philipsburg
The Waves at Guana Bay; Direct Oceanfront Condo, holiday rental in Philipsburg
The Waves at Guana Bay; Direct Oceanfront Condo, holiday rental in Philipsburg

The Waves at Guana Bay; Direct Oceanfront Condo

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Villa Flagrantia, holiday rental in Philipsburg
Villa Flagrantia, holiday rental in Philipsburg
Villa Flagrantia, holiday rental in Philipsburg

Villa Flagrantia

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Villa Rosa - Dawn Beach Estates, St. Martin, Caribbean, holiday rental in Philipsburg
Villa Rosa - Dawn Beach Estates, St. Martin, Caribbean, holiday rental in Philipsburg
Villa Rosa - Dawn Beach Estates, St. Martin, Caribbean, holiday rental in Philipsburg

Villa Rosa - Dawn Beach Estates, St. Martin, Caribbean

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Frequently Asked Questions about Philipsburg