Philipsburg 2-bedroom Villas, Vacation Rentals & More - 1414 Rentals Available.
1,414 Vacation rentals
Filters applied: 2+ Bedrooms
Villa Rosa *Dawn Beach*
Philipsburg House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Ask about pets
$407.00
from $407.00 / night
Villa Casa Sunshine - 10 Suites
Philipsburg House
- 10 bedrooms 10
- 10 bathrooms
- sleeps 20 20
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$2,550.00
from $2,550.00 / night
VILLA AMALIA... Spectacular cliffside villa overlooking Guana Bay, modern, elega
Philipsburg House
- 6 bedrooms 6
- 8 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,072.00
from $2,072.00 / night
Villa Blanco - Dawn Beach
Philipsburg House
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- min stay varies
- Ask about children
- Ask about pets
$393.00
from $393.00 / night
Your search has been expanded 18.7 miles to include more rentals
Villa La Rose Des Vents | Beach View - Located in Wonderful Grand Cul de Sac w
Grand Cul-de-Sac Villa - 18 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,277.00
from $1,277.00 / night
PORT CARAIBES 74... Cosy 2nd floor condo in quiet, tropical area with gorgeous
Cul de Sac Apartment - 5.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$189.00
from $189.00 / night
Your Paradise Villa
Orient Bay Villa - 4 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0.5 mi
- Swimming pool
$638.00
from $638.00 / night
IL PUNTO BLUE...Located right on the beach in prestigious Pelican Key
Simpson Bay Apartment - 3.2 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$572.00
from $572.00 / night
La Casita Villa - Oceanfront Vacation Rental
St Martin / St Maarten Villa - 4.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.32 mi
- Swimming pool
$428.00
from $428.00 / night
Luxury Villa with private heated pool and AC in all bedrooms
St Martin / St Maarten Villa - 2.5 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$491.00
from $491.00 / night
LA PERGOLA...Beautiful tropical retreat w/ 4 master suites Great Couples Villa..
Terres Basses House - 6.5 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$708.00
from $708.00 / night
Champagne Shores
Blowing Point House - 10.2 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Air conditioning
$1,700.00
from $1,700.00 / night
Sandcastle Villa - 10,000 sf Luxury Beachfront Villa + Chevy Tahoe (by owner)
The Valley Villa - 14.1 miles away
- 4 bedrooms 4
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 58 minutes
$2,176.00
from $2,176.00 / night
Modern 2 bedrooms apartment at 50 meters from the beach
Orient Bay Apartment - 4.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 42 minutes
$163.00
from $163.00 / night
Paradise Found at Las Arenas - Beachfront Luxury!
Simpson Bay Apartment - 3.7 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Responds fast! Avg. 1 hour 53 minutes
$409.00
from $409.00 / night
NEW SANDCASTLE BEACH HOUSE + Jeep Wrangler + Pool & Jacuzzi
The Valley Villa - 14.1 miles away
- 3 bedrooms 3
- 5 bathrooms
- sleeps 6 6
- min stay varies
- Air conditioning
- Pet friendly
- Private garden
Responds fast! Avg. 58 minutes
$1,432.00
from $1,432.00 / night
COCO BEACH CLUB #5.... step out the door on to the soft white powdery sand of S
Simpson Bay Apartment - 3.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$415.00
from $415.00 / night
WITENBLAUW... Magical Beach Front Estate on Pelican Key
Simpson Bay Villa - 3.3 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,000.00
from $3,000.00 / night
Silver Rainbow
Petit Cul de Sac Villa - 18.7 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 4 nights min
- Child friendly
- Pet friendly
$7,142.00
from $7,142.00 / night
Oyster Bay Beach Club - Lighthouse Condo 2B - Newly Renovated - 3 bdrms
Oyster Pond Apartment - 2.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$585.00
from $585.00 / night
10% OFF Special - Villa Belle Vue - Orient Bay
Orient Bay House - 4.3 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$836.00
from $836.00 / night
Spinnaker Condo - Unit 1312 *Oyster Pond*
Oyster Pond Apartment - 2.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$229.00
from $229.00 / night
SOL E LUNA... Full AC in this beautifully appointed family villa w/ gorgeous new
Terres Basses House - 6.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$608.00
from $608.00 / night
Dream Island Views of Orient Bay - 4 Suites / Sleeps 8
Orient Bay House - 4.5 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$836.00
from $836.00 / night
FILAO... back at last! Charming refurbished 3BR villa, short walk to Orient Beac
Orient Bay House - 4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$493.00
from $493.00 / night
BELLE FONTAINE... 5 master suites, huge gazebo, the perfect couples villa!
Terres Basses House - 6.6 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$986.00
from $986.00 / night
OCEAN 5 ... Gorgeous modern villa in Happy Bay! Everything is pristine and top
La Savane House - 4.8 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,143.00
from $3,143.00 / night
AMALFI... Iconic Italy meets the Caribbean! Spacious villa with endless ocean v
Oyster Pond House - 2.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$772.00
from $772.00 / night
OCEAN VISTA VILLA... affordable family villa with pool in Pelican Key
Cole Bay Villa - 3 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$715.00
from $715.00 / night
MARIPOSA...2BR villa with lovely pool and terrace!
Terres Basses House - 7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$560.00
from $560.00 / night
ALIZEE...Comfortable 7 BR Family Villa In Dutch St Maaretn.. Walk To Guana Bay B
Oyster Pond Villa - 1.3 miles away
- 7 bedrooms 7
- 7 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,580.00
from $1,580.00 / night
LA HACIENDA...Fabulous 3+1BR villa rental perfect for families
Terres Basses House - 6.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$743.00
from $743.00 / night
Spellbound Too Catamaran *Fully-Crewed & All-Inclusive*
Simpson Bay Yacht - 3.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Ask about pets
$2,000.00
from $2,000.00 / night
JUST IN PARADISE... Fabulous new luxury 3 BR villa in prestigious Terres Basses
Terres Basses House - 6.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$886.00
from $886.00 / night
OCEANE... Spacious 4BR Villa Walk to Plum Bay Beach
Terres Basses House - 7 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,343.00
from $1,343.00 / night
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