Simpson Bay Villa Rentals - 1015 Rentals Available.
1,015 Vacation rentals
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TARA... Affordable oceanfront villa, walk to beach
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$843.00
from $843.00 / night
BEAU RIVAGE... Comfortable home on Burgeoux Bay beach, walk to Maho or Simpson B
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$858.00
from $858.00 / night
CARIBBEAN BLUE... 5BR beachfront home in Pelican Key
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,272.00
from $1,272.00 / night
SAPPHIRE... A casual, comfortable villa with ocean views in Pelican Key!
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$572.00
from $572.00 / night
LA CASITA...charming, comfortable oceanfront villa in Beacon Hill, St Maarten
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$543.00
from $543.00 / night
Beautiful 5 bedroom contemporary villa
Simpson Bay Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,143.00
from $1,143.00 / night
WITENBLAUW... Magical Beach Front Estate on Pelican Key
Simpson Bay Villa
- 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
SOL Y MAR... fabulous beachfront penthouse on Kimsha Beach! Private pool, Walk t
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$729.00
from $729.00 / night
PROVENCE... Affordable villa, gorgeous views, close to dining, shopping, casinos
Simpson Bay Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,386.00
from $1,386.00 / night
SMART VILLA...Beachfront at Pelican Key
Simpson Bay Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$429.00
from $429.00 / night
BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Air conditioning
$672.00
from $672.00 / night
Beautiful beachfront 5 bedroom villa
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Ask about pets
$809.00
from $809.00 / night
5% Off Plus Airport Transfer # Waterfront | Located in Fabulous Simpson Bay wi
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$700.00
from $700.00 / night
5% Off Plus Airport Transfer :: Waterfront - Located in Stunning Simpson Bay w
Simpson Bay Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
ST TROPEZ... amazing views of the Caribbean Sea from this lovely villa in Pelica
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$729.00
from $729.00 / night
5% Off Plus Airport Transfer ^ Waterfront * Located in Tropical Simpson Bay wi
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$787.00
from $787.00 / night
Your search has been expanded 19.8 miles to include more rentals
La Casita Villa - Oceanfront Vacation Rental
St Martin / St Maarten Villa - 1.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 0.32 mi
- Swimming pool
$393.00
from $393.00 / night
Your Paradise Villa
Orient Bay Villa - 5.6 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0.5 mi
- Swimming pool
Responds fast! Avg. 1 hour 51 minutes
$638.00
from $638.00 / night
SANDCASTLE BEACH HOUSE
The Valley Villa - 13.5 miles away
- 3 bedrooms 3
- 5 bathrooms
- sleeps 6 6
- min stay varies
- Air conditioning
- Pet friendly
- Private garden
$1,250.00
from $1,250.00 / night
One Of St. Martins Finest. SAVE 15% With A Minimum 7 Night Stay | Ocean Front ::
Terres Basses Villa - 2.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$777.00
from $777.00 / night
Villa Axel Rocks - Chef Included - Ocean Front # Located in Magnificent Gustavi
Gustavia Villa - 19.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$4,286.00
from $4,286.00 / night
Villa Cap Frehel :: Ocean Front * Located in Tropical Saint Jean with House Cl
St. Jean Villa - 19.4 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Child friendly
- Air conditioning
$610.00
from $610.00 / night
Villa Sasha # Near Ocean - Located in Beautiful Corossol with Private Pool
Corossol Villa - 18.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,357.00
from $1,357.00 / night
Villa Alhena - Ocean View :: Located in Tropical Lurin with Private Pool
Lurin Villa - 19.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,857.00
from $1,857.00 / night
Villa Bakea * Ocean View * Located in Exquisite Anse des Cayes with Private Po
Anse des Cayes Villa - 18.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,143.00
from $2,143.00 / night
Villa Bastide ^ Ocean View - Located in Wonderful Lurin with Private Pool
Lurin Villa - 19.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,857.00
from $1,857.00 / night
Villa Kir Royal # Near Ocean | Located in Magnificent Saint Jean with Private
St. Jean Villa - 19.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$929.00
from $929.00 / night
Villa La Pointe | Near Ocean :: Located in Fabulous Gustavia with Private Pool
Gustavia Villa - 19.1 miles away
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,857.00
from $2,857.00 / night
Villa Matajagui | Beach View * Located in Wonderful Flamands with Private Pool
Anse des Flamands Villa - 18.2 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$929.00
from $929.00 / night
Villa No Limit * Ocean View | Located in Stunning Terres Basses with Private P
Terres Basses Villa - 2.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
$643.00
from $643.00 / night
Complimentry $150 USD Grocery Credit Upon Arrival :: Beach Front ^ Located in S
Cupecoy Bay Villa - 2.6 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$929.00
from $929.00 / night
Villa Casa Branca :: Ocean View ^ Located in Beautiful Anse Marcel with Private
Anse Marcel Villa - 6.2 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$400.00
from $400.00 / night
Villa Grands Galets | Located in Magnificent Lurin with Private Pool
Lurin Villa - 19.5 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$610.00
from $610.00 / night
Airport Transfer Included At Elegant Villa Amancaya - Ocean View :: Located in
Anse des Cayes Villa - 18.7 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,286.00
from $3,286.00 / night
Villa Bakea :: Ocean View | Located in Wonderful Anse des Cayes with Private P
Anse des Cayes Villa - 18.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,857.00
from $1,857.00 / night
Villa Aventura - Ocean View - Located in Wonderful Flamands with Private Pool
Anse des Flamands Villa - 18.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$715.00
from $715.00 / night
Villa My Way - Ocean View :: Located in Beautiful Colombier with Private Pool
Anse des Flamands Villa - 18.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,572.00
from $3,572.00 / night
Villa Rock U 2 Bedroom ^ Ocean View * Located in Exquisite Lurin with Private P
Lurin Villa - 19.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,071.00
from $2,071.00 / night
Villa Taniko - Ocean View :: Located in Beautiful Colombier with Private Pool
Anse des Flamands Villa - 17.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$600.00
from $600.00 / night
Villa Sunrise * Ocean View # Located in Wonderful Orient Bay with Private Pool
Orient Bay Villa - 5.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$515.00
from $515.00 / night
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