Simpson Bay Villa Rentals - 1404 Rentals Available.
1,404 Vacation rentals
Filters applied: Villa
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
Coral Breeze - STM
Simpson Bay Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$856.00
from $856.00 / 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
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
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
Tropical Paradise Villa at Coral Shores in Pelican
Simpson Bay Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 5 nights min
$234.00
from $234.00 / 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
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
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
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
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
- Child friendly
- Air conditioning
$672.00
from $672.00 / 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
PROVENCE... Affordable villa, gorgeous views, close to dining, shopping, casinos
Simpson Bay Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,386.00
from $1,386.00 / 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
Villa Amaryllis - Waterfront * Located in Fabulous Simpson Bay with Private Po
Simpson Bay Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$675.00
from $675.00 / night
Villa Amaryllis ^ Waterfront :: Located in Wonderful Simpson Bay with Private
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$825.00
from $825.00 / night
Villa Amaryllis - Waterfront * Located in Magnificent Simpson Bay with Private
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$735.00
from $735.00 / night
BEACON BUNGALOW... Charming, affordable, modern 2BR oceanfront dollhouse!
Simpson Bay Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$472.00
from $472.00 / night
Villa Hardman
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Child friendly
$143.00
from $143.00 / night
BELLE AMOUR... 5BR fall in love again! Breathtaking sunsets right on the ocean..
Simpson Bay Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$829.00
from $829.00 / night
Your search has been expanded 19.9 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
Luxury Villa with private heated pool and full AC
St Martin / St Maarten Villa - 5.5 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$358.00
from $358.00 / 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 Villa - Luxury Beachfront (owner)
The Valley Villa - 13.5 miles away
- 4 bedrooms 4
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$1,900.00
from $1,900.00 / night
Villa Cactus Flower St Jean (3 bedrooms)
St. Jean Villa - 19.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 6 mi
- Swimming pool
- Child friendly
$700.00
from $700.00 / night
Villa Akaroa (3 bedrooms)
St. Jean Villa - 19.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 6 mi
- Child friendly
$571.00
from $571.00 / night
Villa EL SUENO in Little Bay, Beach and Ocean View
St Martin / St Maarten Villa - 2.3 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 5 nights min
- Ask about pets
$643.00
from $643.00 / night
Villa Lina (2 bedrooms)
St. Barthelemy Villa - 17.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 4 mi
- Swimming pool
- Child friendly
$1,500.00
from $1,500.00 / night
Villa Natanya (2 bedrooms)
Colombier Villa - 17.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Nearest beach 9 mi
- Child friendly
$286.00
from $286.00 / night
Villa la Dorade (2 bedrooms)
Colombier Villa - 17.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$414.00
from $414.00 / night
Villa Harbor House (5 bedrooms)
Gustavia Villa - 19.3 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 9 9
- min stay varies
- Nearest beach 1 mi
- Swimming pool
- Child friendly
$1,429.00
from $1,429.00 / night
Villa Ylang Ylang (2 bedrooms)
Anse des Flamands Villa - 18.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 9 mi
- Swimming pool
- Child friendly
$500.00
from $500.00 / night
Villa Gaia (2 bedrooms)
St. Barthelemy Villa - 19.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$550.00
from $550.00 / night
Villa Harbor House (3 bedrooms)
Gustavia Villa - 19.4 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 1 mi
- Swimming pool
- Child friendly
$1,143.00
from $1,143.00 / night
Villa Sky Vista (2 bedrooms)
Gustavia Villa - 19 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$857.00
from $857.00 / night
Villa Ti Ylang (1 bedroom)
Anse des Flamands Villa - 18.4 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Nearest beach 9 mi
- Swimming pool
- Child friendly
$454.00
from $454.00 / night
Villa Ocean's 5 (4 bedrooms)
St. Barthelemy Villa - 18.4 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,429.00
from $1,429.00 / night
Villa Palm House (2 bedrooms)
St. Barthelemy Villa - 18.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 1 mi
- Swimming pool
- Child friendly
$457.00
from $457.00 / night
Villa Belharra
St. Barthelemy Villa - 18.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 3 mi
- Swimming pool
- Child friendly
$929.00
from $929.00 / night
Villa Gaia
St. Jean Villa - 19.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$629.00
from $629.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.