Simpson Bay Villa Rentals - 699 Rentals Available.
699 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
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
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
- Air conditioning
$672.00
from $672.00 / 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
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
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
Villa Speranza | Near Ocean - Located in Fabulous Simpson Bay with Private Poo
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$598.00
from $598.00 / night
Villa Amaryllis | Waterfront - Located in Stunning Simpson Bay with Private Po
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$747.00
from $747.00 / night
Your search has been expanded 19.7 miles to include more rentals
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
$638.00
from $638.00 / night
Luxury Villa with private heated pool and AC in all bedrooms
St Martin / St Maarten Villa - 5.5 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
NEW SANDCASTLE BEACH HOUSE + Jeep Wrangler + Pool & Jacuzzi
The Valley Villa - 13.5 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
Sandcastle Villa - 10,000 sf Luxury Beachfront Villa + Chevy Tahoe (by owner)
The Valley Villa - 13.5 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
Villa Nid D'Amour | Ocean View - Located in Beautiful Terres Basses with Privat
Terres Basses Villa - 2.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$611.00
from $611.00 / night
La Casita Villa - Oceanfront Vacation Rental
St Martin / St Maarten Villa - 1.1 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
Villa Blue Swan | Waterfront - Located in Fabulous 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
$1,629.00
from $1,629.00 / night
Villa Matajagui | Beach View - Located in Beautiful 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
$1,018.00
from $1,018.00 / night
Villa Les Zephyrs | Ocean View - Located in Stunning Terres Basses with Privat
Terres Basses Villa - 3.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$394.00
from $394.00 / night
Villa Caribbean Breeze | Ocean Front - Located in Stunning Anse des Cayes with
Anse des Cayes Villa - 18.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$746.00
from $746.00 / 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
$380.00
from $380.00 / night
Villa K | Ocean View - Located in Wonderful Anse des Cayes with Private Pool
Anse des Cayes Villa - 18.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,307.00
from $2,307.00 / night
Villa Blue Beach | Beach Front - Located in Fabulous Baie Longue with Private
Terres Basses Villa - 3.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$937.00
from $937.00 / night
Villa Nid D'Amour | Ocean View - Located in Magnificent Terres Basses with Priv
Terres Basses Villa - 2.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$652.00
from $652.00 / night
Villa Fabrizia | Ocean View - Located in Tropical Gustavia with Private Pool
Gustavia Villa - 19.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,443.00
from $2,443.00 / night
Villa Vitti | Ocean Front - Located in Fabulous Shell Beach with Private Pool
Gustavia Villa - 19.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$4,343.00
from $4,343.00 / night
Villa Mongoose Run | Ocean View - Located in Tropical Baie Rouge with Private
Terres Basses Villa - 3.3 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$503.00
from $503.00 / night
Villa Grand Bleu | Ocean View - Located in Fabulous Terres Basses with Private
Terres Basses Villa - 3.4 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
$950.00
from $950.00 / night
Villa Amandara | Ocean View - Located in Fabulous Terres Basses with Private P
Terres Basses Villa - 2.8 miles away
- 1 bedroom 1
- 6 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
$2,036.00
from $2,036.00 / night
Villa Matajagui | Beach View - Located in Magnificent Flamands with Private Poo
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
$882.00
from $882.00 / night
Villa Sasha | Ocean View - Located in Tropical Corossol with Private Pool
Corossol Villa - 18.5 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,289.00
from $1,289.00 / night
Villa C'est La Vie | Beach Front - Located in Wonderful Terres Basses with Pri
Terres Basses Villa - 3.7 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$4,479.00
from $4,479.00 / night
Villa Sur Le Port | Near Ocean - Located in Magnificent Gustavia with Private P
Gustavia Villa - 19.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$950.00
from $950.00 / night
Villa La Bella Casa | Ocean View - Located in Wonderful Terres Basses with Priv
Terres Basses Villa - 2.7 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$1,425.00
from $1,425.00 / night
Villa Magic Bird | Ocean View - Located in Tropical Flamands with Private Pool
Anse des Flamands Villa - 18.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,086.00
from $1,086.00 / night
Villa Claridge | Ocean View - Located in Beautiful Anse des Cayes with Private
Anse des Cayes Villa - 18.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,493.00
from $1,493.00 / night
Villa Sur Le Port | Near Ocean - Located in Magnificent Gustavia with Private
Gustavia Villa - 19.4 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,086.00
from $1,086.00 / night
Villa Tichka | Ocean Front - Located in Stunning Flamands with House Cleaning I
Anse des Flamands Villa - 18.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Child friendly
- Air conditioning
$1,493.00
from $1,493.00 / night
Villa K | Ocean View - Located in Beautiful Anse des Cayes with Private Pool
Anse des Cayes Villa - 18.5 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,307.00
from $2,307.00 / night
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