Simpson Bay Villas & Vacation Rentals with A Hot Tub - 285 Rentals Available.
285 Vacation rentals
Filters applied: Hot tub/Jacuzzi
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
COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be
Simpson Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$415.00
from $415.00 / night
Burgeoux Villa... Comfortable Beach front home, walk to Maho or Simpson Bay bea
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$758.00
from $758.00 / 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
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
MARISOL... Light and airy townhouse at Point Blue in Pelican Key Estate
Simpson Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$329.00
from $329.00 / night
IL PUNTO BLUE...Located right on the beach in prestigious Pelican Key
Simpson Bay Apartment
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$572.00
from $572.00 / night
SEA BEACH TREASURE... Gorgeous 2BR Penthouse on Simpson Bay Beach, St Maarten
Simpson Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$465.00
from $465.00 / 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
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$729.00
from $729.00 / night
UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!
Simpson Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$630.00
from $630.00 / night
LA PLAGE PENTHOUSE....3BR suite in Royal Islander Resort...walk to restaurants,
Simpson Bay Apartment
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$572.00
from $572.00 / night
COLONY MANOR GUEST COTTAGE II... Romantic hideaway right on Simpson Bay Beach!
Simpson Bay Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$286.00
from $286.00 / night
BEACHSIDE CONDO... You can't get much closer to the beach than this!!
Simpson Bay Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
ATLANTIS... Beachfront on Simpson Bay - totally redone after Irma!
Simpson Bay Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$343.00
from $343.00 / night
COLONY MANOR GUEST COTTAGE... Romantic hideaway right on Simpson Bay Beach!
Simpson Bay Studio
- Studio -1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Child friendly
- Air conditioning
$300.00
from $300.00 / night
LOGAN'S RUN... sweet 2 bedroom duplex located almost on Pelican Key beach and cl
Simpson Bay House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$572.00
from $572.00 / night
SURFSONG... 6BR fall in love again! Breathtaking sunsets, directly on ocean!
Simpson Bay Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,498.00
from $1,498.00 / night
FAJA LOBIE... 3 BR Offers Great rates for a beachfront villa
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
VILLA VITTORIA... Spectaculer, RARE 6BR villa sits directly on Simpson Bay Beach
Simpson Bay Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,143.00
from $1,143.00 / night
BELLA VITA... Stunning Super Deluxe 7BR, Breathtaking Views, Full AC, and Tons
Simpson Bay Villa
- 7 bedrooms 7
- 8 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,215.00
from $2,215.00 / night
COCO BEACH HOUSE... Charming refurbished 2BR on Simpson Bay Beach
Simpson Bay Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$358.00
from $358.00 / night
Your search has been expanded 19.7 miles to include more rentals
NEW SANDCASTLE BEACH HOUSE + Jeep Wrangler + Pool & Jacuzzi
The Valley Villa - 13.5 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- min stay varies
- Air conditioning
- Pet friendly
- Private garden
Responds fast! Avg. 3 hours 54 minutes
$2,119.00
from $2,119.00 / night
Villa Fabrizia | Ocean View - Located in Fabulous Gustavia with Private Pool
Gustavia Villa - 19.5 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,986.00
from $2,986.00 / night
Villa The View | Ocean View - Located in Magnificent Colombier with Private Po
Anse des Flamands Villa - 18.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,671.00
from $2,671.00 / night
Villa Roc Flamands 11 | Ocean View - Located in Magnificent Flamands with Priv
Anse des Flamands Villa - 18.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$943.00
from $943.00 / night
Villa Legends B | Ocean View - Located in Stunning Lurin with Private Pool
Lurin Villa - 19.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,143.00
from $3,143.00 / night
Villa Kir Royal | Ocean Front - Located in Wonderful Saint Jean with Private P
St. Jean Villa - 19.7 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,022.00
from $1,022.00 / night
Villa Arushi | Beach Front - Located in Wonderful Rendezvous Bay with Private
Rendezvous Bay Villa - 9.6 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,245.00
from $3,245.00 / night
Villa The View | Ocean View - Located in Stunning Colombier 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
$2,671.00
from $2,671.00 / night
Villa Indigo | Beach Front - Located in Exquisite Little Harbour with Private
Little Harbour Villa - 10.2 miles away
- 1 bedroom 1
- 8 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$8,116.00
from $8,116.00 / night
Villa Giselle | Ocean View - Located in Wonderful Terres Basses with Private P
Terres Basses Villa - 3.4 miles away
- 1 bedroom 1
- 5 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,100.00
from $1,100.00 / 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
$755.00
from $755.00 / night
Villa L'Oasis | Beach Front - Located in Beautiful Terres Basses with Private
Terres Basses Villa - 3.1 miles away
- 1 bedroom 1
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,458.00
from $3,458.00 / night
Villa Fabrizia | Ocean View - Located in Tropical Gustavia with Private Pool
Gustavia Villa - 19.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,986.00
from $2,986.00 / night
Villa L'Oasis | Beach Front - Located in Stunning Terres Basses with Private P
Terres Basses Villa - 3 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,928.00
from $3,928.00 / night
Villa Giselle | Ocean View - Located in Wonderful Terres Basses with Private P
Terres Basses Villa - 3.4 miles away
- 1 bedroom 1
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$904.00
from $904.00 / night
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