Simpson Bay Vacation Rentals, Villas, & More

1-42 of 42 Simpson Bay Rentals

Sort:
1 / 12

Simpson Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 2

from

$140

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$140 - $185
Per month:$4,200 - $5,550
Pets allowed:No
Internet:Yes

Boco studio offer couples the chance to be in the midst of the best fun in st. Maarten. Yet you are in a quiet residential area with the ocean and the sunsets at your doorstep. In addition to having a private entrance and a private reading and dining terrace overlooking the pool and...

See more

Close x

1 / 17

Simpson Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$285 - $571
Per week:$2,000 - $4,000
Pets allowed:No
Internet:No

Villa Casella is a beautiful 3 bedroom and 2. 5 bath condo overlooking the Simpson Bay Lagoon. It is conveniently located minutes away from shopping, beaches, casinos and restaurants. Here you get the feeling of a home away from home. This newly built unit, sleeps 6 people, comes...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Home
1 / 12

Simpson Bay Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$285

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$285 - $485
Per week:$2,000 - $3,400
Pets allowed:No
Internet:No

Barefoot is a beautifully decorated 2 bedroom, 2. 5 bathroom beachfront condo located directly on Simpson Bay Beach. It is located at Palm Beach Condos, an intimate and well designed gated community of only twenty- four units, all facing the common pool area and the beach beyond....

See more

Close x

1 / 30

Simpson Bay Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$215

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$215 - $442
Per week:$1,505 - $3,100
Pets allowed:No
Internet:Yes

SBBC #8 is a 2 bedroom, 2 bath condo located right on the beach at beautiful Simpson Bay. One of only 12 units in its development, it offers quiet and comfortable surroundings, and the ocean just footsteps away in Dutch St. Maarten. The large deck has a shared pool and Jacuzzi,...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Home
1 / 12

Simpson Bay Home
1 Bedroom / 1 Bathroom / Sleeps 2

from

$285

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$285 - $420
Per week:$2,000 - $2,940
Pets allowed:No
Internet:Yes

Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St. Martin. Quiet, calm, lined with sea grapes and palms... and no one to interrupt the peace and tranquility. CocoBelle is situated on the southern end of Simpson Bay Beach, within...

See more

Close x

1 / 21

Simpson Bay Villa
2 Bedrooms / 3 Bathrooms / Sleeps 4

“ Excellent ”2 Reviews

from

$229

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Villa
Per night:$229 - $500
Per week:$1,603 - $3,500
Pets allowed:No
Internet:Yes

This Exceptional, Exotic and Spacious 1, 700 sq ft two bedroom duplex, very cozy and tastefully decorated with large private beach front terrace, is located in Simpson bay. Enjoy LUXURY and Total PRIVACY with spacious suites and a large living room that not even a suite at the...

See more

Close x

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$557
Per week:$3,899
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

See more

Close x

Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Villa
Per night:$643
Per week:$4,501
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

See more

Close x

1 / 16
Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Villa
Per night:$643
Per week:$4,501
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

See more

Close x

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$557
Per week:$3,899
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

See more

Close x

Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Villa
Per night:$643
Per week:$4,501
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

See more

Close x

Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Villa
Per night:$450
Per week:$3,150
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

See more

Close x

Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Villa
Per night:$450
Per week:$3,150
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

See more

Close x

Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Villa
Per night:$450
Per week:$3,150
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 16
Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Villa
Per night:$643
Per week:$4,501
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

See more

Close x

Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Villa
Per night:$450
Per week:$3,150
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

See more

Close x

1 / 16

Simpson Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$700

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$700 - $2,428
Per week:$4,900 - $17,000
Pets allowed:No
Internet:No

Beautiful Alizes enjoys a stunning view over the water of Simpson Bay lagoon and the Caribbean in the distance. This 5 bedroom villa is located in Terres Basses within a community of only 6 villas featuring a private tennis court. Interior spaces include a spacious comfortable living...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 40
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$593 - $1,643
Per month:$17,790 - $49,290
Pets allowed:No
Internet:Yes

Welcome to Diamond Hill Estate and Villa Diamond Chateau... This villa offers unparalleled privacy, breathtaking views of Simpson Bay Lagoon, Juliana Airport, the Caribbean Sea and Anguilla in the distance. The villa is at a central location overlooking the Simpson Bay harbor with...

See more

Close x

Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Villa
Per night:$358 - $750
Per month:$10,740 - $22,500
Pets allowed:No
Internet:Yes

Large one bedroom penthouse unit directly on beach with expansive views from lagoon to ocean. Over 1250 sq. feet of air conditioned space plus over 300 sq. feet of exterior space. Two terraces, one on lagoon side with views of yachts and wrap around terrace on beach side. Large master...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 23

Simpson Bay Villa
4 Bedrooms / 5 Bathrooms / Sleeps 10

from

$642

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$642 - $1,357
Per week:$4,500 - $9,500
Pets allowed:No
Internet:Yes

Welcome to Villa dAcquario located in Point Pirouette, St. Maarten's most exclusive gated community adjacent to the Mullet Bay Golf Course. This waterfront Villa has four large bedrooms with five full bathrooms and can comfortably sleep eight people. An entertainment center and high-...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Home
1 / 39

Simpson Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$542

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$542 - $1,857
Per week:$3,800 - $13,000
Pets allowed:No
Internet:Yes

Villa Marrakesh was built for pleasure. Located in the Dutch Lowlands, with a fantastic view across the Simpson Bay Lagoon to Terres Basses, this house has everything you need for a relaxing and inspiring vacation. Villa Marrakesh may be rented as a 3, 4 or 5 bedroom house, and...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Home
1 / 21

Simpson Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$528

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:9
Type:Home
Per night:$528 - $1,214
Per week:$3,700 - $8,500
Pets allowed:No
Internet:Yes

Seachest is a 4 bedroom, 4 bathroom villa located in the Cote d Azur Marina, in the Dutch Lowlands of Sint Maarten. This spacious home sits right on the Simpson Bay Lagoon, and has a terrific view of the water and across to the French Lowlands. There is a boat dock available for...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 23

Simpson Bay Villa
1 Bedroom / 1 Bathroom / Sleeps 2

“ Excellent ”1 Review

from

$357

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Villa
Per night:$357 - $750
Per week:$2,500 - $5,250
Pets allowed:No
Internet:Yes

Large one bedroom penthouse unit directly on beach with expansive views from lagoon to ocean. Over 1250 sq ft of air conditioned space plus over 300 sq ft of exterior space. Two terraces, one on lagoon side with views of yachts and wrap around terrace on beach side. Large master ...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 22

Simpson Bay Villa
1 Bedroom / 2 Bathrooms / Sleeps 2

“ Excellent ”1 Review

from

$214

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Villa
Per night:$214 - $350
Per week:$1,500 - $2,450
Pets allowed:No
Internet:Yes

A La Plage is a beautiful, brand new, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simpson Bay. The name means "at the beach" and that is certainly where you are in this charming apartment. The views from...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 29

Simpson Bay Villa
1 Bedroom / 2 Bathrooms / Sleeps 2

from

$214

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Villa
Per night:$214 - $350
Per week:$1,500 - $2,450
Pets allowed:No
Internet:Yes

< p> A La Mer is a beautiful, brand new, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simpson Bay. The name means "at the sea" and that is certainly where you are in this charming apartment. < ...

See more

Close x

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$557
Per week:$3,899
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. preferredescapes. com/service- ...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 22

Simpson Bay Villa
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$929

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$929
Per week:$6,500
Pets allowed:No
Internet:Yes

This is a very special two bedroom, three and a half bathroom penthouse unit known as Aqualina Beach Club Unit 402 located directly on beautiful Simpson Bay Beach! Enjoy one of the best locations where you are virtually surrounded by water views and balmy Caribbean breezes. Unit...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Apartment
1 / 22

Simpson Bay Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$371

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$371
Per month:$11,130
Pets allowed:No
Internet:Yes

SPECIAL LOW SEASON 1 BEDROOM RATE! $1450 for 7 nights. The beautiful condo is located directly on Simpson Bay Beach. Ground floor unit, great kitchen. Walk off your patio and onto the BEACH! • Pool• Waterfront• Summer Rent: $1800/week• Winter Rent: $2600/week• Christmas...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 9

Simpson Bay Villa
1 Bedroom / 0 Bathroom / Sleeps 2

from

$228

/ night

Email Owner
Bedrooms:1
Sleeps:2
Type:Villa
Per night:$228 - $371
Per week:$1,600 - $2,600
Pets allowed:No
Internet:No

Coco Beach Club is a great location for your vacation! Located directly on the beach at Simpson Bay, you will wake every morning to the sound of the ocean. This unit is a second floor beachfront unit. Atlantis at Coco Beach Club is a one bedroom, one bathroom unit nicely decorated,...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 22

Simpson Bay Villa
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$314

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$314 - $828
Per week:$2,200 - $5,800
Pets allowed:No
Internet:Yes

Fabulous brand new apartment located at the Blue Residence in Cupecoy. With 2 bedrooms, the apartment occupies 2 floors with an impressive 180 degree view stretching from the ocean and Baie Longue beach over Porto Cupecoy and all the way across Simpson Bay lagoon. The first floor...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Apartment
1 / 13

Simpson Bay Apartment
1 Bedroom / 2 Bathrooms / Sleeps 2

from

$372

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Apartment
Per night:$372
Per month:$11,160
Pets allowed:No
Internet:Yes

On the BEACH! One bedroom, 2 baths, complete kitchen, 10 x 20 private balcony! All air conditioned. Pool table and lots more! • Waterfront• Summer Rent: $1600/week• Winter Rent: $2600/week Mermaid's CoveMermaid's Cove is directly on the 2 mile beach of Simspon Bay Beach...

See more

Close x

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$557
Per week:$3,899
Pets allowed:No
Internet:Yes

Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www. tico. ca/)Our Service Guarantee ensures you the best villa experience. (http://www. privatevillarentals. com/service-...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Home
1 / 10

Simpson Bay Home
6 Bedrooms / 5 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Home
Per night:$1,115 - $3,143
Per week:$7,805 - $22,001
Pets allowed:No
Internet:Yes

Situated along the 2. 5 mile long pristine, Simpson Bay Beach, Villa La Plage, is a hidden treasure. Designed as a family- friendly with comfort and family in mind; this villa will provide an unforgettable vacation experience. Featuring 6 bedroom suites, pool, Jacuzzi, security,...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Home
1 / 35
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$650 - $1,500
Per week:$4,550 - $10,500
Pets allowed:No
Internet:Yes

This top- level Simpson Bay Penthouse is a tastefully furnished three bedroom suite penthouse nestled between a vibrant collection of favorite eateries, bars, French- style bakeries, and the lapping turquoise waters of Simpson Bay. Directly on Kim Sha, Simpson Bay Penthouse brings...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 24

Simpson Bay Villa
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$325

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$325 - $557
Per week:$2,280 - $3,900
Pets allowed:No
Internet:Yes

From the moment you set foot inside the luxurious, gated courtyard of Las Arenas in Sint Maarten, you know that this is a special place. Rendezvous is elevator accessible and features 2 king- size bedrooms with en suite bathrooms and a spacious living area - all with gorgeous views...

See more

Close x

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$371
Per month:$11,130
Pets allowed:No
Internet:Yes

SUMMER SPECIAL UNTIL NOV 15 - STAY FOR 7 PAY FOR 6! Directly on Simpson Bay Beach, this ground floor condo has everything you need for a perfect vacation. Two bedrooms, two baths, community pool and ON THE BEACH! ! ! Summer Rent: $1800/week• Winter Rent: $2600/week• Christmas...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 22

Simpson Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$357

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$357 - $571
Per week:$2,500 - $4,000
Pets allowed:No
Internet:Yes

Dolce Dolce Casa is indeed a sweet, sweet villa. This serene three bedroom, three bathroom vacation home is enclosed by a huge sun deck, stunning stone walls and a private swimming pool. Breathtaking panoramic views of Simpson Bay Lagoon, Mont Rouge and the French Lowlands are...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Apartment
1 / 18

Simpson Bay Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”4 Reviews

from

$157

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$157 - $228
Per month:$4,710 - $6,840
Pets allowed:No
Internet:Yes

WELCOME to Simpson Bay Yacht Club, our vacation home on beautiful St. Maarten island. Is this the right property for you? We understand that choosing the "right" rental can be difficult and overwhelming. Here are some reasons why we enjoy staying in our unit. Location - Location...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Villa
1 / 11

Simpson Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$357

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$357 - $715
Per week:$2,499 - $5,005
Pets allowed:No
Internet:Yes

This Luxury newly built condo is a great family retreat with stunning views of a lifetime of the Simpson Bay Lagoon with its Mega Yachts. It has a spacious and comfortable area on the large terrace; relax on the comfortable sofa while viewing the beautiful sunset and enjoy the panoramic...

See more

Close x

Simpson Bay Saint Martin Vacation Rentals - Apartment
1 / 9
Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Apartment
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

7th Night Free from April 15 to December 14th. Spectacular 2 Bedroom Condo directly on Simpson Bay Beach• Summer Rent: $2800/week• Winter Rent: $3680/week• Christmas Rent: $5000/week HEAVEN is where you think you are when you enter this upscale 2 bedroom, 2 ½ bath luxury condo....

See more

Close x

Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Apartment
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Coco Beach #12- Special Offer 7th night free Low Season 2 miles of beautiful sandy beach situated along the sparkling Caribbean sea known as the Simpson Bay beach provides the perfect setting for one of Caribbean most popular vacation destinationsWhether you are seeking a Peaceful...

See more

Close x

Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More