39 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Studios
Villas
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Townhomes
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

39 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Simpson Bay Vacation Rentals(39)

39 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night min stay
(17)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 7 night min stay
(35)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 10 night min stay
(17)
$400 - $786
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night min stay
(8)
$400 - $714
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
5 - 7 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(20)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 night min stay
(9)
  • 6 BR,
  • 5 BA,
  • Sleeps 12
7 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night min stay
(6)
$229 - $329
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night min stay
(6)
$229 - $329
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 - 7 night min stay
(11)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night min stay
1 Review
$229 - $329
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night min stay
(13)
$458 - $886
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night min stay
(3)
$350 - $750
per night
3 - 10 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
3 - 10 night min stay
2 Reviews
$179 - $259
per night
3 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 7 night min stay
(17)
$215
per night
5 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 3
5 - 7 night min stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night min stay
2 Reviews
  • 5 BR,
  • 5 BA,
  • Sleeps 10
(7)
$1,643 - $4,286
per night
5 - 14 night min stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
5 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 4
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(19)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(23)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 6 night min stay
(9)
$175 - $250
per night
1 - 2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 2 night min stay
(6)
  • Studio,
  • 1 BA,
  • Sleeps 2
7 night min stay
(8)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
2 Reviews
$239 - $339
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night min stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night min stay
 View map Map
Advertisement
 

Recent Simpson Bay Reviews

Great view. great location

5 of 5
A great location. Apartment was clean and no issues at all. Martine was very helpful and provided info on places to visit, restaurants, beaches etc. Apartment is in a great location and close to most popular places. Would recommend
  • Submitted: May 17, 2015
  • Stayed: May 2015

A family vacation I will never forget!

5 of 5
The description of Le Papillon was found to be accurate in every detail. The penthouse was beautifully appointed and had so many utensils in the kitchen I almost felt like I was in my own kitchen. Simona was incredibly accommodating with all of my requests...the owners are very fortunate to have her represent them. She met us at the penthouse and took us on a tour to explain some of the features. Each bedroom had it's own A/C as well as ceiling fans. I will let you know that in the master bedroom which faces the water it can get noisy if the water is a little rough from the waves crashing. I turned up the speed on the ceiling fan to help drown out the noise and for the most part that helped considerably. This is not a criticism only a personal observation. It may not be an issue for some...I just prefer a quiet sleeping environment. The bathrooms are great! I love those wands...they help get the sand off your body really well and the water pressure is outstanding. The roof top space is hot during the day but in the evening what a treat...we enjoyed most of our home cooked dinners under the pergola. We had hoped to spend most of our beach time in front of the condo but a storm churning out in the caribbean sea washed ashore alot of seaweed but that was o.k. it forced us to explore six new beaches during our stay. If you arrive on a Sunday and need to visit the local grocery store keep in mind the better stores close at 2pm. We found the best market across the bridge...I believe it was called Super Marche. You will also want to visit "Zee Best Bakery" near the airport. Everything is fresh and affordable. We only went out to dinner twice and I must admit I can be a restaurant snob so I'll keep my opinoins to myself as my taste may not be the same as others and that isn't fair to the restaurants. In closing...my family and I had an amazing vacation! Rent this penthouse and enjoy a luxurious experience...we hope to return very soon.
  • Submitted: May 16, 2015
  • Stayed: May 2015

Amazing place!

5 of 5
One of the best location in St Maarten, fron beach awesome mansion very quiet and relaxing and, at the same time, right in the center of Simpson Bay and Pellican that is the place you want to stay during your holiday in the friendly island. Very spacious rooms and beuatiful pool with ocean view.
  • Submitted: May 15, 2015
  • Stayed: Nov 2014