Skip to main content

The 10 Best Vacation Rentals in Simpson Bay, St. Maarten

Check out our selection of great vacation rentals in Simpson Bay

Filter by:


Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

The Horny Toad Guest House offers studios and apartments located right on the Caribbean Sea in Simpson Bay. The airport is a short 2-minute walk away.

The studios at this property are air-conditioned and come with a kitchenette and wardrobe. The apartment has a spacious seating area that includes a sofa and dining table. Free Wi-Fi is available.

Everything was clean and made me feel at home but in front of the beach! Good vibes and good atmosphere! Highly Recommend!

Show more Show less
9.6
Exceptional
136 reviews
Price from
$171.75
per night

Set in Simpson Bay, 600 metres from Kim Sha Beach, The Hills Residence offers accommodation with a rooftop pool, free private parking, a casino and a terrace. Among the facilities of this property are a restaurant, a 24-hour front desk and a lift, along with free WiFi throughout the property. The aparthotel has a hot tub and full-day security.

Immaculate property in a perfect location. One must have a rental vehicle on the island.

Show more Show less
9.3
Wonderful
52 reviews
Price from
$180.58
per night

Boasting air-conditioned accommodation with a patio, Charming 1-Bed Studio in Simpson Bay - Beacon Hill is situated in Simpson Bay. This property offers access to a balcony and free private parking. The property is non-smoking and is located 400 metres from Simpson Bay Beach.

Convenient and safe location. Very clean and comfortable. Good value. We'll be back!

Show more Show less
9.4
Wonderful
7 reviews
Price from
$94.05
per night

Set 700 metres from Kim Sha Beach, Blue Dream apartments offers accommodation with a patio, as well as a garden and barbecue facilities. With inner courtyard views, this accommodation provides a balcony and a swimming pool. The apartment offers rooms with air conditioning, free private parking and free WiFi.

A good place to have a quiet time

Show more Show less
8.3
Very Good
453 reviews
Price from
$115
per night

Located in Simpson Bay and only 1.2 km from Kim Sha Beach, Villa Cleavage provides accommodation with mountain views, free WiFi and free private parking. The property was built in 2008 and features air-conditioned accommodation with a patio. The property is allergy-free and is situated 2.2 km from Simpson Bay Beach.

We love the privacy, really quiet. It's at the top of the hill giving access to Ocean view and the opposite side the view of Simpson bay very pretty in the night.

Show more Show less
8.6
Excellent
11 reviews
Price from
$109
per night

Set in Simpson Bay, Pelican Pearl features accommodation with a year-round outdoor pool and a garden. The air-conditioned accommodation is 1.5 km from Kim Sha Beach, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is situated 2.5 km from Simpson Bay Beach.

Location, view, cosy and clean

Show more Show less
8.5
Very Good
15 reviews
Price from
$108.90
per night

Featuring air-conditioned accommodation with a private pool, garden view and a patio, Villa Sea Forever @ Pelican Key - Paradise Awaits! is located in Simpson Bay. This property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is situated 1 km from Kim Sha Beach.

Show more Show less
10
Exceptional
2 reviews
Price from
$202
per night

Featuring a terrace with sea views, a garden and a bar, Chambre d'hôte chez Aurélie et Jean-Christophe can be found in Simpson Bay, close to Simpson Bay Beach and 1.4 km from Kim Sha Beach. Located on the beachfront, this property features a shared lounge. The accommodation offers airport transfers, while a bicycle rental service is also available.

Show more Show less
7
Good
1 reviews

Located in Simpson Bay, 1.2 km from Kim Sha Beach and 2.2 km from Simpson Bay Beach, Ocean front villa, pool, private ocean snorkeling offers a private beach area and air conditioning. This beachfront property offers access to a terrace, free private parking and free WiFi. The pool features a pool bar and sea views.

Show more Show less
9.5
Exceptional
2 reviews
Price from
$534.75
per night

Set in Simpson Bay, CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub offers accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 600 metres from Kim Sha Beach. The property is non-smoking and is situated 1.1 km from Simpson Bay Beach.

Show more Show less
10
Exceptional
1 reviews
Price from
$265
per night

Most booked vacation rentals in Simpson Bay this month

Enjoy breakfast in Simpson Bay!

  • Charming 1-Bed Studio in Simpson Bay - Beacon Hill
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 7 reviews

    Just a 5-minute walk from Simpson Bay Beach and 700 yards from Maho Beach, Charming 1-Bed Studio in Simpson Bay - Beacon Hill features accommodations in Simpson Bay with a garden.

    Personal war freundlich und herzlich Das Zimmer war alles gut und sauber.

  • Villa Cleavage
    Breakfast options
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 12 reviews

    Featuring a garden, Villa Cleavage provides accommodations in Simpson Bay.

  • Pelican Pearl
    Breakfast options
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 15 reviews

    Pelican Pearl offers accommodations in Simpson Bay, 1.5 miles from Simpson Bay Beach.

    Lekker rustige omgeving, heerlijk om te ontspannen

  • Puerta Al-Mar Villa

    Puerta Al-Mar Villa offers accommodations in Simpson Bay, a 19-minute walk from Kim Sha Beach and 1.7 miles from Simpson Bay Beach.

  • Villa Sea Forever @ Pelican Key - Paradise Awaits!
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Featuring a garden, Villa Sea Forever @ Pelican Key - Paradise Awaits! provides accommodations in Simpson Bay. This property offers a private pool, free Wifi, and free private parking.

  • Morea SXM
    Breakfast options

    This property offers a private pool and free Wifi. Opening onto a terrace, the air-conditioned apartment consists of 1 bedroom and a fully equipped kitchen. A flat-screen TV is provided.

  • Chambre d'hôte chez Aurélie et Jean-Christophe
    7.0
    Scored 7.0
    Good
    Rated good
     · 1 review

    Just a few steps from Simpson Bay Beach and a 17-minute walk from Kim Sha Beach, Chambre d'hôte chez Aurélie et Jean-Christophe features accommodations in Simpson Bay with a garden.

  • Ocean front villa, pool, private ocean snorkeling
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

    Ocean front villa, pool, private ocean snorkeling offers accommodations in Simpson Bay, a 14-minute walk from Kim Sha Beach and 1.4 miles from Simpson Bay Beach.

These vacation rentals in Simpson Bay have options with FREE cancellation

  • Blue Dream apartments
    Free cancellation options available
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 453 reviews

    Just a 8-minute walk from Kim Sha Beach and 1.1 miles from Simpson Bay Beach, Blue Dream apartments features accommodations in Simpson Bay, with a garden.

    All , only I forgot my SIM card and I wish him found

  • CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Offering a garden and a terrace, CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub in Simpson Bay is close to Kim Sha Beach and Simpson Bay Beach.

  • Hamaka condo a beachfront retreat on Simpson Bay Beach
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 3 reviews

    Hamaka condo a beachfront retreat on Simpson Bay Beach is located in Simpson Bay, just a few steps from Simpson Bay Beach and a 9-minute walk from Kim Sha Beach.

  • Sunset Surf Villa Beacon Hill
    Free cancellation options available
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    This beachfront property offers access to a terrace and free private parking. The mountain views are a highlight at the villa's pool.

  • OASIS 1 Bedroom Apartment Simpson Bay
    Free cancellation options available
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1 review

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, OASIS 1 Bedroom Apartment Simpson Bay features accommodations in Simpson Bay, with an outdoor swimming pool and a terrace.

  • Coco's Beach House Simpson Bay
    Free cancellation options available

    Just a few steps from Simpson Bay Beach and one mile from Kim Sha Beach, Coco's Beach House Simpson Bay features accommodations in Simpson Bay with a bar.

  • Simpson Bay Yatch Club 2 Bedrooms
    Free cancellation options available

    Located in Simpson Bay, simpson bay yatch club 2 bedrooms offers air-conditioned accommodations with a terrace and free WiFi. The apartment features sea views and is 3.7 mi from Saint Martin.

FAQ about vacation rentals in Simpson Bay







Vacation Rentals That Guests Love in Simpson Bay

  • Avg. price/night: $248.10
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 985 reviews
    Beautiful location with lots of amenities including on site departure for activities we wanted like snorkeling and other island trips. Our villas were well furnished with everything we needed and very comfortable; nice to have full kitchens. Lots of good restaurants at the resort and also appreciated the market to buy groceries. Nice beach. Enjoyed some evening music entertainment. Staff were friendly and helpful. Loved everything about the resort!
    Linda
    Group
  • Avg. price/night: $291.60
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 540 reviews
    The villas were beautiful. the location on the property was great with easy access to amenities and also main road to Simpson Bay. Everything needed was convenient...groceries, beaches, restaurants, pharmacy, entertainment. The pool, bars and food were excellent.
    Margaret
    Family with young children
  • Avg. price/night: $341.20
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 830 reviews
    I loved everything about my stay at The Morgan Resort Spa & Village. Mainly how inviting, helpful & kind everyone was. The music at the pool was perfect & the cocktails really tasty.
    Sue-Jeen
    Solo traveler
  • Avg. price/night: $341.20
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 830 reviews
    Great property in St. Martin it a very beautiful, clean , the staff is very good, we enjoyed staying at The Morgan Resort Spa & Village . Everything was excellent we will return again.
    Harrison
    Young couple
  • Avg. price/night: $291.60
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 540 reviews
    The hotel is very well located, lots of restaurant and bars are nearby. There is a mini market closed to it as well. The hotel is right by the beach, which is stunning. I stayed at the villas and all have a balcony with an amazing view of the sea.
    Edgardo F
    Young couple
  • Avg. price/night: $291.60
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 540 reviews
    the villas were very nice, great facilities on site. close to the airport & other restaurants off site.
    William
    Young couple
  • Avg. price/night: $341.20
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 830 reviews
    the property was amazing! the pool was my favorite part , the grounds are brand new and stunning. i loved salt restaurant and the proximity of the resort the Maho village, the beach and nightlife!
    Shon
    Young couple
  • Avg. price/night: $291.60
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 540 reviews
    Rooms were spacious, especially the one-bedroom villas and the two-bedroom villas. It was a standard resort overall, needs a little update, would say max 4stars. Some staff was very helpful but could not say all the staff. The beach was ok, not the greatest.
    antonella
    Family with young children
  • Avg. price/night: $291.60
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 540 reviews
    The rooms were very clean, staff was helpful and friendly . Each balcony/patio from the villas has a beautiful ocean front view. Good walking distance to and from several restaurants and nightlife ! I would definitely stay again.
    ayana
    Travelers with friends
  • Avg. price/night: $291.60
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 540 reviews
    after the issues were resolved. everything started falling into place. hope to return. I stayed in the Villas which is a perfect location.at the bottom of the hill and on the bay
    roxanne bailey
    Family with young children

Research, refine, and make plans for your whole trip