The 10 best holiday rentals in Simpson Bay, Sint Maarten | Booking.com
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Holiday Rentals in Simpson Bay

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The best holiday rentals in Simpson Bay

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Tradewinds Apartments Simpson Bay

Simpson Bay

Tradewinds Apartments Simpson Bay is set in Simpson Bay and features a pool with a view and sea views. There is a private entrance at the apartment for the convenience of those who stay.

G
Gary
From
United Kingdom
This is a family owned and run property. They keep the place in perfect condition, spotless pool and well tended garden. All facilities were in exceptional condition as listed on the booking.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 167 reviews
Price from
US$300
1 night, 2 adults
Check availability

Blue Dream Apartments

Simpson Bay

Boasting pool with a view, garden and views of pool, Blue Dream Apartments is set in Simpson Bay, 700 metres from Kim Sha Beach. A hot tub and a car rental service are available for guests.

R
Ramirez
From
Sint Maarten
A good place to have a quiet time
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 728 reviews
Price from
US$95.40
1 night, 2 adults
Check availability

Villa Cleavage

Simpson Bay

Located in Simpson Bay and only 1.1 km from Kim Sha Beach, Villa Cleavage provides accommodation with mountain views, free WiFi and free private parking.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 16 reviews
Price from
US$115
1 night, 2 adults
Check availability

Mullet Bay Suites - Your Luxury Stay Awaits

Cupecoy (Near Simpson Bay)

Set in Cupecoy, Mullet Bay Suites - Your Luxury Stay Awaits offers beachfront accommodation 100 metres from Mullet Bay Beach and provides various facilities, such as pool with a view, a fitness centre...

C
Connor
From
South Africa
Was an absolute amazing suite with great views and awesome facilities. The staff where super helpful and very accommodating with me and definitely will be staying again
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 159 reviews
Price from
US$229.50
1 night, 2 adults
Check availability

condostmaarten by the sea -Adults Only-

Koolbaai (Near Simpson Bay)

Condostmaarten by the sea -Adults Only- is situated in Koolbaai and has a pool with a view and sea views. This beachfront property offers access to a balcony, free private parking and free WiFi.

C
Charlene
From
United Kingdom
I loved the deco of apartments, they are also very clean and modern. It's a spacious apartment, with everything you may need provided. The owner is alao very accommodating
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 127 reviews
Price from
US$403
1 night, 2 adults
Check availability

Modern 3BR Home with Own Private Pool

Philipsburg (Near Simpson Bay)

Boasting air-conditioned accommodation with a private pool, garden view and a patio, Modern 3BR Home with Own Private Pool is set in Philipsburg.

L
Luana
From
United Kingdom
Great location and the host was super helpful and responsive, suggesting things to do and asking how our first night was. The property was very modern and somewhere we could stay for a long trip.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 31 reviews
Price from
US$414.75
1 night, 2 adults
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1 bedroom apt with pool in Simpson Bay

Koolbaai (Near Simpson Bay)

Featuring air-conditioned accommodation with a private pool, 1 bedroom apt with pool in Simpson Bay is set in Koolbaai. This property offers access to a terrace, free private parking and free WiFi.

C
Claudia
From
United Kingdom
I liked the shared pool it was very nice.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 9 reviews
Price from
US$211.31
1 night, 2 adults
Check availability

Serenity Penthouse

Lowlands (Near Simpson Bay)

Set in Lowlands, Serenity Penthouse offers accommodation with rooftop pool, free WiFi and free private parking for guests who drive.

T
Tahfere
From
United States
The space was very clean , super spacious. Extremely relaxing ! Pool is heated view is amazing !
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
US$995
1 night, 2 adults
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The Castle

Philipsburg (Near Simpson Bay)

A recently renovated property, The Castle is set in Philipsburg near Great Bay Beach, Little Bay Beach.

C
Clif
From
United Kingdom
Everything about the property was top notch, very clean, welcoming and in a prime location. It is safe, providing extra safety access to guests. Amenities are walking distance and the property is equipped with a new kitchen giving the choice to self cater or visit one of the many restaurants nearby. The hosts were exceptionally professional and friendly, Louis went out of his way to ensure comfort, even when I locked myself out and messaged him at three o’clock in the morning, he politely and quickly came to my rescue. lol (more than once) very nice place, I will definitely recommend.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 109 reviews
Price from
US$120
1 night, 2 adults
Check availability

Cozy Studio Apartment in Quiet Neighborhood!

Philipsburg (Near Simpson Bay)

Set in Philipsburg with Dawn Beach nearby, Cozy Studio Apartment in Quiet Neighborhood! provides accommodation with free private parking. The property has garden views.

I
Isabelle
From
Netherlands
Clean, comfortable and very well maintained. Lovely host.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 26 reviews
Price from
US$80
1 night, 2 adults
Check availability
All holiday rentals in Simpson Bay

Most booked holiday rentals in Simpson Bay and surroundings in the past month

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Enjoy breakfast in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 159 reviews

    Set in Cupecoy, Mullet Bay Suites - Your Luxury Stay Awaits offers beachfront accommodation 100 metres from Mullet Bay Beach and provides various facilities, such as pool with a view, a fitness centre...

    From US$279.83 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 5 reviews

    Boasting air-conditioned accommodation with a private pool, Luxurious 1 bedroom Apt with pool in Simpson Bay is situated in Koolbaai. This property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 3 reviews

    Boasting air-conditioned accommodation with a private pool, The luxe 1 bedroom apartment is set in Koolbaai. This property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 2 reviews

    Located just 1.1 km from Simpson Bay Beach, Blue Sky 2 bedr apartment with pool in Simpson bay provides accommodation in Koolbaai with access to an outdoor swimming pool, a garden, as well as a lift.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Situated in Koolbaai, Blue Sky 1 bedroom apartment in Simpson Bay features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Featuring air-conditioned accommodation with a private pool, Blue Sky apartment with lagoon view is located in Koolbaai. This property offers access to a terrace, free private parking and free WiFi.

  • Boasting air-conditioned accommodation with a private pool, Villa Zircon in Pelican Key awaits you is situated in Koolbaai.

  • Morea SXM

    Simpson Bay
    Breakfast options

    Featuring air-conditioned accommodation with a private pool, sea view and a terrace, Morea SXM is located in Simpson Bay. Featuring lake and garden views, this apartment also offers free WiFi.

Highly rated holiday rentals in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 9 reviews

    Featuring air-conditioned accommodation with a private pool, 1 bedroom apt with pool in Simpson Bay is set in Koolbaai. This property offers access to a terrace, free private parking and free WiFi.

    From US$205.41 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 120 reviews

    Diamond Gem Residence features rooms in Koolbaai. The property features sea and garden views. The guest house offers rooms with air conditioning, free private parking and free WiFi.

    From US$102.60 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 127 reviews

    Condostmaarten by the sea -Adults Only- is situated in Koolbaai and has a pool with a view and sea views. This beachfront property offers access to a balcony, free private parking and free WiFi.

    From US$370 per night

  • The Black Palm

    Philipsburg
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 75 reviews

    The Black Palm is located in Philipsburg and features a private pool and sea views. This beachfront property offers access to a balcony, free private parking and free WiFi.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 5 reviews

    Boasting air-conditioned accommodation with a patio, Patmay Greenery. Fresh air, vacation get away. Is set in Saint-James. This property offers access to a balcony, free private parking and free WiFi.

    From US$206.86 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 106 reviews

    Set in Marigot, just less than 1 km from Nettle Bay Beach, Superbe studio Dolce Vita vue mer plage piscine offers beachfront accommodation with a private beach area, an outdoor swimming pool and free...

  • Studio Blue Sunset

    Marigot
    8.0+ review score
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 99 reviews

    Featuring air-conditioned accommodation with a private pool, sea view and a terrace, Studio Blue Sunset is located in Marigot. This beachfront property offers access to a balcony and free WiFi.

  • Ti Koala

    Baie Nettle
    8.0+ review score
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 101 reviews

    Set 60 metres from Nettle Bay Beach, Ti Koala offers a private beach area, pool with a view and air-conditioned accommodation with a balcony and free WiFi.

    From US$180.05 per night

Holiday Rentals with swimming pools in Simpson Bay and nearby

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Set in Upper Prince’s Quarter, this air-conditioned villa is located 7 km from Saint Martin. Amazing view of the Atlantic Ocean,and St. Barts from all rooms.

    From US$1,220 per night

  • Spacious villa with sea view in Saint Martin + private pool. Is located in Les Terres Basses and offers an outdoor swimming pool and a garden.

    From US$7,576.27 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 54 reviews

    Located in Cul de Sac and only 1.9 km from Orient Bay Beach, C'RENITY VILLA provides accommodation with mountain views, free WiFi and free private parking.

    From US$297.18 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 47 reviews

    Boasting accommodation with a patio, C'Renity Studio is set in Cul de Sac.

    From US$174.81 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 16 reviews

    Résidence Adam et Eve in Orient Bay provides adults-only accommodation with an outdoor swimming pool, a garden and a bar.

    From US$293.31 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 21 reviews

    Boasting air-conditioned accommodation with a private pool, garden view and a patio, Spacious 3BR Home with Own Private Cozy Pool is situated in Koolbaai.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 31 reviews

    Boasting air-conditioned accommodation with a private pool, garden view and a patio, Modern 3BR Home with Own Private Pool is set in Philipsburg.

    From US$408.24 per night
  • Scored out of 10, guest rating 10
    Exceptional - What previous guests thought, 2 reviews

    2.8 km from Little Bay Beach in Koolbaai, Blue Sanctuary provides accommodation with access to a hot tub, spa facilities and fitness centre.

These holiday rentals in Simpson Bay and nearby have options with free cancellation

  • Fraicheur Des Caraibes

    Marigot
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 30 reviews

    Boasting sea views, Fraicheur Des Caraibes is situated in Marigot, around 300 metres from Baie de la Potence Beach. This beachfront property offers access to free WiFi and free private parking.

    From US$171.72 per night

  • Divine Rest

    Philipsburg
    Free cancellation options available
    Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 32 reviews

    Situated in Philipsburg, within 1.9 km of Little Bay Beach, Divine Rest offers accommodation with air conditioning.

  • The Castle

    Philipsburg
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 109 reviews

    A recently renovated property, The Castle is set in Philipsburg near Great Bay Beach, Little Bay Beach.

    From US$129.60 per night

  • Over The Hill Residence

    Grand Case
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 171 reviews

    Boasting a garden and barbecue facilities, Over The Hill Residence is situated in Grand Case. The property features sea and mountain views, and is 1.5 km from Grand Case Beach.

    From US$132.16 per night

  • Cozy apartment with garden in La Savane 75 m² mountain view is situated in Happy Bay and offers a garden.

    From US$326.31 per night

  • Charming Apartment in La Savane - 65 m² - Terrace with View is situated in Happy Bay and offers a garden.

    From US$314.66 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Situated in Happy Bay and only 1.5 km from Grand Case Beach, Charming Apartment in La Savane, 65 sqm with Terrace features accommodation with garden views, free WiFi and free private parking.

    From US$326.31 per night

  • Vacances entre mer et colline

    Oyster Pond
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 36 reviews

    Boasting a garden, Vacances entre mer et colline is set in Oyster Pond, within 2.3 km of Dawn Beach.

    From US$139.85 per night

FAQ about holiday rentals in Simpson Bay

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