The 10 best holiday rentals in Simpson Bay, Sint Maarten | Booking.com
Skip to main content

Holiday Rentals in Simpson Bay

Find the holiday rentals that appeal to you the most

The best holiday rentals in Simpson Bay

Check out our pick of great holiday rentals in Simpson Bay

Filter by:

Review score

The Hills Residence

Simpson Bay

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.

L
Leif
From
Germany
It’s very modern and luxurious furnished with great views over Simpson Bay. The location is very central with supermarkets, restaurants, beach and bars in walking distance
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 190 reviews
Price from
US$301.58
1 night, 2 adults

Blue Dream Apartments

Simpson Bay

Set 700 metres from Kim Sha Beach, Blue Dream Apartments offers accommodation with a patio, as well as a garden and barbecue facilities.

J
Joanne
From
Antigua & Barbuda
Felt safe, host was very pleasant and welcoming, will do it all over again, very clean environment
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 714 reviews
Price from
US$104.98
1 night, 2 adults

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$124.20
1 night, 2 adults

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...

F
Faith
From
France
Our host was so welcoming, the place was such a vibe so luxurious the view was breathtaking. Every decor detail was well tought rooms are fully equipped laundry kitchen….
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 158 reviews
Price from
US$279.83
1 night, 2 adults

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.

a
aram
From
Afghanistan
Beautiful location. Always great waking up to the sounds of the ocean crashing against the rocks. the large swimming pool overlooking the sea is magical. the panoramic room is an amazing experience. great restaurant nearby. One thing I did learn is that you should definitely rent a car but everything is at 5minutes driving from the condo. Supermarkets, restaurants, beaches
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 124 reviews
Price from
US$370
1 night, 2 adults

Convenient Studio Apt Near Airport, Beaches & Food

Cupecoy (Near Simpson Bay)

Featuring air-conditioned accommodation with a balcony, Convenient Studio Apt Near Airport, Beaches & Food is located in Cupecoy. This apartment offers a garden.

J
Jean Jacques
From
France
It was real clean and confortable she even bought me a blow dryer.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 28 reviews
Price from
US$116.28
1 night, 2 adults

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 9.6
Exceptional - What previous guests thought, 30 reviews
Price from
US$408.24
1 night, 2 adults

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 9.0
Superb - What previous guests thought, 9 reviews
Price from
US$202.01
1 night, 2 adults

Maho Beach House - Luxe 1-Bedroom - Ocean View

Maho Reef (Near Simpson Bay)

Situated in Maho Reef, just 80 metres from Maho Beach, Maho Beach House - Luxe 1-Bedroom - Ocean View features beachfront accommodation with free WiFi.

E
Elroy
From
Sint Maarten
The only thing about this place that is acceptable is the location.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 13 reviews
Price from
US$272.75
1 night, 2 adults

Maho Beach House - Grand Ocean Suite

Maho Reef (Near Simpson Bay)

Boasting air-conditioned accommodation with a patio, Maho Beach House - Grand Ocean Suite is situated in Maho Reef. Private parking is available on site.

S
Siegfreed
From
Sint Maarten
Exellent all the way. Amazing view on the sea side. Sunsets evey nights.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 17 reviews
Price from
US$233.55
1 night, 2 adults
All holiday rentals in Simpson Bay

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

See all

Highly rated holiday rentals in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.0
    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.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 129 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.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 30 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.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 124 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.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 16 reviews

    Situated in Marigot, 1.8 km from Baie de la Potence Beach and 2.1 km from Nettle Bay Beach, CHILL SPOT avec vue sur lagon - with a lagoon view SXM features air-conditioned accommodation with a balcony...

  • 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.

  • Perle Des Sables

    Marigot
    8.0+ review score
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 42 reviews

    Situated in Marigot, just 600 metres from Nettle Bay Beach, Perle Des Sables features beachfront accommodation with a private beach area, an outdoor swimming pool and free WiFi.

  • SeaBird Studio

    Marigot
    8.0+ review score
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 95 reviews

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

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

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 107 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
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 97 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.

  • Marina Royale Vue Mer

    Marigot
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 120 reviews

    Situated in Marigot, 1.2 km from Baie de la Potence Beach, Marina Royale Vue Mer features air-conditioned accommodation with a balcony and free WiFi.

  • Ti Koala

    Baie Nettle
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 100 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.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 28 reviews

    Featuring air-conditioned accommodation with a balcony, Convenient Studio Apt Near Airport, Beaches & Food is located in Cupecoy. This apartment offers a garden.

  • Fraicheur Des Caraibes

    Marigot
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 31 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.

  • Fun under the sun!

    Cupecoy
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 12 reviews

    Located only 1.8 km from Baie Longue Beach in Cupecoy, Fun under the sun! features accommodation fitted with a patio, garden and year-round outdoor pool.

  • Divine Rest

    Philipsburg
    Free cancellation options available
    Scored out of 10, guest rating 7.5
    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.

Enjoy breakfast in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 158 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...

  • 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.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 20 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.

Holiday rentals that guests love in Simpson Bay

See all

Research, refine and make plans for your whole trip