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

Holiday Rentals for every style

Find the right holiday rental for you in Simpson Bay

The best holiday rentals in Simpson Bay

Check out our pick of great holiday rentals in Simpson Bay

Show hotels on map

Filter by:

Review score

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.

A
Andreas
From
Austria
we had Apt. Nr.6 and the view was fantastic. Also Kay was such a lovely person. We really enjoyed every day. Thanks very much . See you again.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 724 reviews
Price from
US$97.20
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...

M
Milo
From
Saint Barthelemy
Amazing view, very nice apartment, walking distance to the most beautiful beach of Sint Maarten and close to good restaurants.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 158 reviews
Price from
US$195.30
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.

F
Fabijański
From
Poland
What I liked the most was the location, the stunning views from the window and the bedroom, and the pool. Above all, I truly appreciated the incredible dedication of the concierge team – their help, availability, and excellent selection of additional activities on the island, as well as their great restaurant recommendations. We felt 100% taken care of.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 125 reviews
Price from
US$360
1 night, 2 adults
Check availability

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.

A
Alfredo
From
El Salvador
Just eve-ry-thing! Tamara was an incredible host. She answered our questions quickly. Her customer care was excellent. And what to say about the place? Just wonderful. Quiet neighborhood, great location just few steps from bars, restaurants, stores, bakeries… A short distance from Cupecoy beach (oh, we loved Cupecoy! And not far from Maho and it’s great nightlife. The facilities were spotless, comfortable and well set for guests. We wouldn’t hesitate to book here in our next trip to SXM.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 29 reviews
Price from
US$62.10
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
Check availability

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$120.75
1 night, 2 adults
Check availability

Maho Beach House - Studio - Beach Access

Maho Reef (Near Simpson Bay)

Located in Maho Reef, 90 metres from Maho Beach and less than 1 km from Simpson Bay Beach, Maho Beach House - Studio - Beach Access provides spacious air-conditioned accommodation with a terrace and...

P
Petra
From
Netherlands
Lovely quiet place near the beach. The apartment was new and clean the parking was safe. Kaya is so friendly and accommodating.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 38 reviews
Price from
US$143.75
1 night, 2 adults
Check availability

Maho Beach House - Sand Bar Studio - Ocean View

Maho Reef (Near Simpson Bay)

Featuring air-conditioned accommodation with a terrace, Maho Beach House - Sand Bar Studio - Ocean View is set in Maho Reef. Private parking is available on site.

y
yecine
From
France
Nice room amazing view . Top location and amazing staff
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 45 reviews
Price from
US$180.34
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
Check availability
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.

    From US$205.41 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 125 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 9.7
    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 9.5
    Exceptional - What previous guests thought, 125 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$430 per night
  • 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...

    From US$124.34 per night
  • 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$208.21 per night

  • 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 9.5
    Exceptional - 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.

Enjoy breakfast in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.4
    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...

    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 8.3
    Very good - What previous guests thought, 3 reviews

    Boasting air-conditioned accommodation with a private pool, OASIS deluxe 1 bedroom apartment with Pool is situated in Koolbaai. The property has lake views and is 400 metres from Kim Sha Beach.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Boasting air-conditioned accommodation with a balcony, OASIS Penthouse with private garden & shared pool is situated in Koolbaai.

  • 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.

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, 108 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...

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 52 reviews

    Located in Marigot, just less than 1 km from Nettle Bay Beach, Appartement PIEDS DANS L'EAU VUE MER ACCES PLAGE ET PISCINE provides beachfront accommodation with a private beach area, pool with a view...

    From US$123.16 per night

  • Studio Blue Sunset

    Marigot
    Free cancellation options available
    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.

  • Marina Royale Vue Mer

    Marigot
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 123 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.

    From US$117.30 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 19 reviews

    Boasting air-conditioned accommodation with a private pool, pool view and a patio, Tekila Beach, appt-condo au bord de mer a Saint-Martin SXM is situated in Baie Nettle.

    From US$482.69 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 29 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.

    From US$172.84 per night

  • 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

Holiday rentals that guests love in Simpson Bay

See all

Research, refine and make plans for your whole trip

Hotels near Princess Juliana International Airport

Got a stopover, late arrival or early departure? Find hotels conveniently close to the airport.

Hotels near Robert L. Bradshaw International Airport

Perfect for a late arrival or early departure.

Cheap holidays in Simpson Bay

Book the best flights, stays and more – all in one place

Hotels in Simpson Bay

More great accommodation options for your trip.

Apartments in Simpson Bay

More great accommodation options for your trip.

Beach Hotels in Simpson Bay

More great accommodation options for your trip.

Hotels with Parking in Simpson Bay

Explore more great accommodation options in Simpson Bay, starting with hotels with parking.

Hotels with Pools in Simpson Bay

More great accommodation options for your trip.

Flights from London to Simpson Bay

Find and compare the best flights.