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

Check out our pick of great holiday rentals in Simpson Bay

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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
Amanda
From
Saint Martin
Everything was excellement, I totally recommend.
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 717 reviews
Price from
US$101.25
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...

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 9.4
Superb - What previous guests thought, 157 reviews
Price from
US$195.30
1 night, 2 adults
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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.

I
Irene
From
Canada
We loved our condo, was great with beautiful views. Charles the concierge was super nice and gave us many recommendations . Easy access by car to all places on the island and great grocery store 5 minutes away. Only regret was that our stay was too short.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 124 reviews
Price from
US$360
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$378
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
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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

The Castle

Philipsburg (Near Simpson Bay)

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

c
careem
From
Saint Kitts and Nevis
It's right in the heart of town. Literally as you step outside your right in the middle of everything. Can do all your shopping and dining and not take 10 steps.
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

Diamond Gem Residence

Koolbaai (Near Simpson Bay)

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.

L
Luther
From
Bahamas
Property was close to the airport, clean,quiet and comfortable. Will definitely be coming back
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 122 reviews
Price from
US$85.50
1 night, 2 adults
Check availability

Fun under the sun!

Cupecoy (Near Simpson Bay)

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.

M
Mariska
From
Netherlands
Nice apartment in a quiet area. Some supermarkets and restaurants are close by and there is a beach in walking distance
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 12 reviews
Price from
US$71.25
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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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 8.5
    Very good - What previous guests thought, 122 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 9.4
    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.

    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$125.63 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$210.37 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.

    From US$147.72 per night
  • 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...

    From US$141.31 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 87 reviews

    Featuring air-conditioned accommodation with a private pool, Lagoon Terrace grand studio is located in Baie Nettle. This beachfront property offers access to free WiFi and free private parking.

    From US$143.55 per night

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

  • Marina Royale Vue Mer

    Marigot
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 122 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 8.7
    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.

    From US$183.11 per night
  • Scored out of 10, guest rating 9.9
    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$487.71 per night

  • 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$174.64 per night

  • 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.

    From US$82.62 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

  • Charming house in La Savane with sea view

    Happy Bay
    Free cancellation options available

    Situated in Happy Bay with Grand Case Beach nearby, Charming house in La Savane with sea view provides accommodation with free private parking. The property has garden views.

    From US$533.34 per night

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

    From US$331.86 per night

Enjoy breakfast in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 157 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.

Holiday rentals that guests love in Simpson Bay

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Hotels in Simpson Bay

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Apartments in Simpson Bay

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