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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.

L
Leonie
From
Switzerland
Super nice stay! Amazing appartment with amazing view, owners and employees are super friendly and helpful. Perfect location on the island.
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.

k
kentasia
From
Guadeloupe
The peace and the staff was very nice
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
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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
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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...

E
Esther Cheri Henriquez
From
Netherlands
We had communicated our arrival time and were greeted by Emmanuel immediately after our arrival at reception. He led us directly to our large brand new luxury suite, fully equipped with modern electrical equipment (such as washing machine and dryer), with beautiful views from the rooms that differ depending on the room you are in. You can enjoy a sunrise or sunset, a beautiful golf course and a view of the French part of St. Marten, depending on the room you are in. There are several suites available and they differ from each other in terms of views, furnishings, but all suites also differ in theme in terms of decor and color. It is therefore important that you contact the manager after you have booked and indicate your specific wishes if you have certain expectations. We were able to enjoy the sunrise and sunset every day. There is a spacious gym and very large pool with facilities. The beautiful beach is a 5-minute walk away and has various food and drink posibilities as well as water sports activities. The photos speak for themselves. In short, an excellent stay, perfect location and highly recommended!!!
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.

L
Leeana
From
Trinidad and Tobago
Lovely and well maintained property! Location is a bit further out but with a large fully equipped kitchen and a lovely restaurant within walking distance didn’t miss anything at all. Highlight was staying in bed and just enjoying the view of the beautiful water. Lovely getaway that I would love to return to! Hosts communicated well and were very helpful. Definitely recommend!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 127 reviews
Price from
US$403
1 night, 2 adults
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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
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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
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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.

N
Norbert
From
Germany
Englisch I would especially like to thank the owner Louis for his support. He made my extended stay even more pleasant than it already was. If I have to stay on Sint Maarten again, I will try to book there again.
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.

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

  • Diamond Gem Residence

    Koolbaai
    Free cancellation options available
    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 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

  • 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

  • The Aquila Villa

    Philipsburg
    Free cancellation options available
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 90 reviews

    Situated in Philipsburg, 300 metres from Great Bay Beach and 2.8 km from Little Bay Beach, The Aquila Villa offers a casino and air conditioning.

    From US$99.26 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$327.48 per night

Holiday Rentals with swimming pools in Simpson Bay and nearby

  • 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
  • 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 8.0
    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$7,575.10 per night
  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 5 reviews

    Situated in Marigot, Villa Branca - Les Terres Basses features accommodation with private pool, free WiFi and free private parking for guests who drive. This villa has a garden.

    From US$616.37 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

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 8.9
    Fabulous - What previous guests thought, 19 reviews

    Situated in Philipsburg and only 1.1 km from Dawn Beach, Lovely 2 Bedroom Apartment in Quiet Neighborhood! features accommodation with mountain views, free WiFi and free private parking.

    From US$124.20 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 26 reviews

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

    From US$86.40 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 8 reviews

    Situated in Grand Case, a few steps from Grand Case Beach, PARADISE VIEW 1 bed-room water front studio at Grand Case features air-conditioned accommodation with a terrace and free WiFi.

    From US$338.86 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 7 reviews

    Providing a garden, Waterfront 2 Bedroom MobilHome provides accommodation in Quartier dʼOrléans. The property has lake and garden views, and is 1.4 km from Coralita Beach.

    From US$126.86 per night
  • 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
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 138 reviews

    Boasting a shared lounge, Akunamatata Guest House Grand Case is situated in Grand Case, 200 metres from Grand Case Beach.

    From US$63.46 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.

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