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

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The best holiday rentals in Koolbaai

Check out our pick of great holiday rentals in Koolbaai

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condostmaarten by the sea -Adults Only-

Koolbaai

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 9.4
Superb - What previous guests thought, 126 reviews
Price from
US$403
1 night, 2 adults
Check availability

1 bedroom apt with pool in Simpson Bay

Koolbaai

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$211.31
1 night, 2 adults
Check availability

Mullet Bay Suites - Your Luxury Stay Awaits

Cupecoy (Near Koolbaai)

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...

G
Gia
From
Canada
Rooms exactly as in picture.excellent views from the room Bed supper comfy. Unit provided all your housing needs. Safe and extremely secure. I travelled alone and felt safe. Daily cleaner. 5 min walk to beach. Pool and restaurant on site.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 159 reviews
Price from
US$219.60
1 night, 2 adults
Check availability

Tradewinds Apartments Simpson Bay

Simpson Bay (Near Koolbaai)

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.

C
Cindy Amodeo
From
Canada
Great comfortable room, with great amenities. Great walkable location! Will definitely stay again! SXM and
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 168 reviews
Price from
US$300
1 night, 2 adults
Check availability

Modern 3BR Home with Own Private Pool

Philipsburg (Near Koolbaai)

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

Serenity Penthouse

Lowlands (Near Koolbaai)

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 Hills Residence

Simpson Bay (Near Koolbaai)

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 8.8
Fabulous - What previous guests thought, 194 reviews
Price from
US$179.85
1 night, 2 adults
Check availability

The Castle

Philipsburg (Near Koolbaai)

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

Blue Dream Apartments

Simpson Bay (Near Koolbaai)

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

N
Nick
From
United Kingdom
Great location. Great views of the ocean. Swimming pool(s). Parking. Wonderful host.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 723 reviews
Price from
US$121.50
1 night, 2 adults
Check availability

Cozy Studio Apartment in Quiet Neighborhood!

Philipsburg (Near Koolbaai)

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 Koolbaai

Most booked holiday rentals in Koolbaai and surroundings in the past month

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These holiday rentals in Koolbaai and nearby have options with free cancellation

  • Modern 3BR Home with Own Private Pool

    Philipsburg
    Free cancellation options available
    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.

  • Blue Dream Apartments

    Simpson Bay
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 723 reviews

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

    From US$140.40 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$208.39 per night
  • 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$123.28 per night
  • 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...

    From US$139.98 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

  • Lagoon Terrace grand studio

    Baie Nettle
    Free cancellation options available
    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.

  • Ti Koala

    Baie Nettle
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 103 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$194.31 per night

Highly rated holiday rentals in Koolbaai and nearby

  • 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$173 per night
  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 89 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
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 27 reviews

    Featuring pool views, Sweet Home SXM Baie Nettlé Pieds dans l'eau provides accommodation with a private beach area, pool with a view and an open-air bath, around a few steps from Nettle Bay Beach.

  • 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, 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 8.3
    Very good - What previous guests thought, 6 reviews

    Located in Oyster Pond, 600 metres from Coralita Beach, The View, Pool, Sea View, Oyster Pond Balconies provides air-conditioned accommodation with a balcony and free WiFi.

    From US$235.37 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$127.80 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 37 reviews

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

    From US$129.15 per night

Enjoy breakfast in Koolbaai and nearby

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 194 reviews

    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.

  • 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.

  • 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.

  • Villa Cleavage

    Simpson Bay
    Breakfast options
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 16 reviews

    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 9.0
    Superb - What previous guests thought, 2 reviews

    Featuring air-conditioned accommodation with a patio, Villa Casa Blue, between sky and ocean, Almond Grove is located in Koolbaai.

FAQ about holiday rentals in Koolbaai

Holiday rentals that guests love in Koolbaai

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  • Blue Sanctuary

    Holiday Rental in Koolbaai
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews
    A few girlfriends and I wanted a getaway to lay back and relax. That is exactly what we got! Danielle, the host met us at the villa promptly. She is very warm and friendly. Danielle took the time to answer all of our questions and provided my friends and I with all the cool spots to explore. My friends and I were very comfortable throughout the entire visit. Oh, and let's talk about the location. Beautiful views!! I will definitely book again when I return.
    Guest review by
    Daniel
    Solo traveller

  • Moonstone, private room in Villa Casa Blue pool sea view

    Holiday Rental in Koolbaai
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 8 reviews
    The location was beautiful and the villa comfortable.
    Guest review by
    Roger
    Young couple

Research, refine and make plans for your whole trip

Hotels in Koolbaai

Looking for an alternative to a holiday rental? Check out some of the best hotels in the city.

Hotels with Parking in Koolbaai

More great accommodation options for your trip.

Apartments in Koolbaai

More great accommodation options for your trip.

Hotels with Pools in Koolbaai

More great accommodation options for your trip.

Family Hotels in Koolbaai

More great accommodation options for your trip.

Holiday Rentals on Sint Maarten

Pack a bigger bag and see more of the country.

Holiday Rentals in Saint Martin

Flexible on where to stay? Look up holiday rentals in nearby Saint Martin, not too far from Koolbaai.

Hotels near Princess Juliana International Airport

Perfect for a late arrival or early departure.

Hotels near Robert L. Bradshaw International Airport

Perfect for a late arrival or early departure.