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

Find the holiday rentals that appeal to you the most

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.

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, 126 reviews
Price from
US$403
1 night, 2 adults

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

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$226.80
1 night, 2 adults

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, 167 reviews
Price from
US$300
1 night, 2 adults

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

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

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.

M
Marcia
From
Sint Maarten
The apartment and the view are beautiful. The comfort and the privacy.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 195 reviews
Price from
US$170.86
1 night, 2 adults

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

Blue Dream Apartments

Simpson Bay (Near Koolbaai)

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.

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, 725 reviews
Price from
US$99
1 night, 2 adults

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
All holiday rentals in Koolbaai

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

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Highly rated holiday rentals in Koolbaai and nearby

  • 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 8.3
    Very good - What previous guests thought, 725 reviews

    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.

    From US$143.64 per night
  • The Black Palm

    Philipsburg
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 76 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 8.2
    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$205.21 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 53 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$121.39 per night
  • The Castle

    Philipsburg
    8.0+ review score
    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
  • 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.

  • 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$170.35 per night

Holiday Rentals with swimming pools in Koolbaai and nearby

  • 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
  • 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 8.3
    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$231.77 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$7,514.65 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$294.81 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$173.41 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 60 reviews

    Facing the seafront in Cul de Sac, Happy Residence - Orient Beach 09 is an apartment, featuring a year-round outdoor pool and parking on-site.

    From US$155.03 per night
  • Scored out of 10, guest rating 6.4
    Pleasant - What previous guests thought, 13 reviews

    Set in Cul de Sac, Easy Friendly SXM offers accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 2.4 km from Orient Bay Beach.

Enjoy breakfast in Koolbaai and nearby

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 195 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.

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

  • 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$131.10 per night
  • Cozy apartment with garden in La Savane 75 m² mountain view is situated in Happy Bay and offers barbecue facilities.

    From US$324.86 per night
  • Charming Apartment in La Savane - 65 m² - Terrace with View is situated in Happy Bay.

    From US$313.30 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Situated in Happy Bay and only 1.5 km from Grand Case Beach, Charming Apartment in La Savane, 65 sqm with Terrace features accommodation with garden views, free WiFi and free private parking.

  • Vacances entre mer et colline

    Oyster Pond
    Free cancellation options available
    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.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 9 reviews

    Featuring pool views, Ocean front villa, pool, private ocean snorkeling provides accommodation with a private beach area, pool with a view and a garden, around 1.2 km from Kim Sha Beach.

  • Pelican Pearl

    Simpson Bay
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 23 reviews

    Pelican Pearl is set in Simpson Bay and offers an outdoor swimming pool and a garden.

  • Tradewinds Apartments Simpson Bay

    Simpson Bay
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 167 reviews

    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.

FAQ about holiday rentals in Koolbaai

Holiday rentals that guests love in Koolbaai

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  • 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
  • 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