The 10 best cottages in Simpson Bay, St. Maarten | Booking.com
Skip to main content

Cottages in Simpson Bay

Find the cottages that appeal to you the most

Cottages for every style

Find the right cottage for you in Simpson Bay

The best cottages in Simpson Bay

Check out our selection of great cottages in Simpson Bay

Filter by:

Review score

Sunny Days at Simpson Bay Yacht Club

Simpson Bay

Sunny Days at Simpson Bay Yacht Club offers accommodations in Simpson Bay, a 5-minute walk from Kim Sha Beach.

A
Aisha
From
St. Maarten
Loved everything about this property. Communication with the host was easy going and she was really helpful! Thanks again Kayla, I'll definitely book here again.
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 5 reviews
Price from
$241.76
1 night, 2 adults

Hamaka condo a beachfront retreat on Simpson Bay Beach

Simpson Bay

Hamaka condo a beachfront retreat on Simpson Bay Beach is located in Simpson Bay, just a few steps from Simpson Bay Beach and a 9-minute walk from Kim Sha Beach.

T
Tomasz
From
Switzerland
Excellent location, clean, very helpful and friendly property manager.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 6 reviews

Ocean front villa, pool, private ocean snorkeling

Simpson Bay

Ocean front villa, pool, private ocean snorkeling offers accommodations in Simpson Bay, a 14-minute walk from Kim Sha Beach.

M
Mark
From
United States
Great house and fantastic pool. Nadine met us as scheduled on both check in and check out. She was very quick to respond with a question we had during our stay. Beautiful setting and we would definitely book again!
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 8 reviews

Aquamarine, private room in Villa Casa Blue pool sea view

Koolbaai (Near Simpson Bay)

Providing a garden, Aquamarine, private room in Villa Casa Blue pool sea view provides accommodations in Koolbaai.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 12 reviews

Reflection Z 5 Star Villa

Maho Reef (Near Simpson Bay)

Reflection Z 5 Star Villa offers accommodations in Maho Reef, 1.5 miles from Simpson Bay Beach. This property offers access to a terrace and free private parking.

L
Lavinia
From
United States
Very Clean , Comfortable and Hood Location.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 6 reviews

THE VILLAS ON GREAT BAY, Villa LAVINIA #9

Philipsburg (Near Simpson Bay)

A few steps from Great Bay Beach in Philipsburg, THE VILLAS ON GREAT BAY, Villa LAVINIA #9 provides accommodations with access to a solarium and open-air bath.

G
Gregory
From
United States
Wally the property manager was great. Super helpful. Villa was ocean front on a swimable beach the pool was warm and private. We enjoyed our stay.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews

Villas on Great Bay VILLA FOXIE

Philipsburg (Near Simpson Bay)

Villas on Great Bay VILLA FOXIE is located in Philipsburg, just a few steps from Great Bay Beach and a 13-minute walk from Little Bay Beach.

A
Ali
From
Trinidad and Tobago
I absolutely loved the spaciousness of the Villa as well as the privacy and the fact that I could walk onto the beach anytime that I want. Rose Marie was a very gracious and helpful host and we had absolutely no problems. I would 100% stay there again.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 24 reviews

Moonstone, private room in Villa Casa Blue pool sea view

Koolbaai (Near Simpson Bay)

Featuring a garden, Moonstone, private room in Villa Casa Blue pool sea view provides accommodations in Koolbaai. This property offers a pool with a view, free Wifi, and free private parking.

C
Chantal
From
Curaçao
Amazing view, very clean house and very friendly host! We absolutely loved it!
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 8 reviews

Reflection Y 5 Star Villa

Maho Reef (Near Simpson Bay)

Providing a garden, Reflection Y 5 Star Villa features accommodations in Maho Reef. This property offers a private pool and free private parking. Outdoor seating is also available at the villa.

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 12 reviews
All cottages in Simpson Bay

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Simpson Bay and surrounding area in the past month

See all

Traveling by car? These cottages in Simpson Bay and nearby offer free parking

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Ocean Dream offers accommodations in Koolbaai, 1.6 miles from Little Bay Beach. This beachfront property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 5 reviews

    This property offers access to a balcony, free private parking, and free Wifi. The accommodation offers a shuttle service, while a car rental service is also available.

    From $207.53 per night
  • Featuring an outdoor swimming pool, Luxury Villa in Lowlands, Sea View offers accommodations in Lowlands. Both free Wifi and parking on-site are accessible at the villa free of charge.

    From $8,460 per night
  • 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 4.3 mi from Saint Martin. Amazing view of the Atlantic Ocean,and St. Barts from all rooms.

    From $1,220 per night
  • Offering an outdoor swimming pool, Spacious villa with sea view in Saint Martin + private pool. Offers accommodations in Les Terres Basses.

    From $3,718.41 per night
  • Featuring barbecue facilities, Cozy House with Terrace in Upper Prince's Quarter features accommodations in Upper Prince's Quarter.

    From $635 per night
  • Featuring a garden, Villa Luminara Caribbean Retreat and Beaching offers accommodations in Oyster Pond. This property offers access to a terrace and free private parking.

    From $1,292.25 per night
  • ALMOND Cove is a recently renovated vacation home in Grand Case, near Grand Case Beach. This property offers access to a terrace, free private parking, and free Wifi.

Enjoy breakfast in Simpson Bay and nearby

  • Villa Zircon in Pelican Key awaits you offers accommodations in Koolbaai, a 8-minute walk from Kim Sha Beach. This property offers access to a terrace, free private parking, and free Wifi.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 2 reviews

    Offering a casino, Villa Casa Blue, between sky and ocean, Almond Grove provides accommodations in Koolbaai. This property offers access to a balcony, free private parking, and free Wifi.

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 12 reviews

    Providing a garden, Aquamarine, private room in Villa Casa Blue pool sea view provides accommodations in Koolbaai.

  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 8 reviews

    Featuring a garden, Moonstone, private room in Villa Casa Blue pool sea view provides accommodations in Koolbaai. This property offers a pool with a view, free Wifi, and free private parking.

  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 6 reviews

    Reflection Z 5 Star Villa offers accommodations in Maho Reef, 1.5 miles from Simpson Bay Beach. This property offers access to a terrace and free private parking.

  • Grand Getaway Royal Retreats at Maho Beach Studio offers accommodations in Lowlands, a few steps from Maho Beach. This vacation home provides air-conditioned accommodations with a patio.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 12 reviews

    Providing a garden, Reflection Y 5 Star Villa features accommodations in Maho Reef. This property offers a private pool and free private parking. Outdoor seating is also available at the villa.

  • Paradise Perch - Royal Retreats at Maho Beach offers accommodations in Lowlands, a few steps from Maho Beach. This vacation home provides air-conditioned accommodations with a patio.

These cottages in Simpson Bay and nearby have options with free cancellation

  • Featuring a garden, Well maintained and makes you feel right at home provides accommodations in Oyster Pond. The air-conditioned accommodation is a 18-minute walk from Dawn Beach.

    From $1,427.94 per night
  • La Source Villa

    Marigot
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    La Source Villa offers accommodations in Marigot, a 12-minute walk from Orient Bay Beach. This property offers access to a terrace, free private parking, and free Wifi.

    From $1,061.04 per night
  • Villa Fleurs de Lys

    Orient Bay
    Free cancellation options available

    Villa Fleurs de Lys is a recently renovated villa in Orient Bay, near Orient Bay Beach. This property offers access to a terrace and free private parking.

    From $762.45 per night
  • C'RENITY VILLA

    Cul de Sac
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 55 reviews

    Offering a garden, C'RENITY VILLA offers accommodations in Cul de Sac. This property offers access to a balcony, free private parking, and free Wifi. Orient Bay Beach is 1.2 miles from the villa.

    From $298.15 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Optimum Oasis - Royal Retreats at Maho Beach Studio offers accommodations in Lowlands, a few steps from Maho Beach. This vacation home provides air-conditioned accommodations with a patio.

  • Sublime Stay - Royal Retreats at Maho Beach

    Lowlands
    Free cancellation options available

    Sublime Stay - Royal Retreats at Maho Beach offers accommodations in Lowlands, a few steps from Maho Beach. This vacation home provides air-conditioned accommodations with a patio.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    This property offers access to a balcony, free private parking, and free Wifi.

  • Friendly Beach House

    Baie Nettle
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 9 reviews

    Providing pool views, Friendly Beach House in Baie Nettle provides accommodations, a private beach area, an outdoor swimming pool, a garden, and barbecue facilities.

FAQ about cottages in Simpson Bay