The 10 best cottages in Simpson Bay, Sint 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 pick of great cottages in Simpson Bay

Show hotels on map

Filter by:

Review score

Hamaka condo a beachfront retreat on Simpson Bay Beach

Simpson Bay

Featuring air-conditioned accommodation with a patio, Hamaka condo a beachfront retreat on Simpson Bay Beach is located in Simpson Bay.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
Location 10.0
Check availability

Ocean front villa, pool, private ocean snorkeling

Simpson Bay

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.

S
Sanne
From
Netherlands
Gorgeous villa with good facilities, beautiful pool and lovely patio.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 7 reviews
Location 9.5
Check availability

Aquamarine, private room in Villa Casa Blue pool sea view

Koolbaai (Near Simpson Bay)

Featuring air-conditioned accommodation with a pool with a view, mountain view and a balcony, Aquamarine, private room in Villa Casa Blue pool sea view is set in Koolbaai.

S
Sergii
From
Poland
Great view. Very nice and clean room. Helpfull and friendly owner.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 12 reviews
Location 9.6
Check availability

Reflection Z 5 Star Villa

Maho Reef (Near Simpson Bay)

Located in Maho Reef and only 2.4 km from Simpson Bay Beach, Reflection Z 5 Star Villa provides accommodation with sea views, free WiFi and free private parking.

g
gerrit
From
Curaçao
good location, clean and great host !
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Location 9.5
Check availability

THE VILLAS ON GREAT BAY, Villa LAVINIA #9

Philipsburg (Near Simpson Bay)

Featuring air-conditioned accommodation with a private pool, garden view and a balcony, THE VILLAS ON GREAT BAY, Villa LAVINIA #9 is set in Philipsburg.

G
Gerald
From
Malta
Manager Wally has done a great job to make our holidays a easy as possible. No matter if you need a Taxi, Rental Car , a Tip for a Restaurant , a late Checkout, or fixing the TV , - Wally solves the problem. Great Job!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews
Location 9.8
Check availability

Villas on Great Bay VILLA FOXIE

Philipsburg (Near Simpson Bay)

Featuring air-conditioned accommodation with a private pool, garden view and a patio, Villas on Great Bay VILLA FOXIE is located in Philipsburg.

c
crisreal
From
Italy
Thanks to the funny - sweet french boss Rose and to the nice Belgian Wally who welcomed us cordially, my friends and I had a very good time, a beautiful 2-storey apartment, all well-kept and spacious, a nice garden decorated with various plants gives a nice atmosphere. In a quiet place, the view is spectacular on the beach and the port where cruise ships attract, the pool on the edge of the sea is delightful, centrally located and within walking distance of shops, restaurants and bars, I fully recommend Villa Rose to anyone wanting a nice holiday in peace with enough space.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 22 reviews
Location 9.9
Check availability

Moonstone, private room in Villa Casa Blue pool sea view

Koolbaai (Near Simpson Bay)

Featuring air-conditioned accommodation with a pool with a view, Moonstone, private room in Villa Casa Blue pool sea view is located in Koolbaai.

R
Roger
From
United Kingdom
The location was beautiful and the villa comfortable.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 8 reviews
Location 8.5
Check availability

Reflection Y 5 Star Villa

Maho Reef (Near Simpson Bay)

Located in Maho Reef, within 1.7 km of Mullet Bay Beach, Reflection Y 5 Star Villa offers accommodation with air conditioning.

B
Bri
From
United Kingdom
The property was exactly as shown in the pictures looks even better in person The property was spacious and designed to make you feel at home and it was amazing Provided us with all the essentials things we needed The access to the washing machine and tumble dryer was also really useful The pool was amazing as it went from shallow to deep so therefore we had an option if you want to sit or swim Overall It was a home away from home and it was a great experience
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 12 reviews
Location 8.2
Check availability
All cottages in Simpson Bay

Looking for a cottage?

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

Most booked cottages in Simpson Bay and surroundings in the past month

See all

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

  • 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.

  • Mountain View

    Philipsburg
    Free cancellation options available

    Located in Philipsburg and only 2.8 km from Great Bay Beach, Mountain View provides accommodation with mountain views, free WiFi and free private parking. The property features garden and city views.

  • 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.

  • Located in Les Terres Basses, within a few steps of Baie aux Prunes Beach, Spacious villa with sea view in Saint Martin + private pool. Offers accommodation with air conditioning.

  • Featuring barbecue facilities, Cozy House with Terrace in Upper Prince's Quarter features accommodation in Upper Prince's Quarter.

  • Boasting private pool, Well maintained and makes you feel right at home is situated on the beachfront in Oyster Pond. The air-conditioned accommodation is 1.6 km from Dawn Beach.

  • Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Villa Luminara Caribbean Retreat and Beaching is situated in Oyster Pond.

  • ALMOND Cove

    Grand Case
    Free cancellation options available

    Situated in Grand Case, within 300 metres of Grand Case Beach, ALMOND Cove offers accommodation with air conditioning. This property offers access to a terrace, free private parking and free WiFi.

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

  • 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.

  • 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.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Marigot, La Source Villa provides accommodation with private pool, free WiFi and free private parking for guests who drive. This villa features air-conditioned accommodation with a patio.

  • Set in Orient Bay and only 1.3 km from Orient Bay Beach, Villa Fleurs de Lys offers accommodation with sea views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 56 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.

  • Boasting air-conditioned accommodation with a private pool, Villa Zircon in Pelican Key awaits you is situated in Koolbaai.

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

    2.8 km from Little Bay Beach in Koolbaai, Blue Sanctuary provides accommodation with access to a hot tub, spa facilities and fitness centre.

  • 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.

Enjoy breakfast in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 12 reviews

    Featuring air-conditioned accommodation with a pool with a view, mountain view and a balcony, Aquamarine, private room in Villa Casa Blue pool sea view is set in Koolbaai.

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

    Featuring air-conditioned accommodation with a pool with a view, Moonstone, private room in Villa Casa Blue pool sea view is located in Koolbaai.

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

    Located in Maho Reef and only 2.4 km from Simpson Bay Beach, Reflection Z 5 Star Villa provides accommodation with sea views, free WiFi and free private parking.

  • Located in Koolbaai, Holiday Evergreen Cottage provides accommodation with access to a garden. This property offers access to a balcony, free private parking and free WiFi.

  • Featuring air-conditioned accommodation with a patio, Grand Getaway Royal Retreats at Maho Beach Studio is set in Lowlands. This holiday home features a garden.

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

    Located in Maho Reef, within 1.7 km of Mullet Bay Beach, Reflection Y 5 Star Villa offers accommodation with air conditioning.

  • Boasting air-conditioned accommodation with a patio, Paradise Perch - Royal Retreats at Maho Beach is situated in Lowlands. Featuring a lift, this property also provides guests with a casino.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Boasting air-conditioned accommodation with a patio, Optimum Oasis - Royal Retreats at Maho Beach Studio is situated in Lowlands. This holiday home provides a garden.

FAQ about cottages in Simpson Bay

Research, refine and make plans for your whole trip

Flights from London to Simpson Bay

Find and compare the best flights for your trip to Simpson Bay right here on Booking.com.

Cheap holidays in Simpson Bay

Book the best flights, stays and more – all in one place

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.

Cottages in Philipsburg

Discover another destination in Sint Maarten.

Cottages in Koolbaai

Discover another destination in Sint Maarten.

Cottages in Caribbean Islands

Widen your search and check out the best cottages in the surrounding area.

Cottages in Dutch Antilles

Extend your search and explore the surrounding area.

Flights to Simpson Bay

Find and compare prices for this popular flight route.

Hotels in Simpson Bay

More great accommodation options for your trip.

Apartments in Simpson Bay

More great accommodation options for your trip.

Beach Hotels in Simpson Bay

More great accommodation options for your trip.

Hotels with Parking in Simpson Bay

Explore more great accommodation options in Simpson Bay, starting with hotels with parking.

Hotels with Pools in Simpson Bay

More great accommodation options for your trip.

Cottages in Saint Martin

Find more hotels in a city close to Saint Martin.

Car hire in Simpson Bay

Hire a car and hit the road.

Cottages in Barbaggio

Try another destination popular with our guests.

Cottages in Kemionsaari

Try another destination popular with our guests.

Cottages on Sint Maarten

Eager to explore more of Sint Maarten? Find hotels up and down the country!