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Holiday Rentals in Simpson Bay

Find the holiday rentals that appeal to you the most

The best holiday rentals in Simpson Bay

Check out our pick of great 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.

7
70 Hours Adventure
From
United States
location was amazing. walking distance from most places. Waterfront property and very cozy beds.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 166 reviews
Price from
US$300
1 night, 2 adults

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.

I
Iris
From
Finland
Very pleasant, very friendly. Beatiful view from the balkony. Apartment was very nice and clean and also with everything we needed.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 732 reviews
Price from
US$95.40
1 night, 2 adults

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

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...

S
Sofia
From
Estonia
The stay was absolutely amazing, very clean and new suite, perfect view from the balcony. The host was super attentive and responsive whenever we would have questions. Highly recommend to stay in these suites!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 160 reviews
Price from
US$234.90
1 night, 2 adults

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.

C
Charlene
From
United Kingdom
I loved the deco of apartments, they are also very clean and modern. It's a spacious apartment, with everything you may need provided. The owner is alao very accommodating
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 127 reviews
Price from
US$403
1 night, 2 adults

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$355.95
1 night, 2 adults

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

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

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

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
All holiday rentals in Simpson Bay

Most booked holiday rentals in Simpson Bay and surroundings in the past month

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Popular with guests booking holiday rentals in Simpson Bay

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

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 23 reviews

Popular with guests booking holiday rentals in Simpson Bay

Popular with guests booking holiday rentals in Simpson Bay

Popular with guests booking holiday rentals in Simpson Bay

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

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 10 reviews

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 99 reviews

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 166 reviews

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 196 reviews

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 732 reviews

Enjoy breakfast in Simpson Bay and nearby

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 160 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$304.58 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.

Holiday Rentals with swimming pools in Simpson Bay 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.

Scored out of 10, guest rating 9.4
Superb - 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$430 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.

From US$436 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 44 reviews

Situated in Marigot, just 600 metres from Nettle Bay Beach, Perle Des Sables features beachfront accommodation with a private beach area, an outdoor swimming pool and free WiFi.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 99 reviews

Featuring air-conditioned accommodation with a private pool, sea view and a terrace, Studio Blue Sunset is located in Marigot. This beachfront property offers access to a balcony and free WiFi.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 88 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
Swimming pool
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 102 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.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 12 reviews

Located only 1.8 km from Baie Longue Beach in Cupecoy, Fun under the sun! features accommodation fitted with a patio, garden and year-round outdoor pool.

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, 119 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$206.53 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 7.9
Good - What previous guests thought, 91 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$158.82 per night

Cozy apartment with garden in La Savane 75 m² mountain view is situated in Happy Bay and offers a garden.

From US$326.96 per night

Charming Apartment in La Savane - 65 m² - Terrace with View is situated in Happy Bay and offers a garden.

From US$315.32 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$198.89 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 10 reviews

Set in Marigot, 1.2 km from Baie de la Potence Beach and 2.6 km from Nettle Bay Beach, Appartement entier: chambre, cuisine + terrasse au calme sur jardin.

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 9.2
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$126.66 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$139.63 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.

C'RENITY VILLA

Cul de Sac
8.0+ review score
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 52 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$296.71 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.

FAQ about holiday rentals in Simpson Bay

Holiday rentals that guests love in Simpson Bay

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Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 9 reviews
Gorgeous villa with good facilities, beautiful pool and lovely patio.
Guest review by
Sanne
People with friends
gogless