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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.

G
Gary
From
United Kingdom
This is a family owned and run property. They keep the place in perfect condition, spotless pool and well tended garden. All facilities were in exceptional condition as listed on the booking.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 165 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, 735 reviews
Price from
US$96.30
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...

C
Catherine
From
Portugal
The property is beautifully decorated and has fabulous views of the sea. Its a couple of minutes walk to the beach and to a grocery store but is also a quiet location at night. We were warmly welcomed by the owners.
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.

T
Tedriel
From
Sint Maarten
Mind blowing amazing location!!! Great service being welcomed by the property host!!! Always checking in with us making sure we are good or in need of anything....extremely helpful!!!... very clean well kept apartment!!!....ocean and pool view from the apartment is gorgeous!!!!! By far the best experience with my family in St. Maarten and surely will be back!!!! Rated 10/10!!!!
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$358.05
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.

C
Clif
From
United Kingdom
Everything about the property was top notch, very clean, welcoming and in a prime location. It is safe, providing extra safety access to guests. Amenities are walking distance and the property is equipped with a new kitchen giving the choice to self cater or visit one of the many restaurants nearby. The hosts were exceptionally professional and friendly, Louis went out of his way to ensure comfort, even when I locked myself out and messaged him at three o’clock in the morning, he politely and quickly came to my rescue. lol (more than once) very nice place, I will definitely recommend.
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

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 8.8
Fabulous - What previous guests thought, 23 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, 165 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, 735 reviews

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, 117 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.

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$205.26 per night

Perle Des Sables

Marigot
Free cancellation options available
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.

Studio Blue Sunset

Marigot
Free cancellation options available
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.

From US$152.09 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, 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
Free cancellation options available
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.

From US$178.66 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 19 reviews

Boasting air-conditioned accommodation with a private pool, pool view and a patio, Tekila Beach, appt-condo au bord de mer a Saint-Martin SXM is situated in Baie Nettle.

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.

From US$82.62 per night

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.

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$205.41 per night
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

The Black Palm

Philipsburg
8.0+ review score
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$544.10 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 45 reviews

Featuring air-conditioned accommodation with a terrace, Maho Beach House - Sand Bar Studio - Ocean View is set in Maho Reef. Private parking is available on site.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 26 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.

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 9.2
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$125.88 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 35 reviews

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

From US$138.77 per night

Holiday Rentals with swimming pools in Simpson Bay and nearby

Boasting a balcony with garden views, a private beach area and a casino, Maho Beach House - Ocean Suite - 2 Bedroom can be found in Maho Reef, close to Maho Beach and less than 1 km from Simpson Bay...

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$7,517.76 per night
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 5 reviews

Situated in Marigot, Villa Branca - Les Terres Basses features accommodation with private pool, free WiFi and free private parking for guests who drive. This villa has a garden.

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$294.88 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.

From US$461.82 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Appartement Orient Bay-Ti Paradise is located in Orient Bay.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 147 reviews

These beautiful, modern studios are located beachfront in Orient Bay and offers sea views. Studio Orient Bay has free Wi-Fi and on-site parking.

From US$143.62 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 21 reviews

Boasting air-conditioned accommodation with a private pool, garden view and a patio, Spacious 3BR Home with Own Private Cozy Pool is situated in Koolbaai.

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