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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

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 9.6
Exceptional - What previous guests thought, 96 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 9.3
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, 197 reviews

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 752 reviews

Enjoy breakfast in Simpson Bay and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 164 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$305.57 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 9.4
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$490 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 74 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 9.1
Superb - What previous guests thought, 86 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.

From US$159.98 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$8,176.71 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.

From US$577.90 per night

Situated in Dawn Beach, 6 bed-rooms Villa at Dawn Beach Estate features accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$1,080 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 51 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$290.32 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 45 reviews

Boasting accommodation with a patio, C'Renity Studio is set in Cul de Sac.

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$124.20 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.

From US$82.62 per night

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

Over The Hill Residence

Grand Case
Free cancellation options available
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 170 reviews

Boasting a garden, a year-round outdoor pool and garden views, 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$217.05 per night
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.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 27 reviews

Featuring air-conditioned accommodation with a pool with a view, Charm and sea, large studio designed by architect is located in Cul de Sac.

From US$276.39 per night

Spacious 3BR Home with Own Private Cozy Pool

Koolbaai
Free cancellation options available
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.

Modern 3BR Home with Own Private Pool

Philipsburg
Free cancellation options available
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 32 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$395.77 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$238.02 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 141 reviews

Boasting a shared lounge, Akunamatata Guest House Grand Case is situated in Grand Case, 200 metres from Grand Case Beach.

From US$63.23 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 9 reviews

Set in Orient Bay, within 500 metres of Orient Bay Beach, Studio sucrier 150m des plages orient bay offers accommodation with air conditioning.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 139 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$144.23 per night
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, 7 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 9.8
Exceptional - 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.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 10 reviews

Boasting air-conditioned accommodation with a private pool, lake view and a balcony, Refait à neuf, magnifique vue sur le lagon appartement 4 à 5p is situated in Marigot.

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