Holiday Rentals in Simpson Bay
Find the holiday rentals that appeal to you the most
Holiday Rentals for every style
Find the right holiday rental for you in Simpson Bay
The best holiday rentals in Simpson Bay
Check out our pick of great holiday rentals in Simpson Bay
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Blue Sail Apartments
Boasting pool with a view, garden and views of pool, Blue Sail Apartments is set in Simpson Bay, 700 metres from Kim Sha Beach. A hot tub and a car rental service are available for guests.
Villa Cleavage
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.
Mullet Bay Suites - Your Luxury Stay Awaits
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...
condostmaarten by the sea -Adults Only-
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.
Modern 3BR Home with Own Private Pool
Boasting air-conditioned accommodation with a private pool, garden view and a patio, Modern 3BR Home with Own Private Pool is set in Philipsburg.
1 bedroom apt with pool in 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.
Serenity Penthouse
Set in Lowlands, Serenity Penthouse offers accommodation with rooftop pool, free WiFi and free private parking for guests who drive.
The Castle
A recently renovated property, The Castle is set in Philipsburg near Great Bay Beach, Little Bay Beach.
The Aquila Villa
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.
The Black Palm
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.
Top picks for Simpson Bay hotels
Explore our most popular hotels in Simpson Bay
- Scored out of 10, guest rating 8.1Very good - What previous guests thought, 803 reviewsFromUS$681 night, 2 adults
- Scored out of 10, guest rating 7.9Good - What previous guests thought, 16 reviewsFromUS$1151 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 174 reviewsFromUS$2191 night, 2 adults
- Scored out of 10, guest rating 8.4Very good - What previous guests thought, 118 reviewsFromUS$1201 night, 2 adults
- Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 72 reviewsFromUS$3681 night, 2 adults
- Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 129 reviewsFromUS$4031 night, 2 adults
- Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 32 reviewsFromUS$3491 night, 2 adults
- Scored out of 10, guest rating 9.1Superb - What previous guests thought, 10 reviewsFromUS$2111 night, 2 adults
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 6 reviewsFromUS$8001 night, 2 adults
- Scored out of 10, guest rating 7.4Good - What previous guests thought, 34 reviewsFromUS$811 night, 2 adults
- Scored out of 10, guest rating 4.5Disappointing - What previous guests thought, 2 reviewsFromUS$6101 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 91 reviewsFromUS$921 night, 2 adults
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Blue Sail Apartments
Boasting pool with a view, garden and views of pool, Blue Sail Apartments is set in Simpson Bay, 700 metres from Kim Sha Beach. A hot tub and a car rental service are available for guests.
Villa Cleavage
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.
Mullet Bay Suites - Your Luxury Stay Awaits
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...
condostmaarten by the sea -Adults Only-
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.
Modern 3BR Home with Own Private Pool
Boasting air-conditioned accommodation with a private pool, garden view and a patio, Modern 3BR Home with Own Private Pool is set in Philipsburg.
1 bedroom apt with pool in 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.
Serenity Penthouse
Set in Lowlands, Serenity Penthouse offers accommodation with rooftop pool, free WiFi and free private parking for guests who drive.
The Castle
A recently renovated property, The Castle is set in Philipsburg near Great Bay Beach, Little Bay Beach.
The Aquila Villa
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.
The Black Palm
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.
Most booked holiday rentals in Simpson Bay and surroundings in the past month
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
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
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
Popular with guests booking holiday rentals in Simpson Bay
These holiday rentals in Simpson Bay and nearby have options with free cancellation
Diamond Gem Residence
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.
Studio Blue Sunset
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.
Lagoon Terrace grand studio
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.
Divine Rest
Situated in Philipsburg, within 1.9 km of Little Bay Beach, Divine Rest offers accommodation with air conditioning.
The Castle
A recently renovated property, The Castle is set in Philipsburg near Great Bay Beach, Little Bay Beach.
Over The Hill Residence
Boasting an outdoor swimming pool and views of sea, Over The Hill Residence is a recently renovated guest house situated in Grand Case, 1.5 km from Grand Case Beach.
Villa Branca - Les Terres Basses
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.
C'Renity Studio
Boasting accommodation with a patio, C'Renity Studio is set in Cul de Sac.
Enjoy breakfast in Simpson Bay and nearby
Mullet Bay Suites - Your Luxury Stay Awaits
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...
1 bedroom apt with pool in 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.
Luxurious 1 bedroom Apt with pool in Simpson Bay
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.
The luxe 1 bedroom apartment
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.
Blue Sky 2 bedr apartment with pool in Simpson bay
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.
Blue Sky 1 bedroom apartment in Simpson Bay
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.
Blue Sky apartment with lagoon view
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.
Villa Zircon in Pelican Key awaits you
Boasting air-conditioned accommodation with a private pool, Villa Zircon in Pelican Key awaits you is situated in Koolbaai.
Highly rated holiday rentals in Simpson Bay and nearby
condostmaarten by the sea -Adults Only-
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.
The Black Palm
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.
Akunamatata Guest House Grand Case
Boasting a shared lounge, Akunamatata Guest House Grand Case is situated in Grand Case, 200 metres from Grand Case Beach.
Spacious 3BR Home with Own Private Cozy Pool
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
Boasting air-conditioned accommodation with a private pool, garden view and a patio, Modern 3BR Home with Own Private Pool is set in Philipsburg.
Aquamarine, private room in Villa Casa Blue pool sea view
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.
Moonstone, private room in Villa Casa Blue pool sea view
Featuring air-conditioned accommodation with a pool with a view, Moonstone, private room in Villa Casa Blue pool sea view is located in Koolbaai.
SXM Spotters Paradise
Featuring garden views, SXM Spotters Paradise features accommodation with patio, around 300 metres from Simpson Bay Beach. This property offers access to a terrace and free private parking.
Holiday Rentals with swimming pools in Simpson Bay and nearby
Pelican Pearl
Pelican Pearl is set in Simpson Bay and offers an outdoor swimming pool and a garden.
Blue Sanctuary
2.8 km from Little Bay Beach in Koolbaai, Blue Sanctuary provides accommodation with access to a hot tub, spa facilities and fitness centre.
Featuring air-conditioned accommodation with a patio, Villa Casa Blue, between sky and ocean, Almond Grove is located in Koolbaai.
Reflection Z 5 Star Villa
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.
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.
Maho Beach Ocean View Corner Suite
Boasting a balcony with garden views, a private beach area and a casino, Maho Beach Ocean View Corner Suite can be found in Maho Reef, close to Maho Beach and less than 1 km from Simpson Bay Beach.
Maho Beach Bright Studio, Ocean View
Boasting air-conditioned accommodation with a balcony, Maho Beach Bright Studio, Ocean View is situated in Maho Reef.
Maho Beach 1-BR Ocean Suite
Boasting air-conditioned accommodation with a patio, Maho Beach 1-BR Ocean Suite is situated in Maho Reef. Private parking is available on site.
