Skip to main content

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

Filter by:

Review score

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...

E
Esther Cheri Henriquez
From
Netherlands
We had communicated our arrival time and were greeted by Emmanuel immediately after our arrival at reception. He led us directly to our large brand new luxury suite, fully equipped with modern electrical equipment (such as washing machine and dryer), with beautiful views from the rooms that differ depending on the room you are in. You can enjoy a sunrise or sunset, a beautiful golf course and a view of the French part of St. Marten, depending on the room you are in. There are several suites available and they differ from each other in terms of views, furnishings, but all suites also differ in theme in terms of decor and color. It is therefore important that you contact the manager after you have booked and indicate your specific wishes if you have certain expectations. We were able to enjoy the sunrise and sunset every day. There is a spacious gym and very large pool with facilities. The beautiful beach is a 5-minute walk away and has various food and drink posibilities as well as water sports activities. The photos speak for themselves. In short, an excellent stay, perfect location and highly recommended!!!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 164 reviews
Price from
US$231.30
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.

j
jhon
From
United States
Very cozy and clean flat. Very silent and comfortable. The view from the bed is amazing. All what you need are here. Beautiful and safe neighborhood. It is ideal place for enjoying the sea, the beach. Highly recommend for relax
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 127 reviews
Price from
US$403
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.

K
KENNETH
From
Montserrat
One of the most relaxing and comfortable places I have stayed in St Maarten.
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

The Aquila Villa

Philipsburg (Near Simpson Bay)

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.

m
mason
From
United States
We like the space, the view and privacy of the Villa. All facilities were excellent.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 91 reviews
Price from
US$91.91
1 night, 2 adults

The Black Palm

Philipsburg (Near Simpson Bay)

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.

J
Jones
From
Sint Maarten
THE LOCATION WAS MARVLOUS. IT WAS VERY CLEAN. LIZ WAS VERY HELPFULL AND FRIENDLY. WE WOULD RECOMMEND ANY ONE TO STAY AT THE BLACK PALM.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 74 reviews
Price from
US$368
1 night, 2 adults

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.

M
Maksym
From
Ukraine
We had a wonderful stay and truly enjoyed our time here. Everything was comfortable and welcoming, and we especially loved spending time with Pepita the cat. Thank you very much for your hospitality!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 165 reviews

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
All holiday rentals in Simpson Bay

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

See all

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, 747 reviews

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 8.7
Fabulous - What previous guests thought, 118 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 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.

From US$344.74 per night

The Black Palm

Philipsburg
8.0+ review score
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 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$204.95 per night

Perle Des Sables

Marigot
8.0+ review score
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.

From US$186.73 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 87 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$150.66 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.

These holiday rentals in Simpson Bay and nearby have options with free cancellation

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

The Aquila Villa

Philipsburg
Free cancellation options available
Scored out of 10, guest rating 8.0
Very 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.

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$130.94 per night

Villa Branca - Les Terres Basses

Marigot
Free cancellation options available
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$610.69 per night

Vacances entre mer et colline

Oyster Pond
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 34 reviews

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

From US$138.56 per night

C'RENITY VILLA

Cul de Sac
Free cancellation options available
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$294.44 per night

C'Renity Studio

Cul de Sac
Free cancellation options available
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.

From US$173.20 per night

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$307.55 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

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$7,506.38 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.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 90 reviews

Located in Oyster Pond, within 500 metres of Coralita Beach, TIKO LODGE SXM is an accommodation offering pool views. This guest house features a pool with a view, a garden and free private parking.

From US$181.33 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$290.60 per night
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.

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.

Scored out of 10, guest rating 10
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.

FAQ about holiday rentals in Simpson Bay

Holiday rentals that guests love in Simpson Bay

See all
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