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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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Blue Sail Apartments

Simpson Bay

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.

H
Happiness Project
From
United Kingdom
The bed was super comfy and Kay was an amazing host! Charming little garden area with pools and lots of seating. Great value and service. Thank you!
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 799 reviews
Price from
US$67.50
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 7.9
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, 174 reviews
Price from
US$218.70
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.

F
Fabijański
From
Poland
What I liked the most was the location, the stunning views from the window and the bedroom, and the pool. Above all, I truly appreciated the incredible dedication of the concierge team – their help, availability, and excellent selection of additional activities on the island, as well as their great restaurant recommendations. We felt 100% taken care of.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 129 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 9.8
Exceptional - What previous guests thought, 32 reviews
Price from
US$342.30
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, 10 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$800
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.

R
Rhonda
From
Antigua & Barbuda
That it was located in the shopping district
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 117 reviews
Price from
US$120
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.

D
Dahlia
From
United States
The Black Palm is an exceptional property. The room was so well appointed and designed. Liz was AMAZING! She was so helpful, checking on us when we arrived from the airport and were delayed in traffic, and also when we traveled to other nearby islands, to make sure we were okay. She shared tons of local recommendations and made sure we had everything we needed. The view from the room was so beautiful and great to watch the sunset each night. The area is safe and had a security gate to enter. There is a lively restaurant and beach nearby. The area of Indigo Bay is very peaceful and quiet amidst the hustle and bustle of Saint Martin. I can’t say enough good things about this hotel and how beautiful the room was!
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 72 reviews
Price from
US$368
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

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 7.9
Good - What previous guests thought, 16 reviews

Popular with guests booking holiday rentals in Simpson Bay

Popular with guests booking holiday rentals in Simpson Bay

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

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 7.8
Good - 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, 166 reviews

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 213 reviews

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 799 reviews

Highly rated holiday rentals in Simpson Bay and nearby

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.

The Black Palm

Philipsburg
8.0+ review score
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 72 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$583.20 per night

SeaBird Studio

Marigot
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 96 reviews

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

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 107 reviews

Set in Marigot, just less than 1 km from Nettle Bay Beach, Superbe studio Dolce Vita vue mer plage piscine offers beachfront accommodation with a private beach area, an outdoor swimming pool and free...

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 174 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$337.40 per night

The Castle

Philipsburg
8.0+ review score
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 117 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 8.0
Very good - What previous guests thought, 168 reviews

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.

From US$220.14 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 60 reviews

Situated in Grand Case, a few steps from Grand Case Beach, Beyond Seas Studio features rooms with sea views and free WiFi. This beachfront property offers access to a balcony.

Holiday Rentals with swimming pools in Simpson Bay and nearby

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Les Terres Basses, within a few steps of Baie Rouge Beach, La Perla Bianca - 1 BR Beachfront Luxury Villa offering utmost privacy offers accommodation with air conditioning.

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$622.96 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 4 reviews

Sea-Renity has sea views, free WiFi and free private parking, situated in Oyster Pond, 1.2 km from Dawn Beach. With mountain views, this accommodation features a terrace and a swimming pool.

From US$266.19 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 15 reviews

Résidence Adam et Eve in Orient Bay provides adults-only accommodation with an outdoor swimming pool, a garden and a bar.

From US$366.26 per night
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 7.8
Good - What previous guests thought, 23 reviews

Pelican Pearl is set in Simpson Bay and offers an outdoor swimming pool and a garden.

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.

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, 34 reviews

Situated in Philipsburg, within 1.9 km of Little Bay Beach, Divine Rest offers accommodation with air conditioning.

From US$87.21 per night

1 bedroom apt with pool in Simpson Bay

Koolbaai
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 10 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$303.21 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.

The luxe 1 bedroom apartment

Koolbaai
Free cancellation options available
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.

Blue Sky 1 bedroom apartment in Simpson Bay

Koolbaai
Free cancellation options available
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.

Blue Sky apartment with lagoon view

Koolbaai
Free cancellation options available
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.

Villa Zircon in Pelican Key awaits you

Koolbaai
Free cancellation options available

Boasting air-conditioned accommodation with a private pool, Villa Zircon in Pelican Key awaits you is situated in Koolbaai.

Diamond Gem Residence

Koolbaai
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 112 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$156.60 per night

Enjoy breakfast in Simpson Bay and nearby

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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 11 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 9.5
Exceptional - What previous guests thought, 9 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 9.5
Exceptional - What previous guests thought, 129 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$610 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 16 reviews

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.

Scored out of 10, guest rating 9.2
Superb - 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.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 7 reviews

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

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 8.8
Fabulous - What previous guests thought, 10 reviews
Gorgeous villa with good facilities, beautiful pool and lovely patio.
Guest review by
Sanne
People with friends