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Sint Maarten (Netherlands) Rentals

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From $102 per night (USD)
VRBO
Charming 1-bedroom studio in beautiful Sint Maarten.
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
Gated Studio property centrally located in Little Bay area! Across from Little Bay Divi Hotel, walking distance to 3 bea ...
From $102 per night (USD)
VRBO
From $1219 per night (USD)
Expedia
Villa Mumbai – Elegant Oceanfront Villa in Shore Pointe, Cupecoy (St. Martin)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Mumbai is set apart by a beautiful miniature garden filled with palms and fragrant flowers. The entryway conti ...
From $1219 per night (USD)
Expedia
From $1697 per night (USD)
VRBO
Villa Alma – Modern Sea View Villa in Beacon Hill, St. Maarten
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The Space: 4 Bedrooms | Private Pool | Sea Views | Sunset Terrace | A/C | Fully Private | Close to Maho Beach Villa ...
From $1697 per night (USD)
VRBO
From $2862 per night (USD)
VRBO
Aqua Vista 6BR
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $2862 per night (USD)
VRBO
From $1264 per night (USD)
VRBO
Five Minutes More 4B
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $1264 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Elegant Panoramic Sea View Slice of Paradise, Quiet & Spacious with Beach & Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into this elegant and stylish spacious & Bright Condo. Enjoy Caribbean charm in this luminous, upgraded condo overl ...
From $221 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Beautiful Condo with Panoramic Sea Views, Pool & Full Resort Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into a spacious, elegant, and light-filled Caribbean condo designed for ultimate comfort, relaxation, and effortles ...
From $199 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Paradise by the Sea
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Welcome to your Paradise by the Sea. This stunning two-level beachfront apartment blends laid-back island charm with ups ...
From $359 per night (USD)
VRBO
From $165 per night (USD)
VRBO
Unobstructed Ocean View - Ocean Front Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This modern, well equipped condo, in a gated property, is perfect for couples, singles, or the business traveler. Onsite ...
From $165 per night (USD)
VRBO
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Expedia
Fourteen at Mullet Bay
Bedrooms:
4
Bathrooms:
1
Sleeps:
2
Hop on Fourteen at Mullet Bay's free shuttle and hit beach, relax by an outdoor pool, or spend the day at a casino. Eac ...
Click For Pricing
Expedia
From $186 per night (USD)
VRBO
Lowlands Condo-NearPrincessJulianaAirport-Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A contemporary condo perfect stay for your visit!! This is a new modern building located in the heart of bustling Cupeco ...
From $186 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
WEEKLY AND MONTHLY DISCOUNTS OFFERED, DEPENDING ON IF A DISCOUNT SALE IS CURRENTLY ALREADY BEING OFFERED, OR NOT. IF YOU ...
From $228 per night (USD)
Expedia
From $142 per night (USD)
VRBO
Prestige Studio - Pool & Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Close to the sea, a golf course, and more, this smoke-free apartment brings it all within reach. There's convenient o ...
From $142 per night (USD)
VRBO
From $505 per night (USD)
Expedia
Spacious 3 bedroom villa with pool in Red Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
You will love Star Villa in Red Pond, Sint Maarten. Overlooking the Caribbean Sea, this spacious villa with private pool ...
From $505 per night (USD)
Expedia
From $258 per night (USD)
VRBO
DISCOUNTED Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - MAHO BEACH!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your Home away from Home! Staying at this beautifully decorated 2 bedroom suite is guaranteed to enhance yo ...
From $258 per night (USD)
VRBO
From $1463 per night (USD)
VRBO
Luxury Luxury Luxury Villa living right on the beach ...
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
A completely new 2500 sq. ft. Villa with 2 levels, 3 bedrooms, 3 baths, and 2 common rooms for rent 7-day rental to incl ...
From $1463 per night (USD)
VRBO
From $452 per night (USD)
VRBO
Charming 3-Bed Villa in Maho
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Travel to and discover this charming, cosy villa that's full of character. This Villa makes a welcome retreat from busy ...
From $452 per night (USD)
VRBO
From $493 per night (USD)
Expedia
3 Bed Villa, Sleeps 6, Pool, Priv Patio
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to this stunning 3-bedroom villa located in one of the area’s most popular neighbourhoods — perfect for families, ...
From $493 per night (USD)
Expedia
From $1408 per night (USD)
VRBO
Villa Z’Abricot – Spacious Family Villa with Recreational Amenities Near Orient Bay, St. Martin
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
The Space: 6 Bedrooms | Family-Friendly | Gym | Private Pool | Near Orient Bay | Flexible Rental Options | St. Martin ...
From $1408 per night (USD)
VRBO
From $592 per night (USD)
Expedia
Oceanfront Bliss: 3-Bedroom, Pools & Peloton bike!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Escape to Rainbow Beach Club resort on Sint Maarten Island for an idyllic island getaway. Enjoy a private beach, three p ...
From $592 per night (USD)
Expedia
From $255 per night (USD)
VRBO
A Caribbean Dream Vacation w/ Breathtaking Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A relaxing spot with amazing views from every direction. It's also close to night life and wonderful restaurants. Bet ...
From $255 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Cross the street and you at the beach! Spacious 3 bedroom/ 2bath vacation spot..
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a 3 bed, 2 bath, living room, dining room, entertainment room. This property is located in the capital of the Du ...
From $320 per night (USD)
Expedia
From $612 per night (USD)
VRBO
The Cliff, Oceanfront, infinity pool. Under renovation August Entire living area
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Eden. Luxury surrounds you with an Infinity pool just outside your living room. The best of everything inside ...
From $612 per night (USD)
VRBO
From $743 per night (USD)
Expedia
Villa Zircon in Pelican Key awaits you - GENERATOR
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Newly remodeled 4 bedroom - 4 bath villa in the heart of Pelican. This luxurious villa has a beautiful private pool with ...
From $743 per night (USD)
Expedia
From $1117 per night (USD)
VRBO
Villa Mila: The Pearl of Sint Maarten - #1 Rated villa in Oyster Bay
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Experience refined luxury at the newly transformed Villa Mila Estate – an avant-garde masterpiece with 5 lavish beds and ...
From $1117 per night (USD)
VRBO
From $2026 per night (USD)
Expedia
Villa Vittoria | Elegant Beachfront Living on Simpson Bay
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Summary: This elegant 2 level villa offers 6 bedrooms and beautiful Italianate architectural features. Wrought iron gat ...
From $2026 per night (USD)
Expedia
From $243 per night (USD)
VRBO
The CLIFF - Renovated Condo in a Luxury Beachfront Resort with Spa - Restaurant
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
The Cliff is proud to present its great pools: The infinity pool Overlooking the Ocean perfect for a sunset moment, the ...
From $243 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spacious 2 Bedroom Apt on first floor, beautifully appointed, gated community 24/7 security, community pool right outsid ...
From $343 per night (USD)
Expedia
From $963 per night (USD)
VRBO
Villa Bonjour water front villa next to Maho
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Close to sailing, scuba diving, and more, this beach villa brings it all within reach. Burgeaux Bay Beach is just ste ...
From $963 per night (USD)
VRBO
From $730 per night (USD)
VRBO
Bahia Villa 3
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Bahia Villas are located in the heart of Simpson Bay. If you're looking to have you're own private villa but want t ...
From $730 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Chic, Tranquil, Modern Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
You won’t want to go back home after staying in this beautiful 2BR apartment. Sea-Renity is designed to cater to long-st ...
From $230 per night (USD)
VRBO
From $234 per night (USD)
Expedia
2 bed-rooms apt at Cole Bay with fantastic view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Cole Bay, this 2-bedroom, 2-bathroom apartment brings it all within your reach. Fans of nature and the out ...
From $234 per night (USD)
Expedia
From $981 per night (USD)
VRBO
Serenity Penthouse - The Pinnacle of Luxury
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This apartment is the perfect place to relax and unwind. Explore the sights and local attractions of - there is so much ...
From $981 per night (USD)
VRBO
$\SeaBreeze\ Beautiful oceanfront 2 bedroom, 2 bathroom condo.$
From $371 per night (USD)
VRBO
\"SeaBreeze\" Beautiful oceanfront 2 bedroom, 2 bathroom condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful oceanfront 2 bedroom condo.Sleeps 2 adult couples comfortably. . There is a full size air mattress if needed. ...
From $371 per night (USD)
VRBO
From $117 per night (USD)
VRBO
MAHO BEACH VIEW
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Welcome to La Terrasse. Enjoy the view of the sea from your bed, the planes landing and taking off, the pool, the manucu ...
From $117 per night (USD)
VRBO
From $685 per night (USD)
Expedia
A-501 Stunning 3 bedroom facing Mullet Bay beach
Bedrooms:
5
Bathrooms:
3
Sleeps:
7
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $685 per night (USD)
Expedia
From $411 per night (USD)
VRBO
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of t ...
From $411 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Garden View Condo in Maho
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This apartment is the perfect place to relax and unwind. Explore the sights and local attractions of - there is so much ...
From $412 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Nice 2 bed-rooms apartment at Aquamarina Residence
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in Lowlands, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the out ...
From $257 per night (USD)
VRBO
From $266 per night (USD)
Expedia
* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This top-floor property is located in Cupecoy, the nicest area of the island, only 3 minutes walking distance to Mullet ...
From $266 per night (USD)
Expedia
From $278 per night (USD)
VRBO
A-205 Stunning 1 bedroom right in front of Mullet beach
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $278 per night (USD)
VRBO
From $606 per night (USD)
Expedia
A-1701 Panoramic ocean view 2 bedroom apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $606 per night (USD)
Expedia
From $386 per night (USD)
VRBO
A-1001 Magical 1 bedroom apartment with spectacular ocean views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $386 per night (USD)
VRBO
From $823 per night (USD)
Expedia
☀️👙Sea Fan by IRE Vacations - Exquisite Villa With Views from Each Bedroom
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy the service and amenities of a 5-star hotel in a private, modern and bright 3-bedroom villa situated in the luxuri ...
From $823 per night (USD)
Expedia
From $755 per night (USD)
VRBO
Shore Pointe Beach stunning modern villa neighbouring 5 star Belmond La Samanna
Bedrooms:
0
Bathrooms:
3
Sleeps:
7
Luxury and exclusive gated and secure villa on the island located next to La Samanna Belmond hotel in the exclusive Cupe ...
From $755 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Beautiful Studio Lagoon View in Sapphire Beach Club Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A beautiful Studio Lagoon View loacted at Sapphire Beach Club Resort, in St. Maarten Dutch Side) will welcome you which ...
From $189 per night (USD)
VRBO
From $321 per night (USD)
VRBO
☀️🌴Breezy Bird by IRE Vacations - Cozy 2 bedroom Villa with Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Breezy Bird at Ocean View Terrace is truly a unique place. The property has been recently renovated and offers amazing v ...
From $321 per night (USD)
VRBO
From $358 per night (USD)
VRBO
SEA Lover - LAS Brisas
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Close to snowboarding, sailing, and more, this smoke-free apartment brings it all within reach. Jump into your car an ...
From $358 per night (USD)
VRBO
From $811 per night (USD)
VRBO
Fun Caribbean Sun
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a paradisiac place in which you can get the best out of it private beach, you don't even need to leave the prope ...
From $811 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Little Bay- Stunning view, 2 bedroom sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into this beautifully designed condo- slide open the patio doors and be amazed at the 180° view of the Caribbean Se ...
From $342 per night (USD)
VRBO
From $393 per night (USD)
VRBO
B-1002
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $393 per night (USD)
VRBO
From $378 per night (USD)
Expedia
B-802
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $378 per night (USD)
Expedia
From $484 per night (USD)
VRBO
B1101 Modern oceanview 2 bedroom condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $484 per night (USD)
VRBO
From $325 per night (USD)
Expedia
B-104
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $325 per night (USD)
Expedia
From $393 per night (USD)
VRBO
B-902 Stunning ocean view 1 bedroom corner
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $393 per night (USD)
VRBO
From $194 per night (USD)
Expedia
B’s Hidden Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this space Located about 15 minutes by car from the capital of Philipsburg on the Dutch side of the island. We are ...
From $194 per night (USD)
Expedia
From $1114 per night (USD)
VRBO
Beautiful 6 Bed-rooms Villa at Dawn Beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Nestled in Philipsburg, this 6-bedroom, 5.5-bathroom villa brings it all within your reach. Fans of nature and the ou ...
From $1114 per night (USD)
VRBO
From $1061 per night (USD)
Expedia
Magnifique Penthouse de 400 m2 à Las Brisas Residence
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Cole Bay, this 3-bedroom, 3-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $1061 per night (USD)
Expedia
From $2437 per night (USD)
VRBO
The Old Luxurious Westin to the new Marriott
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Amazing 3 bedroom for rent with great views and sceneries. Great amenities, private pool pool bar, and beachfront. Lar ...
From $2437 per night (USD)
VRBO
From $324 per night (USD)
Expedia
☀️⛱️ Spinnaker 1412 by IRE Vacations - 2 Bedroom Condo with Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spinnaker 1412 is one of 6 lagoon front 2 bedrooms located at the Oyster Bay Beach Resort. This ground floor floor bree ...
From $324 per night (USD)
Expedia
$Luxurious Villa \ Sea La Vie\ in Pelican Key$
From $597 per night (USD)
VRBO
Luxurious Villa \" Sea La Vie\" in Pelican Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to the luxurious Villa Sea La Vie located in the prestigious residential area of Pelican Key. It's all about lo ...
From $597 per night (USD)
VRBO
From $302 per night (USD)
Expedia
The Sunnydays Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Sunnydays Condois a newly redecorated 1 bedroom en suite locatedon the beautiful Simpson Bay Beach. Aqualina is the ...
From $302 per night (USD)
Expedia
From $393 per night (USD)
VRBO
B-1004 Stunning corner apartment with spectacular views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $393 per night (USD)
VRBO
From $448 per night (USD)
Expedia
A Beautiful 3 Bedroom Condo in St. Marrten! Come with Friends or Family!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Check in and out is ONLY on Saturdays. My unit in the pictures is only available the first week of February. For 2027 I ...
From $448 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in this large 1BR with a kitchen and living room in gorgeous Simpson Bay! Located within the Atrium Hotel, this 1 B ...
From $166 per night (USD)
VRBO
From $378 per night (USD)
Expedia
B-702 Stunning ocean view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $378 per night (USD)
Expedia
From $519 per night (USD)
VRBO
Condostmaarten panoramic appartment (Adults Only)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Property Description Discover an exceptional panoramic beachfront apartment overlooking Indigo Bay Beach, located in a p ...
From $519 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Condostmaarten by the sea (Adults Only)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Property Description Discover an exceptional panoramic beachfront apartment overlooking Indigo Bay Beach, located in a p ...
From $457 per night (USD)
Expedia
From $144 per night (USD)
VRBO
Corner Top Floor 7th / Stunning Views of the Ocean, Lagoon, Porto Cupecoy Marina
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apartment of approximately 495 sq ft with a 75 sq ft terrace, located on the 7th and top floor (corner unit) of a buildi ...
From $144 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Stunning Ocean View Condo – Steps to Mullet Bay Beach – Cupecoy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
470 sq ft Apartment + 75 sq ft Terrace – 6th Floor with Elevator – Stunning Ocean View Apartment of approximately 470 s ...
From $155 per night (USD)
Expedia
From $276 per night (USD)
VRBO
A111 - Condo with amazing view
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to this beautiful, one bedroom apartment at The Hills Residence in Simpson Bay, Sint-Maarten! Nestled ...
From $276 per night (USD)
VRBO
From $270 per night (USD)
Expedia
A-405 Stunning one bedroom apartment overlooking the pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $270 per night (USD)
Expedia
From $684 per night (USD)
VRBO
B-1601 Stunning 2 bedrooms ocean view unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $684 per night (USD)
VRBO
From $393 per night (USD)
Expedia
B-102 Stunning ocean view unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $393 per night (USD)
Expedia
From $290 per night (USD)
VRBO
A122 - Wonderful Lagoon View with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment A-122 at The Hills Residence Vacation Rentals! Indulge ...
From $290 per night (USD)
VRBO
From $305 per night (USD)
Expedia
A102 - Cozy Apartment with Garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Appt A-102 at The Hills Residence in Simpson Bay, Sint Maarten! This beautiful 1-bedroo ...
From $305 per night (USD)
Expedia
From $376 per night (USD)
VRBO
A131 - Exceptional Lagoon View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Introducing Apartment A-131 with its exceptional Lagoon View at The Hills Residence Vacation Rentals!</strong ...
From $376 per night (USD)
VRBO
From $290 per night (USD)
Expedia
A136 - Amazing Spacious Apartment Lagoon View with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment A-136 at The Hills Residence Vacation Rentals! Step into a world of lu ...
From $290 per night (USD)
Expedia
From $276 per night (USD)
VRBO
B215 - Nice Apartment in the Heart of Simpson Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment B-215 at The Hills Residence Vacation Rentals. Located on the first floor of Building 2, this beaut ...
From $276 per night (USD)
VRBO
From $290 per night (USD)
Expedia
A112 - Extraordinary Lagoon View with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Looking for the perfect getaway in Simpson Bay, Sint Maarten? Look no further! Introducing A ...
From $290 per night (USD)
Expedia
From $571 per night (USD)
VRBO
J.W Marriott Ocean View Luxury 3 Bedroom Condo (fully equipped)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful 3 bedroom Dawn Beach luxury condo on the same property as the new J.W Marriott. Rent a car and discover the ex ...
From $571 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your home away from home overlooking Oyster Pond and the Atlantic, with 3 bedrooms, pool, expansive deck, and full kitc ...
From $295 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Delightful centrally located Simpson Bay Yacht Club condo.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Simpson Bay Yacht Club, the residence is gated and secured 24/7. Available amenities include 2 pools, an ...
From $193 per night (USD)
VRBO
From $500 per night (USD)
Expedia
B-1502 Stunning 2 bedroom Ocean view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $500 per night (USD)
Expedia
From $284 per night (USD)
VRBO
A-502 Stunning studio with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $284 per night (USD)
VRBO
From $523 per night (USD)
Expedia
B-1801 Stunning two bedroom corner apartment with an amazing ocean view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $523 per night (USD)
Expedia
From $293 per night (USD)
VRBO
B405
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $293 per night (USD)
VRBO
From $292 per night (USD)
Expedia
b703
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $292 per night (USD)
Expedia
From $588 per night (USD)
VRBO
3 Bedrooms Duplex at Simpson Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Simpson Bay, this 3-bedroom, 3-bathroom apartment lets you experience it all. Fans of nature and the outdo ...
From $588 per night (USD)
VRBO
From $393 per night (USD)
Expedia
B604
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $393 per night (USD)
Expedia
From $523 per night (USD)
VRBO
B-1402
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $523 per night (USD)
VRBO
From $378 per night (USD)
Expedia
B-404 Stunning one bedroom corner apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $378 per night (USD)
Expedia
From $285 per night (USD)
VRBO
B-603
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $285 per night (USD)
VRBO
From $1041 per night (USD)
Expedia
☀️🌴Dreams Come True by IRE Vacations - Luxury 5 bedrooms Condo by the Beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Dreams Come True is a luxurious 5 bedroom, 5.5 bathroom duplex condo at The Cliff at Cupecoy in St. Maarten. This magnif ...
From $1041 per night (USD)
Expedia
From $492 per night (USD)
VRBO
B-1702 Stunning ocean view 2 bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $492 per night (USD)
VRBO
From $469 per night (USD)
Expedia
B-1103
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $469 per night (USD)
Expedia
Click For Pricing
VRBO
Lowlands modern condo with pool and gym access steps away from Mullet Bay Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay comfortably in Cupecoy at this 1-bedroom condo. The space offers a terrific blend of cozy living and modern conveni ...
Click For Pricing
VRBO
From $2832 per night (USD)
VRBO
Aqua Dream 6BR
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $2832 per night (USD)
VRBO
From $1156 per night (USD)
VRBO
Stunning Beach Front Villa With Infinity Pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Stunning beach front villa located in Pelican Key, a neighborhood in Simpson Bay. Sit and relax by the infinity pool an ...
From $1156 per night (USD)
VRBO
From $305 per night (USD)
VRBO
Centrally located contemporary apartment in Simpsonbay.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover The Pineapple Suite, a chic 2-bedroom retreat accommodating up to 4 guests, nestled within the secure confines ...
From $305 per night (USD)
VRBO

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Results: 509 Rentals