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From $571 per night (USD)
VRBO
3 bedroom apartment at Dawn Beach Club, JW Marriott Resort, Beach and Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Saturday to Saturday check-in, wonderful 7 days stay for family of 8, with Access to JW Mariott facilities, quiet area b ...
From $571 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Villa # 11 with 3 bedrooms in a gated resort in beautiful Dawn Beach
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Coral Beach Club is the perfect home base for your trip to Dawn Beach. With three spacious bedrooms, including two king ...
From $573 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Sea La Vie Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to scuba diving, fishing, and more, this smoke-free apartment brings it all within reach. There's convenient on ...
From $358 per night (USD)
VRBO
From $707 per night (USD)
VRBO
Luxury 2-Bedroom | Pool, Gym, and Caribbean Sunset
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Located in Lowlands, this 2-bedroom, 3-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $707 per night (USD)
VRBO
From $1054 per night (USD)
VRBO
Penthouse at Maho Beach, Sint Maarten
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in Lowlands, this apartment brings it all within your reach. Fans of nature and the outdoors will love being ...
From $1054 per night (USD)
VRBO
From $834 per night (USD)
Expedia
LUXURY WATERFRONT 3 BR 3 BA W/PVT POOL, WRAP-AROUND PATIOS 1st Floor Gated condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Lighthouse 1A,a distinctive waterfront residence that has never before been offered as a vacation rental. Loc ...
From $834 per night (USD)
Expedia
From $508 per night (USD)
VRBO
Spacious Dawn Beach 3-bedroom condo in delightful Upper Prince's Quarter
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a fixed week, fixed unit on the ground floor of Building A. Nothing between you and the water but grass and sand ...
From $508 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Freebird by the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Cupecoy beach condo next to Mullet Beach. Located in the popular Cupecoy area in the Lowlands district, you will be dire ...
From $571 per night (USD)
Expedia
From $541 per night (USD)
VRBO
3-bedroom Ocean Front Villa, Dawn Beach Club at JW Marriott. Fixed 6403
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This Oyster Pond resort boasts 3 inviting bedrooms, each featuring a comfortable king bed. Guests can unwind in the ador ...
From $541 per night (USD)
VRBO
$Apartment \Blue Serenity\ In The Heart Of Maho$
From $316 per night (USD)
Expedia
Apartment \"Blue Serenity\" In The Heart Of Maho
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Nestled in Lowlands, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the out ...
From $316 per night (USD)
Expedia
From $162 per night (USD)
VRBO
2 Bedroom Apartment with Car
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Escape to this charming apartment in picturesque Betty Estate. With two queen bedrooms and a cozy living room featuring ...
From $162 per night (USD)
VRBO
From $162 per night (USD)
Expedia
2 Bedroom Apartment with Car
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Escape to this charming apartment in picturesque Betty Estate. With two queen bedrooms and a cozy living room featuring ...
From $162 per night (USD)
Expedia
From $277 per night (USD)
VRBO
The Sound of the Sea
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ocean Echo Studio is a cozy ocean-view retreat designed for a peaceful island escape. Wake up to golden sunrises over th ...
From $277 per night (USD)
VRBO
From $452 per night (USD)
VRBO
Modern Beachfront Condo With Views - Christmas Week
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spend the holidays in paradise! Enjoy a week at Hilton's Royal Palm Beach Resort in St. Maarten, one of Simpson Bay's m ...
From $452 per night (USD)
VRBO
From $496 per night (USD)
VRBO
The Salty Maple
Bedrooms:
3
Bathrooms:
2
Sleeps:
2
Wake up to the sound of waves and breathtaking views of the turquoise Caribbean Sea... This spacious apartment offers 1 ...
From $496 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Beautiful bright apartment with lagoon view in Simpson Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Cole Bay, this welcoming apartment brings it all within your reach. Kim Sha Beach is an easy 13-minute wal ...
From $293 per night (USD)
VRBO
From $176 per night (USD)
VRBO
Cozy 2 Bedroom Flat W Pool/ Free Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This space is a cozy and spacious two-bedroom, one-bathroom apartment featuring one king-size bed and one queen-size bed ...
From $176 per night (USD)
VRBO
From $628 per night (USD)
Expedia
Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Villa Esperanza, a beautifully renovated luxury villa located in the exclusive gated community of Dawn Beach ...
From $628 per night (USD)
Expedia
From $549 per night (USD)
VRBO
Ocean-View Studio at Flamingo Beach – Beachfront St. Maarten Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy an easygoing Caribbean escape in this ocean-view studio at Hilton Vacation Club Flamingo Beach St. Maarten, set di ...
From $549 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Tranquil Dawn Beach Escape with Pool & Huge Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
About this space Escape to a tropical sanctuary where the Atlantic breeze meets modern comfort. Nestled within the pres ...
From $308 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Incredible sea view apartment 🌊 - Swimming pool - Terrace -
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Oyster Pond, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdo ...
From $154 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Beautiful Ocean View 1 Bedroom Condo, Dawn Beach, Saint Maarten
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Welcome to our beautiful, sky high Penthouse suite at Princess Heights, over looking Dawn Beach, with views of Sint Bart ...
From $165 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Simpson Bay Yacht Club condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful 2 bed - 2 bath luxurious condo in Simpson Bay Yacht club (SBYC) is located in the best spot of the island ...
From $336 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Pelican Ocean View - Maison Mazu
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Beautiful large 1 bedroom 1.5 bathroom. Ocean sunset views from the large balcony. Watch the ships come and go. Locate ...
From $193 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Dawn Beach Club
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nestled in Oyster Pond, this 3-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the ...
From $367 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Near Beach 2BR Private Backyard, Grill & Laundry
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quiet and fully equipped 2-bedroom apartment just minutes from the beach, located in a vibrant neighborhood yet tucked a ...
From $191 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Hilton Flamingo Beach ST MAARTEN Ocean View Room!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Refresh in your 600 FT ocean view studio which features a king-sized bed, Queen sofabed, balcony, and kitchen. The bathr ...
From $394 per night (USD)
VRBO
From $251 per night (USD)
Expedia
2-bedroom apartment in soothing Sint Maarten Pelican Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Pelican Key, this apartment is a dream for travelers seeking a wonderful getaway. Guests enjoy two cozy bedro ...
From $251 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Elevated Ocean View 2BR - Private Balcony - Cupecoy
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Wake up on the island in this bright, stylish 2BR with sweeping ocean views. From your private balcony, enjoy morning co ...
From $268 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Villa Calma - Lagoon view, pool & quietness
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Just a short distance from the lake, this smoke-free villa lets you experience it all. Jump into your car and make sh ...
From $491 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Saint Martin Dawn Beach Club 2027
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Oyster Pond, this welcoming apartment brings it all within your reach. Oyster Bay Marina is just a short w ...
From $411 per night (USD)
VRBO
From $1706 per night (USD)
VRBO
Diamond (5 bedrooms) - Oceanfront villa with pool, Cupecoy, St. Maarten
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: Diamond Villa offers unobstructed ocean views from all rooms, an incredible private pool, and a serene atmosph ...
From $1706 per night (USD)
VRBO
From $356 per night (USD)
VRBO
C344 - Lagoon view with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-344 at The Hills Residence – Your Cozy Lagoon-View Escape in Simpson Bay, Sint Maarten ...
From $356 per night (USD)
VRBO
From $290 per night (USD)
Expedia
D404 - Stunning 1 Bedroom with a Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment D-404 at The Hills Residence Vacation Rentals! Located on the ground fl ...
From $290 per night (USD)
Expedia
From $260 per night (USD)
VRBO
D433 - Amazing Apartment with Stunning Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to D-433, a stunning one-bedroom, one-bathroom residence that perfectly ble ...
From $260 per night (USD)
VRBO
From $360 per night (USD)
Expedia
C337 - Charming 2-Bedroom Lagoon View
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Welcome to Apartment C-337 at The Hills Residence – A Charming 2-Bedroom Lagoon-View Retreat in Simpson Bay, ...
From $360 per night (USD)
Expedia
From $273 per night (USD)
VRBO
D422 - Charming 1-Bedroom Apartment with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment D-422 at The Hills Residence in Simpson Bay, Sint Maarten — a Charming 1-Bedroom Apartme ...
From $273 per night (USD)
VRBO
From $276 per night (USD)
Expedia
C333 - Charming Apartment with Lagoon View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-333 at The Hills Residence – Your Stylish Lagoon-View Escape in Simpson Bay, Sint Maar ...
From $276 per night (USD)
Expedia
From $253 per night (USD)
VRBO
C314 - Stunning 1 Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment C-314 at The Hills Residence in Simpson Bay, Sint Maarten – a Stunning 1-Bedroom Apartme ...
From $253 per night (USD)
VRBO
From $415 per night (USD)
Expedia
D428 – Spacious 2-Bedroom Lagoon View with Balcony
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Experience the best of island living at Apartment D-428, a spacious 2-bedroom, 2-bathroom apartment located on the secon ...
From $415 per night (USD)
Expedia
From $247 per night (USD)
VRBO
D414 – 1-Bedroom Apartment with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment D-414, a charming 1-bedroom, 1-bathroom apartment situated on the first floor of Building D at The ...
From $247 per night (USD)
VRBO
From $290 per night (USD)
Expedia
B222 - Beautiful Condo with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment B-222 at The Hills Residence in Simpson Bay, Sint Maarten — Your Cozy Caribbean Getaway ...
From $290 per night (USD)
Expedia
From $276 per night (USD)
VRBO
C331 - Beautiful Condo with Lagoon Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-331 at The Hills Residence in Simpson Bay, Sint Maarten – a Beautiful Apartment with Lagoon Vi ...
From $276 per night (USD)
VRBO
From $363 per night (USD)
Expedia
D408 – Chic & Stylish 2 Bedroom with Terrace
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step into this chic & stylish two-bedroom corner suite, offering breathtaking views of the ocean, Anguilla, the lagoo ...
From $363 per night (USD)
Expedia
From $290 per night (USD)
VRBO
D426 - Beautiful view of the lagoon with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment D-426 at The Hills Residence – A cozy balcony getaway in Simpson Bay, Sint Maarten! Relax in this ...
From $290 per night (USD)
VRBO
From $318 per night (USD)
Expedia
A117 - Lovely 2 Bedroom with Lagoon View
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Apartment A-117 at The Hills Residence in Simpson Bay, Sint Maarten – a Lovely 2-Bedroom Apartment ...
From $318 per night (USD)
Expedia
From $290 per night (USD)
VRBO
B203 - Amazing 1 Bedroom with Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment B-203 at The Hills Residence Vacation Rentals! Located on the ground floor of Building 2 ...
From $290 per night (USD)
VRBO
From $356 per night (USD)
Expedia
C322 - Beautiful 1-Bedroom Unit with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment C-322 at The Hills Residence in Simpson Bay, Sint Maarten — a Bright 1-Bedroom Apartment ...
From $356 per night (USD)
Expedia
From $270 per night (USD)
VRBO
C306 - Charming Apartment with Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Apartment C306 at The Hills Residence – Your Luxurious Oasis in Simpson Bay, Sint ...
From $270 per night (USD)
VRBO
From $290 per night (USD)
Expedia
C302 – Modern Comfort with Private Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Unit C302 at The Hills Residence — a beautifully designed, ground-floor condo that combines modern style w ...
From $290 per night (USD)
Expedia
From $290 per night (USD)
VRBO
C334 - Cozy Apartment with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment C-334 – The Hills Residence in Sint Maarten, ...
From $290 per night (USD)
VRBO
From $276 per night (USD)
Expedia
C321 - Spectacular Apartment with Lagoon Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment C-321 at The Hills Residence in Simpson Bay, Sint Maarten – a Spectacular 1-Bedroom Apar ...
From $276 per night (USD)
Expedia
From $260 per night (USD)
VRBO
C315 - Cosy 1 Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-315 at The Hills Residence in Simpson Bay, Sint Maarten – a Cozy 1-Bedroom Island Retreat! ...
From $260 per night (USD)
VRBO
From $364 per night (USD)
Expedia
C307 – Incredible 2 Bedroom with Terrace
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Step into this amazing two-bedroom, two-bathroom corner suite, perfectly designed to combine modern ...
From $364 per night (USD)
Expedia
From $150 per night (USD)
VRBO
The Castle ᴶ
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful and centrally-located The Castle is your home away from home in Sint Maarten. This is a ...
From $150 per night (USD)
VRBO
From $166 per night (USD)
Expedia
The Castle ᴵ
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful and centrally-located The Castle is your home away from home in Sint Maarten. This is a ...
From $166 per night (USD)
Expedia
From $150 per night (USD)
VRBO
The Castle ᴳ
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful and centrally-located The Castle is your home away from home in Sint Maarten. This is a ...
From $150 per night (USD)
VRBO
From $166 per night (USD)
Expedia
The Castle ᴴ
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Keep it simple at this peaceful and centrally-located The Castle is your home away from home in Sint Maarten. This is a ...
From $166 per night (USD)
Expedia
From $150 per night (USD)
VRBO
The Castle ᴷ
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful and centrally-located The Castle is your home away from home in Sint Maarten. This is a ...
From $150 per night (USD)
VRBO
From $150 per night (USD)
Expedia
The Castle f
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful and centrally-located The Castle is your home away from home in Sint Maarten. This is a ...
From $150 per night (USD)
Expedia
From $150 per night (USD)
VRBO
The Castle L - Twin Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Centrally located in Philipsburg, in close proximity to shopping, dining, business center, the Great Bay Beach, the icon ...
From $150 per night (USD)
VRBO
From $251 per night (USD)
Expedia
2-bedroom apartment in fabulous St John's with AC comfort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay comfortably in St John's at this 2-bedroom apartment. The space offers two bathrooms, making it easy for guests to ...
From $251 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Fully furnish 1-Bedroom Apt. For Business, Leisure, providing safety & Comfort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
FOR RENT: Special For Future Doctors: AUC. Student's aSpecial Monthly ALL-INCLUSIVE: Rent+ Electricity + Water + High ...
From $140 per night (USD)
VRBO
From $788 per night (USD)
Expedia
5BR Hilltop Villa! Pool & Ocean Views
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Caribelle Villa, your private hillside escape in Sint Maarten’s exclusive Little Bay area. Perfectly located ...
From $788 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Spectacular 2 bedroom, 3 beds, newly renovated home.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautiful home in Pelican Key. Enjoy views of the pristine ocean bay as you plan your day trips around beautiful SXM. Lo ...
From $391 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Villa Ar Mor, mucine private pool and sea view saint Barth
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Oyster Pond, this 2-bedroom, 2-bathroom villa brings it all within your reach. Fans of nature and the outd ...
From $467 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Beautiful apartment in a luxury residence by the sea
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in Oyster Pond, this welcoming apartment lets you experience it all. Dawn Beach and Oyster Bay Marina are jus ...
From $437 per night (USD)
VRBO
From $775 per night (USD)
Expedia
Indigo Oceanfront Condo Poolside - Unit 1
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, mod ...
From $775 per night (USD)
Expedia
From $424 per night (USD)
VRBO
𓆉 Villa Coasta: Private Pool, Ocean View, 2BR Modern Retreat in Indigo Bay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
𓇼 Welcome to Villa Coasta - where coastal living meets modern comfort! 𓇼 This 2-bedroom, 2-bathroom home in gated Ind ...
From $424 per night (USD)
VRBO
From $469 per night (USD)
Expedia
2-bedroom gated apartment in fabulous Cupecoy on the beach with 3 pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
First time being offered for rent. Just completed a five month gut renovation. All new floors, kitchen, baths & furnishi ...
From $469 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Cozy, convenient and secured studio-Located Almond Grove Cole bay.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Pete's place is close to everything, making it easy to plan your visit. 10 Minutes to and from the airport, best beaches ...
From $160 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Ocean Breeze-2 Bed/2 Bath - Full Kitchen-Pool,5 Stars - ABnB
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to Your 2-Level Caribbean Retreat in Sint Maarten - Discover the perfect blend of comfort and convenience in this ...
From $158 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Amazing One Bedroom Ocean View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Plan your Caribbean Vacation at Sapphire Beach Club Resort St. Maarten which is just 3 miles from the international airp ...
From $323 per night (USD)
VRBO
From $328 per night (USD)
VRBO
2BR PENTHOUSE in Cupecoy- Gorgeous Sunset Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NEWLY RENOVATED SEPT 2025!!! Absolutely stunning and spacious 1500 sqft PENTHOUSE Apartment in with PANORAMIC OCEAN/SUNS ...
From $328 per night (USD)
VRBO
From $389 per night (USD)
VRBO
2 Master Suites, Private Pool, & Short walk to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ben’s Gem provides luxurious villa overlooking stunning Indigo Beach. More than 1,200 sq ft of oceanfront living space p ...
From $389 per night (USD)
VRBO
From $486 per night (USD)
VRBO
Luxury 3-bedroom Duplex - Beachfront Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Caribbean getaway — where comfort, convenience, and island charm meet. Located in one of St. Maarten’s m ...
From $486 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Tropical Cottage 2-bedroom Dawn Beach Sint Maarten
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Get ready to relax in this 2-bedroom house in SINT MAARTEN. The charming bedrooms feature a queen bed and a king bed, of ...
From $239 per night (USD)
VRBO
From $364 per night (USD)
Expedia
D438 – Amazing 2-Bedroom Lagoon View with Balcony
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Experience the best of island living at Apartment D-438, a spacious 2-bedroom, 2-bathroom apartment located on the secon ...
From $364 per night (USD)
Expedia
From $356 per night (USD)
VRBO
D416 – Relaxing apartment with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apartment D416 – Comfort and Charm at The Hills Residence Discover Apartment D416, a bright 1-bedroom, 1-bathroom uni ...
From $356 per night (USD)
VRBO
From $276 per night (USD)
Expedia
C335 – Comfortable Lagoon View Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-335 at The Hills Residence in Simpson Bay, Sint Maarten — a comfortable 1-bedroom, 1-bathroom ret ...
From $276 per night (USD)
Expedia
From $356 per night (USD)
VRBO
D407 – Charming Apartment with Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apartment D407 – Comfort & Charm Ground-floor one-bedroom, one-bath apartment at The Hills Residence, Simpson Bay. Brig ...
From $356 per night (USD)
VRBO
From $260 per night (USD)
Expedia
C345 – Modern Lagoon Escape
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Apartment C-345, located on the 4th floor of The Hills Residence. This 1-bedroom apartment offers a modern, bri ...
From $260 per night (USD)
Expedia
From $273 per night (USD)
VRBO
D405 - Superbe Apartment With Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Apartment D405 at The Hills Residence is a luxurious one-bedroom retreat in Simpson Bay, Sint Maarten, ideal for up to t ...
From $273 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Cozy, convenient and secured studio-Located Almond Grove Cole bay.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Pete's place is close to everything, making it easy to plan your visit. 10 Minutes to and from the airport, best beaches ...
From $170 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Indigo Bay Oceanfront Escape 2BR Luxury Condo with Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the ultimate Caribbean getaway at this brand new (October 2025) 2-bedroom, 2-bath luxury condo in Indigo Bay, ...
From $398 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Oceanview Condo SXM
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Oceanview Condo Upper Prince's Quarter, Phillipsburg, Sint Maarten / St. Martin Oceanview condo: Spacious, modern 1 bed ...
From $253 per night (USD)
VRBO
From $356 per night (USD)
VRBO
D434 - Amazing Apartment with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to D-434, a stunning one-bedroom, one-bathroom residence with a balcony that perfectly blends modern design with ...
From $356 per night (USD)
VRBO
From $406 per night (USD)
VRBO
Dylan's Retreat is a Penthouse home at Porto Cupecoy inspired by Bali wanderings
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Dylan's Retreat is walking distance to several beaches, restaurants, and nightlife. You’ll love the view of the ocean an ...
From $406 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Dawn Beach Club Resort and Spa Sint Maarten
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This aparthotel features a fitness center. The apartment offers 2 bathrooms, a hair dryer, and an iron/ironing board. ...
From $531 per night (USD)
VRBO
From $105 per night (USD)
VRBO
Retreat in this 1-bedroom with AC & Hot Water, 3mins from downtown Philipsburg
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover this charming 1-bedroom apartment in Madame Estate. Guests find a soothing living room with a full bed, perfect ...
From $105 per night (USD)
VRBO
From $780 per night (USD)
VRBO
Villa Spinoza: Lux Pool, Garden, Retreat & Beach
Bedrooms:
4
Bathrooms:
1
Sleeps:
8
Retreat to Villa Spinoza, just 5 min from Private Guana Bay Beach. Nestled within 50,000 sq ft estate adorned with fruit ...
From $780 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Casa Xanadu 1BR with private pool in Cupecoy
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a peaceful stay at this 1-bedroom townhome in Cupercoy. The space features 2 bathrooms, each thoughtfully designed ...
From $352 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Soleil & Sage Haven,2BR Townhouse in Cupecoy
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Cupercoy getaway awaits at this phenomenal 2-bedroom townhome. With a king bed, queen bed, and a cozy living room w ...
From $465 per night (USD)
VRBO
From $290 per night (USD)
Expedia
D432 Very beautiful apartment with a balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment D-432 at The Hills Residence in Simpson Bay! This stylish one-bedroom, one-bathroom apartment in Bu ...
From $290 per night (USD)
Expedia
From $290 per night (USD)
VRBO
C312 - Charming Apartment with Balcony and View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Apartment 312 in Building 3 of The Hills Residence. This stylish one-bedroom features a fully equipped kitchen, ...
From $290 per night (USD)
VRBO
From $276 per night (USD)
Expedia
D425 - Cosy 1 Bedroom with Lagoon View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Unit 425, a refined one-bedroom, one-bathroom residence that harmoniously blends modern design with the tranq ...
From $276 per night (USD)
Expedia
From $290 per night (USD)
VRBO
C301 – Beautiful Lagoon View Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover Apartment C301 in Building 3 of The Hills Residence, Simpson Bay, Sint Maarten. This one-bedroom retreat featur ...
From $290 per night (USD)
VRBO
From $268 per night (USD)
Expedia
D402 - Beautiful apartment with garden and view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover this charming apartment located in Building 4, offering a stunning lagoon view from its spacious terrace. It fe ...
From $268 per night (USD)
Expedia
From $276 per night (USD)
VRBO
D415 – Relaxing apartment with lagoon view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Apartment D-415 at The Hills Residence, a bright 1-bedroom retreat on the first floor of Building D. Enjoy a sp ...
From $276 per night (USD)
VRBO
From $356 per night (USD)
Expedia
D406 - Incredible Apartment With Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Apartment D406 at The Hills Residence, a luxurious one-bedroom oasis in Simpson Bay. Enjoy a bright open-plan l ...
From $356 per night (USD)
Expedia

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