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  • A beautiful apartment facing the Caribbean Sea in a prestigious residence
    From $511 per night (USD)

    VRBO

    A beautiful apartment facing the Caribbean Sea in a prestigious residence

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This apartment is a dream. It has been renovated with luxurious materials and furnitures and it faces the sea. It is loc ...

    From $511 per night (USD)

    VRBO

    Details
  • Casa Bisani in Cupecoy
    From $602 per night (USD)

    Expedia

    Casa Bisani in Cupecoy

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This memorable townhome is the perfect home base for your trip to Sint Maarten. With 2 cozy bedrooms featuring a king be ...

    From $602 per night (USD)

    Expedia

    Details
  • Charming 1-bedroom studio in beautiful Sint Maarten.
    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

    Details
  • NEW ! Elegant and modern 2-Bedroom, with marina and garden view in Porto Cupecoy
    From $448 per night (USD)

    Expedia

    NEW ! Elegant and modern 2-Bedroom, with marina and garden view in Porto Cupecoy

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Step into a beautifully renovated 2-bedroom, 2-bath condo in Porto Cupecoy. Surrounded by lush gardens & marina views, o ...

    From $448 per night (USD)

    Expedia

    Details
  • NEW! Modern and spacious 2-bedroom by the marina in Porto Cupecoy
    From $529 per night (USD)

    VRBO

    NEW! Modern and spacious 2-bedroom by the marina in Porto Cupecoy

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience contemporary comfort in this modern and spacious 2-bedroom, 2-bath condo in the prestigious residence of Por ...

    From $529 per night (USD)

    VRBO

    Details
  • Waterfront luxury villa in Saint-Martin
    From $460 per night (USD)

    Expedia

    Waterfront luxury villa in Saint-Martin

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    <p>Close to the ocean, this welcoming villa brings it all within reach. Mullet Bay Beach is within an easy 10-minute wal ...

    From $460 per night (USD)

    Expedia

    Details
  • Stunning 2 bedroom unit Porto Cupecoy
    From $611 per night (USD)

    VRBO

    Stunning 2 bedroom unit Porto Cupecoy

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Discover refined Caribbean living in this spacious and beautifully appointed two-bedroom residence, ideally situated wit ...

    From $611 per night (USD)

    VRBO

    Details
  • BLU AZUR: Your Dream Villa on the Lagoon
    From $921 per night (USD)

    VRBO

    BLU AZUR: Your Dream Villa on the Lagoon

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    <p>You'll find golfing on site at this pet-friendly villa. Jump into your car and make short work of the 8-minute drive ...

    From $921 per night (USD)

    VRBO

    Details
  • Oceanfront 3BR Condo, Pool, Direct Beach Access
    From $653 per night (USD)

    VRBO

    Oceanfront 3BR Condo, Pool, Direct Beach Access

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Caribbean Breeze at Pointe Blue - Sint Maarten's Premier Oceanfront Retreat Escape to Caribbean Breeze at Pointe Blue, ...

    From $653 per night (USD)

    VRBO

    Details
  • Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
    From $223 per night (USD)

    Expedia

    Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment has been completely renovated and refurnished in the summer of 2022. It is located in the best spot of th ...

    From $223 per night (USD)

    Expedia

    Details
  • Modern apartment with shared pool and generator (2-2B)
    From $180 per night (USD)

    VRBO

    Modern apartment with shared pool and generator (2-2B)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a stylish experience at this centrally-located place. A modern 1bedroom-1bathroom apt in the heart of Simpson Bay. ...

    From $180 per night (USD)

    VRBO

    Details
  • 5 minutes walking from the beach 1-4B
    From $180 per night (USD)

    Expedia

    5 minutes walking from the beach 1-4B

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a stylish experience at this centrally-located place. This apartment is located in the best spot of the island. Y ...

    From $180 per night (USD)

    Expedia

    Details
  • Centrally located Simpson bay 1bdr apt (1-4A)
    From $180 per night (USD)

    VRBO

    Centrally located Simpson bay 1bdr apt (1-4A)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a stylish experience at this centrally-located place. This apartment is located in the best spot of the island. Y ...

    From $180 per night (USD)

    VRBO

    Details
  • Oasis Apartment in Simpson bay (2-3)
    From $215 per night (USD)

    Expedia

    Oasis Apartment in Simpson bay (2-3)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This gorgeous 1 bedroom/1.5 bathroom apartment is located in the best spot of the island. You have everything right at y ...

    From $215 per night (USD)

    Expedia

    Details
  • Sun & Sea Retreat, Rainbow Beach Club Sint Maarten.Beautiful 2 Bedroom 2 baths
    From $329 per night (USD)

    VRBO

    Sun & Sea Retreat, Rainbow Beach Club Sint Maarten.Beautiful 2 Bedroom 2 baths

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Escape to paradise at our beautifully appointed island-chic condominium located within The Rainbow Beach Club, is one of ...

    From $329 per night (USD)

    VRBO

    Details
  • Tropical Adventure Stay | 3.5 Miles to Rainforest Zipline Experiences
    From $161 per night (USD)

    VRBO

    Tropical Adventure Stay | 3.5 Miles to Rainforest Zipline Experiences

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Steps from Princess Juliana International Airport, this Caribbean haven offers ultimate proximity to stunning Mullet Bay ...

    From $161 per night (USD)

    VRBO

    Details
  • Scenic Caribbean Stay | 1.6 Miles to Casino Royale & Maho Entertainment
    From $172 per night (USD)

    VRBO

    Scenic Caribbean Stay | 1.6 Miles to Casino Royale & Maho Entertainment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Steps from Princess Juliana International Airport, this Caribbean haven offers ultimate proximity to stunning Mullet Bay ...

    From $172 per night (USD)

    VRBO

    Details
  • Relaxing Seaside Escape | 4.5 Miles to Historic Fort Louis & Marigot
    From $179 per night (USD)

    VRBO

    Relaxing Seaside Escape | 4.5 Miles to Historic Fort Louis & Marigot

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Steps from Princess Juliana International Airport, this Caribbean haven offers ultimate proximity to stunning Mullet Bay ...

    From $179 per night (USD)

    VRBO

    Details
  • Sunset Beach Retreat | 0.5 Miles to Cupecoy Beach & Coastal Adventures
    From $167 per night (USD)

    VRBO

    Sunset Beach Retreat | 0.5 Miles to Cupecoy Beach & Coastal Adventures

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Steps from Princess Juliana International Airport, this Caribbean haven offers ultimate proximity to stunning Mullet Bay ...

    From $167 per night (USD)

    VRBO

    Details
  • Tropical Marina Escape | 0.3 Miles to Porto Cupecoy Marina & Dining
    From $151 per night (USD)

    VRBO

    Tropical Marina Escape | 0.3 Miles to Porto Cupecoy Marina & Dining

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Steps from Princess Juliana International Airport, this Caribbean haven offers ultimate proximity to stunning Mullet Bay ...

    From $151 per night (USD)

    VRBO

    Details
  • Stylish Coastal Hideaway | 1.7 Miles to Maho Beach Plane Spotting & Water Sports
    From $172 per night (USD)

    VRBO

    Stylish Coastal Hideaway | 1.7 Miles to Maho Beach Plane Spotting & Water Sports

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Steps from Princess Juliana International Airport, this Caribbean haven offers ultimate proximity to stunning Mullet Bay ...

    From $172 per night (USD)

    VRBO

    Details
  • Luxury Villa on the lagoon
    From $1514 per night (USD)

    VRBO

    Luxury Villa on the lagoon

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    <p>You'll find a kayak, golfing, and more on site at this family-friendly villa. With the property's convenient onsite p ...

    From $1514 per night (USD)

    VRBO

    Details
  • B-1401 Luxurious and Cosy 2bed apartment, Fourteen at Mullet Bay with ocean view
    From $540 per night (USD)

    VRBO

    B-1401 Luxurious and Cosy 2bed apartment, Fourteen at Mullet Bay with ocean view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Your dream vacation begins here! Welcome to our luxurious but warm & cosy 2 bedroom & 2.5 bathroom, 118.38 m2 apartmen ...

    From $540 per night (USD)

    VRBO

    Details
  • 5BR Villa, Pool & Little Bay Views
    From $1004 per night (USD)

    Expedia

    5BR Villa, Pool & Little Bay Views

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to your private hillside escape in Belair, Sint Maarten, a beautifully designed 5-bedroom villa compound with fr ...

    From $1004 per night (USD)

    Expedia

    Details
  • RANDOM LISTING
    From $605 per night (USD)

    VRBO

    RANDOM LISTING

    Bedrooms:
    4
    Bathrooms:
    2
    Sleeps:
    13

    THIS LISTING IS NOT BOOKABLE, IF YOU RESERVE THE RESERVATION WILL BE CANCELLED. This is a generated content because you' ...

    From $605 per night (USD)

    VRBO

    Details
  • Beach Front Condo   AMAZING PLACE TO SPEND YOUR VACATION Unit #301
    From $605 per night (USD)

    Expedia

    Beach Front Condo AMAZING PLACE TO SPEND YOUR VACATION Unit #301

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    This modern beach front condo is located on the 3rd and 4th floor, of Aqualina Beach Club. A gated residence, situated d ...

    From $605 per night (USD)

    Expedia

    Details
  • Bahari: Shore Pointe Community Villa
    From $1127 per night (USD)

    VRBO

    Bahari: Shore Pointe Community Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Bahari in Shore Pointe is a stunning villa located in the exclusive Shore Pointe community in Cupecoy. Shore Pointe is d ...

    From $1127 per night (USD)

    VRBO

    Details
  • Villa Sunshine: Beachfront
    From $1029 per night (USD)

    Expedia

    Villa Sunshine: Beachfront

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    16

    Villa Sunshine is a coastal inspired, spacious 5 bedroom, 5 bath villa located in Beacon Hill. The villa sits directly o ...

    From $1029 per night (USD)

    Expedia

    Details
  • Villa Myles: Beachfront
    From $726 per night (USD)

    VRBO

    Villa Myles: Beachfront

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Villa Myles is a coastal inspired, modern 3 bedroom, 3.5 bath villa with a gorgeous view of the sunset and Burgeaux Bay ...

    From $726 per night (USD)

    VRBO

    Details
  • Spacious 2 bedroom condo, 5 minutes to the beach.
    From $270 per night (USD)

    Expedia

    Spacious 2 bedroom condo, 5 minutes to the beach.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in Pelican Key, Simpson bay- ambient, bright and cozy in one. This corner condo unit in a very sought after area ...

    From $270 per night (USD)

    Expedia

    Details
  • La Salamandre   Lagoon view Villa   Private Dock
    From $2521 per night (USD)

    VRBO

    La Salamandre Lagoon view Villa Private Dock

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    This elegant villa in Terres Basses offers a magnificent free form pool just steps from the Simpson Bay lagoon. The gran ...

    From $2521 per night (USD)

    VRBO

    Details
  • Spacious 3-bedroom resort in beautiful St. Maarten w/AC, gym & outdoor pool.
    From $702 per night (USD)

    Expedia

    Spacious 3-bedroom resort in beautiful St. Maarten w/AC, gym & outdoor pool.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Your cozy getaway awaits in St. Maarten at this welcoming resort. With three bedrooms featuring a queen bed and two ful ...

    From $702 per night (USD)

    Expedia

    Details
  • Villa Vanille | Luxury Ocean View Villa in Indigo Bay | 4th Bedroom from Nov 15
    From $1719 per night (USD)

    VRBO

    Villa Vanille | Luxury Ocean View Villa in Indigo Bay | 4th Bedroom from Nov 15

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    <p>Nestled in Philipsburg, this 3-bedroom, 3-bathroom vacation home brings it all within your reach. Fans of nature and ...

    From $1719 per night (USD)

    VRBO

    Details
  • Nirvana A4 | Beachside @ The Drake Residences
    From $576 per night (USD)

    Expedia

    Nirvana A4 | Beachside @ The Drake Residences

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just steps from the beach, this beautifully appointed 2-bedroom, 2.5-bath residence combines island luxury with unbeat ...

    From $576 per night (USD)

    Expedia

    Details
  • Rainbow Rise: Oceanfront, Sunsets, Secluded beach, Backup Generator!
    From $436 per night (USD)

    VRBO

    Rainbow Rise: Oceanfront, Sunsets, Secluded beach, Backup Generator!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Breathtaking views of the Caribbean Sea awaits for You… The Rainbow Rise is a stunning oceanfront condo that offers the ...

    From $436 per night (USD)

    VRBO

    Details
  • Caribbean Getaway: 2BR Condo at Rainbow Beach Club
    From $272 per night (USD)

    Expedia

    Caribbean Getaway: 2BR Condo at Rainbow Beach Club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Escape to this stylish 2BR condo with stunning sea views in the sought-after Rainbow Beach Club. Enjoy 3 pools, private ...

    From $272 per night (USD)

    Expedia

    Details
  • Tranquility A2 | Beachside @ The Drake Residences
    From $421 per night (USD)

    VRBO

    Tranquility A2 | Beachside @ The Drake Residences

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just steps from the beach, this beautifully appointed 2-bedroom, 2.5-bath residence combines island luxury with unbeatab ...

    From $421 per night (USD)

    VRBO

    Details
  • Beach Days + Plane Spotting - Utopia @ The Drake Residences
    From $542 per night (USD)

    Expedia

    Beach Days + Plane Spotting - Utopia @ The Drake Residences

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just steps from the beach, this beautifully appointed 2-bedroom, 2.5-bath residence combines island luxury with unbeatab ...

    From $542 per night (USD)

    Expedia

    Details
  • The Luxe @ The Drake Residences - Steps from the Beach + Runway Views
    From $562 per night (USD)

    VRBO

    The Luxe @ The Drake Residences - Steps from the Beach + Runway Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just steps from the beach, this beautifully appointed 2-bedroom, 2.5-bath residence combines island luxury with unbeatab ...

    From $562 per night (USD)

    VRBO

    Details
  • In the Blue Sky - Spectacular view home
    From $400 per night (USD)

    Expedia

    In the Blue Sky - Spectacular view home

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    This luxurious 2 bedroom, 2.5 bathroom home will make you feel in seventh heaven. The gorgeous unobstructed view over th ...

    From $400 per night (USD)

    Expedia

    Details
  • Villa Vanille, Indigo Bay oceanview pool
    From $1861 per night (USD)

    VRBO

    Villa Vanille, Indigo Bay oceanview pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This is the Indigo Bay address everyone asks about. A private villa with a pool that drops into the Caribbean horizon, 3 ...

    From $1861 per night (USD)

    VRBO

    Details
  • COZYHUB -B
    From $142 per night (USD)

    Expedia

    COZYHUB -B

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Experience Sint. Maarten like a local while staying in this charming 1‑bedroom apartment located in Suckergarden. The sp ...

    From $142 per night (USD)

    Expedia

    Details
  • CozyHub A
    From $142 per night (USD)

    VRBO

    CozyHub A

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Experience Sint. Maarten like a local while staying in this charming 1‑bedroom apartment located in Suckergarden. The sp ...

    From $142 per night (USD)

    VRBO

    Details
  • View property details link.\t DAWN BEACH ST MAARTEN OCEANFRONT CONDO: SLEEPS 10!
    From $905 per night (USD)

    Expedia

    View property details link.\t DAWN BEACH ST MAARTEN OCEANFRONT CONDO: SLEEPS 10!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Located in Sint Maarten, this condo is a marvelous retreat for any traveler. With three bedrooms and 2 bathrooms featuri ...

    From $905 per night (USD)

    Expedia

    Details
  • Luxury Beachfront 3-Bedroom Condo | Ocean View
    From $825 per night (USD)

    VRBO

    Luxury Beachfront 3-Bedroom Condo | Ocean View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your private beachfront retreat in beautiful **Oyster Pond**. This spacious 1,800 sq. ft. luxury condo offers ...

    From $825 per night (USD)

    VRBO

    Details
  • 2-bedroom townhome in serene Sint Maarten with AC
    From $456 per night (USD)

    Expedia

    2-bedroom townhome in serene Sint Maarten with AC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Your home away from home in Sint Maarten with 2 bedrooms. This marvelous townhome features 2 king beds and a cozy living ...

    From $456 per night (USD)

    Expedia

    Details
  • Luxury apartment on the lagoon
    From $395 per night (USD)

    VRBO

    Luxury apartment on the lagoon

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>Located in Cole Bay, this welcoming apartment lets you experience it all. You'll easily make the quick 14-minute driv ...

    From $395 per night (USD)

    VRBO

    Details
  • Enjoyable 2-bedroom apartment with AC in Philipsburg
    From $410 per night (USD)

    Expedia

    Enjoyable 2-bedroom apartment with AC in Philipsburg

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    The space Stay comfy and safe in this beautiful condo right in the heart of Sint Maarten. With a private private garden ...

    From $410 per night (USD)

    Expedia

    Details
  • AMAZING BEACHFRONT CONDO on Simpson Bay Beach
    From $840 per night (USD)

    VRBO

    AMAZING BEACHFRONT CONDO on Simpson Bay Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6 - Simpson Bay Beach - BEACHFRONT VACATION RENTAL Tranquility Blue’s is an interior ...

    From $840 per night (USD)

    VRBO

    Details
  • Spacious and modern loft in the heart of Phillipsburg - Steps from the Beach
    From $263 per night (USD)

    Expedia

    Spacious and modern loft in the heart of Phillipsburg - Steps from the Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Wake up in the vibrant heart of Philipsburg, where the turquoise Caribbean Sea, beach bars, restaurants, shopping, and i ...

    From $263 per night (USD)

    Expedia

    Details
  • Front Street Gem - Steps to Beach & Shopping
    From $278 per night (USD)

    VRBO

    Front Street Gem - Steps to Beach & Shopping

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to your stylish Caribbean retreat in the heart of Philipsburg, where beach days, waterfront strolls, and duty-fr ...

    From $278 per night (USD)

    VRBO

    Details
  • Ocean-View Studio at Flamingo Beach – Beachfront St. Maarten Escape
    From $185 per night (USD)

    Expedia

    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 $185 per night (USD)

    Expedia

    Details
  • Luxurious Sunset Lagoon View 2-bed bedroom Apartment
    From $377 per night (USD)

    VRBO

    Luxurious Sunset Lagoon View 2-bed bedroom Apartment

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stay in style at Hollyview, a modern and centrally located apartment offering stunning views of the lagoon and city skyl ...

    From $377 per night (USD)

    VRBO

    Details
  • Modern Pelican St. Maarten Escape with Pool, Views & Outdoor Lounge
    From $601 per night (USD)

    Expedia

    Modern Pelican St. Maarten Escape with Pool, Views & Outdoor Lounge

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to SUNSET OASIS SXM, a newly built modern villa in Pelican, St. Maarten. Perched 104 meters above sea level, it ...

    From $601 per night (USD)

    Expedia

    Details
  • Seafront Studio C4
    From $130 per night (USD)

    VRBO

    Seafront Studio C4

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walk ...

    From $130 per night (USD)

    VRBO

    Details
  • Spectacular Beachfront Suite in Simpson Bay
    From $414 per night (USD)

    Expedia

    Spectacular Beachfront Suite in Simpson Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our stylish beachfront suite in the heart of Simpson Bay, Sint Maarten. Located directly on the beach, the ap ...

    From $414 per night (USD)

    Expedia

    Details
  • Prime Maho 1BR w/ Pool | Front Row to the Action!
    From $229 per night (USD)

    VRBO

    Prime Maho 1BR w/ Pool | Front Row to the Action!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Get a front-row seat to the action at The Aviator's Perch! This stylish 1-bedroom condo puts you in the heart ...

    From $229 per night (USD)

    VRBO

    Details
  • Oceanfront Cupecoy Condo – 3 Pools & Beach Access
    From $322 per night (USD)

    VRBO

    Oceanfront Cupecoy Condo – 3 Pools & Beach Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Welcome to Sunset Cove, an oceanfront 2-bedroom condo perched on the Cupecoy cliffs, where you wake up to turq ...

    From $322 per night (USD)

    VRBO

    Details
  • Steps Away...to Simpson Beach
    From $267 per night (USD)

    VRBO

    Steps Away...to Simpson Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Take it easy at this unique and tranquil getaway. Steps Away is a newly redecorated 1 bedroom, 1.5 bathroom on the beaut ...

    From $267 per night (USD)

    VRBO

    Details
  • Spacious 3-bedroom condo in Dawn Beach at the JW Marriot.
    From $669 per night (USD)

    Expedia

    Spacious 3-bedroom condo in Dawn Beach at the JW Marriot.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    3 bedrooms in Dawn Beach Club condo at the JW Marriot Hotel. Steps from the beach with panoramic ocean views from balco ...

    From $669 per night (USD)

    Expedia

    Details
  • Luxury Suite for 8 Guests at the Dawn Beach Club, JW Marriott Resort and Spa
    From $1339 per night (USD)

    VRBO

    Luxury Suite for 8 Guests at the Dawn Beach Club, JW Marriott Resort and Spa

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A fitness center and laundry facilities are available at this smoke-free hotel. Air-conditioned accommodations at this ...

    From $1339 per night (USD)

    VRBO

    Details
  • Breathtaking Beachfront Suite in Simpson Bay
    From $437 per night (USD)

    Expedia

    Breathtaking Beachfront Suite in Simpson Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a relaxed beachfront stay in the heart of Simpson Bay, Sint Maarten. This beautifully appointed suite is set direc ...

    From $437 per night (USD)

    Expedia

    Details
  • Belair Pool Villa w/ Rooftop & Island Views Oasis
    From $1023 per night (USD)

    VRBO

    Belair Pool Villa w/ Rooftop & Island Views Oasis

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Casa Samona, a spacious 4-bedroom villa in Belair, Sint Maarten. Enjoy 4 ensuite bedrooms, 4.5 bathrooms, a p ...

    From $1023 per night (USD)

    VRBO

    Details
  • Stunning 3 bedroom unit Porto Cupecoy
    From $639 per night (USD)

    Expedia

    Stunning 3 bedroom unit Porto Cupecoy

    Bedrooms:
    0
    Bathrooms:
    3
    Sleeps:
    6

    Discover refined Caribbean living in this spacious and beautifully appointed three-bedroom residence, ideally situated w ...

    From $639 per night (USD)

    Expedia

    Details
  • Beautiful apartment facing the Caribbean Sea
    From $308 per night (USD)

    VRBO

    Beautiful apartment facing the Caribbean Sea

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Spacious first-floor studio with a private terrasse and breathtaking Simpson Bay and beach views. Steps from the sand an ...

    From $308 per night (USD)

    VRBO

    Details
  • 3-bedroom condo,Where Presidential Elegance Meets the Ocean – Private Beach&Pool
    From $796 per night (USD)

    VRBO

    3-bedroom condo,Where Presidential Elegance Meets the Ocean – Private Beach&Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Your cozy getaway awaits in Philipsburg at this beautiful condo. With three spacious bedrooms featuring king beds, plus ...

    From $796 per night (USD)

    VRBO

    Details
  • Villa Little Bay Oceanview Bliss 3bdrms/3.5 bath with private pool, Philipsburg.
    From $709 per night (USD)

    VRBO

    Villa Little Bay Oceanview Bliss 3bdrms/3.5 bath with private pool, Philipsburg.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Unwind in Sint Maarten at this phenomenal villa. With three spacious bedrooms featuring two queen beds and one king bed. ...

    From $709 per night (USD)

    VRBO

    Details
  • Breathtaking View at Blue Marine Residence
    From $343 per night (USD)

    Expedia

    Breathtaking View at Blue Marine Residence

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Golden Sunset. Spacious & bright with ocean views in the heart of Maho! Just 5 minutes from the airport & w ...

    From $343 per night (USD)

    Expedia

    Details
  • Walk to Maho Beach, Pool, Dining & Nightlife | 2BR
    From $353 per night (USD)

    VRBO

    Walk to Maho Beach, Pool, Dining & Nightlife | 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience the best of Sint Maarten from this bright and spacious 2-bedroom, 2-bath condo at Royal Islander La Terrasse, ...

    From $353 per night (USD)

    VRBO

    Details
  • The Ultimate Private Experience. 7 Bedroom Villa in Dutch Sint Maarten
    From $5652 per night (USD)

    VRBO

    The Ultimate Private Experience. 7 Bedroom Villa in Dutch Sint Maarten

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    14

    Stay comfortably in Pelican Key SXM at this 7-bedroom villa. With 6 king beds and 1 full bed, guests find plenty of spac ...

    From $5652 per night (USD)

    VRBO

    Details
  • Homerez - Apt in Cole Bay sea view
    From $2671 per night (USD)

    VRBO

    Homerez - Apt in Cole Bay sea view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover this lovely 70 m² apartment in Cole Bay, perfect for couples seeking a relaxing getaway. • Shared pool open a ...

    From $2671 per night (USD)

    VRBO

    Details
  • Luxury Beachfront Escape in Maho Bay – Steps from the Sand
    From $558 per night (USD)

    Expedia

    Luxury Beachfront Escape in Maho Bay – Steps from the Sand

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Get ready to relax in this 2-bedroom resort in Maho Bay. The lovely space features one king bed and one full bed, perfec ...

    From $558 per night (USD)

    Expedia

    Details
  • 5th-Floor Ocean & Pool Views- 1BR Coastal Oasis
    From $262 per night (USD)

    VRBO

    5th-Floor Ocean & Pool Views- 1BR Coastal Oasis

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover the beauty of St Maarten from this 1-bedroom unit at the Hilton Royal Palm Beach Resort. The bedroom features a ...

    From $262 per night (USD)

    VRBO

    Details
  • D444 - Nice apartment with balcony and lagoon view
    From $268 per night (USD)

    Expedia

    D444 - Nice apartment with balcony and lagoon view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Apartment D-444, located in Building 4 of The Hills Residence, offers a bright and comfortable space with one bedroom an ...

    From $268 per night (USD)

    Expedia

    Details
  • D442 - Apartment with balcony and lagoon view
    From $290 per night (USD)

    VRBO

    D442 - Apartment with balcony and lagoon view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Apartment 442, located in Building 4 of The Hills Residence in Simpson Bay, features a comfortable 1-bedroom, modern bat ...

    From $290 per night (USD)

    VRBO

    Details
  • D401 Beautiful apartment with a garden lagoon view
    From $290 per night (USD)

    Expedia

    D401 Beautiful apartment with a garden lagoon view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Apartment D-401 at The Hills Residence Vacation Rentals! Located in Building 4, this charming one-bedroom ap ...

    From $290 per night (USD)

    Expedia

    Details
  • D421 - Discover this magnificent one-bedroom
    From $274 per night (USD)

    VRBO

    D421 - Discover this magnificent one-bedroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This one-bedroom apartment offers a pleasant and functional living space. It features a fully equipped kitchen opening o ...

    From $274 per night (USD)

    VRBO

    Details
  • D403 - Very nice apartment with terrace
    From $290 per night (USD)

    Expedia

    D403 - Very nice apartment with terrace

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in Building 4 at The Hills Residence, Apartment 403 offers a cozy one-bedroom retreat with a modern bathroom, fu ...

    From $290 per night (USD)

    Expedia

    Details
  • C343 - Discover this charming 1-bedroom apartment
    From $276 per night (USD)

    VRBO

    C343 - Discover this charming 1-bedroom apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Apartment C-343 at The Hills Residence! Located on the 3rd floor of Building 3, this bright 1-bedroom apartme ...

    From $276 per night (USD)

    VRBO

    Details
  • D417 - One Bedroom Apartment with Lagoon View
    From $276 per night (USD)

    Expedia

    D417 - One Bedroom Apartment with Lagoon View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Apartment D-417 at The Hills Residence! This bright one-bedroom apartment in Building 4 features a modern bat ...

    From $276 per night (USD)

    Expedia

    Details
  • D446 - Very beautiful apartment with balcony
    From $290 per night (USD)

    VRBO

    D446 - Very beautiful apartment with balcony

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Apartment D-446 at The Hills Residence offers modern comfort in the heart of Simpson Bay. This bright one-bedroom apartm ...

    From $290 per night (USD)

    VRBO

    Details
  • D443 - One Bedroom with Lagoon view
    From $276 per night (USD)

    Expedia

    D443 - One Bedroom with Lagoon view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Charming one-bedroom apartment with stunning lagoon views. Bright and modern, it features a comfortable living room, a f ...

    From $276 per night (USD)

    Expedia

    Details
  • Modern Ocean View Apartment
    From $331 per night (USD)

    VRBO

    Modern Ocean View Apartment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A calm, design-led apartment located in Pointe Blanche, just minutes from the city centre. It is nestled ion the hillsid ...

    From $331 per night (USD)

    VRBO

    Details
  • Blue Sail Apartments - 1 bedroom apartments
    From $203 per night (USD)

    Expedia

    Blue Sail Apartments - 1 bedroom apartments

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>Located in Simpson Bay, this 1-bedroom, 1-bathroom condo lets you experience it all. Fans of nature and the outdoors ...

    From $203 per night (USD)

    Expedia

    Details
  • Blue Sail Apartments - Two bedroom apartments
    From $146 per night (USD)

    VRBO

    Blue Sail Apartments - Two bedroom apartments

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    <p>Nestled in Simpson Bay, this 2-bedroom, 1-bathroom condo brings it all within your reach. Fans of nature and the outd ...

    From $146 per night (USD)

    VRBO

    Details
  • Experience the perfect blend of comfort, convenience
    From $513 per night (USD)

    VRBO

    Experience the perfect blend of comfort, convenience

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to your perfect island getaway in Lowlands, Sint Maarten. This stylish and comfortable one-bedroom apartment is ...

    From $513 per night (USD)

    VRBO

    Details
  • Blue Sail Apartments - Double room
    From $125 per night (USD)

    VRBO

    Blue Sail Apartments - Double room

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>Nestled in Simpson Bay, this 1-bedroom, 1-bathroom condo brings it all within your reach. Fans of nature and the outd ...

    From $125 per night (USD)

    VRBO

    Details
  • Prime location in Lowlands, Sint Maarten
    From $453 per night (USD)

    Expedia

    Prime location in Lowlands, Sint Maarten

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to your perfect island getaway in Lowlands, Sint Maarten. This stylish and comfortable one-bedroom apartment is ...

    From $453 per night (USD)

    Expedia

    Details
  • Minutes from Maho Beach and Mullet Bay Beach
    From $455 per night (USD)

    VRBO

    Minutes from Maho Beach and Mullet Bay Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your perfect island getaway in Lowlands, Sint Maarten. This stylish and comfortable one-bedroom apartment is ...

    From $455 per night (USD)

    VRBO

    Details
  • Beachfront Bliss at Dawn Beach Club – 3BR/2BA Beach Front Condo
    From $550 per night (USD)

    Expedia

    Beachfront Bliss at Dawn Beach Club – 3BR/2BA Beach Front Condo

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Spend your Thanksgiving at the perfect St. Maarten escape. This beautifully appointed 3-bedroom, 2-bath beachfront condo ...

    From $550 per night (USD)

    Expedia

    Details
  • Luxury Maho Entire Apt 1BR Ocean Runway View
    From $334 per night (USD)

    VRBO

    Luxury Maho Entire Apt 1BR Ocean Runway View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Experience a luxury Maho getaway in a true 1BR (not a studio) with pool access, ocean and runway views, and your own pri ...

    From $334 per night (USD)

    VRBO

    Details
  • Amazing Sea Views Condo 3rd Floor with all amenities
    From $338 per night (USD)

    Expedia

    Amazing Sea Views Condo 3rd Floor with all amenities

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Make yourself at home in this 3rd floor 2-bedroom Simpson Bay retreat. This beautiful family friendly condo features two ...

    From $338 per night (USD)

    Expedia

    Details
  • Live like Island Locals in a 9-Generation Sint Maarten pet friendy Family Home.
    From $330 per night (USD)

    VRBO

    Live like Island Locals in a 9-Generation Sint Maarten pet friendy Family Home.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Discover the beauty of Upper Prince's Quarter from this 4-bedroom apartment. Guests enjoy a welcoming space featuring on ...

    From $330 per night (USD)

    VRBO

    Details
  • Villa Alma Beach Access
    From $1456 per night (USD)

    Expedia

    Villa Alma Beach Access

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    ALMA Direct Beach Access 4BR Villa: Experience oceanfront luxury in Beacon Hill with sweeping 270° Caribbean Sea views ...

    From $1456 per night (USD)

    Expedia

    Details
  •  Bleu Haven, Ocean views with 3 bedrooms and large pool, full AC.
    From $611 per night (USD)

    VRBO

    Bleu Haven, Ocean views with 3 bedrooms and large pool, full AC.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Discover the beauty of Oyster Pond from this 3-bedroom Villa. Inside, guests find two king beds, and cozy twin beds, per ...

    From $611 per night (USD)

    VRBO

    Details
  • D436 - Lovely apartment with balcony & lagoon view
    From $262 per night (USD)

    Expedia

    D436 - Lovely apartment with balcony & lagoon view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover Apartment D436, a charming one-bedroom apartment with a balcony and stunning views of the Simpson Bay lagoon. M ...

    From $262 per night (USD)

    Expedia

    Details
  • B216 - Lovely apartment with balcony
    From $283 per night (USD)

    VRBO

    B216 - Lovely apartment with balcony

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Apartment B-216 at The Hills Residence in Simpson Bay. Stunning lagoon-view apartment with a balcony, located ...

    From $283 per night (USD)

    VRBO

    Details
  • Outstanding apartment at Dawn Beach Club, JW Marriott Resort, Beach and Spa
    From $435 per night (USD)

    Expedia

    Outstanding apartment at Dawn Beach Club, JW Marriott Resort, Beach and Spa

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Luxury 3-Bedroom Beachfront Vacation at Dawn Club Beach – JW Marriott Treat yourself to an unforgettable Caribbean geta ...

    From $435 per night (USD)

    Expedia

    Details
  • Cozy Ocean View Apartment Near Great Bay Beach & Boardwalk.
    From $144 per night (USD)

    VRBO

    Cozy Ocean View Apartment Near Great Bay Beach & Boardwalk.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Ocean View Residence by Lisa, your cozy home away from home in Pointe Blanche, Sint Maarten. Enjoy the comfo ...

    From $144 per night (USD)

    VRBO

    Details
  • OCEANFRONT PENTHOUSE SINT MAARTEN SLEEPS - 10! - 3BR/2BA  JW MARRIOTT AMENITIES!
    From $561 per night (USD)

    Expedia

    OCEANFRONT PENTHOUSE SINT MAARTEN SLEEPS - 10! - 3BR/2BA JW MARRIOTT AMENITIES!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Unwind in Sint Maarten at this marvelous "Penthouse" condo. This unit is the highest priced unit of all of them! Its wr ...

    From $561 per night (USD)

    Expedia

    Details