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Results: 296 Rentals

  • Royal Palm Beach Resort, fully remodeled in 2021, in Simpson Bay.
    Click For Pricing

    VRBO

    Royal Palm Beach Resort, fully remodeled in 2021, in Simpson Bay.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Full suite with 2 bedrooms and 2 baths. Sleeps up to 6 with pullout sofa in living room. Full eat in kitchen with all a ...

    Click For Pricing

    VRBO

    Details
  • Beach front 1 bedroom apartment overlooking Simpson Bay
    From $275 per night (USD)

    VRBO

    Beach front 1 bedroom apartment overlooking Simpson Bay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This hotel is located next to the Simpson Bay Beach. Flamingo Beach Resort offers a restaurant, infinity-edge pool and f ...

    From $275 per night (USD)

    VRBO

    Details
  • Beach front 1 bedroom apartment overlooking Simpson Bay  (Feb.13-20, 2021)
    From $250 per night (USD)

    VRBO

    Beach front 1 bedroom apartment overlooking Simpson Bay (Feb.13-20, 2021)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This hotel is located next to the Simpson Bay Beach. Flamingo Beach Resort offers a restaurant, infinity-edge pool and f ...

    From $250 per night (USD)

    VRBO

    Details
  • Le Papillon on the beach
    From $582 per night (USD)

    Expedia

    Le Papillon on the beach

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Le Papillon enjoys one of the best locations on St. Martin, with many wonderful restaurants nearby and a beach that is c ...

    From $582 per night (USD)

    Expedia

    Details
  • Sol Y Mar (2\/3 Rooms)
    From $769 per night (USD)

    VRBO

    Sol Y Mar (2\/3 Rooms)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    *** Only 2 out of 3 bedrooms and 2 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $769 per night (USD)

    VRBO

    Details
  • Sol Y Mar Luxury villa
    From $831 per night (USD)

    VRBO

    Sol Y Mar Luxury villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Sol Y Mar, a charming second-level private penthouse villa, nestled between a vibrant collection of favorite eateries, b ...

    From $831 per night (USD)

    VRBO

    Details
  • Bella Vita Luxury villa
    From $3996 per night (USD)

    VRBO

    Bella Vita Luxury villa

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    14

    Life is good at villa Bella Vita, a sumptuous seven bedroom contemporary home located in the residential enclave of Peli ...

    From $3996 per night (USD)

    VRBO

    Details
  • Bella Vita (6\/7 Rooms)
    From $3425 per night (USD)

    VRBO

    Bella Vita (6\/7 Rooms)

    Bedrooms:
    8
    Bathrooms:
    6
    Sleeps:
    12

    *** Only 6 out of 7 bedrooms and 8 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $3425 per night (USD)

    VRBO

    Details
  • Bella Vita (4\/7 Rooms)
    From $2283 per night (USD)

    VRBO

    Bella Vita (4\/7 Rooms)

    Bedrooms:
    6
    Bathrooms:
    4
    Sleeps:
    8

    *** Only 4 out of 7 bedrooms and 6 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $2283 per night (USD)

    VRBO

    Details
  • Sint maarten 2 bedroom simpson yatch club
    From $317 per night (USD)

    Expedia

    Sint maarten 2 bedroom simpson yatch club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 bedroom duplex located in the Simpson Bay Yacht Club. A gated residence with security, 2 swimming pools, an outdoor ja ...

    From $317 per night (USD)

    Expedia

    Details
  • Atrium Beach Resort and Spa-Great Deal!!!
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    VRBO

    Atrium Beach Resort and Spa-Great Deal!!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Atrium is situated on the beach in Simpson Bay, St. Maarten. The rooms are very clean and very tropical. The balco ...

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    VRBO

    Details
  • Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life
    From $311 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 $311 per night (USD)

    Expedia

    Details
  • Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!
    From $739 per night (USD)

    VRBO

    Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    PLEASE NOTE THAT ALL RATES ARE BASED ON 2 GUESTS PER BEDROOM. SOL Y MAR RENTS AS A 2 OR 3 BEDROOM. IF YOU WOULD LIKE TO ...

    From $739 per night (USD)

    VRBO

    Details
  • LUXURY COUACH 70 FT YACHT
    From $5733 per night (USD)

    VRBO

    LUXURY COUACH 70 FT YACHT

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Cohiba is from luxury french boat builder COUACH, kevlar deep V hull can handle easy and big space inside! Tunnel prope ...

    From $5733 per night (USD)

    VRBO

    Details
  • oceanfront \/beautiful resort
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    VRBO

    oceanfront \/beautiful resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Gorgeous views. Beautiful completely renovated apartment. Spacious open floor plan for living room, dining room, kitchen ...

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    VRBO

    Details
  • Bahia Villa 3
    From $682 per night (USD)

    VRBO

    Bahia Villa 3

    Bedrooms:
    3
    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 $682 per night (USD)

    VRBO

    Details
  • ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN IN LUXURY CONDO
    From $278 per night (USD)

    VRBO

    ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN IN LUXURY CONDO

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    LOCATED IN PELICAN KEY, the most desirable location in ST MAARTEN. One bedroom, one bath luxury condo. Sleeps 2. Living ...

    From $278 per night (USD)

    VRBO

    Details
  • SECOND HOME Beach Apartment
    From $204 per night (USD)

    Expedia

    SECOND HOME Beach Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and re ...

    From $204 per night (USD)

    Expedia

    Details
  • Apartment in Simpson Bay Yacht Club located on the water
    From $222 per night (USD)

    VRBO

    Apartment in Simpson Bay Yacht Club located on the water

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We would love to welcome you to the Simpson Bay Yacht Club. A gated residence with 24 hours security, 2 swimming pools, ...

    From $222 per night (USD)

    VRBO

    Details
  • Lovely 1 BR \/  1 BA in the heart of Simpson Bay, close to Kimsha Beach
    From $163 per night (USD)

    VRBO

    Lovely 1 BR \/ 1 BA in the heart of Simpson Bay, close to Kimsha Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Location Location Location ... If you want to be close to the beach, don't want to rent a car necessarily and still wan ...

    From $163 per night (USD)

    VRBO

    Details
  • *SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
    From $349 per night (USD)

    VRBO

    *SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Part of the Complex Aqualina, this luxury 2 bedrooms condo is right on Simpson Bay Beach. Location which is residential ...

    From $349 per night (USD)

    VRBO

    Details
  •  Spacious Two Level 3 Bedroom 2.5 Bath Condo  With A Beautiful Lagoon View
    From $480 per night (USD)

    VRBO

    Spacious Two Level 3 Bedroom 2.5 Bath Condo With A Beautiful Lagoon View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Casa de bella is a 3 bedroom 2.5 bath condo located in the center of Simpson bay with a beautiful lagoon view. Just minu ...

    From $480 per night (USD)

    VRBO

    Details
  • Studio Simpson Bay Yacht Club
    From $206 per night (USD)

    VRBO

    Studio Simpson Bay Yacht Club

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The studio is located in the Simpson Bay Yacht Club. A gated residence with 24 hours security, a swimming pool overlooki ...

    From $206 per night (USD)

    VRBO

    Details
  • Coco's Beach House with pool - Simpson Bay Beach
    From $513 per night (USD)

    Expedia

    Coco's Beach House with pool - Simpson Bay Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Coco's Beach House is a stunning property just steps away from the Simpson bay beach. It will leave you feeling like you ...

    From $513 per night (USD)

    Expedia

    Details
  • Pelican Key Townhouse
    From $250 per night (USD)

    VRBO

    Pelican Key Townhouse

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    My place is close to the beach, family-friendly activities, nightlife, public transport, and the airport. You’ll love my ...

    From $250 per night (USD)

    VRBO

    Details
  • 1 BR-Walk out patio and jump in the pool
    From $219 per night (USD)

    VRBO

    1 BR-Walk out patio and jump in the pool

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    This 1 bedroom/2 full bath unit is located in the very desirable Pelican Key, next to La Vista Resort. The bedroom has a ...

    From $219 per night (USD)

    VRBO

    Details
  • Stunning ocean front villa
    From $414 per night (USD)

    VRBO

    Stunning ocean front villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our beautiful Villa is ocean front with its own private infinity edge pool in very quiet upscale community of only 17 ot ...

    From $414 per night (USD)

    VRBO

    Details
  • Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A.
    From $595 per night (USD)

    VRBO

    Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    La Siesta Residence is a small private 13 unit villa/condominium resort comprised of two buildings. Building A has ten ...

    From $595 per night (USD)

    VRBO

    Details
  • Lovely 2 BR 2 BA in the heart of Simpson Bay, close to beach etc.
    From $272 per night (USD)

    VRBO

    Lovely 2 BR 2 BA in the heart of Simpson Bay, close to beach etc.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is a very lovely and spacious 2 BR 2 BA with Porch in the heart of Simpson Bay. Location: You will find in walking ...

    From $272 per night (USD)

    VRBO

    Details
  • Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
    From $374 per night (USD)

    Expedia

    Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful beach front paradise awaits you on one of the Caribbean's most exotic islands. This condo is located directly ...

    From $374 per night (USD)

    Expedia

    Details
  • Ocean Front Studio Week 3 & 4 Annually
    From $404 per night (USD)

    VRBO

    Ocean Front Studio Week 3 & 4 Annually

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Deluxe Ocean front studio facing Simpson Bay; just a few steps from the beach. The Flamingo Beach Resort is ALL NEW in 2 ...

    From $404 per night (USD)

    VRBO

    Details
  • Villa Zircon in Pelican Key awaits you - GENERATOR
    From $899 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 $899 per night (USD)

    Expedia

    Details
  • Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
    From $535 per night (USD)

    VRBO

    Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    PLEASE NOTE THAT ALL RATES ARE BASED ON 2 GUESTS PER BEDROOM. SUR MER RENTS AS A 2 OR 3 BEDROOM CONDO. IF YOU WOULD LIKE ...

    From $535 per night (USD)

    VRBO

    Details
  • Two bedroom Suite at La Vista Beach Resort
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    Expedia

    Two bedroom Suite at La Vista Beach Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a two bedroom Suite with a full kitchen and pull out couch in the living room. Walking distance to restaurants ...

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    Expedia

    Details
  • Spectacular 3 bedroom Penthouse with amazing views
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    VRBO

    Spectacular 3 bedroom Penthouse with amazing views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    C’Scape on the Beach Penthouse #6 is one of St. Maarten’s latest addition to its inventory of luxury accommodation. The ...

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    VRBO

    Details
  • Beachfront & Poolfront 2br ground floor directly on Simpson Bay Beach. BLISSFUL!
    From $317 per night (USD)

    VRBO

    Beachfront & Poolfront 2br ground floor directly on Simpson Bay Beach. BLISSFUL!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy one of the best kept secrets in the Caribbean.. After vacationing on St. Martin for twenty years, we discover ...

    From $317 per night (USD)

    VRBO

    Details
  • Adorable Private Room with partial Sea View
    From $91 per night (USD)

    VRBO

    Adorable Private Room with partial Sea View

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    On vacation or on business, forget your worries in this spacious and serene space. See the sunset from the balcony with ...

    From $91 per night (USD)

    VRBO

    Details
  • Villa Saint-Tropez Breathtaking Sea Views
    From $735 per night (USD)

    VRBO

    Villa Saint-Tropez Breathtaking Sea Views

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Come and enjoy a relaxing vacation at the hill top of Pelican where Villa Saint Tropez sits to offer you the ultimate se ...

    From $735 per night (USD)

    VRBO

    Details
  • Bisou du Soleil - Oceanview Villa (One Bedroom)
    From $553 per night (USD)

    VRBO

    Bisou du Soleil - Oceanview Villa (One Bedroom)

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    As you walk through the entrance gate of Bisou du Soleil you are welcomed by the lush tropical walkway and you instantly ...

    From $553 per night (USD)

    VRBO

    Details
  • UNBRIDLED:  Beachfront & Elegance in Simpson Beach's Newest Complex
    From $285 per night (USD)

    VRBO

    UNBRIDLED: Beachfront & Elegance in Simpson Beach's Newest Complex

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Elegance at it's best. With easy access to the sand and sea, Unbridled, located in the new Le Papillon Complex, offers c ...

    From $285 per night (USD)

    VRBO

    Details
  • The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
    From $410 per night (USD)

    VRBO

    The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    The Beach Condo, located in Palm Beach Apt. complex is a completely newly renovated 2 bedroom condo right on Simpson Bay ...

    From $410 per night (USD)

    VRBO

    Details
  • BEACHFRONT Modern 2bdr unit with great space
    From $508 per night (USD)

    Expedia

    BEACHFRONT Modern 2bdr unit with great space

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    C’Scape on the Beach is a contemporary building designed by Studio Acht Architects. The building featured large bedrooms ...

    From $508 per night (USD)

    Expedia

    Details
  • Top of the art penthouse on the beach - 4000 sq. ft of luxury
    From $909 per night (USD)

    VRBO

    Top of the art penthouse on the beach - 4000 sq. ft of luxury

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Le Papillon Penthouse enjoys one of the best locations on St. Martin, with many wonderful restaurants nearby and a beach ...

    From $909 per night (USD)

    VRBO

    Details
  • Great view of Sunset
    Click For Pricing

    Expedia

    Great view of Sunset

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Spacious one bedroom overlooking Simpson Bay sleeps six with two Murphy beds. Full kitchen with dishwasher and balcony ...

    Click For Pricing

    Expedia

    Details
  • LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.
    From $547 per night (USD)

    VRBO

    LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Simpson Bay is bordered by a beautiful 2-mile long, lightly-populated curved beach;It fronts on the beach and overlook ...

    From $547 per night (USD)

    VRBO

    Details
  • Blue Sail Villa. 2 bedroom with pool
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    Expedia

    Blue Sail Villa. 2 bedroom with pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Blue Sail is a recently renovated villa with an European style in a typical Caribbean landscape, plenty of plants everyw ...

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    Expedia

    Details
  • Villa Seaclusion accommodates 20 guests 10 beds 6 villas Ocean view pool
    From $1250 per night (USD)

    VRBO

    Villa Seaclusion accommodates 20 guests 10 beds 6 villas Ocean view pool

    Bedrooms:
    10
    Bathrooms:
    9
    Sleeps:
    20

    One of a kind, just completed high-end renovation resulting in the most desirable, spacious residence in Pelican Key. Ov ...

    From $1250 per night (USD)

    VRBO

    Details
  • STUNNING VIEW OF  MAGICAL CARIBBEAN&SUNSETS ARE SPECTACULAR\n \BOOKING FEBRUARY\
    From $647 per night (USD)

    VRBO

    STUNNING VIEW OF MAGICAL CARIBBEAN&SUNSETS ARE SPECTACULAR\n \"BOOKING FEBRUARY\"

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to The Penthouse At La Siesta, a luxurious condominium located directly on the sugary white sands and turquoise ...

    From $647 per night (USD)

    VRBO

    Details
  • Simpson Bay Ocean View - Deluxe 1 Bedroom Condo!
    From $262 per night (USD)

    VRBO

    Simpson Bay Ocean View - Deluxe 1 Bedroom Condo!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    We normally have a min night requirement. These condo's are owned and Managed by Mary's Boon Beach Hotel and Spa. Thanks ...

    From $262 per night (USD)

    VRBO

    Details
  • Bella Vita in Pelican Key by Personal Villas - Spacious and Sophisticated Villa
    From $4056 per night (USD)

    VRBO

    Bella Vita in Pelican Key by Personal Villas - Spacious and Sophisticated Villa

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    14

    Summary: BELLA VITA 7BR, Pelican Key, St Maarten Life is good at Villa Bella Vita, a sumptuous 7 bedroom contemporary ...

    From $4056 per night (USD)

    VRBO

    Details
  • Idyllic apartment of 160m², breathtaking views of the Simpson Bay lagoon
    From $401 per night (USD)

    VRBO

    Idyllic apartment of 160m², breathtaking views of the Simpson Bay lagoon

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    In the heart of Saint Martin, discover the sumptuous residence of Las Brizas, secure 24h / 24h, modern, comfortable with ...

    From $401 per night (USD)

    VRBO

    Details
  • Studio on the water in the Simpson Bay Yacht Club
    From $185 per night (USD)

    VRBO

    Studio on the water in the Simpson Bay Yacht Club

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The studio is located in the Simpson Bay Yacht Club right on the waterfront. A gated residence with 24/7 security, 2 swi ...

    From $185 per night (USD)

    VRBO

    Details
  • Beautiful loft @ the heart of Simpson Bay: the Dome
    Click For Pricing

    VRBO

    Beautiful loft @ the heart of Simpson Bay: the Dome

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Sexy loft located in the middle of Simpson Bay. Having breakfast on the ample terrace, you will feel like a sailor in th ...

    Click For Pricing

    VRBO

    Details
  • Vittoria - Beachfront Villa - Central Location
    From $3428 per night (USD)

    VRBO

    Vittoria - Beachfront Villa - Central Location

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    In a prime location on the southern coastline of Dutch Sint Maarten, beautiful Villa Vittoria sits on the popular white ...

    From $3428 per night (USD)

    VRBO

    Details
  • Il Punto Blu: Newly Renovated 3 Bdrm, Beachfront, Pool, walkable to restaurants.
    From $600 per night (USD)

    VRBO

    Il Punto Blu: Newly Renovated 3 Bdrm, Beachfront, Pool, walkable to restaurants.

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    10

    This condo can be rented as a 1 and 2 bedroom condo as well. Please inquire for rates and more information. Located rig ...

    From $600 per night (USD)

    VRBO

    Details
  • AMAZING STUDIO HOT SPOT
    From $1057 per night (USD)

    Expedia

    AMAZING STUDIO HOT SPOT

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    very nice apartment, completely renovated, in a small building, with modern design. located in the most lively area of ...

    From $1057 per night (USD)

    Expedia

    Details
  • Waterfront 1 Bedroom Suite w\/ Balcony- Beautiful Simpson Bay Resort Sint Maarten
    Click For Pricing

    VRBO

    Waterfront 1 Bedroom Suite w\/ Balcony- Beautiful Simpson Bay Resort Sint Maarten

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    3rd floor DIRECTLY on the Caribbean water. NO taxes, NO VRBO fees. The recently totally renovated location sleeps 4, ...

    Click For Pricing

    VRBO

    Details
  • Pelikaan Sunset: A Villa With Stunning Ocean Views
    From $1750 per night (USD)

    Expedia

    Pelikaan Sunset: A Villa With Stunning Ocean Views

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    16

    Imagine a place where luxury, zen & fun come together with gorgeous ocean views & a cool breeze kissing your face as you ...

    From $1750 per night (USD)

    Expedia

    Details
  • Piece of Paradise SXM
    From $743 per night (USD)

    VRBO

    Piece of Paradise SXM

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    This beautiful 3 bed - 3,5 bath luxurious corner unit in Simpson Bay Yacht club (SBYC) is located in the best spot of t ...

    From $743 per night (USD)

    VRBO

    Details
  • Beachfront property large top floor 3BDR penthouse
    From $468 per night (USD)

    Expedia

    Beachfront property large top floor 3BDR penthouse

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    C’Scape on the Beach 3BDR Penthouse is one of St. Maarten’s latest addition to its inventory of luxury accommodation. Th ...

    From $468 per night (USD)

    Expedia

    Details
  • nice , solid  , safe, and fabulous location one bed \/one bath
    From $128 per night (USD)

    VRBO

    nice , solid , safe, and fabulous location one bed \/one bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    PLEASE NOTE : WE WILL BE OFF-LINE FOR THE 2019/2020 SEASON FOR RENOVATIONS. PLEASE SEE OUR OTHER 1 BED/1BATH AT LIST ...

    From $128 per night (USD)

    VRBO

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  • very nice condo full equiped
    From $175 per night (USD)

    Expedia

    very nice condo full equiped

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the heart of Pelican Key, a new small condominium complex (just 10 very family-friendly apartments) is availa ...

    From $175 per night (USD)

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  • Beachfront Property with Beach Parties Low Price Guarantee!
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    Beachfront Property with Beach Parties Low Price Guarantee!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    ATRIUM BEACH RESORT AND SPA PARADISE IS CALLING AT THE ATRIUM BEACH RESORT With both French and Dutch territory and the ...

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  • Stunning 2 Bedroom 2 Bath Beachfront Condo with panoramic ocean views!
    From $331 per night (USD)

    Expedia

    Stunning 2 Bedroom 2 Bath Beachfront Condo with panoramic ocean views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Wake up every morning to the sounds of the ocean at the Encanto beachfront condo. Enjoy your coffee on your terrace or b ...

    From $331 per night (USD)

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  • Beautiful Sint Maartin Studio - A Slice of Heaven
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    Beautiful Sint Maartin Studio - A Slice of Heaven

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    A little slice of heaven for one week on the beautiful island of Sint Maarten, All amenities available. Workout room, fr ...

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  • Beautiful Sint Maartin  1 Bedroom Slice of Heaven
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    Expedia

    Beautiful Sint Maartin 1 Bedroom Slice of Heaven

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A little slice of heaven for one week on the beautiful island of Sint Maarten, All amenities available. Workout room, fr ...

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  • Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV.
    From $177 per night (USD)

    VRBO

    Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Modern 1 bedroom apartment newly built. Has backup generator for when city power is off. Marble floors through out. All ...

    From $177 per night (USD)

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  • CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
    From $253 per night (USD)

    Expedia

    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 $253 per night (USD)

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  • Turquoise paradise, directly ON beach, gated w underground parking!
    From $640 per night (USD)

    VRBO

    Turquoise paradise, directly ON beach, gated w underground parking!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Apartment, 2 Bedrooms, 2.5 Baths. La Ida Beach Condominiums is a gated, beach front property, with private underground ...

    From $640 per night (USD)

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  • Your Home Away from Home Awaits
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    Your Home Away from Home Awaits

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    At Diamond Resorts, we've thought of everything to help you unwind, reconnect and rejuvenate during your vacation. Our r ...

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  • SEA Lover - LAS Brisas
    From $343 per night (USD)

    VRBO

    SEA Lover - LAS Brisas

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    <p>Close to snowboarding, sailing, and more, this smoke-free apartment brings it all within reach. Jump into your car an ...

    From $343 per night (USD)

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  • Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private
    From $159 per night (USD)

    VRBO

    Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Relax and enjoy your vacation in this 1 bedroom studio situated in a private villa. Villa Cleavage is nestled between th ...

    From $159 per night (USD)

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  • Paradise in the West Indies
    From $566 per night (USD)

    VRBO

    Paradise in the West Indies

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Located in Simpson Bay, within steps of Simpson Bay Beach. Coco Beachfront Bliss offers a tranquil view including the fo ...

    From $566 per night (USD)

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  • BEACHFRONT 1 BDR unit with AMAZING view
    From $284 per night (USD)

    Expedia

    BEACHFRONT 1 BDR unit with AMAZING view

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    We are extremely pleased to introduce C’Scape on the Beach. C’Scape is one of St. Maarten’s latest addition to its inven ...

    From $284 per night (USD)

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  • Newly renovated 7 bedroom villa in the Dutch side of St. Maarten
    From $4368 per night (USD)

    VRBO

    Newly renovated 7 bedroom villa in the Dutch side of St. Maarten

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    14

    Summary: Life is good at villa Bella Vita, a sumptuous 7 bedroom contemporary home located in the residential enclave of ...

    From $4368 per night (USD)

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  • Xmas and New Years in St. Maarten!
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    Expedia

    Xmas and New Years in St. Maarten!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Spend Xmas and New Years in St. Maarten (Caribbean)! If you are looking for the ultimate in relaxing vacations, you will ...

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  • Villa Las Brisas by Fantasia Villas
    From $970 per night (USD)

    VRBO

    Villa Las Brisas by Fantasia Villas

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Villa Las Brisas, is a luxurious 3 bedroom apartment, ideally located in Cole Bay, on the Dutch side of St Martin. This ...

    From $970 per night (USD)

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  • Diamond Gem Residence is located in proximity to the Dutch\/French border
    From $104 per night (USD)

    Expedia

    Diamond Gem Residence is located in proximity to the Dutch\/French border

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Diamond Gem Residence is a recently developed efficiency concept, with each room consisting of a separate en-suite walk- ...

    From $104 per night (USD)

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  • Beach Front Modern Condo on the beach
    From $495 per night (USD)

    VRBO

    Beach Front Modern Condo on the beach

    Bedrooms:
    5
    Bathrooms:
    3
    Sleeps:
    6

    Your stay at this property will leave you with a very luxurious and modern Caribbean vacation experience. It is the pref ...

    From $495 per night (USD)

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  • Beachfront, ground level condo, steps away from beach, pool and relaxation!
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    Expedia

    Beachfront, ground level condo, steps away from beach, pool and relaxation!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a newly remodeled condo, fully equipped kitchen, steps away from large outdoor grill station. 2 bedrooms, 2 bath ...

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  • One Hundred Million Dollar Yacht On Land 5 star Villa Namaste with Generator
    From $892 per night (USD)

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    One Hundred Million Dollar Yacht On Land 5 star Villa Namaste with Generator

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to paradise ! this new and unique beach-side Villa Namaste – an ultra luxury, multi-faceted dream beach house ...

    From $892 per night (USD)

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  • Five Star Luxury Beachfront Condo with Direct Beach Access and Private Hot Tub
    From $701 per night (USD)

    Expedia

    Five Star Luxury Beachfront Condo with Direct Beach Access and Private Hot Tub

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Two Bedroom, Two & A Half Bathroom Beachfront Unit Luxury two bedroom unit at the prestigious Aqualina Beach Club direc ...

    From $701 per night (USD)

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  • LimeTree Studio, Pelican Key
    From $104 per night (USD)

    VRBO

    LimeTree Studio, Pelican Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    LimeTree Studio apartment is located on the first floor of a private villa in the beautiful and conveniently located res ...

    From $104 per night (USD)

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  • Diamond Gems - Near Airport, SimpsonBay, Beach, Food
    From $136 per night (USD)

    Expedia

    Diamond Gems - Near Airport, SimpsonBay, Beach, Food

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located right on the border between the Dutch and French Cultures of Philipsburg and Marigot, Residences @Diamond Gems t ...

    From $136 per night (USD)

    Expedia

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  • Bisou du Soleil - Oceanview Villa (Three Bedroom)
    From $738 per night (USD)

    VRBO

    Bisou du Soleil - Oceanview Villa (Three Bedroom)

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    As you walk through the entrance gate of Bisou du Soleil you are welcomed by the lush tropical walkway and you instantly ...

    From $738 per night (USD)

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  • SIMPSON BAY BEACH FRONT 2 BR, 2.5 bathroom with panoramic ocean view & pool.
    From $352 per night (USD)

    VRBO

    SIMPSON BAY BEACH FRONT 2 BR, 2.5 bathroom with panoramic ocean view & pool.

    Bedrooms:
    5
    Bathrooms:
    2
    Sleeps:
    5

    ENJOY THE BREATHTAKING OCEAN VIEWS OF MEGA YACHTS, SAILBOATS AND WATER ACTIVITY AND BEACH FROM YOUR DOUBLE WIDE TERRACE ...

    From $352 per night (USD)

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  • OCEAN BREEZE formerly Saphir De Mer Le Papillon;Modern,Beachfront,Ground floor
    From $412 per night (USD)

    VRBO

    OCEAN BREEZE formerly Saphir De Mer Le Papillon;Modern,Beachfront,Ground floor

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Direct walk out access to the sand and sea is provided from OCEAN BREEZE located in the Le Papillon Complex, Simpson Bea ...

    From $412 per night (USD)

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  • Villa Saint-Tropez
    From $682 per night (USD)

    VRBO

    Villa Saint-Tropez

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    3

    Located in the sought after area of Pelican Key, next to all the casino bars restaurants of Simpson Bay, the beautiful b ...

    From $682 per night (USD)

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  • 2 bedroom 2.5 Bath Luxury Penthouse on Simpson Bay Beach!
    From $692 per night (USD)

    VRBO

    2 bedroom 2.5 Bath Luxury Penthouse on Simpson Bay Beach!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    The Penthouse at Las Arenas is a luxury 2 bedroom 2.5 bathroom penthouse located on St. Maarten’s longest beach – the Si ...

    From $692 per night (USD)

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  • 5 star luxury on the beach
    From $1010 per night (USD)

    Expedia

    5 star luxury on the beach

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy coo ...

    From $1010 per night (USD)

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  • Luxury 2 BED Beachfront Penthouse- SIMPSON BAY
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    Luxury 2 BED Beachfront Penthouse- SIMPSON BAY

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    The perfect beachfront condo does exist! This two bedroom two and a half bathroom condo is located in the heart of Simps ...

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  • Bisou du Soleil - Oceanview Villa (Two Bedroom)
    From $602 per night (USD)

    VRBO

    Bisou du Soleil - Oceanview Villa (Two Bedroom)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    As you walk through the entrance gate of Bisou du Soleil you are welcomed by the lush tropical walkway and you instantly ...

    From $602 per night (USD)

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  • FIRST FLOOR 3 BR LUXURY CONDO ON THE OCEAN
    From $708 per night (USD)

    VRBO

    FIRST FLOOR 3 BR LUXURY CONDO ON THE OCEAN

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    OUR LUXURY CONDO IS IN THE BEST LOCATION ON THE ISLAND. GET A MILLION DOLLAR VIEW WHETHER YOU ARE ON THE DECK OR RELAXI ...

    From $708 per night (USD)

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  • Spacious Two Bedroom Ocean View Condo
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    Spacious Two Bedroom Ocean View Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Footsteps to Cupecoy Beach and located on the 5th floor in the highly desired Rainbow Beach Resort, you can stroll throu ...

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  • Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!
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    Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Wake up every morning to the sounds of the ocean, enjoy your coffee watching the crystal clear turquoise water. Soak up ...

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  • Pelican Key Ocean View 3 Bedroom 2 Bathroom Condo
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    Expedia

    Pelican Key Ocean View 3 Bedroom 2 Bathroom Condo

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Three-Bedroom, two bathroom 2-level condo in the heart of Pelican Key! The property is located in a green, quiet and sa ...

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  • Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
    From $546 per night (USD)

    VRBO

    Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully decorated 2-bedroom, 2.5 bath villa is in a well-designed, cozy, gated private community with 24/7 surveill ...

    From $546 per night (USD)

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  • PERFECT LOCATION: bright and airy end-unit balcony and pool right on Simpson Bay
    From $342 per night (USD)

    VRBO

    PERFECT LOCATION: bright and airy end-unit balcony and pool right on Simpson Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This third floor end unit ON THE BEACH offers plenty of privacy along with magnificent ocean views. The intimate 12-unit ...

    From $342 per night (USD)

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  • The Perfect Spot On Sint Maarten
    From $545 per night (USD)

    VRBO

    The Perfect Spot On Sint Maarten

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Resort reopened January 1, 2021 and has been completely rebuilt and every unit completely remodeled beautifully. The ...

    From $545 per night (USD)

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  • Coco Beachside Duplex
    From $363 per night (USD)

    Expedia

    Coco Beachside Duplex

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Coco Beachside Duplex is a spacious 1,700 sq ft 2 bedroom duplex and unique for its large private beachfront terrace loc ...

    From $363 per night (USD)

    Expedia

    Details