Flamingo beach Rentals
- From $352 per night (USD)
VRBO
Morea SXM apartment near the quay with gym.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
In the heart of St-Maarten, discover the sumptuous residence of Las Brisas, secured 24h/24h, modern, everything comfort. ...
From $352 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Flamingo Beach, a Hilton Vacation Club provides everything you’ll need for a relaxing Caribbean getaway. Located on the ...
From $122 per night (USD)Expedia
- From $104 per night (USD)
VRBO
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Flamingo Beach, a Hilton Vacation Club provides everything you’ll need for a relaxing Caribbean getaway. Located on the ...
From $104 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Flamingo Beach, a Hilton Vacation Club provides everything you’ll need for a relaxing Caribbean getaway. Located on the ...
Click For PricingExpedia
- Click For Pricing
VRBO
Gated Townhouse in Pelican Key- 1 block from Ocean!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Welcome to our peaceful, tranquil and lush community. 1 block from the Ocean, Pelican key is one of the ...
Click For PricingVRBO
- From $256 per night (USD)
Expedia
SeaLaVie Penthouse SXM
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the stunning St. Maarten Beachfront Penthouse with Private Pool! This luxurious property offers an unforgetta ...
From $256 per night (USD)Expedia
- Click For Pricing
VRBO
A124 - Beautiful Special 2 Bedroom Condo
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to The Hills Residence, Simpson Bay, Sint-Maarten! Ideally located, discover without further delay this magnif ...
Click For PricingVRBO
- Click For Pricing
Expedia
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Flamingo Beach, a Hilton Vacation Club provides everything you’ll need for a relaxing Caribbean getaway. Located on the ...
Click For PricingExpedia
- From $200 per night (USD)
VRBO
OASIS Penthouse with private garden & shared pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This modern 2 bedroom, 2.5 bathroom penthouse is located in the best spot of the island. With the private garden and sha ...
From $200 per night (USD)VRBO
- Click For Pricing
VRBO
St. Maarten Beachfront Hideaway! Swimming Pool, Full Kitchen, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
Click For PricingVRBO
- From $700 per night (USD)
VRBO
Caribbean View Villa-beach-sunset
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Simpson Bay, this 3-bedroom, 3-bathroom vacation home lets you experience it all. Fans of nature and the o ...
From $700 per night (USD)VRBO
- From $183 per night (USD)
Expedia
A116 - Immersive Simpson Bay Lagoon View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment 116 at The Hills Residence in Simpson Bay, Sint Maarten - your luxury first floor hideaway awaits! ...
From $183 per night (USD)Expedia
- From $850 per night (USD)
VRBO
Brand new villa in pelican key st maarten
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Puerta Al-Mar Villa, your “gateway to the Caribbean sea”, welcomes you to paradise in Pelican Key, St. Maarten! This stu ...
From $850 per night (USD)VRBO
- From $197 per night (USD)
Expedia
A121 - Cozy Apartment in the Heart of Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to this beautiful, one bedroom apartment at The Hills Residence in Simpson Bay, Sint-Maarten! Nestled on the 3rd ...
From $197 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in beautiful Simpson Bay, directly on Kim Sha Beach. Privately owned, Gorgeous Fourth floor 2 Bedroom 2 Bath Con ...
From $344 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Flamingo Beach, a Hilton Vacation Club provides everything you’ll need for a relaxing Caribbean getaway. Located on the ...
From $124 per night (USD)Expedia
- From $104 per night (USD)
VRBO
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Flamingo Beach, a Hilton Vacation Club provides everything you’ll need for a relaxing Caribbean getaway. Located on the ...
From $104 per night (USD)VRBO
- From $538 per night (USD)
Expedia
Magnifique Penthouse de 400 m2 à Las Brisas Residence
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Cole Bay, this 3-bedroom, 3-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $538 per night (USD)Expedia
- From $517 per night (USD)
VRBO
Luxurious Villa \" Sea La Vie\" in Pelican Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the luxurious Villa Sea La Vie located in the prestigious residential area of Pelican Key. It's all about lo ...
From $517 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Sunset Place Villa - View - SEA - Location #1
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Nestled in Simpson Bay, this 3-bedroom, 3-bathroom villa brings it all within your reach. Fans of nature and the outd ...
From $600 per night (USD)Expedia
- From $120 per night (USD)
VRBO
Luxury Condo in Simpson Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Welcome to the heart of paradise! Nestled in the vibrant island of Sint Martin, our stunning 2-bedroom ...
From $120 per night (USD)VRBO
- From $95 per night (USD)
Expedia
Delightful centrally located Simpson Bay Yacht Club condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the Simpson Bay Yacht Club, the residence is gated and secured 24/7. Available amenities include 2 pools, an ...
From $95 per night (USD)Expedia
- From $473 per night (USD)
VRBO
SeaScapes 4Brm Penthouse with Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Welcome to the stunning St. Maarten Beachfront Penthouse with Private Pool! This luxurious Airbnb prope ...
From $473 per night (USD)VRBO
- From $298 per night (USD)
Expedia
SeaRenity Penthouse with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
About this space Welcome to the stunning St. Maarten Beachfront Penthouse with Private Pool! This luxurious Airbnb prope ...
From $298 per night (USD)Expedia
- From $190 per night (USD)
VRBO
A111 - Condo with amazing view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to this beautiful, one bedroom apartment at The Hills Residence in Simpson Bay, Sint-Maarten! Nestled on the 1st ...
From $190 per night (USD)VRBO
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Expedia
Loreens Dream 1br Sbyc
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
<p>You'll find a boat, golfing, and more on site at this pet-friendly apartment. There's convenient onsite parking, so y ...
Click For PricingExpedia
- From $900 per night (USD)
VRBO
Villa Livity 6 Bed Luxury Sea View boutique villa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Come relax and enjoy a serene retreat on the beautiful island of Sint Maarten in a stunningly renovated villa, featuring ...
From $900 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Villa Sea Forever @ Pelican Key - Paradise Awaits!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Experience a piece of paradise at "Villa Sea Forever" in Pelican Key, Simpson Bay, Sint Maarten! This 2-bedroom, 2.5-bat ...
From $190 per night (USD)Expedia
- From $184 per night (USD)
VRBO
A122 - Wonderful Lagoon View with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Apartment A-122 at The Hills Residence Vacation Rentals! Indulge in the epitome of luxury with our stunning ...
From $184 per night (USD)VRBO
- From $202 per night (USD)
Expedia
A102 - Cozy Apartment with Garden
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Appt A-102 at The Hills Residence in Simpson Bay, Sint Maarten! This beautiful 1-bedroom apartment offers a c ...
From $202 per night (USD)Expedia
- From $191 per night (USD)
VRBO
A131 - Exceptional Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Introducing Apartment A-131 with its exceptional Lagoon View at The Hills Residence Vacation Rentals! Prepare to be cap ...
From $191 per night (USD)VRBO
- From $186 per night (USD)
Expedia
A136 - Amazing Spacious Apartment Lagoon View with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment A-136 at The Hills Residence Vacation Rentals! Step into a world of luxury and elegance with our ...
From $186 per night (USD)Expedia
- From $195 per night (USD)
VRBO
A135 - Sensational Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment A-135 at The Hills Residence Vacation Rentals with a sensational view on the Lagoon ! Escape to a ...
From $195 per night (USD)VRBO
- From $223 per night (USD)
Expedia
A137 - Bright 2 Bedrooms Apartment With Blue Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Apartment A-137 at The Hills Residence Vacation Rentals! Escape into a world of luxury and elegance with our ...
From $223 per night (USD)Expedia
- From $190 per night (USD)
VRBO
A112 - Extraordinary Lagoon View with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for the perfect getaway in Simpson Bay, Sint Maarten? Look no further! Introducing A112, our stunning one-bedroo ...
From $190 per night (USD)VRBO
- From $667 per night (USD)
VRBO
Great Escape in SImpson Bay by Personal Villas - Breathtaking Scenery
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: PROMO! - Low season (April 15 - Dec 15) - 7th night free for bookings of 7 nights or more - High season (Dec 15 ...
From $667 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Stunning Beach Front Villa With Infinity Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Stunning beach front villa located in Pelican Key, a neighborhood in Simpson Bay. Sit and relax by the infinity pool an ...
From $650 per night (USD)VRBO
- From $516 per night (USD)
VRBO
Great Escape in SImpson Bay by Personal Villas - Breathtaking Scenery
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: PROMO! - Low season (April 15 - Dec 15) - 7th night free for bookings of 7 nights or more - High season (Dec 15 ...
From $516 per night (USD)VRBO
- From $455 per night (USD)
VRBO
Il Punto Blu in Pelican Key by Personal Villas - Spacious and Amazing Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: PROMO! - Valid on all NEW BOOKINGS ONLY : * 7th Night is free traveling from April 15th to December 14th. * 1 ...
From $455 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Centrally located contemporary apartment in Simpsonbay.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover The Pineapple Suite, a chic 2-bedroom retreat accommodating up to 4 guests, nestled within the secure confines ...
From $250 per night (USD)VRBO
- From $1428 per night (USD)
VRBO
British Virgin Islands, Private Sailboat Charter
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
All-Inclusive luxury sailing vacation on a beautiful 46 foot, 5 cabin catamaran sailboat in the British Virgin Islands. ...
From $1428 per night (USD)VRBO
- From $2730 per night (USD)
VRBO
La Villa Salee - Full Villa Selection
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 14
Stay in style and luxury at our eight bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surro ...
From $2730 per night (USD)VRBO
- From $2600 per night (USD)
VRBO
La Villa Salee Luxury villa
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Stay in style and luxury at our eight bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surro ...
From $2600 per night (USD)VRBO
- From $2800 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 $2800 per night (USD)VRBO
- From $2400 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 $2400 per night (USD)VRBO
- From $1600 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 $1600 per night (USD)VRBO
- Click For Pricing
VRBO
Sint Maarten - LaVista Resort, Jamacian Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Jamacian style cottage in LaVista Resort on the Dutch side of Sint Maarten at Simpson's Bay. Cottage has 1 king size be ...
Click For PricingVRBO
- From $2857 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 $2857 per night (USD)VRBO
- Click For Pricing
VRBO
Gorgeous place on the beach in St MAARTEN
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
La Vista Beach Resort and La Vista Resort are small, family-owned and -operated resorts located across the street from ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $750 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 $750 per night (USD)VRBO
- From $640 per night (USD)
VRBO
Las Brisas Luxury apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Las Brisas, is a luxurious three-bedroom apartment, ideally located in Cole Bay, on the Dutch side of St Martin. ...
From $640 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Beachfront CARIBBEAN BREEZE Luxury Vacation\/ NEW & CLEAN. Few steps to beach.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Caribbean Breeze condo directly on Simpson bay beach has everything you need for one of the best beach vacations. In a ...
From $322 per night (USD)VRBO
- From $303 per night (USD)
VRBO
Beach Casa at Le Papillon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Imagine rolling out of bed and finding yourself on one of the most beautiful beaches in the Caribbean! Fifty footsteps ...
From $303 per night (USD)VRBO
- From $511 per night (USD)
VRBO
Lagoonside Evasion
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>A short distance from motor boating, fishing, and more, this pet-friendly apartment lets you experience it all. There ...
From $511 per night (USD)VRBO
- From $1024 per night (USD)
VRBO
Spacious Chalet W\/ Endless Entertainment THE BARN
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
Bring the whole family to this great place with lots of room for fun. A 6-bedroom, 4-bathroom Adirondack-style Ski Chale ...
From $1024 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Hamaka condo, a beachfront retreat on Simpson Bay Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect priv ...
From $200 per night (USD)VRBO
- From $515 per night (USD)
VRBO
Villa Frangipani Guesthouse 2 BDR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your family will be close to everything when you stay at this centrally-located place from Beaches, Restaurants and NIgh ...
From $515 per night (USD)VRBO
- From $771 per night (USD)
VRBO
Villa Francais: 5 BR, 5.5 BA Villa in Pelican Key, Sleeps 10
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
PLEASE NOTE THAT ALL RATES ARE BASED ON 2 GUESTS PER BEDROOM. VILLA FRANCAIS RENTS AS A 4 OR 5 BEDROOM VILLA DURING THE ...
From $771 per night (USD)VRBO