
Simpson Bay Lagoon Rentals
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VRBO
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 ...
Click For PricingVRBO
- From $475 per night (USD)
VRBO
The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
- Bedrooms:
- 2
- 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 $475 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Nice 2 bed-rooms apartment at Aquamarina Residence
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Nestled in Lowlands, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the out ...
From $257 per night (USD)VRBO
- From $263 per night (USD)
Expedia
On the beach, magnificent renovated apartment, secure residence with sea view swimming pools
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 2
The completely renovated Marina villa is located in a secure residence on the water's edge! with swimming pools, close t ...
From $263 per night (USD)Expedia
- From $411 per night (USD)
VRBO
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of t ...
From $411 per night (USD)VRBO
- From $118 per night (USD)
Expedia
Sunset on lagoon from the terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Le Baileys, our magnificent fully air conditioned apartment, located on the garden level of a recent secure res ...
From $118 per night (USD)Expedia
- From $358 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 $358 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Superb, bright studio overlooking pool and lagoon
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
<p>Close to scuba diving, water skiing, and more, this welcoming apartment brings it all within reach. Your feet will ma ...
From $128 per night (USD)Expedia
- From $952 per night (USD)
VRBO
Magnificent Villa with 5 bedrooms and exceptional view
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
<p>Located in Les Terres Basses, this welcoming villa lets you experience it all. Nettlé Bay is within an easy 13-minute ...
From $952 per night (USD)VRBO
- From $114 per night (USD)
Expedia
Walk to DownTown Marigot!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
"Mady's Retreat is a charming 1-bedroom apartment offering a perfect blend of comfort and convenience. Situated in a pri ...
From $114 per night (USD)Expedia
- From $829 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 $829 per night (USD)VRBO
- From $262 per night (USD)
Expedia
T2 \"Feet in the water\" Baie Nettle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Nettle Bay, this welcoming apartment lets you experience it all. Nettlé Bay is just steps away while Littl ...
From $262 per night (USD)Expedia
- From $98 per night (USD)
VRBO
Cozy, Cole Bay, one bedroom with security and free parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kick back and relax in this calm, stylish, fully equipped and air conditioned space. The unit has been recently renovat ...
From $98 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Beachfront condo with pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 bedroom - 2 bathroom apartment is located on Simpson bay road with a shared pool and of course it’s rig ...
From $340 per night (USD)Expedia
- From $1600 per night (USD)
VRBO
Waterfront Villa-amazing view- sea-pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
<p>You'll find a boat, golfing, and more on site at this welcoming villa. Jump into your car and make short work of the ...
From $1600 per night (USD)VRBO
- From $483 per night (USD)
VRBO
Coco Palm; Beach & Luxury!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you are seeking a Peaceful Haven or Romantic Getaway, the 2 + miles of beautiful sandy Simpson bay beach situate ...
From $483 per night (USD)VRBO
- From $393 per night (USD)
VRBO
Villa Sea Forever @ Pelican Key - Paradise Awaits!
- Bedrooms:
- 2
- 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 $393 per night (USD)VRBO
- From $1638 per night (USD)
VRBO
Libellule 4BR
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $1638 per night (USD)VRBO
- From $1061 per night (USD)
VRBO
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 $1061 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Delightful centrally located Simpson Bay Yacht Club condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Simpson Bay Yacht Club, the residence is gated and secured 24/7. Available amenities include 2 pools, an ...
From $193 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Rainbow Rise; ocean front, ground floor, sleeps 6, backup generator!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Rainbow Rise is a stunning beach condo offers the tranquility you’ve been desiring. You can soon find yourself at th ...
From $416 per night (USD)VRBO
- From $309 per night (USD)
Expedia
A-401 Stunning 1 bedroom unit ocean view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $309 per night (USD)Expedia
- From $305 per night (USD)
VRBO
B237 - Cosy 1 Bedroom with Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<h3>B237 - Cosy 1 Bedroom with Lagoon View</h3> <p>Discover your dream escape at B237, a charming one-bedroom apartment ...
From $305 per night (USD)VRBO
- From $2194 per night (USD)
VRBO
Joie de Vivre 4BR
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $2194 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Beachfront condo at beautiful Cupecoy Beach Club. 2 bedroom, 3 bath, amenities!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This large, #oceanfront, 1500 sf condo on #Cupecoy beach features a large Kitchen and Living area, 2 large bedrooms, eac ...
From $374 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Simpson Bay 2 bedr/2.5 bath apt
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this comfortable condo in Simpson Bay. It has 2 bedrooms with king size beds and ensuite bathrooms. There is a sep ...
From $400 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Studio sea view marigot St Martin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Sandy Ground, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outd ...
From $152 per night (USD)VRBO
- From $1593 per night (USD)
VRBO
Villa Laguna Di Luce Waterfront Dream
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Villa Laguna di Luce is a spacious three-bedroom retreat with three and a half elegant baths, set along the wa ...
From $1593 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Lovely High-Floor Condo with Stunning Sea View, Pool, Parking & Security
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perched high above the coastline with gentle ocean breezes, this spacious, elevator-accessible condo offers a front-row ...
From $211 per night (USD)VRBO
- From $266 per night (USD)
Expedia
NEW magnificent one bedroom on the beach of Baie Nettlé swimming pools tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Sandy Ground, this welcoming condo brings it all within your reach. Your feet will make short work of the ...
From $266 per night (USD)Expedia
- From $196 per night (USD)
VRBO
L'Oiseau du Paradis - Sea view apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Nettle Bay, this welcoming apartment lets you experience it all. There's convenient onsite parking, so you ...
From $196 per night (USD)VRBO
- From $360 per night (USD)
Expedia
C337 - Charming 2-Bedroom Lagoon View
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
<p><strong>Welcome to Apartment C-337 at The Hills Residence – A Charming 2-Bedroom Lagoon-View Retreat in Simpson Bay, ...
From $360 per night (USD)Expedia
- From $247 per night (USD)
VRBO
D414 – 1-Bedroom Apartment with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Apartment D-414, a charming 1-bedroom, 1-bathroom apartment situated on the first floor of Building D at The ...
From $247 per night (USD)VRBO
- From $363 per night (USD)
Expedia
D408 – Chic & Stylish 2 Bedroom with Terrace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Step into this chic & stylish two-bedroom corner suite, offering breathtaking views of the ocean, Anguilla, the lagoo ...
From $363 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Casa Xanadu 1BR with private pool in Cupecoy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a peaceful stay at this 1-bedroom townhome in Cupercoy. The space features 2 bathrooms, each thoughtfully designed ...
From $352 per night (USD)VRBO
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Expedia
Lowlands modern condo with pool and gym access steps away from Mullet Bay Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay comfortably in Cupecoy at this 1-bedroom condo. The space offers a terrific blend of cozy living and modern conveni ...
Click For PricingExpedia
- From $456 per night (USD)
VRBO
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)VRBO
- From $395 per night (USD)
Expedia
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)Expedia
- From $1248 per night (USD)
VRBO
Villa OSUN
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Villa OSun, an exceptional fully renovated villa nestled in the highly sought-after Terres Basses area of Sai ...
From $1248 per night (USD)VRBO







































