Palapa Marina Rentals
- From $259 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 $259 per night (USD)VRBO
- From $666 per night (USD)
VRBO
Amazing Ocean Front Villa in Pelican Key - Pool and Private Ocean Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
'La Calanthe', named after a beautiful variety of Orchids is a beautiful Villa. It sits right in front of the ocean all ...
From $666 per night (USD)VRBO
- Click For Pricing
VRBO
Villa Vista! Gorgeous Villa & Views!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME TO VILLA VISTA! Nestled atop a hill in Pelican Key, this gorgeous 3-bedroom villa is the perfect tropical getawa ...
Click For PricingVRBO
- From $1124 per night (USD)
Expedia
BLUE OPAL Private Pool, Spectacular Ocean Views Pelican Key - Simpson Bay
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Blue Opal can be booked as a 4 OR 5 bedroom villa. Please ask about special rates... **During Xmas/New Years’ weeks the ...
From $1124 per night (USD)Expedia
- From $360 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 $360 per night (USD)VRBO
- From $267 per night (USD)
VRBO
Beachfront Ground Floor 2 Bedroom 2 Bath Condo. Completely Renovated Jan. 2021.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The total St. Maarten experience coupled with the beautiful waters of the Caribbean only 10 feet from your ground floor ...
From $267 per night (USD)VRBO
- From $1276 per night (USD)
VRBO
Villa Vittoria | Beach Front - Located in Beautiful Simpson Bay with Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...
From $1276 per night (USD)VRBO
- From $226 per night (USD)
VRBO
ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
LOCATED IN PELICAN KEY, the most desirable location in ST MAARTEN. One bedroom, one bath with two futon couches in the l ...
From $226 per night (USD)VRBO
- From $229 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 $229 per night (USD)VRBO
- From $199 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 $199 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $500 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 $500 per night (USD)VRBO
- From $407 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 $407 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Spectacular Sunset Views 3 bedroom\/3bathroom Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Caribbean Vista is located in the very popular area called Pelican Key This villa offers 3 bedrooms and 3 Bathroom ...
From $400 per night (USD)VRBO
- From $114 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 $114 per night (USD)VRBO
- From $186 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 $186 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury Beachfront Villa! Step Off Deck on to Simpson Bay Beach, No Irma damage
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Situated directly on Simpson Bay Beach, on the Dutch side of St. Maarten, Coco's Beach Club offers a tranquil, relaxed, ...
Click For PricingVRBO
- From $131 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 $131 per night (USD)VRBO
- From $5541 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 $5541 per night (USD)VRBO
- From $235 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 $235 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Sol Y Mar Villa (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 $500 per night (USD)VRBO
- From $557 per night (USD)
VRBO
Sol Y Mar Villa 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 $557 per night (USD)VRBO
- From $85 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 $85 per night (USD)VRBO
- Click For Pricing
VRBO
2 Bedroom with Ocean Views in St Maarten!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
A haven of sun, sea and sand awaits you on Saint Martin/Sint Maarten. Endless stretches of powder white sand, swaying pa ...
Click For PricingVRBO
- From $324 per night (USD)
VRBO
For Sunset Lover! Ocean view villa \"Sunset Heaven\"
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover your ideal beach getaway at our villa located in the prestigious Pelican residential area in Sint Maarten. With ...
From $324 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Penthouse Suite at La Siesta
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Spacious, elegant with an open floor plan and stunning, panoramic views of all Simpson Beach can be yours to enjoy!! Re ...
From $317 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Le Bleu at Las Arenas
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Contemporary elegance at its best. Le Bleu, located in the exclusive Las Arenas complex, is a newly renovated ground flo ...
From $275 per night (USD)VRBO
- From $173 per night (USD)
VRBO
Steps Away... from Sand and Sea! Palm Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Steps Away @ Palm Beach Condos is a newly redecorated 1 bedroom, 1.5 bathroom condo on beautiful Simpson Bay Beach. Faci ...
From $173 per night (USD)VRBO
- From $226 per night (USD)
VRBO
La Siesta Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A2 La Siesta Beach Condo is an oceanfront, ground floor, 1-bedroom condo directly on Simpson Bay Beach. A2 @ La Siesta ...
From $226 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Sea Place at La Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you’re seeking a romantic getaway or a family vacation, white and sandy beach, or an amazing seafront dream….; t ...
From $307 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Villa Jade Pearl in Pelican; Sunset Views!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful sunsets and relaxing days in Pelican. Enjoy your vacation lounging at your private pool or just stroll to the ...
From $297 per night (USD)VRBO
- From $1158 per night (USD)
Expedia
Blue Grand View Villa with pool minutes from the beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This gorgeous 4 bedroom - 4 bath villa is located right between Pelican and Simpson Bay. The views are the best on the ...
From $1158 per night (USD)Expedia
- From $122 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 $122 per night (USD)VRBO
- From $123 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 $123 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Coco's Beach House in Simpson Bay by Personal Villas - Casual Elegance, Glimpse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: COCO's BEACH HOUSE, Simpson Bay, Sint Maarten Brand New - Coco's Beach House is a stunning newly renovated pro ...
From $390 per night (USD)VRBO
- From $191 per night (USD)
Expedia
*The Bay* Beachfront condo w\/common pool - Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This amazing completely renovated 1 bedroom 1.5 bathroom unit is located Beachfront at Palm Beach Condo’s, directly on ...
From $191 per night (USD)Expedia
- From $70 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 renova ...
From $70 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Simpson Bay apartment-free parking, great location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located apartment, steps away from top-rated restaurants, nightlife, and be ...
From $135 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Spacious 3BD Home - Private Cozy Pool - Centrally Located - Quiet Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This modern 3-bedroom, 2.5-bathroom home is the perfect retreat for those seeking a luxurious yet cozy getaway. This hom ...
From $300 per night (USD)VRBO
- From $2197 per night (USD)
Expedia
PELICAN KEY BEACH VILLA
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Pelican Key Beach Villa is an exquisite, contemporary-styled vacation property that offers an idyllic setting for an unf ...
From $2197 per night (USD)Expedia
- From $223 per night (USD)
VRBO
A127 - Stunning 2-Bedroom Lagoon View
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Apartment A-127 at The Hills Residence in Simpson Bay, Sint Maarten - your luxury lagoon retreat awaits! We a ...
From $223 per night (USD)VRBO
- From $186 per night (USD)
Expedia
A115 - Incredible Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment A- 115 at The Hills Residence in Simpson Bay, Sint Maarten - your luxury lagoon getaway awaits! We ...
From $186 per night (USD)Expedia
- From $192 per night (USD)
VRBO
A114 - Beautiful Lagoon View & Balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Apartment A-114 at The Hills Residence in Simpson Bay, Sint Maarten - your first floor luxury oasis awaits! W ...
From $192 per night (USD)VRBO
- From $193 per night (USD)
Expedia
A101 - Outstanding Lagoon View & Garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to the fabulous condo A-101 of The Hills Residence in Simpson Bay, Sint Maarten - your ultimate destination for ...
From $193 per night (USD)Expedia
- From $180 per night (USD)
VRBO
A134 - Panoramic View of the Lagoon
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment 134 at The Hills Residence in Simpson Bay, Sint Maarten - your luxury third floor hideaway awaits! ...
From $180 per night (USD)VRBO
- From $640 per night (USD)
Expedia
Las Brisas by The Villa Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Las Brisas is a luxurious three-bedroom apartment located in Cole Bay, on the Dutch side of St Martin. This fully ...
From $640 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Peaceful Paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bed, 3 bath villa has views that can be seen from the master bedroom, master deck, master shower and large deck o ...
From $300 per night (USD)VRBO
- From $82 per night (USD)
Expedia
Cozy space, conveniently located just 10 minutes away from beaches, the airport.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This tranquil retreat offers a perfect balance of comfort and sophistication, making it an ideal getaway. Enjoy the conv ...
From $82 per night (USD)Expedia
- From $248 per night (USD)
VRBO
3 Sea Vistas directly on Simpson Bay Beach!!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Sint Maarten Exclusive Ocean Front Duplex Condo. This beautiful ocean front paradise awaits you on one the Caribbean's ...
From $248 per night (USD)VRBO
- From $480 per night (USD)
VRBO
Villa Incognito on the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Incognito Managed Sunshine Properties with Olive cleaning you'll Indulge in the epitome of coastal luxury with our ...
From $480 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Perfect Oceanfront 2 BR\/2 BA Very Spacious and Private House\/Villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
FOR THE CORRECT PRICING, ENTER YOUR REQUESTED DATES. SEASON RATES DIFFER GREATLY! ! My oceanfront Pelican Key/Simpson ...
From $250 per night (USD)VRBO
- From $1315 per night (USD)
VRBO
Vittoria in Simpson Bay by Personal Villas - Elegant, Stunning Ocean Views
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: VITTORIA, Simpson Bay, St. Maarten In a prime location on the southern coastline of Dutch Sint Maarten, beau ...
From $1315 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Spacious Simpsonbay Yachtclub apartment with pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Imagine having breakfast on this balcony overlooking the 25meter pool surrounded by swaying palm trees! This apartment i ...
From $125 per night (USD)VRBO
- Click For Pricing
Expedia
Caribbean Breeze for the Perfect Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 1100 sq.ft. suite has it all!. Two bedrooms, 2 baths a full kitchen and a balcony to sit on and watch a Caribbean s ...
Click For PricingExpedia
- From $683 per night (USD)
VRBO
Las Brisas in Cole Bay by Personal Villas - Stunning Ideal Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $683 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Bella Mare at La Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bella Mare @ La Siesta is a new, luxurious ground floor 2-bedroom/2 bath villa offering direct beach access to the sand ...
From $330 per night (USD)VRBO
- Click For Pricing
VRBO
C Scape in Simpson Bay by Personal Villas - Elegant Penthouse, Private Oasis, Su
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: C'SCAPE, Simpson Bay, St. Martin The Cscape Penthouse is set on Simpson bay beach, giving it commanding views ...
Click For PricingVRBO
- From $541 per night (USD)
VRBO
Villa Rendezvous, Las Arenas by Fantasia Villas
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
From the moment you set foot inside the luxurious, gated courtyard of Las Arenas in Sint Maarten, you know that this is ...
From $541 per night (USD)VRBO
- From $625 per night (USD)
VRBO
The Great Escape
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Great Escape, this is a perfect place to come to fully relax and hear the ocean sounds while enjoying the ...
From $625 per night (USD)VRBO
- From $1315 per night (USD)
VRBO
Vittoria Luxury villa
- 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 $1315 per night (USD)VRBO
- From $1315 per night (USD)
VRBO
Beachfront Villa w\/ pool, concierge service and airport transfers by SXMSIR
- 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 $1315 per night (USD)VRBO
- From $186 per night (USD)
Expedia
OASIS deluxe 1 bedroom apartment with Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
This gorgeous apartment is located in the best spot of the island. You have everything right at your doorstep. Of cours ...
From $186 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Oasis Simpson Bay 1 Bedroom -1.5 Bath comfort apartment
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
This large apartment is located in the best spot of the island! Being in the middle of Simpson Bay, you have everything ...
From $149 per night (USD)VRBO
- From $532 per night (USD)
VRBO
C'Scape Condo in Simpson Bay by Personal Villas - Lovely Caribbean Escape
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: C'SCAPE CONDO, Simpson Bay, St. Martin The Cscape Condos are set on Simpson bay beach, giving it commandin ...
From $532 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Newly Renovated 3 bedroom 3.5 bath on Simpson Bay Beach 🏝
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3 bedroom 3.5 bath condo located on Simpson Bay Beach. Newly renovated with beautiful ocean views from all 3 ou ...
From $342 per night (USD)VRBO
- From $1472 per night (USD)
VRBO
NEWLY BUILT VILLA FRANGIPANI 2nd Row Beachfront
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Gated Villa Fangy in Pelican Key Estate is definitely a special home, surrounded by a mature tropical garden of flowers ...
From $1472 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Ocean Front Studio Week 3 & 4 Annually
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Deluxe Ocean front studio facing Simpson Bay; just a few steps from the beach. The Flamingo Beach Resort is ALL NEW in 2 ...
From $400 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Villa Domila-Luxury 3Bed & 3Bath with private pool-Free airport transfer-Central
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Villa Domila is gorgeous and spacious with a modern Caribbean look. She is perfectly located in the private community of ...
From $266 per night (USD)Expedia
- From $625 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 $625 per night (USD)VRBO
- From $275 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 $275 per night (USD)Expedia
- From $687 per night (USD)
VRBO
Gorgeous Pelican Villa with private pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Stunning 4 bedroom villa in the heart of Pelican. This luxurious villa has a beautiful private pool with stunning ocean ...
From $687 per night (USD)VRBO
- 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 PricingExpedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
Beautiful Sint Maartin 1 Bedroom Slice of Heaven
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A little slice of heaven for one week on the beautiful island of Sint Maarten, All amenities available. Workout room, fr ...
Click For PricingExpedia
- From $771 per night (USD)
VRBO
Villa Frangipani 3 BDR
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place from Beaches, Restaurants and NIgh ...
From $771 per night (USD)VRBO
- From $309 per night (USD)
Expedia
STUDIO HILTON FLAMINGO
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Private individual residing on the island of ST MARTIN Rents by the week from Saturday to Saturday or Sunday to Sunday a ...
From $309 per night (USD)Expedia
- Click For Pricing
VRBO
Pelican Key Ocean View 3 Bedroom 2 Bathroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 ...
Click For PricingVRBO
- Click For Pricing
VRBO
Stylish 1 Bedroom with Ocean Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A haven of sun, sea and sand awaits you on Saint Martin/Sint Maarten. Endless stretches of powder white sand, swaying p ...
Click For PricingVRBO
- From $714 per night (USD)
VRBO
Penthouse Avec VUE Mer, Piscine, Jacuzzi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Nestled in Cole Bay, this 3-bedroom, 3-bathroom apartment brings it all within your reach. Fans of nature and the out ...
From $714 per night (USD)VRBO
- From $200 per night (USD)
Expedia
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)Expedia
- From $330 per night (USD)
VRBO
Paradise Beach at La Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Paradise Beach Villa is your vacation luxury accommodation located directly on a beautiful 2+ mile beach of pristine san ...
From $330 per night (USD)VRBO
- Click For Pricing
Expedia
Simpson Bay Beach Resort\/Marina offers it all for the perfect Caribbean vacation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Simpson Bay Resort, Marina & Spa is a captivating island hideaway in a peaceful Mediterranean-style holiday village offe ...
Click For PricingExpedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $266 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 $266 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Elegant 3 bedroom condo with beautiful marina view
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located, in a quiet and secured residence with a swimming-pool and a fitness center, only 10 minutes away from ...
From $463 per night (USD)Expedia
- From $225 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 $225 per night (USD)VRBO
- From $103 per night (USD)
Expedia
Diamond Gems Residence located next to the Dutch\/French border and Simpsonbay.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
At Diamond Gems Residence, units are equipped with full kitchenette, ultra modern with rain shower bathroom and king siz ...
From $103 per night (USD)Expedia
- From $390 per night (USD)
VRBO
BUSINESS AND FAMILY ACCOMMODATION NEAR BEACHES, CASINO AND AMENITIES
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
GATED COMMUNITY LARGE APARTMENT IN ST. MAARTEN, COLE BAY AREA. NEARBY RESTAURANTS, SUPERMARKETS, CASINO, NIGHTLIFE, BEAC ...
From $390 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $144 per night (USD)
VRBO
The Fig Tree - on the Friendly Island <br>
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful spacious house on the ground floor. Price is for the complete house. Centrally located on The Friendly Island ...
From $144 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Ocean's Edge 2B directly on Simpson Bay Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
A sugar sand beach with crystal blue water is all yours to enjoy with this ground floor beachfront 1-bedroom condo, comp ...
From $208 per night (USD)VRBO
- From $397 per night (USD)
VRBO
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience St. Maarten with its sparkling blue waters, sunny skies and beautiful white sand beach ONLY 10 feet from your ...
From $397 per night (USD)VRBO
- Click For Pricing
Expedia
Sunset View is nestled in Pelican Key Colebay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in Pelican Key, this 2 bedroom appartment is the perfect tropical getaway. Sunset View is equipped with a spacio ...
Click For PricingExpedia
- From $310 per night (USD)
VRBO
Ideal Location! Onsite Pool, Free Parking Onsite, Walk to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $310 per night (USD)VRBO
- Click For Pricing
VRBO
Just What You Were Looking For! Onsite Pool, Free Parking, Near Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
Click For PricingVRBO
- From $231 per night (USD)
VRBO
Relax and Unwind! Onsite Pool, Free Parking, Beach Front Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $231 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Comfort and Convenience! Free Onsite Parking, Pool, Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $231 per night (USD)VRBO
- Click For Pricing
VRBO
Your Home Away From Home! Onsite Pool, Free Parking, Beach Front
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
Click For PricingVRBO
- From $310 per night (USD)
VRBO
Just What You Were Looking For! Onsite Pool, Free Parking, Beach Front
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $310 per night (USD)VRBO