Flamingo beach Rentals
- From $441 per night (USD)
VRBO
Oceanfront villa with breathtaking views–2BR \/ 2BA in Pelican Key, Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This is private villa overlooking the turquoise Caribbean sea. From your terrace you will enjoy panoramic ocean views, b ...
From $441 per night (USD)VRBO
- From $319 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 $319 per night (USD)VRBO
- 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)VRBO
- From $396 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 $396 per night (USD)Expedia
- From $2174 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 $2174 per night (USD)VRBO
- From $1320 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 $1320 per night (USD)VRBO
- From $330 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 $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:
- 2
- Sleeps:
- 4
Simpson Bay Resort, Marina & Spa is a captivating island hideaway in a peaceful Mediterranean-style holiday village offe ...
Click For PricingExpedia
- From $784 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 $784 per night (USD)VRBO
- From $332 per night (USD)
Expedia
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 $332 per night (USD)Expedia
- From $3937 per night (USD)
VRBO
Bella Vita - Seven Bedroom Villa, Sleeps 14
- Bedrooms:
- 11
- Bathrooms:
- 8
- Sleeps:
- 14
Life is good at villa Bella Vita, a sumptuous 7 bedroom contemporary home located in the residential enclave of Pelican ...
From $3937 per night (USD)VRBO
- From $721 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 $721 per night (USD)VRBO
- From $1796 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 $1796 per night (USD)VRBO
- From $985 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 $985 per night (USD)VRBO
- From $320 per night (USD)
VRBO
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 $320 per night (USD)VRBO
- From $375 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 $375 per night (USD)VRBO
- From $532 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 $532 per night (USD)VRBO
- From $359 per night (USD)
Expedia
OASIS Penthouse with private garden & shared pool -GENERATOR
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
This modern 2 bedroom, 2.5 bathroom penthouse is located in the best spot of the island. With the private garden and sha ...
From $359 per night (USD)Expedia
- From $392 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 $392 per night (USD)VRBO
- From $426 per night (USD)
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 ...
From $426 per night (USD)VRBO
- From $426 per night (USD)
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 ...
From $426 per night (USD)VRBO
- From $265 per night (USD)
Expedia
OASIS deluxe 1 bedroom apartment with Pool & Generator
- 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 $265 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Oasis Simpson Bay 1 Bedroom -1.5 Bath apartment - GENERATOR
- 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 $223 per night (USD)VRBO
- From $611 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. Maarten The Cscape Condos are set on Simpson bay beach, giving it commandi ...
From $611 per night (USD)VRBO
- From $623 per night (USD)
VRBO
Paradise Beach at La Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Paradise Beach Villa is your vacation luxury accommodation located directly on a beautiful 2+ mile beach of pristine san ...
From $623 per night (USD)VRBO
- From $476 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 $476 per night (USD)VRBO
- From $379 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 $379 per night (USD)VRBO
- From $296 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 $296 per night (USD)VRBO
- From $384 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 $384 per night (USD)VRBO
- From $541 per night (USD)
VRBO
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 $541 per night (USD)VRBO
- From $406 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 $406 per night (USD)VRBO
- From $368 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 $368 per night (USD)VRBO
- From $458 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 $458 per night (USD)VRBO
- From $184 per night (USD)
Expedia
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 $184 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $908 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 $908 per night (USD)VRBO
- From $1005 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 $1005 per night (USD)VRBO
- From $75 per night (USD)
Expedia
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 $75 per night (USD)Expedia
- From $550 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 $550 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Villa Il Punto Blu by Fantasia Villas
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Located right on the beach in prestigious Pelican Key area on the Dutch side of St. Maarten lays IL Punto Blu. Convenien ...
From $675 per night (USD)VRBO
- From $291 per night (USD)
VRBO
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 $291 per night (USD)VRBO
- From $743 per night (USD)
VRBO
Villa St. Tropez by Fantasia Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
St Tropez sits high up on the hill in Pelican Key in Dutch St Maarten and offers outstanding views of the Caribbean Sea ...
From $743 per night (USD)VRBO
- From $837 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 $837 per night (USD)VRBO
- From $2047 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 $2047 per night (USD)VRBO
- From $225 per night (USD)
VRBO
*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 $225 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Cozy condo in Blue Pelican - 5 min from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A soothing sanctuary nestled around a lovely garden and zen style dipping pool. Go on, make a splash! Smart and sophist ...
From $146 per night (USD)Expedia
- From $972 per night (USD)
VRBO
Villa Ladida - Luxurious Villa with Magnificent view
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This gorgeous 4 bedroom - 4 bath villa is located right between Pelican and Simpson Bay. Also available as 6 bedroom!!!! ...
From $972 per night (USD)VRBO
- From $137 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 $137 per night (USD)Expedia
- From $119 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 $119 per night (USD)VRBO
- From $4187 per night (USD)
VRBO
La Villa Salée in Pelican by Personal Villas - Casual Elegance and Relaxation
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Summary: LA VILLA SALEE 8BR, Pelican Peninsula, St Maarten Stay in style and luxury at our eight bedroom villa on the D ...
From $4187 per night (USD)VRBO
- From $455 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 $455 per night (USD)VRBO
- From $344 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 $344 per night (USD)VRBO
- From $315 per night (USD)
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 ...
From $315 per night (USD)VRBO
- From $221 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 $221 per night (USD)VRBO
- From $241 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 $241 per night (USD)VRBO
- From $221 per night (USD)
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 ...
From $221 per night (USD)VRBO
- From $315 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 $315 per night (USD)VRBO
- From $473 per night (USD)
VRBO
Ultimate Beach Getaway! Fully-equipped Kitchen, Outdoor Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $473 per night (USD)VRBO
- From $473 per night (USD)
VRBO
Ideal Caribbean Oasis! Free Parking, Fully-equipped Kitchen, Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $473 per night (USD)VRBO
- From $431 per night (USD)
VRBO
Visit Maho Beach! Outdoor Swimming Pool, Fully-equipped Kitchen, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $431 per night (USD)VRBO
- From $478 per night (USD)
VRBO
Best Place to Unwind! Free Parking, Full Kitchen, Outdoor Pool, Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $478 per night (USD)VRBO
- From $628 per night (USD)
VRBO
Get Ready for Blissful Getaway! Outdoor Pool, Full Kitchen, Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $628 per night (USD)VRBO
- From $436 per night (USD)
VRBO
Fun-filled Adventures at this Paradise! Full Kitchen, Outdoor Pool, Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $436 per night (USD)VRBO
- From $628 per night (USD)
VRBO
Your Home Away From Home! Full Kitchen, Free Parking, Beach Access, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $628 per night (USD)VRBO
- From $571 per night (USD)
VRBO
Private Beach Access! Full Kitchen, Outdoor Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $571 per night (USD)VRBO
- From $436 per night (USD)
VRBO
Steps to Kim Sha Beach! Full Kitchen, Free Parking, Outdoor Swimming Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Infuse your vacation with unparalleled comfort and sophistication! Indulge your senses in your spacious Ocean View priva ...
From $436 per night (USD)VRBO
- From $4528 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 $4528 per night (USD)VRBO
- From $268 per night (USD)
Expedia
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up early on your first morning with us, brew a fresh cup of coffee or tea, and walk out onto the front patio overlo ...
From $268 per night (USD)Expedia
- From $4502 per night (USD)
VRBO
La Villa Salee Luxury villa
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Stay in style and luxury at our six-bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surroun ...
From $4502 per night (USD)VRBO
- From $2375 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 $2375 per night (USD)VRBO
- Click For Pricing
VRBO
OCEAN VIEW STUDIO (Sleeps 4) Fabulous sunsets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean View , west facing studio , sleeps four at Simpson Bay resort in Sint Maarten. Simpson Bay Resort has everything ...
Click For PricingVRBO
- From $1610 per night (USD)
Expedia
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 $1610 per night (USD)Expedia
- From $583 per night (USD)
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 ...
From $583 per night (USD)VRBO
- From $474 per night (USD)
VRBO
Caribbean Dream Getaway! Full Kitchen, Outdoor Swimming Pool, Free Parking!
- 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 $474 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Relax and Recharge in St. Maarten! Swimming Pool, Full Kitchen, Free Parking!
- 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 $252 per night (USD)VRBO
- From $382 per night (USD)
VRBO
Your Home Away from Home! Ocean View, Full Kitchen, Swimming Pool, Free Parking!
- 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 $382 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Luxury Oceanfront Hotel in St. Maarten! Swimming Pool, Free Parking, Kitchen!
- 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 $290 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Caribbean Paradise Retreat! Full Kitchen, Outdoor Swimming Pool, Free Parking!
- 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 $333 per night (USD)VRBO
- From $662 per night (USD)
VRBO
Sunny Shores Getaway! Full Kitchen, Outdoor Swimming Pool, 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 ...
From $662 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Unwind and Indulge in the Beauty of St. Maarten! Outdoor Pool, Full Kitchen!
- 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 $300 per night (USD)VRBO
- From $956 per night (USD)
VRBO
Experience Peace and Comfort in St. Maarten! 2 Spacious Units, Pool, Kitchen!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $956 per night (USD)VRBO
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Expedia
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 PricingExpedia
- From $559 per night (USD)
VRBO
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 $559 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Simpson Bay apartment-backup generator, nearby beaches, internet, 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 $147 per night (USD)Expedia
- From $413 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 $413 per night (USD)VRBO
- From $143 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 $143 per night (USD)Expedia
- From $119 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 $119 per night (USD)VRBO
- From $2252 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 $2252 per night (USD)Expedia
- From $352 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 $352 per night (USD)VRBO
- From $227 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 $227 per night (USD)Expedia
- From $275 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 $275 per night (USD)VRBO
- From $276 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 $276 per night (USD)Expedia
- From $219 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 $219 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
- From $238 per night (USD)
VRBO
Le Papillon Condo; Modern, Steps to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With direct access to the sand and sea, the Le Papillon condo is located in the brand new, and very upscale Le Papillon ...
From $238 per night (USD)VRBO
- Click For Pricing
Expedia
Pelican Key \"shoreline\" Villa 3bd+canapé
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in Simpson Bay, this welcoming villa lets you experience it all. Lay Bay Beach is just steps away and Flaming ...
Click For PricingExpedia
- From $930 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 $930 per night (USD)VRBO
- From $544 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 $544 per night (USD)Expedia
- Click For Pricing
VRBO
Luxury Penthouse 3 bedroom in Royal Palm Resort w\/ stunning views of Simpson Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury Penthouse condo with 3 bedrooms, each with a private bath, on semi-private 6th floor of the Royal Palm Resort. W ...
Click For PricingVRBO
- Click For Pricing
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