Flamingo beach Rentals
- 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 PricingVRBO
- 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 $557 per night (USD)
VRBO
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 $557 per night (USD)VRBO
- 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
- From $797 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 $797 per night (USD)VRBO
- 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
- 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
- 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
- From $464 per night (USD)
VRBO
Sunny, Large 3 Bedroom Villa with Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Big, bright three bedroom home with two and a half baths. Great area of the island with ocean views from two balconies. ...
From $464 per night (USD)VRBO
- From $466 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 $466 per night (USD)Expedia
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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 ...
Click For PricingVRBO
- 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
- From $631 per night (USD)
VRBO
WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Our very private villa is located on the ocean with 180 degree views of the stunning turquoise Caribbean sea. View the b ...
From $631 per night (USD)VRBO
- From $550 per night (USD)
Expedia
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 $550 per night (USD)Expedia
- From $5748 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 $5748 per night (USD)VRBO
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Expedia
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 ...
Click For PricingExpedia
- From $694 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 $694 per night (USD)VRBO
- From $263 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 $263 per night (USD)VRBO
- From $199 per night (USD)
VRBO
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 $199 per night (USD)VRBO
- From $246 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 $246 per night (USD)VRBO
- From $158 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 $158 per night (USD)VRBO
- From $245 per night (USD)
Expedia
*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 $245 per night (USD)Expedia
- 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
- From $380 per night (USD)
VRBO
Spectacular Oceanfront Villa, Private Pool 2 BR\/2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
(PHTOS ARE ACCURATE AFTER HURRICANE IRMA) Take in a relaxing day or evening swim in your own very private pool overlook ...
From $380 per night (USD)VRBO
- From $202 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 $202 per night (USD)VRBO
- From $461 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 $461 per night (USD)Expedia
- 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
- 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
- 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
- From $263 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 $263 per night (USD)VRBO
- From $308 per night (USD)
VRBO
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 $308 per night (USD)VRBO
- From $423 per night (USD)
Expedia
Villa Domila-Luxury 3Bed & 3Bath with private pool-Free airport transfer-Central
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Villa Domila is gorgeous and spacious with a modern Caribbean look. She is perfectly located in the private community of ...
From $423 per night (USD)Expedia
- 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
- From $1031 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 $1031 per night (USD)Expedia
- 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
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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 ...
Click For PricingExpedia
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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 ...
Click For PricingVRBO
- From $308 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 $308 per night (USD)VRBO
- From $737 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 $737 per night (USD)VRBO
- From $1229 per night (USD)
Expedia
BLUE OPAL Private Pool-Generator, Ocean Views Pelican Key - Simpson Bay
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Blue Opal can be booked as a 3 or 4 or 5 bedroom villa. Please ask about special rates... **During Xmas/New Years’ week ...
From $1229 per night (USD)Expedia
- From $524 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 $524 per night (USD)VRBO
- 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
- From $632 per night (USD)
VRBO
Amazing Ocean Front Villa in Pelican Key - Pool and Private Ocean Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $632 per night (USD)VRBO
- From $512 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 $512 per night (USD)Expedia
- From $647 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 $647 per night (USD)VRBO
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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
- From $545 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 $545 per night (USD)VRBO
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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 ...
Click For PricingExpedia
- From $1363 per night (USD)
VRBO
Villa Seaclusion 20 guests 6 villas Ocean view
- 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 $1363 per night (USD)VRBO
- From $641 per night (USD)
VRBO
THANKSGIVING WEEK AVAILABLE \"STUNNING VIEWS OF OUR MAGICAL CARIBBEAN & SUNSET\"
- 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 $641 per night (USD)VRBO
- From $4300 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 $4300 per night (USD)VRBO
- 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
- From $195 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 $195 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- 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
- From $547 per night (USD)
Expedia
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 $547 per night (USD)Expedia
- From $1060 per night (USD)
VRBO
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 $1060 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $1607 per night (USD)
VRBO
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 $1607 per night (USD)VRBO
- From $742 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 $742 per night (USD)VRBO
- From $459 per night (USD)
VRBO
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 $459 per night (USD)VRBO
- 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
- From $175 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $317 per night (USD)
VRBO
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 $317 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $185 per night (USD)
Expedia
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 $185 per night (USD)Expedia
- From $270 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 $270 per night (USD)VRBO
- From $634 per night (USD)
Expedia
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 $634 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $346 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 $346 per night (USD)VRBO
- From $169 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 $169 per night (USD)VRBO
- From $582 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 $582 per night (USD)VRBO
- From $284 per night (USD)
VRBO
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)VRBO
- From $4558 per night (USD)
Expedia
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 $4558 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $752 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 $752 per night (USD)VRBO
- From $406 per night (USD)
VRBO
Amazing Oceanfront 2BD\/2BA spacious and private villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Our oceanfront in Pelican Key/Simpson Bay, 2-bed, 2-bath private villa is a short walk to great shops, restaurants, casi ...
From $406 per night (USD)VRBO
- From $484 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 $484 per night (USD)VRBO
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VRBO
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 ...
Click For PricingVRBO
- From $892 per night (USD)
Expedia
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)Expedia
- From $701 per night (USD)
VRBO
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)VRBO
- From $103 per night (USD)
Expedia
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 $103 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Blue Pelican Luxury Villa - Featured on HGTV!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Blue Pelican Villa is located on the Dutch side of St. Maarten in the exclusive area of Pelican Key. Blue Pelican is a ...
From $174 per night (USD)VRBO
- From $706 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 $706 per night (USD)VRBO
- From $437 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 $437 per night (USD)VRBO
- From $486 per night (USD)
Expedia
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 $486 per night (USD)Expedia
- 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)VRBO
- 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)VRBO
- From $624 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 $624 per night (USD)VRBO
- From $842 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 $842 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $574 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 $574 per night (USD)VRBO
- From $651 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 $651 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $642 per night (USD)
VRBO
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**Discover Villa del Mar** – a breathtaking haven offering stunning panoramic views of the Caribbean Sea and mesmerizing ...
From $642 per night (USD)VRBO
- From $483 per night (USD)
Expedia
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 $483 per night (USD)Expedia