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Beachfront vacation rentals in Upper Prince's Quarter

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Top-rated beachfront rentals in Upper Prince's Quarter

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Apartment in Simpson Bay

4.87 out of 5 average rating, 179 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Sep 27 – Oct 4

G$33,160 GYD per night

Villa in Indigo Bay, Sint Maarten

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

Nov 5 – 12

G$125,912 GYD per night

Apartment in Simpson Bay

5.0 out of 5 average rating, 172 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Oct 4 – 11

G$64,468 GYD per night

Apartment in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 100 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation, Hope to invite you soon in our Paradise, Elodie

Aug 10 – 17

G$43,106 GYD per night

Apartment in Simpson Bay, Sint Maarten

4.97 out of 5 average rating, 156 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

Apr 24 – May 1

G$57,588 GYD per night

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 118 reviews

Sea Loft Stunning View - Private Pool

* 200m² Loft * Exceptional sea views * Private pool * 250 meters to small beach Galisbay * Terrace with sun loungers, garden furniture, garden furniture, outdoor table, and BBQ * Desk area * 100 Mbps WiFi * TV with thousands of channels from all over the world * A 250m walk to Marina Fort Louis de Marigot * 5 min walk to the city center of Marigot with its restaurants, shops and other shops * 5 min from the pier for St. Barts and Anguilla, and the taxi station

Jan 8 – 15

G$90,413 GYD per night

Apartment in Philipsburg, Sint Maarten

4.93 out of 5 average rating, 176 reviews

Blue grand view studio with infinity pool

This is a perfect studio for anyone who wants to enjoy all of SXM. It is close to restaurants, bars, casinos, the city center and the beach(3 minutes walking). The apartment has a full kitchen and a gorgeous terrace. You will love this place because of the ambiance and the outdoors space and of course the infinity pool with breathtaking views of the island overseeing Philipsburgs Great Bay with its cruise ships and Divi Little Bay. Check the reviews :-)

Aug 2 – 9

G$38,573 GYD per night

Home in Saint-Barthélemy, St. Barthélemy

4.97 out of 5 average rating, 119 reviews

North Star

ETOILE DU NORD is located facing Flamand beach, from which you can enjoy the exceptional view from every corner of the villa modern, functional, it is ideal for a couple or family with large children who will appreciate the independence of the second bedroom located on the lower level. All you have to do is cross the road to get to the beach, whether it's for a morning swim in the rising sun, a lazy day, or an evening stroll along the bay .

Sep 20 – 27

G$55,783 GYD per night

Apartment in Philipsburg, Sint Maarten

4.98 out of 5 average rating, 123 reviews

Bayside Walk beachfront apartment

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

Jul 28 – Aug 4

G$36,356 GYD per night

Guest suite in Simpson Bay, Sint Maarten

4.82 out of 5 average rating, 185 reviews

MYRIEL — Perfect Location/Nightlife/Beach

This Duplex 1 Bed apt is all about LOCATION. Nicest/Safest area of St.Maarten. Few steps from Simpson beach, Maho Beach nightlife/restaurants. 5-10mn walk on the beach to Karakter Beach bar and Sunset Beach Café. Very clean. Perfect for single or couple. Sleep up to 3 with sofa bed.. Private entrance, full kitchen, Stove, Microwave, A/C, WIFI, Linens and towels.

Apr 25 – May 2

G$18,104 GYD per night

Loft in Lowlands, Sint Maarten

4.96 out of 5 average rating, 110 reviews

Côte D’Azur Quiet loft near mullet bay beach

Updated quiet & cozy loft apartment near Mullet Bay. Balcony with lagoon and ocean view. Extremely well positioned; Great neighborhood, 2 min walking distance from American University of the Caribbean (AUC) and Jule's French bakery, 7 minutes walking distance from Mullet Bay Beach, restaurants and Carrefour supermarket at 1 minute walking distance.

Aug 11 – 18

G$26,601 GYD per night

Villa in Cul-de-Sac, St. Martin

4.98 out of 5 average rating, 101 reviews

VILLA JADE 2: WATERFRONT/ POOL

VILLA JADE is a complex of 3 villas located in the CUL DE SAC Bay and its islets ... VILLA JADE 2 is a spacious suite /sea view for 2 people on foot in the water, with private pool. The 3 villas are adjoining but very quiet and intimate. Your only view is the sea... Direct access to the sea by a dock, and kayaks at your disposal.

Oct 21 – 28

G$61,531 GYD per night

Vacation rentals for every style

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Popular amenities for Upper Prince's Quarter beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Condo in Saint Martin , St. Martin

4.86 out of 5 average rating, 109 reviews

2 Bedroom Duplex up to 5 guests right on the beach

Nov 26 – Dec 3

G$59,956 GYD per night

Apartment in Lowlands, Sint Maarten

4.97 out of 5 average rating, 113 reviews

Cupecoy Côté Jardin

Nov 4 – 11

G$39,321 GYD per night

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 29 reviews

Ocean's Edge

Jul 26 – Aug 2

G$32,719 GYD per night

Villa in Sint Maarten, Sint Maarten

5.0 out of 5 average rating, 15 reviews

Beachfront/6 bdrs en-suite/Maid included (J)

Jun 13 – 20

G$206,738 GYD per night

Apartment in Grand-Case, St. Martin

5.0 out of 5 average rating, 10 reviews

Charming appartment on the beach, 1 or 2 bedrooms

Oct 3 – 10

G$83,787 GYD per night

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 3 reviews

The Loft at Simpson Bay Yacht Club

Aug 14 – 21

G$34,313 GYD per night

Vacation home in Upper Prince's Quarter, Sint Maarten

4.9 out of 5 average rating, 10 reviews

Paradise Cove

Aug 11 – 18

G$35,448 GYD per night

Loft in Grand-Case, St. Martin

4.93 out of 5 average rating, 69 reviews

Mojito, Beachfront loft overlooking the sea

Jul 22 – 29

G$76,888 GYD per night

Beachfront home rentals with a pool

Home in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 4 reviews

Teresa’s Ocean Paradise

Mar 14 – 21

G$65,094 GYD per night

Apartment in Marigot, St. Martin

4.89 out of 5 average rating, 28 reviews

Pearl of Coco in Oyster Pond

Nov 24 – Dec 1

G$24,432 GYD per night

Home in Philipsburg

5.0 out of 5 average rating, 7 reviews

2 Bedroom Ocean Front Villa

Oct 19 – 26

G$107,870 GYD per night

Apartment in Upper Prince's Quarter, Sint Maarten

4.88 out of 5 average rating, 67 reviews

702 w/ a view at Princess Heights

Dec 5 – 12

G$28,636 GYD per night

Villa in Upper Prince's Quarter

4.9 out of 5 average rating, 10 reviews

Villa Seascapes, Stunning 180° Ocean view

Aug 4 – 11

G$156,164 GYD per night

Villa in Upper Prince's Quarter

4.78 out of 5 average rating, 40 reviews

"Villa Le Point" Design/Heated Pool/ view St Barth

Apr 28 – May 5

G$203,900 GYD per night

Home in Upper Prince's Quarter

5.0 out of 5 average rating, 4 reviews

«La Vue SXM» Paradise "Villa Rosa" 5 bedroom Rate

Aug 10 – 17

G$171,207 GYD per night

Home in BL, St. Barthélemy

5.0 out of 5 average rating, 13 reviews

Villa On The Rock

Jul 25 – Aug 1

G$116,051 GYD per night

Private beachfront home rentals

Apartment in Upper Prince's Quarter, Sint Maarten

4.9 out of 5 average rating, 42 reviews

Relaxing Hideaway w/ Great Views

Jan 20 – 27

G$40,611 GYD per night

Guest suite in Upper Prince's Quarter, Sint Maarten

4.81 out of 5 average rating, 16 reviews

Sunrise Getaway

Nov 19 – 26

G$25,468 GYD per night

Home in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 19 reviews

Peaceful secluded 2BR apt w. sunrise & ocean views

Oct 15 – 22

G$25,976 GYD per night

Villa in Little Bay, Sint Maarten

5.0 out of 5 average rating, 17 reviews

Barefoot Villas

Nov 3 – 10

G$41,850 GYD per night

Apartment in Grand-Case, St. Martin

4.92 out of 5 average rating, 75 reviews

lovely 1 bedroom beach front property

Sep 15 – 22

G$23,074 GYD per night

Condo in Anse Marcel, St. Martin

4.85 out of 5 average rating, 27 reviews

Tropical Charm - Beach Private Access

Nov 4 – 11

G$25,067 GYD per night

Condo in Cul de Sac, St. Martin

5.0 out of 5 average rating, 21 reviews

Premium Anse Marcel Sea View Apartment

Jun 5 – 12

G$34,099 GYD per night

Guesthouse in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 57 reviews

White Sands Beach Studio

Sep 1 – 8

G$22,611 GYD per night

Quick stats about beachfront rentals in Upper Prince's Quarter

Total rentals
80 properties
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
690 reviews
Nightly prices starting at
G$12,530 GYD before taxes and fees

Destinations to explore