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Family-friendly holiday rentals in Upper Prince's Quarter

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Upper Prince's Quarter

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Flat in Simpson Bay, Sint Maarten

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.

27 Sep – 4 Oct

$214 SGD per night

Guest favourite

Home in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 59 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Villa Tamarind is a unique luxury rental property. It truly is our home away from home and outfitted with fun and comfort in mind. We are located on the Dutch side, minutes from the French border, in a quiet gated community with the best views of the whole island. This is the perfect place to build memories with friends & family while you listen to the soothing sound of the waves, relax in the property's pool surrounded by swaying palms, and enjoy the villa's fantastic cooking equipment.

5–12 Sep

$1,223 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

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

28 Apr – 5 May

$425 SGD per night

Guest favourite

Apartment in Maho, Sint Maarten

4.88 out of 5 average rating, 171 reviews

2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

26 Jun – 3 Jul

$211 SGD per night

Guest favourite

Flat 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 :-)

29 Mar – 5 Apr

$340 SGD per night

Guest favourite

Flat in Lowlands, Sint Maarten

4.97 out of 5 average rating, 113 reviews

Cupecoy Côté Jardin

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

15–22 Nov

$254 SGD per night

Guest favourite

Apartment in Marigot, St. Martin

4.8 out of 5 average rating, 109 reviews

Charming studio directly on the beach

A perfect place for an idyllic relaxing, with its balcony on the sea and the beach at your feet. It comfortably fits two, and it's centrally located at walking distance from all the restaurants, boutiques, supermarkets, and transport services. You'll love it! Conveniently close to the city of Marigot, but far enough from all its noise once in your little nest. You will be 20 minutes or less by car from your desired destination.

20–27 Apr

$201 SGD per night

Guest favourite

Villa in Upper Princess Quarter, Sint Maarten

5.0 out of 5 average rating, 10 reviews

Luxury Villa Twin Palms

Back by Popular Demand... Villa 'Twin Palms’ offers a unique opportunity to enjoy your own Private & Luxurious Tropical Villa while enjoying breathtaking and endless ocean views. The villa is tucked into the beautiful hillside inside the the secluded ‘Dawn Beach Estates" This villa in a 2 bedroom villa, the 3rd bedroom is available only on request for an additional fee

19–26 Mar

$578 SGD per night

Guest favourite

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 the waterfront, 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 pontoon, and kayaks at your disposal.

21–28 Oct

$398 SGD per night

Guest house in Little Bay, Sint Maarten

4.85 out of 5 average rating, 214 reviews

Great view w/private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos

10–17 Apr

$426 SGD per night

Apartment in Orient Bay, St. Martin

4.95 out of 5 average rating, 56 reviews

Beachfront oceanview Aruba studio

Level access luxury beachfront studio with breathtaking oceanview in former Hotel Mont Vernon at Saint Martin (F.W.I.). This 485 sqft design studio with a terrace has been renovated for your comfort. Guests may also enjoy a swimming pool which opens up on Orient Bay beach.

18–25 May

$157 SGD per night

Guest favourite

Flat in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 8 reviews

Le Colibri - Baie Orientale - Private Jacuzzi

Private accommodation composed of 2 air-conditioned bungalows in the heart of Baie Orientale with beautiful outdoor living space and private Jacuzzi. Come and enjoy the sun of the West Indies a few minutes walk from the beach and its restaurants and activities.

7–14 Oct

$160 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Upper Prince's Quarter family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Place to stay in Sint Maarten, Sint Maarten

4.95 out of 5 average rating, 66 reviews

109/Nite Special Ends Soon Book dates through July

2–9 Jul

$170 SGD per night

Flat in Dutch Cul de Sac, Sint Maarten

4.92 out of 5 average rating, 52 reviews

(HeavenlyHideAway) MEcasaMEnavia Hidden Gems

10–17 Mar

$146 SGD per night

Guest favourite

Flat in Collectivité de Saint-Martin, St. Martin

4.83 out of 5 average rating, 30 reviews

The Rock 2 Duplex Apartment Sea View with Jacuzzi

29 Aug – 5 Sep

$218 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 45 reviews

HARMONY HAVEN on Simpson Bay Beach Beacon Hill

21–28 May

$1,044 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

4.96 out of 5 average rating, 93 reviews

Top of the art penthouse

21–28 Mar

$1,423 SGD per night

Guest favourite

Apartment in Lowlands, Sint Maarten

4.85 out of 5 average rating, 13 reviews

The Cliff, Nicest Infinity Pool Overlooking the Oc

10–17 Sep

$395 SGD per night

Guest favourite

Apartment in Lowlands, Sint Maarten

5.0 out of 5 average rating, 27 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

26 Mar – 2 Apr

$559 SGD per night

Villa in Cul-de-Sac, St. Martin

4.82 out of 5 average rating, 11 reviews

SPLENDID SEA VIEW, 4 BEDROOMS, THE BEACH ON FOOT!

25 Apr – 2 May

$1,122 SGD per night

Family- and pet-friendly home rentals

Guest favourite

Apartment in ORIENT BAY-SAINT MARTIN, St. Martin

4.89 out of 5 average rating, 36 reviews

Orient Bay "B&C Collection" 2BD+Sofa

13–20 Sep

$282 SGD per night

Guest favourite

Flat in Saint Martin, St. Martin

5.0 out of 5 average rating, 19 reviews

Large studio, full ocean view, right on Orient Bay

1–8 Aug

$159 SGD per night

Guest favourite

Home in Philipsburg, Sint Maarten

4.96 out of 5 average rating, 51 reviews

Villa Allamanda a Indigo Bay

1–8 Sep

$836 SGD per night

Guest favourite

Villa in MF, St. Martin

4.99 out of 5 average rating, 76 reviews

Your Paradise Villa

5–12 Mar

$861 SGD per night

Villa in St Barthelemy , St. Barthélemy

5.0 out of 5 average rating, 21 reviews

Villa Jali

25 Aug – 1 Sep

$1,078 SGD per night

Guest favourite

Cottage in Terres Basses , St. Martin

5.0 out of 5 average rating, 11 reviews

Lovely, romantic cottage in safe Terres Basses

1–8 Jan

$376 SGD per night

Villa in Cul-de-Sac, St. Martin

4.96 out of 5 average rating, 25 reviews

Villa Blue Anchor short and medium terms rental

26 Jul – 2 Aug

$552 SGD per night

Guest favourite

Apartment in Orient Bay, St. Martin

4.81 out of 5 average rating, 84 reviews

Princess Anouk, Orient Bay, swimming pool, on the beach

11–18 Mar

$764 SGD per night

Family-friendly home rentals with a pool

Guest favourite

Villa in Cul-de-Sac, St. Martin

4.94 out of 5 average rating, 62 reviews

Villa Marine sea front opposite to Pinel Island

14–21 Jul

$476 SGD per night

Guest favourite

Villa in MF, St. Martin

4.96 out of 5 average rating, 51 reviews

Private Orient Bay Villa with Spectacular Views

9–16 Sep

$852 SGD per night

Guest favourite

Villa in Collectivité de Saint-Martin, St. Martin

4.94 out of 5 average rating, 51 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

4–11 Dec

$820 SGD per night

Guest favourite

Townhouse in Orient Bay, St. Martin

4.95 out of 5 average rating, 19 reviews

Searulean, a stylish 3 bedroom abode in Orient Bay

6–13 Sep

$437 SGD per night

Villa in Collectivity of Saint Martin, St. Martin

4.93 out of 5 average rating, 15 reviews

Villa Paradis - Unbeatable views of the island.

4–11 May

$509 SGD per night

Guest favourite

Home in Phillipsburg, Sint Maarten

4.94 out of 5 average rating, 33 reviews

Villa Fleur de Mer Endless Ocean view /Priv. Pool

8–15 Jul

$635 SGD per night

Home in Cul-de-Sac, St. Martin

4.93 out of 5 average rating, 15 reviews

Villa Azur Pinel Cul de Sac

14–21 Jul

$672 SGD per night

Flat in Marigot, St. Martin

4.92 out of 5 average rating, 13 reviews

"the Sandies" beach duplex

2–9 Oct

$139 SGD per night

Quick stats about holiday rentals that are family-friendly in Upper Prince's Quarter

Total rentals
360 properties
Wifi availability
350 properties include access to wifi
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Rentals with a pool
310 properties have a pool
Pet-friendly rentals
40 properties allow pets
Total number of reviews
1.9K reviews

Destinations to explore