
Family-friendly holiday rentals in Simpson Bay
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Simpson Bay

Total holiday rentals
Explore 180 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at $239 NZD per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
170 of Simpson Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Simpson Bay rentals

4.9 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Simpson Bay
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

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.

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

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. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

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

Hamaka condo, a beachfront retreat on Simpson Bay
Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

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

The Blue Door Villa - 4 bed ocean view home
At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Second Home Beach Apartment
Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.

Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Beachfront Loft in Grand Case - Sea View
An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.
Popular amenities for Simpson Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Panoramic View Terrace Infinity Pool Top Penthouse

Villa Bella sea view pool and jacuzzi 3 bedrooms

The Perch - A unique jungle experience.

The Hideaway

Saint Maarten La Terrasse Maho

Bungalow in the lowlands

Independent apartment at the bottom of the villa – Indigo Bay

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
Family- and pet-friendly home rentals

Blue Palm Estate Townhouse w/ Ocean View

Cozy apartment, private pool & terrace

"SeaBird" studio, feet in the water on the beach

1-BR Beach Front Ocean Condo

Lovem

Hillside Beach Townhouse Simpson Bay

Beacon Hill Apartment Location Beaches, restaurants

Garden Side 2 Large Studio
Family-friendly home rentals with a pool

Simpson Bay Beach - Modern 2 Bedroom -#1 Location

Spacious 3BR with Private Cozy Pool

Brand new! - Slowlife - Enjoy Villa

Beachfront Paradise with Pool & Stunning Sunsets

2 Bedroom Beachfront Condo with Private Pool D 1.1

Ocean Breeze at Las Arenas

PEACEFUL VILLA WITH POOL 5 MIN FROM THE BEACH

Ocean View Villa Little Bay
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $777 NZD | $815 NZD | $796 NZD | $659 NZD | $599 NZD | $564 NZD | $564 NZD | $547 NZD | $453 NZD | $512 NZD | $521 NZD | $758 NZD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Destinations to explore
- San Juan Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Little Saint James Holiday rentals
- Saint Thomas Holiday rentals
- Sainte-Anne Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Rincón Holiday rentals
- Luquillo Holiday rentals
- Tortola Holiday rentals
- Apartment rentals Simpson Bay
- Condo rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Rentals with outdoor seating Simpson Bay
- House rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Beach condo rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Family-friendly rentals Sint Maarten





