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Holiday rentals with a patio in Simpson Bay

Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb

Top-rated Holiday Accommodation with Outdoor Verandahs in Simpson Bay

Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

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A spacious terrace features a comfortable seating area with plush cushions. Lush greenery surrounds the space, offering a sense of tranquility. A staircase leads to an upper level. In the distance, a view of buildings and the sky is visible, enhancing the outdoor ambiance.
Guesthouse in Simpson Bay
4.84 out of 5 average rating, 151 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

Guest favourite
Home in Lowlands
5 out of 5 average rating, 25 reviews

Casa Bisani, 2BD 2.5BA in Cupecoy

Amazing Lagoon Views & Island Comfort at Villa Casa Bisani B-7 Cupecoy Estate Welcome to your dream getaway just walking distance from the shores of the famous Cupecoy Beach and just minutes away from the famous Mullet Bay Beach where white sands, turquoise waters, and unforgettable sunsets awaits you. This spacious & stylish 2-br, 2.5-bath Vacation retreat is designed for ultimate comfort, whether you're traveling as a couple, family, or on a work-leisure blend your Cupecoy escapes awaits you.

Top Guest favourite
A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.
Apartment in Simpson Bay
5 out of 5 average rating, 75 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

Guest favourite
A spacious bedroom features a large bed adorned with white linens and a soft gray throw. Three framed black-and-white prints are displayed on the wall above the bed, while a window offers views of the beach and ocean beyond.
Condo in Lowlands
4.91 out of 5 average rating, 142 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

Top Guest favourite
A compact living area features a wall-mounted Murphy Bed that converts to a sofa, offering flexible space. A kitchenette with a refrigerator and sink is included. Natural light enters through an arched window, complementing the light-colored wood flooring and neutral furnishings.
Place to stay in Simpson Bay
4.97 out of 5 average rating, 35 reviews

The Hideaway

A quaint and cosy well thought out room that is attached to a townhouse with a private entrance that is locked off from the rest of the unit. This tranquil getaway is in a residential area that is complimented by many amenities such as two large pools, hot tub and tennis courts. It's located in the heart of the Simpson Bay area with the Lagoon on one side and the strip on the other with many restaurants, bars, convenience stores, pharmacy and marina all within a few minutes walking distance.

Guest favourite
A serene beach scene captures gentle waves lapping at the shoreline, where soft sand meets clear blue water. The sky is adorned with scattered clouds, creating an inviting atmosphere, while distant boats can be seen on the horizon.
Condo in Simpson Bay
4.97 out of 5 average rating, 29 reviews

Beach front Condo Simpson Bay beach

Most beautiful beach on the Island (hands down!). Great 3 bedrooms, 2.5 bath condo. Located directly on Simpson Bay beach. You will enjoy amazing views of the ocean, and sunsets from the private patios. This beach condo, equipped with all amenities is the perfect location for your dream vacation with just a few steps away from the beach. Within walking distance from many restaurants, grocery stores and nightclubs. Every second you will enjoy, inside the condo or outside. Simply amazing.

Top Guest favourite
A bright building is showcased with orange-tiled roofs and white walls, surrounded by lush greenery and palm trees. The structure is positioned along the water's edge, with boats visible in the distance and an inviting view of the bay and surrounding landscape.
Condo in Simpson Bay
5 out of 5 average rating, 48 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

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 the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

Guest favourite
Apartment in Pelican
5 out of 5 average rating, 18 reviews

Luxurious Hidden Pearl - Private Pool

This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room has a brand-new kitchen and bathroom and has everything you might need during your vacation. Enjoy the private saltwater pool and relax on the deck on the lounge chairs and comfortable seating areas. The outdoor space is beautifully set up and we offer a BBQ if you like a home cooked meal. The gorgeous tropical garden and breathtaking ocean views complete the experience.

Guest favourite
Apartment in Cole Bay
4.93 out of 5 average rating, 15 reviews

Casa Bay 3 Bedroom in St.Maarten

Welcome to Casa Bay, your tropical retreat in the heart of Cole Bay, St. Maarten. This spacious and beautifully designed 3-bed, 2-bath condo offers the perfect blend of comfort and convenience. Centrally located, you're just 15 minutes from the airport and a short drive to stunning beaches, vibrant nightlife, and a variety of dining options. Whether you're here to relax or explore, Casa Bay is the ideal home base for your island getaway Rental car available at additional fee.

Guest favourite
A bright living area is visible, featuring a comfortable couch and an armchair. The large glass doors showcase stunning ocean views and a spacious balcony, while soft drapes frame the opening, adding to the serene atmosphere.
Apartment in Simpson Bay
4.91 out of 5 average rating, 43 reviews

Premier Oceanfront Maho Beach

Escape to our premier corner suite at Maho Beach House, a true waterfront oasis in Sint Maarten. This chic retreat comfortably fits 2-4 guests and offers breathtaking, unobstructed sunset views over iconic Maho Beach. Watch planes from your private wrap-around balcony. Located in the heart of the action, you're steps from world-class dining and entertainment. Perfect for a memorable island getaway with a dedicated workspace and full kitchen.

Guest favourite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten
4.95 out of 5 average rating, 60 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

Top Guest favourite
Apartment in Grand Case
5 out of 5 average rating, 26 reviews

Beachfront Luxury Suite with Sea View Grand Case

A rare beachfront stay in Grand Case. Suite 5 at Residence Mogador features 2 king bedrooms, an elegant shared bathroom, and a spacious terrace with panoramic sea views. Located directly on the beach, this bright and stylish suite is perfect for a getaway with friends or family. Secure residence with sun loungers, direct access to turquoise water, and the best restaurants of Grand Case just a short walk away.

Popular amenities for Simpson Bay Holiday Houses with Outdoor Verandahs

When is the best time to visit Simpson Bay?

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Avg. price$481 NZD$478 NZD$480 NZD$307 NZD$280 NZD$267 NZD$279 NZD$267 NZD$245 NZD$270 NZD$304 NZD$420 NZD
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Quick stats about holiday rentals with a patio in Simpson Bay

  • Total holiday rentals

    Explore 270 holiday rentals in Simpson Bay

  • Nightly prices starting at

    Simpson Bay holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 10,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Simpson Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Simpson Bay rentals

  • 4.8 Average rating

    Simpson Bay stays are highly rated by guests—averaging 4.8 out of 5!