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Apartment holiday rentals in Simpson Bay

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Quick stats about apartment rentals in Simpson Bay

  • Total holiday rentals

    Explore 160 holiday rentals in Simpson Bay

  • Nightly prices starting at

    Simpson Bay holiday rentals start at $119 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    160 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!

Top-rated apartment rentals in Simpson Bay

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern kitchen is depicted, featuring sleek cabinetry and stainless-steel appliances. A small dining area with two wooden stools complements the space. Bright accents like a vibrant floral arrangement add color, while a wall-mounted television and artwork contribute to an inviting ambiance.
Apartment in Pelican Key

LimeTree Studio, Pelican Key

LimeTree apartment is located on the first floor of a private villa in the beautiful and conveniently located residential area of Pelican Key-- only minutes away from beaches, restaurants, bars, supermarkets, shops and a casino. This lovely unit offers a cozy retreat for a couple or single with a fully equipped kitchen, queen size bed, private outside terrace with gas BBQ, and all the amenities you need including Wi-Fi, airco, satellite TV, and laundry facilities. Private entrance & driveway.

LocationFamilyGetting around

4.94 out of 5 average rating, 108 reviews
Superhost
A modern kitchen with a sleek countertop offers an unobstructed view of the ocean through large glass doors. The space includes a coffee maker, a fan, and cooking amenities, while the living area beyond is furnished with a dark sofa and bright decorative accents.
Apartment in Upper Prince's Quarter

Relaxing Hideaway w/ Great Views

Escape to tranquility in our remote 2-bedroom modern apartment perched atop a hill for those who desire serenity in a contemporary clutter free haven. From our expansive terrace, soak in the breathtaking sunrises, sunsets and unparalleled vistas of the Caribbean Sea. This meticulously designed space offers unobstructed panoramic ocean views of St. Barts, Saba, and Statia. Immerse yourself in the beauty of nature while still enjoying modern amenities in this secluded yet accessible haven.

LocationFamilyBeach

4.89 out of 5 average rating, 104 reviews
Guest favourite
A vibrant blue gate opens to reveal a sandy beach and calm waters. Decorative pots with blooming pink flowers frame the entrance, accompanied by lush green leaves. In the distance, sailboats can be seen on the horizon under a cloudy sky.
Apartment in Simpson Bay

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.

LocationValuePool

4.89 out of 5 average rating, 246 reviews
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

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.

ValueLocationLong stay

5.0 out of 5 average rating, 82 reviews
Top Guest favourite
A serene beach view is captured, showcasing clear turquoise waters meeting powdery white sands. A picnic table sits on the beach, bordered by vibrant green plants and palm trees. Soft clouds drift above under a bright blue sky, completing the tranquil seaside scene.
Apartment in Simpson Bay

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.

LocationValueSolo travel

4.95 out of 5 average rating, 245 reviews
Superhost
An open-concept studio showcases a light-filled living area featuring a comfortable white sectional sofa. To the left, a spacious bed is visible, while a kitchenette is located in the background, highlighted by blue tiled walls. A dining table for four is positioned next to a wooden cabinet.
Apartment in Maho Beach

Turtle Den YOUR Maho Escape!

Welcome to Turtle Den, an enchanting ocean-inspired studio in the heart of Maho, St. Maarten. More than a stay, it's an immersive experience. Dive into a tranquil palette of oceanic hues, playful turtle motifs, and serene vibes. Just steps from Maho Beach, where planes land and take off, it's a front-row seat to breathtaking moments. Immerse in Maho's lively scene, surrounded by clubs and restaurants. Turtle Den is an invitation to savor the ocean's beauty and celebrate a world of whimsy.

ValueLocationWalkability

4.87 out of 5 average rating, 141 reviews
Top Guest favourite
Apartment in Simpson Bay

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

ValueLocationLayout

5.0 out of 5 average rating, 252 reviews
Top Guest favourite
A spacious terrace is presented with a wooden dining table surrounded by four chairs, complemented by a selection of fresh fruit. Sun loungers are positioned for relaxation, with a view of the turquoise water and sailboats visible in the distance.
Apartment in Simpson Bay

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach, it is not directly on the beach but 25 steps away. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

LocationFamilySleep quality

5.0 out of 5 average rating, 156 reviews
Guest favourite
Apartment in Simpson Bay

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

LocationFamilyAir conditioning

4.93 out of 5 average rating, 157 reviews
Guest favourite
A bright living area features large glass doors opening to a waterfront view. Neutral-toned furnishings include a comfortable sofa and a unique wooden coffee table atop a circular area rug. Decorative greenery and modern art elements provide subtle accents against the white walls.
Apartment in Point Pirouette

Secret View amazing apartment- Private pool

Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

FamilyValueComfort

4.9 out of 5 average rating, 148 reviews
Top Guest favourite
A modern living area features large floor-to-ceiling windows that offer panoramic views of the ocean and beach. A light-colored sofa is positioned beside a small wooden table, while a plant adds a touch of greenery. Natural light brightens the space, creating an inviting ambiance.
Apartment in Cupecoy

Stunning oceanfront condo

Unit 1201 in Tower A: Enjoy spacious luxury accommodations for the whole family at this stylish place only minutes from the airport and steps from the famous Mullet Bay Beach. Two spacious bedrooms each with ocean views and 2.5 bathrooms. Take advantage of the fully furnished well appointed kitchen, free gym and free large heated pool with its own restaurant/bar. Stunning panoramic views of the ocean, beach, mountains, and the golf course.

LocationFamilyIndoor spaces

4.98 out of 5 average rating, 40 reviews
Top Guest favourite
A living room area features comfortable seating with colorful cushions against light blue walls. A dining table is set with breakfast items, including orange juice and pastries. Large windows allow natural light to illuminate the space, providing a view of the terrace and surrounding greenery.
Apartment in Simpson Bay

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.

FamilyValueGetting around

4.99 out of 5 average rating, 106 reviews

Popular amenities for Simpson Bay apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Guest favourite
A panoramic view of the azure ocean is captured, dotted with sailboats. The sandy beach features thatched umbrellas and lounge chairs. Lush palm trees are visible, alongside a beachside bar area with shaded seating, all under a bright sky with fluffy clouds.
Apartment in Simpson Bay

Royal Palm Hilton SXM

ValueFamilyView

4.92 out of 5 average rating, 66 reviews
Guest favourite
Apartment in Simpson Bay

Beachfront Studio in Simpson Bay

LocationGetting aroundCheck-in

5.0 out of 5 average rating, 14 reviews
Superhost
A bright and modern kitchen area features sleek cabinetry and stainless steel appliances. A dining table with four upholstered chairs is set next to a comfortable sofa, creating an open and inviting living space. Neutral tones enhance the contemporary design.
Apartment in Simpson Bay

NEW Double S Suite

LocationValueSolo travel

4.84 out of 5 average rating, 67 reviews
Guest favourite
An outdoor terrace features a wooden dining table surrounded by woven chairs. A large potted plant adds a touch of greenery, while the ocean view provides a calming backdrop. Soft waves can be seen lapping at the shore in the distance.
Apartment in Simpson Bay

SeaPearl 3Brm Beachfront Penthouse with Generator

LocationFamilyAmenities

4.91 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Simpson Bay

2 Bedroom Beachfront Condo with Private Pool D 1.1

ValueFamilyGetting around

4.76 out of 5 average rating, 25 reviews
Top Guest favourite
Apartment in Simpson Bay

Stunning Boho-Chic Beach Condo with Rooftop

LocationFamilyDecor

5.0 out of 5 average rating, 16 reviews
Guest favourite
A serene bedroom showcases a spacious bed adorned with decorative pillows. Light floods in through two windows dressed with simple blinds. An accent chair sits nearby, accompanied by stylish bedside lamps. Textured wood paneling complements the clean, modern decor of the space.
Apartment in Koolbaai

1 Bedroom- ocean view - Walk to beach - Generator

ValueFamilyBathroom

4.92 out of 5 average rating, 79 reviews
Guest favourite
Apartment in Simpson Bay

Dolphin - cosy 2BR apt, 50m Simpson Bay beach

LocationNearbyHospitality

5.0 out of 5 average rating, 7 reviews

Private apartment rentals

Top Guest favourite
An open living space features a modern kitchen with a light countertop and wooden stools. A cozy seating area includes a soft white couch and a low wooden coffee table, complemented by a tall green plant and natural light streaming through the windows.
Apartment in Simpson Bay

Escape at Seagrape

ValueLocationNearby

4.96 out of 5 average rating, 47 reviews
Guest favourite
Apartment in Pelican

Luxurious Hidden Pearl - Private Pool

LocationValueDecor

5.0 out of 5 average rating, 24 reviews
Superhost
A spacious terrace offers an unobstructed view of the marina at sunset, with soft sunlight reflecting off the water. A chaise lounge is positioned for relaxation, surrounded by lush greenery and floor-to-ceiling windows that enhance the scenic outdoor experience.
Apartment in Cole Bay

Sunny Marina Residence

FamilyLocationWalkability

4.83 out of 5 average rating, 29 reviews
Top Guest favourite
An aerial view captures the vibrant landscape of Simpson Bay Yacht Club, revealing the layout of the community, including palm trees, two swimming pools, and tennis courts. The calm turquoise waters border the marina, and the lush green hills rise in the background, complementing the scene.
Apartment in Simpson Bay

The Pineapple Suite

LocationValueBathroom

4.96 out of 5 average rating, 48 reviews
Superhost
A minimalistic living area features a mustard-yellow sectional sofa adorned with several cushions. A light, natural wood coffee table is positioned in front of the sofa. Large windows are dressed with light-filtering shades, allowing soft natural light to illuminate the space.
Apartment in Simpson Bay

2BR Escape - Walk to Maho and Simpson Bay Beach

ValueFamilyIndoor spaces

4.9 out of 5 average rating, 30 reviews
Superhost
Apartment in Simpson Bay

Bay View Serenity - Elegant 3-Bedroom Escape

FamilyLocationCleanliness

5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Simpson Bay

Luxury Beachfront Condo

LocationConditionHospitality

5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Upper Prince's Quarter

Aman_Aria

ValueLocationHospitality

4.98 out of 5 average rating, 44 reviews

Apartment rentals with a hot tub

Guest favourite
An octagonal jacuzzi is positioned on a wooden deck, surrounded by lush greenery. Two lounge chairs are placed nearby, providing a comfortable seating area. The view overlooks a scenic landscape with hints of distant hills under a bright sky, creating a serene outdoor ambiance.
Apartment in Saint Martin

The Perch - A unique jungle experience.

ValueFamilyBeach

4.92 out of 5 average rating, 106 reviews
Top Guest favourite
A spacious balcony provides stunning ocean views, featuring comfortable seating arrangements. The clear blue sky meets the tranquil sea, creating a serene setting. Sunlight bathes the area, highlighting the clean lines of the modern architecture and the inviting ambiance of the outdoor space.
Apartment in Lowlands

New listing! Ocean Vibes Luxury appt ocean front

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Simpson Bay

Simpsonbay Studio Stunning Views 24/7 Security

LocationWalkabilityPool

4.76 out of 5 average rating, 17 reviews
Guest favourite
Apartment in Lowlands

Azure Heaven, Breathtaking views, Pool, Gym, Maho

LocationIndoor spacesPool

4.96 out of 5 average rating, 27 reviews
Guest favourite
Apartment in Cupecoy

Penthouse! 3-Bdr. Apartment with Stunning Views!

FamilyLocationBathroom

4.87 out of 5 average rating, 52 reviews
Guest favourite
A spacious living area is highlighted by natural light filtering through large windows. A comfortable sectional sofa offers ample seating, complemented by a wooden dining table with black chairs. Green plants add touches of nature, while decorative accents line the walls, creating an inviting space.
Apartment in Simpson Bay

Studio - Simpson Bay Yacht Club

FamilyLocationComfort

4.97 out of 5 average rating, 29 reviews
Guest favourite
A spacious porch features a comfortable seating area with cushions, offering panoramic views of the hills at sunset. Potted plants and hanging light fixtures add to the inviting atmosphere. Large glass mirrors reflect the serene landscape, enhancing the connection between indoor and outdoor spaces.
Apartment in Dutch Cul de Sac

La Vie Luxury Getaway

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 21 reviews
Guest favourite
A spacious terrace features a hot tub overlooking a scenic view of mountains and the sea. Sun loungers are arranged nearby, inviting relaxation under a clear blue sky adorned with scattered clouds.
Apartment

The Rock 1 Duplex Apartment Sea View with Jacuzzi

ValueLocationHot tub

4.95 out of 5 average rating, 59 reviews

When is the best time to visit Simpson Bay?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$343 NZD$346 NZD$353 NZD$310 NZD$287 NZD$268 NZD$234 NZD$219 NZD$215 NZD$222 NZD$255 NZD$305 NZD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

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