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Pet-friendly holiday rentals in Simpson Bay

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Simpson Bay

  • Total holiday rentals

    Explore 90 holiday rentals in Simpson Bay

  • Nightly prices starting at

    Simpson Bay holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Simpson Bay holiday rentals include wifi 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 pet-friendly home rentals in Simpson Bay

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

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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.
Flat 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.

AccessNearbyComfort

4.89 out of 5 average rating, 104 reviews
Superhost
An infinity pool extends over the edge, offering panoramic views of the lagoon. The tranquil water reflects the blue sky, while steps lead from the pool's edge to the terrace. Lush greenery is visible, enhancing the serene atmosphere of the space.
Guest suite in Cupecoy

Panoramic View Terrace Infinity Pool Top Penthouse

Wake up to the magnificent panoramic view of the lagoon on the top floor, rejuvenate your body with a refreshing dip in the private rooftop infinity pool with a coffee or tropical drink. Take a 10 mins stroll to the famous Mullet bay Beach and grab a few freshly French croissants by the Square. After sunset, enjoy the plentiful neighborhood bars and restaurants or take 5 mins drive to Maho where you will find a vast variety of restaurants, casino and clubs or Porto Cupecoy for romance spot.

WalkabilityPetsFamily

4.91 out of 5 average rating, 141 reviews
Guest favourite
Flat in Simpson Bay

Beachfront Studio in Simpson Bay

Spacious first-floor studio with a private terrasse and breathtaking Simpson Bay and beach views. Steps from the sand and lovely beachside restaurants. Fully equipped kitchen, smart TV, Wi-Fi, air conditioning, and in-suite laundry. Just a 5-minute drive from Juliana Airport and Maho’s restaurants, supermarket, casino, entertainment, and resort. Perfect for a relaxing beach getaway. Every morning you can have coffee on your terrasse and at night a cocktail looking at this incredible view.

WalkabilityCleanlinessBeach

5.0 out of 5 average rating, 14 reviews
Guest favourite
A master bedroom featuring large windows that offer a view of the ocean and sky. Natural light floods the spacious area, highlighting the white bedding on the bed and the elegant design of the room. A modern freestanding bathtub is seen in the corner.
Apartment in Philipsburg

Horizon (Apt3) – Sea & Pool View, Terrace

Stylish triplex with 3 bedrooms, all with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 5 guests: couples, friends or families looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

Outdoor spacesWalkabilityBreakfast

4.81 out of 5 average rating, 103 reviews
Top guest favourite
Apartment in Maho

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub

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 for you to indulge.

Outdoor spacesWalkabilityGetting around

4.91 out of 5 average rating, 259 reviews
Top guest favourite
A stunning sunset is captured over the calm sea, reflecting vibrant colors onto the water's surface. In the foreground, a serene pool mirrors the sky, enhancing the tranquil ambiance of the outdoor space. The silhouette of trees adds a natural element to the scene.
Villa in Simpson Bay

Waterfront "Bonjour" Beacon Hill St Maarten

This stunning 4-bedrooms, 4 bathrooms villa overlooks Maho Bay and provides a front row seat to beautiful SXM sunsets, and over the famous Maho Beach. Enjoy the views while taking a dip in the home’s infinity pool overlooking the ocean or from its multiple outdoor dining and seating options conveniently and securely located minutes from restaurants, bars, nightlife, Maho Market and more, steps away from direct beach access to Simpson Bay Beach. Back up Diesel Generator

WalkabilityOutdoor spacesAir conditioning

4.97 out of 5 average rating, 92 reviews
Top guest favourite
A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.
Apartment in Marigot

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

The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

WalkabilityAmenitiesLayout

4.96 out of 5 average rating, 154 reviews
Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot

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

WalkabilityPetsCheckout

5.0 out of 5 average rating, 202 reviews
Guest favourite
A spacious living area features contemporary furnishings, including white sofas and an accent chair, accompanied by a decorative coffee table. A striking mural of a cityscape adds visual interest. Natural light fills the room, enhancing the open layout leading into the dining area.
Flat in Simpson Bay

Escape by the Lagoon

Lagoonside evasion Do you dream of magnificent sunsets, of relaxing on deckchairs by a large swimming pool, of sipping a drink on the terrace while watching the boats in the lagoon? This is the ideal place! This duplex located in a secure residence in the center of Simpson Bay is a few minutes walk from the beach, restaurants, shops, casinos, clubs , and the Isle Del Sol Marina. Sint Maarten is currently experiencing some daily power outages

WalkabilityOutdoor spacesCheckout

4.91 out of 5 average rating, 43 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.
Flat 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.

WalkabilityValueAmenities

4.98 out of 5 average rating, 40 reviews
Top guest favourite
Loft in Grand-Case

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.

WalkabilityOutdoor spacesLocation

4.94 out of 5 average rating, 142 reviews
Guest favourite
Villa in Lowlands

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

Sea View Luxury Villa Perfect for Girls Getaways & Birthday Celebrations Maho Village Celebrate in style at this stunning Sea True villa, custom designed with high end finishes and built for an unforgettable immersive sensorial experience. With 5.8 meter vaulted ceilings a private pool and every amenity you could dream of. It’s the ultimate escape for groups and special occasions.

Outdoor spacesWalkabilityAir conditioning

4.77 out of 5 average rating, 153 reviews

Popular amenities for Simpson Bay pet-friendly home rentals

Pet-friendly house rentals

Superhost
A bright living area features a spacious sofa with light-colored pillows, positioned opposite a wall-mounted television. Two circular coffee tables are placed on a natural fiber rug. A modern lamp and wooden chair add texture, while indoor plants bring a touch of greenery.
Home in Cole Bay

Designer 3BR House w Pool, Sunsets & Ocean Views

WalkabilityOutdoor spacesAccess

4.88 out of 5 average rating, 41 reviews
Top guest favourite
A serene coastal view is captured, showcasing the shimmering blue ocean under a clear sky. Lush greenery and well-maintained gardens are visible in the foreground, while white buildings with decorative elements rest subtly along the coastline.
Home in Koolbaai

Blue Palm Estate Townhouse w/ Ocean View

WalkabilityOutdoor spacesBathroom

4.96 out of 5 average rating, 23 reviews
Top guest favourite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
Home in Saint Martin

The best view on the island!

WalkabilityOutdoor spacesQuiet

5.0 out of 5 average rating, 33 reviews
Top guest favourite
A private pool is positioned on the patio, surrounded by a stone deck. Sun loungers are arranged nearby, with a shaded seating area under a gazebo in the background. Lush greenery is visible on the hillside, adding a natural backdrop to the space.
Home in Dutch Cul de Sac

Villa Ash 4 bdr Pool centrally located Philipsburg

Outdoor spacesCleanlinessAccuracy

5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Philipsburg

Stunning Panoramic Views Of The Ocean & St Barth!

Indoor spacesCheck-inView

5.0 out of 5 average rating, 47 reviews
Top guest favourite
A spacious outdoor terrace features a stunning infinity pool overlooking the sea, complemented by comfortable sun loungers. A shaded dining area with a stylish table set for gatherings is visible, showcasing panoramic views of the coastline and vibrant blue ocean.
Home in Upper Prince's Quarter

Breathtaking views of St Barth - 8 people

Outdoor spacesKitchenHospitality

4.96 out of 5 average rating, 26 reviews
Top guest favourite
A private pool sits on a spacious wooden deck, surrounded by lush greenery. Lounge chairs are positioned nearby, offering a place to relax. The serene view encompasses a calm body of water and distant islands under a clear blue sky.
Home in Orient Bay

Paradise View, Creole house with private pool

Outdoor spacesWalkabilityLocation

4.93 out of 5 average rating, 83 reviews
Guest favourite
An inviting living area showcases comfortable seating with soft cushions arranged around a glass coffee table. A clean, open layout leads to a dining space in the background, while elegant wooden stairs ascend to the upper level, accented by decorative wall plates.
Home in Upper Prince's Quarter

Caribbean Style Family Home

WalkabilityOutdoor spacesWifi

4.93 out of 5 average rating, 72 reviews

When is the best time to visit Simpson Bay?

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Avg. price$430 SGD$482 SGD$406 SGD$311 SGD$239 SGD$221 SGD$256 SGD$221 SGD$208 SGD$209 SGD$239 SGD$328 SGD
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