
Holiday rentals with a pool in Simpson Bay Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Simpson Bay Beach
Guests agree: these homes with a pool 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

Oceanfront w Pool | Maho Beach area
Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

Popular Beachfront Property Barefoot /Simpson bay
This Beautiful Beachfront condo in Sint Maarten, Barefoot, is like being on your own little island. 1 min. to shore. The beautiful crystal blue ocean waters you can see and hear from every corner of this condo. This Oasis has such beauty. Mostly private with pure tranquility. . A constant breeze as you open up the doors and windows to let the sea air open up your senses. 8 minute drive from the Dutch airport 16 minutes walking distance from main restaurants casinos and live entertainment.

The Beach Condo
The Beach Condo, located in Palm Beach Apt. complex is a completely newly renovated 2 bedroom condo right on Simpson Bay Beach. Equipped with all amenities, this is your ideal tropical luxurious getaway. A brand new, fully equipped kitchen, large living and dining area and two king size bed-bedrooms with individual bathrooms give you all the space you need for a retreat in the Caribbean. Lounge on the porch, swim in the pool or live it up on the beach, it's all right there for you to enjoy.

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.

Sunny Outlook - 1-bdr condo - Beachfront Residence
✨ Sunny Outlook with IRE Vacations ✨ This amazing 1 bedroom 1.5 bathroom unit is located at Palm Beach Condo’s, directly on Simpson Bay Beach. Palm beach is very convenient located in Simpson Bay, here you will find beach bars, restaurants and supermarkets within walking distance. Only a 10 minute drive from the airport. Palm beach offers you a large common pool and private access to the beach. Enjoy your day on the beach, at the pool or go on an adventure on our beautiful island!

B-702 Stunning Ocean view corner unit
Welcome to Fourteen at Mullet Bay, one of the most exquisite and luxurious beachfront residence in St Maarten located directly on the famous Mullet Bay beach and golf course. <br><br>Welcome to our luxurious one bedroom apartment, situated on the seventh floor and boasting captivating views of the pristine beach. Prepare to immerse yourself in a haven of opulence and tranquility, where every detail has been meticulously curated to provide an unparalleled coastal retreat.<br><br>

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.

"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.

Beachfront Royal Palm 1-BR
This one-bedroom unit is located on the 4th floor of the Royal Palm Hilton Vacation Club in Simpson Bay, St Maarten. This property boasts direct beach access and stunning ocean views! Inside you’ll find a spacious open-plan living area with a pull out sofa, and the modern kitchen is fully equipped. Situated in the heart of it all, close to restaurants, bars & nightlife! Please note: The Royal Palm requires a $250 refundable security deposit at check-in.

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

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.
Popular amenities for Simpson Bay Beach rentals with a pool
House rentals with a pool

Pelican key - BEACH FRONT Villa

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Sunrise Over St. Barths

Ocean View House 3 Terraces/2BR/2BA - Shared Pool

Townhouse Villa LX

Luxury Bungalow with Amazing Seaview & Pool

Luxurious bungalow with private pool

Préstige - Luxurious 3 bedroom by the Beach
Apartment rentals with a pool

Loft Condo - STEPS FROM BEACH!

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

Royal Palm-5th floor-Amazing OceanViews-1 Bedroom

"Seaduction" 2 bedroom apartment Nettle Bay

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

Maho 1 Bed Condo with ocean view & Free Wi-Fi

Beautiful Large 2 Bedrooms apartment in Maho

Brand New- Maho Condo Studio with Seaview and Pool
Other holiday rentals with a pool

"Black Pearl"

B1401 @ Fourteen, luxurious & cosy 2 bedroom apt

Pelican Sea View 1bdrm Maison Mazu

Modern apartment with shared pool and generator

Aman_Aria

Brand new! - Slowlife - Enjoy Villa

Ocean Dream Villa

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Destinations to explore
- Rentals with a patio Simpson Bay Beach
- Apartment rentals Simpson Bay Beach
- Flat rentals Simpson Bay Beach
- Waterfront rentals Simpson Bay Beach
- Beachfront rentals Simpson Bay Beach
- Rentals with a washing machine and dryer Simpson Bay Beach
- Rentals with outdoor seating Simpson Bay Beach
- Family-friendly rentals Simpson Bay Beach
- Rentals with beach access Simpson Bay Beach
- Rentals with pools Sint Maarten




