Vacation rentals with a pool in Sint Maarten

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Top-rated rentals with a pool in Sint Maarten

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Lowlands

4.86 out of 5 average rating, 44 reviews

Havya Cozy Stays

Keep it simple at this peaceful, well located studio unit at The Emerald at Maho with a common pool and gym. Just 5 minutes away from the International Airport, and walking distance from beaches with one being St. Maarten's famous end of the runway beach. Nowhere else in the world are you able to witness take-off and landing of Jumbo-jets as closely as here, all while sipping on a cocktail. Many shops stay open until 11pm, many bars, restaurants, nightclubs are all within easy walking distance.

Guest favorite

Home in Sint Maarten

5 out of 5 average rating, 20 reviews

Luxury Villa "Villamour" w/ Private Pool

Villamour is a brand new, multilevel 5 bed, 4.5 bath villa overlooking the Caribbean Sea. You can watch boats and cruise ships sail by from the comfort of your private pool and patio. The villa was decorated by a top interior designer in South Florida. It is modern, chic, and inviting. It is only a 5 min walk to the beach and a short drive to restaurants, nightlife, supermarkets, & shopping. Top chef available for booking. This is an ideal spot for a romantic getaway or a group/family vacation.

Superhost

Rental unit in Point Pirouette

4.92 out of 5 average rating, 100 reviews

Secret View amazing apartment- Private pool

Secret View, amazing apartment directly on the lagoon with private pool. Totally and newly renovated apartment with one separate bedroom, 1,5 bath, full equipped kitchen, huge terrace, private pool, directly on the lagoon. Very quiet and secure location, next to Maho, Mullet Bay , golf course , supermarket, bars, restaurants, casinos. A really relaxing place, it will be the best part of your holidays. Private and free parking. Sint Maarten is currently experiencing some daily power outages

Guest favorite

Condo in Lowlands

4.95 out of 5 average rating, 106 reviews

Sint Maarten La Terrasse Maho

It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

Guest favorite

Condo in Maho

4.89 out of 5 average rating, 187 reviews

Serene Oasis: 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, at your fingertips!

Guest favorite

Rental unit in Lowlands

4.9 out of 5 average rating, 29 reviews

The Emerald at Maho

Welcome to "Hangar 310W" , a unique and cozy condo located in the heart of Maho with views of Princess Julianna International airport. The condo is in walking distance to all the basics you need for your intended stay. Just a 5 minute walk to Maho village which is full of shops, a variety of restaurants, bars, casinos and nightclubs. The world famous Maho Beach is a 10 minute walk where you can smell the jet fuel up close and personal.

Guest favorite

Home in Philipsburg

5 out of 5 average rating, 10 reviews

2 Bedroom Ocean Front Villa, Private Infinity Pool

Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment.

Guest favorite

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 127 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

The house consists of 2 beautiful bedrooms with pool in the residential area of Almond Grove Estate, secured 24 hours a day, (luxury residence), the villa is completely private, you will not share the pool and its yard. You will appreciate the charm of this house. The view is just magnificent, green hills and views of Simpson Bay, a place both discreet and close to tourist hustle and bustle, shopping and beaches.

Guest favorite

Rental unit in Lowlands

5 out of 5 average rating, 8 reviews

Studio 114E Emerald

Modern Studio ideally located in prestigious area of Maho, known as the mini “Las Vegas Strip” of St Maarten. Amenities for guests include a deck and swimming pool, laundry facilities, games room, a barbecue area, fitness center, tech workspace with printer, free WiFi, a sand volleyball court, grocery store and ‪24/7‬ security! In addition, outdoor parking spaces are available. We look forward to welcoming you ;)

Guest favorite

Rental unit in Little Bay

4.98 out of 5 average rating, 129 reviews

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 !

Superhost

Condo in Lowlands

4.8 out of 5 average rating, 69 reviews

Loft Condo - STEPS FROM BEACH!

Experience tropical luxury at our Mullet Bay vacation rental in Sint Maarten. Our 1BR loft boasts a queen bed, full kitchen, laundry facilities and a gated community complete with pool and barbecue area. Perfect for families or couples seeking a tranquil escape. Enjoy the comfort of spacious bedrooms and the convenience of on-site amenities. Book now for the ultimate island getaway!

Guest favorite

Rental unit in Lowlands

4.9 out of 5 average rating, 49 reviews

Modern Studio in gated Resort pool & gym.generator

This Resort-like living Studio is close to the island main attractions, Mullet Beach, Maho night life area, Casino Royale, shops, supermarket. 5 minutes drive from international airport. Walk to the beach, restaurants and nightlife. Sports club next door, padel, soccer, pickleball. Pool, bbq, gym, bakery, fitness center, sand volleyball on property.