1. Sint Maarten
  2. Lowlands
  3. Maho
  4. Winter Rental

Maho Winter Rental

10.0
Exceptional
(152 Reviews)
1800 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Private Pool
  • Oceanfront
  • Hot Tub
US $282/Night For 7 Nights US $1,977
9.5
Exceptional
(2 Reviews)
1248.61 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Private Beach
  • Oceanfront
  • Pool
US $313/Night For 7 Nights US $2,190
8.6
Fabulous
(1001 Reviews)
1 Bathroom
Ocean View Resort
  • Spa
  • Pool
  • Ocean View
US $544/Night For 7 Nights US $3,805
10.0
Exceptional
(85 Reviews)
600 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Private Pool
  • Oceanfront
  • Hot Tub
US $142/Night For 7 Nights US $994
8.3
Excellent
(258 Reviews)
1157.12 ft² 18 Guests 6 Bathrooms
Free Cancellation Resort
  • Oceanfront
  • Hot Tub
  • Spa
US $278/Night For 7 Nights US $1,949
10.0
Exceptional
(59 Reviews)
4400 ft² 6 Guests 3 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $677/Night For 7 Nights US $4,741
8.3
Excellent
(3 Reviews)
2002.09 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Private Pool
  • Hot Tub
  • Pool
US $248/Night For 7 Nights US $1,736
10.0
Exceptional
(58 Reviews)
1400 ft² 4 Guests 3 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Pool
  • Ocean View
US $291/Night For 7 Nights US $2,040
7.5
Very Good
(264 Reviews)
1428.91 ft² 20 Guests 7 Bathrooms
Free Cancellation Resort
  • Oceanfront
  • Hot Tub
  • Spa
US $171/Night For 7 Nights US $1,199
10.0
Exceptional
(57 Reviews)
1600 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Hot Tub
  • Spa
  • Pool
US $376/Night For 7 Nights US $2,629
6.5
Good
(2 Reviews)
1248.61 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Pool
  • Ocean View
US $260/Night For 7 Nights US $1,823
10.0
Exceptional
(41 Reviews)
954 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $219/Night For 7 Nights US $1,533

Why Choose Rent By Owner for your Maho Winter Rental?

What makes our Winter Rental special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Maho

When should you plan your Winter Rental stay?

Choosing the right time to visit here can greatly enhance your experience, as the region’s peak season typically offers ideal weather conditions for enjoying your winter rentals in Maho, Lowlands, Sint Maarten, while off-peak months may provide a quieter atmosphere with potential savings.

Peak Season Highlights

spring
December to April

During this peak season, you will experience warm temperatures and plenty of sunshine, ideal for enjoying the beaches and outdoor activities in the area.

Average Temperature Daytime: 28°C - Nighttime: 22°C
spring
June to August

This summer period attracts visitors seeking vibrant local events and lively atmosphere, making it a popular time for booking winter rentals here.

Average Temperature Daytime: 30°C - Nighttime: 24°C

Off-Season Highlights

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May and November

These shoulder months tend to have fewer visitors, offering a more relaxed experience with less crowded beaches and attractions in the region.

Average Temperature Daytime: 27°C - Nighttime: 21°C
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September and October

The off-peak period coincides with the tail end of hurricane season, providing cooler weather and lower rates for your winter rentals in this destination.

Average Temperature Daytime: 26°C - Nighttime: 20°C

Weekly Weather Forecast for Maho

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor pool to relax under the sunny Caribbean skies.
  • Take advantage of lush landscaped gardens surrounding your accommodation for a peaceful retreat.
  • Make the most of spacious patios or verandas ideal for outdoor dining and lounging.
  • Benefit from outdoor shower facilities perfect after a day at the nearby beaches.
  • Utilize barbecue grills available for making the most of your outdoor cookouts.
  • Relish in outdoor seating areas designed for socializing and enjoying the tropical weather.
  • Access to sun decks or terraces that offer stunning views of the region’s vibrant surroundings.
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Family Activities

  • Maho Beach: Relax on this famous beach where you can enjoy breathtaking views of arriving airplanes and unwind with your family in a safe, scenic environment.
  • Princess Juliana International Airport Observation Area: Experience the thrill of watching planes land up close, offering a unique and exciting activity suitable for all ages in this vibrant destination.
  • Mullet Bay Golf Course: Play a round of golf amidst stunning ocean views, perfect for families looking to enjoy outdoor recreation in the region.
  • Local Markets and Shopping: Explore bustling markets and shops where you can find local crafts, souvenirs, and treats, making it a fun outing for the whole family in this lively area.
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Adult Activities

  • Sunset Casino Try your luck at this popular casino, offering a vibrant atmosphere and exciting gaming options right in the heart of the area.
  • Maho Beach Experience the thrill of watching planes land just overhead while relaxing on the famous beach known for its lively ambiance and stunning views.
  • Nightlife and Bars Explore a variety of lively bars and nightclubs in the region, perfect for enjoying evening entertainment and mingling with locals and visitors alike.
  • Water Sports and Activities Engage in exhilarating water activities such as jet skiing and snorkeling, taking advantage of the clear waters surrounding this destination.

Other Places to Stay in Maho

Maho Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Prime Location Ensure your winter rentals in Maho, Lowlands, Sint Maarten are close to the area's popular beaches and entertainment hubs for easy access to local attractions.
  • Explore Local Cuisine Take advantage of the region’s vibrant food scene by visiting nearby restaurants and markets, which enriches your stay without straying far from your accommodations.
  • Respect the Environment Help preserve the natural beauty that makes this destination special by practicing eco-friendly habits during your visit.
  • Utilize Local Transportation Options Make your experience more convenient by familiarizing yourself with available transportation services around here to navigate effortlessly and maximize your time.

Transportation Options

  • Taxi Services: Reliable local taxis operate throughout Maho, offering convenient transportation to popular destinations in the region for your winter rentals.
  • Public Buses: Affordable and frequent bus routes connect Maho with other areas, making it easy to explore the island without hassle.
  • Car Rentals: Renting a car is a popular choice here, providing flexibility and ease to navigate the scenic surroundings at your own pace.
  • Shuttle Transfers: Many resorts and accommodations in the area offer shuttle services, ensuring seamless transfers from the airport or other key locations.

Local Customs Options

  • Respect for the Local Dress Code: Visitors are encouraged to dress modestly when visiting religious sites and local establishments, reflecting the area's cultural norms.
  • Greeting Customs: A friendly handshake or a warm greeting is customary when meeting residents here, fostering friendly interactions in the community.
  • Celebration of Festivals: Participating in traditional festivals and events is highly valued, offering an authentic way to experience the region's vibrant culture.
  • Environmental Respect: Proper disposal of waste and conservation efforts are appreciated to help preserve the natural beauty of this destination.

Maho Winter Rental Frequently Asked Questions

2. How many Winter Rentals are available in Maho?

Currently, the total number of properties listed by RBO in 2026 is over 357 in the Maho area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Maho. 

3. What is the cancellation policy for winter rentals in this area?

Cancellation policies vary depending on the property owner. It is recommended to review the specific listing details or contact the host directly to understand the terms and any applicable fees.

4. Are there any additional fees or charges when booking a winter rental here?

Additional fees such as cleaning, security deposits, or service charges may apply. Please refer to the listing details or reach out to the owner for a complete breakdown of all costs before confirming your reservation.

5. How do I secure my booking during peak winter months?

To secure your preferred dates in this region, it’s best to book early and communicate with the property owner to confirm availability. Review the listing for any required deposits or booking procedures.

6. What amenities are typically included in winter rentals around here?

Most properties offer essential amenities like Wi-Fi, air conditioning, and fully equipped kitchens. For specific features, always check the listing description or contact the owner directly.

7. Is there a minimum stay requirement for winter rentals in this destination?

Minimum stay requirements can vary by property. It’s advisable to verify these details in the listing or inquire with the owner to ensure your travel plans align.

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  • Oceanfront
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  • Ocean View
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  • Hot Tub
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  • Oceanfront
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  • Oceanfront
  • Pool
  • Ocean View
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10.0
Exceptional
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1150 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Pool
  • Ocean View
  • Balcony/Terrace
US $333/Night For 7 Nights US $2,329