Very private villa with awesome views overlooking Simpson Bay and Full Generator

Photo gallery for Very private villa with awesome views overlooking Simpson Bay and Full Generator

A spacious living area with a beige sofa, a coffee table, and a view of a pool and mountains.
A staircase leading up to a white archway with a sign that reads "Please ring bell" and "We'll be down shortly."
A spacious living room with a beige sofa, a coffee table with magazines, and a view of a pool and mountains through large glass doors.
A living room with a TV, a bookshelf, a coffee table, and a sofa.
A bedroom with a bed, a dresser, a window with a view of a pool, and a door leading outside.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Private pool
  • Air-conditioning
  • Refrigerator
  • Internet
  • Dryer

Explore the area

View map
Cole Bay, Sint Maarten
  • Place, Kim Sha Beach
    ‪4 min drive‬
  • Place, Flamingo Beach
    ‪4 min drive‬
  • Place, Hollywood Casino
    ‪4 min drive‬
  • Airport, Philipsburg (SXM-Princess Juliana Intl.)
    ‪7 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Baie Rouge

1 King Bed

Cupecoy

1 King Bed

Happy Bay

1 King Bed

Mullet Bay

1 King Bed

Orient Bay

1 King Bed

5 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

Add dates for prices

Similar properties

Private kitchen
Live like Island Locals in a 9-Generation Sint Maarten pet friendy Family Home.
Upper Prince's Quarter
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
9.8 out of 10, Exceptional, (6 reviews)
Live like Island Locals in a 9-Generation Sint Maarten pet friendy Family Home.

About the area

Cole Bay

Almond Grove, a neighbourhood in Cole Bay, is home to this villa. While the natural beauty of Maho Beach and Mullet Bay Beach can be enjoyed by anyone, those looking for an activity can explore Port of St. Maarten. Take the opportunity to explore the area for water adventures such as power boating.
View more Villas in Cole BayOpens in a new window
Map
Cole Bay, Sint Maarten

What's nearby

  • Market Garden Supermarket - 3 min drive - 3.1 km
  • Kim Sha Beach - 4 min drive - 3.4 km
  • Flamingo Beach - 4 min drive - 3.7 km
  • Hollywood Casino - 4 min drive - 3.7 km
  • Simpson Bay Beach - 4 min drive - 4.0 km

Getting around

  • Philipsburg (SXM-Princess Juliana Intl.) - 15 min drive

Restaurants

  • ‪Le Bistro by Bacchus - ‬18 min walk
  • ‪Bamboo House SXM - ‬14 min walk
  • ‪Melange Grill St Maarten - ‬3 min drive
  • ‪Divan Cafe - ‬3 min drive
  • ‪Hanami Sushi - ‬3 min drive

Frequently asked questions

Does Very private villa with awesome views overlooking Simpson Bay and Full Generator have a pool?

Yes, this property has an outdoor pool.

Is Very private villa with awesome views overlooking Simpson Bay and Full Generator pet-friendly?

No, pets are not allowed at this property.

How much is parking at Very private villa with awesome views overlooking Simpson Bay and Full Generator?

On-site parking is available at the property.

What time is check-in at Very private villa with awesome views overlooking Simpson Bay and Full Generator?

Check-in begins at 4:00 PM.

What time is check-out at Very private villa with awesome views overlooking Simpson Bay and Full Generator?

Checkout is at 11:00 AM.

Where is Very private villa with awesome views overlooking Simpson Bay and Full Generator located?

Located in Almond Grove, this villa is within 2 miles (3 km) of Paradise Plaza, Rainforest Adventures St. Maarten and Seaside Nature Park. Market Garden Supermarket and Kim Sha Beach are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 46 out of 50 reviews
Rating 8 - Good. 3 out of 50 reviews
Rating 6 - Okay. 1 out of 50 reviews
Rating 4 - Poor. 0 out of 50 reviews
Rating 2 - Terrible. 0 out of 50 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed it, host was very good and provided great recommendations for an in-house chef which we used for one night
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
yes pool was great, wish it was a little warmer.Rooms were perfect.
Stayed 8 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful host, convient location. Plenty of space for our large family!
Stayed 5 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an absolutely wonderful stay here while visiting St. Martin! From the moment we arrived, we were impressed by the breathtaking views, which made every morning and evening feel special. The location was perfect—close to beaches, restaurants, and everything we wanted to explore, while still offering a peaceful and private retreat.The villa itself was beautifully maintained, spacious, and equipped with every amenity we could have needed. It was clear that a great deal of care had gone into making guests feel comfortable.The host was exceptional—friendly, responsive, and welcoming from start to finish. Their attention to detail and hospitality made our vacation even more enjoyable.We couldn't have asked for a better place to stay and would recommend this villa to anyone visiting St. Martin. We look forward to returning!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect GetAway

We had a fabulous time and the villa was even better than expected. The views are breathtaking and everything was just perfect!
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

Property is as described, beautiful location. Host was wonderful to work with, pleasantly surprised with the fabulous snacks and drinks! We had a wonderful stay, enjoyed many afternoons at the pool, beautiful sunsets in the evening. Was a great place to start our exploring each day. Would definitely stay here again!
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful spacious house with private pool

The house is spacious and the bedrooms are private with a their own bathrooms. Beautiful pool with a great view and super friendly, caring and responsive owners. We enjoyed the house very much!
Stayed 12 nights in Jan 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice rental

The owner of this property and the property manager both went above and beyond to make sure our stay was great. We really appreciate their efforts! Property offers great privacy for couples, as each bedroom was kind of a standalone casita. The pool area is beautiful.
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

2 week stay

A beautiful property with views to die for! Well appointed, very comfortable, and an actual oasis to return to after a day at the beach or a day of shopping.Just be aware……MANY steps to get to the unit.
Stayed 14 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous place to vacation

We were so impressed by the whole process from being greeted at the airport, to arriving with some drinks and snacks for us, to having Marinka close by to assist if we needed anything. The owners and Marinka went out of their way to make sure we had a great experience. The view was amazing and the house set up was perfect for us with the college aged kids. I can’t recommend this property enough. We will be back.
Stayed 6 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Villa- Islandtude

Our stay was wonderful. The villa is absolutely amazing. The villa is furnished with very comfortable seating along with a very comfortable king size bed. The host provided treats for n us to begin our stay and was most helpful as to where to shop and eat. Once we arrived, we didn’t want to leave. Hung out at the pool most days and watched planes land and take off while in the pool. Felt like this place was all we needed and didn’t make it to the beach except for 1 day. No neednto go anywhere when you stay at Islandtude!
Stayed 10 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

We had a great family vacation

My husband and I traveled with 4 kids 17-25 and my mom. We loved that we all had our own bedroom and bathroom. The views from the house were fantastic. We were met at the airport and the house was stocked with beer, wine and soda. We had a car and we ate at restaurants all over the island. The host recommended a bunch! There is a grocery store nearby where we bought breakfast food and snacks. Such a great trip!
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Villa

Our visit to St. Maarten and our stay at Villa Islandtude was wonderful! We have never stayed at a vacation rental that prestocks with beer, wine, soda, snacks, etc. What a nice way to begin the vacation! You cannot beat the views from the villa! The property manager is very responsive if needed. With everyone having their own ensuite room, you just cannot beat this Villa! We look forward to our next visit!
Stayed 6 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

"Grown Folks" 3rd Trip to SXM

Property was great. Well appointed comfortable for 4 Couples. Well appointed. Starter setup of snacks and beverages was awesome. Sheryl was great, meeting us at the airport, leading us from the Car Rental location to the villa. Showed us around the property and answered all questions. Marinka the property manager was very responsive and sending assistance quickly when asked. Beautiful view of Cole Bay, Simpson Bay and the Airport area. Wonderful stay.
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

11 out of 10

I can’t say enough about this villa! We had 5 couples and we were all extremely overwhelmed by the beauty of this place. It was a perfect spot, very private and really had it all. The host should be very proud of this gorgeous villa! I can say for all 10 of us we would not hesitate to rent this again. The supplies that we were given to start off our week was so very generous, from drinks to snacks plus all the necessities you needed for a great vacation. The rooms were all lovely, clean and did not disappoint. The pool and patio area was just stunning, mats for pool and lots of chairs for all of us. The views were spectacular, with lots of wildlife to look at. I would love to come back soon.
Stayed 7 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best sunset on St. Marteen

7 of us had an incredible week at Villa Islantude! The pool and patio area are the best, everyday we wanted to get back for happy hour at the Villa. The house is perfectly laid out so you never feel crowded, we easily could have had 4 more adults with us.. Sunsets were spectacular. It’s in a great location and easily accessible to Simpson Bay nightlife. Also went to Maho Beach (5 min drive) and Orient Beach (about 20 min drive)-plan to spend a day in this area- great beach and restaurants/shops. The Flying Dutchmen is about 12 min drive. Russell, the host, is incredibly helpful with information ahead of the visit. Also, one of the easiest VRBO departures we’ve ever had-you basically just walk out the door. We’ll be back for sure!!
Stayed 6 nights in Dec 2023
Response from VrboOwner on 4 January 2024
Thank you for choosing Villa Islandtude. Glad you had a great vacation and look forward to your next visit!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best VRBO host

The property is beautiful and centrally located. The real MVP is the host of Islandtude, Russ. He messaged months before the recommendations and our preferences. He had someone meet us at the airport and show us around the house for the first time. The house was stocked with drinks and snacks the first day. We had a TV not working and he had someone out within 2 hours to fix it. We loved that everyone had their own en-suite. 5 stars. The most amazing trip. The best house for a group.
Stayed 6 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Stay!

This villa hosted our first family vacation, with our noe adult kids and their spouses. This villa is amazing; the view, the pool, the fully stocked kitchen, welcome gifts, wine, snacks, AC...it was truly a pleasure calling this place home. The host was our hero when our previous rental cancelled on us. Sheryl helped us into the home after meeting us at the airport. This was great, as we've found it difficult to locate previous rentals on the island on our own. The property mgr was easy to get in contact with. Our family enjoyed playing cards and having drinks, after exploring the island during the day. There were a few small hiccups that were very quickly resolved. The beds were too hard for me and my husband, however some of the group were big fans! We wouldn't hesitate to stay again, Thanks Russ!
Stayed 7 nights in Dec 2023
Response from VrboOwner on 5 January 2024
We are glad you enjoyed your time at the villa and had a great vacation. Thank you for choosing Villa Islandtude for your family getaway!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Speechless

From the time of booking until the time of check out, everything was phenomenal. The host were very accommodating. They set us up with everything that we could possibly need for our stay. The property is well maintained, spacious,with the best view imaginable. Its located in a gated community with 24 hr security. Minutes from the airport, Marigot, The Strip were the nightlife is, Grocery markets....so much. We were so gracious for the amenities and the host that we wash all of the towels, clean every dish and the fridge. All of the apartments had views with the exception of one but it was the second biggest unit. We definitely had to have a rental car for the stay if you wanted to venture. I would recommend this place and will be returning to it for another visit. We are 10 minutes from Maho, Mullet Bay and Marigot...depending on traffic. Pleasantly pleased.
Stayed 6 nights in Mar 2025
Verified review

6/10 Okay

Liked: Cleanliness, communication, location, listing accuracy

Holidays at islandtude

The villa has spectacular views of Cole Bay, Simpson Bay and SXM airport. The villa is dated exudes authentic island living. While it does require some care, it was clean, comfortable, safe and our home away from home. The villa pool is lovely, but does not come with jacuzzi (no jets). The maintenance and housekeeping staff were very friendly and quick to respond to our plumbing and tech issues. Would be great to have a big comfy sectional couch to accommodate large families, who enjoy watching movies together at night. If you or so EP e in your group has mobility issues, then this villa will be problematic as the only entrance requires taking steep steps up and down. Otherwise check out villa Islandtude conveniently located close to shopping, fine dining, island excursions and airport. We enjoyed our holiday at Islandtude. Thanks Russell and Marinka.
Stayed 6 nights in Dec 2022
Response from VrboOwner on 17 January 2023
Lynnette, We always try to provide a great experience for our guests. We were happy to help you choose the right villa for your group. To help in your selection process, we welcomed your representative, Patricia, as she reviewed the property and live-streamed with you from the villa as you considered potential accommodations. Thank you for selecting Villa Islandtude. I am glad you enjoyed your stay. The pool has a connected spa with seating capacity to comfortably accommodate large groups. The water flows through the spa's jets as designed where air is not infused into the streams, eliminating the bubbles and noise of a Jacuzzi. Thank you for your review and your kind remarks.
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Another great week at Islandtude

+++ great location and one of the most spectacular views on the island. Resort is spacious and the pool is great. It was our second stay here and we had a wonderful time. - - - there is a fairly steep set of stairs up to the home and if you have problems with steps, you may want to rethink staying there. A few items which should be addressed. 1. The safes did not work and really need to be replaced. 2. The door locks on the bedroom doors, which all face the pool, do not work so you can’t really secure them when you leave. 3. The hot tub heater does not work. All that being said we all would go back to Islandtude tomorrow. You’ll have more fun than you have ever had on vacation.
Stayed 7 nights in Apr 2023
Response from VrboOwner on 7 May 2023
Thank you for your repeat business. We want all guests to have the best vacation possible, which requires security for you and your possessions. Villa Islandtude is in a gated community with an entrance guard. It is then halfway up the mountain where you enter through a locked gate/door. There are five operational safes in the villa. Inside the villa there is an additional opportunity to lock each bedroom individually, including locking hurricane shutters if more security is desired. I'm glad we were able to grant your request when you contacted Marinka requesting a late check-out. I wish you had also reached out to Marinka or me during your stay for any timely help you needed instead of notifying in your review after check-out. As you know, Marinka lives five minutes from the villa and part of her function, in addition to meeting guests, showing around the villa and answering questions during check-in, is to be on call to assist with questions during your stay. If you choose to vacation in Villa Islandtude a third time, we will be happy to go over these items and any others where you may want assistance. Thank you for choosing Villa Islandtude as your vacation home these past two years.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Truly Magical!

The Villa and our stay was absolutely perfect. The moment you step off the plane Marinka is there to ensure you are well taken care of. From the very spacious accommodations, all the extras they provide, the privacy and that FABULOUS view there was nothing not to love about this property. They provide more drinks and snacks than we could go through in 10 days. All the basics are provided from toiletries to kitchen essentials. It's centrally located and everything you need is close by. My husband and I loved watching the monkeys swing through the trees in the morning and the indescribable sunsets in the evening. The owner recommended places to watch the sunset but we don't think there was a better view than from the patio. I can't say enough about how comfotable and special we felt the home was, 10 days wasn't enough and we are already trying to figure out a return trip! *It's also notable that it is very well set up for groups as the rooms are all their own separate areas, very spacious and private. Each having their own desirable features.
Stayed 10 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place to Stay for our Family of 10!

Our family had a great time staying at this house for our vacation. The communication with the owner before hand was fantastic. He went out of his way to give us recommendations. Since we were a large group we wanted to have a bunch of restaurant reservations in place and Russ was extremely responsive and helpful. The staff was great including Marinka who met us at the airport car rental and a housekeeper who came as often as we wanted and a maintenance man for any issues that arouse. The supplied beer, wine, soft drinks, and snacks was very generous and held us over until we got to the grocery store on day 2. The view from the pool is fantastic. We spent a lot of time at the house hanging out by the pool. The house is very convenient to the airport, grocery store, and the beaches and restaurants at Simpson Bay. We also went to the French side several times for the beaches and restaurants. Overall, the value of this place was just tremendous when you factor in the personalized care and the price we paid. I'm sure there are more luxurious places on the island, but who wants to pay three times the price or more? We had a great time and would definitely return here.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 21 January 2023
Thank you for your review and kind remarks. We're glad your family had a great getaway in St. Maarten.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for a relaxing vacation

One of the most beautiful properties I have seen. We have been to SXM many times but this has been the most relaxing vacation we have had there. The staff was great and attended to the small issues we had quickly. The house everything you need and the refrigerator was stocked with beer, sodas and snacks when we arrived. The first morning when we sat around the pool for coffee, we were welcomed by two wild monkeys who sat on a rock overlooking the house. (If you go, remember that the monkeys are wild, and not pets.) I have been coming here for over twenty years and this is the first time we have seen them . The view from the pool is fantastic and looks down at the airport. I highly recommend “Islandtude” but I should warn you that there is a steep set of steps up to the home and they can be a little slick when wet. Parking can also be a challenge and you may want to rent the smaller cars. All in all our group of three couples had a great time and did not really want to leave the property. Thank you Russell and Bev. It was great and we are already thinking about next year.
Stayed 7 nights in Apr 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our annual St Martin stay

We thoroughly enjoy this beautiful villa. Everything was immaculate and well laid out. The complimentary wine, beer and soft drinks as well as snacks were a welcome surprise and these were the most responsive people we have ever rented from. Fantastic view and great accommodations.
Stayed 14 nights in Apr 2022
Tell us how we can improve our siteShare feedback