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The Penthouse at LaSiesta Stunning views in luxurious surroundings!

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Relax by the oceanfront pool surrounded by palm trees and lounge chairs.
Relax in this serene bedroom with a large bed, nightstand, and dresser, offering a balcony with ocean views.
Enjoy stunning ocean views from this beachfront property, surrounded by palm trees and modern architecture.
Enjoy cooking and dining in this well-equipped kitchen with a central island, oven, and microwave.
Enjoy breathtaking sea views from this balcony with a table and chairs, perfect for taking in the sights.

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms3 bathrooms2280 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Pool
  • Washer
  • Barbecue grill
  • Kitchen

Explore the area

Map
Simpson Bay
  • Simpson Bay Beach
    ‪4 min walk‬
  • Flamingo Beach
    ‪2 min drive‬
  • Maho Beach
    ‪4 min drive‬
  • Philipsburg (SXM-Princess Juliana Intl.)
    ‪3 min drive‬

Room options

About the neighborhood

Simpson Bay

On the beach.You'll find Simpson Bay Beach and Kim Sha Beach within a 15-minute walk of this Simpson Bay condo. Paradise Plaza and Hollywood Casino are also within 2 miles (3 km).

What's nearby

  • Simpson Bay Beach - 4 min walk - 0.2 miles
  • Hollywood Casino - 19 min walk - 1.0 mile
  • Kim Sha Beach - 1 min drive - 0.6 miles
  • Flamingo Beach - 2 min drive - 1.2 miles
  • Maho Beach - 4 min drive - 2.3 miles

Getting around

  • Princess Juliana Intl. Airport (SXM) - 14 min drive

Restaurants

  • ‪Buccaneer Beach Bar - ‬17 min walk
  • ‪SkipJack Restaurant - ‬10 min walk
  • ‪Topper's Restaurant & Bar - ‬12 min walk
  • ‪McDonald's - ‬7 min walk
  • ‪Red Piano - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

The Penthouse at LaSiesta Stunning views in luxurious surroundings!

Welcome to The Penthouse At La Siesta, a luxurious 2,280 sq.ft. condominium located directly on the sugary white sands and turquoise waters of Simpson Bay Beach. This Caribbean gem offers deluxe accommodations complete with serene ocean views, gentle lapping waves, and an unspoiled tropical setting. Situated at the center of Simpson Bay and in close proximity to St. Maarten's abundant nightlife, shopping, and world-class dining... much within walking distance.

Our building now has a brand-new elevator and a new generator, both recently installed.

The Penthouse at La Siesta includes 3 handsomely appointed bedrooms with 3 full bathrooms. One master suite overlooks the crystal clear waters below and opens directly onto the large covered balcony via double sliding glass doors. The second master suite and guest suite include private balconies, both with a view of the Simpson Bay Lagoon, full bathrooms and flat screen TVs.

The Penthouse features a large upgraded kitchen with all stainless steel appliances, granite counters, and everything needed to prepare a dinner party for the most discerning guest. Enjoy ocean views while preparing meals or relaxing in the spacious great room. The great room is upgraded with BOSE surround sound and a 50-inch plasma TV. Our spacious deck offers spectacular views of the setting sun and of the mega yachts anchored directly in front.

The La Siesta Residence is comprised of 13 oceanfront units directly on Simpson Bay Beach. The Penthouse is unit A10 perched on the top floor of building A. Guests of the La Siesta Residence enjoy exclusive use of the beachfront pool, outdoor stone shower and lounge area at the back of the residence.

Simpson Bay Beach is a secluded 2 mile stretch of pristine Caribbean paradise, perfect for morning walks, swimming, snorkeling, and romantic evening sunsets.

Your vacation at The Penthouse at La Siesta will allow you to discover all that St. Maarten has to offer, while providing all the conveniences and comforts of a luxury resort.

Come and experience the true meaning of blissful serenity in this rare, one-of-kind residence!


UPDATE: Entire interior of the condo was recently painted and updated with new artwork, new 4 inch mattress toppers on each bed, new towels and linens, tiffany lamps, lighted vainity mirrors in every bathroom, and STARLINK was installed for internet and wifi !!

Property manager

Shane P Matheny

Languages

English

Similar properties

Property amenities

Beach

  • On the beach
  • Beach towels

Pool/Spa

  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • DVD player
  • Smart TV
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Elevator
  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Safe

Location highlights

  • Near a health/beauty spa
  • Near the marina
  • Near the ocean

Things to do

  • Water sports equipment
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • No smoke detector (host has indicated there is no smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,280 square feet

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is no smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a fire extinguisher, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is The Penthouse at LaSiesta Stunning views in luxurious surroundings! to the airport?

This condo is 2.5 mi (14-min drive) away from the Princess Juliana Intl. Airport (SXM) airport, the closest popular airport to the property.

Does The Penthouse at LaSiesta Stunning views in luxurious surroundings! have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is The Penthouse at LaSiesta Stunning views in luxurious surroundings! to the beach?

This condo is on the beach. Don't forget your sunscreen!

Does The Penthouse at LaSiesta Stunning views in luxurious surroundings! offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at The Penthouse at LaSiesta Stunning views in luxurious surroundings!?

No, there is no casino at this condo, but Paradise Plaza (2-min drive) and Hollywood Casino (3-min drive) are nearby.

Is there free parking at The Penthouse at LaSiesta Stunning views in luxurious surroundings!?

Free parking is not available at this condo.

Does The Penthouse at LaSiesta Stunning views in luxurious surroundings! have a pool?

This condo features an outdoor pool.

Does The Penthouse at LaSiesta Stunning views in luxurious surroundings! have a spa?

There are no spa services available at this condo.

How close is The Penthouse at LaSiesta Stunning views in luxurious surroundings! to downtown Simpson Bay?

This condo is 0.1 mi away from Simpson Bay.

The Penthouse at LaSiesta Stunning views in luxurious surroundings! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 51 out of 53 reviews
Rating 8 - Good. 1 out of 53 reviews
Rating 6 - Okay. 1 out of 53 reviews
Rating 4 - Poor. 0 out of 53 reviews
Rating 2 - Terrible. 0 out of 53 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Julie D.

Liked: Cleanliness

Family time

I can't even begin to say how happy we were with this property! The condo was absolutly beautiful and the views were just breathtaking. Pictures did not even capture the beauty! The owner Sharon quickly responded to all my questions. We will definitely go back and i highly recommend this rental!
Stayed 4 nights in Mar 2024

10/10 Excellent

Brendan D.

Liked: Cleanliness

Beautiful Accommodations, Beautiful Views, Close to Everything

First time back since 3/16, and couldn’t have chosen a better location. Sharon provided great information from the time of our booking until after checkout. We really appreciated her comments. The bedrooms were very spacious, and as indicated nice views, one with beach views, the other with bay and Mountain View. The condo is well equipped with everything one needs, fridge and cabinets full of condiments one usually has to go shopping for. Simpson Bay Beach is a very nice beach, very swimmable with a couple beach bars/restaurants north, and a new bar/restaurant south, all very walkable. Anyway, we’re ready to book for next year, we just need to wait for the airlines schedules⛱️😁
Stayed 8 nights in Mar 2024

10/10 Excellent

Richard C.

Liked: Cleanliness

Stunning Views

We loved staying at the penthouse. It was spacious and had everything we needed for our stay. The views out of the master bedroom and livingroom were stunning. We loved watching the kattamarans, yachts, and cruise ships from our covered deck.
Stayed 14 nights in Jan 2024

10/10 Excellent

Chloe M.

Liked: Cleanliness

Best vacation spot ever

Everything about this place is magical. The views, the location, the comfort of the condo. I came over Christmas with my family and it was one of the best vacations of our lives. We will 100% be back!!! Thanks for sharing your beautiful condo with us Sharon, it’s phenomenal.
Stayed 7 nights in Dec 2023

10/10 Excellent

Jeff M.

Liked: Cleanliness

Beautiful View

Absolutely tremendous View of the boats coming in to go thru the Draw Bridge spectacular scenery close to lots of activities
Stayed 7 nights in Dec 2023

10/10 Excellent

Jeff C.

Liked: Cleanliness

Vacation

Loved the Condo it was perfect!!!
Stayed 7 nights in Nov 2023

10/10 Excellent

Brigitte R.

Liked: Cleanliness

Graduate Vacation

We enjoyed staying here. Communication with host was great! Very clean and close to everything in Simpson Bay. Only issue we had was water pressure so only one person at a time was able to shower. The host tried what they could to fix the problem. Great place to stay with the family!!
Stayed 8 nights in May 2023

10/10 Excellent

Brenda S.

Liked: Cleanliness

Excellent property with stunning views!

We were definitely pleased with this amazing property! The views of Simpson Bay sold the condo, but the rental itself is just beautiful! Everything you may need is provided - all linens and paper goods, plenty of cookware and even spices. The condo is beautifully furnished. The owner was prompt to respond when I had questions, and as a bonus, there is a security guard on site. I definitely recommend this property in a great location.
Stayed 5 nights in Apr 2023

10/10 Excellent

Linda P.

Liked: Cleanliness

Memorable

The penthouse at La Siesta was even better than described in the listing. The location is incredible. We did rent a car to see more of the island but every need is within walking distance. The views from every room are breathtaking. We were a family of 8. Everyone had their own space and we enjoyed the vast common space. We will miss early morning coffee and bay views on the beautiful balcony as well as early evening sunsets. The penthouse was spotless when we arrived. Thank you Marcia for the midweek “refresh”! We had planned most dinners out but could have easily made home meals as the kitchen is equipped with everything needed. There is an added bonus of beach towels, toys and even snorkeling equipment. We all felt right at home. This could not have been a more welcoming and comfortable stay.
Stayed 7 nights in Apr 2023

10/10 Excellent

Suzanne G.

Liked: Cleanliness

Spectacular Views and exceptional accommodations

We planned a "girls week" to SXM and everything exceeded our expectations. Sharon was very responsive to our questions and requests. The Villa was perfect in every way, location, views, comfort etc. Highly recommend staying here. We will be back!
Stayed 6 nights in Mar 2023

6/10 Okay

marty b.

Liked: Cleanliness

The Browns atay

The location wasn’t great. The first day of check the cleaning lady was still there. We were not able to get in comfortably until she was done. About 1.5 hours late.
Stayed 7 nights in Mar 2023

10/10 Excellent

Dennis G.

Liked: Cleanliness

Great choice, no regrets

Only difficulty was being unable to contact owner because I kept getting an error (invalid sender address) when texting.
Stayed 14 nights in Feb 2023

10/10 Excellent

Patrick M.

Liked: Cleanliness

Great views

We were very impressed with the property great views; great access to the beach Outstanding communication with the host
Stayed 7 nights in Feb 2023

10/10 Excellent

Jess E.

Liked: Cleanliness

Great views and great location

We had an amazing time, we were able to walk to plenty of restaurants and bars.
Stayed 7 nights in Jan 2023

10/10 Excellent

cindy j.

Liked: Cleanliness

Couldn’t have asked for more!! Fabulous location, amazing view, well appointed and overall perfect!

This property is beyond amazing. The views from each bedroom are spectacular. From the mountains to the beautiful blue waters of the sea every corner of this condo is unforgettable. Our family of five so enjoyed this vacation. The location of the condo on the island of Saint Martin is perfect. We did rent a car for the duration of our trip - which I highly recommend! The close proximity to the airport is perfect! The pool and the beach area were beautiful. The bar and the kitchen were just perfect. Beach towels, a small cooler, snorkel gear and floats were so nice to have! It’s just the perfect home away from home! Beyond amazing! We will be back!!
Stayed 6 nights in Jul 2022

10/10 Excellent

Greg B.

Liked: Cleanliness

Penthouse At La Siesta IS A 10 Plus ! ( 5/ 22 )

If your looking for a vacation condo on Sint Marrten , LOOK NO FURTHER !!! The Penthouse at La Siesta is Absolutely Remarkable Our family of 4 adults ,which spent 14 days had the greatest time here . The Views from the Huge Balcony ( which has a Weber Gas Grill ) are Incredible ! The Sunsets are Spectacular . The VRBO photos do not do this condo Justice ! This place is HUGE !! Plus it has a PRIVATE POOL ! Sharon Willis ( the owner ) answered every question we had with in a matter of MINUTES ! The Only down side to the Building Property was that the Elevator needs some Maintenance as it did not work all the time .. Other then that I would give this condo a 10 + Thank You Mike & Sharon for a Wonderful Vacation Greg & Annie , Toni , Jackie
Stayed 13 nights in May 2022

10/10 Excellent

Michael L.

Liked: Cleanliness

Fantastic!

Everything was perfect. Everyone in the family, including 3 kids (8,5, and 1) and my parents (75+), enjoyed our 10 day stay. The apartment had everything we needed. Location is great, the neighborhood feels very safe, and the views are stunning. Even in April (spring break) we had the pool almost exclusively to ourselves. Sharon responded very quickly to all our questions and had great recommendation for us. The ocean floor right in front is a bit rough, but you can walk literally one minute to your right where everything is perfect. The airport nearby is not an issue at all. There are no flights before 8am or after 8pm and it's fun to watch the planes for both kids and adults.
Stayed 11 nights in Apr 2022

10/10 Excellent

Erin S.

Liked: Cleanliness

Wonderful Stay on the Island!

First of all, Sharon was a gem to work with. She sent emails, a welcome packet in the mail, and answered all of my questions for our first trip to the island. The condo was clean and very stocked and the views were stunning!! It was very helpful to have the property cleaned mid-week, as the sand got overwhelming quickly (this happens with 4 kids!). We also really appreciated the ample stock of beach towels and beach gear (sand toys, snorkel gear, etc). The pool area was fantastic and never crowded. As for the beach, the area adjacent to the condo didn't offer much, as the waves came up to the seawall. We needed to walk a bit farther down the beach to have space to lay. We often walked down to Mary's Boon for their chairs, food/drinks, and overall good vibe. The Simpson Bay area had more than everything that we needed and the Penthouse at La Siesta was lovely! I highly recommend!
Stayed 7 nights in Dec 2021

8/10 Good

Cathy L., Green Bay, Wisconsin

Liked: Cleanliness

Simply beautiful

So clean and well maintained from outside to inside. Gorgeous views, nice pool, within walking distance to many restaurants. Would highly recommend this, no hesitations.
Stayed 7 nights in Feb 2020

10/10 Excellent

Mark H., edina

Liked: Cleanliness

The property was as advertised.

We loved the condo, the location and everything else about the place. We would not hesitate to come back. Sharon and Mike were very attentive to any issues we may have had.
Stayed 7 nights in Feb 2020

10/10 Excellent

Alexander L.

Liked: Cleanliness

La Siesta is awesome

We absolutely enjoyed our stay at La Siesta. Look no further, this is where you want to stay in St Maarten. The location is perfect, Simpson Bay is a great beach and you are right on it with breathtaking views + a pool. The accommodations are everything you could ask for; very clean, well stocked kitchen for any meals in, and beach toys for kids. The owners are very helpful and accommodating. Make this your “home base” for your stay in St Maarten, explore the island...you will love it.
Stayed 7 nights in Jun 2019

10/10 Excellent

Marsha N.

Liked: Cleanliness

A vacation to remember.

The penthouse apartment was great. It was supplied with everything we needed and more. On the back deck they even had toys and snorkel items that came in real handy. We had a party of 6, 4 adults and 2 children. The apartment was perfect. We felt more as guest then tenants. Thank you so much for a wonderful trip. We will be back.
Stayed 9 nights in May 2019

10/10 Excellent

Kerry M.

Perfect Condo, gorgeous view!

This condo is perfect, it has everything and I mean everything you could think of! Fab kitchen, dish washer, washer and dryer, beach chairs, toys etc. Hugh patio for morning coffee and watching sunsets. We walked to restaurants, beach bars and liquor stores. Assigned parking and a very nice night security man! We always felt very safe! Definitely recommend to anyone wanting to spend a week in St Maarten!
Stayed 8 nights in Feb 2019

10/10 Excellent

Rachel H., Charlotte, NC

I could not have asked for anything more.

If you are looking at this review, the #1 thing I want you to know is that St. Martin is thriving again after Hurricane Irma took her best shot at the island. We had no issues with transportation, tourism, shopping, sight-seeing, etc. My family & I have been coming to St. Martin for almost 10-years & we were able to do everything that we wanted to do while in St. Martin in December of 2018. Maho Beach is just as great as it always was! Phillipsburg was great, as usual. Stop by Ballerina Jewelers & see Ravi – he will offer you something “almost free!” ;-) The #2 thing that I want you know is that if you’re looking at this rental, BOOK IT! You will not be disappointed! The booking process with Sharon & John was a breeze. I was mailed a welcome packet prior to our arrival with any information that I could possibly need. We did not utilize the parking spot, but it was right in front of the building if we did want to use it. In my opinion, St. Martin drivers are a little different, so I wouldn’t want to rent a car on the island, but that’s just me. We have never had any trouble getting where we’re going using the local bus system or local taxi’s. The bus only costs $1.50 per person, so you can’t go wrong! We’ve also never felt over-charged getting a taxi. You can walk to everything you would need. We walked to markets/grocery stores for anything we needed. Since you are walking, it would be wise to take your own bags with you if you intend to buy a lot of stuff at the grocery store or market. We walked to all meals every day. I highly recommend The Karakter (short walk on the beach) for meals or drinks. I also recommend Isola, Toppers, Pineapple Pete’s, The Greenhouse & The Buccaneer, which are just a short walk away. One of the best things about this condo is that it was filled with perks. (shampoo, conditioner, sunscreen, shaving cream) They had all kinds of pool noodles, goggles, flippers, etc. for swimming. The TV was already hooked up to Netflix. The WiFi had no trouble with like 10 devices hooked up to it. Huge bin of dishwashing detergent so that we could run the dishwasher as many times as needed. Another super nice thing is that the people before us left some beers in the fridge, which you’re encouraged to leave what you don’t use. We had a bunch of stuff leftover when we left (beers, sodas, bottled waters, etc.) & we left it all there for the next guests! Thank you for a great rental! We will definitely rent again! We loved it! Thank you!
Stayed 7 nights in Dec 2018

10/10 Excellent

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Southern NH Vacationers

We recently spent an absolutely wonderful week in this great beach house in Rye. It is convenient to everything, has an excellent ocean view right outside your windows, a wonderful front yard overlooking the ocean, has a beautiful beach just moments away, is very comfortable and clean, and has all the accomodations you would need for an excellent vacation. Our young grandson had a great second vacation with us. The owner's customer service was excellent and friendly. The hardest part of the week was leaving on Saturday! Hope to return in 2010.