Condo

The Penthouse at LaSiesta ~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN

Massive covered patio with unforgettable views

Grill and outdoor dining area with your window to the World

Watch sailing vessels in and out of the Bay & anchor in front of your Penthouse

Double sliding glass doors open the ENTIRE master bedroom to the Caribbean Ocean

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms3 bathroomsSleeps 62280 sq ft

Popular amenities

Parking available
Dryer
Pool
Washer
Barbecue grill
Kitchen

Explore the area

Simpson Bay

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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 3

1 King Bed

Master Bedroom 1 - Oceanside

1 King Bed

Master Bedroom 2 - Bayside

1 King Bed

3 bathrooms

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Master Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Master Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio

Kitchen

Balcony

Dining area

About this property

The Penthouse at LaSiesta ~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN

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!

Property manager

Shane P Matheny

Languages

English

Add dates for prices

Amenities

Pool

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

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Pool
Kitchen
Washer
Dryer

House Rules

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Always use the outside shower near the pool when returning from the beach and rinse all snorkeling, beach items, and footwear using shower and hose.

Do not rinse anything sandy in kitchen sink, showers or put in washing machine - this has caused serious issues in the past!

Day of your departure, dispose of any kitchen waste / trash that may still remain. Property trash bins are located in vacant lot between 2 buildings.

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

On-site parties or group events are strictly prohibited

Long-term renters welcome

Host has indicated that there are no carbon monoxide detectors or gas appliances on the property

Host has indicated that there is no smoke detector on the property

Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Simpson Bay

Located in Simpson Bay, this condo is on the beach. The area's natural beauty can be seen at Maho Beach and Mullet Bay Beach. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby.

Simpson Bay

What's nearby

Simpson Bay Beach - 4 min walk - 0.4 km
Kim Sha Beach - 10 min walk - 0.9 km
Hollywood Casino - 15 min walk - 1.3 km
Flamingo Beach - 16 min walk - 1.4 km
Maho Beach - 4 min drive - 3.7 km

Getting around

Philipsburg (SXM-Princess Juliana Intl.) - 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

Frequently asked questions

Does The Penthouse at LaSiesta ~~~~~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN~~~~ have a pool?

Yes, this property has an outdoor pool.

Is The Penthouse at LaSiesta ~~~~~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN~~~~ pet-friendly?

No, pets are not allowed at this property.

Where is The Penthouse at LaSiesta ~~~~~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN~~~~ located?

Nestled on the beach, this Simpson Bay condo building is 0.2 mi (0.3 km) from Simpson Bay Beach and 2.4 mi (3.9 km) from Maho Beach. Kim Sha Beach and Flamingo Beach are also within 1 mile (2 km).

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.4/10

Location

10/10

Listing accuracy

10/10 Excellent

Jess E.

4 Feb, 2023

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

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

Jeff C.

3 Dec, 2023

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

Vacation

Loved the Condo it was perfect!!!

Stayed 7 nights in Nov 2023

10/10 Excellent

Jeff M.

14 Dec, 2023

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

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

Patrick M.

18 Feb, 2023

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

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

Richard C.

2 Feb, 2024

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

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.

1 Jan, 2024

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

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

Julie D.

2 Apr, 2024

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

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

Suzanne G.

1 Apr, 2023

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

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

10/10 Excellent

Brigitte R.

13 Jun, 2023

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

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

8/10 Good

Cathy L.

8 Mar, 2020

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

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.

15 Feb, 2020

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

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

Brenda S.

8 May, 2023

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

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

Alexander L.

4 Jul, 2019

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

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

This review was submitted before 2018 and has not been verified.

10/10 Excellent

tanny h.

9 Apr, 2015

Another great vacation--------------------

This was our 3rd stay at the penthouse condo and again it was awesome!!! Everything is just perfect, including the weather! The upkeep on the condo makes it an immaculate place to stay. We did miss the fish that had always been on the patio table--what happened?

10/10 Excellent

Brendan D.

12 Mar, 2024

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

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

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Nancy M.

10 Mar, 2014

LaSiesta Penthouse

Recently returned from a fabulous week at the LaSiesta Penthouse in St. Maarten. This condo is one of the most beautiful and well appointed condos we have ever encountered. The views and sunsets were breathtaking. Condo was very convenient to everything. Food was great and with a variety of restaurants. Owners were wonderful to work with and most helpful. We highly recommend this condo to anyone planning a trip to St. Maarten.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Dan K.

3 May, 2017

Surpassed all expectations

The photos do not do this property justice. The large balcony off the living room provides a spectacular view of Simpson Bay. This rental has all the amenities of home. Sharon, the owner was a pleasure to work with and very accommodating. I definitely look forward to visiting this "home away from home" again.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

25 Jul, 2009

Beautiful house worth every penny!

If you like being directly on the water, this house is for you! You truly have the best of both worlds - green, grassy lawn and a sandy beach a few steps away. We just returned from a week's stay and we didn't want to leave. The house looks as good in person as it does in the pictures posted on this site. You will not be disappointed. We can't wait to go back next year!!!

10/10 Excellent

Kerry M.

26 Feb, 2019

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

Marsha N.

4 Jun, 2019

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

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

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Jan U.

29 Dec, 2016

Amazing property, quiet and close to everything

This was a wonderful week in a simply spectacular condo and we would, and will, love to stay there again. The unit has everything in it you could ever need, everything is high quality and well cared for. The location is 5 minute walk to great restaurants & shopping as well as public transportation (we did not rent a vehicle). The views are spectacular from the balcony and the beach is quiet - you do need to walk a short way to enter the ocean to avoid the rocks out front. Sharon is friendly responsive and very helpful with all the details.

10/10 Excellent

Dennis G.

7 Mar, 2023

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

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

Rachel H.

28 Jan, 2019

Awesome family vacation

My family of 6 just spent a week st the penthouse at La Siesta in St Maarten. The condo was very spacious and well appointed. Each bedroom having its own bathroom was very convenient.The kitchen was fully equipped with everything we needed . The view from the patio was spectacular especially at sunset. The location of the condo was close to all the restaurants in Simpson Bay and the Airport. The owner Sharon Willis was very helpful throughout the whole rental process and provided a lot of valuable information about the island. I would highly recommend the Penthouse at La Siesta

This review was submitted before 2018 and has not been verified.

10/10 Excellent

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22 Jul, 2009

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.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

10 Mar, 2011

Wow!

We rented this beautiful property for one week. We enjoyed it so much that we saved money - by not going out to restarants! We preferred to cook and eat on the deck overlooking Simpson Bay, listening to the waves. The condo had everything that one would want and then some. It was absolutely spotless, high end decor and only 2 blocks away from a large grocery store. There isn't a negative thing to say about the property and very difficult to suggest any improvements.

About the host

Hosted by Shane P Matheny

From: Austin, Texas, Live Music Capital of the World.

Avid traveler, explorer and scuba diver...

Why they chose this property

Simpson Bay is the heart of Sint Maarten, centrally located and surrounded by fun, food, relaxation and Caribbean vibes.

What makes this property unique

3 Bedrooms are very rare in the area, but being on the Penthouse level is even more unique. Also, very few properties have a pool on this beach, so dive right in for a one-of-a-kind location and experience...

Languages:

English

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The Penthouse at LaSiesta ~~~~~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN~~~~

Photo gallery for The Penthouse at LaSiesta ~~~~~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN~~~~

Reviews

Popular amenities

Explore the area

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 3

Master Bedroom 1 - Oceanside

Master Bedroom 2 - Bayside

3 bathrooms

Bathroom 3

Master Bathroom 1

Master Bathroom 2

Spaces

About this property

The Penthouse at LaSiesta ~~~~~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN~~~~

Property manager

Languages

Add dates for prices

Amenities

Have a question?

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House Rules

Children

Events

Pets

Smoking

Important information

You need to know

About the area

Simpson Bay

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

9.8/10

10/10

9.4/10

10/10

Reviews

10/10 Excellent

Jess E.

Great views and great location

Jess E.

10/10 Excellent

Jeff C.

Vacation

Jeff C.

10/10 Excellent

Jeff M.

Beautiful View

Jeff M.

10/10 Excellent

Patrick M.

Great views

Patrick M.

10/10 Excellent

Richard C.

Stunning Views

Richard C.

10/10 Excellent

Chloe M.

Best vacation spot ever

Chloe M.

10/10 Excellent

Julie D.

Family time

Julie D.

10/10 Excellent

Suzanne G.

Spectacular Views and exceptional accommodations

Suzanne G.

10/10 Excellent

Brigitte R.

The Penthouse at LaSiesta ~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN

Photo gallery for The Penthouse at LaSiesta ~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN

The Penthouse at LaSiesta ~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN