Vacation rentals in Simpson Bay Beach

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Top-rated vacation rentals in Simpson Bay Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Simpson Bay

4.96 out of 5 average rating, 96 reviews

Simpson Bay Beach Apartment. Topdeck. Ocean View

Modern 1 bedroom luxury apartment detached from the main house. Marble floors throughout. All stainless appliances in a full size kitchen. Granite counter top. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available. Roof deck with grill, fridge and sink

Sep 16 – 23

€ 147 per night
Superhost

Guesthouse in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 54 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

Aug 8 – 15

€ 108 per night
Guest favorite

Condo in Simpson Bay

5.0 out of 5 average rating, 53 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Dec 1 – 8

€ 869 per night

Popular amenities for Simpson Bay Beach vacation rentals

Other great vacation rentals in Simpson Bay Beach

Guest favorite

Apartment in Simpson Bay, Sint Maarten

4.96 out of 5 average rating, 93 reviews

Top of the art penthouse

Dec 7 – 14

€ 749 per night
Guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 5 reviews

Coco Beachside Duplex

Sep 22 – 29

€ 373 per night
Guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 44 reviews

HARMONY HAVEN on Simpson Bay Beach Beacon Hill

Jul 6 – 13

€ 924 per night
Superhost

Apartment in Simpson Bay

4.94 out of 5 average rating, 94 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

Aug 7 – 14

€ 198 per night
Guest favorite

Condo in Simpson Bay

4.96 out of 5 average rating, 71 reviews

Five Star Luxury Beachfront Condo Private Hot Tub

Oct 3 – 10

€ 479 per night
Guest favorite

Home in Simpson Bay

5.0 out of 5 average rating, 10 reviews

Beach cottage in Simpson bay

Dec 5 – 12

€ 142 per night
Guest favorite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 12 reviews

Beachfront Caribbean Breeze in Paradise, SXM

Jun 9 – 16

€ 353 per night
Guest favorite

Condo in Simpson Bay

5.0 out of 5 average rating, 15 reviews

Beachside Escape

Sep 25 – Oct 2

€ 388 per night
Guest favorite

Home in Simpson Bay

5.0 out of 5 average rating, 66 reviews

Villa Blue View .. stunning views of endless sea!

Jun 24 – Jul 1

€ 741 per night
Guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 11 reviews

Vista Blue-Newly Renovated

Oct 3 – 10

€ 442 per night
Guest favorite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 21 reviews

Beachfront 2 BDR modern condo

Sep 27 – Oct 4

€ 305 per night
Guest favorite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 26 reviews

OCEAN FRONT Steps From BEACH!

Aug 3 – 10

€ 291 per night

Destinations to explore