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Simpson Bay
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Cottages, Villas, Apartments in Simpson Bay
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Kid friendly (106)
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Distance from
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158 rentals
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Affordable Luxury~Sea Belle Villa on Simpson Bay St Maarten~Beachfront with Pool
83 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Villa Carisma, Fabulous Beachfront, 2 Bedroom, 2 Bath
69 reviews
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2 bedrooms
2 bathrooms
Sleeps 4
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#1 Beach House on the Ocean with Private Pool, HGTV Villa Incognito
52 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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'BOOKING HIGH SEASON' WORK & STUDY WITH VIEW OF BEAUTIFUL SUNSETS & CARIBBEAN
34 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
23 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
48 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV
42 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
52 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Beach Front Property Ideal for Large Groups of Friends & Family
28 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
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Introducing 'Le Bleu'...contemporary elegance at its best
22 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
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Beach Penthouse - Full refund for all reservations till November 2020
41 reviews
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
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Bella Mare! Beach Front, Ground Floor & Luxurious
22 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Spectacular ocean view apartment on the beach in the heart of Simpson Bay
32 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Beachfront, Ground Floor, Affordable...crystal clear water
34 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Le Papillon on the beach
27 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Beach Front Ground Floor Luxury, 2 Bedroom Condo
24 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Beach Front Property In Beacon Hill St. Maarten
26 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
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Modern and Luxurious ... Directly on the Beach
21 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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SPECTACULAR 2 BEDROOMS, 2 1/2 BATHROOMS BEACH FRONT UNIT ON SIMPSON BAY
53 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
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Beachfront Ground Floor 2 Bedroom 2 Bath Condo. Completely Renovated Jan. 2021.
36 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Perfect beach front location� 2 bedroom Loft, 2.5 Baths
13 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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TOP OF THE ART PENTHOUSE - luxury on the beach
8 reviews
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
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Beautiful, New & Beachfront ....'Island Mermaid'
10 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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UNBRIDLED: Beachfront & Elegance in Simpson Beach's Newest Complex
15 reviews
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
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Five Star Luxury Beachfront Condo With Direct Beach Access and Private Hot Tub
12 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
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fab new 1 bed 1 bath with extras
10 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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bel appartement entierement équipé avec piscine
14 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Studio Simpson Bay Yacht Club
9 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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lovely two bed two bath with all amenities
10 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Studio on the water in the Simpson Bay Yacht Club
7 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Newly renovated, full Studio Appartment, in Top Location walking distance
6 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Le Papillon - Modern Luxurious Beachfront Unit, extra clean, stunning view
5 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Apartment in Simpson Bay Yacht Club located on the water
5 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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2BR-Oceanfront-Royal Palm
4 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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nice , solid , safe, and fabulous location one bed /one bath
6 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!
8 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Simpson Bay Beach Modern Luxury Ocean View Private Roof Deck 360° views WIFI
3 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Apartment on the beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
3 reviews
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
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5 Stars luxury on the beach
3 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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BEACHFRONTBLISS
2 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Villa Jade Pelican Key
2 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!
4 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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The Sapphire: Pearl Suite - Peace of mind!
2 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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BEACH FRONT Lovely Spacious 2BR 2.5 Bath Simpson Bay (THE SAND CASTLE)
2 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 5
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A2 Condo on the Beach at La Siesta
3 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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RENDEZVOUS...A fabulous 2 BR contemporary 2 BR condo unit on a great beach!
3 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Popular Beachfront property/ Barefoot in SXM
1 review
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Catamaran - Fully-Crewed & All-Inclusive - St. Martin, Caribbean
1 review
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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1 Bed Luxury Condo
1 review
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Frequently Asked Questions about Simpson Bay
Do any holiday rentals in Simpson Bay have a pool?
Yes, here are some popular holiday rentals in Simpson Bay that have a pool:\n
\n
UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!
\n
ST TROPEZ... amazing views of the Caribbean Sea from this lovely villa in Pelica
\n
ROYAL PALM BEACH #101 ... 3 BR beachfront resort! Close to restaurants & shoppi
\n
\n
See all holiday rentals with a pool in Simpson Bay on Tripadvisor
Do any holiday rentals in Simpson Bay have internet access?
Yes, here are some popular holiday rentals in Simpson Bay that have internet access:\n
\n
UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!
\n
ST TROPEZ... amazing views of the Caribbean Sea from this lovely villa in Pelica
\n
ROYAL PALM BEACH #101 ... 3 BR beachfront resort! Close to restaurants & shoppi
\n
\n
See all holiday rentals in Simpson Bay on Tripadvisor
What are the best pet friendly rentals in Simpson Bay?
The best pet friendly rentals in Simpson Bay are:\n
\n
UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!
\n
ST TROPEZ... amazing views of the Caribbean Sea from this lovely villa in Pelica
\n
ROYAL PALM BEACH #101 ... 3 BR beachfront resort! Close to restaurants & shoppi
\n
\n
See all pet friendly holiday rentals in Simpson Bay on Tripadvisor
What are some great rentals in Simpson Bay that are kid friendly?
Some of the most popular kid friendly rentals in Simpson Bay are:\n
\n
UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!
\n
ST TROPEZ... amazing views of the Caribbean Sea from this lovely villa in Pelica
\n
ROYAL PALM BEACH #101 ... 3 BR beachfront resort! Close to restaurants & shoppi
\n
\n
See all kid friendly holiday rentals in Simpson Bay on Tripadvisor