Simpson Bay Holiday Rentals
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158 rentals in Simpson Bay.
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Affordable Luxury~Sea Belle Villa on Simpson Bay St Maarten~Beachfront with Pool
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Villa Carisma, Fabulous Beachfront, 2 Bedroom, 2 Bath
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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#1 Beach House on the Ocean with Private Pool, HGTV Villa Incognito
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'BOOKING HIGH SEASON' WORK & STUDY WITH VIEW OF BEAUTIFUL SUNSETS & CARIBBEAN
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beach Front Property Ideal for Large Groups of Friends & Family
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Introducing 'Le Bleu'...contemporary elegance at its best
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Beach Penthouse - Full refund for all reservations till November 2020
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Bella Mare! Beach Front, Ground Floor & Luxurious
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spectacular ocean view apartment on the beach in the heart of Simpson Bay
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beachfront, Ground Floor, Affordable...crystal clear water
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Le Papillon on the beach
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beach Front Ground Floor Luxury, 2 Bedroom Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Beach Front Property In Beacon Hill St. Maarten
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Modern and Luxurious ... Directly on the Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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SPECTACULAR 2 BEDROOMS, 2 1/2 BATHROOMS BEACH FRONT UNIT ON SIMPSON BAY
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Beachfront Ground Floor 2 Bedroom 2 Bath Condo. Completely Renovated Jan. 2021.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect beach front location� 2 bedroom Loft, 2.5 Baths
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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TOP OF THE ART PENTHOUSE - luxury on the beach
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
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Beautiful, New & Beachfront ....'Island Mermaid'
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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UNBRIDLED: Beachfront & Elegance in Simpson Beach's Newest Complex
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Five Star Luxury Beachfront Condo With Direct Beach Access and Private Hot Tub
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
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fab new 1 bed 1 bath with extras
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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bel appartement entierement équipé avec piscine
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Studio Simpson Bay Yacht Club
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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lovely two bed two bath with all amenities
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Studio on the water in the Simpson Bay Yacht Club
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Newly renovated, full Studio Appartment, in Top Location walking distance
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Le Papillon - Modern Luxurious Beachfront Unit, extra clean, stunning view
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Apartment in Simpson Bay Yacht Club located on the water
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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2BR-Oceanfront-Royal Palm
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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nice , solid , safe, and fabulous location one bed /one bath
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Simpson Bay Beach Modern Luxury Ocean View Private Roof Deck 360° views WIFI
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Apartment on the beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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5 Stars luxury on the beach
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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BEACHFRONTBLISS
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Villa Jade Pelican Key
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Sapphire: Pearl Suite - Peace of mind!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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BEACH FRONT Lovely Spacious 2BR 2.5 Bath Simpson Bay (THE SAND CASTLE)
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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A2 Condo on the Beach at La Siesta
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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RENDEZVOUS...A fabulous 2 BR contemporary 2 BR condo unit on a great beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Popular Beachfront property/ Barefoot in SXM
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Catamaran - Fully-Crewed & All-Inclusive - St. Martin, Caribbean
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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1 Bed Luxury Condo
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Frequently Asked Questions about Simpson Bay
- 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
- 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
- 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
- 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