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Pet Friendly Holiday Rentals in Simpson Bay

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17 rentals in Simpson Bay.
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Oceanfront amazing 2 BR Villa
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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Enjoy quality time with friends and family in the spacious living room
Balcony
Each bedroom comes with ensuite bathroom
BEACHFRONT DESIGN VILLA - CAN BE RENTED WITH A NEXT DOOR 4 BR VILLA
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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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, Pet friendly
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*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, Pet friendly
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SURFSONG VILLA- LUXURY WATER FRONT VILLA-6 BEDROOMS
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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The Sand Bar Condo
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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The Best Little Beach Bar Condo in Maho
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps, Pet friendly
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COLONY MANOR GUEST COTTAGE II... Romantic hideaway right on Simpson Bay Beach!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Oceanfront Villa Tara
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Maho Beach Escape
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Save time - get the best Simpson Bay rentals sent straight to your email!
Aquamarine Guest Suite
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps, Pet friendly
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Sunset Beach Condo
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps, Pet friendly
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3 Bedroom Beachfront Villa with Pool
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps, Pet friendly
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La Madrague à Deux pas de la Plage
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Bahia Villa 3
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Villa Bonjour water front villa next to Maho
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Simpson Bay Ocean View - Deluxe 1 Bedroom Condo!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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ANCHOR HOUSE - DIRECT OCEANFRONT - Luxury & Modern Style
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront villa on Sint Maarten with pool. 3BR, 3 bath. Reduced rates for 2017
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Villa Carisma, Fabulous Beachfront, 2 Bedroom, 2 Bath
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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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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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Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Top of the art penthouse on the beach - 4000 sq. ft of luxury
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
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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"STUNNING VIEW OF THE BEAUTIFUL CARIBBEAN" THANKSGIVING AVAILABLE - IT'S MAGICAL
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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VILLA HARMONY HAVEN at AQUA. Brand new condo overlooking Simpson Bay Beach.
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
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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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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Oceanfront amazing 2 bedrooms Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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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Perfect beach front location� 2 bedroom+ Loft, 2.5 Baths.
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
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
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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Modern and Luxurious ... Directly on the Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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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Beachfront & Poolfront 2br ground floor directly on Simpson Bay Beach. BLISSFUL!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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TOP OF THE ART PENTHOUSE
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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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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fab 1 bed 1 bath with extras
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Studio Simpson Bay Yacht Club
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sea View * La Siesta, Simpson Bay, St. Maarten, N.A.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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lovely two bed two bath with all amenities
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Sleeps 4 ppl. Directly ON beach, no walk necessary; gated w underground parking!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Studio on the water at the Simpson Bay Yacht Club
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*NEW LISTING* *OCEAN EDGE* - DIRECT OCEANFRONT - Luxury & Modern Style
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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2BR-Oceanfront-Royal Palm
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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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