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Sint Maarten Rentals with Pools

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1,008 Houses in Sint Maarten with pools

1 Bdrm Condo with Superlative Views of St. Barts

Philipsburg apartment

1 bedroom / 2 bathrooms / sleeps 5

Match: Swimming pool

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Price per night from

$231

THE CLIFF

Cupecoy Bay condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 16 minutes

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Price per night from

$202

2BR-Oceanfront-Royal Palm

Simpson Bay condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$455

VistaRoyale - Private pool and breathtaking view

Philipsburg apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Amazing view !!” This is our tenth year staying at VistaRoyale and we don't want to go anywhere else. It has to be one of the most spectacular views on the planet. Every morning you wake up to arriving cruise ships, beautiful rainbows after a morning shower, the brilliant color of the waters in the bay. And your own private infinity pool, veranda and palm tree. New cabinets, appliances and countertop this year really upgraded the kitchen. It is a perfect property to get away, relax, and unwind. The new owners are easy to deal with and very accessible. Can't wait to return!

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$260

Cupecoy Beach Club Unit 208 Deluxe Hotel Room

Cupecoy Bay private room

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$173

DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO

Philipsburg apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 22 minutes

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Price per night from

$658

Beautiful beachfront at The Villas On Great Bay

Philipsburg villa

2 bedrooms / 4 bathrooms / sleeps 6

“Super holiday at the Great Bay” Unfortunatly we have left Villa nr 2 past sunday after 12 wonderfull days! After the confirmation of our reservation we have never had a single doubt on this piece of heaven on earth, but it even exceeded all expectations!! Verry happy to stay here once more and already looking forward to that. This place is relaxing but has all comforts of a fully equiped villa on the other hand as well. Both Jim and Gina (on-site managers) do their very best to make the stay as comfortable as possible.

Responds fast! avg. 17 minutes

Match: Swimming pool

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Price per night from

$260

TARA... Affordable oceanfront villa, walk to beach

Simpson Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$662

Ocean Club at Copecoy in St Maartens

Cupecoy Bay studio

Studio / 1 bathroom / sleeps 2

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Price per night from

$140

Beautiful Condo for rent in St-Martin / Beautiful condo for rent in St-Martin

Philipsburg apartment

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$576

CORFU... Penthouse w/ Private Pool at Porto Cupecoy, St Maarten

Cupecoy Bay apartment

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$403

Spacious 1 BR Condo, Ocean Views, Maho, St Maarten

Maho apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$159

Tranquil Settings, Porto Cupecoy (1 Bedroom)

Cupecoy Bay apartment

2 bedrooms / 2 bathrooms / sleeps 2

“This is the best unit we have seen in Porto Cupecoy - you will l” We are in the middle of our stay, and just love this unit. This is our 5th trip to Porto Cupecoy, and each time we have stayed in a different unit. If available we will always come back to this one from now on! The decor is beautiful, owner uses the word tranquil on her description and it is all that and more. Very comfortable, very clean, well situated in the complex...I was concerned it might not feel private being on the ground level, but it was just fine, even a bit more private than a couple other units we have stayed in where the balconies look right at each other. Pictures don't do it justice.

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Price per night from

$287

LUNA at SHORE POINT... Secure, luxurious, and just steps from Cupecoy Beach

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$562

SEACHEST...Spacious, full AC, gorgeous views of Simpson Bay Lagoon

Cupecoy Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$676

Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool.

Philipsburg villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$403

Dawn Beach Club

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$658

Oasis at The Cliff in Cupecoy -Oceanfront Luxury

Cupecoy Bay condo

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$288

Vacation Paradise!

Philipsburg villa

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$613

1 or 2 weeks in condo 5 * St. Marteen seaview

Philipsburg apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 52 minutes

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Price per night from

$208

Gorgeous Beachfront Villa#9 at 'Villas on Great Bay'

Philipsburg apartment

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$387

COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$274

CARIBBEAN BLUE... 5BR beachfront home in Pelican Key

Simpson Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$921

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$493

Steps to Caribbean, pool and 2 mile-long beach

Simpson Bay apartment

1 bedroom / 2 bathrooms / sleeps 2

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Price per night from

$260

La Terrasse Maho

Maho apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 36 minutes

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Price per night from

$162

MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte

Cupecoy Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$262

3 bedroom condo at the Westin spa and beach club

Oyster Pond villa

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,382

st martin oceanfront condo

Philipsburg apartment

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$494

Villa Leones- romantic,peaceful and quite getaway with breathtaking oceanviews

Oyster Pond house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$296

Dawn Beach Club, St.Maarten - Ocean Front

Philipsburg apartment

3 bedrooms / 2 bathrooms / sleeps 9

Match: Swimming pool

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Price per night from

$691

BAHARI... Fabulous beachfront villa, breathtaking sunsets!

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

“Amazing and relaxing” This home has everything! Great beaches, restaurants and shopping are all nearby but no need to leave the house. Beachfront, pool, amazing sunsets, designer furnishings, hot tub and state-of-the art kitchen, wireless network, music system, computer games and flat-screen televisions.. . including a huge outdoor television for night-time viewing from the pool! It is now our family's annual vacation spot!

Match: Swimming pool

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Price per night from

$805

Spacious Private Villa, Ocean Views, Concierge

Oyster Pond house

6 bedrooms / 7 bathrooms / sleeps 12

“Wonderful villa with loads of ammenities” We had a wonderful time at this great property. It is spacious and great for multi-generational families. Being on multiple levels everyone can have some privacy yet still congregate in the common area where there is dining and seating for all. Many rentals have only small dining room tables etc. This is not an issue and the kitchen is very well equipped. The deck is large with a beautiful view and the house pool is great for escaping the heat. There are safety measures for those with small children too which is peace of mind. St. Martin is known as the "friendly island" and it lived up to its reputation. It's wonderful that the beaches are public and not hidden behind massive hotels. The local beach Dawn Beach is very nice and great for kids. It's only a short drive to many other wonderful spots as well. I highly recommend a visit!

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Price per night from

$494

Studio in Pelican Key Paradise

Simpson Bay apartment

/ 1 bathroom / sleeps 2

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Price per night from

$173

Lux apart in westin dawn beach club

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$491

Villa Oyster Pearl, Private Beach Access, Hot Tub

Dawn Beach villa

6 bedrooms / 5 bathrooms / sleeps 14

“Outstanding!” We stayed at Villa Oyster Pearl last week and were pleasantly surprised when we arrived at the property. Our party consisted of 4 adults and 4 teenage children. The other family in our party also submitted a detailed review found below, so I'll try to complement theirs with a few additional thoughts. I'll start by mentioning the photos on the web site are very good, but they don't do justice to the villa. The furnishings in the living room and terrace were all newly purchased and were not featured in the photos online. The tile, marble and other stone work featured throughout the home and property were simply magnificent. The villa was exceptionally clean, safe and comfortable. The property is also impeccably maintained. In a word, David, the owner, under promised and over delivered! We enjoyed dinners in and out, but especially those prepared by Romain, the private chef recommended by David. We also visited the fish market mid-week and purchased snapper, Mahi Mahi and lobsters which we enjoyed preparing on the large, clean outdoor gas grill one evening. Despite the size of our group, we never felt cramped or crowded indoors or out. David was extremely helpful and responsive during the reservation and planning process. Nadine, the property manager was also very helpful and hospitable during our stay. They both provided many useful suggestions for rental cars, shopping, day trips and the villa was stocked with all the provisions we requested upon our arrival. Nadine also spoiled us with fresh pastries and croissants several mornings! We've been fortunate to have many warm weather family vacations during the winter over the years and our stay at Villa Oyster Pearl was our favorite so far. We look forward to visiting Villa Oyster Pearl again and again!

Responds fast! avg. 2 hours 29 minutes

Match: Swimming pool

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Price per night from

$1,152

CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o

Cupecoy Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$181

Villa Angelina Amazing Panoramic Views

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 35 minutes

Match: Swimming pool

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Price per night from

$311

Viewing 38 of 1,008
rentals in Sint Maarten

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