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St. Maarten/St. Martin

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St. Maarten/St. Martin Holiday Rentals with Pools

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Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Exceptional St. Maarten/St. Martin Vacation Rentals

As you would expect of a popular international destination, the French/Dutch island offers outstanding vacation home rentals equally appealing to families, friends and couples. Ranging from extravagant 2 to 11-bedroom bayfront villas to cliff top, high-rise condos, the island’s vacation homes combine the best of personal accommodations with easy access to all of the dynamic attractions.

Multi-cultural activities and natural attractions

A lovely, diverse island in the Caribbean, St. Martin/St. Maarten attracts visitors from throughout the world – those, in particular, who love the scenic island beauty, widespread water sports, world class shopping and gourmet dining. Did we forget the nightlife? Rest assured the French and Dutch sides of the island hum with exciting clubs and casinos. Residents describe island life as “a cosmopolitan atmosphere with a Caribbean twist.” Sports enthusiasts choose from a rich menu of activities – from diving, snorkeling and sailing to horseback riding, charter fishing and more laid-back strolling along the pristine beaches.

Rent a vehicle, explore the island

The best way to enjoy the rich pleasures of the island is to rent transportation – everything from a moped or SUV to stretch limousines. Be sure to include shopping for duty-free goods in numerous boutiques. You’ll discover trendy exotic foods, jewelry, liquor, designer good and ever-popular local crafts. Since you’ll be enjoying some of your home-cooked meals by the pool or terrace, you’ll be able to sample the enormous selection of island restaurants. La Cigale is a must with indoor or al fresco dining, gorgeous seaside views and exceptional Provencal, Mediterranean and Basque cuisine. For a kick-back-and-relax beach experience, try Karakter's restaurant. Just park on a lounge under an umbrella and wait for the staff to serve you sandwiches, appetizers, tapas and drinks.

Enjoy spacious, family-friendly vacation homes

Prepare a fabulous family breakfast in your well-equipped kitchen or serve lunch by the pool. Enjoy walks along your own beachfront. There are plenty of options, when you have your home away from home. And don’t forget The Fly Zone at Loterie Farm, one of the Caribbean’s most popular attractions. Suspended above the ground, kids love zipping along the lines connected to hundreds of trees or mastering the rope bridges. Little ones take to the “Little Tarzan” course. Between the private comfort of your vacation rental and the many island attractions, your family will enjoy an unforgettable holiday adventure.

 
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767 of 1,020 Trusted St. Maarten/St. Martin Rentals
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Caribbean, St. Maarten/St. Martin, Simpson Bay Holiday Rentals
2 BEDR townhouse overlooking OCEAN  ST- MAARTEN
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
257 AUD
Week:
1,437 AUD - 2,053 AUD
Month:
2,463 AUD - 4,105 AUD
Minimum rental - 6 nights
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Pelican's rock, Cul de Sac
St. Maarten/St. Martin, St. Martin, Cul de Sac Holiday Rentals
Pelican's rock
Slideshow
4.5 of 5 stars 6 reviews
  • Villa
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Week:
1,950 AUD - 4,618 AUD
Minimum rental - 1 week
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Caribbean, St. Maarten/St. Martin, Simpson Bay Holiday Rentals
UNFORGETTABLE... indeed! Wonderful beachfront contemporary complex on fabulous beach!
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Special offer details »
Week:
2,032 AUD - 4,618 AUD
Minimum rental - 5 nights
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Also consider
Studio PatiO...
90 AUD / night
1 Bedroom, sleeps 2
1 Bathroom
Large 1 BR at...
277 AUD - 436 AUD / night
1 Bedroom, sleeps 2
1 Bathroom
Luxury...
154 AUD - 308 AUD / night
2 Bedrooms, sleeps 4
2 Bathrooms
villa PALOMA...
341 AUD - 737 AUD / night
3 Bedrooms, sleeps 6
3 Bathrooms
Villa Mandala...
880 AUD / night
5 Bedrooms, sleeps 10
4 Bathrooms
Caribbean, St. Maarten/St. Martin, Simpson Bay Holiday Rentals
Coco 6 at Simpson Bay
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
279 AUD - 499 AUD
Week:
1,950 AUD - 3,489 AUD
Minimum rental - 5 nights
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Caribbean, St. Maarten/St. Martin, Simpson Bay Holiday Rentals
Paradise Found at Las Arenas - Beachfront Luxury!
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
290 AUD
Week:
2,032 AUD - 3,264 AUD
Minimum rental - 1 week
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Caribbean, St. Maarten/St. Martin, Oyster Pond Holiday Rentals
SELAH...  a sweet, affordable villa overlooking Dawn Beach & Oyster Pond
Slideshow
4 of 5 stars 1 review
  • Villa
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Week:
2,155 AUD - 4,618 AUD
Minimum rental - 5 nights
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Caribbean, St. Maarten/St. Martin, Oyster Pond Holiday Rentals
LIGHTHOUSE 3A... Ocean front, rooftop pool, gym and luxurious!
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Special offer details »
Week:
2,566 AUD - 6,158 AUD
Minimum rental - 5 nights
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Caribbean, St. Maarten/St. Martin, Orient Bay Holiday Rentals
le Cozi: BEACHFRONT & SEA VIEW condo
Slideshow
4.5 of 5 stars 31 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Special offer details »
Night:
154 AUD - 277 AUD
Week:
1,078 AUD - 1,745 AUD
Minimum rental - 2 nights
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Caribbean, St. Maarten/St. Martin, Simpson Bay Holiday Rentals
Cool Bay Villa St Maarten
Slideshow
4.5 of 5 stars 7 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Special offer details »
Night:
72 AUD - 144 AUD
Week:
503 AUD - 1,006 AUD
Month:
1,847 AUD - 3,592 AUD
Minimum rental - 1 week
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Caribbean, St. Maarten/St. Martin Holiday Rentals
MONCHAL...Adorable, romantic cottage 200 steps to Plum Baie beach!
Slideshow
4 of 5 stars 2 reviews
  • Villa
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Special offer details »
Week:
2,001 AUD - 5,809 AUD
Minimum rental - 5 nights
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Caribbean, St. Maarten/St. Martin, Orient Bay Holiday Rentals
BEACHFRONT CONDO: LA PLAGE
Slideshow
4.5 of 5 stars 20 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
140 AUD - 220 AUD
Week:
975 AUD - 1,539 AUD
Minimum rental - 3 nights
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Caribbean, St. Maarten/St. Martin, Orient Bay Holiday Rentals
2nd line beach front condo: Topazi
Slideshow
4.5 of 5 stars 13 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Special offer details »
Night:
139 AUD - 205 AUD
Week:
975 AUD - 1,437 AUD
Minimum rental - 2 nights
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Caribbean, St. Maarten/St. Martin Holiday Rentals
BEACH HOUSE GIANNA...sweet oceanfront villa just steps from Dawn Beach
Slideshow
4 of 5 stars 1 review
  • Villa
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
2,514 AUD - 3,541 AUD
Minimum rental - 5 nights
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Caribbean, St. Maarten/St. Martin, Oyster Pond Holiday Rentals
Arches at Oyster Pond
Slideshow
4 of 5 stars 1 review
  • Villa
  • 3 Bedrooms, sleeps 6
  • 4 Bathrooms
  • Professional
EMAIL AGENT
Special offer details »
Night:
433 AUD - 727 AUD
Week:
3,028 AUD - 5,080 AUD
Minimum rental - 5 nights
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Caribbean, St. Maarten/St. Martin, Simpson Bay Holiday Rentals
Perfect Pelican Escape
Slideshow
4.5 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
257 AUD
Week:
1,539 AUD - 2,566 AUD
Minimum rental - 4 nights
Check availability
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Bali at Terres Basses, Terres Basses
Caribbean, St. Maarten/St. Martin, Terres Basses Holiday Rentals
Bali at Terres Basses
Slideshow
4 of 5 stars 1 review
  • Villa
  • 3 Bedrooms, sleeps 6
  • 4 Bathrooms
  • Professional
EMAIL AGENT
Special offer details »
Night:
499 AUD - 1,452 AUD
Week:
3,489 AUD - 10,160 AUD
Minimum rental - 4 nights
Check availability
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Advice about Holiday Rentals with Pools

Sonesta Maho Beach Resort - with kids 12 & 9 good choice?
Posted by stock1126, 29 May 2012
... of the Sonesta are the pools. Your kids should really enjoy the main pool-- very large water area for them to roam. Make sure to check out the upper deck pool. Its more laid back but offers some of the best views in the resort. So all in all I ... more
Villa/Vacation Home Rental
Posted by MJustinB, 29 May 2012
... en suite with a 40' pool and its own private beach down a flight of stairs. It sits on a point overlooking Baie Rouge and Anguilla. It was one of the best villas we have rented and worked out perfectly for the four couples. We rented it from Villas in ... more
Ocean's Edge v. Bella Mare - Simpson Bay...where to stay?
Posted by singbeach, 12 Mar 2012
... and if you want a pool, but I thought I'd ask if anyone has stayed at these properties and what your recommendation is. Is Bella Mare further from airport, less noise? BM also looks a bit more luxury! Thanks. Looking at end of November and can't wait, dreaming ... more
Posted by Candu_scuba, 12 Mar 2012
... look in a few week when I am down to see for sure. I have stayed at other places with pools on Simpson Bay and never used them. Some people however find the ocan to cool but I have never thought that. I guess it depends where you are from ... more
Posted by singbeach, 12 Mar 2012
... in my way....not a pool person love the BEACH, however, read at night you must be careful as this is when creatures and urchins come up to feed, etc. Just in case...not a big deal at all for me, BEACH is the priority. Was going to stay at ... more
tours to other islands
Posted by Bobcat2348, 25 May 2012
... packages for us, packages usually include the boat over and back, tours of the island, time at a beach and a nice lunch, for one lower price than trying to do all of this item by item. The time was save we enjoy on the beach or by the pool ... more
Alamanda or Esmeralda??? Help!
Posted by agbagbagb310, 17 May 2012
... a bunch of seaweed or a lagoon. Is one closer to restaurants than the other? Does one have a better pool? Do not want a young crowd party beach.. just want to relax with some good food and drinks:) Really looking for some recommendations here... welcome all thoughts and suggestions ... more
Posted by Cobalt-R, 17 May 2012
... three locations. Served around the pool, at the L'Astrolabe restaurant. Keep in mind, our experience at Alamanda was two years ago. The rooms at Esmeralda are in buildings with four units each. Each building has its own pool, cleaned daily. Other people in our building didn’t use the pool and we ... more
Flamingo Beach Resort?
Posted by LBI2SXM, 17 May 2012
... other side of Simpson Bay. It has 2 beaches that are seperated by a rocky jetty. The water is clear and clean. Nice infinity pool. There are approx. 5 or 6 restaurants next to the resort on top of the hill. Walking distance down the hill are many more restaurants ... more
Sonesta Maho Getting Horrible Reviews, Should I Cancel Trip?
Posted by funhunter62, 26 Jan 2012
... I rented a home with pool in Oyster pond for 300.00 dollars a night. Maybe you should look into something different. We are used to clean accomodations since we have been staying at ST Barts for the last 20 years. Also ,ask to see your room before you check ... more