Vacation Rentals & Villas in Guana Bay

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778 Houses

1 Bdrm Condo with Superlative Views of St. Barts

Philipsburg apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Price per night from

$229

THE CLIFF

Cupecoy Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 minutes

Price per night from

$344

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. 1 hour 4 minutes

Price per night from

$258

MADRAS... Affordable 5 BR, Short walk to Plum Bay beach, Pool, Views, Full AC!

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$572

Studio de la Baie Nettle

Baie Nettle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$114

Cupecoy Beach Club Unit 208 Deluxe Hotel Room

Cupecoy Bay private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

On Island Time: Privacy, Luxury, & Stunning Vistas

St Martin / St Maarten villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

“Modern Oasis” This is a beautiful modern house with all of the amenities. The main 2-story living space has a glass wall that opens onto the outdoor terrace and yard. The infinity pool looks out over the ocean and lush green valley. We kept the doors open most of the time so that it really felt like the outdoor areas were part of the living room. The kitchen is well equipped and was perfect for the six of us staying in the house. We enjoyed it so much that we are going back this winter...

Price per night from

$630

Sapphire Ruby Suite - Unforgettable Getaway!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$212

Shrimpys Hostel and Crew Quarters

Marigot b&b

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$68

DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$654

studio pinel

Cul de Sac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$149

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.

Price per night from

$258

Orient Bay cute private villa, naturist are welcome

Orient Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$321

Villa La Hacienda | Ocean View - Located in Stunning Terres Basses with Private

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$721

BEACHFRONTBLISS

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$344

Grand Case Beach, fully renovated

Grand Case apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$348

TARA... Affordable oceanfront villa, walk to beach

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$658

LA SALAMANDRE... Fabulous Waterfront Villa, Private Beach, Heated Pool!

Terres Basses house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Price per night from

$1,800

The Sapphire: Pearl Suite - Peace of mind!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$197

AMBIANCE... Fabulous villa!! 4 Huge equal bedrooms, the PERFECT couples villa!

Terres Basses house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$1,143

Ocean Club at Copecoy in St Maartens

Cupecoy Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$139

Joie de Vivre

Grand Case, French St. Martin villa

  • 3 bedrooms
  • 11 bathrooms
  • sleeps 6

Price per night from

$1,598

1 Bed Luxury Condo

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

LA HACIENDA...Fabulous 3+1BR villa rental perfect for families

Terres Basses house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$743

OCEANE... Spacious 4BR Villa, Walk to Plum Bay Beach, Heated Pool!

Terres Basses house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,072

VILLA SILOVE... Oh so charming, affordable, and 2 min walk to Orient Beach!

Orient Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$258

MONGOOSE RUN... Views, Views, Views!... exclusive and gorgeous!

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$700

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

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$573

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

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$450

Grand Case Getaway Feet From The Beach!

Grand Case house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Fabulous Stay in Grand Case” Grand Case is fabulous. A multitude of great restaurants and shops within walking distance. The beach was very nice and very quiet, which I prefer over a beach packed with chairs and people. We did rent a car, so we were able to get all around the island to visit different beaches and shop. Driving on the island is a little difficult at times and there is a lot of congestion on the narrow roads, but once you get used to it, it's not so bad and I am glad that we had the car so that we could easily visit other parts of the island. We also took the ferry over to angulla one day and went to Shoal Bay which was beautiful and had the most powder-like sand that I have ever stepped on.

Price per night from

$182

MES AMIS...Spectacular Ultra Deluxe cliffside masterpiece! Breathtaking views! A

Terres Basses villa

  • 14 bedrooms
  • 13 bathrooms
  • sleeps 26

Price per night from

$5,000

NID D AMOUR... The Love Nest. Fabulous Views, 2 Equal Suites, Heated Pool!

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$708

lovely home on the beach

Baie Nettle villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing villa” We had such great time ...No word to describe it: just amazing... the villa was clean, cute as the pictures, we had every thing that we needed. We will recommend it to our family and friend for sure.. We will come back again and again. Thank you for the owner who gave us great advice on where to go... I certainly give it a 5 on 5 ...

Price per night from

$118

HOUSE SOLD - PLEASE REMOVE

St Martin / St Maarten house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

Price per night from

$245

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

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$159

Villa MOJITO, charming 2 bedrooms, steps from the beach, private pool

Orient Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Price per night from

$309

Between lagoon and Caribbean Ocean, large studio

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$144

Tranquil Settings, Porto Cupecoy (1 Bedroom)

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

“Our 3rd anniversary” My husband and I had the pleasure of celebrating our 3rd wedding anniversary at Tranquil Settings! Absolutely loved this place and glad we spent it nestled in Port Cupecoy! Beautiful decor in every room, loved all aspects of Tranquil Settings! The cleanliness and comfort of each room was remarkable! The location is perfect, relaxed on the patio lounge chairs at night enjoying the wonderful view, the pool is just a short walk away, and enjoyed going to the plaza as well. Looking forward to visiting Tranquil Settings again - definitely my #1 choice for our 4th anniversary!!

Price per night from

$286

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rentals in Guana Bay

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