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Vacation rentals in Cay Bay Hill

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cay Bay Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Apartment in Simpson Bay

4.87 out of 5 average rating, 177 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Jun 15 – 22

$152 per night
Guest favorite

Villa in Indigo Bay

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

Mar 7 – 14

$525 per night
Guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 168 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Oct 15 – 22

$275 per night

Popular amenities for Cay Bay Hill vacation rentals

Other great vacation rentals in Cay Bay Hill

Superhost

Villa in Sint Maarten

4.84 out of 5 average rating, 49 reviews

Villa Indigo Dream, Indigo Bay SXM

Oct 3 – 10

$599 per night
Guest favorite

Villa in Little Bay

5.0 out of 5 average rating, 10 reviews

Villa Kailani 2 bedroom with Stunning Ocean Views

Nov 9 – 16

$436 per night
Guest favorite

Cottage in Sint Maarten, Sint Maarten

4.99 out of 5 average rating, 67 reviews

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food

Oct 17 – 24

$601 per night
Guest favorite

Apartment in Sint Maarten

5.0 out of 5 average rating, 11 reviews

COndostmaarten panoramic

Mar 12 – 19

$485 per night
Guest favorite

Villa in Indigo Bay

4.94 out of 5 average rating, 54 reviews

Villa Ocean - Indulge Yourself in Paradise

Jan 10 – 17

$616 per night
Superhost

Guesthouse in Little Bay

4.89 out of 5 average rating, 28 reviews

Studio near the beach

Jul 12 – 19

$54 per night
Guest favorite

Villa in Cole Bay

5.0 out of 5 average rating, 9 reviews

*NEW* Indigo Bliss Villa

Dec 11 – 18

$740 per night
Guest favorite

Condo in Simpson Bay

5.0 out of 5 average rating, 53 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

Feb 17 – 24

$765 per night
Guest favorite

Vacation home in Sint Maarten, Sint Maarten

4.93 out of 5 average rating, 14 reviews

Apt6 (2 bedrooms, terrace & garden, sea view)

Feb 28 – Mar 7

$356 per night
Guest favorite

Villa in Upper Prince's Quarter

5.0 out of 5 average rating, 20 reviews

Villa Blue Roc

Sep 7 – 14

$475 per night
Guest favorite

Villa in Little Bay

5.0 out of 5 average rating, 31 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

Sep 15 – 22

$135 per night
Guest favorite

Villa in Cay Bay

4.98 out of 5 average rating, 64 reviews

Make your dream come true!

Sep 10 – 17

$552 per night

Destinations to explore

  1. Airbnb
  2. Sint Maarten
  3. Little Bay
  4. Cay Bay Hill