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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.

Guest favorite

Home in Sint Maarten

5.0 out of 5 average rating, 61 reviews

Lux 5* Indigo Bay Villa Private Pool-Walk to Beach

Spectacular Caribbean ocean views from every room in this private spacious contemporary open concept luxury villa oasis. Walk to beach & highly rated beachfront restaurant/bar. All the comforts of home w/ gourmet kitchen, 75” smart TV, 150" home theatre, Bose audio system, Fibre optic mesh INTERNET. Gorgeous PRIVATE LARGE SALT WATER POOL, patio & garden - perfect for lounging & outdoor dining. Spacious, comfy, living room w/ lots of seating. Modern ensuite bathrooms & balconies at all bedrooms.

Jun 6 – 13

R11,861 ZAR per night
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.

Sep 26 – Oct 3

R3,007 ZAR 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.

May 11 – 18

R11,417 ZAR 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

R13,009 ZAR per night
Guest favorite

Villa in Indigo Bay

4.91 out of 5 average rating, 23 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Sep 13 – 20

R14,157 ZAR per night
Superhost

Guesthouse in Little Bay

4.89 out of 5 average rating, 28 reviews

Studio near the beach

Aug 9 – 16

R1,084 ZAR per night
Guest favorite

Cottage in Sint Maarten

4.99 out of 5 average rating, 67 reviews

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

Dec 1 – 8

R11,387 ZAR per night
Guest favorite

Apartment in Sint Maarten

5.0 out of 5 average rating, 11 reviews

COndostmaarten panoramic

Mar 12 – 19

R9,181 ZAR per night
Guest favorite

Villa in Cole Bay

5.0 out of 5 average rating, 9 reviews

*NEW* Indigo Bliss Villa

Jul 11 – 18

R9,284 ZAR per night
Guest favorite

Home in Little Bay

4.96 out of 5 average rating, 71 reviews

Villa Kailani 4 bedroom with Stunning Ocean Views

Nov 23 – 30

R16,496 ZAR per night
Guest favorite

Villa in Indigo Bay

4.94 out of 5 average rating, 54 reviews

Villa Ocean - Indulge Yourself in Paradise

Jan 7 – 14

R13,369 ZAR 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! 😍🤩😍

Dec 1 – 8

R17,388 ZAR per night
Guest favorite

Vacation home in Sint Maarten

4.93 out of 5 average rating, 14 reviews

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

Jan 31 – Feb 7

R7,385 ZAR per night
Guest favorite

Villa in Little Bay

5.0 out of 5 average rating, 30 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

Jan 27 – Feb 3

R2,936 ZAR per night
Guest favorite

Villa in Upper Prince's Quarter

5.0 out of 5 average rating, 20 reviews

Villa Blue Roc

Aug 26 – Sep 2

R10,379 ZAR per night

Destinations to explore

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