Cruz Bay Rentals
From $685 per night (USD)VRBO
Serenity Villa- Steps from Beach, Family Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Serenity Villa, a brand-new, spacious, and inviting beachfront retreat! This luxurious 3-bedroom vi ...
From $685 per night (USD)VRBO
From $843 per night (USD)Expedia
Bordo Mare: Oceanfront, Heated Saltwater Pool, 100% A/C, Endless Views, More...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Perched 100' above the Caribbean Sea you will enjoy sweeping ocean views from every room in your oceanfront 2 bedroom 2. ...
From $843 per night (USD)Expedia
From $2184 per night (USD)VRBO
Villa Sol Mate! New 4 Bedroom!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Sol Mate is new to the vacation rental market. Located ocean front in Great Cruz bay providing great access to the ...
From $2184 per night (USD)VRBO
From $1085 per night (USD)Expedia
Exclusive Luxury 2BR Bay Vista / Westin St John Resort / Thanksgiving Week
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in Cruz Bay, this delightful resort offers guests a cool retreat with two comfortable bedrooms featuring a king ...
From $1085 per night (USD)Expedia
From $3775 per night (USD)VRBO
4BDR/6 BA The Westin St. John-Virgin Grand Villas
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 12
Two-thirds national park, the tiny island of St. John is home to virgin forests, hiking trails, an underwater snorkeling ...
From $3775 per night (USD)VRBO
From $1774 per night (USD)Expedia
NEW! Dreamy & Spacious 5-bedroom house with generator in Cruz Bay with Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to one of the most sought‑after destinations in the Caribbean—St. John, home to the world‑renowned Trunk Bay. Thi ...
From $1774 per night (USD)Expedia
From $970 per night (USD)VRBO
The Edgewater Penthouse suite is a Modern Luxury in delightful Cruz Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Cruz Bay, enjoy this beautiful Penthouse-1 bedroom king Bed($150 for extra bed per advanced request ) , 1 & ...
From $970 per night (USD)VRBO
From $1571 per night (USD)VRBO
Perfect 4 Equal-Bedroom Villa in serene Cruz Bay with Private Pool, A/C & Solar!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
One of St John's most popular rental homes, this 4-bedroom Villa is perfect for your escape. Each bedroom is identical, ...
From $1571 per night (USD)VRBO
From $729 per night (USD)VRBO
At the Beach Villa, Beachfront, Kayaks & SUPs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Wake Up to Chocolate Hole Bay — Beachfront Villa Step outside to calm turquoise water and a private stretch o ...
From $729 per night (USD)VRBO
From $1431 per night (USD)VRBO
Westin St John 3 Bedroom Pool Villa - Full Resort Access - Late Apr/Early May
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Westin St John 3 Bedroom Pool Villa w/ Hot Tub - Full Resort Access! The Westin St John Resort & Villas is a Luxury pro ...
From $1431 per night (USD)VRBO
From $965 per night (USD)VRBO
Hill-top villa; BR loft; 2nd floor; direct sunset & ocean views; parking @ door
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
WEEK 1 Jan 2 - 9, 2027 ONLY: Immaculate villa w/newly up-dated interiors and gorgeous grounds at the Westin Resort in C ...
From $965 per night (USD)VRBO
From $752 per night (USD)Expedia
Mahalo Villa, Beachfront, Generator
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: A rare beachfront retreat, Mahalo Villa is located in Pond Bay, Chocolate Hole, just minutes from Cruz Bay. Se ...
From $752 per night (USD)Expedia
From $1995 per night (USD)VRBO
Westin's Gorgeous Beachfront Resort + Resort Amenities Included. 3-Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Book with Chairman owners! This breathtaking beachfront resort in St. John is perfect for your Caribbean escape. Access ...
From $1995 per night (USD)VRBO
From $1183 per night (USD)Expedia
3 Bedroom Virgin Grand Villa - Private Pool, Westin St John Nov 29 - Dec 6, 2026
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Westin St. John Resort & Villas is a scenic property situated on the tiny island of St. John, home to virgin forests, hi ...
From $1183 per night (USD)Expedia
From $6356 per night (USD)VRBO
NEWLY BUILT Luxury Villa in the Heart of Cruz Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Rock is a European-inspired architectural masterpiece located in the heart of Cruz Bay — just a three-minute walk i ...
From $6356 per night (USD)VRBO
From $1028 per night (USD)VRBO
Incredible Beachfront Cruz Bay Resort + Amenities Included. 2-Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Book with Chairman owners! This breathtaking beachfront resort in St. John is perfect for your Caribbean escape. Access ...
From $1028 per night (USD)VRBO
From $1026 per night (USD)VRBO
Island Time St John - Cinematic Views, 2 Beaches, Close to Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the privacy of your own house with chic swimming pool, large decks and a gourmet kitchen. Walk to the sandy, sere ...
From $1026 per night (USD)VRBO
From $791 per night (USD)VRBO
Stunning 2BR Hillside Sunset Villa - Westin St. John Virgin Grand
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The Westin St John Villas are located in a highly sought-after destination with visitors from across the globe. The isl ...
From $791 per night (USD)VRBO
From $1701 per night (USD)VRBO
NEW! Ultra Luxury 3 Bedroom Pool Villa at the Westin St. John!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Vacation in ultimate luxury in this 3 bedroom private pool villa at the prestigious Westin St. John Resort! 2800 sqft of ...
From $1701 per night (USD)VRBO
From $1686 per night (USD)VRBO
NEW! Sunset Bay 2 Bedroom Villa - Westin St. John - Right beside the ocean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The 2 bedroom Sunset Bay villas are the ultimate space to vacation in at the Westin St. John - just steps from the ocean ...
From $1686 per night (USD)VRBO
From $1796 per night (USD)VRBO
Westin St. John Building 11 2BR Lock-Off Walk to Beach, Pool & Dining Sleeps 8+
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Your Perfect St. John Escape Imagine waking to gentle Caribbean breezes, strolling just a few steps to the b ...
From $1796 per night (USD)VRBO
From $1686 per night (USD)VRBO
NEW! Ultra Luxury 2 Bedroom Villa at The Westin St. John - Resort Side!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Luxurious waterfront vacation at the Westin St. John! Located in Great Cruz Bay, this resort is a dream for guests looki ...
From $1686 per night (USD)VRBO