St. John Family Villas


The Caribbean is a great destination choice for families or multiple families traveling together. With a private kitchen and enough space for everyone, a Caribbean villa rental can be the most economical accommodation choice. Whether you are seeking a beachfront villa, a private island or a hillside villa with an amazing view, our favorite family villas section provides some of the best villas in the Caribbean for your family vacation.


You'll love A La Mer's enormous pool and deck, when you're not snorkeling at Great Cruz Bay 8 BR rate available. A La Mer sits on St. John\'s coastline near Grat Cruz Bay

Great Cruz Bay, St. John

Near Beach | Pool

from $5280/Nt
Sprawling estate with a panoramic view that's perfect for weddings, corporate retreats, and more. 1 & 5 BR rates available.
Has specials.
The pool and ocean views from Eco Serendib!

Rendezvous Bay, St. John

Pool

from $2200/Nt
This family-friendly villa has connecting bedrooms, kids' amenities, and a convenient location. 1, 2, 3, 4, 5 & 6 BR rates available. Great Expectations overlooks Hart Bay and Chocolate Hole

Hart Bay, St. John

Near Beach | Pool

from $700/Nt
VI Friendship Villa:A coveted locale with a well-appointed interior that will do its best to keep you indoors 3, 4 & 5 BR rates available. VI Friendship is perched just above Great Cruz Bay

Great Cruz Bay, St. John

Pool

from $1429/Nt
Families or active couples will find every need met at Mare Blu Villa on Rendezvous Bay 3, 4 & 5 BR rates available. Mare Blu Villa photo

Rendezvous Bay, St. John

Pool

from $1571/Nt
Experience sunrises and sunsets from Panache Villa in St. John's exclusive Estate Rendezvous 3 & 5 BR rates available.
Has specials.
Panache Villa has amazing views over Rendezvous Bay

Rendezvous Bay, St. John

Pool

from $857/Nt
Three villas in one complex at this spacious hillside property. Bougainvillea photo

Cruz Bay, St. John

Pool

from $1093/Nt
Enjoy total tranquility in a main house and guest cottage set amongst the lush hillside. 2, 3 & 4 BR rates available. Darcini Villa is located in Fish Bay with a south facing view of rolling hills

Fish Bay, St. John

Pool

from $514/Nt
This ideal family getaway is close to beaches and tennis courts 1, 2, 3 & 4 BR rates available.
Has specials.
Lounge by the pool on the deck at Crystal Seaview and enjoy the views of Chocolate Hole

Chocolate Hole, St. John

Pool

from $571/Nt
This Maria Bluff villa enjoys 360-degree sunrise and sunset views. 3 BR rate available. A aerial view of the beautiful Villa Kismet property

Chocolate Hole, St. John

Pool

from $2450/Nt
Couples will love this expansive, well-organized villa with gorgeous ocean views. 3 & 4 BR rates available. Tesori Villa has a beautiful pool and entertainment balcony

Rendezvous Bay, St. John

Pool

from $786/Nt
Designed with island fun in mind, Cinnamon Ridge Villa has 'family vacation' written all over it 1, 2, 3 & 4 BR rates available. Cinnamon Ridge Villa photo

Catherineberg, St. John

Pool

from $593/Nt
Kalorama villa has a unique Great Room, but with views like these, you're likely to spend most of your time on the spacious deck. 1, 2, 3 & 4 BR rates available. From the upper deck looking down on the pool area at Kalorama Villa

Virgin Grand Estates, St. John

Pool

from $860/Nt
Beachfront at Klein Bay! 1, 2, 3 & 4 BR rates available. Serenata de la Playa has a beautiful pool

Klein Bay, St. John

Beachfront | Pool | AC

from $565/Nt
This stunning 5-bedroom villa has a great location near Cruz Bay and North Shore beaches! Has specials. Casa Coram Deo photo

Great Cruz Bay, St. John

Beachfront | Pool | AC

from $1629/Nt
Four-level, comfortable villa near the beach. 1, 2, 3 & 4 BR rates available.
Has specials.
Views into Chocolate Hole Bay from Reefside Villa

Chocolate Hole, St. John

Near Beach | Pool

from $857/Nt
Mermaid Falls Villa photo

Peter Bay, St. John

Pool

from Call for rates
Glamorous, spacious villa with water access, chic decor, and stunning views. 1, 2, 3 & 4 BR rates available.
Has specials.
Pool and backyard facing Great Cruz Bay at Ardisia Villa

Great Cruz Bay, St. John

Pool

from $1500/Nt
Gated community villa minutes from town and St. John's beaches. 1, 2 & 3 BR rates available. Blue Papaya photo

Virgin Grand Estates, St. John

Pool

from $593/Nt
Spacious and secluded waterfront villa where you can access Chocolate Hole for a swim 2 BR rate available.
Has specials.
Beach Garden has a great outdoor pool area

Chocolate Hole, St. John

Near Beach | Pool

from $971/Nt
Enjoy easy access to beaches and St. John's national park from this two-story beauty. 1, 2 & 3 BR rates available.
Has specials.
La Virage is located near the Battery Gut area and has amazing Caribbean views

Rendezvous Bay, St. John

Pool

from $414/Nt
Expect stunning sunset views at this Virgin Grand Estates villa. 1, 2 & 3 BR rates available.
Has specials.
Vista Caribe Villa photo

Virgin Grand Estates, St. John

Pool

from $643/Nt
Rapture Villa is 5000 sq. feet of Caribbean style with modern comforts 1, 2 & 3 BR rates available.
Has specials.
Rapture Villa photo

Virgin Grand Estates, St. John

Pool

from $749/Nt
Elegant private home on St. John: take 12 steps from the deck and you're on Peter Bay 3 BR rate available. The private pool at The Beach House surrounded in tropical beauty

Peter Bay, St. John

Beachfront | Pool | AC

from $2571/Nt
Art lovers take note: Sunspot villa offers modern architecture while maintaining island charm 2 & 3 BR rates available. Sunspot Villa photo

Peter Bay, St. John

Near Beach | Pool

from $1453/Nt
Great for kids, with access to several beaches on St. John's north shore. Has specials. Villa Lantano is located in the Peter Bay Estates

Peter Bay, St. John

Pool

from $1571/Nt
For luxurious views, accommodations, and privacy, this beachfront three-bedroom villa is a dream come true (literally!) 1 & 2 BR rates available.
Has specials.
A Dream Come True Villa has amazing ocean views and a fun pool area

Devers Bay, St. John

Beachfront | AC

from $400/Nt
Spacious villa has incredible ocean views and tons of ambiance in its 2 levels, and tons of extras to boot 1 & 2 BR rates available. Entrance to Almost Heaven Villa

Coral Bay, St. John

Pool

from $375/Nt
This villa's two-level Great Room gives guests room to relax. 1 & 2 BR rates available.
Has specials.
Sea Palms Villa photo

Great Cruz Bay, St. John

Pool

from $571/Nt
Elegantly rustic hilltop home with a private pool. 1 & 2 BR rates available. Spectacular views from the pool and veranda at Caribbean Palm Villa

Bordeaux, St. John

from $643/Nt
Caneel Trailside Cottage Caneel Trailside Cottage offers great access to nature in the heart of VI National Parkin the heart of VI National Park 1 BR rate available.
Has specials.
Caneel Trailside Villa is located right next to the Virgin Islands National Park

Cruz Bay, St. John

Pool

from $386/Nt
Two-story villa with stunning views and two equal bedrooms. 1 BR rate available. Exotic View Villa photo

Great Cruz Bay, St. John

Pool

from $393/Nt
Two villas sit on top of one another to create the perfect couples' retreat. 1 BR rate available. Alfresco Dining on the Honeymoon Suite Deck

Peter Bay, St. John

Near Beach

from $445/Nt
Warm, quaint honeymoon villa with gorgeous views. Alfresco Dining on the Honeymoon Suite Deck

Peter Bay, St. John

Near Beach

from $445/Nt