St. John Family Villas

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 $1843/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
Enjoy gorgeous sunrises and sunsets from 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
Mediterranean-inspired villa with modern appliances and panoramic ocean views. Has specials. Lime Tree Villa sits on a tropical hillside in the Peter Bay area

Peter Bay, St. John

Pool

from $1929/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. A aerial view of the beautiful Villa Kismet property

Chocolate Hole, St. John

Pool

from $2000/Nt
A castle filled with gorgeous finishes and modern technology. Carlota Villa photo

Peter Bay, St. John

Pool

from $2500/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
This stunning five-bedroom villa has a great location near Cruz Bay and North Shore beaches. 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 $714/Nt
Glamorous, spacious villa with water access, chic decor, and stunning views. 1, 2, 3 & 4 BR rates available. 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
Four king suites and a multi-leveled lounging area outside. 1, 2 & 3 BR rates available.
Has specials.
EauSea photo

Great Cruz Bay, St. John

Pool

from $857/Nt
Bring the whole family to this luxurious, gated estate! 2 BR rate available.
Has specials.
Hakuna Matata is located in the Catherineberg Estate overlooking Cinnamon Bay

Catherineberg, St. John

Pool

from $893/Nt
Spacious and secluded waterfront villa where you can access Chocolate Hole for a swim 2 BR rate available.
Has specials.
Beach Garden is located right on Chocolate Hole

Chocolate Hole, St. John

Near Beach | Pool

from $914/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.
Southern Breeze is located near the Battery Gut area and has amazing Caribbean views

Rendezvous Bay, St. John

Pool

from $414/Nt
Spacious and tasteful St. John villa is perfect for vacationing couples looking to entertain and unwind 2 & 3 BR rates available. Relax and enjoy the amazing view poolside from Abrigado Villa

Virgin Grand Estates, St. John

Pool

from $643/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. Rapture Villa photo

Virgin Grand Estates, St. John

Pool

from $749/Nt
Great for kids, with access to several beaches on St. John's north shore. Has specials. Lantano Villa is located in Peter Bay Estate overlooking the Caribbean and the north shore

Peter Bay, St. John

Pool

from $1571/Nt
Water, water everywhere around this heavenly four-bedroom villa. 2 & 3 BR rates available.
Has specials.
Island Sun sits on a hillside above Cinnamon Bay

Catherineberg, St. John

Pool

from $771/Nt
2B at Peter Bay Villa has a unique multi-tiered layout to make the most of the views 2B at peter Bay is perched on a tropical hillside above the west end of Peter Bay

North Shore, St. John

Near Beach | Pool

from $1857/Nt
Enjoy a bird's eye view at this spacious St. John villa perched on Contant Point 1 & 2 BR rates available. Overlooking Great Cruz Bay Eaglesnest definitely has amazing views

Great Cruz Bay, St. John

Pool

from $379/Nt
For luxurious views, accommodations, and privacy, this beachfront three-bedroom villa is a dream come true (literally!) 1 & 2 BR rates available. 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.
Has specials.
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 is located on Maria Bluff in St. John

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

Rendezvous Bay, 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 $495/Nt
Warm, quaint honeymoon villa with gorgeous views. Alfresco Dining on the Honeymoon Suite Deck

Peter Bay, St. John

Near Beach

from $495/Nt

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