St. John Group Villas


Vacation rentals that are large enough to accommodate a group are often hard to come by and renting multiple hotel rooms can break the bank. WhereToStay.com has searched all over the Caribbean to bring you a collection of villas large enough to accommodate groups on their Caribbean vacations. Unlike a hotel, villa rentals provide one cost for the entire home giving everyone their own space while still enjoying various amenities such as a private pool, chef services and housekeeping. Go on, take a look, the perfect villa for your group vacation is sure to be here!


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 Villa photo

Great Cruz Bay, St. John

Near Beach | Pool

from $5280/Nt
Sprawling estate has a panoramic view and is perfect for weddings, corporate retreats, and other group events 1 & 5 BR rates available. The pool and ocean views from Eco Serendib!

Rendezvous Bay, St. John

Pool

from $2200/Nt
This attractive getaway is perfect for couples or families who want privacy and tranquility. 1, 2, 3, 4, 5 & 6 BR rates available. Monte Bay Villa sits atop a hillside just above Monte Bay

Klein Bay, St. John

Near Beach | Pool

from $726/Nt
Secluded, multileveled home with tons of space and stunning views. 1, 3 & 4 BR rates available. Endless views of the Caribbean from the Point at Maria Bluff

Great Cruz Bay, St. John

Pool

from $729/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 Villa photo

Great Cruz Bay, St. John

Pool

from $1429/Nt
Experience sunrises and sunsets from Panache Villa in St. John's exclusive Estate Rendezvous 3 & 5 BR rates available.
Has specials during your dates.
Panache Villa has amazing views over Rendezvous Bay

Rendezvous Bay, St. John

Pool

from $857/Nt
5 BR rate available. Deja View photo

Gift Hill, St. John

from $1507/Nt
2, 3 & 4 BR rates available.
Has specials during your dates.
The infinity edge pool at Sea\'s Edge has amazing views of the ocean

Rendezvous Bay, St. John

Pool

from $929/Nt
2, 3 & 4 BR rates available. Darcini photo

Fish Bay, St. John

Pool

from $514/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
Located very near the water, enjoy five bedrooms with all the perks at Rhapsody St. John Villa. 2 & 3 BR rates available. Rhapsody St. John photo

Great Cruz Bay, St. John

Pool

from $1089/Nt
Spacious, with an amphitheater and built-in seating; the expansive Coco de Mer is great for a wedding 2, 3 & 4 BR rates available. Coco de Mer at Peter Bay photo

Peter Bay, St. John

Near Beach | Pool

from $1400/Nt
Beachfront at Klein Bay! 1, 2, 3 & 4 BR rates available.
Has specials during your dates.
Sitting just above the beach on Klein Bay Serenta de la Playa offers awesome views of the ocean

Klein Bay, St. John

Beachfront | Pool | AC

from $565/Nt
Francis Bay Estate Villa: Caribbean ambiance abounds both indoors and out 3 BR rate available.
Has specials during your dates.
Francis Bay Estate Villa is surrounded by lush tropical greenery

North Shore, St. John

Near Beach | Pool

from $957/Nt
Located in Peter Bay, this five-star villa has an entire floor dedicated to entertainment. 3 BR rate available. Welcome to Delfina Villa

Peter Bay, St. John

Near Beach | Pool

from $1686/Nt
This stunning 5-bedroom villa has a great location near Cruz Bay and North Shore beaches! Has specials during your dates. Casa Coram Deo  photo

Great Cruz Bay, St. John

Beachfront | Pool | AC

from $1629/Nt
1, 2, 3 & 4 BR rates available.
Has specials during your dates.
Reefside Villa photo

Chocolate Hole, St. John

Near Beach | Pool

from $857/Nt
Glamorous, spacious villa with water access, chic decor, and stunning views. 1, 2, 3 & 4 BR rates available.
Has specials during your dates.
Pool and backyard facing Great Cruz Bay at Ardisia Villa

Great Cruz Bay, St. John

Pool

from $1429/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
This four-bedroom gem is just across from Pillsbury Sound and close to Cruz Bay and the Westin Resort. 1, 2 & 3 BR rates available.
Has specials during your dates.
Wonderful views of Great Cruz bay from the pool at Seagrass Cottage

Great Cruz Bay, St. John

Pool

from $543/Nt
Location, location, location! Pool deck is St. John is perfect for groups with diverse tastes. 1, 2 & 3 BR rates available.
Has specials during your dates.
Altagracia Villa photo

Great Cruz Bay, St. John

Pool

from $571/Nt
Updated luxury villa that is walking distance to Peter Bay Beach! Rivendell Villa photo

Peter Bay, St. John

Near Beach | Pool

from $1375/Nt
Spacious and secluded waterfront villa where you can access Chocolate Hole for a swim 2 BR rate available.
Has specials during your dates.
Beach Garden has a great outdoor pool area

Chocolate Hole, St. John

Near Beach | Pool

from $971/Nt
Large villa on Klein Bay in St. John is great for family vacations with access to a lovely semi-private beach 1, 2 & 3 BR rates available.
Has specials during your dates.
Ami La Vita Villa has amazing views of the Caribbean

Klein Bay, St. John

Near Beach | Pool

from $571/Nt
Tuscan/Mediterranean style in a Caribbean location -- looking down over Chocolate Hole 1, 2 & 3 BR rates available.
Has specials during your dates.
Lounge on the deck poolside and enjoy views of the Caribbean

Chocolate Hole, St. John

Pool

from $386/Nt
Serene setting and lots of natural beauty greet you at Peace & Plenty Villa. 2 & 3 BR rates available. Peace & Plenty Villa photo

Catherineberg, St. John

Pool

from $750/Nt
The airy Chateau La Tete Rouge Villa makes indoor and outdoor living almost indistinguishablr 1, 2 & 3 BR rates available.
Has specials during your dates.
Chateau La Tete Rouge Villa photo

Rendezvous Bay, St. John

Pool

from $571/Nt
A private four-bedroom villa, Great Turtle Villa offers great views at an affordable rate! 2 & 3 BR rates available. Pool views of the ocean and island at Great Turtle villa

Coral Bay, St. John

Pool

from $430/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
Four couples can enjoy great views and shopping opportunities from this ocean view villa. 1, 2 & 3 BR rates available.
Has specials during your dates.
Impressive views of the Caribbean from the pool and deck area at Island Rider Villa

Rendezvous Bay, St. John

Pool

from $886/Nt
Mango Bay Villa at Catherineburg offers exceptional views of St. John's north shore 2 & 3 BR rates available.
Has specials during your dates.
Views of the Caribbean from the pool and deck at Mango Bay Villa

Catherineberg, St. John

Pool

from $714/Nt
Great Cruz Bay's La Bella Vita Villa: Perfect for counting islands (we count fourteen on a clear day) or counting stars at night 1, 2 & 3 BR rates available.
Has specials during your dates.
Pool at La Bella Vita

Virgin Grand Estates, St. John

Pool

from $643/Nt
Versatile villa with cozy interiors and great views. 1, 2 & 3 BR rates available. View from pool (no longer a hot tub)

Klein Bay, St. John

from $564/Nt
1, 2 & 3 BR rates available.
Has specials during your dates.
View of Coral Bay from the villa pool area

Coral Bay, St. John

Pool

from $714/Nt
Tropical, expansive villa with three independent bedrooms and beautiful sea views. 1 & 2 BR rates available. Perched above Klein Bay Carnival Beach House has amazing ocen views

Klein Bay, St. John

Beachfront | Pool | AC

from $405/Nt
Spacious villa with views galore and a private infinity pool 1 & 2 BR rates available. Carolina Villa photo

Coral Bay, St. John

from $514/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 $480/Nt
Terrahawk: A two-bedroom hillside retreat inside VI National park that's still convenient to the beach Has specials during your dates. Enjoy the wonderful views overlooking Hawksnest Bay!

North Shore, St. John

Near Beach

from $400/Nt
Hilltop home with spectacular view and pool and sea! 1 BR rate available. Welcome home to Retreat Villa!

East End, St. John

Near Beach

from $495/Nt