Caribbean Wedding Villas


There is nothing like having a villa wedding in the Caribbean. While hotels and resorts can often be crowded, private Caribbean villas provide the perfect backdrop for your ideal tropical wedding. Our Caribbean villa experts have been helping plan Caribbean weddings for years. We know which villas will accommodate weddings, provide all-inclusive wedding packages and even on-site coordinators to make your day a stress free experience. Check out a few of our favorites below or simply give us a call for expert advice on the best Caribbean villas for weddings!


Luxurious, private island with a full staff, six beaches, and every activity you could ask for. Calivigny Island - Just South of Woburn Bay, Greneda

Grenada

Beachfront | Pool | AC

from $120000/Nt
Private island resort with rustic, eco-friendly design and every activity under the sun. Thatch Caye photo

Belize

Near Beach

from $9785/Nt
Totally secluded private island with luxurious amenities and a full staff. 6, 7, 8, 9, 10, 11, 12, 13 & 14 BR rates available. Over Yonder Cay is a spectacular exclusive private island south of Nassau in the Bahamas

Exuma and Cays, Bahamas

Beachfront | Pool | AC

from $46000/Nt
Luxurious private estate with resort amenities, professional service, and 10 huge Master Suites. 10 BR rate available.
Has specials.
Ani Villa Estate in The Dominican Republic has an amazing infinity edge pool with Caribbean views

Cabrera, Dominican Republic

Pool

from $9120/Nt
Elegance inside and out at this 11-bedroom villa, Mes Amis - Bring your friends! 4, 5, 6, 7, 8, 9, 10, 11, 12 & 13 BR rates available. Mes Amis photo

Terres Basses (French side), St. Martin

Pool

from $1358/Nt
This totally private island will make you feel like royalty. Has specials. Necker Island, BVI 2018 Helicopter view

Necker Island, BVI, British Virgin Islands

Beachfront | Pool | AC

from $62500/Nt
Six acre estate with beachfront access to coral reefs, on-site sports courts, and two freshwater pools. 5, 6, 7, 8, 9, 10 & 11 BR rates available. Lounge by the pool at Golden Clouds

Ocho Rios, Jamaica

Pool

from $1343/Nt
Enjoy relaxing by the pool and spectacular views of the Sir Francis Drake Channel beyond

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from Call for rates
Sophisticated, three-story home perfect for family vacation or getaway with friends. 5 BR rate available. The Beach House at Calivigny Island

Grenada

Beachfront | Pool | AC

from $40000/Nt
Luxurious, expansive mansion in a tropical oasis. The amazing infinity edge pool at Casa de Camp #3607 overlooks the Chavon River and the ocean beyond

Casa de Campo, Dominican Republic

Pool

from $6500/Nt
Waterfront gem with secluded location, full staff, and a spacious layout. 5 & 8 BR rates available. Indigo Villa is located righton Little Harbor and has its on little piece of sandy beach

Anguilla

Beachfront | Pool | AC

from $6860/Nt
Park yourself right on the beach in Jamaica's 10 bedroom jewel, Flor de Cabrera Villa Has specials. The luxurious resort like pool is just steps away from the ocean at Flor de Cabrera

Cabrera, Dominican Republic

Beachfront | Pool | AC

from $2900/Nt
A horseback ride on a semi-private beach is just one of the suprises at this 10 acre, nine cottage oasis in Jamaica Lazy Heart Villa photo

Cabrera, Dominican Republic

Near Beach | Pool

from $1500/Nt
High-end, modern elegance with two pools, two beaches, and two and a half acres. Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor

Anguilla

Beachfront | Pool | AC

from $8600/Nt
An impressive pool and terrace winds throughout this luxury villa. 5, 6 & 9 BR rates available.
Has specials.
Aerial View of Silent Waters

Montego Bay, Jamaica

Pool

from $2320/Nt
Huge luxury estate features two separate villas, a full staff, and incredible ocean views. Has specials. Ani Estate Anguilla - North and South

Anguilla

Pool

from $8600/Nt
The ultimate in luxury, this 10-bedroom estate sits on the best part of Grace Bay beach. 5, 6 & 8 BR rates available. The Hawksbill Villa Estate

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $6800/Nt
Pool area for Arrecife Villas

Punta Cana, Dominican Republic

Pool

from $2790/Nt
Chic and modern home with nine suites and tons of outdoor space. 5 BR rate available. The Overhang House at Calivigny Island

Grenada

Beachfront | Pool | AC

from $35000/Nt
For corporate retreats, group events, or family reunions, this all-encompassing 9-bedrrom villa can provide all the amenities you'll need. 4, 5, 6, 7 & 8 BR rates available.
Has specials.
La Bella Casa  photo

Terres Basses (French side), St. Martin

Pool

from $1071/Nt
A former embassy, this sprawling property is set up for big groups. The villa has a full staff and a fantastically creative manager. Its also walkable to a beach which is hard to find in St Lucia. 5, 6, 7 & 8 BR rates available. Capri Villa photo

Cap Estate, St. Lucia

Near Beach | Pool

from $850/Nt
An opulent, gated estate with everything a large group could need, including a sport court and massive pool. 6 BR rate available. Luxurious private swimming pool at Casa Varnishkes

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $2464/Nt
Incredible high-end villa has tons of privacy, a superb beach, and every luxury imaginable 8 BR rate available.
Has specials.
Amazing pool area and tropical landscape features at Greensleeves

Barbados

Beachfront | Pool | AC

from $7500/Nt
This nine-bedroom villa is luxurious inside and out, with grandiose interiors and lush gardens. 5, 6, 7 & 8 BR rates available.
Has specials.
Aliseo Villa photo

Barbados

Pool

from $2200/Nt
Spacious home away from home on Long Bay Beach. Santosha Villa photo

Anguilla

Beachfront | Pool | AC

from $7000/Nt
Luxury oceanfront property with seven bedrooms, water-sports equipment, and access to Seven Mile Beach. Has specials. Coconut Walk Villa at twilight

Grand Cayman, Cayman

Beachfront | Pool | AC

from $5000/Nt
Private beach access, full equipment, and beautiful living spaces set this villa apart. 4, 5, 6 & 7 BR rates available. The pool is nestled in a tropical landscape at Enea villa

Lorient, St. Barts

Near Beach | Pool

from $2857/Nt
Ideal location for a large group vacation with a gorgeous ocean backdrop. A aerial view of Conch and Milestone Villas

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $5730/Nt
Luxurious private villa with resort amenities, professional service, and a personal sandy beach area. 5 BR rate available.
Has specials.
The swimming pool at the Larimar Villa overlooks the Caribbean

Cabrera, Dominican Republic

Pool

from $4720/Nt
Feel totally pampered at this luxury villa next to Cap Jaluca's Beach. 4, 5, 6 & 7 BR rates available. Infinity Villa at Sheriva is a luxurious villa on the West End in Anguilla

Anguilla

Near Beach | Pool

from $3000/Nt
Great service at the Sheriva Boutique Villa Hotel will put you in a Caribbean state of mind. 4, 5, 6 & 7 BR rates available. Villa Harmony photo

Anguilla

Near Beach | Pool

from $3000/Nt
Secluded villa has 6 bedrooms and access to Sandy Lane Beach, along with a large pool and staff. 2 & 6 BR rates available.
Has specials.
Bluff House and Cottage are located very near by Sandy Lane Bay

Barbados

Beachfront | Pool | AC

from $500/Nt
Villa Castellamonte del Mare: Tuscan living on the northern coast of the Dominican Republic. Villa Castellamonte del Mare photo

Cabrera, Dominican Republic

Near Beach | Pool

from $2000/Nt
Large beachfront home can accommodate up to 16 and has a child-friendly gated pool. 5 BR rate available.
Has specials.
View of the villa and private pool

Barbados

Near Beach | Pool

from $625/Nt
Stunning 7-bedroom vacation villa has all the privacy you want, plus an on-site staff and access to Sandy Lane Hotel facilities. 4 & 6 BR rates available.
Has specials.
Enjoy lounging by the pool at Elsewhere Villa

Barbados

Pool

from $1300/Nt
Beachfront architectural masterpiece with butler, sports courts, and full entertainment system. African Sapphire Villa is just one of the -jewels- of the Villas at Altamer

Anguilla

Beachfront | Pool | AC

from Call for rates
Over 20,000 square feet of enjoyment space. 2, 3, 4, 5, 6 & 7 BR rates available. Ultimacy Villa is located in Rose Hill in Island Harbor

Anguilla

Pool

from $1000/Nt
Elegant luxury combines with intense privacy at Casa Kimball Casa Kimball photo

Cabrera, Dominican Republic

Near Beach | Pool

from $3000/Nt
Exciting extras like a private cabana and a Mastercraft make this converted sugar mill a real treasure for discerning guests 4 & 6 BR rates available.
Has specials.
There is a beautiful ridge side pool at Mullins Mill

Barbados

Pool

from $1825/Nt
Privacy and luxury for large groups on a two acre, beachfront tropical haven. Sunrise Villa photo

Cabrera, Dominican Republic

Beachfront | Pool | AC

from $2000/Nt
Sprawling estate with a panoramic view that's perfect for weddings, corporate retreats, and more. 1 & 5 BR rates available. The pool and ocean views from Eco Serendib!

Rendezvous Bay, St. John

Pool

from $2200/Nt
Ultra modern and fully staffed villa with regal amenities. The Beach House features an amazing pool and outdoor area

Anguilla

Beachfront | Pool | AC

from $10714/Nt
Tropically high-tech, this 8-bedroom villa offers guests a multilevel pool, waterfall, golf simulator, tennis/basketball court, and signing privileges at nearby resorts. 5 BR rate available.
Has specials.
Nevaeh is located on a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $5980/Nt
Enjoy a mini golf-course and five separate units at this oceanfront beauty. 3, 4 & 5 BR rates available. Lounge on a balcony patio over looking the ocean from Anguillitta Villa

Anguilla

Near Beach | Pool

from $1150/Nt
Large, modern and completely luxurious, this impressive estate is the ultimate beachfront hideaway. Has specials. Beautiful stretch of Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $7250/Nt
Serendipity is a dream rental that is all about the BVI scenery and luxury Views from Serendipity Villa

St. Thomas, USVI

Pool

from $1643/Nt
Bring your laptop if you must; Sea Star has a wireless connection that will allow you to hop online from any place on the property 5 & 6 BR rates available. Sea Star Villa  is located on Cabrita Point

St. Thomas, USVI

Beachfront | Pool | AC

from $1399/Nt
Privacy and tranquility are the watchwords for this elegant estate high in the hills overlooking the Caribbean Sea Siren\'s Song photo

St. Thomas, USVI

Near Beach | Pool

from $1320/Nt
On Baie Rouge Beach, L'Oasis Villa offers instant beach access with sporting activities nearby 4, 5 & 6 BR rates available. L\'Oasis is perched above the beauty of Baie Rouge beach

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $4429/Nt
Style and elegance abound at La Josephine Villa, home to an impressive infinity pool and 7 bedrooms. 2, 3, 4, 5 & 6 BR rates available.
Has specials.
Both the pool and the hot tub provide for the perfect place to relax at La Josephine villa

Terres Basses (French side), St. Martin

Near Beach | Pool

from $414/Nt
Beachfront villa great for families and groups, with entertainment for kids and adults alike. Coral Reef Villa is situated directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2860/Nt
The private tennis court is just the beginning of this stunning estate perched right above the beach. 3, 4, 5 & 6 BR rates available. Zenaida Beach & Tennis Estate is located just above Sandy Hill Beach

Anguilla

Beachfront | Pool | AC

from $950/Nt
Warm, open interiors and stunning views combine in this oceanfront villa. 3, 4 & 5 BR rates available.
Has specials.
Paradise Villa photo

Anguilla

Pool

from $1200/Nt
Moroccan-inspired beachfront villa with a guest house, private pool, and access to Sapodilla Bay. 6 BR rate available. La Koubba Villa beachfront Property

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1786/Nt
Big groups will love this waterfront villa. 5 BR rate available. Private pool deck at Vieux Caribe Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Near Beach | Pool

from $1210/Nt
St. Lucia's Tamarind Villa is made for guests who don't want to wait until the kids leave the nest to start seeing the world 3 & 4 BR rates available.
Has specials.
Tamarind Villa photo

Cap Estate, St. Lucia

Pool

from $575/Nt
An amazing 11-acre estate that exudes old world luxury! Has specials. Amazing private swimming pool at Fustic House

Barbados

Near Beach | Pool

from $3750/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
Sitting poolside takes on a whole new meaning at Sandyline Villa-the ultimate vacation getaway! 3, 4 & 5 BR rates available.
Has specials.
Resort like pool at Sandyline Villa

Terres Basses (French side), St. Martin

Near Beach | Pool

from $4215/Nt
Six bedroom oceanfront property with a protective coral reef 6 BR rate available.
Has specials.
Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
18-guest villa with oceanfront privacy, 75-foot pool, and space for everyone. 5 & 6 BR rates available.
Has specials.
Aerial view of Villa Mora

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1600/Nt
Oceanfront villa with private beach access, total seclusion, and unique architecture. Has specials. Spectacular views, infinity edge pool and oceanfront lounging await at Cayman Castle

Grand Cayman, Cayman

Near Beach | Pool

from $1750/Nt
Breathtaking ocean view from the pool, with private secluded beach just steps away 5 & 6 BR rates available.
Has specials.
The beautiful Crystal Blue Villa is perched on a cliffside just off Queens Highway

Grand Cayman, Cayman

Pool

from $950/Nt
Oceanfront villa right on Seven Mile Beach, with accommodations for 17 guests. Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

from $2700/Nt
A bright, two-story house, comfortable for up to 14 guests, that comes with a remarkable pool, wonderful hangout spaces, and Sandy Lane Beach Club access 3, 4, 5 & 6 BR rates available.
Has specials.
Private resort style pool and outdoor entertainment area at Jamoon

Barbados

Pool

from $1200/Nt
This secluded, luxury beach house boasts fantastic amenities on over four tropical acres. Turtle Tail Estate is located on the southern tip of Turtle Tail

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $10000/Nt
Spacious split-level villa with gorgeous outdoor area, close to the Platinum Coast. 5 BR rate available.
Has specials.
La Maison Michelle is located in Lancaster, just west of the Royal Westmoreland golf course

Barbados

Pool

from $2300/Nt
A luxuriously modern 5-bedroom beachfront villa. Mandalay Villa photo

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from Call for rates
Large luxurious pool at Fratelli Cresta

St. Thomas, USVI

Pool

from $1185/Nt
Large beachfront villa with wraparound ocean views and lots of room for decompressing! Expansive living area has endless views of the ocean

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2929/Nt
Three intimate villas perfect for a family vacation or romantic getaway. The beach front at the Beach Bungalows on Calivigny Island

Grenada

Beachfront | AC

from $27000/Nt
Fully-equipped large group villa with several family-friendly suites and lots of outdoor space. Has specials. Beachfront pool at Oceanus Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2138/Nt
Stunning property dripping with luxury. 4 BR rate available.
Has specials.
Enjoy amazing sunsets from the beach at the Amber Villa

Cabrera, Dominican Republic

Pool

from $4000/Nt
This 21,000 square feet villa has all the comforts of home and the luxury of a resort. 3, 4 & 5 BR rates available. This is one of three pools a Mystique Villa

Anguilla

Near Beach | Pool

from $2800/Nt
Escape to pure luxury on this huge 4.5-acre estate that is just minutes from beaches, restaurants, and shops 2, 3, 4 & 5 BR rates available. Chateau Margot Villa photo

Bordeaux, St. John

Pool

from $629/Nt
Choose between two beaches and a large private pool for your stay in paradise, or, have them all. 4 & 5 BR rates available. La Salamandre has a stunning pool with ocean views

Terres Basses (French side), St. Martin

Near Beach | Pool

from $1414/Nt
Wonderful architectural design suited for anyone with an artist's tastes, this property dates back to 1791 3, 4 & 5 BR rates available. Enjoy relaxing poolside at Estate Belvedere

St. Croix, USVI

Pool

from $860/Nt
Encore Villa will have you wanting to visit over and over, and over, again. 4 & 5 BR rates available. Encore Villa photo

Terres Basses (French side), St. Martin

Pool

from $979/Nt
Two-building home near St. Lucia's Petit Piton, rainforest, botanical gardens, and dive sites. 2, 3 & 4 BR rates available.
Has specials.
View from pool

Soufriere, St. Lucia

Near Beach | Pool

from $415/Nt
Large groups or families will enjoy all that Maison de Reve has to offer, including the amazing Baie Rouge Beach just minutes away. 4 & 5 BR rates available. Maison de Reve is located on a hillside in the Terres Basses area

Terres Basses (French side), St. Martin

Near Beach | Pool

from $857/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
Bright, modern and private villa situated on Providenciales' coveted Long Bay Beach. 3 & 5 BR rates available.
Has specials.
Aerial views from the ocean

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $1500/Nt
Little Whale Cay offers three secluded villas for maximum privacy and pleasure, accommodating up to 12 persons. 3 BR rate available. Little Whale Cay private island retreat in the Berry Islands

Berry Islands, Bahamas

Pool

from $14760/Nt
Vintage charm, private cottages and a great beachfront location. 4 & 5 BR rates available.
Has specials.
From Nelson Gay House the view of the ocean within its tropical garden for privacy

Barbados

Beachfront | Pool | AC

from $1870/Nt
Privacy within a gated community are yours at this 6-bedroom property that features a main house and guest house overlooking the sea. 4 BR rate available.
Has specials.
Go Easy Vill at Sugar hills offers a beautiful pool area

Barbados

from $1580/Nt
This sleek, modern, private property is just above Little Bay on Anguilla. Has specials. Ani Villa South in Anguilla is an excellent destination in the Caribbean

Anguilla

Pool

from $6400/Nt
Endless distractions for kids and a separate cottage for grown-ups to retreat to. 4 BR rate available.
Has specials.
Sunwatch At Sugar Hill photo

Barbados

Pool

from $1450/Nt
All modern amenities and entertainment options, Les Trois Jours Villa is great for groups who want to enjoy life together. 5 BR rate available. Les Trois Jours photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $1929/Nt
Costa Norte Villa: Bring your big family to this hilltop spot (or bring your friends and leave the kids with Grandma) Has specials. Costa Norte Villa photo

Cabrera, Dominican Republic

Pool

from $800/Nt
Huge 6-bedroom oceanfront villa has access to a private beach, comes with a full staff, and has tons of extras Annabella Villa Estate located at the Tryall Club

Montego Bay, Jamaica

Pool

from $1714/Nt
Spectacular 6-bedroom villa with resort amenities, privacy, views, and plenty of activities Following Seas Villa at Tryall Club photo

Montego Bay, Jamaica

Pool

from $2273/Nt
Windward Villa offers fun, sun, and relaxation in a spacious and stunning Jamaican villa Windward Villa at Tryall Club photo

Montego Bay, Jamaica

Near Beach | Pool

from $1624/Nt
Eclectic estate on the southern shore with its own private beach and bay. The Mani property is one largest high-end destinations in the Turks and Caicos

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Family-friendly villa with a bunk room, huge Great Room, outdoor amenities, and an ideal location in Rum Point. Has specials. The perfect image for Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2498/Nt
With a media room that doubles as a children's suite, this villa is perfect for multi-family vacations. 5 BR rate available. Deja View photo

Gift Hill, St. John

from $1507/Nt
Tons of room, seating, entertainment, and nothing can beat this hilltop scenery! 1, 2, 3, 4 & 5 BR rates available. Clairmont Overlook photo

St. Croix, USVI

Pool

from $600/Nt
This villa's full staff and beach access eliminates any potential stressors for your Caribbean vacation. 4 BR rate available.
Has specials.
Kishti Villa East on Meads Bay offers relaxing outdoor spaces

Anguilla

Beachfront | Pool | AC

from $4200/Nt
A private Grand Cayman estate with tranquil design and a Master Suite that feels like a spa. Has specials. Tranquility Cove Villa has a luxurious infinity edge pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2070/Nt
Two story, beachfront villa with spacious rooms and a large balcony. 4 & 5 BR rates available.
Has specials.
Amarone Villa is a luxurious home on the South Coast

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1550/Nt
Has specials. Tortuga Bay C-17 photo

Punta Cana, Dominican Republic

Near Beach | Pool

from $2000/Nt
South Sound Beach villa with five star amenities and no shortage of entertainment. Has specials. Point of View Villa is located on a picturesque Caribbean beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2857/Nt
The ultimate in modern beachfront luxury, with sleek design and privacy. 3 BR rate available. Eos is a beachfront villa that is located directly on Long Bay

Eos

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3200/Nt
Modern villa luxury with amenities. 3 BR rate available. Helios Villa on Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3200/Nt
Amenities and privacy - a hard combination to find. 3 BR rate available. Hyperion is flanked by two sister villas ideally located on Long Bay Beach

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $3200/Nt
Privacy and luxury within a secluded beach hideaway. 3 & 4 BR rates available.
Has specials.
The pool and view of the ocean from Beach Enclave Ocean View Villas

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $2000/Nt
Beach lovers and adventurers will love this villa's private beach access and nearness to Kaibo Yacht Club and Rum Point Club. 4 BR rate available.
Has specials.
Crystal Waters Villa sits beach front near the popular Water Cay and Kaibo Yacht Club

Grand Cayman, Cayman

Beachfront | Pool | AC

from $975/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
Magens Hideaway photo

St. Thomas, USVI

Pool

from $979/Nt
Private boat dock, beach, and panoramic ocean views at this fully air-conditioned villa. The Beach House photo

St. Thomas, USVI

Beachfront | AC

from $1300/Nt
Elegant, refined villa with beachfront access, luxurious amenities, and an open layout. The luxury pool at Coral Pavilion Villa sits just a few yard from the beautiful Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4950/Nt
Well-decorated villa with ocean views and snorkeling access. Three Dolphins sits in a beautiful location with great ocean views

Anguilla

Beachfront | Pool | AC

from $1850/Nt
Large Del Mar Villa is only minutes from Anse Marcel Beach 3 & 4 BR rates available. A large patio area by the pool at Del Mar Villa

Anse Marcel (French side), St. Martin

Pool

from $500/Nt
Casa Bougainvillea is as fresh and lively as its name implies, surrounded by exotic tropical gardens 2, 3 & 4 BR rates available. Casa Bougainvillea Villa has a beautiful private pool

St. Thomas, USVI

Beachfront | Pool | AC

from $853/Nt
Entertaining is a joy at Silk Cotton Villa onSt. Thomas with ample space for lively group conversation 2, 3 & 4 BR rates available. Silk Cotton Villa photo

St. Thomas, USVI

Pool

from $600/Nt
Caribe Villa (owned by artist Peter Max) boasts a massive 3000 foot deck and extensive art collection 2, 3 & 4 BR rates available. Caribe Villa photo

Rendezvous Bay, St. John

Pool

from $700/Nt
St. Lucia's gorgeous Wild Orchid Villa has entertainment features for kids and grown ups alike 1, 2 & 3 BR rates available. Wild Orchid Villa photo

Cap Estate, St. Lucia

Near Beach | Pool

from $400/Nt
The perfect large event villa with two separate cottages and lots of outdoor entertaining space. 4 BR rate available.
Has specials.
Luxury resort style pool area at The Carib House

Antigua

Near Beach | Pool

from $1160/Nt
A separate guest cottage makes this location ideal for several travelers who want to dwell independently. Luxurious resort style pool in a lush tropical setting at Sol y Sombra

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $2075/Nt
This boutique resort offers guests an amazing staff, large gathering spaces, and two private acres. Baraka Point photo

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from Call for rates
Convenient to golf, tennis, and sandy beaches, La Provencale Villa can accommodate up to five couples 3 & 4 BR rates available. La Provencale Villa photo

Terres Basses (French side), St. Martin

Pool

from $714/Nt
Enjoy sunset views over the ocean from Mer Soleil, a charming villa set on the hillside 3 & 4 BR rates available. Mer Soleil Villa photo

Terres Basses (French side), St. Martin

Pool

from $743/Nt
This villa has five spacious suites with sea view terraces. Sea Villa is situated facing the beach with amazing unobscured ocean views

Anguilla

Beachfront | Pool | AC

from $3300/Nt
Enjoy easy beach access and spacious bedrooms. Lounge in luxury at Sand Villa on Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $3100/Nt
Relax and unwind at La Siesta Villa, a residence offering panoramic ocean views and comfortable accommodations. 3 & 4 BR rates available.
Has specials.
Amazing Caribbean views from the pool area at La Siesta

Terres Basses (French side), St. Martin

Near Beach | Pool

from $543/Nt
Elegance at Dene Court at Sandy Lane with a prviate beach cabana 3 & 4 BR rates available.
Has specials.
Luxurious pool at Dene Court is

Barbados

Pool

from $750/Nt
A child friendly villa with a uniquely open design near the beach. 3 & 4 BR rates available.
Has specials.
Lounge by the pool and enjoy views of the ocean in the distance at San Flamingo Villa

Barbados

Pool

from $635/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
This villa's unique design revolves around the pool and sunbathing area in the center of the house. 3 & 4 BR rates available.
Has specials.
Luxurious pool and courtyard at Buttsbury House

Barbados

Pool

from $650/Nt
Named for its views, this villa is a paradise for weddings 3 & 4 BR rates available.
Has specials.
Point of View Villa has an extremely large pool and surround to enjoy the Caribbean sun

Barbados

Near Beach | Pool

from $1400/Nt
Newly remodeled and freshly redecorated, this hillside villa is ideal for family gatherings 3 & 4 BR rates available. The large resort style pool has plenty of lounging and swimming options

Terres Basses (French side), St. Martin

Pool

from $700/Nt
Set up high for fantastic pool views and a beachfront location on Taylor Bay. 4 BR rate available. Alizee Villa is located just a short distance away from Taylor Bay Beach

Taylor Bay/Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

from $1000/Nt
Exclusive and private with more amenities than you'll know what to do with even if you stayed a month 4 BR rate available.
Has specials.
Beautiful pool and backyard area at Eden villa

Barbados

Pool

from $1750/Nt
With a 40ft pool right on Long Bay Beach, this villa is a water-lover's dream. Shambhala Villa has a beautiful pool with an elevated hot tub

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $2100/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
The quintessential villa for the active, sports-loving family, the 5 bedroom Decaj Villa is full of wonderful suprises 2, 3 & 4 BR rates available.
Has specials.
Decaj Villa photo

Cap Estate, St. Lucia

Pool

from $375/Nt
Relax in this villa's infinity pool, beach cabana and hammock and enjoy the close proximity to George Town Has specials. Lounge poolside on the beach at Pease Bay House

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
Beachfront luxury villa with a home theater, entertainment room, and impressive Great Room. The luxurious pool at Blue Diamond Villa

Anguilla

Beachfront | Pool | AC

from Call for rates
One of the larger villas on the island, Stanford House is perfect for a large group that doesn't want to feel crowded 4 BR rate available.
Has specials.
Stanford House photo

Barbados

Pool

from $1500/Nt
The Beach House is an adventure destination perfect for the outdoor person in tune with nature Lounge and enjoy views of the Caribbean from the deck at The Beach House

St. Thomas, USVI

Beachfront | AC

from $650/Nt
Unparalleled luxury and access to the only golf course on Anguilla. Sky Villa is the most private of the Long Bay Villas located just off the beach

Anguilla

Near Beach | Pool

from $2900/Nt
Ultra-modern upscale Anguilla villa with glass walls that face the sea. Has specials. Champagne Shores villa sits on a secluded beach near Pelican Bay

Anguilla

Near Beach | Pool

from $1700/Nt
Large enough for five couples or a small business retreat, Tom Tom Villa is located in a secure gated community Has specials. Tropical landscaping with a view of the ocean just beyond at Tom Tom villa

Barbados

Pool

from $1450/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
Striking four-story villa beachfront villa with ocean views and a private tennis court. Antilles Pearl Villa is located on Shoal Bay Beach at the Altamer Villas

Anguilla

Beachfront | Pool | AC

from $3214/Nt
Chic, plantation-style estate with full staff. Has specials. Coral House sits on a beautiful stretch of the world famous Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4310/Nt
The self-contained, detached guest house offers a wonderful private getaway for newlyweds or couples wanting to spend some time on their own. Lush tropical greenery surrounds Sade Villa

Tortola, BVI, British Virgin Islands

Near Beach | Pool

from Call for rates
Spacious and comfortable 5-bedroom villa has a great location, endless views, and everything your large group needs for a relaxing vacation 3 & 4 BR rates available. Esprit de la Mer Villa photo

Terres Basses (French side), St. Martin

Near Beach | Pool

from $800/Nt
Classically Caribbean villa with an impressive pool and gorgeous mountain views. 3 BR rate available. Arc En Ciel Villa photo

Soufriere, St. Lucia

Near Beach | Pool

from $1900/Nt
Huge beachfront villa with housekeeping, five bedrooms, and 18 acres of land. Has specials. The pool area at Amazing Grace Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4950/Nt
Super modern, upscale villa with glass walls and a spacious design. Lounge by the pool and enjoy amazing ocean views at Beaches Edge East Villa

Anguilla

Near Beach | Pool

from $1400/Nt
Exclusive private island rental! Peaceful with some of the most amazing views of the Caribbean Sea! Royal Belize Private Island

Belize

Beachfront | AC

from $6000/Nt
Stunning views you won't find just anywhere make this 3-bedroom contemporary villa the perfect escape for couples and friends 3 & 4 BR rates available. Acqua Villa - Amazing views of the lagoon from the pool

Terres Basses (French side), St. Martin

Pool

from $714/Nt
Palatial, secluded oceanfront mansion near great snorkeling. 2, 3 & 4 BR rates available. Miramar Villa has amazing ocean views

St. Croix, USVI

Near Beach | Pool

from $1680/Nt
Private beachfront villa great for families, with scuba diving at the Cayman Wall. 4 BR rate available.
Has specials.
Literally steps to the beach at Cayman Sands Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Beachfront island home with plenty of room for family getaways 4 BR rate available.
Has specials.
The pool and this cabana are located right on the beach at Reef Romance Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $950/Nt
The Sanskrit word for “Paradise” is Nandana, and this villa fits the name perfectly through its outstanding accommodations, amenities, and unbeatable location. 3 BR rate available. Nandana Villa in the Bahamas

Grand Bahama Island, Bahamas

Pool

from $10000/Nt
A luxurious five-bedroom retreat with a full staff, entertainment system, and Meads Bay location. 4 BR rate available.
Has specials.
Relax in the pool and hot tub during your stay at Kishti Villa West

Anguilla

Beachfront | Pool | AC

from $4200/Nt
Mermaid Falls Villa photo

Peter Bay, St. John

Pool

from Call for rates
Enjoy the private beachfront villa experience with the comforts of a five-star resort. 4 BR rate available.
Has specials.
The Residences on Grace Bay

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $3400/Nt
Two L-shaped villas make up the Amoraflora property, united by an 80' long pool and an over-the-water gazebo. 4 BR rate available.
Has specials.
Aerial view of Amoraflora Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $795/Nt
Villa Corales 18 photo

Punta Cana, Dominican Republic

Beachfront | Pool | AC

from $4550/Nt
This eco-friendly villa enjoys a beachfront location and resort amenities. 3 & 4 BR rates available.
Has specials.
The interior pool and dining palapa at the Dunes Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $3200/Nt
A beautifully designed villa on the canal with a gorgeous pool, private dock, and beach service on Grace Bay. Has specials. Windemer is located along the canals at the far east end of Provo

Providenciales, Turks and Caicos

Near Beach | Pool

from $1714/Nt
Swanky waterfront villa with resort-like amenities and a boat dock. The Reef Villa photo

Simpson Bay (Dutch side), St. Martin

Pool

from $1143/Nt
Luxuriously modern resort villa with stunning ocean views and private beach access. 3 & 4 BR rates available.
Has specials.
Beach Enclave Beachfront Villas offer amazing ocean views

North Shore, Turks and Caicos

Beachfront | Pool | AC

from $2650/Nt
Chic, modern villa with an ideal location near all of Grace Bay's amenities. Has specials. Aerial view of the Turquoise Villa property

Grace Bay, Turks and Caicos

Near Beach | Pool

from $1300/Nt
Super private beachfront villa with water sports, a home theater, and ocean views. Has specials. Stepping Stone Villa is located along a beautiful beach at the East End of Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1778/Nt
Modern, private beachfront villa with a stylish rooftop deck. Has specials. An aerial view of Olympus Villa and the beautiful beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1400/Nt
Three pools, the ocean, and the beach will keep guests entertained. Has specials. The Estate pools

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4800/Nt
Luxurious resort property with full service and amenities. Has specials. Grace Bay Club Resort pool

Grace Bay, Turks and Caicos

Beachfront | AC

from $5330/Nt
Four equal king suites, two Jacuzzis, and resort amenities perfect for a couples' getaway. The Estate swimming pool

Grace Bay, Turks and Caicos

Beachfront | AC

from $8600/Nt
Child-friendly beachfront villa with 10,000 sq. feet of Tuscan architecture. 3 BR rate available. Pool with view of ocean

Anguilla

Beachfront | Pool | AC

from $1600/Nt
Stunning beachfront villa on Long Bay Beach has incredible views and plenty of space inside and out 2 & 3 BR rates available.
Has specials.
Beautiful beachfront pool at Blue Beach Villa

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $929/Nt
Entertain on the expansive deck, or pick a nook for reading as Clair de Lune offers spaces for family bliss or sweet serenity 2 & 3 BR rates available. Lounge in Caribbean beauty by the pool at Clair de Lune Villa

Terres Basses (French side), St. Martin

Pool

from $700/Nt
Cadasse Villa is a unique property, recently renovated and sitting on a hilltop in Cap Estate, the views from the fantastic outside space are wonderful. The best part of this villa is the amazing staff, they cook meals you will talk about for years. 1, 2 & 3 BR rates available.
Has specials.
Cadasse Villa has beautiful views and fun area for swimming and relaxing

Cap Estate, St. Lucia

Pool

from $315/Nt
Impressive historical estate with first-class gardens and a private beach. 2 & 3 BR rates available. Morne Trulah photo

Rodney Bay, St. Lucia

Near Beach | Pool

from $900/Nt
This former governor's residence is a garden paradise with views that will leave a lasting impression on your senses. 2 & 3 BR rates available. Swimming pool surrounded by tropical landscape at Allamana

Tortola, BVI, British Virgin Islands

Pool

from $707/Nt
Bright and open villa looks out to the beach and comes with a private pool and convenient access to restaurants and shops. Has specials. Take a dip in the pool at High Trees Villa

Barbados

Beachfront | Pool | AC

from $920/Nt
A great place for a rendezvous, near both Klein and Rendezvous Bays 1, 2 & 3 BR rates available. This hillside villa has beautiful views from the pool deck!

Klein Bay, St. John

Near Beach | Pool

from $564/Nt
Four-bedroom resort villa right on Grace Bay beach. Has specials. The West Bay Club by night

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2020/Nt
Stunning panoramic ocean views abound in this secluded villa. 2 & 3 BR rates available. Amazing views of Baie rouge

Terres Basses (French side), St. Martin

Pool

from $571/Nt
Kayaks, hammocks, screened porches, and a boat dock makes this fully air-conditioned villa perfect for sun-lovers. 3 BR rate available.
Has specials.
Great Escape Villa is very close to the beautiful beach

Grand Cayman, Cayman

Near Beach | Pool

from $750/Nt
A huge pool deck and several gazebos provides the ultimate relaxation with a view. 2 & 3 BR rates available.
Has specials.
Ambiance is located in the heart of Terres Basses with access to beautiful beaches nearby

Terres Basses (French side), St. Martin

Pool

from $857/Nt
Set between Taylor Bay and Sapodilla Bay, this house has a modern vibe and amazing ocean views. Has specials. Lounge by the ocean front pool at La Percha

Taylor Bay/Sapodilla Bay, Turks and Caicos

Near Beach | Pool

from $1350/Nt
A deck for every bedroom at this gorgeous villa, just a quick jaunt to the beach 2 & 3 BR rates available. Songbird Villa has an amazing infinity edge pool

Anguilla

Near Beach | Pool

from $650/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
This ultra modern villa has a private concierge and take your breath away sunsets. Has specials. Ani Villa North is a beautiful location for a Caribbean getaway

Anguilla

Pool

from $5100/Nt
If tennis is your game, you'll love having a court right on the premises-you'll just have to provide the partner. 2 & 3 BR rates available.
Has specials.
La Pinta photo

Terres Basses (French side), St. Martin

Pool

from $486/Nt
Breathtaking ocean views engulf this ultra-chic, spacious villa. 2 & 3 BR rates available.
Has specials.
Terrasse de Mer Villa sits above Baie Rouge providing stunning scenery

Terres Basses (French side), St. Martin

Pool

from $814/Nt
Tropical luxury on Sandy Hill Beach. 1, 2 & 3 BR rates available. The beautiful Bird of Paradise Villa

Anguilla

Near Beach | Pool

from $1850/Nt
A formal, modern villa located in the privacy of Estate Shoys with all the amenities a gated community offers Mango Hill is located on the eastern end of St. Croix

St. Croix, USVI

Pool

from $843/Nt
Handicap accessible with an elevator to complement the views and other amenities Has specials. Beautiful views from the balcony at Illusion Villa

Barbados

Pool

from $2400/Nt
Soak in the sun in one of the two pools! 2 & 3 BR rates available.
Has specials.
Grand Bleu Villa photo

Terres Basses (French side), St. Martin

Near Beach

from $786/Nt
Capri Manor means adding a bit of luxury to your Barbados vacation Has specials. Capri Manor photo

Barbados

Near Beach | Pool

from $550/Nt
Let Unforgettable Views Define Your Next Holiday At Ana Capri Estate 1, 2 & 3 BR rates available. Ana Capri Estate photo

Tortola, BVI, British Virgin Islands

Pool

from $572/Nt
Modern, crescent-shaped villa with panoramic views from every room. Has specials. Lounge in luxury,  poolside at Marsh Mellow Villa

Barbados

Pool

from $965/Nt
Eco-friendly beachfront villa conveniently located near Rum Point Club. Has specials. Kai Vista photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
Tropical island elegance, Cayman style Has specials. An amazing view from the balcony at Zara Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1100/Nt
A private, beachfront villa that offers comfort and ease on beautiful Grace Bay. Has specials. Saving Grace Villa photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2300/Nt
Grace Bay villa with chic accommodations, a freshwater pool, and direct access to the best part of the beach. 3 BR rate available.
Has specials.
Beach side deck at Conch Villa

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2025/Nt
Family-friendly villa with a bunk room for kids, a kayak, and a great location between Rum Point and Seven Mile Beach. 3 BR rate available. An aerial view of Present Moment Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $650/Nt
Oceanfront villa near snorkeling reefs, Seven Mile Beach, and marine life. Has specials. Deck and patio area

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1215/Nt
This tropical escape has an Italian design and spans two acres of wild Caribbean fauna. Gwynt A Mor Villa has a beautiful resort like pool

North Shore, Turks and Caicos

Pool

from $1214/Nt
This penthouse villa has completely amazing views: miles of sand and blue sea. Has specials. Penthouse at The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $1425/Nt
Enjoy easy access to Grace Bay and luxurious service from the resort. Has specials. The Estate at Grace Bay Club

Grace Bay, Turks and Caicos

Beachfront | AC

from $3700/Nt
Saline Reef: Two pools and a waterfall will tempt you to stay home and skip all of the nearby activities 2 BR rate available. Saline Reef has a beautiful pool and patio

Cap Estate, St. Lucia

Near Beach | Pool

from $580/Nt
Fields of Ambrosia is an open and airy villa with terrific ocean views, a private pool, and tons of space. 1 & 2 BR rates available. Lounge by the pool overlooking the Caribbean at Fields of Ambrosia

Terres Basses (French side), St. Martin

Pool

from $500/Nt
The drinks never stop flowing at this stunning, modern home with breathtaking ocean views. 1 & 2 BR rates available.
Has specials.
Lounge poolside with amazing views of the ocean

Anguilla

Near Beach | Pool

from $990/Nt
Beachfront luxury on the best part of Grace Bay Beach, with fantastic outdoor space and privacy. Poolside views of the Caribbean from Villa del Sol

Leeward, Turks and Caicos

Near Beach | Pool

from $1215/Nt
Classic yet chic beachfront villa on Gibbes Bay. Has specials. Plunge pool and gardens leading to the beach at Waverly Villa

Barbados

Beachfront | Pool | AC

from $700/Nt
Get in touch with nature by taking advantage of the outdoor shower and private, au natural swimming pool. 1 & 2 BR rates available.
Has specials.
Resort style pool and surroundings at Sol e Luna Villa

Terres Basses (French side), St. Martin

Pool

from $521/Nt
Waterfall Villa: A waterfall infinty pool is the centerpiece of this gorgeous estate property 1 & 2 BR rates available. Waterfall Villa is located on a tropical hillside over looking the Caribbean

Rendezvous Bay, St. John

Pool

from $479/Nt
Small, quiet, luxurious resort with ocean views from every room and five-star amenities. 1 & 2 BR rates available.
Has specials.
Tuscany photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $775/Nt
Each villa has a balcony overlooking Grace Bay at this luxury resort complex. 1 & 2 BR rates available.
Has specials.
The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $875/Nt
Stunning beachfront resort villa has spectacular views, access to Grace Bay Beach, and includes resort amenities of the West Bay Club. Has specials. The West Bay Club from Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1680/Nt
Fully staffed Sea Pearl Villa by Smuggler's Cove Beach is for water lovers and their families. The private pool and gardens are perfect for small groups, yet its just minutes from Rodney Bay. 1 BR rate available.
Has specials.
Sea Pearl Villa photo

Cap Estate, St. Lucia

Near Beach | Pool

from $415/Nt
Your very own exotic, secluded paradise with an earthy, open feel Perfect pool - Walk out the door and take a dip!!

Cap Estate, St. Lucia

Pool

from $300/Nt
Bamboo Villa sounds like a place you'd like to stay on a tropical island, doesn't it? 1 BR rate available.
Has specials.
Lounge by th epool with the ocean just in the background

Terres Basses (French side), St. Martin

Pool

from $545/Nt
Within exclusive Estate Shoys, Royal Palms Villa is close to golf and tennis activities, as well as the beach 1 BR rate available. Royal Palms Villa photo

St. Croix, USVI

Pool

from $525/Nt
A gorgeous 2-bedroom resort villa on famous Grace Bay Beach - West Bay Club has a restaurant, beach bar and staff to attend to your vacation needs. Has specials. Grace Bay Beach along the West Bay Club

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1020/Nt
A Wyndham Resort stay with a beachfront location and tons of activity options! Rio Mar Beach Resort Luxury Ocean Villa photo

Northeast Coast, Puerto Rico

Beachfront | Pool | AC

from $450/Nt
This 1 bedroom resort villa is luxurious and comfortable, and right on the beach Has specials. The West Bay Club has a beautiful pool

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $630/Nt