Caribbean Resort Villas


Resort villas are a great option for travelers looking to enjoy resort amenities with the spacious at home experience of a private villa. Resort villas are connected to and share facilities with a resort providing a wide ranges of on site amenities such as spa services, fitness centers, sports and water activities and resort restaurants. A resort villa often has multiple bedrooms as well as a full kitchen where simple or gourmet meals can be created, eliminating the additional expense of eating all meals at the resort restaurants. Take a look at some of our top choices for Caribbean resort villas below.


Arrecife 23/24/25 Estate at Punta Cana Resort, Dominican Republic villa

Arrecife 23/24/25 Estate at Punta Cana Resort

Punta Cana, Dominican Republic

Pool

From
$4,390/Nt
Spoil yourself with luxury amenities, beach access, and gorgeous views inside and out at this private island villa estate Offers Specials. Parrot Cay Resort- The Sanctuary, Turks and Caicos villa

Parrot Cay Resort- The Sanctuary

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

From
$25,000/Nt
Gorgeous villa estate offers the utlimate in luxury with private beach and pools, gorgeous views, and resort amenties Offers Specials. Parrot Cay Resort- The Residence, Turks and Caicos villa

Parrot Cay Resort- The Residence

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

From
$13,500/Nt
Haystack Villa offers you outdoor living at it's best. With a grand pool, game room, pool table and verandah, this ... 5, 6, 7 & 8 BR rates available Haystack Villa at Tryall Club, Jamaica villa

Haystack Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$1,786/Nt
Offers Specials. Las Brisas, Dominican Republic villa

Las Brisas

Punta Cana, Dominican Republic

Beachfront | Pool | AC

From
$10,000/Nt
Villa Arrecife 24/25, Dominican Republic villa

Villa Arrecife 24/25

Punta Cana, Dominican Republic

Pool

From
$2,790/Nt
6, 7 & 8 BR rates available Hanover Grange Villa, Jamaica villa

Hanover Grange Villa

Montego Bay, Jamaica

Pool

From
$2,143/Nt
6 BR rates available Casa de Campo #3613, Dominican Republic villa

Casa de Campo #3613

Casa de Campo, Dominican Republic

Pool

From
$3,500/Nt
6 BR rates available Casa de Campo #3018, Dominican Republic villa

Casa de Campo #3018

Casa de Campo, Dominican Republic

Pool

From
$2,800/Nt
6 BR rates available Casa de Campo #3022, Dominican Republic villa

Casa de Campo #3022

Casa de Campo, Dominican Republic

Pool

From
$2,000/Nt
Casa de Campo 4520, Dominican Republic villa

Casa de Campo 4520

Casa de Campo, Dominican Republic

Pool

From
$1,740/Nt
Sugar Hill at Tryall Club, Jamaica villa

Sugar Hill at Tryall Club

Montego Bay, Jamaica

From
$3,143/Nt
Mariposa Villa, Antigua villa

Mariposa Villa

Jumby Bay Resort, Antigua

From
$18,000/Nt
Deluxe villa great for families and groups! Offers Specials. Coral Reef Villa, Cayman villa

Coral Reef Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2,600/Nt
If you are looking for the ultimate Caribbean getaway, then look no further than Harmony Hill at Tryall. Located on ... 6 BR rates available Harmony Hill at Tryall, Jamaica villa

Harmony Hill at Tryall

Montego Bay, Jamaica

Pool

From
$2,468/Nt
Newly renovated Caribbean living is what the Phoenix Villa at Tryall has to offer. With a private beach and pool, ... Phoenix Villa at Tryall, Jamaica villa

Phoenix Villa at Tryall

Montego Bay, Jamaica

Beachfront | Pool | AC

From
$2,338/Nt
Twin Palms: Fabulous pool spread out over seven levels will make you feel like you have a resort all to yourself Twin Palms Villa at Tryall, Jamaica villa

Twin Palms Villa at Tryall

Montego Bay, Jamaica

Pool

From
$3,650/Nt
Antigua luxury at its finest! Kairos Beach Villa offers space, privacy, beach access, and so much more Kairos Beach Villa, Antigua villa

Kairos Beach Villa

Jumby Bay Resort, Antigua

Beachfront | Pool | AC

From
$11,995/Nt
Gorgeous 7-bedroom villa ideal for large groups who want sun, beaches, activity, and total relaxation 6 BR rates available Bananaquit Villa, Antigua villa

Bananaquit Villa

Jumby Bay Resort, Antigua

Pool

From
$12,550/Nt
Hummingbird House, Jamaica villa

Hummingbird House

Montego Bay, Jamaica

Pool

From
$3,143/Nt
Casa de Campo #2306, Dominican Republic villa

Casa de Campo #2306

Casa de Campo, Dominican Republic

Pool

From
$2,700/Nt
Casa de Campo #2305, Dominican Republic villa

Casa de Campo #2305

Casa de Campo, Dominican Republic

Pool

From
$3,500/Nt
Enjoy complete privacy while still getting the perks of a resort at this high end 6-bedroom property . Offers Specials. 4 BR rates available Monkey Business at Sugar Hill, Barbados villa
From
$1,500/Nt
Silent Waters Villa is a sprawling villa just outside of Montego Bay that offers everything you could possibly need for ... 5 BR rates available Silent Waters Villa, Jamaica villa

Silent Waters Villa

Montego Bay, Jamaica

Pool

From
$2,320/Nt
Anticipation Villa on Montego Bay: views of the Caribbean Sea and the Tryall Golf Course will vy for your attention 4 & 5 BR rates available Anticipation Villa at Tryall Club, Jamaica villa

Anticipation Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$1,949/Nt
If you are a traveler who prefers luxury, then the Rose Cottage Villa at Tryall is the perfect Jamaican retreat. ... Rose Cottage Villa at Tryall Club, Jamaica villa

Rose Cottage Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$2,571/Nt
Privacy within a gated community are yours at this 6-bedroom property that features a main house and guest house overlooking the sea. Offers Specials. 4 BR rates available Go Easy Villa at Sugar Hill, Barbados villa
From
$1,580/Nt
Endless distractions for kids; separate cottages for grown-ups to get away from it all Offers Specials. 4 BR rates available Sunwatch At Sugar Hill, Barbados villa

Sunwatch At Sugar Hill

Barbados

Pool

From
$1,750/Nt
Huge 6-bedroom villa on the beach has tons of amenities, including a full staff and the use of Jamaica's famed Tryall Club Karma Bay at Tryall Club, Jamaica villa

Karma Bay at Tryall Club

Montego Bay, Jamaica

Beachfront | Pool | AC

From
$1,948/Nt
Traveling with a group has never been easier, or more luxurious, with this villa in the midst of a five-star private island resort Offers Specials. 2, 3 & 5 BR rates available Parrot Cay Resort- Tamarind Villa, Turks and Caicos villa

Parrot Cay Resort- Tamarind Villa

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

From
$2,750/Nt
Huge 6-bedroom oceanfront villa has access to a private beach, comes with a full staff, and has tons of extras Viviana Villa at Tryall Club, Jamaica villa

Viviana Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$2,143/Nt
Spectacular 6-bedroom villa with resort amenities, privacy, views, and plenty of activities Following Seas Villa at Tryall Club, Jamaica villa

Following Seas Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$2,922/Nt
Windward Villa offers fun, sun, and relaxation in a spacious and stunning Jamaican villa Windward Villa at Tryall Club, Jamaica villa

Windward Villa at Tryall Club

Montego Bay, Jamaica

Near Beach | Pool

From
$1,623/Nt
Luxury villa on very private Jumby Bay is perfect for large parties and features tons of amenities 5 BR rates available Oleander Villa, Antigua villa

Oleander Villa

Jumby Bay Resort, Antigua

Pool

From
$11,550/Nt
Upscale elegance meets the tropics at this incredible 5-bedroom, oceanfront villa La Casa Villa, Antigua villa

La Casa Villa

Jumby Bay Resort, Antigua

From
$11,550/Nt
Jubilation at Tryall Club, Jamaica villa

Jubilation at Tryall Club

Montego Bay, Jamaica

Pool

From
$2,078/Nt
Tortuga Bay C-17, Dominican Republic villa

Tortuga Bay C-17

Punta Cana, Dominican Republic

Near Beach | Pool

From
$2,000/Nt
Spectacular beachfront private island estate, understated luxury. Offers Specials. 2 & 3 BR rates available Parrot Cay Resort- Love Pumpkin, Turks and Caicos villa

Parrot Cay Resort- Love Pumpkin

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

From
$4,850/Nt
Four Seasons Nevis Sunset Hill - 5, Nevis villa
From
$3,750/Nt
Exclusive and private with more amenities than you'll know what to do with even if you stayed a month Offers Specials. 4 BR rates available Eden at Sugar Hill, Barbados villa

Eden at Sugar Hill

Barbados

Pool

From
$1,900/Nt
5 bedroom beauty that's perfect for two families to share Pearl Villa, Belize villa

Pearl Villa

Belize

Beachfront | AC

From
$750/Nt
3 level beachfront villa in Ambergris Caye Resort Ruby Villa, Belize villa

Ruby Villa

Belize

Beachfront | AC

From
$750/Nt
Huge private villa adjacent to Four Seasons resort has fantastic views and lots of privacy Mahogany Hill Villa #1910, Nevis villa

Mahogany Hill Villa #1910

Nevis

Near Beach | Pool

From
$3,750/Nt
Resort fun with easy beach access and ocean views Villa Arrecife 25 at Tortuga Bay, Dominican Republic villa

Villa Arrecife 25 at Tortuga Bay

Punta Cana, Dominican Republic

Pool

From
$2,430/Nt
The view is unmatched anywhere in Tryall Club! No le Hace at Tryall Club, Jamaica villa

No le Hace at Tryall Club

Montego Bay, Jamaica

Pool

From
$1,000/Nt
If you don't want to lift a finger on vacation, then the Infinity Villa at Tryall will meet all of ... Infinity Villa at Tryall Club, Jamaica villa

Infinity Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$1,753/Nt
Gillespie and Steel designed, Calliaqua is located on prime real estate in an exclusive community Offers Specials. 3 & 4 BR rates available Calliaqua at Sugar Hill, Barbados villa

Calliaqua at Sugar Hill

Barbados

Pool

From
$1,000/Nt
Lelant Villa means fairway action and a gorgeous Carribean view in one package Offers Specials. 4 BR rates available Lelant Villa at Royal Westmoreland, Barbados villa
From
$850/Nt
Ocean front villa ideal for families with young children Sunset Villa at Tryall Club, Jamaica villa

Sunset Villa at Tryall Club

Montego Bay, Jamaica

Beachfront | Pool | AC

From
$1,949/Nt
Offers Specials. 3 & 4 BR rates available Old Trees #6, Firefly Villa, Barbados villa

Old Trees #6, Firefly Villa

Barbados

Beachfront | Pool | AC

From
$1,500/Nt
Villa Lolita at Tryall Club, Jamaica villa

Villa Lolita at Tryall Club

Montego Bay, Jamaica

Pool

From
$1,818/Nt
Mahogany Hill is for travelers in want of high-class resort accommodations, top-of-the-line luxury and privacy, and plenty of activities to do Mahogany Hill Villa at Tryall Club, Jamaica villa

Mahogany Hill Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$1,624/Nt
A large and gorgeous Tryall Club rental that provides guests with the club's first-rate amenities and access to the beautiful beaches of Montego Bay. Sundance Villa at Tryall Club, Jamaica villa

Sundance Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$1,714/Nt
Frangipani Villa, Anguilla villa

Frangipani Villa

Anguilla

Beachfront | Pool | AC

From
$3,500/Nt
Four Seasons Nevis Sunset Hill - 4, Nevis villa
From
$3,200/Nt
Villa B53 at Tortuga Bay, Dominican Republic villa

Villa B53 at Tortuga Bay

Punta Cana, Dominican Republic

Pool

From
$720/Nt
As a 4-bedroom, Ocean Villa offers incredible views in every direction and is very kid-friendly. Rio Mar Beach Resort Luxury Ocean Villa , Puerto Rico villa

Rio Mar Beach Resort Luxury Ocean Villa

Northeast Coast, Puerto Rico

Beachfront | AC

From
$750/Nt
Four-bedroom vacation villa offering seclusion and elegance in Sugar Hill Offers Specials. Oceana at Sugar Hill, Barbados villa

Oceana at Sugar Hill

Barbados

Pool

From
$1,350/Nt
Private resort will full use of resort's club house, fitness center, pool, and tennis courts Offers Specials. 2 & 3 BR rates available The Summer House at Sugar Hill, Barbados villa
From
$350/Nt
Wonderful 4 bedroom resort Villa, within the West Bay Club. Right on Grace Bay beach - 4 bedrooms are hard to find and there is only one so book early. Offers Specials. West Bay Club, Turks and Caicos villa

West Bay Club

Providenciales, Turks and Caicos

Beachfront | Pool | AC

From
$1,800/Nt
Opulence and tranquility off the 16th fairway and a private pool to boot 3 BR rates available Ixora Villa - Royal Westmoreland, Barbados villa
From
$1,130/Nt
Stunning waterfront home right in front of Belize infamous barrier reef Opal Villa, Belize villa

Opal Villa

Belize

Beachfront | AC

From
$650/Nt
Amethyst Villa is rght on the beach in the most popular destination spot in Belize Amethyst Villa, Belize villa

Amethyst Villa

Belize

Beachfront | AC

From
$550/Nt
The gazebo with a comfortable conversation pit sits right in the pool affording guests great views of the ocean 3 BR rates available Coquina Villa at Coral Beach Club, St. Martin villa

Coquina Villa at Coral Beach Club

Dawn Beach (Dutch side), St. Martin

Beachfront | Pool | AC

From
$788/Nt
Luxury Condominium Reeds House #1 has direct access to the beach in the trendy Reeds Bay Offers Specials. 1 & 3 BR rates available Reeds House #1, Barbados villa

Reeds House #1

Barbados

Beachfront | AC

From
$450/Nt
Elegant resort overlooking the Caribbean Sea Offers Specials. Sugar Hill A15, Barbados villa

Sugar Hill A15

Barbados

From
$700/Nt
Beachfront paradise penthouse at La Mirage at Old Trees Offers Specials. 2 & 3 BR rates available La Mirage - Penthouse at Old Trees, Barbados villa
From
$1,300/Nt
An all-encompassing and relaxing Jamaican vacation awaits Fairwinds at Tryall, Jamaica villa

Fairwinds at Tryall

Montego Bay, Jamaica

Pool

From
$643/Nt
Handicap accessible with an elevator to complement the views and other amenities Offers Specials. Illusion Villa At Sugar Hill, Barbados villa
From
$2,400/Nt
Stunning waterfront home is pure luxury, with 2 private beaches and easy access to Jumby Bay Resort Turtle Reef Villa, Antigua villa

Turtle Reef Villa

Jumby Bay Resort, Antigua

Pool

From
$10,250/Nt
Low-key and relaxing villa sits right on the water's edge and comes with its own helpful staff Tradewinds Villa at Tryall Club, Jamaica villa

Tradewinds Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$710/Nt
This private 4-bedroom villa located on a golf course comes with a pool, a staff of 5, and tons of amenities Coo Yah Villa at Tryall Club, Jamaica villa

Coo Yah Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$910/Nt
Stunning beachfront property with pool and staff Reef House at Tryall Club, Jamaica villa

Reef House at Tryall Club

Montego Bay, Jamaica

Beachfront | Pool | AC

From
$643/Nt
Bright and open villa sits right on the beach with panoramic ocean views and comes with tons of amenities, including a convenient meal plan Frangipani Point , Antigua villa

Frangipani Point

Jumby Bay Resort, Antigua

Pool

From
$10,250/Nt
Gorgeous private villa features 4 bedrooms, a large pool, ocean views, and tons of amenities offered by the exclusive Sugar Hill community Offers Specials. 3 BR rates available Firefly Villa Sugar Hill, Barbados villa

Firefly Villa Sugar Hill

Barbados

Pool

From
$1,000/Nt
Gorgeous Barbados townhome is just 10 minutes from Holetown and includes lots of great resort amenities, including a restaurant and bar Offers Specials. 3 BR rates available Sugar Hill Village #E119, Barbados villa

Sugar Hill Village #E119

Barbados

Pool

From
$400/Nt
Good times await at Montego Bay Yellowbird Villa, Jamaica villa

Yellowbird Villa

Montego Bay, Jamaica

Pool

From
$786/Nt
A secluded and relaxing island vacation awaits Eve Song, Jamaica villa

Eve Song

Montego Bay, Jamaica

Pool

From
$710/Nt
An exceptional choice for those who want a carefree and luxurious Caribbean vacation. Ma'Moura Villa at Tryall Club, Jamaica villa

Ma'Moura Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$773/Nt
Dramatic view of the Caribbean Sea with Montego Bay in the distance. Folly Villa at Tryall Club, Jamaica villa

Folly Villa at Tryall Club

Montego Bay, Jamaica

Pool

From
$643/Nt
Beachfront home with large pool and hot tub Seaspray Villa at Tryall Club, Jamaica villa

Seaspray Villa at Tryall Club

Montego Bay, Jamaica

Beachfront | Pool | AC

From
$786/Nt
Seeking tranquility? Beautiful Baie Longue beach and unsurpassed resort amenities provide it all 3 BR rates available La Samanna Resort - Tiaris Villa, St. Martin villa

La Samanna Resort - Tiaris Villa

Terres Basses (French side), St. Martin

Near Beach | Pool

From
$3,000/Nt
Luxury abounds in this beautiful 4 bedroom private villa with fine resort amenities 3 BR rates available La Samanna Resort - Mouette Villa, St. Martin villa

La Samanna Resort - Mouette Villa

Terres Basses (French side), St. Martin

Near Beach

From
$3,000/Nt
You can't help but relax here! Intimate, private and full service. Amanyara Beach Villa, Turks and Caicos villa

Amanyara Beach Villa

Providenciales, Turks and Caicos

Beachfront | Pool | AC

Call for rates
The 4-bedroom villa at Amanyara Resort satisfies your every want and need while surrounded by an unbelievable setting Amanyara Oceanfront Villa, Turks and Caicos villa

Amanyara Oceanfront Villa

Providenciales, Turks and Caicos

Pool

Call for rates
This is an elevated 4-bedroom villa with panoramic views and features a personal staff and access to all of the Peter Island Resort and Spa amenities! Crow's Nest Villa, Peter Island, BVI villa

Crow's Nest Villa

Peter Island, BVI

From
$3,850/Nt
Offers Specials. 3 BR rates available Langara Villa Sandy Cove, Barbados villa

Langara Villa Sandy Cove

Barbados

Beachfront | Pool | AC

From
$2,100/Nt
Arrecife 23, Dominican Republic villa

Arrecife 23

Punta Cana, Dominican Republic

Near Beach | Pool

From
$1,290/Nt
Villa Arrecife 24 at Tortuga Bay, Dominican Republic villa

Villa Arrecife 24 at Tortuga Bay

Punta Cana, Dominican Republic

Pool

From
$1,080/Nt
Offers Specials. 3 BR rates available Sandy Cove #402 Penthouse, Barbados villa

Sandy Cove #402 Penthouse

Barbados

Beachfront | Pool | AC

From
$900/Nt
Turtle Point, Antigua villa

Turtle Point

Long Bay, Antigua

Pool

From
$1,546/Nt
Upscale villa resort on Grace Bay Beach, this penthouse villa has completely amazing views. Miles of sand and bluest ocean. Offers Specials. Penthouse at The Venetian, Turks and Caicos villa

Penthouse at The Venetian

Providenciales, Turks and Caicos

Beachfront | Pool | AC

From
$1,425/Nt
Offers Specials. Four Seasons Nevis Palm Grove - 3, Nevis villa

Four Seasons Nevis Palm Grove - 3

Nevis

Near Beach | Pool

From
$1,950/Nt
Four Seasons Nevis Pinneys Beach - 3, Nevis villa

Four Seasons Nevis Pinneys Beach - 3

Nevis

Near Beach | Pool

From
$4,200/Nt
Sandy Cove #304, Barbados villa

Sandy Cove #304

Barbados

Beachfront | Pool | AC

From
$850/Nt
Old Trees 104, West Beach, Barbados villa

Old Trees 104, West Beach

Barbados

Beachfront | Pool | AC

From
$850/Nt
Portico 8, Barbados villa

Portico 8

Barbados

Pool

From
$850/Nt
Sapphire Beach #511, Barbados villa

Sapphire Beach #511

Barbados

Beachfront | AC

From
$440/Nt
Charming private villa enjoys an excellent location on the beach and is close to the popular Royal Westmoreland and Sandy Lane Hotels. Offers Specials. Hibiscus at Merlin Bay, Barbados villa

Hibiscus at Merlin Bay

Barbados

Beachfront | Pool | AC

From
$450/Nt
One-of-a-kind Ocean Villa 3-bedroom penthouse has access to all desired amenities but its highlight is the large terrace. Rio Mar Beach Resort Penthouse Ocean Villa, Puerto Rico villa

Rio Mar Beach Resort Penthouse Ocean Villa

Northeast Coast, Puerto Rico

Beachfront | Pool | AC

From
$650/Nt