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.


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

Cabrera, Dominican Republic

Pool

from $9120/Nt
Arrecife 23/24/25 Estate at Punta Cana Resort photo

Punta Cana, Dominican Republic

Pool

from $4390/Nt
Expansive oceanfront villa with three pools and eleven bedrooms. Casa de Campo #111 photo

Casa de Campo, Dominican Republic

Pool

from $3750/Nt
Spoil yourself with luxury amenities, beach access, and gorgeous views inside and out at this private island villa estate. Private luxury at The Sanctuary at Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $36000/Nt
Gorgeous villa estate offers the ultimate in luxury with a private beach, gorgeous views, and resort amenities. Parrot Cay Resort - The Residence photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $21500/Nt
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
An impressive pool and terrace winds throughout this luxury villa. 5, 6 & 9 BR rates available.
Has specials during your dates.
Aerial View of Silent Waters

Montego Bay, Jamaica

Pool

from $2320/Nt
Super spacious luxury villa with next-level outdoor amenities. 5, 6, 7 & 8 BR rates available. Haystack Villa is located in the prestigious Tryall Club

Montego Bay, Jamaica

Pool

from $2000/Nt
One of the largest villas at Tryall Club, with a basketball court, game room, and playground. 9 BR rate available. Create Abundance photo

Montego Bay, Jamaica

Pool

from $3391/Nt
5 BR rate available. Las Brisas villa

Punta Cana, Dominican Republic

Pool

from $5720/Nt
Pool area for Arrecife Villas

Punta Cana, Dominican Republic

Pool

from $2790/Nt
Fully staffed, avant-garde villa with open-concept design and complimentary access to Eden Roc Beach. 5, 6, 7 & 8 BR rates available.
Has specials during your dates.
Yarari Royale is a beautiful home located in Cap Cana

Cap Cana, Dominican Republic

Pool

from $2430/Nt
Resort style luxury at Hanover Grange

Montego Bay, Jamaica

Pool

from $3052/Nt
6 BR rate available. The luxurious patio and and infinity edge pool at Casa de Campo #3613

Casa de Campo, Dominican Republic

Pool

from $3500/Nt
A resort style poo area at this villa in Casa de Campo

Casa de Campo, Dominican Republic

Pool

from $2900/Nt
6 BR rate available. Casa de Campo #3022 photo

Casa de Campo, Dominican Republic

Pool

from $2000/Nt
Casa de Campo #602 photo

Casa de Campo, Dominican Republic

Pool

from $3500/Nt
Luxurious private villa with resort amenities, professional service, and a personal sandy beach area. 5 BR rate available.
Has specials during your dates.
The swimming pool at the Larimar Villa overlooks the Caribbean

Cabrera, Dominican Republic

Pool

from $4720/Nt
Enjoy amazing sunsets on the balcony at Sugar Hill

Montego Bay, Jamaica

Pool

from $2857/Nt
Live like kings and queens for the duration of your vacation at Tryall Club's Round House Villa Roundhouse Villa has beautiful outdoor spaces

Montego Bay, Jamaica

Pool

from $2143/Nt
Darsena 20 Villa photo

Casa de Campo, Dominican Republic

Pool

from $2540/Nt
Fully staffed villa with access to a private beach, spa, and seven acres of privacy. Harmony Hill at Tryall photo

Montego Bay, Jamaica

Pool

from $3143/Nt
Beachfront villa with an open design and golf course access. Phoenix Villa at Tryall photo

Montego Bay, Jamaica

Beachfront | Pool | AC

from $2338/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 photo

Montego Bay, Jamaica

Pool

from $3507/Nt
Ocean and pool view from back patio

Montego Bay, Jamaica

Pool

from $3143/Nt
Casa de Campo #2306 has a beautiful lush lawn and private sun dock on the water

Casa de Campo, Dominican Republic

Pool

from $2700/Nt
Casa de Campo #2305 photo

Casa de Campo, Dominican Republic

Pool

from $3500/Nt
Experience the ease of a stress-free vacation at Punta Cana Resort, where childcare, on-site activities, and white sand beach alleviate every burden. Yellow Bear Villa - Very large pool and outdoor areas

Punta Cana, Dominican Republic

Pool

from $1750/Nt
Stunning property dripping with luxury. 4 BR rate available.
Has specials during your dates.
Enjoy amazing sunsets from the beach at the Amber Villa

Cabrera, Dominican Republic

Pool

from $4000/Nt
Anticipation Villa on Montego Bay: views of the Caribbean Sea and the Tryall Golf Course will vy for your attention Anticipation Villa at Tryall Club photo

Montego Bay, Jamaica

Pool

from $2241/Nt
Your group will love the views - and - the attention to the details The Luxurious pool and back yard area at Rose Cottage

Montego Bay, Jamaica

Pool

from $2338/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. Go Easy Vill at Sugar hills offers a beautiful pool area

Barbados

from $1580/Nt
Endless distractions for kids; separate cottages for grown-ups to get away from it all 4 BR rate available. Sunwatch At Sugar Hill photo

Barbados

Pool

from $1750/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 Lounge just steps away from the ocean - by the pool at Karma Bay Villa

Montego Bay, Jamaica

Pool

from $2143/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
Jubilation is located on a tropical setting at the famous Tryall club

Montego Bay, Jamaica

Pool

from $1949/Nt
Has specials during your dates. Tortuga Bay C-17 photo

Punta Cana, Dominican Republic

Near Beach | Pool

from $2000/Nt
Spectacular beachfront private island estate offers Balinese luxury. 2 & 3 BR rates available. A private cabana sits beachfront at Love Pumpkin

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $8000/Nt
Four Seasons Nevis Sunset Hill - 5 photo

Nevis

Pool

from $3750/Nt
Lounge by the pool in the Jamaican sun at Retreat villa

Montego Bay, Jamaica

Near Beach | Pool

from $714/Nt
Opulently manicured villa with five-star resort amenities and a full staff. Quinntessential photo

Montego Bay, Jamaica

Pool

from $2571/Nt
Spacious, open, luxurious oceanfront villa with a sunken fire pit lounge and two pools. Has specials during your dates. The five bedroom villa at he Gansevoort Villas

Turtle Tail, Turks and Caicos

Pool

from $3850/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 during your dates.
Beautiful pool and backyard area at Eden villa

Barbados

Pool

from $1750/Nt
Huge private villa adjacent to Four Seasons resort has fantastic views and lots of privacy Mahogany Hill Villa #1910 photo

Nevis

Near Beach | Pool

from $3750/Nt
Resort fun with easy beach access and ocean views Villa Arrecife 25 at Tortuga Bay photo

Punta Cana, Dominican Republic

Pool

from $1720/Nt
The view is unmatched anywhere in Tryall Club! No Le Hace is a beautiful villa over looking the ocean from the Tryall club

Montego Bay, Jamaica

Pool

from $1429/Nt
Opulent villa with a full staff and luxurious decor. Infinity Villa at Tryall Club photo

Montego Bay, Jamaica

Pool

from $2091/Nt
Part of the Sugar Hill Resort Community, with tons of beaches nearby and a huge outdoor space. 3 & 4 BR rates available.
Has specials during your dates.
Calliaqua at Sugar Hill photo

Barbados

Pool

from $1000/Nt
Lelant Villa means fairway action and a gorgeous Carribean view in one package 4 BR rate available.
Has specials during your dates.
Lelant\'s elegant pool deck surrounded by lush tropical greenery

Barbados

Pool

from $1000/Nt
Luxury vacationing, Jamaican style There are fabulous ocean views from the porch at Overlook Villa

Montego Bay, Jamaica

Pool

from $1559/Nt
Ocean front villa ideal for families with young children Sunset at the Tryall Club has a beautiful beachfront pool and hot tub

Montego Bay, Jamaica

Beachfront | Pool | AC

from $1949/Nt
Inviting villas, inviting atmosphere, inviting activities! 3 & 4 BR rates available. CeBlue Villas photo

Anguilla

Near Beach | Pool

from $1095/Nt
Beachfront, five bedroom property with luxe design, a grand piano, and spacious design. 3 & 4 BR rates available. View from Old Trees#6 Firefly

Barbados

Beachfront | Pool | AC

from $1500/Nt
Lush surrounding and tropical vistas at Villa Lolita

Montego Bay, Jamaica

Pool

from $1949/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 Lush tropical landscaping and private pool at Mahogany Villa

Montego Bay, Jamaica

Pool

from $1624/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. Exterior view with pool

Montego Bay, Jamaica

Pool

from $1949/Nt
A chic, beachfront villa with resort amenities. Beach front private pool

Anguilla

Beachfront | Pool | AC

from $3500/Nt
Four Seasons Nevis Sunset Hill - 4 photo
Villa B53 at Tortuga Bay

Punta Cana, Dominican Republic

Pool

from $720/Nt
Luxury villa with spacious rooms and a circular layout wrapped around a cobalt tiled pool. Casuarina photo

Montego Bay, Jamaica

Pool

from $1299/Nt
Nearly 6,000 square feet of luxury, with up close and personal ocean views. Has specials during your dates. The four bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $3400/Nt
This villa's gorgeous exterior was made for entertaining. Casa de Campo #146 sits on the 13th hole of the -Teeth of the Dog- Golf Course

Casa de Campo, Dominican Republic

Pool

from $1500/Nt
Family-friendly, oceanfront luxury villa in the world-famous Gansevoort Resort. Has specials during your dates. Gansevoort Villas have waterfront access

Turtle Tail, Turks and Caicos

Pool

from $3325/Nt
Chic oceanfront paradise with direct access to the sea and two private pools. Has specials during your dates. The Gansevoort Villas four bedroom villas feature over the water decks to soak up the Caribbean sun

Turtle Tail, Turks and Caicos

Pool

from $3150/Nt
Three pools, the ocean, and the beach will keep guests entertained. The Estate pools

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $4800/Nt
Luxurious resort property with full service and amenities. 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
Ocean Villa offers incredible views in every direction and is very kid-friendly. View to the ocean and pool from the 4 bedroom ocean villa!

Northeast Coast, Puerto Rico

Beachfront | AC

from $550/Nt
Four-bedroom vacation villa offering seclusion and elegance in Sugar Hill 3 BR rate available.
Has specials during your dates.
Oceana at Sugar Hill photo

Barbados

Pool

from $1000/Nt
Private resort will full use of resort's club house, fitness center, pool, and tennis courts 2 & 3 BR rates available. The Summer House at Sugar Hill photo

Barbados

Pool

from $350/Nt
Four-bedroom resort villa right on Grace Bay beach. Has specials during your dates. The West Bay Club by night

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $2020/Nt
Opulence and tranquility off the 16th fairway and a private pool to boot 3 BR rate available. Ixora Villa - Royal Westmoreland photo

Barbados

Pool

from $1070/Nt
Luxury complex with direct access to the beach and four levels of living space. 1 & 3 BR rates available. The Penthouse hot tub at Reeds House #1 has beautiful ocen views

Barbados

Beachfront | AC

from $395/Nt
Cozy four bedroom property in an elegant resort overlooking the Caribbean Sea. Sugar Hill A 15 is located with in the Sugar Hill Resort neighborhood

Barbados

from $700/Nt
Beachfront paradise penthouse at La Mirage at Old Trees 2 & 3 BR rates available. Old Trees is located right on one of the south coast beaches

Barbados

Pool

from $1300/Nt
Relaxing and chic villa with media room, gym, swimming holes, and a huge outdoor living space. Living up to it\'s namesake - Aqua View Villa enjoys amazing views of the Caribbean

Montego Bay, Jamaica

Near Beach | Pool

from $2571/Nt
An all-encompassing and relaxing Jamaican vacation awaits Fairwinds villa is located int the luxury community of the Tryall Club

Montego Bay, Jamaica

Pool

from $643/Nt
Handicap accessible with an elevator to complement the views and other amenities Beautiful views from the balcony at Illusion Villa

Barbados

Pool

from $2400/Nt
Low-key and relaxing villa sits right on the water's edge and comes with its own helpful staff Tradewinds Villa has an amazing pool overlooking the ocean

Montego Bay, Jamaica

Pool

from $1636/Nt
This private 4-bedroom villa located on a golf course comes with a pool, a staff of 5, and tons of amenities Luxurious pool and patio areas at Coo Yah Villa

Montego Bay, Jamaica

Pool

from $1000/Nt
Stunning beachfront property with private pool, full staff, and access to resort amenities. Elegant poolside lounging at Reef House

Montego Bay, Jamaica

Beachfront | Pool | AC

from $857/Nt
Gorgeous Barbados townhome is just 10 minutes from Holetown and includes lots of great resort amenities, including a restaurant and bar Your own hot tub at E 119

Barbados

Pool

from $400/Nt
Good times await at Montego Bay Yellowbird Villa photo

Montego Bay, Jamaica

Pool

from $786/Nt
A secluded and relaxing island vacation awaits Relax by the pool at Eve Song Villa

Montego Bay, Jamaica

Pool

from $707/Nt
An exceptional choice for those who want a carefree and luxurious Caribbean vacation. Plenty of poolside lounging at Ma\'Moura Villa

Montego Bay, Jamaica

Pool

from $1299/Nt
Dramatic view of the Caribbean Sea with Montego Bay in the distance. Lush tropical surroundings with amazing ocean views await at Folly Villa

Montego Bay, Jamaica

Pool

from $643/Nt
Beachfront home at Tryall Club with a large pool and hot tub. The patio at Seaspray Villa is the perfect place to relax and enjoy some cocktails

Montego Bay, Jamaica

Beachfront | Pool | AC

from $786/Nt
Find tranquility on Baie Longue beach with unsurpassed resort amenities. 3 BR rate available. La Samanna Resort - Tiaris Villa photo

Terres Basses (French side), St. Martin

Near Beach | Pool

from $3000/Nt
Luxury abounds in this beautiful 4 bedroom private villa with fine resort amenities 3 BR rate available. La Samanna Resort - Mouette Villa photo

Terres Basses (French side), St. Martin

Near Beach

from $3000/Nt
This private resort offers full service and off the grid luxury. Amanyara Beach Villa photo

Providenciales, Turks and Caicos

Beachfront | Pool | AC

from Call for rates
Amanyara Resort satisfies every want and need, surrounded by an unbelievable setting. Amanyara Oceanfront Villa photo

Providenciales, Turks and Caicos

Pool

from Call for rates
Pool

Punta Cana, Dominican Republic

Near Beach | Pool

from $1290/Nt
Villa Arrecife 24 at Tortuga Bay photo

Punta Cana, Dominican Republic

Pool

from $1080/Nt
Luxurious penthouse with a plunge pool and expansive balcony. Has specials during your dates. Stunning pool with views out to the Carribean

Barbados

Beachfront | Pool | AC

from $1650/Nt
Stunning infinity edge pool

Long Bay, Antigua

Pool

from $1718/Nt
This penthouse villa has completely amazing views: miles of sand and blue sea. Has specials during your dates. Penthouse at The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $1425/Nt
Private Pool at Palm Grove 3 Bedroom Villa

Nevis

Near Beach | Pool

from $1950/Nt
Four Seasons Nevis Pinneys Beach - 3 photo

Nevis

Near Beach | Pool

from $4200/Nt
Low-key, quiet luxury complex with oversized terrace and well-designed communal spaces. Beautiful patio and infinity pool at Portico

Barbados

Near Beach | Pool

from $850/Nt
Beachfront resort complex on Dover Beach with two pools and gorgeous ocean views. 2 BR rate available.
Has specials during your dates.
Sapphire Beach - beautiful beachfront resort

Barbados

Beachfront | AC

from $335/Nt
Sunny villa with lush vegetation and floor to ceiling windows in luxurious COMO Parrot Cay resort. Parrot Cay Resort - Point House photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $9500/Nt
Eye-catching sea views just a short walk from Prospect Beach. 2 BR rate available. The terrace at Portico 5 offers great views of the ocean

Barbados

Near Beach | Pool

from $600/Nt
Enjoy easy access to Grace Bay and luxurious service from the resort. The Estate at Grace Bay Club

Grace Bay, Turks and Caicos

Beachfront | AC

from $3700/Nt
Charming private villa enjoys an excellent location on the beach and is close to the popular Royal Westmoreland and Sandy Lane Hotels. Has specials during your dates. Hibiscus has a private plunge pool as well as access to the Merlin Bay common pool

Barbados

Beachfront | Pool | AC

from $450/Nt
On the beachfront, with an on-site gym and within an easy walk of restaurants and shopping 1 & 2 BR rates available.
Has specials during your dates.
Schooner Bay #205 photo

Barbados

Beachfront | Pool | AC

from $400/Nt
Enjoy sea views and luxurious accommodations amidst a five-star private island resort. Private pool at Lucky House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
The unique sunken conversation pit in the pool and the wine cooler is all you'll need to create a lasting impression while entertaining. 2 BR rate available. Starfish Villa at Coral Beach Club photo

Dawn Beach (Dutch side), St. Martin

Beachfront | Pool | AC

from $795/Nt
Spectacular contemporary 3-bedroom villa right on Dawn Beach offers every modern amenity. 2 BR rate available. Corinne Villa at Coral Beach Club photo

Dawn Beach (Dutch side), St. Martin

Beachfront | Pool | AC

from $795/Nt
Luxury resort villa that puts a private beach, spa, and water sports at your disposal. Spectacular beachfront pool at Dhyani House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Gorgeous three-bedroom villa offers outstanding views, exceptional service, and privacy in COMO Parrot Cay private island resort. The pool at Rocky Point villa!

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Private villa in a resort setting has the best of both worlds, plus a great location by the beach and the amenities of Holetown. Coconut Ridge Villa is near the Royal Westmorland golf course

Barbados

Pool

from $430/Nt
Private garden on the roof offers one of the best views on the island. Eden on the Sea at Merlin Bay photo

Barbados

Beachfront | AC

from $550/Nt
Furnished in Contemporary Italian Style, Sandy Cove 201 is comfort and luxury combined Sandy Cove Resort

Barbados

Beachfront | Pool | AC

from $750/Nt
With a 2,500 ft. deck and 1350 sq. ft. infinity pool, you'll have all the space you need to unwind. Has specials during your dates. Parrot Cay Resort - Island Beach Villas photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
Three-bedroom beachfront villa on Turks and Caicos, with beachside luxury and relaxation. Has specials during your dates. Parrot Cay Resort - COMO Villa photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $4500/Nt
This condo offers everything you would expect from the Ritz Carlton-luxury, privacy, and more amenities than you can count The Ritz Carlton Club Condo photo

St. Thomas, USVI

Beachfront | AC

from $875/Nt
A modern apartment ideal for 2 couples, sitting at the heart of Paynes Bay 2 BR rate available. Paynes Bay Beach just a short walk  from Coral Cove

Barbados

Beachfront | AC

from $450/Nt
Two couples or a family will enjoy the penthouse views and modern amenities of Coral Cove #15 Coral Cove #15 photo

Barbados

Beachfront | AC

from $750/Nt
Sunshine and sea breezes are plentiful at Sandy Hook 21; elevator access to all floors 2 BR rate available.
Has specials during your dates.
Sandy Hook 21 photo

Barbados

Beachfront | AC

from $275/Nt
One of six units in a complex, they can be rented together to accommodate large groups Views of the ocean from the patio at Firefly

Barbados

Beachfront | Pool | AC

from $350/Nt
One of six villas in the Merlin Bay community, the floor plan affords privacy and intimacy Has specials during your dates. Large resort pool at Merlin Bay with the ocean just in the background

Barbados

Beachfront | Pool | AC

from $465/Nt
Sapphire Beach 505 is ideally situated on the vibrant south coast 2 BR rate available.
Has specials during your dates.
Sapphire Beach #505 has a great patio with ocean views

Barbados

Beachfront | AC

from $325/Nt
Amazing gardens and white sand beaches are just steps off your patio at Nutmeg Villa Nutmeg at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $465/Nt
Ocean View has a sunken living room that invites intimate gatherings, and a garden that would inspire Hemingway Ocean View at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $385/Nt
It won't be a secret any longer once you stay here; Secret Garden at Merlin Bay is simply amazing. Has specials during your dates. Secret Garden at Merlin Bay photo

Barbados

Beachfront | AC

from $450/Nt
Lovely beachfront villa with fitness facilities near Speightstown 1 & 2 BR rates available.
Has specials during your dates.
Schooner Bay #207 photo

Barbados

Beachfront | AC

from $500/Nt
Villas in the heart of Holetown, St. James, close to town and attractions, with on-site fitness equipment 1 & 2 BR rates available. The community pool at the Villas on the Beach Complex

Barbados

Beachfront | AC

from $295/Nt
Perfect as a staging point, Ocean's Edge is situatd at the heart of the action in St. James Ocean\'s Edge Villa  - Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $500/Nt
Wake up to waves crashing against the shore, and no car is needed to explore the area's many attractions 1 & 2 BR rates available.
Has specials during your dates.
Private dining on your own patio at Villas on the Beach

Barbados

Beachfront | Pool | AC

from $375/Nt
Newly Refurbished Reeds House Penthouse #14 offers luxury and gorgeous views 2 BR rate available. Amazing Caribbean views from Reeds House Penthouse #14

Barbados

Beachfront | AC

from $795/Nt
A spiral staircase leads to the master bedroom in this villa where views from a private patio are yours 2 BR rate available.
Has specials during your dates.
Villas on the Beach 403 photo

Barbados

Beachfront | Pool | AC

from $350/Nt
3 bedroom residences all wrapped up in The legendary Ritz Carlton Club Ritz Carlton Residences photo

St. Thomas, USVI

Beachfront | Pool | AC

from $800/Nt
Small, quiet, luxurious resort with ocean views from every room and five-star amenities. 1 & 2 BR rates available.
Has specials during your dates.
Tuscany photo

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $775/Nt
Well-equipped villa located in Rodney Bay that's close to everything. 1 & 2 BR rates available. The Harbor Townhouses

Rodney Bay, St. Lucia

Near Beach

from $275/Nt
Each villa has a balcony overlooking Grace Bay at this luxury resort complex. 1 & 2 BR rates available.
Has specials during your dates.
The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC

from $875/Nt
Spacious, multi-level apartment comes with a pool, tennis courts, gym, and easy access to the beach 1 & 2 BR rates available. View to the ocean from Glitter Bay 313 Sea Turtle Penthouse

Barbados

Beachfront | AC

from $400/Nt
3-bedroom apartment on the beautiful West Coast of Barbados is perfect for adults and children and is close to Holetown attractions 1 & 2 BR rates available. Glitter Bay Complex

Barbados

Beachfront | Pool | AC

from $510/Nt
Clean, comfortable condo has 3 spacious bedrooms and incredible ocean views from the balcony 1 & 2 BR rates available. Acadia Villa  photo

Cupecoy (Dutch side), St. Martin

Near Beach

from $350/Nt
Stunning Dover Beach sea views and upscale accommodations in this beachfront three-bedroom suite Has specials during your dates. Sapphire Beach #203 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
Three-bedroom Dover Beach condo with incredible views is just minutes from exclusive St. Lawrence Gap Has specials during your dates. Sapphire Beach is a beautiful Complex

Barbados

Beachfront | Pool | AC

from $440/Nt
This beautiful, three-bedroom oceanfront apartment puts you at the edge of Dover Beach. Has specials during your dates. Sapphire Beach #307 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
Stunning beachfront resort villa has spectacular views, access to Grace Bay Beach, and includes resort amenities of the West Bay Club. Has specials during your dates. The West Bay Club from Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1680/Nt
Affordable, upscale, AND beachfront! This great 3-bedroom apartment is right on Dover Beach and near St. Lawrence Gap Has specials during your dates. Sapphire Beach resort

Barbados

Beachfront | Pool | AC

from $440/Nt
Luxury penthouse located on Paynes Bay with staff to meet every need Coral Cove complex

Barbados

Beachfront | AC

from $850/Nt
Stunning ocean views, beach access, and tons of amenities await you at this comfortable 3-bedroom condo. Has specials during your dates. The pool and view of the ocean from Sapphire Beach

Barbados

Beachfront | AC

from $440/Nt
Resort living right on the beach! 3-bedroom apartment looks out to the ocean and is conveniently located near St. Lawrence Gap 2 BR rate available.
Has specials during your dates.
Sapphire Beach #205 photo

Barbados

Beachfront | AC

from $335/Nt
Five-star golf, luxurious amenities, and a spectacular view of the crystal clear Carribean await at Sugar Cane Ridge The pool at Sugar Cane Ridge #1 - Royal Westmoreland

Barbados

from $450/Nt
Beautiful resort home, private pool close to Mullins Beach Has specials during your dates. The pool at Sugar Cane Ridge #2 - in Royal Westmoreland

Barbados

Pool

from $450/Nt
Enjoy a stunning view of Dover Beach while basking in the luxury of Barbados Has specials during your dates. Sapphire Beach #213 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
Rethink your priorities with the Dover Beach breeze rushing over you at this Sapphire Beach rental Has specials during your dates. The Sapphire Beach community

Barbados

Beachfront | Pool | AC

from $440/Nt
Indulgent beach living offers ocean view from penthouse porch in a gated community 1 & 2 BR rates available.
Has specials during your dates.
The Lookout - Schooner Bay 307 at the Schooner Bay Resort

Barbados

Beachfront | Pool | AC

from $800/Nt
Fully staffed and located within Jamaica’s exclusive and premier Tryall Club Luxurious pool area at Linger Longer Villa

Montego Bay, Jamaica

Pool

from $650/Nt
Spacious three bedroom with ocean view and fabulous property amenities 1 & 2 BR rates available. The Schooner Bay complex pool

Barbados

Beachfront | AC

from $480/Nt
Posh beach front property with heated infinity pool Portico 1 has a beautiful ocean view terrace

Barbados

Near Beach | Pool

from $1100/Nt
Spacious four bedroom villa in La Samanna Resort, ideal for families. La Samanna Resort - Sucrier Villa photo

Terres Basses (French side), St. Martin

Near Beach | Pool

from $3000/Nt
Beautifully appointed 3 bedroom resort villa adjacent to Baie Longue Beach. La Samanna Resort - Sula Sula Villa photo

Terres Basses (French side), St. Martin

Near Beach | Pool

from $3000/Nt
Serenity Villa on Montego Bay gives its guests easy water access, tropical beauty, and unbelievably elegant living - a true Caribbean sanctuary Serenity Villa is surrounded by beautiful tropical landscaping

Montego Bay, Jamaica

Pool

from $682/Nt
Spacious penthouse suite on Dover Beach with nautical decor and gorgeous ocean views. Has specials during your dates. Sapphire Beach Complex

Barbados

Beachfront | Pool | AC

from $440/Nt
Family-friendly resort property with three bedrooms and huge balcony. Royal Apartment 121 - Shimmer photo

Barbados

from $500/Nt
With an open floor plan, resort amenities, and barely steps away from Paynes Bay Beach, Old Trees 12 makes vacationing easy Enjoy beautiful ocean views from the balcony at Old Trees 12

Barbados

Near Beach

from $850/Nt
Contemporary 3-bedroom villa steps from Dawn Beach Cockel Villa at Coral Beach Club #12 photo

Dawn Beach (Dutch side), St. Martin

Beachfront | Pool | AC

from $845/Nt
Art-filled 3-bedroom villa with easy access to the beach and entertainment options for all ages. Rio Mar Beach Resort Luxury Ocean Villa  photo

Northeast Coast, Puerto Rico

Beachfront | Pool | AC

from $536/Nt
Private pool at the Palm Grove 2 Bedroom Villa

Nevis

Near Beach | Pool

from $1400/Nt
Chic two-bedroom in the luxurious Glitter Bay Resort with a covered outdoor dining and living area. 1 BR rate available. The view from the balcony of Glitter Bay 310 Mareje\'s Strand

Barbados

Near Beach

from $430/Nt
Understated luxury and ultimate privacy right on the beach. Has specials during your dates. The Two Bedroom Beach House at Como Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $3250/Nt
Personalized amenities in a clean-lined, simply luxurious retreat. Has specials during your dates. The Parrot Cay Two Bedroom Beach Villa has a great beach front swimming pool

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $3550/Nt
Split-level beachfront property with resort amenities. Has specials during your dates. Great views of the ocean from Sapphire Beach 104

Barbados

Beachfront | AC

from $335/Nt
Halcyon at Old Trees Bay has a unique atmosphere and is close to the beaches of Sandy Lane Hotel Halcyon at Old Trees Bay photo

Barbados

Beachfront | Pool | AC

from $600/Nt
Great, big sea views and close to the action in Speightstown in this 2 bedroom apartment 1 BR rate available. The view from Schooner Bay 401 - Electra, is beautiful.

Barbados

Beachfront | AC

from $350/Nt
Cozy yet modern villa at Coral Beach Club has everything you need for a great island stay Triton Villa at Coral Beach Club photo

Dawn Beach (Dutch side), St. Martin

Beachfront | AC

from $635/Nt
As part of the Cupecoy Beach Club, Adelaide's Escape is close to many activities 1 BR rate available.
Has specials during your dates.
Adelaide\'s Escape photo

Cupecoy (Dutch side), St. Martin

Near Beach | Pool

from $350/Nt
Amazing views in a picturesque and relaxed setting Has specials during your dates. Glitter Bay Resort

Barbados

Beachfront | Pool | AC

from $490/Nt
Privately owned apartment at Sugar Hill Resort has great views and easy beach access, as well as al the Sugar Hill niceties Sugar Hill Village B306  at Sugar Hill photo

Barbados

Near Beach

from $250/Nt
Spacious two-bedroom condo on Alleynes Bay with spectacular ocean views and beach access 1 BR rate available. Views from the patio at Glitter Bay 204 - Frangipani-

Barbados

Beachfront | AC

from $350/Nt
Part of an all-suite hotel, you can mingle or use your own private villa space. 1 BR rate available. Beach View #208 photo

Barbados

Near Beach

from $200/Nt
The Ritz Carlton Club Condo offers the best in both private and social areas for couples or small families traveling together The Ritz Carlton Club Condo photo

St. Thomas, USVI

Beachfront | AC

from $735/Nt
Luxury Resort Villa with Kids Club The Ritz Carlton Club Suite Condominium photo

St. Thomas, USVI

Beachfront | AC

from $735/Nt
Open and romantic beachfront apartment close to entertainment Coral Cove 1 has a great patio to lounge on and enjoy the tropical atmosphere

Barbados

Beachfront | AC

from $495/Nt
The Perfect Day is what Green Flash #3 at Coral Cove offers to bring to your vacation Has specials during your dates. Coral Cove

Barbados

Beachfront | AC

from $375/Nt
Spacious apartment comes with tons of amenities and is close to all the action in Holetown 1 BR rate available. Beautiful views from the patio at Glitter Bay 109

Barbados

Beachfront | AC

from $330/Nt
Very private beachfront condo with lush garden, pool, and modern amenities 1 BR rate available. Reeds House #10 photo

Barbados

Beachfront | Pool | AC

from $325/Nt
Beachfront condo with great water and garden views and private pool is ideal for couples 1 BR rate available. Reeds House #5 Surfs Up has a great back yard spa pool

Barbados

Beachfront | Pool | AC

from $375/Nt
Beautiful 2-bedroom condo in Barbados is just steps from the beach and offers panoramic ocean views from the terrace 1 BR rate available.
Has specials during your dates.
View of the ocean from the villa

Barbados

Beachfront | Pool | AC

from $350/Nt
Serene yet packed with tons of sporting options, Serenity condominium is close to the action Has specials during your dates. Glitter Bay 202 Serenity photo

Barbados

Beachfront | Pool | AC

from $325/Nt
High up on the 4th floor, Suite #412 offers an elevator, all the creature comforts you expect and great views 1 BR rate available. Glitter Bay Estate #412 Suite photo

Barbados

Beachfront | AC

from $275/Nt
Ground floor apartment in luxury complex in the heart of Holetown has direct beach access 1 BR rate available. Lounge on the patio at Villas on the Beach 101

Barbados

Beachfront | AC

from $380/Nt
Spacious apartment on Barbados' West Coast has amazing ocean views and is just steps from the pool Has specials during your dates. The pool area at Villas on the Beach 103

Barbados

Beachfront | AC

from $380/Nt
Spacious and stylish split-level condo with two bedrooms is right on the beach. Has specials during your dates. Sapphire Beach #118 photo

Barbados

from $335/Nt
This spacious villa offers a serene tropical atmosphere close to Holetown and the beach. 1 BR rate available. Glitter Bay Complex

Barbados

Beachfront | AC

from $420/Nt
Newly remodeled two-bedroom apartment comes with lots of amenities and direct access to the beach and pool 1 BR rate available. Glitter Bay 103 Sea View offers great ocean views

Barbados

Beachfront | Pool | AC

from $350/Nt
Two bedroom condo right on the edge of the Caribbean Sea, this non-smoking villa is ideal for two couples 1 BR rate available.
Has specials during your dates.
Pool and ocean views from Villas on the Beach 205

Barbados

Beachfront | Pool | AC

from $360/Nt
Stylish and comfortable, you'll find complete relaxation here on Barbados' platinum west coast 1 BR rate available. Glitter Bay 211 Sea Wind has great views from the balcony

Barbados

Beachfront | Pool | AC

from $330/Nt
Newly refurbished condo on Barbados' West Coast with amazing beach, large pool, restaurant and the best kids pool on the island 1 BR rate available. Glitter Bay 113 Sea Wind 2 has a great patio

Barbados

Beachfront | AC

from $330/Nt
Unique apartment in the Schooner Bay complex with access to fitness equipment and close to Cobbler Cove Hotel 1 BR rate available.
Has specials during your dates.
The resort pool at Schooner Bay

Barbados

Beachfront | Pool | AC

from $350/Nt
Two-bedroom condo with luxury furnishings, huge communal pool, and quick access to the beach 1 BR rate available. Schooner Bay #206 - The Palms photo

Barbados

Beachfront | AC

from $350/Nt
This cozy and comfy penthouse boasts spectacular ocean views and easy access to the beach, plus lots of amenities 1 BR rate available. The patio at Reeds Penthouse #13

Barbados

Beachfront | Pool | AC

from $450/Nt
Airy 2-bedroom Sea Breeze apartment offers beach access and is close to restaurants and shops in Holetown Has specials during your dates. Glitter Bay Resort

Barbados

Beachfront | Pool | AC

from $490/Nt
The name Ritz Carlton ensures that this property will live up to your highest expectations for pampering, ambience, and entertainment Ritz Carlton Residences photo

St. Thomas, USVI

Beachfront | Pool | AC

from $750/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 during your dates. Grace Bay Beach along the West Bay Club

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $1020/Nt
Airy 2-bedroom apartment, close to the beach and amenities, offers views, pool, privacy, and service 1 BR rate available. The view of the ocean from Glitter Bay 101 - Oceanside

Barbados

Beachfront | Pool | AC

from $350/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 $425/Nt
Your family's dream vacation with butler service, swimming, water sports, and fitness classes at Parrot Cay Resort. Parrot Cay Resort - Pirate House photo

Parrot Cay, Turks and Caicos

Pool

from $2850/Nt
This Palm Beach stay offers guests spectacular elegance and ease for their Barbados vacation and comes with gym, pool, and beach access and nearby local hotspots! Palm Beach 405 is located in the beautiful Palm Beach Resort Complex

Barbados

Beachfront | AC

from $375/Nt
Live the high life in this Fountain Residences' 2-bedroom penthouse suite that features a spacious balcony and resort perks Fountain Residences Penthouses photo

Anguilla

Near Beach

from $375/Nt
A lovely suite with plenty of space for four, unforgettable scenery, and wonderful resort amenities Ocean View

Anguilla

Near Beach

from $350/Nt
Contemporary rental on the 6th floor of The Cliff at Cupecoy showing its style, luxury, and guest-pampering amenities Skywalker Villa photo

Cupecoy (Dutch side), St. Martin

Beachfront | AC

from $714/Nt
Tranquil one-bedroom villa with beach access and ocean views is perfect for romantic vacations Has specials during your dates. Glitter Bay resort pool

Barbados

Beachfront | Pool | AC

from $400/Nt
Spacious Schooner Bay apartment with beach access. A very short walk to Speightstown restaurants and grocery stores. Has specials during your dates. The Resort pool at Schooner Bay

Barbados

Beachfront | AC

from $250/Nt
Cute, affordable apartment near Speightstown has beach access and a large pool Schooner Bay #112 - Moonshine photo

Barbados

Beachfront | AC

from $250/Nt
Part of the Schooner Bay complex, shared amenities include a gym and a large pool Has specials during your dates. Schooner Bay #105 photo

Barbados

from $300/Nt
Cozy and stylish apartment with excellent ocean views, just right for two Villas on the Beach 303 has great views from the balcony

Barbados

Beachfront | AC

from $275/Nt
Nearby Cobblers Cove Hotel offers plenty of water sports and recreational activities Has specials during your dates. Schooner Bay 108 - Chilterns has amazing ocean views

Barbados

Beachfront | Pool | AC

from $300/Nt
This 1 bedroom resort villa is luxurious and comfortable, and right on the beach Has specials during your dates. The West Bay Club has a beautiful pool

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $630/Nt
A wonderful stay for two, with features that only a resort can provide and Shoal Bay Beaches only a step away Fountain Residences photo

Anguilla

Near Beach

from $195/Nt
Wonderful views and all the amenities of Glitter Bay Resort Has specials during your dates. Glitter Bay Estate #308 Seize the Day photo

Barbados

Beachfront | AC

from $275/Nt