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. Ani Villa Estate in The Dominican Republic has an amazing infinity edge pool with Caribbean views

Cabrera, Dominican Republic

Pool

from $9120/Nt
14 14
Details
Arrecife 23/24/25 Estate at Punta Cana Resort photo

Punta Cana, Dominican Republic

Pool

from $4390/Nt
13 13+
Details
Expansive oceanfront villa with three pools and eleven bedrooms. Casa de Campo #111 photo

Casa de Campo, Dominican Republic

Pool

from $3750/Nt
11 11+
Details
Spoil yourself with luxury amenities, beach access, and gorgeous views inside and out at this private island villa estate. Has specials. Private luxury at The Sanctuary at Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $36000/Nt
11 11
Details
Gorgeous villa estate offers the ultimate in luxury with a private beach, gorgeous views, and resort amenities. Has specials. The Residence at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $21500/Nt
11 11+
Details
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
10 10
Details
An impressive pool and terrace winds throughout this luxury villa. 5, 6 & 9 BR rates available. Aerial View of Silent Waters

Montego Bay, Jamaica

Pool

from $2320/Nt
10 6
Details
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
10 10
Details
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
10 9
Details
Elegant, open-air villa with two guest houses and tons of gardens. 5 BR rate available. Las Brisas villa

Punta Cana, Dominican Republic

Pool

from $8040/Nt
9 9
Details
Pool area for Arrecife Villas

Punta Cana, Dominican Republic

Pool

from $2790/Nt
9 9
Details
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. Yarari Royale is a beautiful home located in Cap Cana

Cap Cana, Dominican Republic

Pool

from $2430/Nt
9 9+
Details
Resort style luxury at Hanover Grange

Montego Bay, Jamaica

Pool

from $3052/Nt
9 9
Details
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
8 8
Details
A resort style poo area at this villa in Casa de Campo

Casa de Campo, Dominican Republic

Pool

from $2900/Nt
8 8+
Details
6 BR rate available. Casa de Campo #3022 photo

Casa de Campo, Dominican Republic

Pool

from $2000/Nt
8 8
Details
Casa de Campo #602 photo

Casa de Campo, Dominican Republic

Pool

from $3500/Nt
8 8
Details
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
8 8
Details
Enjoy amazing sunsets on the balcony at Sugar Hill

Montego Bay, Jamaica

Pool

from $2857/Nt
8 8
Details
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
8 7
Details
Darsena 20 Villa photo

Casa de Campo, Dominican Republic

Pool

from $2540/Nt
8 10
Details
Family-friendly resort villa with two family suites and a guest house. 5 & 6 BR rates available. Arrecife 59 has beautiful Lake and Golf Course Views

Punta Cana, Dominican Republic

Pool

from $1650/Nt
7 7
Details
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
7 7
Details
Beachfront villa with an open design and golf course access. Phoenix Villa at Tryall photo

Montego Bay, Jamaica

Beachfront | Pool | AC

from $2338/Nt
7 7
Details
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
7 7
Details
Ocean and pool view from back patio

Montego Bay, Jamaica

Pool

from $3143/Nt
7 7
Details
Casa de Campo #2305 photo

Casa de Campo, Dominican Republic

Pool

from $3500/Nt
6 6
Details
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
6 6+
Details
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
6 6
Details
Five-star amenities and arrangements for any group of travelers. 3, 4 & 5 BR rates available. The elegant Shore Club Villas feature private swimming pools

Long Bay, Turks and Caicos

Beachfront | Pool | AC

from $4500/Nt
6 8
Details
Tranquil resort villa in a less-populated section of Punta Cana. Arrecife B5 is located on the golf course in the Punta Cana resort

Punta Cana, Dominican Republic

Pool

from $1750/Nt
6 6+
Details
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
6 6
Details
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
6 7
Details
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
6 6+
Details
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
6 5+
Details
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
6 6+
Details
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
6 6
Details
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
6 6
Details
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
6 6
Details
Jubilation is located on a tropical setting at the famous Tryall club

Montego Bay, Jamaica

Pool

from $1949/Nt
6 7
Details
Tortuga Bay C-17 photo

Punta Cana, Dominican Republic

Near Beach | Pool

from $2000/Nt
6 6+
Details
Spectacular beachfront private island estate offers Balinese luxury. 2 & 3 BR rates available.
Has specials. A private cabana sits beachfront at Love Pumpkin

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

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

Nevis

Pool

from $3750/Nt
5 4+
Details
Lounge by the pool in the Jamaican sun at Retreat villa

Montego Bay, Jamaica

Near Beach | Pool

from $714/Nt
5 5
Details
Opulently manicured villa with five-star resort amenities and a full staff. Quinntessential photo

Montego Bay, Jamaica

Pool

from $2571/Nt
5 5
Details
Spacious, open, luxurious oceanfront villa with a sunken fire pit lounge and two pools. Has specials. The five bedroom villa at he Gansevoort Villas

Turtle Tail, Turks and Caicos

Pool

from $5500/Nt
5 5
Details
A playroom, water slide, and playhouse keep kids entertained while adults relax at this Punta Cana villa. An elegant private pool

Punta Cana, Dominican Republic

Pool

from $1000/Nt
5 5+
Details
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
5 5
Details
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
5 4+
Details
Resort fun with easy beach access and ocean views Villa Arrecife 25 at Tortuga Bay photo

Punta Cana, Dominican Republic

Pool

from $1720/Nt
5 5
Details
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
5 5
Details
Opulent villa with a full staff and luxurious decor. Infinity Villa at Tryall Club photo

Montego Bay, Jamaica

Pool

from $2091/Nt
5 5+
Details
Part of the Sugar Hill Resort Community, with tons of beaches nearby and a huge outdoor space. 3 & 4 BR rates available.
Has specials. Calliaqua at Sugar Hill photo

Barbados

Pool

from $1000/Nt
5 5
Details
Luxury vacationing, Jamaican style There are fabulous ocean views from the porch at Overlook Villa

Montego Bay, Jamaica

Pool

from $1559/Nt
5 5
Details
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
5 5
Details
Inviting resort villa with five master suites and full service. 1, 2, 3 & 4 BR rates available. CeBleu Villas are located on the northern end of crocus Bay

Anguilla

Near Beach | Pool

from $795/Nt
5 6
Details
Beachfront, five bedroom property with luxe design, a grand piano, and spacious design. 3 & 4 BR rates available.
Has specials. View from Old Trees#6 Firefly

Barbados

Beachfront | Pool | AC

from $1500/Nt
5 5+
Details
Lush surrounding and tropical vistas at Villa Lolita

Montego Bay, Jamaica

Pool

from $1949/Nt
5 5
Details
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
5 5
Details
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
5 5
Details
A chic, beachfront villa with resort amenities. Located on a stretch of white sand beach Frangipani Villa enjoys all of the resort amenities

Anguilla

Beachfront | Pool | AC

from $3500/Nt
4 4+
Details
Four Seasons Nevis Sunset Hill - 4 photo

Nevis

from $3200/Nt
4 4+
Details
Villa B53 at Tortuga Bay

Punta Cana, Dominican Republic

Pool

from $720/Nt
4 4+
Details
Luxury villa with spacious rooms and a circular layout wrapped around a cobalt tiled pool. Casuarina photo

Montego Bay, Jamaica

Pool

from $1299/Nt
4 4
Details
Nearly 6,000 square feet of luxury, with up close and personal ocean views. Has specials. The four bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $3850/Nt
4 4
Details
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
4 4+
Details
Family-friendly, oceanfront luxury villa in the world-famous Gansevoort Resort. Has specials. Gansevoort Villas have waterfront access

Turtle Tail, Turks and Caicos

Pool

from $4750/Nt
4 4
Details
Chic oceanfront paradise with direct access to the sea and two private pools. Has specials. The Gansevoort Villas four bedroom villas feature over the water decks to soak up the Caribbean sun

Turtle Tail, Turks and Caicos

Pool

from $4500/Nt
4 4
Details
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
4 4+
Details
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
4 4
Details
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
4 4
Details
Chic golf course villa with simply modern design. Spero Villa sits directly on Puna Cana\'s beautiful Hacienda Golf Course

Punta Cana, Dominican Republic

Pool

from $1000/Nt
4 4
Details
Four bedrooms well-designed for a multi-generational family vacation. Casa Campana is located in the Los Suenos Resort

Costa Rica

Pool

from $1100/Nt
4 4
Details
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 $536/Nt
4 3+
Details
Four-bedroom vacation villa offering seclusion and elegance in Sugar Hill 3 BR rate available.
Has specials. Oceana at Sugar Hill photo

Barbados

Pool

from $1000/Nt
4 4
Details
Private resort with full use of the resort's clubhouse, fitness center, pool, and tennis courts. 2 & 3 BR rates available.
Has specials. The Summer House at Sugar Hill photo

Barbados

Pool

from $350/Nt
4 4
Details
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
4 4
Details
Opulence and tranquility off the 16th fairway and a private pool to boot 3 BR rate available.
Has specials. Ixora Villa - Royal Westmoreland photo

Barbados

Pool

from $1070/Nt
4 4+
Details
Luxury complex with direct access to the beach and four levels of living space. 1 & 3 BR rates available.
Has specials. The Penthouse hot tub at Reeds House #1 has beautiful ocen views

Barbados

Beachfront | AC

from $395/Nt
4 4
Details
Cozy four bedroom property in an elegant resort overlooking the Caribbean Sea. Has specials. Sugar Hill A 15 is located with in the Sugar Hill Resort neighborhood

Barbados

from $700/Nt
4 4
Details
Beachfront paradise penthouse at La Mirage at Old Trees 2 & 3 BR rates available.
Has specials. Old Trees is located right on one of the south coast beaches

Barbados

Pool

from $1300/Nt
4 4
Details
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
4 4
Details
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
4 4
Details
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
4 4+
Details
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
4 4
Details
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
4 4
Details
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
4 4
Details
Gorgeous Barbados townhome is just 10 minutes from Holetown and includes lots of great resort amenities, including a restaurant and bar Has specials. Your own hot tub at E 119

Barbados

Pool

from $400/Nt
4 3
Details
Fairway action and a gorgeous Carribean view in one luxurious villa. Has specials. Lelant\'s elegant pool deck surrounded by lush tropical greenery

Barbados

Pool

from $1000/Nt
4 4
Details
Good times await at Montego Bay Yellowbird Villa photo

Montego Bay, Jamaica

Pool

from $786/Nt
4 4
Details
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
4 4
Details
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
4 4
Details
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
4 4
Details
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
4 4
Details
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
4 4
Details
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
4 4
Details
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
4 4
Details
Spacious, chic villa with beautiful suites and easy access to activities. Pool

Punta Cana, Dominican Republic

Near Beach | Pool

from $1290/Nt
4 4
Details
Villa Arrecife 24 at Tortuga Bay photo

Punta Cana, Dominican Republic

Pool

from $1080/Nt
4 4
Details
Luxurious penthouse with a plunge pool and expansive balcony. Has specials. Stunning pool with views out to the Carribean

Barbados

Beachfront | Pool | AC

from $1650/Nt
4 4+
Details
Oceanfront property with beach access and panoramic views. Stunning infinity edge pool

Long Bay, Antigua

Pool

from $1718/Nt
4 4+
Details
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
3 3
Details
Private Pool at Palm Grove 3 Bedroom Villa

Nevis

Near Beach | Pool

from $1950/Nt
3 2+
Details
Four Seasons Nevis Pinneys Beach - 3 photo

Nevis

Near Beach | Pool

from $4200/Nt
3 3+
Details
Beachfront resort complex on Dover Beach with two pools and gorgeous ocean views. 2 BR rate available.
Has specials. Sapphire Beach - beautiful beachfront resort

Barbados

Beachfront | AC

from $335/Nt
3 3
Details
Sunny villa with lush vegetation and floor to ceiling windows in luxurious COMO Parrot Cay resort. Has specials. Point House at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $9500/Nt
3 3
Details
Totally private, beachfront villa with all the amenities of a luxury resort. Has specials. The three bedroom Beachfront Villas at Sailrock Resort

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $3375/Nt
3 3
Details
Family vacation villa in a well-equipped resort community. There is an amazing beach cove at Casa Luan Villas

Grand Cayman, Cayman

Beachfront | AC

from $1030/Nt
3 4
Details
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
3 3+
Details
Every amenity under the sun, including a private boat. Ocean Eleven is located in the marina at Cap Cana

Cap Cana, Dominican Republic

Pool

from $2490/Nt
3 3+
Details
Charming private villa enjoys an excellent location on the beach and is close to the popular Royal Westmoreland and Sandy Lane Hotels. Has specials. Hibiscus has a private plunge pool as well as access to the Merlin Bay common pool

Barbados

Beachfront | Pool | AC

from $450/Nt
3 3
Details
On the beachfront, with an on-site gym and within an easy walk of restaurants and shopping 1 & 2 BR rates available.
Has specials. Schooner Bay #205 photo

Barbados

Beachfront | Pool | AC

from $400/Nt
3 3+
Details
Enjoy sea views and luxurious accommodations amidst a five-star private island resort. Has specials. Private pool at Lucky House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
3 3
Details
Luxury resort villa that puts a private beach, spa, and water sports at your disposal. Has specials. Spectacular beachfront pool at Dhyani House

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
3 3
Details
Gorgeous three-bedroom villa offers outstanding views, exceptional service, and privacy in COMO Parrot Cay private island resort. Has specials. The pool at Rocky Point villa!

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
3 3
Details
Resort community villa with a great location by the beach and the amenities of Holetown. Has specials. Coconut Ridge Villa is near the Royal Westmorland golf course

Barbados

Pool

from $430/Nt
3 3
Details
Private garden on the roof offers one of the best views on the island. Has specials. Eden on the Sea at Merlin Bay photo

Barbados

Beachfront | AC

from $550/Nt
3 3
Details
Furnished in Contemporary Italian Style, Sandy Cove 201 is comfort and luxury combined Has specials. Sandy Cove Resort

Barbados

Beachfront | Pool | AC

from $750/Nt
3 3+
Details
With a 2,500 ft. deck and 1350 sq. ft. infinity pool, you'll have all the space you need to unwind. Has specials. Island Beach Villas at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $6000/Nt
3 3
Details
Three-bedroom beachfront villa on Turks and Caicos, with beachside luxury and relaxation. Has specials. COMO Villa at COMO Parrot Cay photo

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $4500/Nt
3 3
Details
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
3 3+
Details
A modern apartment ideal for 2 couples, sitting at the heart of Paynes Bay 2 BR rate available.
Has specials. Paynes Bay Beach just a short walk from Coral Cove

Barbados

Beachfront | AC

from $450/Nt
3 3
Details
Two couples or a family will enjoy the penthouse views and modern amenities of Coral Cove #15 Has specials. Coral Cove #15 photo

Barbados

Beachfront | AC

from $750/Nt
3 3+
Details
Sunshine and sea breezes are plentiful at Sandy Hook 21; elevator access to all floors 2 BR rate available.
Has specials. Sandy Hook 21 photo

Barbados

Beachfront | AC

from $275/Nt
3 3
Details
One of six units in a complex, they can be rented together to accommodate large groups Has specials. Views of the ocean from the patio at Firefly

Barbados

Beachfront | Pool | AC

from $350/Nt
3 3
Details
One of six villas in the Merlin Bay community, the floor plan affords privacy and intimacy Has specials. Large resort pool at Merlin Bay with the ocean just in the background

Barbados

Beachfront | Pool | AC

from $465/Nt
3 3
Details
Sapphire Beach 505 is ideally situated on the vibrant south coast 2 BR rate available.
Has specials. Sapphire Beach #505 has a great patio with ocean views

Barbados

Beachfront | AC

from $325/Nt
3 3
Details
Amazing gardens and white sand beaches are just steps off your patio at Nutmeg Villa Has specials. Nutmeg at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $465/Nt
3 3
Details
Ocean View has a sunken living room that invites intimate gatherings, and a garden that would inspire Hemingway Has specials. Ocean View at Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $385/Nt
3 3
Details
It won't be a secret any longer once you stay here; Secret Garden at Merlin Bay is simply amazing. Has specials. Secret Garden at Merlin Bay photo

Barbados

Beachfront | AC

from $450/Nt
3 3+
Details
Lovely beachfront villa with fitness facilities near Speightstown 1 & 2 BR rates available.
Has specials. Schooner Bay #207 photo

Barbados

Beachfront | AC

from $500/Nt
3 3
Details
Villas in the heart of Holetown, St. James, close to town and attractions, with on-site fitness equipment 1 & 2 BR rates available.
Has specials. The community pool at the Villas on the Beach Complex

Barbados

Beachfront | AC

from $295/Nt
3 3
Details
Perfect as a staging point, Ocean's Edge is situatd at the heart of the action in St. James Has specials. Ocean\'s Edge Villa - Merlin Bay photo

Barbados

Beachfront | Pool | AC

from $500/Nt
3 3
Details
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. Private dining on your own patio at Villas on the Beach

Barbados

Beachfront | Pool | AC

from $375/Nt
3 3
Details
Newly Refurbished Reeds House Penthouse #14 offers luxury and gorgeous views 2 BR rate available.
Has specials. Amazing Caribbean views from Reeds House Penthouse #14

Barbados

Beachfront | AC

from $795/Nt
3 3
Details
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. Villas on the Beach 403 photo

Barbados

Beachfront | Pool | AC

from $350/Nt
3 3
Details
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
3 3
Details
Well-equipped villa located in Rodney Bay that's close to everything. 1 & 2 BR rates available.
Has specials. The Harbor Townhouses

Rodney Bay, St. Lucia

Near Beach

from $275/Nt
3 3+
Details
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
3 3+
Details
Spacious, multi-level apartment comes with a pool, tennis courts, gym, and easy access to the beach 1 & 2 BR rates available.
Has specials. View to the ocean from Glitter Bay 313 Sea Turtle Penthouse

Barbados

Beachfront | AC

from $400/Nt
3 3
Details
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.
Has specials. Glitter Bay Complex

Barbados

Beachfront | Pool | AC

from $420/Nt
3 3
Details
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
3 4
Details
Stunning Dover Beach sea views and upscale accommodations in this beachfront three-bedroom suite Has specials. Sapphire Beach #203 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
3 3
Details
Three-bedroom Dover Beach condo with incredible views is just minutes from exclusive St. Lawrence Gap Has specials. Sapphire Beach is a beautiful Complex

Barbados

Beachfront | Pool | AC

from $440/Nt
3 3
Details
This beautiful, three-bedroom oceanfront apartment puts you at the edge of Dover Beach. Has specials. Sapphire Beach #307 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
3 3
Details
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
3 3
Details
Affordable, upscale, AND beachfront! This great 3-bedroom apartment is right on Dover Beach and near St. Lawrence Gap Has specials. Sapphire Beach resort

Barbados

Beachfront | Pool | AC

from $440/Nt
3 3
Details
Luxury penthouse located on Paynes Bay with staff to meet every need Has specials. Coral Cove complex

Barbados

Beachfront | AC

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

Barbados

Beachfront | AC

from $440/Nt
3 3
Details
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. Sapphire Beach #205 photo

Barbados

Beachfront | AC

from $335/Nt
3 3
Details
Five-star golf, luxurious amenities, and a spectacular view of the crystal clear Carribean await at Sugar Cane Ridge Has specials. The pool at Sugar Cane Ridge #1 - Royal Westmoreland

Barbados

from $450/Nt
3 3
Details
Beautiful resort home, private pool close to Mullins Beach 2 BR rate available.
Has specials. The pool at Sugar Cane Ridge #2 - in Royal Westmoreland

Barbados

Pool

from $275/Nt
3 3
Details
Enjoy a stunning view of Dover Beach while basking in the luxury of Barbados Has specials. Sapphire Beach #213 photo

Barbados

Beachfront | Pool | AC

from $440/Nt
3 3
Details
Rethink your priorities with the Dover Beach breeze rushing over you at this Sapphire Beach rental Has specials. The Sapphire Beach community

Barbados

Beachfront | Pool | AC

from $440/Nt
3 3
Details
Indulgent beach living offers ocean view from penthouse porch in a gated community 1 & 2 BR rates available.
Has specials. The Lookout - Schooner Bay 307 at the Schooner Bay Resort

Barbados

Beachfront | Pool | AC

from $800/Nt
3 3
Details
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
3 3
Details
Spacious three bedroom with ocean view and fabulous property amenities 1 & 2 BR rates available.
Has specials. The Schooner Bay complex pool

Barbados

Beachfront | AC

from $480/Nt
3 3
Details
Posh beach front property with heated infinity pool Has specials. Portico 1 has a beautiful ocean view terrace

Barbados

Near Beach | Pool

from $1100/Nt
3 3
Details
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
3 3
Details
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
3 3
Details
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
3 3
Details
Spacious penthouse suite on Dover Beach with nautical decor and gorgeous ocean views. Has specials. Sapphire Beach Complex

Barbados

Beachfront | Pool | AC

from $440/Nt
3 3
Details
Family-friendly resort property with three bedrooms and huge balcony. Has specials. Royal Apartment 121 - Shimmer photo

Barbados

from $500/Nt
3 3
Details
With an open floor plan, resort amenities, and barely steps away from Paynes Bay Beach, Old Trees 12 makes vacationing easy Has specials. Enjoy beautiful ocean views from the balcony at Old Trees 12

Barbados

Near Beach

from $850/Nt
3 3
Details
Private pool at the Palm Grove 2 Bedroom Villa

Nevis

Near Beach | Pool

from $1400/Nt
2 2
Details
Chic two-bedroom in the luxurious Glitter Bay Resort with a covered outdoor dining and living area. 1 BR rate available.
Has specials. The view from the balcony of Glitter Bay 310 Mareje\'s Strand

Barbados

Near Beach

from $430/Nt
2 2
Details
Understated luxury and ultimate privacy right on the beach. Has specials. The Two Bedroom Beach House at Como Parrot Cay

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $3250/Nt
2 2
Details
Personalized amenities in a clean-lined, simply luxurious retreat. Has specials. Como Parrot Cay Two Bedroom Beach Villa has a great beach front swimming pool

Parrot Cay, Turks and Caicos

Beachfront | Pool | AC

from $3550/Nt
2 3
Details
South Caicos resort villa with two equal bedrooms. Has specials. Enjoy endless ocean views from the patio at Sailrock Resort Beach Fron Villa 2 bedroom

South Caicos, Turks and Caicos

Beachfront | Pool | AC

from $2250/Nt
2 2
Details
Split-level beachfront property with resort amenities. Great views of the ocean from Sapphire Beach 104

Barbados

Beachfront | AC

from $335/Nt
2 2
Details
Halcyon at Old Trees Bay has a unique atmosphere and is close to the beaches of Sandy Lane Hotel Has specials. Halcyon at Old Trees Bay photo

Barbados

Beachfront | Pool | AC

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

Barbados

Beachfront | AC

from $350/Nt
2 2
Details
As part of the Cupecoy Beach Club, Adelaide's Escape is close to many activities 1 BR rate available.
Has specials. Adelaide\'s Escape photo

Cupecoy (Dutch side), St. Martin

Near Beach | Pool

from $350/Nt
2 2+
Details
Amazing views in a picturesque and relaxed setting Has specials. Glitter Bay Resort

Barbados

Beachfront | Pool | AC

from $490/Nt
2 2
Details
Privately owned apartment at Sugar Hill Resort has great views and easy beach access, as well as al the Sugar Hill niceties Has specials. Sugar Hill Village B306 at Sugar Hill photo

Barbados

Near Beach

from $250/Nt
2 2
Details
Spacious two-bedroom condo on Alleynes Bay with spectacular ocean views and beach access 1 BR rate available.
Has specials. Views from the patio at Glitter Bay 204 - Frangipani-

Barbados

Beachfront | AC

from $340/Nt
2 2
Details
Part of an all-suite hotel, you can mingle or use your own private villa space. 1 BR rate available.
Has specials. Beach View #208 photo

Barbados

Near Beach

from $200/Nt
2 2
Details
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
2 2+
Details
Luxury Resort Villa with Kids Club The Ritz Carlton Club Suite Condominium photo

St. Thomas, USVI

Beachfront | AC

from $735/Nt
2 2
Details
Open and romantic beachfront apartment close to entertainment Has specials. Coral Cove 1 has a great patio to lounge on and enjoy the tropical atmosphere

Barbados

Beachfront | AC

from $495/Nt
2 2+
Details
The Perfect Day is what Green Flash #3 at Coral Cove offers to bring to your vacation Has specials. Coral Cove

Barbados

Beachfront | AC

from $375/Nt
2 2+
Details
Spacious apartment comes with tons of amenities and is close to all the action in Holetown 1 BR rate available.
Has specials. Beautiful views from the patio at Glitter Bay 109

Barbados

Beachfront | AC

from $300/Nt
2 2
Details
Very private beachfront condo with lush garden, pool, and modern amenities 1 BR rate available.
Has specials. Reeds House #10 photo

Barbados

Beachfront | Pool | AC

from $325/Nt
2 2
Details
Beachfront condo with great water and garden views and private pool is ideal for couples 1 BR rate available.
Has specials. Reeds House #5 Surfs Up has a great back yard spa pool

Barbados

Beachfront | Pool | AC

from $375/Nt
2 2
Details
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. View of the ocean from the villa

Barbados

Beachfront | Pool | AC

from $350/Nt
2 2
Details
Serene yet packed with tons of sporting options, Serenity condominium is close to the action Has specials. Glitter Bay 202 Serenity photo

Barbados

Beachfront | Pool | AC

from $325/Nt
2 2
Details
High up on the 4th floor, Suite #412 offers an elevator, all the creature comforts you expect and great views 1 BR rate available.
Has specials. Glitter Bay Estate #412 Suite photo

Barbados

Beachfront | AC

from $275/Nt
2 2
Details
Ground floor apartment in luxury complex in the heart of Holetown has direct beach access 1 BR rate available.
Has specials. Lounge on the patio at Villas on the Beach 101

Barbados

Beachfront | AC

from $380/Nt
2 2
Details
Spacious apartment on Barbados' West Coast has amazing ocean views and is just steps from the pool Has specials. The pool area at Villas on the Beach 103

Barbados

Beachfront | AC

from $380/Nt
2 2
Details
Spacious and stylish split-level condo with two bedrooms is right on the beach. Has specials. Sapphire Beach #118 photo

Barbados

from $335/Nt
2 2
Details
This spacious villa offers a serene tropical atmosphere close to Holetown and the beach. 1 BR rate available.
Has specials. Glitter Bay Complex

Barbados

Beachfront | AC

from $420/Nt
2 2
Details
Newly remodeled two-bedroom apartment comes with lots of amenities and direct access to the beach and pool 1 BR rate available.
Has specials. Glitter Bay 103 Sea View offers great ocean views

Barbados

Beachfront | Pool | AC

from $340/Nt
2 2
Details
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. Pool and ocean views from Villas on the Beach 205

Barbados

Beachfront | Pool | AC

from $360/Nt
2 2
Details
Stylish and comfortable, you'll find complete relaxation here on Barbados' platinum west coast 1 BR rate available.
Has specials. Glitter Bay 211 Sea Wind has great views from the balcony

Barbados

Beachfront | Pool | AC

from $300/Nt
2 2
Details
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.
Has specials. Glitter Bay 113 Sea Wind 2 has a great patio

Barbados

Beachfront | AC

from $300/Nt
2 2
Details
Unique apartment in the Schooner Bay complex with access to fitness equipment and close to Cobbler Cove Hotel 1 BR rate available.
Has specials. The resort pool at Schooner Bay

Barbados

Beachfront | Pool | AC

from $350/Nt
2 2+
Details
Two-bedroom condo with luxury furnishings, huge communal pool, and quick access to the beach 1 BR rate available.
Has specials. Schooner Bay #206 - The Palms photo

Barbados

Beachfront | AC

from $350/Nt
2 2
Details
This cozy and comfy penthouse boasts spectacular ocean views and easy access to the beach, plus lots of amenities 1 BR rate available.
Has specials. The patio at Reeds Penthouse #13

Barbados

Beachfront | Pool | AC

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

Barbados

Beachfront | Pool | AC

from $490/Nt
2 2
Details
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
2 2
Details
Airy 2-bedroom apartment, close to the beach and amenities, offers views, pool, privacy, and service 1 BR rate available.
Has specials. The view of the ocean from Glitter Bay 101 - Oceanside

Barbados

Beachfront | Pool | AC

from $340/Nt
2 2
Details
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
2 2
Details
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! Has specials. Palm Beach 405 is located in the beautiful Palm Beach Resort Complex

Barbados

Beachfront | AC

from $375/Nt
2 2
Details
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
2 2
Details
Tranquil one-bedroom villa with beach access and ocean views is perfect for romantic vacations Has specials. Glitter Bay resort pool

Barbados

Beachfront | Pool | AC

from $400/Nt
1 1
Details
Spacious Schooner Bay apartment with beach access. A very short walk to Speightstown restaurants and grocery stores. Has specials. The Resort pool at Schooner Bay

Barbados

Beachfront | AC

from $250/Nt
1 2
Details
Cute, affordable apartment near Speightstown has beach access and a large pool Has specials. Schooner Bay #112 - Moonshine photo

Barbados

Beachfront | AC

from $250/Nt
1 1+
Details
Part of the Schooner Bay complex, shared amenities include a gym and a large pool Has specials. Schooner Bay #105 photo

Barbados

from $300/Nt
1 1
Details
Cozy and stylish apartment with excellent ocean views, just right for two Has specials. Villas on the Beach 303 has great views from the balcony

Barbados

Beachfront | AC

from $275/Nt
1 1
Details
Nearby Cobblers Cove Hotel offers plenty of water sports and recreational activities Has specials. Schooner Bay 108 - Chilterns has amazing ocean views

Barbados

Beachfront | Pool | AC

from $300/Nt
1 2
Details
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
1 1
Details
Wonderful views and all the amenities of Glitter Bay Resort Has specials. Glitter Bay Estate #308 Seize the Day photo

Barbados

Beachfront | AC

from $275/Nt
1 1
Details