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HomesteadCabin 2

Spanish Peaks Homestead Cabin 2

United States Villa

from $1000 /night
up to 14 guests

Spanish Peaks Homestead Cabin 2

6 bedroom 8 bath Montana villa in Big Sky

Homestead Cabin 2 is a ski-in ski-out 6 bedroom luxury home located at Spanish Peaks Mountain Club. This 3,635 square foot Big Sky vacation home is very well appointed and perfect for families and groups.

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Spanish Cove

Caribbean Villa

from $957 /night
up to 8 guests

Spanish Cove

4 bedroom 4 bath Jamaica villa in Runaway Bay

Located on Runaway Bay, Spanish Cove is perched on a beautiful sandy beach nearby the heart of town. Runaway Bay is known for beautiful beaches, coral reefs, excellent scuba diving as well as the well-known Green Grotto Caves. It is also conveniently located and within easy reach of Ocho Rios for restaurants, excursions, and shopping.

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Southern Breeze

Caribbean Villa

from $629 /night
up to 8 guests

Southern Breeze

4 bedroom 4 bath USVI villa in St. John

Southern Breeze sits high above St. John’s south shore and commands a captivating view of sapphire and emerald bays, the open Caribbean, and verdant mountains.

Southcovedream

South Cove Dream

Europe Villa

from $2306 /night
up to 10 guests

South Cove Dream

5 bedroom 5 bath Greece villa in Mykonos

South Cove Dream lies just above the entrance of Ornos bay on the southern side of Mykonos, a prime location on the island as it is well sheltered from the wind and close to the lively Ornos beach and Mykonos Town.

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Sorrento

Europe Villa

from $3857 /night
up to 12 guests

Sorrento

6 bedroom 6 bath Italy villa in Amalfi Coast

Villa Sorrento is a beautiful jewel – a true example of quality, where the trendy minimalist style meets local traditions.

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Son Balagueret at Son Bunyola

Europe Villa

from $2218 /night
up to 8 guests

Son Balagueret at Son Bunyola

4 bedroom 4 bath Spain villa in Mallorca

Son Balagueret is a traditional and secluded four bedroom Mallorcan villa with plenty of space for guests to relax and take in the beautiful views of the Mediterranean Sea.

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Somewhere at Prospect Estate

Caribbean Villa

from $1200 /night
up to 8 guests

Somewhere at Prospect Estate

4 bedroom 4 bath Jamaica villa in Ocho Rios

Somewhere Villa is a lovely traditional style villa with an open, airy and spacious sitting room which opens on to a covered verandah, allowing for inside/outside living.

Maya Luxe Riviera Maya Luxury Villas Soliman Bay

Sombras del Viento

Mexico Villa

from $1750 /night
up to 16 guests

Sombras del Viento

7 bedroom 7 bath Riviera Maya villa in Tulum

Looking for a unique place to spend your unforgettable holiday with family or friends? Sombras Del Viento (Shadows of the Wind) is the utmost perfect exclusive villa for your dream vacation!

Villa Pool

Solange

Europe Villa

from $4269 /night
up to 18 guests

Solange

9 bedroom 9 bath Greece villa in Mykonos

Villa Solange is a newly constructed property at the area of Pouli.

SolamereHome

Solamere Home

United States Villa

from $600 /night
up to 18 guests

Solamere Home

5 bedroom 6 bath Utah villa in Deer Valley

Private ski home between Deer Vally and Park City resorts, surrounded by mountain views.

Solysombra Pooldeck

Sol y Sombra

Caribbean Villa

from $3375 /night
up to 12 guests

Sol y Sombra

6 bedroom 6.5 bath BVI villa in Virgin Gorda

Absolutely stunning! The natural beauty surrounding this first-class private beach estate will truly take your breath away - your choice of two perfect white-sand beaches are just steps away from Sol y Sombra through either of two carved Indonesian gates.

Sol Mar

Sol Y Mar

Caribbean Villa

from $500 /night
up to 8 guests

Sol Y Mar

3 bedroom 3 bath St. Martin villa in Sint Maarten

Sol Y Mar, a charming second-level private penthouse villa, nestled between a vibrant collection of favorite eateries, bars, branch style bakeries and the lapping turquoise waters of Simpson Bay – the heartbeat of the Dutch side.

Sol Y Luna

Sol y Luna

Caribbean Villa

from $1650 /night
up to 7 guests

Sol y Luna

3 bedroom 3.5 bath Turks & Caicos villa in Providenciales

Villa Sol y Luna is a contemporary, 3-bedroom oceanfront architectural masterpiece, providing the opportunity for true indoor/outdoor living.

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Sol e Luna

Caribbean Villa

from $572 /night
up to 6 guests

Sol e Luna

3 bedroom 3.5 bath St. Martin villa in St. Martin (French)

Sol e Luna is a very pretty, French Creole style villa that blends Caribbean charm with a contemporary attitude.

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Smuggler’s Nest

Caribbean Villa

from $700 /night
up to 4 guests

Smuggler’s Nest

2 bedroom 2.5 bath St. Lucia villa in Gros Islet

This magnificent two-bedroom home is one of the finest in the whole Caribbean and was extensively described in one of the issues of Architectural Digest.

Smugglers Cove The Penthouse

Caribbean Villa

from $2450 /night
up to 8 guests

Smugglers Cove The Penthouse

4 bedroom 5 bath Barbados villa in St. James

Experience the ultimate luxury at Smugglers Cove Penthouse - an exclusive beachfront haven on Barbados' iconic West Coast.

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Skyline Drive - 108

United States Villa

from $1000 /night
up to 10 guests

Skyline Drive - 108

5 bedroom 5.5 bath Idaho villa in Sun Valley

Skyline Drive is a stunning three-level home, located across from Dollar Mountain and only 2 miles from downtown Ketchum, which is easily accessible from the nearby bus stop. Also accessible from that bus stop is Sun Valley's iconic Bald Mountain.

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Skyline at Tryall

Caribbean Villa

from $1214 /night
up to 2 guests

Skyline at Tryall

1 bedroom 2 bath Jamaica villa in Montego Bay

Stella Marina is a very smart and well-presented one-bedroom villa with stunning ocean and golf course views.

Branson Family Retreats Table Rock Lake Vacation Home Scaled

Skye Retreat

United States Villa

from $478 /night
up to 32 guests

Skye Retreat

10 bedroom 10 bath Missouri villa in Branson

Skye Retreat is a big, family-friendly wonderland for up to 32 guests.

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Sky Villa

Caribbean Villa

from $4500 /night
up to 10 guests

Sky Villa

5 bedroom 4 bath Anguilla villa in Long Bay Village

Inspired by cloudless skies, Sky Villa offers an elevated slice of island life.

SkyRidgeRetreat

Sky Ridge Retreat

United States Villa

from $3000 /night
up to 21 guests

Sky Ridge Retreat

7 bedroom 8.5 bath Utah villa in Deer Valley

Experience one of the finest homes located in the private, gated community of Deer Crest at Deer Valley.

Sky Blue

Caribbean Villa

from $608 /night
up to 11 guests

Sky Blue

5 bedroom 5.5 bath St. Martin villa in Sint Maarten

Sky Blue is a luxurious, five-bedroom, ocean-view villa where you will see all the hues of the blue sky and ocean, located in the exclusive gated community of Dawn Beach Estates on St. Maarten.

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Skrutten

Caribbean Villa

from $829 /night
up to 8 guests

Skrutten

4 bedroom 4 bath St. Barthélemy villa in Pointe Milou

The vacation villa rental Skrutten is a property located on the heights of Pointe-Milou.

SkiUtahHome

Ski Utah Home

United States Villa

from $2129 /night
up to 14 guests

Ski Utah Home

5 bedroom 5.5 bath Utah villa in Deer Valley

This stunning 6,500 square foot, 5 bedroom, 5 full , 2 1/2 bathrooms luxury ski home is located in the beautiful Empire Pass community of Deer Valley Resort.

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Ski Dream Home

United States Villa

from $13000 /night
up to 16 guests

Ski Dream Home

6 bedroom 10 bath Utah villa in Deer Valley

Experience all that Deer Valley has to offer at this inviting slope-side ski chalet, complete with direct ski-in/ski-out access, a private ski bridge, heated wrap-around decks and patio areas, two exterior fire pits, and stunning views of Lake Jordanelle.

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Six Bedroom Premium Ocean View Villa at Beach Enclave Grace Bay -

Caribbean Villa

from $5800 /night
up to 12 guests

Six Bedroom Premium Ocean View Villa at Beach Enclave Grace Bay -

6 bedroom 6.5 bath Turks & Caicos villa in Providenciales

The prestigious collection of villas and beach houses is ideal for families, multi-generational vacations, romantic getaways, small corporate retreats, and intimate weddings. With a modern design, dedicated staff, and thoughtfully considered amenities, each stay is an entirely bespoke experience. Personalized experiences and impeccable service define Beach Enclave, and it all begins well in advance of your arrival. Thoughtfully designed by our island experts, our services and amenities ensure a blissful, worry-free stay — so that you can slip seamlessly into the rhythm of the Turks and Caicos Islands from the moment you arrive on Providenciales.

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Six Bedroom Beachfront Villa/Cottage at Beach Enclave Long Bay Beach

Caribbean Villa

from $5600 /night
up to 14 guests

Six Bedroom Beachfront Villa/Cottage at Beach Enclave Long Bay Beach

6 bedroom 6.5 bath Turks & Caicos villa in Providenciales

Tucked away on a secluded white-sand beach, Beach Enclave Long Bay is a private luxury resort furnished with the finest amenities this villa features five bedrooms in the main house plus a one-bedroom garden cottage.

Sirena Blue

Caribbean Villa

from $4700 /night
up to 14 guests

Sirena Blue

5 bedroom 5 bath Dominican Republic villa in Punta Cana

The villa of a globetrotter!

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Sirena - Arrecife 3

Caribbean Villa

from $1860 /night
up to 14 guests

Sirena - Arrecife 3

6 bedroom 6.5 bath Dominican Republic villa in Punta Cana

Sirena is located in the exclusive gated community of Punta Cana Resort and Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

Silver Sands

Silver Sands

Caribbean Villa

from $5800 /night
up to 16 guests

Silver Sands

8 bedroom 7.5 bath Turks & Caicos villa in Thompson Cove

This spectacular, spacious 8 bedroom family home has been extended and renovated with love, a European design flare and imagination.

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Silent Waters

Caribbean Villa

from $2853 /night
up to 16 guests

Silent Waters

8 bedroom 6 bath Jamaica villa in Montego Bay

Set atop one of the highest mountaintops overlooking Montego Bay and the Caribbean Sea, Silent Waters Villa offers a secluded retreat just 4.6 miles west of Montego Bay. This breathtaking 16.5-acre estate combines world-class architecture and design with unparalleled luxury, making it an ideal destination for family gatherings, weddings, retreats, and milestone celebrations.

Silencenest

Silence Nest

Europe Villa

from $2006 /night
up to 8 guests

Silence Nest

4 bedroom 4 bath Greece villa in Mykonos

Basking in the colorful Mykonian sunsets and offering one of the most scenic views on the island, Silence Nest is a private property located in the area of Pouli on the southwestern side of Mykonos.

Seven Seas

Seven Seas on the Beach

Caribbean Villa

from $1243 /night
up to 8 guests

Seven Seas on the Beach

4 bedroom 4 bath Jamaica villa in Discovery Bay

The morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade winds waft through the rooms of the villa and the aroma of fresh-baked bread works its way from the kitchen to my bedroom window.

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Seven Bedroom Beachfront Villa/2 Cottage at Beach Enclave Long Bay Beach

Caribbean Villa

from $5900 /night
up to 15 guests

Seven Bedroom Beachfront Villa/2 Cottage at Beach Enclave Long Bay Beach

7 bedroom 6.5 bath Turks & Caicos villa in Providenciales

Tucked away on a secluded white-sand beach, Beach Enclave Long Bay is a private luxury resort furnished with the finest amenities this villa features five ocean view bedrooms in the main house plus a two-bedroom garden cottage.

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Serenity on the Beach

Caribbean Villa

from $1093 /night
up to 8 guests

Serenity on the Beach

4 bedroom 4 bath Jamaica villa in Montego Bay

SERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Grounds include a shared tennis court and basketball hoop and a heated pool.

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Serendipity

Caribbean Villa

from $868 /night
up to 6 guests

Serendipity

3 bedroom 2 bath BVI villa in Virgin Gorda

Secluded Oceanfront Caribbean Vacation Villa on Leverick Bay.

Serena

Caribbean Villa

from $1643 /night
up to 10 guests

Serena

5 bedroom 5.5 bath St. Martin villa in St. Martin (French)

This elegant, beachfront, villa is truly exceptional.

Sentosa

Caribbean Villa

from $15000 /night
up to 16 guests

Sentosa

8 bedroom 8 bath Turks & Caicos villa in Providenciales

Sentosa (Peace and Tranquility) Villa is a beautiful contemporary style home on 1.5 acres of land on the number 1 rated beach in the world.

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Senner Chalet

United States Villa

from $528 /night
up to 14 guests

Senner Chalet

6 bedroom 3.5 bath Colorado villa in Steamboat Springs

Senner Chalet sits with a grandstand view of the mountain perched in private neighborhood just 2 minutes from the ski trails. Authentically constructed by European craftsmen, the home bears murals and imported furniture that convey the cultural heritage of the owners throughout—right down to the cowbells hanging over the deck.

Senese

Europe Villa

from $2904 /night
up to 18 guests

Senese

9 bedroom 7 bath Italy villa in Tuscany

Villa Senese is set atop a hill, with a location that is ideal for those who wish to spend a unique holiday amidst spectacular views of the Tuscan rolling hills.

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Secret Garden

Caribbean Villa

from $690 /night
up to 6 guests

Secret Garden

3 bedroom 3 bath Barbados villa in St. James

Secret Garden at Merlin Bay is a lovely three bedroom fully air-conditioned villa with a private plunge pool set on two floors.

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Secret Bay - Peninsula Zabuco Honeymoon Villas II & III

Caribbean Villa

from $1511 /night
up to 2 guests

Secret Bay - Peninsula Zabuco Honeymoon Villas II & III

1 bedroom 1 bath Dominica villa in Secret Bay

Secret Bay’s Zabuco Villas are the most beautiful Honeymoon villas in the Caribbean.

Zabuco I And Wild Orchid Deck 1

Secret Bay - Peninsula Zabuco Honeymoon Villa I

Caribbean Villa

from $2003 /night
up to 2 guests

Secret Bay - Peninsula Zabuco Honeymoon Villa I

1 bedroom 1 bath Dominica villa in Secret Bay

Secret Bay’s original Zabuco Villa is where the beautiful dream of Secret Bay began.

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Secret Bay - Peninsula Ylang Ylang Villa

Caribbean Villa

from $956 /night
up to 2 guests

Secret Bay - Peninsula Ylang Ylang Villa

1 bedroom 1 bath Dominica villa in Secret Bay

Rising up from the ground from a single stem, the Ylang Ylang Villas are the latest stunning creation at Secret Bay.

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Secret Bay - Peninsula Ti-Fey` Villa I

Caribbean Villa

from $1167 /night
up to 2 guests

Secret Bay - Peninsula Ti-Fey` Villa I

1 bedroom 2 bath Dominica villa in Secret Bay

A six-star all-villa rainforest resort experience, featuring secluded clifftop residential-style villas with private plunge pools, dedicated villa hosts, on-call concierge, chefs and guides, secret beaches, and transformative experiences curated just for you.

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Seaview Luxury Villa at 473 Grenada Boutique Resort

Caribbean Villa

from $2210 /night
up to 6 guests

Seaview Luxury Villa at 473 Grenada Boutique Resort

3 bedroom 3 bath Grenada villa in New Westerhall Point

At the water’s edge flanked between two secluded sandy beaches, 473 Grenada Boutique Resort opened in 2018 as a hideaway in the prestigious Fort Jeudy south coast region, on Grenada.

Seascape

Caribbean Villa

from $4440 /night
up to 10 guests

Seascape

5 bedroom 5.5 bath Turks & Caicos villa in Providenciales

Located on the tranquil shores of Grace Bay, Seascape epitomizes luxury island lifestyles.

Seagrace Villa

Caribbean Villa

from $1500 /night
up to 10 guests

Seagrace Villa

5 bedroom 4 bath Turks & Caicos villa in Providenciales

Seagrace Villa is nestled on the canal in the gated community of Leeward, just moments away from Salt Bar and Grill.

Seaduced at Royal Westmoreland

Caribbean Villa

from $1850 /night
up to 10 guests

Seaduced at Royal Westmoreland

5 bedroom 5 bath Barbados villa in St. James

Seaduced is one of the few contemporary architect designed holiday villas available for rent in Royal Westmoreland, home to one of the finest golf courses in the Caribbean.

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Seacove

Caribbean Villa

from $2807 /night
up to 10 guests

Seacove

5 bedroom 5.5 bath USVI villa in St. John

Overlooking sublime views of Peter Bay and beyond, Seacove is one of the most beautifully-detailed homes we offer, set within lush landscaping replete with bananas, lime, papayas, citrus, coconut palms, and a soothing garden waterfall.

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