Beachside villas perfect for midwinter vacations, country estates that accommodate summer family reunions, historic houses ideally situated for sophisticated city excursions—onefinestay offers an incomparable range of luxury rental homes-away-from-home suited for every season of the year.
The luxury hospitality brand’s 5,000 homes in 50 of the most desirable destinations—are handpicked for unparalleled location, character and comfort. The discerning traveler will find the entire experience effortless and enjoyable, from the personal welcome to 24/7 guest support and dedicated concierge service.
The only decisions are when to go and which superlative home, villa or chalet appeals to you the most.
Best for winter-sun getaways: The Caribbean is irresistible with its turquoise waters, powder-sand beaches and homes that reflect the islands’ varied personalities.
Antares, St Barts: This secluded, four-bedroom, colonial-style villa in a gated community in Mont Jean overlooks the Caribbean, whose brilliant azure hues contrast with the restrained neutral palette inside.
Two open-air dining pavilions and an infinity pool epitomize the tropical lifestyle on this island known for elegant cuisine and lively activities.
Sleeps 8 people; from $5,000/night
Seaclusion, Barbados: St. James, on the west side of historic, stately Barbados is the place for opulent villas like this one. Set on a bluff above a private stretch of white-sand beach, the villa offers multiple spaces for formal or informal entertaining, including a gazebo with unmatched sunset views.
The primary suite with a private terrace is reached by a dramatic spiral staircase; there’s also a self-contained cottage for guests.
Sleeps 12 people; from $8,500/night
The Beach House, Anguilla: Renowned architect Ian “Sugar George” Edwards designed this contemporary architectural masterpiece with panoramic sea views and 17,000 square feet of living space—including a private theater and game room—to provide an idyllic setting for families and groups of friends. Just steps away is the island’s famed powder-sand beach on Mead’s Bay. Sleeps 16 people; from $10,763/night
Best for romantic spring sojourns: Mexico offers a vibrant culture that spans centuries, historic sites to explore, refined regional cuisines and villas on both the Pacific and the Caribbean shores.
Estate Sierra, Punta Mita: The traditional style of Mexico’s coastal towns inspired the architecture of this five-bedroom villa, with views of Litibu Bay and décor that’s accented with local colors. Golf, tennis, surfing, restaurants and boutiques are close at hand, though it may be more tempting to relax by the pool and enjoy the fresh Pacific breezes.
Sleeps 12 people; from $3,500/night
Hacienda 21, Tulum: This two-story, U-shaped villa is a contemporary version of a Mexican hacienda, designed for peace and privacy in the heart of Tulum. Natural materials like stone and wood set the tone for a rejuvenating stay on the Riviera Maya, with its silky sands and turquoise Caribbean Sea.
Sleeps 20 people; from $2,100/night
Best for marveling at architecture in the spring: Lake Como—with its A-list cachet, spectacular scenery and host of waterside palazzi—is just the place to enjoy the laidback celebrity lifestyle.
Can Idle, Ibiza: The minimalist exterior of this six-bedroom villa contains a wealth of high-tech features and luxe appointments, while its hillside location affords magnificent views of the sea and island landscape.
The dance clubs of Ibiza Town are close by, but why leave the house? The villa is geared for entertainment with a free-form pool and lounge area, alfresco dining and a dedicated sound system.
Sleeps 12 people; from $8,575/night
Villa Olarc, French Riviera: The blues and aquamarine décor of this strikingly contemporary hillside villa at Saint-Jean-Cap-Ferrat complements the azure Mediterranean below. Designed for indoor-outdoor living with floor-to-ceiling windows, gracious patios, terraces, gardens and two pools—one on the rooftop—this is a chic getaway in an area renowned for beautiful beaches, historic buildings and superb restaurants.
Sleeps 10 people; from $12,554/night
Best for culture lovers in the fall: London comes alive in autumn, with opportunities for shopping, theater and concerts, and fine dining. Historic and heritage neighborhoods provide the ideal backdrop for an urbane and exhilarating vacation.
Cipresso, Tuscany: Located on 60-plus verdant acres in the heart of Tuscany’s famous wine country, this villa boasts impressive stone walls, terra-cotta floors and wood-beamed ceilings; a cozy annex provides additional space for a multigenerational family or group of friends. Dine alfresco on the veranda while sipping the estate’s wine or relax by the pool as the scents of cypress and herbs waft through the air.
Sleeps 16 people; from $1,275/night
Best for serious winter skiers: The American Rockies bring you the top mountain experiences, from snowy peaks to stunning forests and sparkling streams. Colorado’s Aspen is a chic destination with exclusive boutiques, world-class restaurants and surrounding slopes that challenge skiers and snowboarders of every level, from beginners to double-diamond aficionados.