Tailwind villa rental - 1

Tailwind

Property 129460

Overview

4 8 3

Villa Tailwind is a charming property with breathtakingly beautiful views over the ocean and the neighbouring islands. Set on a hillside, this four-bedroom property, with an independent studio, can accommodate up to eight guests in a privileged environment and offers upscale amenities, including a private pool, an air-conditioned living room and exceptional panoramic views. In the absolute calm of the lush Caribbean nature, the vacation rental Tailwind is the ideal location for a dream St-Barths getaway.

Designed over two buildings, Tailwind widely opens onto views over the ocean, St-Marteen and Bonhomme island. In the main living area, the air-conditioned lounge is an ode to relaxation, under the high ceruse ceiling with exposed beams providing this bright room a unique character. Next to the comfy lounge with a large sofa and an HD screen, the kitchen is fully equipped and features a breakfast bar and a dining area. The ambience is soft, warm and luxurious, facing the sparkling reflections of the ocean under the Caribbean sun.

At the front of the property, the terrace opens onto the outstanding view over the deep-blue ocean and the neighbouring islands. Under the covered part, you’ll find the al fresco dining room to enjoy delicious meals in the tropical atmosphere gently blown by the trade winds, close to the outdoor lounge where you can relax, sip a cocktail or contemplate the beauty of the ocean till the horizon. The hammock at your disposal is a paradise place to rest in the enchanting environment in the soothing sea breeze. Just a few steps ahead, the private swimming pool overlooks the breathtaking view from the comfortable loungers on the large wooden deck.

The villa rental Tailwind consists of four bedrooms spread across the property. The first one offers a splendid ocean view and has an en-suite bathroom; bedrooms 2 and 3 open onto the garden and share the same bathroom, ideal for a family. Finally, the fourth studio bedroom is located in an independent, very private building on a lower level, with a kitchenette, lounge, independent access and a small, fine garden, for utmost privacy. An office with a desk is also available in the main building.

Facing the breathtaking ocean view, the holiday rental Tailwind is the ideal location for an eight-person dream stay in St-Barths.

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Rates & Fees

Rates

Category Date Range Rate Min stay
High Season 2024 #1 Jan 11, 2024 to Mar 16, 2024 $10,000 per Week 7 Nights
Bucket Regatta 2024 Mar 17, 2024 to Mar 23, 2024 $10,000 per Week 7 Nights
High Season 2024 #2 Mar 24, 2024 to Apr 15, 2024 $10,000 per Week 7 Nights
Low Season 2024 Apr 16, 2024 to Apr 19, 2024 $7,000 per Week 7 Nights
Low Season 2024 #1 Apr 20, 2024 to Aug 30, 2024 $7,000 per Week 7 Nights
Low Season 2024 #2 Aug 31, 2024 to Nov 14, 2024 $7,000 per Week 7 Nights
Season Low & High 2024 #1 Nov 15, 2024 to Nov 22, 2024 $7,000 per Week 7 Nights
Thanksgiving 2024 Nov 23, 2024 to Nov 29, 2024 $7,000 per Week 7 Nights
Season Low & High 2024 #2 Nov 30, 2024 to Dec 14, 2024 $7,000 per Week 7 Nights
Season Low & High 2024 #3 Dec 15, 2024 to Dec 18, 2024 $10,000 per Week 7 Nights
Christmas Week 2024 Dec 19, 2024 to Dec 25, 2024 $30,000 per Week 14 Nights
New Year's Week 2025 Dec 26, 2024 to Jan 11, 2025 $30,000 per Week 14 Nights
High Season 2025 #1 Jan 12, 2025 to Mar 11, 2025 $10,000 per Week 7 Nights
Bucket Regatta 2025 Mar 12, 2025 to Mar 18, 2025 $10,000 per Week 7 Nights
High Season 2025 #2 Mar 19, 2025 to Apr 13, 2025 $10,000 per Week 7 Nights
Les Voiles de St Barth 2025 Apr 14, 2025 to Apr 19, 2025 $7,000 per Week 7 Nights
Low Season 2025 #1 Apr 20, 2025 to Aug 30, 2025 $7,000 per Week 7 Nights
Low Season #2 Aug 31, 2025 to Nov 14, 2025 $7,000 per Week 7 Nights
Season Low & High #1 Nov 15, 2025 to Nov 21, 2025 $7,000 per Week 7 Nights
Thanksgiving Nov 22, 2025 to Nov 28, 2025 $7,000 per Week 7 Nights
Season Low & High #2 Nov 29, 2025 to Dec 14, 2025 $7,000 per Week 7 Nights
Season Low & High #3 Dec 15, 2025 to Dec 18, 2025 $10,000 per Week 7 Nights
Christmas Week Dec 19, 2025 to Dec 26, 2025 $30,000 per Week 14 Nights
New Year's Week Dec 27, 2025 to Jan 11, 2026 $30,000 per Week 14 Nights
Show 12 more rates
Category Date Range Rate Min stay
High Season 2024 #1 Jan 11, 2024 to Mar 16, 2024 $10,500 per Week 7 Nights
Bucket Regatta 2024 Mar 17, 2024 to Mar 23, 2024 $10,500 per Week 7 Nights
High Season 2024 #2 Mar 24, 2024 to Apr 15, 2024 $10,500 per Week 7 Nights
Low Season 2024 Apr 16, 2024 to Apr 19, 2024 $7,500 per Week 7 Nights
Low Season 2024 #1 Apr 20, 2024 to Aug 30, 2024 $7,500 per Week 7 Nights
Low Season 2024 #2 Aug 31, 2024 to Nov 14, 2024 $7,500 per Week 7 Nights
Season Low & High 2024 #1 Nov 15, 2024 to Nov 22, 2024 $7,500 per Week 7 Nights
Thanksgiving 2024 Nov 23, 2024 to Nov 29, 2024 $7,500 per Week 7 Nights
Season Low & High 2024 #2 Nov 30, 2024 to Dec 14, 2024 $7,500 per Week 7 Nights
Season Low & High 2024 #3 Dec 15, 2024 to Dec 18, 2024 $10,500 per Week 7 Nights
Christmas Week 2024 Dec 19, 2024 to Dec 25, 2024 $30,000 per Week 14 Nights
New Year's Week 2025 Dec 26, 2024 to Jan 11, 2025 $30,000 per Week 14 Nights
High Season 2025 #1 Jan 12, 2025 to Mar 11, 2025 $10,500 per Week 7 Nights
Bucket Regatta 2025 Mar 12, 2025 to Mar 18, 2025 $10,500 per Week 7 Nights
High Season 2025 #2 Mar 19, 2025 to Apr 13, 2025 $10,500 per Week 7 Nights
Les Voiles de St Barth 2025 Apr 14, 2025 to Apr 19, 2025 $7,500 per Week 7 Nights
Low Season 2025 #1 Apr 20, 2025 to Aug 30, 2025 $7,500 per Week 7 Nights
Low Season #2 Aug 31, 2025 to Nov 14, 2025 $7,500 per Week 7 Nights
Season Low & High #1 Nov 15, 2025 to Nov 21, 2025 $7,500 per Week 7 Nights
Thanksgiving Nov 22, 2025 to Nov 28, 2025 $7,500 per Week 7 Nights
Season Low & High #2 Nov 29, 2025 to Dec 14, 2025 $7,500 per Week 7 Nights
Season Low & High #3 Dec 15, 2025 to Dec 18, 2025 $10,500 per Week 7 Nights
Christmas Week Dec 19, 2025 to Dec 26, 2025 $30,000 per Week 14 Nights
New Year's Week Dec 27, 2025 to Jan 11, 2026 $30,000 per Week 14 Nights
Show 12 more rates
Category Date Range Rate Min stay
High Season 2024 #1 Jan 11, 2024 to Mar 16, 2024 $11,000 per Week 7 Nights
Bucket Regatta 2024 Mar 17, 2024 to Mar 23, 2024 $11,000 per Week 7 Nights
High Season 2024 #2 Mar 24, 2024 to Apr 15, 2024 $11,000 per Week 7 Nights
Low Season 2024 Apr 16, 2024 to Apr 19, 2024 $8,000 per Week 7 Nights
Low Season 2024 #1 Apr 20, 2024 to Aug 30, 2024 $8,000 per Week 7 Nights
Low Season 2024 #2 Aug 31, 2024 to Nov 14, 2024 $8,000 per Week 7 Nights
Season Low & High 2024 #1 Nov 15, 2024 to Nov 22, 2024 $8,000 per Week 7 Nights
Thanksgiving 2024 Nov 23, 2024 to Nov 29, 2024 $8,000 per Week 7 Nights
Season Low & High 2024 #2 Nov 30, 2024 to Dec 14, 2024 $8,000 per Week 7 Nights
Season Low & High 2024 #3 Dec 15, 2024 to Dec 18, 2024 $11,000 per Week 7 Nights
Christmas Week 2024 Dec 19, 2024 to Dec 25, 2024 $30,000 per Week 14 Nights
New Year's Week 2025 Dec 26, 2024 to Jan 11, 2025 $30,000 per Week 14 Nights
High Season 2025 #1 Jan 12, 2025 to Mar 11, 2025 $11,000 per Week 7 Nights
Bucket Regatta 2025 Mar 12, 2025 to Mar 18, 2025 $11,000 per Week 7 Nights
High Season 2025 #2 Mar 19, 2025 to Apr 13, 2025 $11,000 per Week 7 Nights
Les Voiles de St Barth 2025 Apr 14, 2025 to Apr 19, 2025 $8,000 per Week 7 Nights
Low Season 2025 #1 Apr 20, 2025 to Aug 30, 2025 $8,000 per Week 7 Nights
Low Season #2 Aug 31, 2025 to Nov 14, 2025 $8,000 per Week 7 Nights
Season Low & High #1 Nov 15, 2025 to Nov 21, 2025 $8,000 per Week 7 Nights
Thanksgiving Nov 22, 2025 to Nov 28, 2025 $8,000 per Week 7 Nights
Season Low & High #2 Nov 29, 2025 to Dec 14, 2025 $8,000 per Week 7 Nights
Season Low & High #3 Dec 15, 2025 to Dec 18, 2025 $11,000 per Week 7 Nights
Christmas Week Dec 19, 2025 to Dec 26, 2025 $30,000 per Week 14 Nights
New Year's Week Dec 27, 2025 to Jan 11, 2026 $30,000 per Week 14 Nights
Show 12 more rates
Category Date Range Rate Min stay
High Season 2024 #1 Jan 11, 2024 to Mar 16, 2024 $12,000 per Week 7 Nights
Bucket Regatta 2024 Mar 17, 2024 to Mar 23, 2024 $12,000 per Week 7 Nights
High Season 2024 #2 Mar 24, 2024 to Apr 15, 2024 $12,000 per Week 7 Nights
Low Season 2024 Apr 16, 2024 to Apr 19, 2024 $9,000 per Week 7 Nights
Low Season 2024 #1 Apr 20, 2024 to Aug 30, 2024 $9,000 per Week 7 Nights
Low Season 2024 #2 Aug 31, 2024 to Nov 14, 2024 $9,000 per Week 7 Nights
Season Low & High 2024 #1 Nov 15, 2024 to Nov 22, 2024 $9,000 per Week 7 Nights
Thanksgiving 2024 Nov 23, 2024 to Nov 29, 2024 $9,000 per Week 7 Nights
Season Low & High 2024 #2 Nov 30, 2024 to Dec 14, 2024 $9,000 per Week 7 Nights
Season Low & High 2024 #3 Dec 15, 2024 to Dec 18, 2024 $12,000 per Week 7 Nights
Christmas Week 2024 Dec 19, 2024 to Dec 25, 2024 $30,000 per Week 14 Nights
New Year's Week 2025 Dec 26, 2024 to Jan 11, 2025 $30,000 per Week 14 Nights
High Season 2025 #1 Jan 12, 2025 to Mar 11, 2025 $12,000 per Week 7 Nights
Bucket Regatta 2025 Mar 12, 2025 to Mar 18, 2025 $12,000 per Week 7 Nights
High Season 2025 #2 Mar 19, 2025 to Apr 13, 2025 $12,000 per Week 7 Nights
Les Voiles de St Barth 2025 Apr 14, 2025 to Apr 19, 2025 $9,000 per Week 7 Nights
Low Season 2025 #1 Apr 20, 2025 to Aug 30, 2025 $9,000 per Week 7 Nights
Low Season #2 Aug 31, 2025 to Nov 14, 2025 $9,000 per Week 7 Nights
Season Low & High #1 Nov 15, 2025 to Nov 21, 2025 $9,000 per Week 7 Nights
Thanksgiving Nov 22, 2025 to Nov 28, 2025 $9,000 per Week 7 Nights
Season Low & High #2 Nov 29, 2025 to Dec 14, 2025 $9,000 per Week 7 Nights
Season Low & High #3 Dec 15, 2025 to Dec 18, 2025 $12,000 per Week 7 Nights
Christmas Week Dec 19, 2025 to Dec 26, 2025 $30,000 per Week 14 Nights
New Year's Week Dec 27, 2025 to Jan 11, 2026 $30,000 per Week 14 Nights
Show 12 more rates

Other Fees

Damage WaiverNon-refundable damage waiver (up to $2,000) $299 Flat  

Taxes

Tax 5.00%
Service Fee 10.00%

Check-in/Check-out

Check-in time: 15:00 Check-out time: 11:00

Amenities & Activities

  • Air Conditioning
  • Pool
  • Staff
  • Wifi
View all amenities

Activities

  • Beachcombing
  • DeepSea Fishing
  • Fishing
  • Sailing
  • Scuba diving
  • Snorkeling
  • Surfing
  • Swimming

Attractions

  • Health & Beauty Spa
  • Reefs
  • Restaurants

Entertainment

  • Apple TV
  • Satellite or cable
  • Television

General

  • Air Conditioning
  • Pool
  • Staff
  • Wifi

Indoor Features

  • Bed Linens
  • Breakfast Bar
  • Pool/Beach Towels
  • Safe
  • Toiletries

Kitchen

  • Coffee maker
  • Cooking utensils
  • Dish washer
  • Freezer
  • Fully Equipped Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove Top Burners

Nearby Facilities

  • Groceries

Outdoor Features

  • Dining Table
  • Garden
  • Lounging Area
  • Outdoor grill
  • Poolside Lounge Chairs
  • Private Pool
  • Terrace

Staff

  • Butler Optional ($)
  • Chef Optional ($)
  • Driver Optional ($)
  • Housekeeper(s)

Additional Information

Tailwind is equipped with an array of included amenities and services:
• Personal service by the villa staff including a daily housekeeper (except Sundays and holidays)
• Welcome amenities on arrival

Amenities and services available upon request (extra cost):
• Additional staff available at this villa includes a chef, butler, driver
• Grocery pre-stocking

Rooms

Bedrooms (4)

Bedroom 1 | Primary 1 King 2 Guests Additional Info
Bedroom 2 1 King 2 Guests Additional Info
Bedroom 3 1 King 2 Guests Additional Info
Bedroom 4 1 King 2 Guests Additional Info

Bathrooms (3)

Bathroom 1Toilet, ShowerEn-suite.
Bathroom 2Toilet, ShowerShared between Bedroom 2 & 3.
Bathroom 3Toilet, ShowerEn-suite.

Location

Colombier, St. Barts

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