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Couples Retreats – Vacation Villas for Two

Next time you and your significant other want to get away from it all, why not rent a villa?  Private villas are idea for a couples’ retreat – offering more space and privacy than a comparable hotel room. We have rounded-up some of our favorite one bedroom vacation villas to escape to with someone you love.

Vacation Villas in Italy

Take a mother-daughter trip and bike and sip your way through Tuscany. Or, cross off your bucket-list with an uber romantic visit to the Amalfi Coast, with afternoons bathing in the Med.

Villa BRV VIC, 2 BR, Siena

Villa in Tuscany, Italy with pool overlooking hillside vista.

Villa Bianca, also known as BRV VIC, is a 2-bedroom villa in Tuscany, located just 10 minutes from the village of Due Ponti. This Tuscan farmhouse on a large estate enjoys lovely views of the property’s olive groves and rolling hills in the distance. View Villa

Villa YPI GIA, 2 BR, Amalfi

Waterfront villa on the Amalfi Coast of Italy with large deck overlooking the sea.

Villa Il Giardinetto, also known as YPI GIA, is a 2-bedroom apartment on the Amalfi Coast, located just a 15-minute walk from the beach, shopping, and town. This property enjoys a view of the town and sea. View Villa

Villa BRV CLE, 2 BR, Amalfi

Two bedroom water front villa on the Amalfi Coast in Italy with a pool overlooking the sea.

Villa Cleta, also known as BRV CLE, is a 2-bedroom villa on the Amalfi Coast, located steps from the beach and a short walk from the nearest town and shopping. This charming villa overlooking Britannia Bay is close to public transportation, making it ideal for guests without a car. View Villa

DIRECT FLIGHTS

Cayman Islands, Barbados, Turks & Caicos
There’s something seductive about places you can get to on a direct flight. Arriving in time for lunch seems to start a trip on the right note.

Grand Cayman

Perfect for: Those who love natural beauty, with buzzy, city-like amenities (there’s a serious ex-pat scene.)

Villa CM WS1, 1 BR, Grand Cayman

Beachfront villa in Grand Cayman with ocean views and close acess to food and shopping.

Villa White Sands, also known as CM WS1, is a 1-bedroom apartment located on Seven Mile Beach within steps of the beach and minutes from water sports, shopping, nightclubs, restaurants, golf courses, and tennis courts. Nestled on the northern part of a beach, this ground-floor apartment enjoys a beautiful ocean view. View Villa

Couples Retreats in Barbados

Why go: The people. You will find exceptional service here, whether in a staffed villa, or while fine dining.

Villa AA MNS, 1 BR, Barbados

One bedroom villa in Barbados located in Schooner Bay.

Villa Moonshine (Schooner Bay #112), also known as AA MNS, is a 1-bedroom apartment located in Schooner Bay. This apartment is part of a beachfront condominium with 3 units and a freeform community swimming pool. View Villa

Turks & Caicos

You’ll love it if: You love the water – scuba diving, snorkeling, paddle boarding – it’s all at your doorstep.

Villa TNC LPM, 1 BR, Grace Bay

One bedroom villa located in Grace Bay, Turks and Caicos with close acess to the beach.

Villa Little Plum Cottage, also known as TNC LPM, is a 1-bedroom villa located in Grace Bay/Beachside within steps of the beach and walking distance of restaurants, shopping, and the marina. This beach house is one of three identical villas on this stretch of the island. View Villa

HONEYMOONS OR ANNIVERSARIES

Santorini, Greece

It’s known as one of the top places to honeymoon – maybe it’s because of the sunsets, maybe it’s because of the abundance of feta cheese after a strict wedding diet – but we love Santorini for anniversary trips, too.

Villa VMS STO, 1 BR, Megalochori

One bedroom villa on Santorini, located a short walk from shops in the village of Megalochori.

Villa Stone House, also known as VMS STO, is a 1-bedroom villa on Santorini, located a short walk from shops in the village of Megalochori. This charming little villa is only a short stroll from the village main square and its pretty churches and picturesque Venetian bell towers. View Villa

Villa VMS ILO, 1 BR, Imerovigli

One bedroom villa on Santorini with stunning views of the sea.

Villa Ilios, also known as VMS ILO is a 1-bedroom villa on Santorini, located a short walk from shops in the village of Imerovigli. Villa Ilios enjoys spectacular views from its terrace and the large glass windows are breathtaking, spanning the famous caldera cliffs, neighboring villages and nearby small islands. View Villa

THE CLASSIC CHOICE

St. Barths

One of the great benefits of renting a villa for two in St. Barths is what’s known as break down rates. In the low season (April 15), a majority of villas offer 1 bedroom rates for larger houses. This means you can take advantage of extra living space (think a larger kitchen and deck) while taking advantage of better rates. Be sure to ask your Villa Specialist for more information on how this works. 

Villa WV CLR, 1 or 2 BR, Lorient

Two bedroom villa situated deep in the hills of Lorient, St Barths with panoramic ocean and hillside views.

Villa Claire, also known as WV CLR is a contemporary, 2-bedroom villa situated deep in the hills of Lorient with panoramic ocean and hillside views. Newly built Villa Claire offers modern comfort to its guests. Most remarkably are the views, not only of Lorient and its lively bay, but also of the hillside and the gorge towards Grand Fond. View Villa

Villa WV BBE, 1 BR, Pointe Milou

One bedroom villa located in Pointe Milou, St. Barthelemy within minutes of several beaches and shopping.

Villa WV BBE is a 1-bedroom villa located in the neighborhood of Pointe Milou within minutes of several beaches and shopping. This villa can be rented individually or combined with its neighbor, Villa Caramba, for a total of 3 bedrooms to house family and friends. The villa offers a panoramic ocean view from its sun-drenched terrace furnished with relaxing Adirondack chairs and chaise lounges. View Villa

Hotel versus Villa

On trips for two, a hotel is the obvious choice. Unless you travel for work, a hotel robe and room service is generally synonmous with relaxation. We break down some common questions about villa life and make the case for who it can be great for.

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