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Poolside Paradise: Dreaming of a White (Sand) Christmas

While winter technically begins on December 21, with the winter solstice, most of us in the northern hemisphere have been feeling pretty frigid for the last few weeks. We’ve seen the days get shorter, the temperatures get colder, and we’re already ready to trade eggnog for Piña Coladas. While escaping to the beautiful beaches of Montego Bay, Jamaica or Tulum, Mexico sounds like the ideal getaway this time of year, an impromptu trip to a poolside paradise just isn’t in the cards for most of us. But that doesn’t mean we can’t dream…

So kick back, relax, and imagine yourself poolside as you check out these gorgeous residential oases. Bonus: If you’re in the market for your own slice of paradise, all these properties are currently for sale!


French atmosphere with outstanding turquoise waters.

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Located in the French West Indies, St. Barthélemy, captures guests’ hearts with its chic French atmosphere and outstanding turquoise waters. Furthermore, this lush heated pool designed with a small cascade was landscaped to feel like a hidden getaway, while the infinity-edge pool overlooks the Caribbean Sea. Also, the counter-current system allows for water aerobics and exercises making this the ultimate in fitness with a view!

Rentals in St. Barts:

Luxury villa with Harbour view in heart Gustavia

Central Palm St Jean

Bungalow Hansen 1 – Colombier

Appart neuf & moderne Résidence Camaruche, StBarth


Silent waters in Montego Bay, Jamaica

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Located in the private, gated community of Great River, this villa named Silent Waters in Montego Bay, Jamaica has two infinity-edge swimming pools. The main pool is Olympic sized with fantastic views of the Caribbean below. Additionally, the pool of the Owner’s Villa features a wrap-around pool with direct swim-out access from the bedroom or bathroom. Also, this villa can accommodate up to 20 guests, and includes a private tennis court, 12 buildings, and a private helicopter pad! Most importantly, this home is a favorite for celebrity getaways and destination weddings!

Rentals in Montego Bay, Jamaica:

Grand palladium lady Hamilton Jamaica

Lorenton Hideaway Luxury Suite #1

Beautiful Korall Revet

Lovely Rustic Villa with Secluded Beach (Rm 1)


Fewer beaches and more mountains in this getaway!

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If your idea of the perfect getaway involves fewer beaches and more mountains, this Paradise Valley home has what you’re looking for! With multiple cascades, a sunken lounging area, and fantastic views of the nearby mountains, this pool is a desert-lovers dream. Therefore, if you enjoy a more mountainous vacation, this home is perfect for you! The negative-edge spa is perfect for those December nights when temperatures average a chilly 44°F at night!

Rentals in Paradise Valley, Arizona:

Paradise Valley detached guest house.

Scottsdale– Near TPC & Talking Stick! 153

Modern 2BR near Old Town (#8) by WanderJaunt

Luxury 2-bed estate – Camelback Mtn VIEW + HOT TUB


Gorgeous poolside views in the Caribbean

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This gorgeous poolside view is found on a Caribbean island, amicably divided into French (Saint Martin) and Dutch (Sint Maarten) sides for the best of both worlds. Located on the French half of the island, this phenomenal pool features a cliffside jacuzzi, a poolside bar, and overlooks the cerulean water below. Additionally, with its unobtrusive landscaping, all focus is on the incredible view and built-in loungers. Making this the perfect place for sipping local favorite Guavaberry Coladas!

Rentals in the Caribbean:

Luxurious paradise for unforgettable vacations.

Casa Maya @ Hilltop

Tropical Oasis Pool Cottage

Villa Pierre: Lifetime Memories


Honorable Mentions:

While these pools aren’t as over-the-top they still have us dreaming of trading snowsuits for swimwear!

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