Chalet holiday rentals in Caribbean Sea

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Top-rated chalet rentals in Caribbean Sea

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Guest favourite

Chalet in Punta Santiago

4.91 out of 5 average rating, 170 reviews

Olas del Sol Villa

PLEASE read the entire description!! If you like to be in contact with nature, this is the right place for you. Chalet Olas del Sol is a very cozy, warm, comfortable, rustic, and spacious Chalet steps away from the beach. If you want a soothing retreat while you explore our island full of history and natural beauty, this is the place to stay. It has a large balcony to enjoy the relaxing view of the beach. Contemplate a beautiful sunrise or sunset in Punta Santiago while you relax in a hammock.

Top guest favourite

Chalet in Montecito

5 out of 5 average rating, 17 reviews

La Auxiliadora - Classic Mountain Chalet Escape

Our mountain chalet offers a dreamy family retreat. Follow a beautiful pine tree-lined road to discover a 4-bedroom, 3-bath chalet spanning 2,486 sq ft across 2 floors. Enjoy a living room with a fireplace, dining room, fully-equipped kitchen, laundry room, covered parking, patio, and a vast garden. High-speed internet allows you to work seamlessly. Situated in a secure residential area, this escape is a perfect blend of comfort and nature. Create lasting memories amid the mountains.

Guest favourite

Chalet in Puerto Nuevo

4.94 out of 5 average rating, 255 reviews

“CASA ROARK” is a one-of-a-kind oceanfront chalet.

“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.

Guest favourite

Chalet in Santa Marta

4.87 out of 5 average rating, 277 reviews

Wooden Chalet Casa Luna, in Minca, Sierra Nevada

Casa Luna is a beautiful wooden jungle house floating in the sky between the treetops - a place for you to deeply relax and reconnect with nature. Located very close to Minca, it is surrounded by mountains, colorful birds and butterflies of the Sierra Nevada de Santa Marta. Awakened by the sunrise you can have a refreshing dive in the river closeby which is part of the property. The chalet will be entirely for your private use. Please feel welcome to enjoy this piece of paradise!

Top guest favourite

Chalet in Caguas

4.99 out of 5 average rating, 144 reviews

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Guest favourite

Chalet

5 out of 5 average rating, 16 reviews

Domaine Simini – Chalet Simini

Welcome to DOMAINE SIMINI, an elegantly designed Chalet, located in the North Basse-Terre island of Guadeloupe. Discover a haven of peace in the tropics, combining authenticity and modern comfort. Our chalet "Simini" offers a perfect balance between tranquility and amenities. The superb terrace with spa and outdoor kitchen invites you to relax, in a natural landscape between sea/beaches and mountains. 5 minutes from the beach, soak up the natural beauty of the region.

Top guest favourite

Chalet in Lajas

4.96 out of 5 average rating, 389 reviews

Casa Turquesa, a getaway Chalet in La Parguera.

The Chalet is just 5 minutes away from the center of La Parguera. There you will find beautiful beaches, tourist attractions and great food! Lajas is also located near Guánica and Cabo Rojo were you'll find some of the most beautiful beaches of all Puerto Rico. We are sure that you’ll love this place because of the coziness and the location. It's good for couples, families or group of friends. No activities of any kind are allowed. Hope you enjoy it as much as we do!

Guest favourite

Chalet in Naranjito

4.96 out of 5 average rating, 227 reviews

Beautiful View Chalet

Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

Superhost

Chalet in La Vega

4.79 out of 5 average rating, 19 reviews

Cozy Mountain Chalet

How many times have you imagined leaving the city and getting lost in a Chalet in the mountains? Welcome to our Chalet located in Jarabacoa! This is a lovely 2 bedrooms apartment decorated in mountain chalet style, which sleeps up to 4 people. There are two double bedrooms, each one with 2 bathrooms in total. There is a fully equipped kitchen and you can relax in the living room with the fireplace or just enjoy the jacuzzi with a stunning view!

Top guest favourite

Chalet in Carolina

4.97 out of 5 average rating, 115 reviews

Hippie Chalet P.R.

Hippie Chalet Piñones is a cozy, comfortable, rustic, and unique Chalet 3-minute drive away from the beach. For the month of October and November your car rental is included. You will experience island living and all its local culture. Located in the middle of one of Puerto Rico's best tourist and beach areas, Piñones, there is plenty to do within minutes of the chalet, whether you walk, bike, drive, or get adventurous and ride a horse.

Superhost

Chalet in Cahuita

4.84 out of 5 average rating, 182 reviews

Casa Manuellita 5 pers (Hotel-Cabinas Nadine)

Come and recharge your batteries in the heart of nature ! The large "Casa Manuellita" is an ideal place to stay for couples and families looking for excursions and rest. Fully equipped (kitchen, living room, bathroom, bedrooms, garden) : guarantee of optimal comfort! We will have the pleasure of welcoming you in our 100% Natural setting, a real haven of tranquility. Cabinas Nadine, Cahuita, Limon Province, Costa Rica

Guest favourite

Chalet in San Carlos

5 out of 5 average rating, 10 reviews

River Paradise | Romantic Chalet with Jacuzzi

🌿 Nature, Comfort, and Romance in Perfect Harmony Wake up to the sounds of the forest, unwind in your private hot tub, and explore Costa Rica’s most iconic attractions—all while having your own private oasis to return to. Whether you’re celebrating something special or just treating yourselves, this is the kind of place where beautiful memories are made.