Chalet vacation rentals in Caribbean

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Caribbean

Guests agree: these chalets are highly rated for location, cleanliness, and more.

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Superhost

Chalet in Sabalito,, Costa Rica

4.87 out of 5 average rating, 134 reviews

Linda Vista, Arenal Lake and Volcano View

Arenal and Monteverde top most visit area in Costa Rica Breathtaking View Arenal Lake and volcano We made sure we had everything you needed!! All you'll need for a very comfortable stay, from laundry machines to a smart TV. Private pool to yourself over looking the beautiful Lake Arenal. Close to many attractions: Lake Arenal and Cote, wind surf and skate surf, Monteverde Cloud Forest, La Fortuna, Arenal Volcano, Venado Caves, Hot Spring Water National Park, Rio Celeste, Cerro Pelado.

Nov 24 – Dec 1

R2,889 ZAR per night

Guest favorite

Chalet in Havana, Cuba

4.81 out of 5 average rating, 100 reviews

CHALET HABANA GUANABO

Welcome to the Chalet Habana Guanabo! This is a unique space in the beachside town of Guanabo, which is known by its fine sand and shallow water beaches just 20 minutes from downtown Havana by car, and 3 blocks from the house. The house is a wood bungalow decorated in the 1950's style. One of the remarks is the pool, a perfect spot for children and barbecue. The house keeper will look after you very well at all times and so will a custodian during the night. All these add to our family profile.

Mar 30 – Apr 6

R2,928 ZAR per night

Guest favorite

Chalet in Monteverde, Costa Rica

5.0 out of 5 average rating, 129 reviews

Amalú Glass Cabin 1.0, Private, Romantic,270° View

Escape to our secluded Glass Cabin 1.0, nestled in the forest, offering a mesmerizing 270° vista of the Pacific Ocean and cloud forest. Delight in a mountain-view bathtub and unwind in a king-size bed. Your private deck with a hot tub awaits, perfect for sunset-watching and stargazing with a glass of wine. Ideal for those seeking tranquil seclusion amidst nature's embrace. Can’t find availability? please visit our new Glass Cabin, with the same view. https://www.airbnb.com/slink/Vqmjk2Po

Jul 17 – 24

R7,446 ZAR per night

Superhost

Chalet in Rincon del Mar , Colombia

4.93 out of 5 average rating, 100 reviews

Private beach & dock, Kayaks, Cook, WiFi★Cartagena

Secluded beach house near Cartagena, located in a Natural Reserve and minutes away from the Corales National Park. We include for FREE ★ Private beach and dock ★ Kayaks and paddle boards ★ Buttler and housekeeper/cook ★ Hi-speed internet ★ Smart TV (Netflix, YouTube,...) ★ Un-interrupted power supply (solar energy) ★ Parking ★ Extra care to clean our space VIDEOS: Watch us on YouTube; search for "Caribbean Villa Cartagena" DISCOUNTS: We offer length of stay and last-minute discounts.

May 25 – Jun 1

R4,181 ZAR per night

Guest favorite

Chalet in Monteverde, Costa Rica

4.97 out of 5 average rating, 169 reviews

Jaguar Houses (3) Fireplace |Bathtub|Top Location!

Jaguar Houses is conveniently located between the center of town and some of the most popular attractions in the area such as Canopy Zip Lining, Suspended Bridges and the Santa Elena Nature Reserve. Inspired by Nordic architecture, Jaguar is composed of 3 independent homes, elevated on pillars, giving you the impression of floating on the trees. The 3 houses are identical however the view can slightly change from one to another. The photos used for each listing are a mix of the 3 houses.

Nov 22 – 29

R5,929 ZAR per night

Guest favorite

Chalet in Puerto Nuevo, Puerto Rico

4.94 out of 5 average rating, 213 reviews

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

“CASA ROARK” IS A ONE-OF-A-KIND OCEAN FRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLD-WIDE. IT IS LITERALLY ONLY A FEW STEPS FROM THE OCEAN. THE RECENTLY REMODELED CHALET HAS 2 BEDROOMS, BOTH WITH A/C; THE MASTER ROOM HAS A QUEEN BED WITH TV AND WI-FI. THE SECOND BEDROOM HAS 3 SINGLE SIZE BEDS AND A FULL SIZE SOFA BED. ANOTHER FULL SIZE SOFA BED IN THE LIVING ROOM CAN ACCOMMODATE TWO OTHER GUEST. 2 NEW A/C COOLS THE ENTIRE CHALET. ALL APPLIANCES ARE BRAND NEW.

Feb 21 – 28

R9,205 ZAR per night

Guest favorite

Chalet in Cahuita, Costa Rica

4.9 out of 5 average rating, 122 reviews

3 bed/3 bath A/C jungle house with outdoor hot tub

Your tropical jungle stay on the edge of Cahuita National Park awaits. Watch toucans, sloths and Howler monkeys play in the grounds from the luxury of our outdoor hot tub. This tastefully decorated, fully air-conditioned home features 3 double ensuite bedrooms, comfortably sleeping 6 guests. Open-plan living area, breakfast bar and fully equipped kitchen, plus washer/drier. Only 500m from one of the most beautiful beaches in Costa Rica and walking distance to Cahuita.

Sep 6 – 13

R4,375 ZAR per night

Guest favorite

Chalet in Lajas, U.S. Outlying Islands

4.97 out of 5 average rating, 351 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!

Jun 3 – 10

R3,468 ZAR per night

Guest favorite

Chalet in Naranjito, Puerto Rico

4.97 out of 5 average rating, 168 reviews

Chalet Vista Hermosa

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.

Jul 11 – 18

R4,754 ZAR per night

Guest favorite

Chalet in Toucari, Dominica

4.89 out of 5 average rating, 116 reviews

Treetops -Stylish cottage by the beach*

This gorgeous cottage is 100 yards from the Caribbean sea nestled in the tropical trees, overlooking beautiful Toucari Beach. Swim, snorkel or paddleboard in the calm waters. Chill on the bay, with a drink and relax watching the pelicans dive at sunset. Treetops has the best location. Close enough to wander down to the beach and quiet enough to be private. Experience sitting on the deck at sunset watching hummingbirds in the trees. Added bonus - fibre broadband.

Aug 4 – 11

R2,314 ZAR per night

Guest favorite

Chalet in Cahuita, Costa Rica

4.85 out of 5 average rating, 174 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 accommodation for couples and families looking for excursions and rest. Fully equipped (kitchen, living room, bathroom, bedrooms, garden) : guarantee of optimal comfort! We will be delighted to welcome you to our 100% Natural setting, a true haven of tranquility. Cabinas Nadine, Cahuita, Limon Province, Costa Rica

May 25 – Jun 1

R884 ZAR per night

Superhost

Chalet in Matapalo, Costa Rica

4.82 out of 5 average rating, 171 reviews

House1 private swming pool, BBQ ranch, wifi 200mb

La casa Lloret de Mar. Es una casa completamente equipada con piscina privada y rancho BBQ totalmente privado para el uso de la reservación,esta casa tiene aire acondicionado,wifi de 200 megas ideal para teletrabajo,tv por cable en sala y habitaciones,2 baños completos para cada habitación, con agua caliente. La piscina tiene una cascada y está iluminada en la noche,más el area de BBQ.

Sep 11 – 18

R870 ZAR per night