Find Chalets in Caribbean from $133

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Condado Beach which includes general coastal views and a coastal town
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San Juan

San Juan

Chalets in Caribbean

Relaxing Chalet with beautiful Sunrises & Sunsets!
Enjoy the serene views of the surrounding neighborhood from this balcony with a small table and chairs.

Relaxing Chalet with beautiful Sunrises & Sunsets!

10.0 out of 10, Exceptional, (40)
"Host was very good in all communications, providing many details of local places to eat and about the rental. Very clean place with great amenities. "
$191 nightly
The price is $203
Aug 13 - Aug 14
Total includes taxes and fees
Relaxing Chalet with beautiful Sunrises & Sunsets!
Casa Campo Obymar, Panoramic Villa with private pool. Electric generator
Relax by the serene pool surrounded by lush greenery and a thatched-roof structure.

Casa Campo Obymar, Panoramic Villa with private pool. Electric generator

8.8 out of 10, Excellent, (5)
"Would not recommend this place for anyone looking for privacy."
Casa Campo Obymar, Panoramic Villa with private pool. Electric generator
Luxurious and Cozy chalet close to Playa Buye to disconnect from everything!
Enter a stylish home with a covered porch featuring two comfortable chairs and a small table.

Luxurious and Cozy chalet close to Playa Buye to disconnect from everything!

9.6 out of 10, Exceptional, (5)
"Always have a great time in cabo rojo"
Luxurious and Cozy chalet close to Playa Buye to disconnect from everything!
Whole Home with Lush Patio in Heart of OSJ
Exterior

Whole Home with Lush Patio in Heart of OSJ

"The space itself was great for our family. The appliances need to be maintained. The freezer on the refrigerator is covered in aluminum foil and tape so it does not usable the washing machine dryer combo unit in the kitchen leaked all over the floor. Every time it was used and the dishwasher was not fully installed so when we were loading it, it fell out of the counter and onto the floor. there was no hand soap in one of the bathrooms. There was initially only one towel per bathroom for our...
$913 nightly
The price is $1,001
Aug 11 - Aug 12
Total includes taxes and fees
Whole Home with Lush Patio in Heart of OSJ
Guayacan Guest House at La Parguera - Cayo Caracoles
Stylish two-story building with a flat roof and balcony, set amidst a charming street scene.

Guayacan Guest House at La Parguera - Cayo Caracoles

9.4 out of 10, Exceptional, (13)
"The house was clean, the beds were comfortable, and it had enough space for all 8 of us. The hosts were fabulous and had great communication if we asked about anything. The street was a bit noisy, but the beds made up for that and we slept like babies. Thank you so much. I would recommend this property again."
$295 nightly
The price is $313
Aug 7 - Aug 8
Total includes taxes and fees
Guayacan Guest House at La Parguera - Cayo Caracoles
La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views
Relax by the infinity pool overlooking lush mountains and a valley below.

La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views

9.8 out of 10, Exceptional, (33)
"Great mountain location "
La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views
Fabulous Rustic Chalet Beach House Across the Street From Beach on Grand Turk
Stroll through a charming coastal neighborhood with a picturesque view of the sea.

Fabulous Rustic Chalet Beach House Across the Street From Beach on Grand Turk

9.6 out of 10, Exceptional, (23)
"House was just as described! Close to beach and eating areas "
Fabulous Rustic Chalet Beach House Across the Street From Beach on Grand Turk
CASA ROARK OCEAN FRONT CHALET
Relax by the serene pool, surrounded by lounge chairs and a hammock, with a shaded area under a pergola.

CASA ROARK OCEAN FRONT CHALET

3.0 star property
10.0 out of 10, Exceptional, (9)
"Spent 5 days and the views were amazing. Everything needed to enjoy a true island experience. Everything was perfect! Will definitely be back!"
CASA ROARK OCEAN FRONT CHALET
LaLolitaVilla - Steps away from Playa Buye!
Enjoy al fresco dining in this sheltered outdoor space with a fully equipped kitchen.

LaLolitaVilla - Steps away from Playa Buye!

LaLolitaVilla - Steps away from Playa Buye!
Anci’s Villa 2nd Floor
Residential building with a flat roof and overhang, surrounded by a white fence and palm trees.

Anci’s Villa 2nd Floor

10.0 out of 10, Exceptional, (2)
"When we enter the property, everything was vey nice and clean , decor awesome, beds comfortable, very close to the beach, Host Mery is wonderful, we had everything we need plus extra, wifi very strong, over all we had excellent stay!!!"
Anci’s Villa 2nd Floor
The Heaven Villa, cerca playa dorada, a 30 Seg. de Fun City, 10 Mits aeropuerto
Relax in a serene hot tub surrounded by lush greenery and trees, set beneath a shaded pergola.

The Heaven Villa, cerca playa dorada, a 30 Seg. de Fun City, 10 Mits aeropuerto

The Heaven Villa, cerca playa dorada, a 30 Seg. de Fun City, 10 Mits aeropuerto
3-bedroom chalet in amazing Combate, Cabo Rojo with WiFi, AC, pool, billard
Relax in a spacious outdoor area with a miniature golf course and lounge chairs, offering a serene view of the surrounding landscape.

3-bedroom chalet in amazing Combate, Cabo Rojo with WiFi, AC, pool, billard

10.0 out of 10, Exceptional, (1)
"Wonderfull place "
3-bedroom chalet in amazing Combate, Cabo Rojo with WiFi, AC, pool, billard
Grand Chalet, Private Pool, AC, River Access, Pool Table BBQ WIFI Parking
Guests can enjoy a balcony with outdoor space on the upper level, surrounded by a serene natural setting and a well-maintained lawn.

Grand Chalet, Private Pool, AC, River Access, Pool Table BBQ WIFI Parking

9.0 out of 10, Wonderful, (9)
"Place was amazing"
Grand Chalet, Private Pool, AC, River Access, Pool Table BBQ WIFI Parking
Coastal Comfort: Spanish Villa Steps from the Sand
Property grounds

Coastal Comfort: Spanish Villa Steps from the Sand

10.0 out of 10, Exceptional, (1)
"Great stay. Host was super responsive and made sure we had a flawless vacation in Puerto Rico. Would recommend to anyone needing a nice house near the beach."
Coastal Comfort: Spanish Villa Steps from the Sand
Casita Azul, Beautiful wooden cabin with garden.
Enjoy a refreshing dip in the pool surrounded by lush greenery and a shaded area.

Casita Azul, Beautiful wooden cabin with garden.

$124 nightly
The price is $133
Aug 13 - Aug 14
Total includes taxes and fees
Casita Azul, Beautiful wooden cabin with garden.
Starlight Chalet-Blue Mountain Escape-hiking trails, rivers & birding-breakfast.
Stroll through a serene corridor lined with potted plants and elegant white railings.

Starlight Chalet-Blue Mountain Escape-hiking trails, rivers & birding-breakfast.

2.0 out of 10, (1)
"Was under construction, bad smell, we can’t stay at the place, I need a total refunds "
$960 nightly
The price is $960
Aug 11 - Aug 12
Total includes taxes and fees
Starlight Chalet-Blue Mountain Escape-hiking trails, rivers & birding-breakfast.
MODULAR VILLA 8 to 16 Pers, Orient Bay, ST Martin RESIDENCE ADAM ET EVE****
Relax by the pool surrounded by lush greenery and palm trees.

MODULAR VILLA 8 to 16 Pers, Orient Bay, ST Martin RESIDENCE ADAM ET EVE****

10.0 out of 10, Exceptional, (23)
"Easy to work with - private chef and anything we asked for was made available- all staff was virtuous and available at all times- wonderful stay - highly recommend Adam/Eve"
MODULAR VILLA 8 to 16 Pers, Orient Bay, ST Martin RESIDENCE ADAM ET EVE****
Chalen-charmante Villa Créole aux Portes du Grand Sud de la Martinique
Enjoy a serene outdoor space with a seating area, lush greenery, and a garden.

Chalen-charmante Villa Créole aux Portes du Grand Sud de la Martinique

8.2 out of 10, Very Good, (11)
"malgré un voisinage parfois bruyant"
Chalen-charmante Villa Créole aux Portes du Grand Sud de la Martinique
My cabin-Star Trail
Relax on the deck with comfortable wicker chairs and a small table.

My cabin-Star Trail

10.0 out of 10, Exceptional, (6)
"Excellent stay at Liliane’s property. Everything was perfect and the hosts very easy to communicate with and very respectful of privacy. We enjoyed our stay and took advantage of the proximity with the diving club to explore the multiple sites at Reserve Cousteau. The pointe noire town is also great with a couple of small shops/boulangerie: perfect for an early breakfast pre dives!"
My cabin-Star Trail
Tropical Chalk Sound Cottage with Pool and Kayak!
Relax by the serene pool surrounded by lush greenery and a tranquil body of water.

Tropical Chalk Sound Cottage with Pool and Kayak!

Tropical Chalk Sound Cottage with Pool and Kayak!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Caribbean Hotel Reviews

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

10/10 Excellent
"Plenty of resturant to reserve and eat at. The Atlantic buffet was our personal favorite, we ended up there at least once a day. The staff was always ready to help. This was our first trip to the bahamas and everyone from the concierge to the waiter at lunch, helped us find incredible things to do "
Tyler 3-night trip
Posted 1 day ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive