Find Vacation Homes in Caribbean from $100

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Vacation Homes in Caribbean

1120 Vieques by Stay with Bear

4.0 star property
9.6 out of 10, Exceptional, (29)
"It is extremely clean, nice and cozy, looks like everything is new. Very clear instructions on how to get in and everything."
1120 Vieques by Stay with Bear

Beach front vacation rental - perfect for families!

10.0 out of 10, Exceptional, (65)
"This property was great. I would definitely come here again. The beds were so comfortable and relaxing. The host was amazing and patient. The pricing was also super affordable. "
Beach front vacation rental - perfect for families!

Charming Home Airport-Beach-Water Solar Panels

9.6 out of 10, Exceptional, (97)
"I lo e every thing about this place"
$160 nightly
The price is $170
Aug 18 - Aug 19
Total includes taxes and fees
Charming Home Airport-Beach-Water Solar Panels

Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

10.0 out of 10, Exceptional, (119)
"Enjoyed our stay at Sea Shanty. The cottage was comfortable, the property was nice and the pool was a bonus. The rooftop deck was a great place to relax with morning coffee, evening beverage and star gazing. The path to the beautiful beach across the road was great."
$305 nightly
The price is $305
Aug 5 - Aug 6
Total includes taxes and fees
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

One minute walk to the beach!

9.4 out of 10, Exceptional, (32)
"We enjoyed our stay. Lovely private patio/backyard. "
One minute walk to the beach!

Luxurious And Beautiful Isla Verde Beach House with pool (SEE VIDEO)

9.6 out of 10, Exceptional, (101)
"Great spot. Close to beach & downtown San Juan. Perfect for group trip. Ruben was a great host. "
Luxurious And Beautiful Isla Verde Beach House with pool (SEE VIDEO)

Safe Cozy Studio near Airport, Beaches

9.4 out of 10, Exceptional, (70)
"Clean, comfortable stay. Communication was clear and accurate. Will stay again. "
$95 nightly
The price is $100
Aug 12 - Aug 13
Total includes taxes and fees
Safe Cozy Studio near Airport, Beaches

Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go

8.6 out of 10, Excellent, (41)
"Exactly as described. Clean and comfortable and a good value in the bustling Isla Verde district. No frills, but just what I was looking for and good communication. "
$115 nightly
The price is $122
Aug 25 - Aug 26
Total includes taxes and fees
Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go

Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids

10.0 out of 10, Exceptional, (62)
"Location location "
Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids

Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go

9.2 out of 10, Wonderful, (27)
"The apartment was exactly as pictured. Very clean, safe and efficient. I will definitely stay again and recommend this property to others. "
$115 nightly
The price is $122
Aug 12 - Aug 13
Total includes taxes and fees
Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go

Casa Parcha

3.5 star property
9.8 out of 10, Exceptional, (29)
"Very nice place to stay."
$168 nightly
The price is $179
Aug 7 - Aug 8
Total includes taxes and fees
Casa Parcha

The Beach Pad

3.0 star property
9.8 out of 10, Exceptional, (56)
"Great place , perfect location ."
The Beach Pad

Exquisite 8 bedroom Ocean Front Luxury Villa with Pool

10.0 out of 10, Exceptional, (17)
"Was a beautiful property "
Exquisite 8 bedroom Ocean Front Luxury Villa with Pool

Isla Verde- Beach/Bar/Restaurants Near Airport

9.4 out of 10, Exceptional, (30)
"The room was in a great location; It was a short walk to the beach, 24-hour supermarket, and restaurants"
$139 nightly
The price is $147
Aug 12 - Aug 13
Total includes taxes and fees
Isla Verde- Beach/Bar/Restaurants Near Airport

Salt Box: an Enchanting Historical Property with a Pool

10.0 out of 10, Exceptional, (81)
"Beautiful place! "
Salt Box: an Enchanting Historical Property with a Pool

Hacienda Elena Paraiso Tropical

3.5 star property
8.4 out of 10, Very Good, (10)
"Amazing worth every penny"
Hacienda Elena Paraiso Tropical

True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

10.0 out of 10, Exceptional, (1)
"What a beautiful property! We loved our stay and the hosts were very attentive to our needs! "
$1,170 nightly
The price is $1,224
Aug 14 - Aug 15
Total includes taxes and fees
True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

4-bedroom House with private Pool - walking distance to Baha Mar and Beach

9.4 out of 10, Exceptional, (6)
"The house was wonderful. And the owners were super nice. It was a wonderful week away. "
$545 nightly
The price is $574
Aug 7 - Aug 8
Total includes taxes and fees
4-bedroom House with private Pool - walking distance to Baha Mar and Beach

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

9.6 out of 10, Exceptional, (15)
"This property exceeded our expectations in every way! We had a fantastic stay on St. John with three families - the house was perfect for kids and adults alike. The view from the infinity pool will blow your mind. We can’t wait to come back! "
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

10.0 out of 10, Exceptional, (122)
"We visited for Spring Break 2025… 4 adults and 6 teens. The house had everything we needed for an amazing trip! "
Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!
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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