Holiday Homes in Caribbean

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Featured Holiday 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"
The price is €151
includes taxes & fees
2 Sept - 3 Sept
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, (118)
"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."
The price is €269
includes taxes & fees
3 Aug - 4 Aug
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. "
The price is €91
includes taxes & fees
12 Aug - 13 Aug
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. "
The price is €111
includes taxes & fees
25 Aug - 26 Aug
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. "
The price is €109
includes taxes & fees
3 Aug - 4 Aug
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."
The price is €170
includes taxes & fees
4 Aug - 5 Aug
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"
The price is €131
includes taxes & fees
12 Aug - 13 Aug
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! "
The price is €1,082
includes taxes & fees
14 Aug - 15 Aug
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. "
The price is €508
includes taxes & fees
7 Aug - 8 Aug
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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