Holiday Homes in Caribbean

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Featured Holiday Homes in Caribbean

Numero Uno Piñones
3.0 star property
8.6 out of 10, Excellent, (81)
"I loved this place and I will return. I love the people of PR."
Numero Uno Piñones
New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
2.0 star property
10.0 out of 10, Exceptional, (1)
"This villa has not yet completed all of the planned improvements and renovations, but they were kind enough to let us stay anyway. This is not our first villa rental on St. John. In fact, we have been renting villas on St. John for nearly 30 years. We knew from the map that we were likely to enjoy wonderful trade winds to keep the insects moving right along...we were correct! The winds come and go all day long and we really enjoyed them. The layout of the villa on the main floor is excellent and...
The price is NZ$1,439
includes taxes & fees
10 Nov - 11 Nov
New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
Charming Home Airport-Beach-Water Solar Panels
9.8 out of 10, Exceptional, (62)
"Ive been to my share of personal rentals in Puerto Rico and this place is the best by far. Minor issue is location, close to the airport so you’ll hear airplanes. However, everything else was great. Very clean, good communication, spacious...."
The price is NZ$284
includes taxes & fees
7 Nov - 8 Nov
Charming Home Airport-Beach-Water Solar Panels
Las Mariposas
3.0 star property
10.0 out of 10, Exceptional, (2)
"Está propiedad es súper acogedora las cabañitas son un espectáculo y muy cómodas tienen todas las comodidades, el dueño muy atento y el chico que te atiende todo un amor. Lo súper recomiendo!"
The price is NZ$68
includes taxes & fees
8 Nov - 9 Nov
Las Mariposas
Spanish Duplex / Private Patio / Walk to Ocean
2.0 star property
10.0 out of 10, Exceptional, (1)
"This House in old SAN juan The location is perfect right in the heart of Old San juan i could walk everywhere The place had such a unique charm and exactly like pictures and it was super comfortable. The host was really helpful and made everything easy. I’d definitely stay here again. Highly recommend if you want to experience the best of the city"
The price is NZ$587
includes taxes & fees
24 Nov - 25 Nov
Spanish Duplex / Private Patio / Walk to Ocean
Waterfront Villa Dockside Patio Kayaks optional Jeep Suv Boat Seadoo
9.8 out of 10, Exceptional, (109)
"Catherine’s place is great. Safe, quiet, well equipped. My kids enjoyed having their own beds and said the queen sleepers in the upstairs were very comfortable. Great amenities being on an inlet with kayaks, paddle boards. Loved that we didn’t have to pack beach towels and you have everything needed for the beach….beach chairs, coolers, ice packs etc. She is a great host you’re sure to enjoy your stay here! Highly recommend!!"
Waterfront Villa Dockside Patio Kayaks optional Jeep Suv Boat Seadoo
"New" 5 bedroom Exuma Beach Front Estate w/ Pool & No Neighbors on either side!
10.0 out of 10, Exceptional, (18)
"To start, Ed is an exceptional host- having him is like having a dedicated vacation concierge! Even before our trip, he provided numerous suggestions to enhance our experience. The house is pristine! It has every amenity you could imagine, all equipped with the latest technology. The kitchen is generously stocked and the layout is stunning, featuring two master suites with views of the gorgeous blue water, just steps to the beach. If you want to experience the best of Exuma, this is the...
"New" 5 bedroom Exuma Beach Front Estate w/ Pool & No Neighbors on either side!
Jay’s home by the beach and rainforest couples retreat
10.0 out of 10, Exceptional, (24)
"Not going to lie, it’s hard giving this a perfect review because more people are going to find out about one of the most beautiful and relaxing gems in the island of Puerto Rico. Staying here was everything I desire and needed, to be able to relax by yourself in a secluded area but allow you to be free was so good. My host was incredible and gave amazing suggestions. This place is the best I’ve stayed in a very long time. I highly recommend."
Jay’s home by the beach and rainforest couples retreat
ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful
9.8 out of 10, Exceptional, (184)
"The house and the location was perfection for my family. The teens loved the two bedrooms downstairs and the upstairs was perfect for my husband and daughter and I. The house had everything we needed. We really enjoyed every moment of our stay and would go back to this house again and again. Eric had great communication and Tony was there if we needed anything, "
ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful
Villa Serenity by the water
3.5 star property
8.6 out of 10, Excellent, (21)
"This is a long story, but due to delays, we missed our flight to Grand Turk. We scrambled to find a place to stay, but located this villa allowing a one night booking. I found this villa on Expedia and it was just what we needed. The host and owner was very nice. The favorite part of our stay was the hospitality of the host. We had everything we needed!"
The price is NZ$515
includes taxes & fees
16 Nov - 17 Nov
Villa Serenity by the water
Blessed Home! Perfect location, private with pool
10.0 out of 10, Exceptional, (32)
"I wanted to have a romantic quiet vacation with my wife and this place was everything I hoped for and more. Ingrid was great from start to finish with communication with the check in process and was very accommodating. If you are on the fence about booking don’t be. Everything you need to have a great time Ingrid has it covered. From a welcome basket with treats to fully stocked kitchen cabinets and beer in the fridge. And the pool was amazing. If you plan on taking a trip to the beach she has...
Blessed Home! Perfect location, private with pool
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
10.0 out of 10, Exceptional, (100)
"Sea Shanty was just what we needed for a quick weekend stay. Conveniently located on the island and our absolute favorite beach is right down the path across the street. "
The price is NZ$518
includes taxes & fees
13 Nov - 14 Nov
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH
10.0 out of 10, Exceptional, (1)
"Unfortunately for us there was a hurricane stirring up in the Bahamas during our visit in mid October. The storm created lots of wind and seaweed along the shore in front of the property. Although his workers tried to clean up the beach it was impossible to stop the seaweed from covering the beach. Chris informed us of a back road that took us to some calmer waters where we were able to spend some fun water time. "
ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH
Ocean front 5-bedroom 3-bath house with 40' Dock in beautiful Treasure Cay
2.0 star property
10.0 out of 10, Exceptional, (90)
"Our home for the week was clean, well equipped and accommodated our group of 4 comfortably. We all loved the sea wall and explored the ocean life near it every morning! The dock is huge and was a great place to jump on other boats. Our boat was perfectly safe and secure and at night we turned the underwater lights on to observe more underwater life at night. The little sandbar across the channel was the best place for us to gather with the 6 other groups of pirates we were traveling with...
Ocean front 5-bedroom 3-bath house with 40' Dock in beautiful Treasure Cay
4br -Walk to SANDY BEACH! and pool in 50 steps! Tennis! Pickle! Gated community
2.0 star property
4br -Walk to SANDY BEACH! and pool in 50 steps! Tennis! Pickle! Gated community
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
9.6 out of 10, Exceptional, (13)
"Everything was perfect. Hard to leave that pool! Close to anything and everything. Clean, cozy, would return 100x"
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b 6max
9.6 out of 10, Exceptional, (122)
"We had a very lovely, comfortable time staying here! Our host made sure we were well taken care of:)"
Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b 6max
OCEANSPRAY!!! Opulent Beach House w/ Saltwater Pool IN THE HEART OF THE BAHAMAS
9.8 out of 10, Exceptional, (52)
"Amazing location directly on the water. Snorkeling right outside in the shallow waters we saw stingrays, barracudas and all types of fish. Our family of 6, 4 young kids ages 10-5 loved every minute of Shawn's Home. The private pool was a huge bonus for windy days or to just bum around whenever we wanted. Shawn lined up our initial airport transfer and gave us numerous recommendations for car rental, restaurants, activities etc. He was very accommodating. Our favorites were the balconies for...
OCEANSPRAY!!! Opulent Beach House w/ Saltwater Pool IN THE HEART OF THE BAHAMAS
Red Hook - 2 bedroom private villa and pool on the east end of St. Thomas, USVI
9.8 out of 10, Exceptional, (44)
"We really enjoyed this house in St. Thomas. We were able to check in early and the views were absolutely incredible! Stephen was very communicative throughout and offered a lot of suggestions of places to go while down there. Minor complaints: cleaning crew didn't do a great job, some cockroaches, and while we loved the privacy, it was a bit of a hike to Red Hook. So if you want something that's walkable to bars/shops, this is probably not the place. Walking on the roads is risky, and Red Hook...
Red Hook - 2 bedroom private villa and pool on the east end of St. Thomas, USVI
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
10.0 out of 10, Exceptional, (48)
"We enjoyed the stay, the house was very clean and the pantry well stocked with spices and some staples. "
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
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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