17,779 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Cottages
Estates
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Yachts
Barns
Farmhouses

Booking Options

Location Type

Even More Filters

Features

Managed By

17,779 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Caribbean Vacation Rentals with air conditioning(17,779)

17,779 Results
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night min stay
(65)
$242 - $314
per night
4 - 7 night min stay
  • 6 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 19
4 - 7 night min stay
(118)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(19)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(53)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 night min stay
(55)
$335 - $1,150
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night min stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(17)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night min stay
(42)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(21)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night min stay
(27)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 7 night min stay
(19)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 - 7 night min stay
(15)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
3 - 7 night min stay
(34)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night min stay
(47)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(15)
$300 - $450
per night
2 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night min stay
(77)
$1,600 - $2,800
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(27)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
5 - 7 night min stay
(21)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 night min stay
(50)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 7 night min stay
(14)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(27)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(20)
$175 - $325
per night
1 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night min stay
(15)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 11
4 night min stay
(75)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(24)
$595 - $2,800
per night
3 - 7 night min stay
  • 5 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night min stay
(50)
$160 - $285
per night
4 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 4
4 night min stay
(101)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 12 night min stay
(34)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(24)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
3 night min stay
(28)
 

Recent Caribbean Reviews

Paradise by the Playa!

5 of 5
We just got back from a fantastic stay at Villa Leone and the trip was amazing.There were 8 adults and two toddlers and there was plenty to do for everyone. We are still tanned, happy and already longing to go back. The house itself is nice, clean and spacious. We had all the comforts of home including a good kitchen, nice bathrooms and good wifi. The staff was great and very attentive. The home is great for adults but also kid friendly. There is a gated back patio preventing small children from wandering into the pool area or onto the beach. This was key for us to be able to relax. The bedrooms are a good size and the beds are all comfortable. The two master suites on the second floor have great views and are really nice. The master suite on the third floor has that and more... a gazeebo with panoramic views. Amazing! The house opens right up to the beach which was never crowded or busy. The surf is high at this part of the coast and there is a nearly constant breeze. This means we never got too hot out in the sun. The wind dies down in the evenings which makes eating outside very pleasurable. The nearby town of Cabarete, 5 mins drive away from the house, offers fantastic dining and shopping. There is also a decent supermarket that has most everything you want or need. However if you really want to go to grocery store that has everything we are used to finding at home then a simple 10-15 min drive west will take you to a SuperPola that is like the equivalent of Whole Foods in the DR. Definitely hire the chef the villa offers. Catalino made us great food using local ingredients and local recipes as well. We were so pleased! The owner, Frank, was very quick to respond to any questions and his recommendations were great. He is organized and professional. Close to the airport, close to town and a reasonable drive to other attractions. THIS is the place you want to stay. The Marcus family vacation was a hit. Thanks Frank!
  • Submitted: Mar 25, 2015
  • Stayed: Mar 2015

Most Restful Vacation Ever

5 of 5
My wife and I spent a wonderful week at Jasmine House. The house is just as advertised. We didn't use the AC. Everything we did use worked perfectly. WiFi was excellent. We rented the jeep from Cordy. It is getting a little worn but was reliable. We spent a couple of days at the lovely beach on the property. We also spent a day at Harbor Island and spent several days finding nearby pink sand beaches where we made the only footprints. We did our grocery shopping at Governors Harbor and the Island Farm market down by Palmetto Point. We had a magical evening at the new restaurant at French Leave and also enjoyed Tippy's, the Beach House and Mate & Jennies. Gayle provided excellent information for the house and the area and she checked to make sure we had everything we needed. We will be going back next year. We highly recommend Jasmine House - just don't take our week.
  • Submitted: Mar 8, 2015
  • Stayed: Feb 2015

Jamahome, beautiful villa at Silver Sands resort

5 of 5
Enjoyed the most perfect week with my grown-up family , February 2015. 8 of us, including a 14 month old baby and Jamahome was the ideal home for us. Large, comfortable bedrooms, clean bathrooms, a fantastic living room with an extensive library, a cozy screened-in sun porch, what more could one ask for? Excellent food prepared by our 2 housekeepers who made us feel like Jamahome was OUR HOME! Looking forward to returning soon.
  • Submitted: Feb 18, 2015
  • Stayed: Jan 2015