Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Caribbean Downtown Vacation Rentals Vacation Rentals(1,176)

1,176 Results
$375 - $575
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(45)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
4 night minimum stay
(11)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 5 night minimum stay
(56)
$395 - $850
per night
3 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
3 - 7 night minimum stay
(26)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
1 - 5 night minimum stay
(52)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
6 night minimum stay
(18)
$199 - $399
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(46)
$280 - $325
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 16
3 - 30 night minimum stay
(8)
$160 - $320
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(32)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 4 night minimum stay
(16)
  • 1 BR,
  • 2 BA,
  • Sleeps 3
2 - 4 night minimum stay
(7)
  • 1 BR,
  • Sleeps 4
3 - 7 night minimum stay
(6)
$133 - $191
per night
2 - 6 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 6 night minimum stay
(5)
$250 - $1,214
per night
1 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
1 - 7 night minimum stay
(27)
$170
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 4 night minimum stay
(4)
  • 4 BR,
  • 3 BA,
  • 4 HF BA,
  • Sleeps 10
7 - 14 night minimum stay
2 Reviews
  • 5 BR,
  • 5 BA,
  • 6 HF BA,
  • Sleeps 12
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 16
7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(31)
$149 - $369
per night
1 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
1 - 7 night minimum stay
1 Review
$250 - $290
per night
4 - 6 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 16
4 - 6 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
1 - 10 night minimum stay
(30)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 night minimum stay
(19)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
  • 1 BR,
  • Sleeps 2
3 - 7 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
6 night minimum stay
(19)
 

Recent Caribbean Reviews

Fit for a king

5 of 5
Had a awesome time while staying in mr.thomas villa spent a wonderful 4 nights had all the comforts of home and then some my birthday get away was just great to say the least can't wait till next sept.to rent best place in Sousa to rent with four friends trust me
  • Submitted: Oct 22, 2014
  • Stayed: Sep 2014

3 BR Condo on 7 Mile Beach

5 of 5
Absolutely incredible! What a great stay! Best vacation I have ever been on. We had one minor issue and when I sent an email to the owner, I received a call from him literally within 5 minutes of sending the email. The issue was immediately taken care of! I recommend this condo to anyone!
  • Submitted: Oct 14, 2014
  • Stayed: Oct 2014

Awesome views!

5 of 5
My husband and I just spent 4 nights in this gorgeous condo with the most fabulous of views! Adam has the place equipped with everything you need, including spices for cooking and travel sized toiletries in case you forget something essential. Check-in and out procedures were very simple and the deposit was refunded the day after we checked out. We decided not to rent a car while in San Juan so the location was perfect for us to see the whole island. A 15 minute leisurely walk west along the ocean sidewalk offered a nice ocean breeze and beautiful scenery, and took us to the Capitol building and trolley stop 18A where we hopped on the free open air trolley that takes you to the forts, museums, and down to the piers (where you can catch the ferry to the Barcardi Rum Plant tour). While we enjoy walking, it is hot and hilly so we appreciated the free trolley system! A 10-15 minute walk east through the shady park took us to a nice uncrowded beach with crystal clear water and a little restaurant with ice cold beer. The Hilton Caribe complex is next to the beach if you want a more upscale dinner at Morton's Steakhouse or Rosa Mexicano (great view of the bay). Thank you Adam for sharing your wonderful condo with us!
  • Submitted: Oct 12, 2014
  • Stayed: Oct 2014