Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Harbor Island Vacation Rentals with Online Payment(33)

33 Results
$150 - $190
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(18)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(13)
$98 - $135
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(7)
  • 4 BR,
  • 3 BA,
  • Sleeps 14
2 - 7 night minimum stay
(25)
$220 - $257
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(7)
$167 - $243
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(38)
$195 - $314
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(7)
$300 - $471
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 7 night minimum stay
2 Reviews
$300 - $325
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(15)
$200 - $250
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 5
(3)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
(14)
$220
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(17)
$114 - $155
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
3 night minimum stay
(10)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 night minimum stay
(8)
  • 4 BR,
  • 4 BA,
  • Sleeps 9
1 - 7 night minimum stay
(24)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
(13)
$160
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(21)
$200 - $275
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night minimum stay
(5)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 3
2 night minimum stay
(10)
$145 - $210
per night
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
2 - 5 night minimum stay
(4)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(5)
$300 - $464
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
3 - 7 night minimum stay
(19)
$125 - $179
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
$87 - $128
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
3 night minimum stay
(10)
$3,325
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
$100 - $110
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 night minimum stay
(18)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night minimum stay
Advertisement
 

Recent Harbor Island Reviews

Lovely relaxing getaway

4 of 5
The ad and pictures depicted the property perfectly. Well maintained and clean. Lovely screened porch overlooking the dunes and water. Walkway out back door to beach. The golf cart was a nice extra and used to get to pool. Everything needed for a beach day is in the garage closet. Owners package emailed to us covered all info we needed. Grocery store, restaurants etc.
  • Submitted: Sep 24, 2014
  • Stayed: Sep 2014

Liked it so much, we stayed 3 more days!

5 of 5
Upon our arrival, we noticed the air did not seem to put out on the main floor like it should and the golf cart would not start and had no headlights. We left to get groceries and I emailed the owner to let him know. By the time we returned, the neighbor was there to check on the air and the golf cart! The next morning there was a man with the golf cart place fixing the cart! The neighbor also recommended places to fish and eat out! Our 3 and 9 yr old loved the golf cart rides to the beach, which took about 5 mins or we could stop by the pool on the way. The house was beautiful with everything we needed, plus plenty of room for us all. Loved having the washer and dryer to keep up with the dirty/sandy clothes, and being able to park in the garage when there was a storm! The family got to crab for the first time while at Harbor Island and cook them also. What fun times we had....we did not want to leave and we are already planning on going back next year!
  • Submitted: Aug 6, 2014
  • Stayed: Jul 2014

Perfect for families!

5 of 5
Our family consists of two toddlers, a five-year-old, an eighty-year-old, and a slew of adults in between, and EVERYONE had fun in this house. The golf cart made it easy to go to and from the beach, and the views from the porches made the house more unique than any house we've ever stayed in. In fact, we all agreed that we would choose this house over a front row beach house every time. Grandmother wore out her binoculars watching the ospreys, and we all have fantastic alligator pictures on our cellphones. The owner is super nice and quick with responses, which made this rental less complicated than renting through an agency. I just can't say anything negative about this property or the owner. It was perfect!
  • Submitted: Jul 29, 2014
  • Stayed: Jul 2014