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Anastasia Island Waterfront Vacation Rentals(275)

275 Results
$200 - $375
per night
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 night min stay
(8)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night min stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night min stay
(120)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night min stay
(27)
$150 - $171
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(9)
$471 - $500
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(40)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 - 7 night min stay
(21)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(7)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
4 night min stay
(5)
$120 - $240
per night
3 - 4 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
3 - 4 night min stay
(9)
$450 - $625
per night
3 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 7 night min stay
(15)
  • 3 BR,
  • 2 BA,
  • Sleeps 12
2 - 4 night min stay
(8)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
4 - 7 night min stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
6 - 7 night min stay
(16)
$800 - $1,475
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(3)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 12
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
1 Review
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night min stay
2 Reviews
$95 - $136
per night
3 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
(15)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night min stay
(14)
$150 - $230
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night min stay
(15)
$475 - $550
per night
3 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night min stay
(16)
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Recent Anastasia Island Reviews

Absolutely Perfect Luxury Family Vacation Home

5 of 5
The listing does not do this beautiful home justice It is just breathtaking and perfectly appointed. The location directly behind the Lighthouse and next door to Anastasia State Park can't be beat. Super convenient to get downtown. We were thrilled to discover the home has an elevator, which made unloading a week's worth of stuff for our family so easy. The master suite is on the top floor and has its own living room, both of which have TVs. The hot tub is on the balcony off the master living room, and you have perfect views of the light house off the master bedroom balcony. The main living area, kitchen and another bedroom with private bath comprises the second floor. Cooking in the kitchen is a dream and eating meals on the balcony while enjoying the water is just perfection. The first floor has two bedrooms with twin beds and a shared bathroom as well as an office/TV room. This house was just perfect for our family because we like to include our parents on our vacations, and everyone basically got their own floor and TV. We loved the pool and the hot tub and even rented a boat to enjoy the water. We probably had our best ever family vacation at this house and are hoping to make this an annual vacation spot for our family. The owners were wonderful to work with and provided a lot of great suggestions for things to do and places to eat. We have rented a lot of homes and this one by far was the best appointed, had the best cable television options, most comfortable beds and best location of any house we've rented in St. Augustine.
  • Submitted: May 11, 2015
  • Stayed: May 2015

Fabulous beach condo

5 of 5
This condo was immaculately clean upon arrival. Loved the master suite, open floor plan, and the decor that Jean has chosen for the condo. She was very responsive to the questions and I had, especially since I was a first time VRBO renter. There is information at the condo with regard to restaurants and attractions in the area, which I found to be extremely helpful. Not mentioned was Wildflower Cafe, which is located in the strip mall right next to the condo complex. I had breakfast there several mornings - it's close enough to walk to from the condo, and the food is fabulous. You must try it! What I liked best about this condo is that it is located close to the beach, and yet just minutes away from historic downtown. You've got the best of both worlds!
  • Submitted: May 9, 2015
  • Stayed: Apr 2015

Awesome house and location, just as described

5 of 5
We were attending a family wedding on St Augustine Beach and decided to make a family vacation out of it. We rented both levels of your home. We had four generations ranging from 2 – 82 years old. Everyone had their own space whether they wanted to be inside, on the deck or on the beach. This house has everything you promised and more. You can be on the beach in a few steps, walk to great restaurants (with a 2 and 82 year old) or be downtown in 10 minutes. You can relax and watch the sunrise or sunset from the multiple decks. The kitchens were well equipped and the furnishing very comfortable. The best recommendation I can give is everyone agreed we are coming back in two years to spend another week at Casa Del Sol. Thanks for all your help and information.
  • Submitted: Apr 23, 2015
  • Stayed: Apr 2015