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Vacation Rentals in Anastasia Island, Florida

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about Anastasia Island

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Anastasia Island, Florida vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Anastasia Island are added and updated every week!

Compared to hotels, Anastasia Island vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Anastasia Island, Florida Vacation Rentals and Tourism

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Close To Beaches, Beautiful Family- Pet Friendly Home, Large Pool and Game Room
Anastasia Island House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $1,100 - $1,400 /wk
 
 
 
 
 

16 reviews write a review

Remodeled Beautiful Four Winds Crescent Beach Condo
Anastasia Island Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • sleeps 6
  • baths
  • rates (USD) $99 - $150 /nt
    $688 - $850 /wk
    $1,600 - $2,200 /mth
 
 
 
 
 

11 reviews write a review

Newly Renovated, Pet Friendly Home 15 Minutes To All Of St. Aug's Fun
Anastasia Island House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 /nt
    $850 /wk
    $2,680 /mth
 
 
 
 
 

11 reviews write a review

New Listing! 1st Floor, Walk To The Beach, Wifi, Flat Screen, Hdtv and More
Anastasia Island Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $650 - $1,000 /wk
    $1,650 - $2,500 /mth
 
 
 
 
 

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Jan thru May, 2015 Available! 3 BR/2 BA St. Augustine Beach Condo
Anastasia Island Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $513 - $1,200 /wk
    $1,800 - $4,500 /mth
 
 
 
 
 

2 reviews write a review

Magnificent Condo Complex is Located Steps to the Beach & Pier
Anastasia Island Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $895 - $1,150 /wk
 
 
 
 
 

3 reviews write a review

Flexible Check in days! Spacious and Relaxing
Anastasia Island Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $800 - $1,050 /wk
 
 
 
 
 

2 reviews write a review

Luxury Resort Condominium at Seaside Anastasia #203 F
Anastasia Island Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $625 - $1,100 /wk
    $1,600 /mth
 
 
 
 
 

1 reviews write a review

Anastasia Seaside 205D, 3 bedroom, HDTV Wifi, Pool
Anastasia Island Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $595 - $895 /wk
 
 
 
 
 

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Royal Caribbean, St Augustine Beach, Beach Front, Pool, Pets - Yes
Anastasia Island House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $1,200 - $1,500 /nt
    $4,500 /wk
    $18,757 - $21,000 /mth
 
 
 
 
 

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Anastasia Seaside 205D, 3 bedroom, HDTV Wifi, Pool
Anastasia Island Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $595 - $895 /wk
 
 
 
 
 

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St Augustine Cordova Mansion with Heated Pool, Spa in Historic St Aug.
Anastasia Island House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $750 - $1,500 /nt
    $3,500 - $4,500 /wk
 
 
 
 
 

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Cinnamon Beach 525, Beach Front 2nd Floor, Southeast Corner Unit, Wifi
Anastasia Island Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 8
  • baths 3
  • rates (USD) $200 - $375 /nt
    $995 - $1,795 /wk
 
 
 
 
 

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Wind Song, 4 Bedrooms, Sleeps 10, 4 Bathrooms
Anastasia Island House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths 4
  • rates (USD) $428 - $499 /nt
    $5,995 - $12,995 /mth
 
 
 
 
 

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Camelot Cinnamon Beach, 7 Bedrooms, 10 HDTVs, Heated Pool, Spa, Elevator
Anastasia Island House Rental Picture
  • bedrooms 7
  • rental type House
  • sleeps 16
  • baths 7
  • rates (USD) $1,000 - $2,250 /nt
    $3,000 - $8,500 /wk
 
 
 
 
 

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Spacious Waterfront Estate-Ideal For Special Events, Multiple Families...
Anastasia Island Estate Rental Picture
  • bedrooms 6
  • rental type Estate
  • sleeps 12
  • baths 4
  • rates (USD) $600 /nt
    $3,000 /wk
 
 
 
 
 

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Beautiful Fully Renovated Home Just 1 Block to Beach
Anastasia Island House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $143 - $250 /nt
    $1,000 - $1,600 /wk
 
 
 
 
 

2 reviews write a review

Oceanfront Condo with Great Beach
Anastasia Island Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD)
 
 
 
 
 

4 reviews write a review