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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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Anastasia Island things to do

 

St. Augustine Lighthouse & Museum

On my now-annual visit to St. Augustine, I visited the St. Augustine Light House and Museum for the first time. It was a great experience and one that...read more

 

St Augustine Amphitheatre

I have been to MANY concert venues in my life, I used to live outside Philadelphia! So I have been to some of the best venues of the north east including...read more

 

Anastasia State Park

This is a stunning park with very modern amenities. You'll find hiking trails, gorgeous beach access, and concessions like equipment rentals, a camp store,...read more

 

San Sebastian Winery

Facilities: Very clean, well kept, appropriate furnishings and design. Staff: Everyone I came into contact with here was very open, pleasant, and...read more

 

Alligator Farm Zoological Park

I went to this park strictly for the "short" zip line/obstacle course with my girlfriend. Neither of us had been zip lining before. This park has a separate...read more

 

Michael's Tasting Room

If this training server knew what he was talking about he would not given us the wrong information nor with the manager Brittany had defended him instead...read more

 

Lightner Museum

The Lightner Museum is a museum of antiquities housed in the former Hotel Alcazar, which was built in 1887. It may remind you of the Flagler College (the...read more

 

City of St. Augustine Beach

Beautiful beaches here on clean white sand........just lovely, laid back, no frills, just beach.....not crowded, just right.read more

 

Villa Zorayda

Really cool place. Good parking with helpful and friendly staff. Building has many great architectural features and its a great place to check out if you...read more

 

Grace Gallery

I was driving downtown with a dream, to find a didgeridoo. A small part of me thought it was unrealistic, but I mostly believed my dream could come true....read more

 

St. Augustine Pirate & Treasure Museum

I reeeeeeally didn't want to go but my husband convinced me to go. I was pleasantly surprised. The price was decent and there was plenty of fun stuff to do...read more

 

Fort Matanzas National Monument

Fort Matanzas was built by the Spanish in 1742 to guard Matanzas Inlet, the southern mouth of the Matanzas River, which could be used as a rear entrance to...read more

 

Schooner Freedom Charters Inc

Are you looking to take your St. Augustine vacation to the NEXT plateau of romance and adventure? Our Sunset Tour with Schooner Freedom remains one of my...read more

 

Spanish Military Hospital

A REALLY cool look back to how medicine and hospital care has progressed. Kind of small ( three rooms) but well worth your time and money. The tour is...read more

 

Fiesta Falls Minature Golf

This mini golf is the coolest! I've been here several times and it's so much fun. It's well designed. Doesn't matter what age you are you will enjoy it.read more

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Royal Caribbean, Beach Front, Private Pool, 3 Bedrooms, HDTVs
Anastasia Island House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $2,195 - $2,395 /wk
    $5,962 - $11,737 /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 - $695 /wk
    $1,737 - $2,710 /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 - $695 /wk
    $1,737 - $2,710 /mth
 
 
 
 
 

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St Augustine Cordova Mansion with Heated Pool, Spa in Historic St Augustine
Anastasia Island House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $4,000 /wk
    $15,105 - $18,000 /mth
 
 
 
 
 

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Wind Song, Heated Pool, New HDTVs, OceanView Crow's Nest, Summer Kitchen
Anastasia Island House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths 4
  • rates (USD) $2,550 - $2,600 /wk
    $4,646 - $11,737 /mth
 
 
 
 
 

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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) $995 - $1,195 /wk
    $3,252 - $6,774 /mth
 
 
 
 
 

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Camelot Cinnamon Beach, 7 Bedrooms, 10 HDTVs, Pool, Spa, Elevator, Theater
Anastasia Island House Rental Picture
  • bedrooms 7
  • rental type House
  • sleeps 16
  • baths 7
  • rates (USD) $2,495 - $4,250 /wk
    $11,285 - $34,000 /mth
 
 
 
 
 

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Remodeled Beautiful Four Winds Crescent Beach Condo
Anastasia Island Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • sleeps 6
  • baths
  • rates (USD) $99 - $125 /nt
    $688 - $850 /wk
    $1,600 - $2,200 /mth
 
 
 
 
 

12 reviews write a review

Pier Point 11 Beach Front, Heated Pool, near St Augustine Beach Pier
Anastasia Island Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $495 - $596 /wk
    $1,736 - $3,387 /mth
 
 
 
 
 

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Sweet Symphony Beach house
Anastasia Island House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 3
  • rates (USD) $695 - $895 /wk
    $3,190 - $3,608 /mth
 
 
 
 
 

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Sweet Symphony Beach house
Anastasia Island House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 3
  • rates (USD) $695 - $895 /wk
    $3,190 - $3,608 /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 - $695 /wk
    $1,737 - $2,710 /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

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) $1,250 - $1,699 /wk
 
 
 
 
 

18 reviews write a review

10% Military Discount, 1st Floor, Walk To Beach, Wifi, Flat Screen, Hdtv
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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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

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

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 - $840 /wk
 
 
 
 
 

2 reviews write a review

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