Waterfront vacation rentals in Anastasia Island
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Top-rated waterfront accommodations in Anastasia Island
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Anastasia Island waterfront rentals
Waterfront apartment rentals
Apartment in Saint Augustine
4.73 out of 5 average rating, 157 reviewsSunnySide Up!-Direct Oceanfront!-Spring Deals Now!
Dec. 6 – 13
Apartment in Palm Coast
4.96 out of 5 average rating, 162 reviewsOceanfront Hammock Beach Retreat
Sep. 29 – Oct. 6
Apartment in Saint Augustine Beach
4.93 out of 5 average rating, 159 reviews2B/2B Ground floor★Steps to the Beach & Pool★
Apr. 13 – 20
Apartment in St. Augustine
4.93 out of 5 average rating, 101 reviewsCharming Vintage Intracoastal Apartment
Mar. 29 – Apr. 5
Apartment in St. Augustine Beach
4.96 out of 5 average rating, 107 reviews3/2 with heated pool
Mar. 12 – 19
Apartment in St. Augustine
4.93 out of 5 average rating, 266 reviewsThe Ultimate Intracoastal Living Experience in FL🌴
Jul. 6 – 13
Apartment in St. Augustine
4.98 out of 5 average rating, 129 reviewsOceanfront paradise
Apr. 25 – May 2
Apartment in St. Augustine Beach
4.9 out of 5 average rating, 103 reviewsBeachfront Heated Pool w/Private Beach Access
Nov. 15 – 22
Waterfront house rentals
Home in St. Augustine
4.97 out of 5 average rating, 158 reviewsSt Augustine Beachside Home - Walk to Beach
Oct. 1 – 8
Home in Saint Augustine
4.87 out of 5 average rating, 172 reviewsCrescent Beach House
Oct. 23 – 30
Home in St. Augustine
4.89 out of 5 average rating, 151 reviewsOcean Front Private Getaway in St. Augustine Beach
Aug. 17 – 24
Home in Saint Augustine
4.87 out of 5 average rating, 303 reviewsDirect Ocean & Beach View Home
Apr. 7 – 14
Home in St. Augustine
4.99 out of 5 average rating, 157 reviewsSerenity Now - On The Beach
Mar. 28 – Apr. 4
Home in St. Augustine
4.96 out of 5 average rating, 112 reviewsDirect Oceanfront: Sleeps 16: Parking for 6 Cars
Dec. 8 – 15
Home in St. Augustine
4.94 out of 5 average rating, 118 reviewsVilano Oceanfront Beach House 3 beds 2 baths Pets
Oct. 2 – 9
Home in St. Augustine
4.94 out of 5 average rating, 125 reviewsHawaiian Island Escape ~ Salt Water Pool/Spa/Beach
Oct. 14 – 21
Waterfront condo rentals
Condo in St. Augustine
5.0 out of 5 average rating, 103 reviewsWindjammer 208, Oceanfront and Riverview
Oct. 11 – 18
Condo in St. Augustine
4.81 out of 5 average rating, 229 reviews101Ocean front condo with heated pool
Oct. 29 – Nov. 5
Condo in St. Augustine Beach
4.97 out of 5 average rating, 173 reviewsOcean Front Gem; Top Floor Corner Unit
Jan. 5 – 12
Condo in St. Augustine
4.91 out of 5 average rating, 102 reviewsOceanfront Retreat!
Mar. 27 – Apr. 3
Condo in St. Augustine
4.92 out of 5 average rating, 131 reviewsOcean Front Charmer | Steps to Beach
Oct. 14 – 21
Condo in St. Augustine
4.94 out of 5 average rating, 148 reviewsAfter Dune Delight, BEACH FRONT w/Fishing Pier
Apr. 15 – 22
Condo in St. Augustine Beach
4.85 out of 5 average rating, 197 reviewsOceanside Condo - heated pool, hot tubs, beach
Jul. 28 – Aug. 4
Condo in St. Augustine
4.9 out of 5 average rating, 189 reviewsWhat a View! Sand & Sea!
Dec. 31 – Jan. 7
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