Vacation rentals with a pool in Anastasia Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Anastasia Island
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
Home in St. Augustine
5.0 out of 5 average rating, 111 reviewsShort Walk to the Beach with Heated Pool
Oct. 31 – Nov. 7
Home in Palm Coast
4.99 out of 5 average rating, 247 reviewsTrue Florida Pool Home Close to Many Adventures
Nov. 15 – 22
Home in St. Augustine
4.98 out of 5 average rating, 102 reviews"Once Upon A Tide" Beach House *Heated Pool* King
Oct. 9 – 16
Home in St. Augustine
4.96 out of 5 average rating, 104 reviewsDune Bungalow
Aug. 22 – 29
Home in St. Augustine
4.92 out of 5 average rating, 102 reviewsWalk to beach/heated pool, family home, pets ok
Sep. 8 – 15
Home in St. Augustine
4.89 out of 5 average rating, 27 reviewsBeach Condo at St. Augustine, First Floor Access.
Nov. 20 – 27
Home in St. Augustine
5.0 out of 5 average rating, 18 reviewsCozy Beach Condo
Oct. 5 – 12
Home in St. Augustine
5.0 out of 5 average rating, 10 reviewsLuxury Beach Livin' w/Backyard Pool Oasis
May 29 – Jun. 5
Condo rentals with a pool
Condo in St. Augustine
4.95 out of 5 average rating, 128 reviews"Captain Jacks" First Floor 2BR/2Bath Condo
Oct. 14 – 21
Condo in St. Augustine
4.94 out of 5 average rating, 132 reviewsBeach Access Condo, 1st Fl w/ heated pool & tennis
Sep. 10 – 17
Condo in St. Augustine
4.87 out of 5 average rating, 111 reviewsCozy Beach Condo: Sleeps 5, Close to Beach
Dec. 15 – 22
Condo in St. Augustine
4.97 out of 5 average rating, 118 reviewsLuxury World Golf Village 1 Bed 1 Bath Condo
Oct. 7 – 14
Condo in St. Augustine
4.86 out of 5 average rating, 288 reviewsBeaches are Open!!! St Augustine Oceanfront Condo
Jun. 17 – 24
Condo in St. Augustine
4.91 out of 5 average rating, 173 reviewsOld Florida Charm ~
Apr. 5 – 12
Condo in St. Augustine
4.95 out of 5 average rating, 112 reviewsMy HOME is their HOME
Oct. 6 – 13
Condo in St. Augustine
4.88 out of 5 average rating, 121 reviewsSt Augustine Beach, comfy condo
Oct. 16 – 23
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