Holiday 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.
Holiday 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
4.96 out of 5 average rating, 108 reviewsDune Bungalow
Home in Palm Coast
4.98 out of 5 average rating, 249 reviewsTrue Florida Pool Home Close to Many Adventures
Home in St. Augustine
5.0 out of 5 average rating, 115 reviewsShort Walk to the Beach with Heated Pool
Home in St. Augustine
4.91 out of 5 average rating, 101 reviewsHeated Pool, 500 Steps to Beach, Restaurants, Bars
Home in St. Augustine
5.0 out of 5 average rating, 112 reviewsSouthern Charmer w/Pool - Walk to Everything!
Home in St. Augustine
4.96 out of 5 average rating, 101 reviewsTide Pool - Heated Pool/Hot Tub/Golf Cart
Home in St. Augustine
4.96 out of 5 average rating, 100 reviewsHeated Pool | Tiki Hut | Fire Pit | Walk to Beach
Home in St. Augustine
4.98 out of 5 average rating, 108 reviews"Once Upon A Tide" Beach House *Heated Pool* King
Condo rentals with a pool
Condo in St. Augustine
4.94 out of 5 average rating, 118 reviewsMy HOME is their HOME
Condo in St. Augustine
4.92 out of 5 average rating, 257 reviewsOceanside complex M33 1 Bed 1 Bath w/Heated Pool
Condo in St. Augustine Beach
4.85 out of 5 average rating, 198 reviewsOceanside Condo - heated pool, hot tubs, beach
Condo in St. Augustine
4.87 out of 5 average rating, 115 reviewsCozy Beach Condo: Sleeps 5, Close to Beach
Condo in St. Augustine
4.87 out of 5 average rating, 242 reviewsLuxury 1 BR 1 Bath World Golf Village Penthouse
Condo in St. Augustine
4.94 out of 5 average rating, 133 reviewsNewly updated, premier condo, heated pool, tennis
Condo in St. Augustine
4.87 out of 5 average rating, 330 reviewsCondo in St. Augustine’s World Golf Village Resort
Condo in St. Augustine
5.0 out of 5 average rating, 104 reviewsWindjammer 208, Oceanfront and Riverview
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