- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Find holiday rentals that suit your style

Condos

Apartments
Our top choices for Anastasia Island holiday homes

1. Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!
Fall & Holiday Deals! NEWLY Remodeled Oceanside Townhouse!!! Pets Pools Bikes!St. Augustine
10.0 out of 10, Exceptional, (11 reviews)
The price is AU$577
includes taxes & fees
18 Nov - 19 Nov

2. Tropical Pearl~Outdoor Oasis~Pets OK
Tropical Pearl~Outdoor Oasis~Pets OKSt. Augustine
8.0 out of 10, Very good, (4 reviews)
The price is AU$404
includes taxes & fees
15 Nov - 16 Nov

3. Starfish - Screened Heated Pool, 6 Bedrooms, Near Downtown & Amphitheatre
Starfish - Screened Heated Pool, 6 Bedrooms, Near Downtown & AmphitheatreSt. Augustine
9.6 out of 10, Exceptional, (163 reviews)
The price is AU$734
includes taxes & fees
15 Nov - 16 Nov

4. 617 Sands Dr · 3 Bedroom Brand New House Near Beach | King Bed
617 Sands Dr · 3 Bedroom Brand New House Near Beach | King BedSt. Augustine
10.0 out of 10, Exceptional, (12 reviews)
The price is AU$456
includes taxes & fees
15 Nov - 16 Nov

5. Madeira Suite: Steps to Music, Markets & Florida Sun
Madeira Suite: Steps to Music, Markets & Florida SunSt. Augustine
The price is AU$471
includes taxes & fees
16 Nov - 17 Nov

6. Madeira Cottage - Amphitheater
Madeira Cottage - AmphitheaterSt. Augustine
The price is AU$513
includes taxes & fees
17 Nov - 18 Nov

7. Southwind - Screened Heated Pool, Near Beach, Downtown & Amphitheatre
Southwind - Screened Heated Pool, Near Beach, Downtown & AmphitheatreSt. Augustine
9.6 out of 10, Exceptional, (151 reviews)
The price is AU$734
includes taxes & fees
15 Nov - 16 Nov

8. Beautiful home by the Bridge of Lions
Beautiful home by the Bridge of LionsDavis Shores
9.4 out of 10, Exceptional, (12 reviews)
The price is AU$367
includes taxes & fees
29 Nov - 30 Nov

9. Lighthouse & Beach Retreat - Heated Pool, Near Beach, Downtown & Amphitheatre
Lighthouse & Beach Retreat - Heated Pool, Near Beach, Downtown & AmphitheatreSt Augustine
9.4 out of 10, Exceptional, (174 reviews)
The price is AU$675
includes taxes & fees
17 Nov - 18 Nov

10. Heated Cocktail Pool, Putt Putt, Bowling, BBQ, Nintendo, Ping Pong, Pet Friendly
Heated Cocktail Pool, Putt Putt, Bowling, BBQ, Nintendo, Ping Pong, Pet FriendlySt. Augustine
10.0 out of 10, Exceptional, (13 reviews)
The price is AU$692
includes taxes & fees
14 Dec - 15 Dec

11. St Augustine whole house w/ hot tub near downtown
St Augustine whole house w/ hot tub near downtownSt. Augustine
The price is AU$982
includes taxes & fees
14 Dec - 15 Dec

13. Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach
Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near BeachSt. Augustine
10.0 out of 10, Exceptional, (82 reviews)
The price is AU$711
includes taxes & fees
17 Nov - 18 Nov

14. Summer Breeze - Private Pool, Heated Spa, Near Beach, Downtown & Amphitheatre
Summer Breeze - Private Pool, Heated Spa, Near Beach, Downtown & AmphitheatreSt. Augustine
9.8 out of 10, Exceptional, (53 reviews)
The price is AU$734
includes taxes & fees
15 Nov - 16 Nov

15. Grandview - Heated Pool, 6BR, Near Beach, Downtown & Amphitheatre
Grandview - Heated Pool, 6BR, Near Beach, Downtown & AmphitheatreSaint Augustine
9.6 out of 10, Exceptional, (213 reviews)
The price is AU$731
includes taxes & fees
17 Nov - 18 Nov

16. Walk Downtown • Hot Tub • EV Charger • Fenced Yard
Walk Downtown • Hot Tub • EV Charger • Fenced YardDavis Shores
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$611
includes taxes & fees
16 Nov - 17 Nov

17. Spacious cozy home between downtown & the beach!
Spacious cozy home between downtown & the beach!Davis Shores
10.0 out of 10, Exceptional, (21 reviews)
The price is AU$339
includes taxes & fees
18 Nov - 19 Nov

18. Anastasia Island Villa Duplex Single Level EV
Anastasia Island Villa Duplex Single Level EVDavis Shores
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$533
includes taxes & fees
15 Nov - 16 Nov

19. Sea Turtle - Heated Pool, 5 King Beds, Near Amphitheatre & Downtown
Sea Turtle - Heated Pool, 5 King Beds, Near Amphitheatre & DowntownSt. Augustine
9.6 out of 10, Exceptional, (85 reviews)
The price is AU$739
includes taxes & fees
17 Nov - 18 Nov

20. Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortable
Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortableDavis Shores
10.0 out of 10, Exceptional, (46 reviews)
The price is AU$619
includes taxes & fees
16 Nov - 17 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Anastasia Island
Discover the seaside area of Anastasia Island—beaches, natural beauty and top sights like St. Augustine Beach.



































































