Holiday Homes in Anastasia Island

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Featured Holiday Homes in Anastasia Island

Island Breeze- Close to Beach w/ Screened Lanai/Pool

10.0 out of 10, Exceptional, (19)
"Cozy, warm and inviting. Comfortable beds. Slept great. It was a little too chilly to swim but we had a great campfire and roasted marshmallows."
Island Breeze- Close to Beach w/ Screened Lanai/Pool

Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach

9.6 out of 10, Exceptional, (119)
"House was clean and pool was nice. Plenty of room for us to enjoy card games and banana grams (14). Close to downtown and sites. Beds were comfortable and nice yard our furry child. Thanks David for letting my family enjoy your house. "
Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach

Multi-Family Beach House w/Rooftop Ocean Views, 2 min. walk to Beach, Restaurants!

9.6 out of 10, Exceptional, (35)
"My family, friends and I thoroughly enjoyed this beach house. Great roof deck, and it was beneficial to have 2 kitchens in the house; we used the upstairs one primarily for coffee and breakfast, while downstairs was for gatherings and dinner. Plenty of towels and linens were provided, even for our rather large group. We felt safe and secure here, with easy access to the beach, the bars and restaurants in the small beach community and even downtown was just a short Uber ride away. One item I...
Multi-Family Beach House w/Rooftop Ocean Views, 2 min. walk to Beach, Restaurants!

Waterfront Home w/Heated Pool, Rooftop Deck, Large Primary Suite, Great Location

10.0 out of 10, Exceptional, (45)
"This is my second stay at this rental. It is such a beautiful place in a great location! It is very close to my family on Anastasia Island and Davis Shores! The accommodations are wonderful and accommodating and everything that you want or need is there! Communication with the owner is very good as well. I highly recommend."
Waterfront Home w/Heated Pool, Rooftop Deck, Large Primary Suite, Great Location

Atlantic View - Amazing Ocean Views, Pool and Heated Spa, Very Spacious Home

9.8 out of 10, Exceptional, (125)
"Our family met here for a destination Christmas! The house was perfect for a big group. Kitchen was great and a lot of living area. Beds were very nice! Of course, the beach, hot tub, and pool were a big hit! Excellent vacation home!"
Atlantic View - Amazing Ocean Views, Pool and Heated Spa, Very Spacious Home

Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown

9.8 out of 10, Exceptional, (68)
"This property is the best one we’ve stayed at !! Very roomy for 7 adults and 1 toddler. Beds were very comfy. The kitchen is awesome. It’s fully stocked with nice dishes and plenty of cookware and utensils. Two coffee makers, one of which is a Keurig. The outdoor space is wonderful !! The pool, cabana with a TV, very nice fire pit with plenty of lots of chairs. Two other seating areas out there also. We really enjoyed the property. If we’re down this way again we’d stay here again !! "
Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown

Grandview- Heated Pool & Game Room! Near: Amphitheatre, Historic Downtown, Beach

9.6 out of 10, Exceptional, (188)
"We had a fantastic time visiting St Augustine and using this house as our home base. It perfectly fit our extended family for a Christmas and New Years vacation. Plenty of beds, clean pool, and close to the beach and downtown. "
Grandview- Heated Pool & Game Room! Near: Amphitheatre, Historic Downtown, Beach

Beach get away with direct neighborhood beach access (pet friendly!).

9.6 out of 10, Exceptional, (26)
"We recently stayed at this beautiful beachfront property and had an absolutely wonderful time. The location is fantastic, with stunning views of the ocean and easy access to the beach. The house itself is well-maintained and beautifully decorated, providing a cozy and comfortable atmosphere.The amenities were top-notch, including a fully equipped kitchen, a spacious living area, and a lovely outdoor patio perfect for enjoying morning coffee or evening cocktails by the bonfire pit. The master...
The price is AU$846
includes taxes & fees
23 Feb - 24 Feb
Beach get away with direct neighborhood beach access (pet friendly!).

Seascape - Yellow🌼PRIVATE POOL✔️3-MIN WALK to BCH✔️

9.2 out of 10, Wonderful, (7)
"My family enjoyed it a lot"
The price is AU$902
includes taxes & fees
10 Feb - 11 Feb
Seascape - Yellow🌼PRIVATE POOL✔️3-MIN WALK to BCH✔️

LOW TIDE - 2 Beds / 1 Bath - Pet Friendly

10.0 out of 10, Exceptional, (161)
"The property was great but the mattress in the MB could use replacing ! The construction was something that created much noise beginning at 7 AM "
LOW TIDE - 2 Beds / 1 Bath - Pet Friendly

Marshfront Birders Paradise by RPG

9.8 out of 10, Exceptional, (27)
"We will choose this place to stay again. "
Marshfront Birders Paradise by RPG

Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!

9.4 out of 10, Exceptional, (219)
"We had a wonderful week at Villa Elena. We had plenty of room for eight adults and two grandchildren. We were there the week after Christmas . We had the homeowner heat the pool for the week and our adult kids and grandkids used it every day except one rainy day. It was money well spent if you are planning a stay with kids. The walk to the beach was less than five minutes. We rented baby/preschool stuff from BabyQuip. We even rented a beach buggy wagon to load the kids and beach gear. A...
Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!

Sleeps up to 8 - Free Parking - Heated Pool - Steps to Beach - Close to Downtown

9.8 out of 10, Exceptional, (48)
"I recently stayed at this fantastic property, and was very pleased with my experience.Cleanliness: The property was very clean and well-maintained. It was evident that the owners take great pride in ensuring a spotless environment for their guests.Location: The location is a dream! Just a short walk to the beach, making it incredibly convenient for those who want to spend their days soaking up the sun and enjoying the ocean. The proximity to the beach was a huge plus for my stay.Amenities: What...
Sleeps up to 8 - Free Parking - Heated Pool - Steps to Beach - Close to Downtown

Whole Beach House with Heated Pool! Steps to Beach; Large Porches, $300 in FREE Activities Per Day

9.8 out of 10, Exceptional, (44)
"The home was very clean and the managers responded promptly. Everyone that stayed was comfortable and enjoyed the stay. Walking distance to the beach and to Jack’s BBQ. WOULD DEFINITELY STAY AGAIN. "
Whole Beach House with Heated Pool! Steps to Beach; Large Porches, $300 in FREE Activities Per Day

Oceanfront 4 Bedroom 4.5 Bathroom House on A Street St Augustine

9.6 out of 10, Exceptional, (35)
"We had good communication with the host. It is a very spacious home and great location. The steps going up to the main living area are pitched at a steep angle and not the easiest to go up and down. There were closet doors off their hinges, the inside shutters need some attention. The living room sofa was noticeably needing a deep clean too. I think if the owner spent a little bit a time On some important details would help it shine a lot better. The shower and sink in the upstairs bathroom were...
Oceanfront 4 Bedroom 4.5 Bathroom House on A Street St Augustine

Mid-Century Pool Home | Central Location | Near Downtown And The Beach

9.8 out of 10, Exceptional, (46)
"We loved our stay for Thanksgiving. The house is very clean and organized with everything you could need. "
Mid-Century Pool Home | Central Location | Near Downtown And The Beach

GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach

10.0 out of 10, Exceptional, (208)
"This is exactly as it's described. Walking distance to beach by path. Owners are very responsive. Well definitely stay here again."
GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach

Blue Ocean ~ Excellent Location ~ One house off the Beach!

9.6 out of 10, Exceptional, (90)
"We thoroughly enjoyed our stay at this property, The house offers very comfortable living for a party of 2, for a romantic get away. It's located at the beach, a wonderful opportunity for watching the sunrise, walking and talking alongside the breaking surf.The house has a very comfortable dining room with view of the secluded back yard, adjacent to the full kitchen. We enjoyed preparing our own meals between visits to St Augustine for site seeing."
Blue Ocean ~ Excellent Location ~ One house off the Beach!

Ocean View Beachfront Getaway Directly on St. Augustine Beach.

9.6 out of 10, Exceptional, (123)
"My husband and I traveled here with our 4 kids. The space is beautiful with plenty of spots to relax. The rooms were all so comfortable and everyone slept so good. While we were there we spent time at the beach, the pool and hot tub, and we went to downtown St Augustine. The kitchen was well stocked with anything we needed for cooking. We especially liked the boardwalk to the beach and how it was so close. The beach is beautiful here. Our kids loved the pool. It was a very nice facility. ...
Ocean View Beachfront Getaway Directly on St. Augustine Beach.

Brand New Beach House! Views! Steps to Beach, Shops, Restaurants, Pier! $300 in Free Tickets Daily!

10.0 out of 10, Exceptional, (15)
"House was clean and checkout process was extremely reasonable. Great location near the beach and amenities within walking like coffee and late night tacos. Would stay again! "
Brand New Beach House! Views! Steps to Beach, Shops, Restaurants, Pier! $300 in Free Tickets Daily!
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.
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Other property types in Anastasia Island

Ocean Gate at Hibiscus Resort

4.0 star property
8.6 out of 10, Excellent, (115)
"Great beach location. Note: no elevator so must haul luggage up stairs….we were on the 3rd floor. No instructions for how to operate TV. Overall, quiet and nice place to stay….would stay here again."
Ocean Gate at Hibiscus Resort

Ocean Village Club

4.0 star property
8.4 out of 10, Very good, (39)
"The apartment was pretty clean."
Ocean Village Club

Sun & Fun @ Can't Be Beat Beachfront Location!

9.4 out of 10, Exceptional, (29)
"Wonderful home!!!We love how close it is to everything, but still so quiet. "
Sun & Fun @ Can't Be Beat Beachfront Location!
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.