Apartment holiday rentals in Anastasia Island

Find and book unique apartments on Airbnb

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Popular amenities for Anastasia Island apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in St. Augustine Beach
4.95 out of 5 average rating, 63 reviews

New Listing ~ Excellent Views ~ Beautiful Condo

DiannaRating, 5 stars3 weeks ago
The place was beautiful, clean and peaceful. Easily accessible to the beach. For those with physical challenges, the tub in the upstairs bathroom has a really tall step in that was difficult to get in and out of but other than that the place was great!
Guest favourite
Flat in St. Augustine
5 out of 5 average rating, 16 reviews

Couples Retreat w/ Beach, Pools & Scavenger Hunt

KarthicRating, 5 stars2 weeks ago
Great location near beach which is about a 7 minute walk, pools were great. Right off A1A coastline. Scavenger hunt was clever and unique.
Top guest favourite
Flat in St. Augustine
5 out of 5 average rating, 25 reviews

Peach Room- studio apartment 15 min to beaches

TrudyRating, 5 stars1 month ago
A wonderful place to stay! I highly recommend choosing this Airbnb. Brandon checks in with you through Airbnb to welcome you and make sure you have everything you need. I plan to go back if this place is not already booked! Have a wonderful stay! I really appreciated being able to check-in after 1 PM on my day of arrival. You will love the neighborhood that is very walkable with beautiful lakes along your way.
Top guest favourite
Flat in St. Augustine
5 out of 5 average rating, 36 reviews

Beach apartment with roof terrace

IzetRating, 5 stars2 weeks ago
Our stay was wonderful! The unit is beautiful, clean and comfortable, and we had everything we needed. The beach is a very short walk and so is a great coffee shop and taco stand. We will definitely be staying here again when we come back to St.Augustine.
Guest favourite
Flat in St. Augustine
4.92 out of 5 average rating, 60 reviews

Coconut Grove| Summer Savings!

NancyRating, 5 stars1 month ago
We had a very enjoyable stay at Coconut Grove. It’s in a great location next door to an ice cream shop, and half a block to the beach. Also not far from many restaurants on the A1A Beach boulevard. The apartment was spacious and super clean and the hosts provided all the items you might want to enjoy the beach. Lauren was a a very responsive host. We would stay there again!
Top guest favourite
Flat in St. Augustine Beach
5 out of 5 average rating, 33 reviews

Oceanfront Bliss: Beach Views

JulianaRating, 5 stars6 days ago
The place was absolutely beautiful and relaxing. The beds were comfortable. The views were amazing and we loved the screened in porch. Easy walk through the dunes to the beach.
Superhost
Flat in St. Augustine
4.71 out of 5 average rating, 70 reviews

Ocean Village Beach Getaway

JonRating, 5 stars1 day ago
Was so easy to check in and get to the place. Didnt really need chat since the instructions were spelled out clearly. Everything was so clean and kept up. Been coming to St Augustine since 2012 and this was up there with one of the best places to stay!
Top guest favourite
Flat in St. Augustine Beach
5 out of 5 average rating, 70 reviews

Surfside Six #6, Direct Ocean Front, King Size Bed

KelseyRating, 5 starstoday
Such an amazing vacation! Very relaxing and beach access was very convenient with the boardwalk access. This is the first air bnb I didn’t feel I needed to wear shower shoes because everything was SO CLEAN! The pictures are very accurate. 2 bedrooms upstairs with bathrooms for each bedroom and a bathroom on the main floor too! It was also very nice to have a washer and dryer in the air bnb with laundry pods provided. The kitchen was very well stocked with everything you’d need. I also loved that you could get filtered water from the fridge and sink so no need to buy water bottles for your stay. The boogie boards and 4 beach chairs along with an umbrella for the beach was awesome! Evening beach waves were so much fun to use the boogie boards for. Adrienne was so responsive and helpful with check in, she’s a great hostess. We will be back again for sure!

Private apartment rentals

Guest favourite
Flat in St. Augustine
5 out of 5 average rating, 17 reviews

Tradewinds at Crescent Beach #113 (monthly Jan-Mar

DeeRating, 5 stars2 months ago
Great condo. The elevator was used daily as I have knee problems. The view from the livingroom was the ocean and the view from the kitchen was of the intracoastal waterway. Many nights we watched the beautiful sunsets and the dolphins playing. Alan was always very responsive. Very friendly. Great place to stay.
Guest favourite
Flat in St. Augustine
4.96 out of 5 average rating, 26 reviews

St Augustine Luxury Resort Living on the Island!

StephanieRating, 5 starstoday
Very clean and loved the fact that there was coffee available at the apartment. Beds and couch are very comfortable. I am moving my son down to Florida flyers and will definitely book again when I come down to visit him
Top guest favourite
Flat in St. Augustine
4.96 out of 5 average rating, 56 reviews

NEW St. Augustine Escape w/pool, gym, games & MORE

JessicaRating, 5 stars2 weeks ago
We had an incredible experience at this delightful getaway. The amenities were excellent making our stay comfortable and convenient. Everything from the cozy rooms to the relaxing atmosphere was just perfect!
Guest favourite
Flat in St. Augustine
5 out of 5 average rating, 11 reviews

Modern Coastal Retreat

MelissaRating, 5 stars1 month ago
This condo was incredible! It was clean, comfortable, and had everything we needed for a wonderful stay. The kitchen was fully equipped, and it was a nice extra touch to have hand soap, dish soap, and a few rolls of toilet paper provided. We also appreciated the availability of tennis rackets, pickleball rackets, and beach supplies. The only drawback of our stay was the spotty Wi-Fi and phone service, which became an issue when we had to check in for work. However, we managed to take our calls from the beach—definitely not a bad place to set up an office!
Top guest favourite
Flat in St. Augustine
5 out of 5 average rating, 57 reviews

Walk to Historic Downtown and Close to Beach

AnastasiyaRating, 5 stars2 days ago
We loved staying at Amy's! The apartment was an easy walk into town and saved us from dealing with limited parking options. The home was clean, spacious, with a fully stocked kitchen and the added convenience of an in-unit washer and dryer. The place is also less than 10 minutes away from gorgeous beaches! Having a hose in the backyard to wash off the sand before entering the home was an added perk. Grocery stores, restaurants, etc are also nearby. Amy was friendly, responsive, and overall a great host. St. Augustine is a charming coastal town with plenty to do in the town itself and its surrounding areas. Would definitely come back and stay at Amy's again!
Guest favourite
Flat in St. Augustine
4.81 out of 5 average rating, 27 reviews

Luxury Retreat in St. Augustine

DayanaRating, 5 stars5 days ago
Valery demonstrated her hospitality from the very moment of my booking. With details from the check in to check out, the kitchen, bathrooms and bedrooms were impeccable and fully equipped for our stay with our two kids. Would recommend it to anyone visiting St. Aug!
Guest favourite
Flat in St. Augustine
4.93 out of 5 average rating, 27 reviews

Historic Downtown walkable!

JaseRating, 5 stars2 weeks ago
I had a fantastic stay at this Airbnb in St. Augustine! The home was spotless, beautifully decorated, and had everything I needed for a comfortable visit. The location was perfect—close to historic sites, restaurants, and the beach. The host was incredibly welcoming and responsive, making check-in and communication a breeze. I couldn’t have asked for a better experience and would gladly stay here again!
Guest favourite
Flat in St. Augustine
4.97 out of 5 average rating, 88 reviews

> • Resort Style Retreat • <

ArtRating, 5 stars3 weeks ago
We would definitely stay here again. Emmily was very responsive. The accommodations were very nice and the amenities at the complex (pool , gym and clubhouse) are fantastic.

Apartment rentals with a hot tub

Guest favourite
Flat in St. Augustine
4.9 out of 5 average rating, 31 reviews

St. Augustine Beach Condo 3BR/2BA

SurikaRating, 5 stars1 month ago
It was a very comfortable stay for our family of 6. Brian was very responsive. Condo is exactly as described in pictures and had everything we needed. Beautiful view from balcony. Property is beautiful maintained. Our kids enjoyed the pool and clubhouse! Pickleball courts were an added bonus!!
Top guest favourite
Flat in St. Augustine
4.99 out of 5 average rating, 561 reviews

Villa Tizoc

CandiceRating, 5 stars5 days ago
We absolutely loved staying at Edward's and Glenna's house. We can't wait to visit again. They are super friendly and very informative on things to do in St. Augustine.
Guest favourite
Flat in St. Augustine
4.95 out of 5 average rating, 142 reviews

Charming Vintage Intracoastal Apartment

JessicaRating, 5 stars4 days ago
We had a great stay at Natalia’s cozy property! She and her husband were so accommodating and welcoming to us. The property is absolutely gorgeous, the dock is beautiful and the pool was amazing. You can tell how dedicated Natalia is to the landscaping, it’s beautiful! The apartment itself is very comfortable and the perfect size. It was also very clean! We really enjoyed our evenings and mornings out on the dock. The pool was fantastic and was my favorite part of our stay. The location is also amazing- Caps on the Water and Aunt Kate’s restaurants were both in walking distance and had amazing food! The beach is a short walk down the road and easily accessible. Downtown St. Augustine is just a short 10ish minute drive, and we loved staying in this quiet neighborhood but still having easy access to the downtown. We would definitely stay here again and thank Natalia and Steve for their welcoming hospitality! Thank you!!!
Guest favourite
Flat in St. Augustine
4.82 out of 5 average rating, 11 reviews

Sea and Relax/ Pool View

JodyRating, 5 stars3 weeks ago
We had a fabulous time during our 10 day stay and Eva's condo at the Hibiscus resort was perfect for our needs. The complex itself is laid out well with plenty of spaces at the pools and hot tubs, and the beach access is great. Eva's condo was spacious, clean, and we had everything we needed for our stay. The owners were quick to respond to requests and communicated well with us during our stay to make sure we didn't need anything. Will not hesitate to stay agian!
Guest favourite
Flat in St. Augustine
4.93 out of 5 average rating, 29 reviews

Seashell Studio-Hot Tub, Short Walk to the Beach!

MariahRating, 5 stars2 months ago
great location for a relaxing beach weekend. only one block from the beach, about a 3 min walk! hot tub was a great addition. only about 20 min from downtown. no additional toiletries, only one roll of toilet paper & limited trash bags but the host discloses this before arrival. didn’t use the hot plate but it’s there in replacement of a stove/oven. great stay overall!
Guest favourite
Flat in St. Augustine
4.96 out of 5 average rating, 53 reviews

Cozy Garden - Sleeps 4- hottub/outdoor shower!

KasonRating, 5 stars5 days ago
The house was located just outside of the hospital district which made it a great way to experience the best of St. Augustine. Our stay was easy and comfortable thanks to the preparations of our host.
Guest favourite
Flat in St. Augustine
4.92 out of 5 average rating, 77 reviews

Apartment 207

StaceyRating, 5 stars3 weeks ago
It was a beautiful, spacious condominium. We loved the architecture and the gorgeous pool.
Top guest favourite
Flat in Palm Coast
4.97 out of 5 average rating, 37 reviews

Beautifully Remodeled Oceanfront Condo

ItzelRating, 5 stars1 month ago
Such a perfect home for our family! The home was equipped with everything we could have ever needed and Courtney was so helpful and easy to get a hold of. The community is beautiful and private and the home had the most beautiful views!

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