Beachfront vacation rentals in Anastasia Island

Find and book unique beachfront homes on Airbnb

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Popular amenities for Anastasia Island beachfront rentals

Pet-friendly beachfront home rentals

Top guest favorite
Apartment in St. Augustine Beach
4.88 out of 5 average rating, 274 reviews

Low Tide - Beach Bungalow

MandyRating, 5 stars6 months ago
We love Low Tide and look forward to our beach trip every year! It's the absolute best pet friendly place to stay, my dogs always have the best time going for walks on the beach and hanging out in the beautiful backyard. Inside is cozy and comfortable too. The best part is being only steps away from the beach, and many great food options also within walking distance. My favorites are Burrito Works, Beachcomber, and Cone Heads for ice cream (and pup cups!) Low Tide has just about everything you could possibly need, and Laurie is always making improvements to her beautiful place. We're always sad when it's time to leave!
Guest favorite
Home in St. Augustine
4.93 out of 5 average rating, 164 reviews

Surfside House

JasonRating, 5 stars1 week ago
We had a great stay here and will definitely be returning soon! The beach area was not crowded at all and the sand is nice and soft and great for kids. Plenty of restaurants close by and house has everything you need!
Top guest favorite
Vacation home in St. Augustine
4.98 out of 5 average rating, 128 reviews

1st Street Retreat, Dog Friendly Updated Apartment

LeslieRating, 5 stars1 week ago
I cannot say enough good things about our stay at Lisa’s in St. Augustine! The location was unbeatable - barely a five minute walk to the beach, with a taco stand and brewery at each corner and lots of amazing walkable places nearby (Kookaburra Coffee and Island Donuts to name a few)! It was barely fifteen minutes to downtown St. Augustine as well. The Airbnb itself was easy to find and had a parking spot. The space was clean, cozy, and comfortable, with an outdoor shower and dog run - it took all the stress out of traveling with dogs! We truly had the best time; my only regret is that I wish we had gotten enough time off work to stay longer! Lisa even allowed us a complimentary late checkout to enjoy more time at the beach. If you are traveling with dogs and looking for a simple, cozy, convenient place to escape to the ocean and historic St. Augustine, this is the place! We can’t wait to come back!
Superhost
Apartment in St. Augustine
4.85 out of 5 average rating, 253 reviews

Beachside quaint saint Augustine beach apartment

HeatherRating, 5 stars2 weeks ago
Great location. Easy walk to the beach & plenty of restaurants nearby. Place was clean & well stocked with necessities.
Guest favorite
Bungalow in Butler Beach
4.94 out of 5 average rating, 187 reviews

Crescent Moon: soft sand beach, pets welcome

MadisonRating, 5 stars1 day ago
We absolutely loved Martie’s bungalow!! It was beautiful inside and out. We felt so cozy and at home. The beach is 1 block away, easiest walk, and absolutely stunning. The drive to downtown is just under 20 minutes and Ubers/lyfts are readily available. The bungalow is at a perfect location for anyone hoping to spend a good chunk of time at the beach, and also explore beautiful St. Augustine. Martie was so kind and considerate. She was so proactive and detailed in communication. Check in and out instructions were clear and simple. Martie went above and beyond to make us feel at home, providing things like prepared ice trays, coffee for us to make, DVDs for a movie night in, and more. We have stayed in other airbnbs in St. Augustine before but, when we come back, we know to book Martie’s bungalow again. 11/10 recommend!
Guest favorite
Home in St. Augustine
4.88 out of 5 average rating, 145 reviews

"Swan Ocean" Beach House on Vilano Beach

Daliz LissetRating, 5 stars2 weeks ago
Had an amazing time! Wonderful home with amazing views and right on the water. He provided baby gates which helped with my toddler. Supplied beach chairs and umbrellas! Really great place to stay for families
Guest favorite
Condo in St. Augustine
4.95 out of 5 average rating, 113 reviews

St Augustine Beach 2 Bed Condo

KyleRating, 5 stars2 weeks ago
Super location, a stones throw to any food you could think of! There were bikes available for use which is always nice in St. Auggie, will be back!
Guest favorite
Apartment in St. Augustine
4.92 out of 5 average rating, 137 reviews

5 walking minutes to the beach

SarahRating, 5 stars1 week ago
had a wonderful stay at Sonja's place for my birthday weekend!! exactly as pictured, very quiet and peaceful, super easy and walkable to the beach. not too far from downtown st augustine either :)

Beachfront home rentals with a pool

Top guest favorite
Condo in St. Augustine
5 out of 5 average rating, 74 reviews

"Drift Away" at The Ocean Gallery

MaddieRating, 5 stars2 weeks ago
Jonathan’s place was walking distance from the beach and located in a great community. Additionally, Jonathan was very communicative and responsive. He also provided a guide of local recommendations, which was super helpful in planning the trip!
Guest favorite
Apartment in St. Augustine Beach
4.93 out of 5 average rating, 54 reviews

luxurious oceanfront condo amazing views! King bed

DonaldRating, 5 stars1 month ago
This was our second stay at this lovely condo. The Unit looks exactly as advertised. Panoramic views of St. Augustine beach from a very well appointed condo. The kitchen is well stocked with high end glassware, knives, dishes etc. The living room has comfy couches and chairs. The king bed in the master suite is comfy with high quality linens. As this is an end unit there is a large balcony outside of the master suite overlooking the dunes and beach. In general, the Ocean Villas complex seems to be well maintained. The pool was kept clean and there was plenty of poolside seating and umbrellas. I'm sure we will book this unit again. Joan H
Guest favorite
Condo in St. Augustine Beach
4.95 out of 5 average rating, 65 reviews

Sandy Sea Turtle 2bed/2bath condo with Ocean Views

AmyRating, 5 stars6 days ago
Beautiful place and great location!
Top guest favorite
Condo in St. Augustine
4.87 out of 5 average rating, 55 reviews

The Nest at Quail Hollow Oceanside 2br/2bth condo

MeadowRating, 5 stars1 week ago
I got my parents 5 nights here as their Christmas gift and they loved it! Great location! Super cute place with great pool and beach access!
Guest favorite
Condo in St. Augustine
4.86 out of 5 average rating, 332 reviews

Beaches are Open!!! St Augustine Oceanfront Condo

ToddRating, 5 stars1 month ago
Rae's place is amazing. Exactly as listed. Location could not be ANY better...right on the sand and perfect distance to everything in the area. Highly recommend.
Top guest favorite
Condo in St. Augustine
4.98 out of 5 average rating, 114 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

MattRating, 5 stars2 days ago
This place was absolutely perfect! The views are exactly what the pictures portray; absolute perfection. Additionally, the surrounding units/area is very peaceful and quiet. It has been my family's best trip by far. I most enjoyed drinking coffee on the patio and watching the dolphins at sunrise every morning. I honestly can't say enough about this place and the beaches and surrounding area. We will definitely return.
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 38 reviews

Htd Pool, Spa & Tiki Bar•Game Room•Steps to Beach

QuincyRating, 5 stars1 week ago
We had an amazing stay at this home in St. Augustine! From the moment we walked in, it felt like home—clean, beautifully organized, and thoughtfully stocked with everything we could possibly need. The kitchen was especially impressive, fully equipped with appliances, spices, and utensils that made cooking easy and enjoyable. The outdoor space was a true highlight—like having our own private paradise. It was perfect for relaxing and spending time together as a family. We truly enjoyed every part of our stay and wouldn’t hesitate to recommend this home to anyone visiting the area. A wonderful experience all around!
Guest favorite
Condo in St. Augustine
4.96 out of 5 average rating, 91 reviews

Seagrass Condo - ocean front, 1 bedroom/1bath

LoriRating, 5 stars3 weeks ago
I only wish there was one more star for “perfect”. We didn’t have to contact Brenda at all for our entire 5 night stay. Everything we needed to know was explained clearly before we got there and our entire stay was perfect from start to finish. The condo was spotless and amenities were wonderful. Thank you Brenda, for helping to make our vacation memorable.

Private beachfront home rentals

Superhost
Condo in St. Augustine
5 out of 5 average rating, 7 reviews

Oceanfront Luxury Awaits 2 bed, Pools, Tennis Dogs

TimRating, 5 stars1 week ago
Second condo we've stayed in at Sea Place, this time with a different rental company. This stay was far superior to the last; check-in was a breeze and didn't require a visit to an office. The place was very clean. Sea Place is actually a pretty old condominium but it's been renovated, and each unit is of different quality – this particular unit was better than the last we stayed in. Cleaner and better taken care of. You'll see some signs of distress on certain *exterior* areas of the condo buildings, but nothing overly concerning. This condo is right on the beach and has great views. It's located virtually next to the boardwalk that goes down to the beach, and is just adjacent to the pool (but is not pool-front). It's worth noting that there are stairs involved here: some to get to the front door of the condo, and some inside. They're relatively steep so if you have small children or are elderly, it's worth paying closer attention to all. All in all, a great stay, I'd recommend.
Guest favorite
Villa in St. Augustine
4.88 out of 5 average rating, 94 reviews

St Augustine Villa | Pools, Hot Tub & Beach Access

MonicaRating, 5 stars2 weeks ago
This place was perfect for our anniversary weekend! The location is perfect- you can walk to the pool or beach in minutes, but it is also a close drive to downtown St. Augustine. The beach felt like your own private beach- not crowded at all! I loved that the condo was away from the main building so it was very quiet. They had snacks and coffee available for us as well! We will definitely be back!
Guest favorite
Home in St. Augustine
4.86 out of 5 average rating, 57 reviews

Bridgekeeper's Cottage

CrystalRating, 5 stars2 weeks ago
This home is so close to beach. The beach was not crowded at all. The home was relaxing and very clean. We enjoyed our stay.
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 8 reviews

Dolphins and Dream Water Views, Dock Your Boat!

JamieRating, 5 stars1 week ago
My family had a wonderful stay for our first time in the area. Most of our time at home was spent watching wildlife from the large porches in the mornings and evenings. We flew in with only carry-ons so the beach chairs, beach bag, towels, water toys were a huge bonus. The house truly has everything you need and a gorgeous view. We had two teenage boys who were in awe of the inlet area watching high/low tide changes and checking out the river wildlife with kayaks - it's a very special place.
Top guest favorite
Apartment in St. Augustine
5 out of 5 average rating, 37 reviews

Beach apartment with roof terrace

IzetRating, 5 stars3 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.
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 130 reviews

Beachside, SUPER CLEAN, huge yard, steps 2 beach

NicoelleRating, 5 stars2 weeks ago
This place was absolutely wonderful for our family. Great location and steps away from the beach.🏖️ looking forward to our next little getaway at Dominic‘s place. 😎
Top guest favorite
Condo in St. Augustine
4.98 out of 5 average rating, 93 reviews

Family Beach Condo - Steps To The Sand Or Pool

JessicaRating, 5 stars6 days ago
This place was a gem! Everything was beautiful and we felt right at home. Our boys absolutely loved their room with the bunk beds and the fact that there was a tv in there really helped keep them in their room so that we could sleep in. The beds were very comfortable and the sheets felt clean. My boys and I have allergies to dust, and we were not bothered by it one bit here due to the cleanliness. Everything in the pictures is exactly how it looked in real life. We especially appreciated the closet full of beach equipment and other things to keep our family entertained. Our favorite part of this place; however, has to be the gorgeous view with the floor to ceiling windows. It was short walk to the gorgeous beach. We really enjoyed our stay here. Absolutely cannot wait to go back.
Superhost
Home in St. Augustine
4.9 out of 5 average rating, 60 reviews

Oceanfront Rustic Cottage by the Sea

HeatherRating, 5 stars1 week ago
This was an excellent place to stay if you are looking for a quiet retreat with your dogs in tow. The view and beach accessibility were top-notch. The small, quaint cottage is rustic and charming. Having a complimentary bottle of wine from the local winery offered a nice, welcoming touch. I love Vilano Beach and I hope to stay here again in the future!

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