Beachfront holiday rental in Anastasia Island

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Popular amenities for Anastasia Island beachfront rentals

Pet-friendly beachfront home rentals

Top Guest favourite
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!
Top Guest favourite
Home in St. Augustine
4.95 out of 5 average rating, 167 reviews

Vilano Oceanfront Beach House 3 beds 2 baths Pets

JenniferRating, 5 stars5 days ago
We had a Wonderful Family vacation with our dogs here! The House was very clean, very close to the beach! The Kitchen very well stocked! Very Private and clean beach. Can't wait to return next year! Owner was also very responsive and helpful. Great great experience! Highly recommend for families and pets!
Guest favourite
Townhouse in St. Augustine
4.9 out of 5 average rating, 128 reviews

Avery s Ocean Breeze - Family and Pet Friendly !

KyleRating, 5 stars5 days ago
Great place to stay with family. Easy access to the ocean and beaches. Location is spot on, only 20 mins to almost anything you may need.
Guest favourite
Home in St. Augustine
4.87 out of 5 average rating, 190 reviews

Ocean Front Private Getaway in St. Augustine Beach

YolandaRating, 5 stars3 weeks ago
We had a great time and enjoyed the house. The host was very responsive. The views were beautiful. Historic St. Augustine is a quick drive away. There are other restaurants and ice cream places in walking distance. The house had everything we needed to cook and grill. I’m sure we will be going back again soon.
Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 164 reviews

Surfside House

JasonRating, 5 stars5 days 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!
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.
Superhost
Home in St. Augustine
4.89 out of 5 average rating, 163 reviews

Ocean Views ~ Large Sun Deck ~ Steps to the Beach!

SaraRating, 5 stars2 weeks ago
Once again a great stay at Sugar Sand Villa. We keep coming back. It’s the perfect getaway for our family. Marty is an excellent host. Thank you!
Guest favourite
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!

Beachfront home rentals with a pool

Guest favourite
Condo in St. Augustine
4.89 out of 5 average rating, 174 reviews

Modern Condo| Pools | Hot Tubs | Beach Access

JulieRating, 5 stars2 weeks ago
It was such a pleasure to stay in this condo. It is so close to everything. We will definitely go back and stay here.
Guest favourite
Condo in St. Augustine
4.86 out of 5 average rating, 167 reviews

Escape to Paradise at Hibiscus Condo!

MaryRating, 5 stars2 months ago
Heidi's was one of two condos next to one another that we rented for a family week. Beautiful, clean, and incredibly well equipped. Kitchen had everything you might need, and a closet was stacked with beach toys and equipment. Pack 'n play available. We've been going to Hibiscus for 30-plus years, and this is one of the best units we've stayed in. Pool and hot tub right outside; short walk to the beach.
Superhost
Condo in St. Augustine
5 out of 5 average rating, 5 reviews

Oceanfront Luxury Awaits 2 bed, Pools, Tennis Dogs

TimRating, 5 stars2 days 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 favourite
Condo in St. Augustine
4.87 out of 5 average rating, 55 reviews

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

MeadowRating, 5 stars5 days 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 favourite
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.
Guest favourite
Condo in St. Augustine
4.95 out of 5 average rating, 175 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

GunnarRating, 5 stars3 weeks ago
This is the perfect location for your trip. Beautiful and quiet beach right next to the condo. Beautiful ocean view. Only 15-20 min from downtown and a very easy drive. The condo is great and has everything you need. Would 1000% stay again
Guest favourite
Condo in St. Augustine
4.92 out of 5 average rating, 425 reviews

4Ocean Front Condo With Pool unit 4

TracyRating, 5 stars1 week ago
Really enjoyed our stay in Todd’s place he was a great host, with great communication. The condo had everything you would need on your beach getaway. Easy walk to the ocean. Beach was very clean and in a great location. I rate condo, host and beach a 10!!! Can’t wait to go back to St. Augustine beach.
Top Guest favourite
Condo in St. Augustine
4.93 out of 5 average rating, 120 reviews

Summerhouse - Direct Oceanfront Corner Unit

DavidRating, 5 stars2 weeks ago
Joe is an excellent host, responsive and friendly. Simple check in. Condo was nicely finished and well appropriated . Being a corner unit provided an extra wall of windows for awesome views. Right next to a pool and walkway to the beach. You couldn’t ask for more. Super host, super accommodations.

Private beachfront home rentals

Top Guest favourite
Condo in St. Augustine
5 out of 5 average rating, 73 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 favourite
Home in St. Augustine
4.86 out of 5 average rating, 56 reviews

Bridgekeeper's Cottage

IsaacRating, 5 stars2 weeks ago
Kayla’s place is exactly as described. We had a great time, the beach was walking distance, local restaurants and pier nearby for fishing. Old St. Augustine is down the street for relaxation and sightseeing. Would return for a repeat!!
Guest favourite
Home in St. Augustine
5 out of 5 average rating, 8 reviews

Dolphins and Dream Water Views, Dock Your Boat!

JamieRating, 5 stars3 days 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 favourite
Apartment in St. Augustine
5 out of 5 average rating, 36 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.
Guest favourite
Condo in St. Augustine
4.96 out of 5 average rating, 91 reviews

Seagrass Condo - ocean front, 1 bedroom/1bath

LoriRating, 5 stars2 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.
Top Guest favourite
Condo in St. Augustine
5 out of 5 average rating, 92 reviews

Boutique Beachside condo with easy access to beach

Sarah And WadeRating, 5 stars3 weeks ago
This cozy place was peaceful and relaxing. It had everything you'd need to go to the beach which was just a short walk away. It also had all the household items you'd need. This lovely condo was exactly as pictured and is in a quiet area, yet close to stores and restaurants. Communication before and during our stay was effortless. We highly recommend this condo, definitely a 5 star place! EVERYTHING was great!
Superhost
Home in St. Augustine
5 out of 5 average rating, 3 reviews

Pre-Reno Sale, EV Charger, 3 min to beach, Dogs OK

AmyRating, 5 stars1 month ago
The property was top notch! Extremely clean & comfortable / lots of room & relaxing! It was a short driving distance to whatever you might want to do. Host had lots of local recommendations which was super insightful & appreciated!
Top Guest favourite
Apartment in St. Augustine Beach
4.99 out of 5 average rating, 71 reviews

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

KelseyRating, 5 stars6 days ago
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!

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