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Condo vacation rentals in Anastasia Island

Find and book unique condos on Airbnb

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Popular amenities for Anastasia Island condo rentals

Weekly condo rentals

Top guest favorite
Condo in St. Augustine
4.96 out of 5 average rating, 24 reviews

Resort-Style with King Bed APT, Full Amenities

JamieRating, 5 stars1 week ago
Absolutely beautiful! Kirsten was a great host as well as very responsive to all of our needs. Definitely will check this place out again!! Thanks, Kirsten!!
Superhost
Condo in St. Augustine
5 out of 5 average rating, 4 reviews

Oceanfront Luxury Awaits 2 bed, Pools, Tennis Dogs

MichelleRating, 5 stars2 weeks ago
It was a little pricey for two nights but the location and the view made up for the cost. It was a holiday weekend also.
Top guest favorite
Condo in St. Augustine
5 out of 5 average rating, 72 reviews

"Drift Away" at The Ocean Gallery

JordanRating, 5 stars2 weeks ago
Jonathan’s place was fantastic. Clean comfy and spacious. The spot was located next to the community pool and just a short walk to the beach access. The unit had everything for hanging out and cooking in the unit to beach accessories so we didn’t have to lug our own to his place. Would highly recommend and will be booking again!
Guest favorite
Condo in St. Augustine
4.87 out of 5 average rating, 53 reviews

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

TeresaRating, 5 stars2 weeks ago
Great location. Beach chairs and umbrella supplied (or pay $150 to rent them for 3 days at nearby store). I couldn't find the beach access code (my fault). Response was immediate. Would stay again!
Top guest favorite
Condo in St. Augustine
4.95 out of 5 average rating, 84 reviews

Boho-chic beach condo w/ beach access & ocean view

MichaelRating, 5 stars1 week ago
Stay a week and relax. I was nervous about “Boho-chic” but if that’s the style it’s super chill and not tacky. The yoga den rocks, the beds are comfy , the pool is awesome and the beach is always there !!
Guest favorite
Condo in St. Augustine
4.95 out of 5 average rating, 39 reviews

RARE Oceanfront and Poolside !

Shelly Rating, 5 stars3 weeks ago
Great get-away for our 52 anniversary. Beach was beautiful so different than coastline in Daytona. Unit has everything you need dont need to bring anything but clothing. We had breakfast and lunch in and ventured out to lots restaurants being recommended. Thanks for a wonderful time.
Top guest favorite
Condo in St. Augustine
4.98 out of 5 average rating, 46 reviews

Sea Salt & Serenity~ Beachside 2 Bed 2 Bath Condo

BrianRating, 5 stars2 weeks ago
This place is special, the condo is so perfect to lounge in, comfy furniture, nice tv, big master. We took our boys, 4 and 1, they loved the pool and the beach. The beach is surprisingly nice for being on the Atlantic, almost like a gulf beach. Restaurants are great and less than a mile away. Kevin and Mandy have everything you need to come and have fun, very responsive to any question. Definitely coming back!!
Top guest favorite
Condo in St. Augustine
4.98 out of 5 average rating, 87 reviews

Wade n Sea Ocean Front Condo

MonicaRating, 5 stars1 week ago
This is our 4th year in a row to stay here and we wouldn’t want to stay anywhere else! The location is perfect, the ocean view is stunning, and the condo is so clean and comfortable!

Pet-friendly condo rentals

Guest favorite
Condo in St. Augustine
4.93 out of 5 average rating, 126 reviews

Gorgeous 3/2.5 - Heart of Saint Augustine beach

MichaelRating, 5 stars1 month ago
Apartment C was perfect for grandma, grandpa, kids and grandchildren. Size, amenities, and location couldn't be better. Restaurants and beach right around the corner. Wendy and team were very friendly and responded within minutes. Thank you, especially for early check-in. We hope to come back next year.
Guest favorite
Condo in St. Augustine
4.97 out of 5 average rating, 60 reviews

spacious 3/2, poolside, beach access & pickle ball

PerriRating, 5 stars1 week ago
We had such a great stay this past week! The condo was spacious for our 3 adults and 3 teenagers and it was so clean. The side porch was private and we enjoyed that a lot. Our family also enjoyed the bigger pool much of the week and there was hardly anyone there in the afternoons! The beach was a good walk so that cut down on extra trips throughout the day, but it was fine. Also made good use of the tennis/pickleball court! Rachael was very responsive and the condo had everything we needed!
Top guest favorite
Condo in St. Augustine Beach
4.94 out of 5 average rating, 192 reviews

The Beach Retreat!

KerryRating, 5 stars3 weeks ago
Stephani did a wonderful job creating the perfect beach rental! The decorations are adorable, and the amenities are exactly what you would want. From having a well-stocked kitchen (including a coffeemaker and coffee) to a wheeled cooler for the beach, and plenty of extra towels, she really thought of everything.
Guest favorite
Condo in Palm Coast
4.88 out of 5 average rating, 90 reviews

Newly Updated Condo in Hammock Beach Resort

EvaRating, 5 stars2 weeks ago
We loved our stay and look forward to coming back! The view was beautiful and the beach was stunning. It was lovely to have so many amenities at our fingertips. Getting our luggage, dogs, and crates up to the room from parking was a bit of a hassle but well worth it. Really enjoyed the restaurants on site too. Thank you!
Top guest favorite
Condo in St. Augustine
5 out of 5 average rating, 27 reviews

Summer Vacation/Steps to Beach/Pool/Beach Supplies

ConnorRating, 5 stars2 weeks ago
Amazing place to stay! Everything was perfectly labeled, along with everything you need for a trip to the water!
Guest favorite
Condo in St. Augustine
4.96 out of 5 average rating, 68 reviews

Crescent Beach Bungalow C

SamanthaRating, 5 stars1 month ago
Our stay was absolutely wonderful, a small piece of paradise. Everything was within walking distance, local neighbors were friendly, and the home was exactly what we were expecting.
Guest favorite
Condo in St. Augustine
4.89 out of 5 average rating, 148 reviews

Ocean Views! 4 decks Beachside of A1A. Pool!

JonRating, 5 stars1 week ago
This is a great location - easy walk onto the beach, as well as to Publix, coffee and restaurants. Once we parked, we never needed to drive again. This section of the beach does not allow vehicles (which we preferred), and is also dog friendly. The condo matched the description as well as the photos...it was clean, comfortable and had all of the amenities we needed. There was plenty of beach towels, boogie boards, beach chairs, etc - we didn't need it all, but it was well stocked. The host is very responsive to messages as well. It was a great stay and we'd visit again!
Top guest favorite
Condo in St. Augustine Beach
5 out of 5 average rating, 29 reviews

Oceanview Condo w/ Direct Beach Access!

KelliRating, 5 stars1 week ago
We love St Augustine and Spanish Trace is our favorite location due to its proximity to the ocean and downtown. Now, we’ve found our favorite condo! Beautifully decorated - clean - with lots of little extras to make it feel comfortable and like home!

Condo rentals with a pool

Top guest favorite
Condo in St. Augustine
5 out of 5 average rating, 130 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

CourtneyRating, 5 stars2 weeks ago
What a beautiful AirBNB! It was SO clean and was extremely comfortable. We had a wonderful long weekend and will definitely be back!
Guest favorite
Condo in St. Augustine
4.93 out of 5 average rating, 103 reviews

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

LindaRating, 5 stars1 week ago
Jeremy’s place was everything we wanted! Incredibly clean, had everything we needed (even had snacks and a bottle of wine waiting for us after our 10 hour road trip). Incredibly easy access to a peaceful beach and tons of cards games and board games for downtime at the condo. He was responsive and very friendly to any and all questions we had. Definitely recommend and would stay again!
Guest favorite
Condo in St. Augustine
4.93 out of 5 average rating, 96 reviews

Newly Remodeled Ocean View Condo-Upgrades Galore!!

VickiRating, 5 stars3 weeks ago
Totally relaxing! We were extremely happy with Christie's oasis within a short walk to the beach. Beach views, great amenities, i.e. pool & private beach entry. The space was perfect for our family of three. With so much space we were able to spread out and be very comfortable. The beds were extremely comfy. The primary bed might have been the most comfortable bed that I have ever slept in. The kitchen was large and had everything one would need for a simple snack to creating whole meals. Location was fantastic! Close to everything...and the short walk on the private deck to one of the most beautiful beaches, was easy. This beach is breathtaking & serene. We loved everything about Christie's beach oasis. Christie was extremely responsive to us and very generous in allowing us a late checkout, since no one was coming the same day. The property was perfectly clean and beautifully decorated. Thank you, Christie, for the memories our family made in your beautiful home.⭐⭐⭐⭐⭐
Guest favorite
Condo in St. Augustine Beach
4.95 out of 5 average rating, 64 reviews

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

ScottRating, 5 stars1 week ago
Perfect condo for our family.
Guest favorite
Condo in St. Augustine
4.96 out of 5 average rating, 46 reviews

Beach condo, sleeps 6, heated pool, surf board

UrsulaRating, 5 stars1 week ago
Sofya’s condo was just what I needed to decompress and relax. Sofya and the co-host we’re so nice and if there was an issue, they responded back immediately. I originally booked for four nights and end up staying almost 3 weeks. I did not want to leave. It is walking distance to the beach. There’s two pools you can relax. If you have a four-wheel-drive, you can even drive your vehicle onto the beach. The condo was fully furnished and had everything I needed. Bed was comfortable. Sitting outside on the balcony was perfect. I would recommend this place to anyone .And hope to be back soon.
Guest favorite
Condo in St. Augustine
5 out of 5 average rating, 9 reviews

Ocean Gallery Condo, 3 minutes walk, Pool view

Joanne (Jodi)Rating, 5 stars1 week ago
Our family really enjoyed Elena's condo at the beach. The apartment was very nicely updated with a very well stocked kitchen to cook meals. The furniture was comfortable and everything was very clean. It was nice to have a view of the pool and it was a short walk to the beach or the pool that was covered on a rainy day. The apartment had everything you could need and even some nice snacks. Elena even had a little beach bucket with beach goodies for our twin granddaughters. The closet with beach toys and chairs really had everything you could want for use on the beach. The grounds of the condo were beautiful and very well maintained. We watched the staff clean the pool every morning. You can tell when a host cares about their guests comfort and this one does!
Top guest favorite
Condo in St. Augustine Beach
5 out of 5 average rating, 8 reviews

St.Augustine Beach,Seaside at Anastasia,Condo

BretRating, 5 stars3 weeks ago
Paul's place was great very clean and the property is beautiful. The restaurants in walking distance were all very good. Paul was very helpful with a list of restaurants and things to do. Being so close to the beach was great also. I would recommend anyone traveling to the area stay here.
Top guest favorite
Condo in St. Augustine
4.98 out of 5 average rating, 91 reviews

Family Beach Condo - Steps To The Sand Or Pool

DanyelleRating, 5 stars1 week ago
BOOK IT! Every single detail was as described. Brendan and Jessica have thought of everything ( including the stuff you forgot to pack). The view was amazing, the decor perfect, the coffee bar was awesome, beach accessories were so appreciated (we even added ours to the collection). I cannot say a single negative thing about our stay. I would most definitely rebook.

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