House vacation rentals in Anastasia Island

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Popular amenities for Anastasia Island house rentals

House rentals with a pool

Superhost
Home in Palm Coast
4.88 out of 5 average rating, 184 reviews

Spacious Heated Pool home with pool/pingpong table

AshleyRating, 5 stars3 weeks ago
We wanted a weekend trip to relax with our family and Roland’s place was just that. Great things for the kids to do at the house and close enough to St Augustine to go enjoy some of the attractions there. The house was clean and neat, the pool was perfect and we will definitely come back!
Guest favorite
Home in St. Augustine
4.96 out of 5 average rating, 105 reviews

New luxury heated pool home steps from the beach!

GeorgiaRating, 5 stars1 month ago
Our stay was absolutely perfect! The house was beautiful, clean, and had everything we needed for a comfortable stay. The location couldn’t have been better—just steps away from the beach, making it so easy to enjoy the ocean any time of day. Eason was an amazing host, incredibly responsive and helpful throughout our stay. We couldn’t have asked for a better experience and would definitely stay here again! Highly recommend!
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 125 reviews

Private oasis, private pool, exceeds expectations

StefanieRating, 5 stars2 weeks ago
We had such a special weekend at this beautiful property. The space was peaceful, fun, and full of charm — perfect for making memories with family. Every part of the house and grounds felt so thoughtfully put together, with little hidden gems to discover everywhere you looked. Collecting eggs each morning turned into a fun little game, with everyone trying to call dibs on who got to do it that day. The man cave was a major hit — packed with personality and details that made it feel like staying at a friend’s place. We also loved spending time by the pool and relaxing in the screened-in patio — the perfect spot to wind down in the evenings. Thank you for sharing this one-of-a-kind home with us. We’re leaving with full hearts and some unforgettable memories.
Guest favorite
Home in St. Augustine
4.92 out of 5 average rating, 134 reviews

steps to the beach, double mastersuite- pool home

McKennaRating, 5 stars2 weeks ago
Loved this place! I already liked it from the pictures but when I walked in, I was surprised to see that it was even better. The rooms are more open than the pictures give them credit for & I believe some of the decor had been updated (it was already cute but it looked even better/more aesthetic than before, in my opinion. The outdoor space was great & the pool was warm. This house is great if you want to be near the beach & in a more family friendly area! This area wasn't really touristy so it's perfect if you want to be in a location that's laid-back & not crowded. The house is right across the street from beach access & the neighborhood wasn't loud or wild. As a group of 9 girls, I don't think any of us ever felt unsafe at the house or in the neighborhood. I would definitely stay at this house again!
Top guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 165 reviews

Historic St. Augustine 2/2 Duplex & Pool

PamelaRating, 5 stars2 weeks ago
Lili’s place is beautiful!! My mom and I had a wonderful time! Lili’s home made us feel like we were home. We had a chance to meet Lili and she is very sweet and kind. Thank you again for your hospitality!! We will be back!!
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 140 reviews

Southern Charmer w/Pool - Walk to Everything!

TiffanyRating, 5 stars2 weeks ago
Came for a wedding. The home was exactly as the pics showed and it was pristine inside with all the necessities including beach chairs, umbrellas and towels. Perfect location, walkable quaint little area, lots of great recommendations too. Great space, amazing host, Pauline always responded quickly and went above and beyond to accommodate us. We thoroughly enjoyed our time there, just needed another day or two to enjoy the town. Highly recommend.
Guest favorite
Home in St. Augustine
4.96 out of 5 average rating, 188 reviews

Walk downtown, pool beach min to everything pet ok

Linda ShorkeRating, 5 stars2 weeks ago
We had a wonderful family reunion at Theresa’s lovely house. There was something for every age group to do. The yard was very private and yet you could walk to coffee shops and even to downtown. The pool was wonderful and the house was spacious. The host was very accommodating and even my dog felt welcomed! Would definitely recommend and plan on staying again.
Guest favorite
Home in St. Augustine
4.87 out of 5 average rating, 124 reviews

Best of Both Worlds- Family Oasis

TaraRating, 5 stars2 weeks ago
This by far was the best Airbnb I have rented. The house was adorable and we felt right at home. Everything was super clean, provided more of the small things than any other rental (spices, board games, kids toys, etc.) I have stayed in and the neighborhood was quiet and clean. This was my grandsons first vacation (14 months) and it couldn't have been more perfect. The fence around the pool relieved so much worry for his safety. It was spacious and open for him to run inside and out. There were 5 adults and one toddler and plenty of room! The host was super quick to respond and lovely to work with. The maintenance man came by and was so nice and even the lawn guys apologized for interrupting our day (they totally didnt and they even waved back all 100 times my grandson waved at them). We did not end up walking anywhere because we mostly stayed at the house but it was very convenient to everything. The option to heat the pool was the best $150 spent. Overall, I would recommend 100/10!!

Weekly house rentals

Guest favorite
Home in St. Augustine
4.94 out of 5 average rating, 17 reviews

Whole House Not Shared, Private in St Augustine FL

AdinaRating, 5 stars1 week ago
We enjoyed our stay at Matt’s and Tasha place. Matt is a genuine great host. Matt made the whole process very smooth.and we felt right at home. If you are looking for a quiet, peaceful and pleasant place to stay, consider this place. The location was perfect. Plenty of stores and restaurants nearby and lots of walking trails to enjoy. We enjoyed our stay at Matt and Tasha place. Thank you for such a memorable stay! Look forward to staying again.
Guest favorite
Home in St. Augustine
4.76 out of 5 average rating, 107 reviews

On the Canal, by Beach, Kayaks, Dock, Fishing

JoeyRating, 5 stars3 months ago
This place was just as advertised, affordable, and a great place to stay for a nice getaway. We would definitely stay here again!
Guest favorite
Home in Palm Coast
5 out of 5 average rating, 5 reviews

Luxury Oasis 9 min to beach Pets Ok Pool Hot Tub

AmyRating, 5 stars1 month ago
This place is beautiful 😍 thirty minutes to saint Augustine. Enjoyed the pool and hot tub. Large kitchen, lots of parking, plenty of beds. Fast wifi and area is super spacious.
Superhost
Home in Palm Coast
5 out of 5 average rating, 6 reviews

Suburban paradise

DenisRating, 5 stars2 weeks ago
Mike is a very nice man . I would like to stay there again . The area is excellent , very nice for exploring and bicycle riding .
Superhost
Home in St. Augustine
5 out of 5 average rating, 7 reviews

MEMDAY Deal! Fam Trip_PrivatePool_3miles to Beach

GarrettRating, 5 stars1 month ago
Lipsy was a very helpful host! She was quick to assist with everything! The house is located less than 10min from Historic St Augustine so it’s perfect! We had a large group and it fit us perfectly. The 2 kitchens allowed us to store and prep all the food we needed. The backyard was great for kids and the open space allowed us to spread out! If we go back we would stay here 100%!
Guest favorite
Home in St. Augustine
4.99 out of 5 average rating, 84 reviews

Pink Palm - Private Pickleball Court!

GretchenRating, 5 stars2 weeks ago
Clean and comfortable - pickleball court was the clincher for us. You must play!
Guest favorite
Home in St. Augustine
4.96 out of 5 average rating, 153 reviews

Bring the Whole Fam-2 Kitchens/Hot Tub/Near beach

ShawnRating, 5 stars1 week ago
We were extremely pleased with everything about this home and the hosts. We had to find a place at the very last minute due to a cancellation of another rental and they were extremely flexible with letting us check in ASAP. Cannot find one negative thing to say. Beautiful house and location. Will definitely look into reserving in the future with our family.
Superhost
Home in St. Augustine
4.86 out of 5 average rating, 102 reviews

Sweet Sandcastle Vacations: A Luxury Beach Getaway

LeannRating, 5 stars1 month ago
PLEASE READ!! I know the repercussions negative ratings can do for business which is why I rated this 5 star but you should def read this review if traveling with a larger party. We booked this place because myself and another mom were bringing our sons and a few friends down for a concert at the amphitheater. We particularly liked the outdoor space for them. We saw the rule about 10pm being quiet hours and knew we’d be at the concert at 10pm but mainly wanted the outdoor space to enjoy for the afternoon hours after the beach and before leaving out for the concert. Not an hour into being there (6pm) we get a message from the host threatening to kick us out for noise. We had LIGHT music playing and just the voices of some playing ping pong. No one was partying/excessive noise. Point being it seems quiet hours are really for all hours. The rest of the trip we walked on eggshells wondering if we were too loud. Not recommended for large groups or groups with young adults looking to enjoy

Private house rentals

Superhost
Home in St. Augustine
4.8 out of 5 average rating, 5 reviews

2 Houses 1 Property! Minutes to the beach!

KristineRating, 5 stars28 months ago
Absolutely perfect, exactly as described but better. Pictures do not do it justice. Will definitely go back! No issues with check in, clear instructions.
Guest favorite
Home in St. Augustine
4.88 out of 5 average rating, 137 reviews

The Beach House at Crescent Beach

PaigeRating, 5 stars1 month ago
We loved everything about our stay! We were traveling with two young kids, and the house had everything we needed and more. Really appreciated the wagon and all the beach toys and extra towels, and how easy it was to walk to the beach. Julie was so responsive to questions, and you can just tell she cares about the comfort of her guests. When we come back to Crescent Beach, we will definitely stay here again!
Superhost
Home in Palm Coast
4.76 out of 5 average rating, 97 reviews

Cozy Palm Coast Home w/private heated pool

Courtney ERating, 5 stars3 months ago
The home was beautiful and clean. Great location. Palm Coast is a peaceful and beautiful community.
Guest favorite
Home in Palm Coast
4.93 out of 5 average rating, 132 reviews

Poolside Ocean Living for the Family

CaseyRating, 5 stars2 weeks ago
Erin’s spot was great! Would love to stay again, the kids & wifey had tons to do in the house and around the area while I was stuck working during the morning (which was at the amazing desk in the master bedroom)! It was hard keeping the kids out of the water! The beach at the end of the street had tons of shells for the kids to collect & we had just warm enough weather to swim every day & night lol I’m not sure where the toys kept coming from but there is quite a lot of choices for the smaller kids! The beach toys were amazing as well!!
Guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 116 reviews

Country Cottage 3-bedroom home with free parking

PamelaRating, 5 stars1 week ago
Absolutely spotless accommodations! We loved this home and plan to return!
Superhost
Home in St. Augustine
4.74 out of 5 average rating, 127 reviews

Uptown "Hide-Out" Stylish Home in Prime Location

LonRating, 5 starstoday
This is a very nice and clean home in s great location. We were within walking distance of the Castillo so we were able to leave the car parked and walk around all day. I will definitely stay here again.
Superhost
Home in Palm Coast
4.83 out of 5 average rating, 18 reviews

Poolside Villa- Pool Vacation

PaigeRating, 5 stars1 month ago
Great place to stay with my friends! Beautiful house that was affordable, clean, and close to stores and the beach!
Superhost
Home in St. Augustine
4.82 out of 5 average rating, 117 reviews

Oceanfront Cottage_pet friendly

DarpanRating, 5 stars1 month ago
We had another great vacation at Xue's. We thoroughly enjoyed the beach, and Xue was amazing as always with helping us out with questions and recommendations and such. Be sure to check out Ripple Effect Eco Tours, Commanders, and Cousteaus if you find yourself in the area. Thank you Xue for another great week, and we hope to see you again next year :-)

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