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, 185 reviews

Spacious Heated Pool home with pool/pingpong table

AshleyRating, 5 stars1 month 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, 108 reviews

New luxury heated pool home steps from the beach!

CarmenRating, 5 stars3 weeks ago
Eason’s place is perfection. Everything was exactly as described and went above and beyond our expectation. Clear communication, absolutely no issues during our day. It’s in a great location and so close to the beach. 10/10 recommend you book it!
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 127 reviews

Private oasis, private pool, exceeds expectations

JcRating, 5 stars1 month ago
We rented the house for a family gathering and to celebrate our daughter's graduation and it was perfect. The host was amazing and the property has everything you need and more. Our stay was perfect and we created great memories at this home. We highly recommend it.
Guest favorite
Home in St. Augustine
4.92 out of 5 average rating, 138 reviews

steps to the beach, double mastersuite- pool home

AnneRating, 5 stars1 month ago
The house is as described, in great shape and the pool area is a perfect hangout. We had 7 family members staying and the fact that the house had 3.5 bathrooms and 4 bedrooms made it super comfortable. Jody communicated within 10 minutes to all my questions . We will definitely stay in this house again.. modern, comfortable and a walk across the street to the beach and minutes to downtown St. Augustine.
Top guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 166 reviews

Historic St. Augustine 2/2 Duplex & Pool

TiffanyRating, 5 stars1 month ago
Lili was super responsive and gave great recommendations. The place looked just as advertised. We had a great girls weekend and would come back again!
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 140 reviews

Southern Charmer w/Pool - Walk to Everything!

TiffanyRating, 5 stars1 month 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 stars1 month 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
4.95 out of 5 average rating, 103 reviews

New LUX 4bed Saltwater, HEATED POOL, 2 Masters

KristaRating, 5 stars3 weeks ago
Maya was EXTREMELY responsive, answered all my questions within minutes of sending her a message. The place was incredibly clean and beautifully decorated. The outside space was perfect for a family gathering. The pool and ability to dine outdoors and grill out (on a nice clean Weber Grill) was a highlight. The place accomodated our group of 8 perfectly. The living space provided a nice space for game night and eating our meals together. I would highly recommend this place. It was a quick easy walk to a very quiet, pretty beach. We will stay here again.

Weekly house rentals

Guest favorite
Home in St. Augustine
4.97 out of 5 average rating, 36 reviews

Boho POOL home 1 block to beach, 3 m. to downtown

FelipeRating, 5 stars5 months ago
We visited the area for the attractions of St. Augustine but ended up hanging out at the house most of the time as it was a fantastic place to chill, relax, play pool, read, and decompress. You feel like you've stepped back in time to a quaint surf shack with a very cool chic vibe. The beach is minutes away, Publix minutes away, and the historic area of St. Augustine less than 10 minutes away by car. Highly recommend and we would definitely return. Thank you!
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 stars4 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
4.71 out of 5 average rating, 107 reviews

Beaches, Newly Renovated, Bring your flip-flops!

AmyRating, 5 stars1 month ago
Host was very responsive with any questions we had. Would definitely stay again if in the area.
Superhost
Home in Palm Coast
5 out of 5 average rating, 6 reviews

Suburban paradise

DenisRating, 5 stars1 month 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 .
Guest favorite
Home in St. Augustine
4.73 out of 5 average rating, 73 reviews

Luxury Beach Home w/ INTRACOASTAL and OCEAN VIEWS

MariaRating, 5 stars5 months ago
Beautiful place, the house is wonderful with an amazing view!
Guest favorite
Home in St. Augustine
4.96 out of 5 average rating, 157 reviews

Group-Friendly Beach Stay | Walk to Shore

AbbyRating, 5 stars1 week ago
We really enjoyed our stay! The beach is close by and in a great location. The hosts are very sweet and super responsive. Would highly recommend!
Superhost
Home in Ormond Beach
4.74 out of 5 average rating, 77 reviews

Peaceful 3bedroom Pool Home Ormond by the Sea !

BrianRating, 5 stars1 week ago
Love this place. We make a yearly trip to Daytona for a music festival and this was our second time booking with Matt. Matt is a great host and the house is perfect for me and my friends. Will be in touch about booking for next year's festival when details emerge.
Superhost
Home in St. Augustine
4.86 out of 5 average rating, 102 reviews

Sweet Sandcastle Vacations: A Luxury Beach Getaway

LeannRating, 5 stars2 months 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

Guest favorite
Home in St. Augustine
4.95 out of 5 average rating, 20 reviews

Whole House Not Shared, Private in St Augustine FL

CalebRating, 5 stars2 weeks ago
My Fiancée and I visited Matt’s house to celebrate my graduation. The house was not only easy to find, but was in a very inviting and vibrant neighborhood. The house itself was perfect for the stay, nothing too big or too small, with a quick and easy drive to downtown, and all the beaches you could ask for. The only suggestion I would add is a microwave would be a good addition, but outside of that, we had a blast with not only the destination, but also the house!
Superhost
Home in St. Augustine
4.8 out of 5 average rating, 5 reviews

2 Houses 1 Property! Minutes to the beach!

KristineRating, 5 stars29 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, 139 reviews

The Beach House at Crescent Beach

AshleyRating, 5 stars1 month ago
This was our second trip to Julie’s place and it did not disappoint. We love her place. She is so nice and accommodating. It has all the amenities you need, a nice yard, and so close to the beach. It is low key, not over crowded with lots of space on the beach. It reminds of a beach cottage in a Nicholas Sparks novel. We will be back!!
Guest favorite
Home in Palm Coast
4.93 out of 5 average rating, 134 reviews

Poolside Ocean Living for the Family

LisaRating, 5 stars2 weeks ago
Erin’s place was immaculate, featuring a fully equipped kitchen that made it feel just like home. She thought of everything, providing thoughtful extras that enhanced our stay and created a truly stress-free and enjoyable retreat. We appreciated the abundance of extra blankets and pillows, several beach towels, and pantry essentials like condiments, cooking oil, sugar, coffee, tea, and spices. Erin also supplied paper towels, toilet paper, shampoo, conditioner, and plenty of cleaning products. We loved the use of cotton napkins to reduce waste and enjoyed the vibrant Fiesta dinnerware. Situated in a quiet neighborhood, the landscaping offered us privacy to fully enjoy the lanai and pool. Erin was responsive to all my questions, making our stay even more pleasant. I highly recommend staying here for a relaxing getaway!
Superhost
Home in Palm Coast
4.77 out of 5 average rating, 100 reviews

Cozy Palm Coast Home w/private heated pool

KernRating, 5 stars3 weeks ago
Didn’t spend much time in the Airbnb but upon arrival everything was as expected the house was clean pool was nice had enough space close to interstate which was good everything was perfect if I had to complain maybe more towels recommended and will come back
Guest favorite
Home in St. Augustine
4.86 out of 5 average rating, 7 reviews

Palms & Porches Paradise

KimmyRating, 5 stars6 months ago
We had a great stay. We absolutely fell in love with what the city had to offer. The home was cozy and clean. The home is about a 15 minute walk to the historic district which was nice being able to walk our entire stay. I would recommend this home to anyone visiting the area. We will absolutely be back.
Guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 117 reviews

Country Cottage 3-bedroom home with free parking

BrentRating, 5 stars2 weeks ago
Natalie‘s place was the perfect Location. Absolutely beautiful inside this home. Squeaky clean and well appointed with anything you would need. Beds were super comfortable. Friendly and responsive host and just an all-around beautiful stay. I highly recommend this place.
Superhost
Home in St. Augustine
4.8 out of 5 average rating, 75 reviews

Oasis backyard, pool, & close to St. Augustine

LindsayRating, 5 stars4 weeks ago
We enjoyed every minute of our stay! The house was beautiful and felt very comfortable. The backyard oasis pool and lounge area was spectacular, and a highlight of the trip. We also loved how close the house was to St. Augustine; only a short drive from the beach and local restaurants. Theresa was a wonderful host, extremely responsive and friendly. My family and I will definitely be back in the future. Theresa is absolutely a super host!

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