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
4.89 out of 5 average rating, 180 reviews

Spacious Heated Pool home with pool/pingpong table

ChastityRating, 5 stars2 weeks ago
Our family was in town for a memorial for my mother in law. The home gave us a spot to be together and enjoy each other’s company and to reflect on the memories of her and the many years she spent in Palm Coast. The amenities such as the pool table and ping pong table were used by all and helped to keep us all occupied and entertained. The home is in a centralized location to food and shopping and just a 15 minute ride to Flagler Beach.
Guest favourite
Home in St. Augustine
4.96 out of 5 average rating, 103 reviews

New luxury heated pool home steps from the beach!

ShirleyRating, 5 stars3 weeks ago
Nice house. Nice heated pool. Fully equipped kitchen. Short walk to the ocean.
Superhost
Home in St. Augustine
4.91 out of 5 average rating, 129 reviews

steps to the beach, double mastersuite- pool home

ThomasRating, 5 stars1 month ago
Jody’s place is a great place to have a quiet, close to the beach house within a few minutes of driving to Saint Augustine. Lots of great bedroom, space, and lots of room. I would highly recommend staying here if you plan to visit the Saint Augustine area!
Top guest favourite
Home in St. Augustine
4.98 out of 5 average rating, 162 reviews

Historic St. Augustine 2/2 Duplex & Pool

StefanieRating, 5 stars4 weeks ago
I met up with my friends from all over the country at Lili's beautiful home. We were immediately welcomed with a sign with my name on it as we entered the door. We had gone out to the pool when we first arrived, and Lili sited us there, so she came in to introduce herself. She gave us so many great recommendations about St. Augustine. Easy walking distance to the downtown area sites. We hope to return and will definitely rent from Lili again. The beds were comfortable, lots of clean towels, plenty of supplies in the kitchen and bathroom made our stay very easy. Thanks again Lili!
Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 136 reviews

Southern Charmer w/Pool - Walk to Everything!

CheriRating, 5 stars1 month ago
My husband, little dog, and I loved the Southern Charmer! It was a great place to celebrate my husband’s birthday. We stayed at Pauline’s house next door last year for my birthday and I had stayed there another time with my husband’s sisters. Both houses are great and the location cannot be beat. Close to downtown but in a quiet residential area so it is very peaceful. The views from the Southern Charmer are beautiful. Pauline is a great host. Super responsive and accommodating.
Guest favourite
Home in St. Augustine
4.96 out of 5 average rating, 186 reviews

Walk downtown to see nights of lights, heated pool

NicoleRating, 5 stars3 weeks ago
Quiet location. Walking distance to downtown area. Theresa was incredibly responsive and went above and beyond to accommodate my requests. Communication was smooth, and she made sure I had everything I needed for a comfortable stay.
Guest favourite
Home in St. Augustine
4.85 out of 5 average rating, 214 reviews

Spacious St. Augustine Home "The Gold Knocker"

NormaRating, 5 stars4 days ago
this place was great. pool was warm very clean and had lifejackets for kids and floating devices for adults. the home itself was very comfortable and had everything we needed for our stay and then some. Nicky always responded to any question quickly. Great host. The location is a bit further from the historic area (15 minutes) but hey you can't have everything. It was in a quiet residential area which adds to the peaceful surroundings. We definitely recommend this home and this host. Thanks for everything Nicky. Hopefully we will be back as St Augustines is a beautiful place to explore 😊
Guest favourite
Home in St. Augustine
4.87 out of 5 average rating, 119 reviews

Best of Both Worlds- Family Oasis

AnnaRating, 5 stars1 day ago
This is a great spot for a St Augustine visit with the family. Nice pool and hot tub, comfortable house with all the amenities, including a well-stocked kitchen and some fun games. Walkable to some shops and restaurants and quiet neighborhood. Very nice place.

Weekly house rentals

Guest favourite
Home in St. Augustine
4.76 out of 5 average rating, 107 reviews

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

JoeyRating, 5 stars1 month ago
This place was just as advertised, affordable, and a great place to stay for a nice getaway. We would definitely stay here again!
Superhost
Home in Palm Coast
5 out of 5 average rating, 5 reviews

Suburban paradise

SandyRating, 5 stars3 months ago
We had a wonderful Thanksgiving here with very roomy and comfortable. Would definitely stay here again .
Superhost
Home in St. Augustine
5 out of 5 average rating, 3 reviews

Spring Brk DEAL! Fam Trip~PrivatePool~3mi to Beach

DanyRating, 5 stars2 months ago
Really nice and cute place. Perfect for a big family and close to the downtown
Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 31 reviews

5BR, Pool,HotTub, Putput, Walk to Beach,Game RM!

BrunoRating, 5 stars2 months ago
What a wonderful home to celebrate Christmas! A beautiful home… all the amenities… heated pool… cool backyard… games room… everything you would want for a holiday getaway! Our thanks to Jess and Aaron! We would definitely return if in the St. Augustine area in the future!
Guest favourite
Home in St. Augustine
4.96 out of 5 average rating, 145 reviews

Multi Family House - 2 Kitchens/Hot Tub/Near Beach

DonaldRating, 5 stars3 weeks ago
My family and I had a wonderful stay at Glenn and Kelly’s. The house was clean and comfortable. The teenagers loved the downstairs apartment and the hot tub. We will definitely be back 😊
Guest favourite
Home in St. Augustine
4.88 out of 5 average rating, 221 reviews

2BR Cottage -- Walking distance to Downtown St. Aug

CassandraRating, 5 stars3 weeks ago
My stay was absolutely amazing! I extended it as long as I could. Not only was the property incredibly clean, but it was decorated beautifully as well. The location is walkable to Historic Downtown, and the neighborhood felt quiet and safe. Overall an amazing property to stay in while exploring St. Augustine. A huge thank you to the Host, James, who was very responsive as well!
Guest favourite
Home in St. Augustine
4.85 out of 5 average rating, 132 reviews

St. Augustine Beach Home - 2 min walk to the beach

EthanRating, 5 stars6 months ago
We loved the house, it’s in a good location that’s close to everything we wanted to do & see. The kitchen was well stocked with cooking ware and utensils. I loved that we had a fridge upstairs and downstairs and that both floors have their own living area. In short it was better than we expected and we probably will stay here again in the future!
Top guest favourite
Home in Saint Augustine
4.95 out of 5 average rating, 421 reviews

Walk to EVERyTHING Downtown within minutes.

CynthiaRating, 5 stars1 month ago
Fantastic location! We were able to walk most every place we wanted to visit. The house is located in a neighborhood experiencing positive change through renovations. There were three of us, & we felt safe walking after dark from St George St. The house has been remodeled & had everything we needed for our stay. There is even a small back deck area with outdoor table & chairs. Parking for our one vehicle was easy. Pictures in the listing are current and what we found upon arrival. The house was very clean. Blake was proactive with communication & made sure we knew he was available if needed. We would stay again if back in the area.

Private house rentals

Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 15 reviews

Whole House Not Shared, Private in St Augustine FL

KaterynaRating, 5 stars4 months ago
Staying at Matt and Tashas was great. Its a serene home with all the basic amenities you need. Its very clean and centrally located to crescent beach and st augustine downtown. Matt was very communicative and proactive if I needed anything. It was greatly appreciated as I ended up having to do the trip alone instead of with my friend like I originally planned. The sitting area in the backyard was also very private and made for peaceful mornings enjoying the sunshine and birds chirping with a cup of tea. Overall a great stay in a quaint location with a lot of tranquility & convenience.
Superhost
Home in St. Augustine
4.8 out of 5 average rating, 5 reviews

2 Houses 1 Property! Minutes to the beach!

KristineRating, 5 stars26 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 favourite
Home in St. Augustine
4.89 out of 5 average rating, 132 reviews

The Beach House at Crescent Beach

Jane R.Rating, 5 stars1 week ago
This cottage met all expectations and is just what we've been looking for in this area. We will definitely stay here again each year on our way home from South Florida! Comfy beds, reading lights in bedrooms and living room. Great location. Great host! We love it!
Superhost
Home in Palm Coast
4.77 out of 5 average rating, 95 reviews

Cozy Palm Coast Home w/private heated pool

Courtney ERating, 5 stars1 month ago
The home was beautiful and clean. Great location. Palm Coast is a peaceful and beautiful community.
Guest favourite
Home in Palm Coast
4.94 out of 5 average rating, 127 reviews

Poolside Ocean Living for the Family

RosieRating, 5 stars2 weeks ago
We needed a reprieve from Chicagoland winter and Erin's place came to our rescue! We had never been to this part of Florida and we'll be back. (Hope others stay away though, it's a hidden gem!) Such friendly neighbors as you walk by about 30 houses on the way to the beach every day...they made it feel like a neighborhood we felt comfortable in. Seriously...we 'owned' the beach! The great February weather didn't hurt either! We paid to keep the pool heated and swam almost everyday. What's there not to love?! House is stocked with everything imaginable you could need. We used their bikes often to tool around the area and that was a great perk. Beds were comfy and bathrooms were HUGE and also well stocked with essentials. We'll be back to the area and will def be calling Erin up again to use her "Haven in the Hammock"!
Top guest favourite
Home in St. Augustine
4.98 out of 5 average rating, 109 reviews

Country Cottage 3-bedroom home with free parking

KarinRating, 5 stars2 weeks ago
This cottage is such a peaceful place! Very clean, very kind and responsive host, and many magical surprises: a rooster and chicken running about the yard, a kids' circus tent and yoga mat in one of the closets, and the best outfitted and elegant laundry room we've ever seen. Plus, the living room, kitchen and dining table are all in a huge open space that was perfect for family conversation and relaxing after our intense, destination-wedding event in the historic downtown. We also enjoyed the glass chess set in the living room, the fancy folded towels on the beds, and walking to Maracuya on King Street for amazing Peruvian coffee and pastries. One of the best AirBnB's we have stayed in! Thanks!
Superhost
Home in St. Augustine
4.75 out of 5 average rating, 120 reviews

Uptown "Hide-Out" Stylish Home in Prime Location

DanielleRating, 5 stars1 month ago
Huyen in an amazing host. She was very responsive for anything we needed and was even able to work it out so we could park our big truck on the side, so it didn't stick out in the street. The house is in a great location and very cozy. Thank you again for everything and making my birthday weekend a very enjoyable one. We will definitely be back! :)
Top guest favourite
Home in Palm Coast
4.96 out of 5 average rating, 141 reviews

Beautiful Cozy House/ Tons of Privacy/ Canal View

JerryRating, 5 stars2 days ago
It was a great place for us. A quiet area. The house was large enough to allow us to not be in each others way. Roman was very helpful throughout the complete process. We plan to book this property again next year.

Destinations to explore