Holiday rentals with a kayak in Anastasia Island

What a gem of a place! We had a wonderful stay and enjoyed the house SO MUCH. The house was spotless, had tons of natural light, and was stocked with everything we needed for a great stay. The kids absolutely loved the hot tub and pool. How amazing that it overlooked the water... it almost felt like an infinity pool! The game room was a hit with my 9 year old and he played pool for the first time! This was surely a vacation to remember and we would gladly stay here again in a heartbeat.

This was our second year staying here and we loved it. Extremely clean, responsive host, and close to everything. We will be staying again next year!

We had an amazing experience staying at Matthew’s ’s place! The space was spotless, beautifully decorated, and exactly as pictured. Every detail was thoughtfully considered, including the fully stocked kitchen. The location was ideal—close to everything, yet peaceful and quiet for a good night’s sleep. Check-in was seamless and communication with Matthew was excellent. He was incredibly friendly and responsive. We didn’t want to leave and would absolutely stay here again without hesitation. Highly recommend to anyone visiting the area. Thank you for making our trip so special!

this was a very beautiful space that was shared with us beautiful over look of the water. The unit was very clean and had everything as listed. they had plenty of board games / out door activitys to keep everyone engaged. very beautiful home. thank you for letting us stay in it!!

We had a fantastic stay! The home was clean, spacious, and had everything we needed for a comfortable stay. The fully equipped kitchen made cooking easy, and the beds were incredibly comfortable. The highlight was definitely the pool it was the perfect way to cool off in the Florida heat! Ben was a super responsive host and made everything smooth from start to finish. Highly recommend!

We had a wonderful stay at this property! Property is clean and well maintained. Our family really enjoyed our stay and we will book at this location again! Property was just as described, with easy access to the beach and overall a very comfortable place to stay with our adult children and grandchild. The "beach supplies" that are available were just what we needed to have a good time at the beach without packing/purchasing all the needed things! The back yard with a large hot tub, patio and firepit area was a nice place to hang out in the evenings. Host Seth was awesome and very responsive!

This was the perfect location near St. Augustine for a large group. The Airbnb was set up perfect with lots of activities in the space. She had everything you could possibly need from extra blankets and pillows to Tupperware and serving platters in the kitchen! It was also very secure and safe. Everything was clean and it felt like home away from home. Couldn’t recommend this place enough!

Beautiful clean house, so many recommendations and games to play inside, absolutely perfect!

This was mine and my husband’s first time staying in Florida and hands down loved this little home. Missy was amazing. The house was so cute! Was nice and quiet and wasn’t too bad of a drive from the places we wanted to visit.

I am a native Florida I've been to St. Augustine many times. I have to say this was my absolute favorite visit! It was wonderful having a fenced-in backyard for our dog to run around in, and it was so nice having the screened in Breezeway to enjoy the evenings free of bug bites. Details in accessing the cottage were impeccable. The location is peaceful and far enough away from the hustle and bustle to be private, but right across the street from a great Putt-Putt spot, of an extremely short drive from the Alligator Farm, Anastasia State Park, and downtown. Parking downtown can be a mess, but for a few $10 Uber rides this entire stay was stress-free! My husband and I packed a ton of activities into a long weekend, and still had a great full kitchen to make a few meals "at home" as well. The garage offered a range of additional activities, loved having the grill, bikes, and kayaks; Anastasia St Park is one of our favorite kayaking spots. So pleased with our stay!

-Beautiful home in a nice, quiet neighborhood. -Loved the Florida decor. -The canal view was very peaceful. -Really enjoyed watching all the birds on the feeder. -The white lights around porch and on the palms were beautiful and relaxing. -Very informative book of local sights and restaurants. -Home stocked with everything you need, including a great pod selection of coffee, tea and hot chocolate. -Snack basket was a wonderful touch, including everything to make s’mores. -Michele and Kelly were very friendly and helpful and responded quickly to messages. -I loved staying there so much, I didn’t want to leave.

Mary’s place is the perfect getaway! This is our second time staying here and we’d love to go back next year! Super close to the ocean and so very peaceful and comfortable. They provide all the things you’d need for a great beach day- including chairs, wagons, and towels! Our dog loves the beach and we love that the beach is dog friendly all day long. We loved spending time on the porch in the evenings with the breeze coming off the beach. Everyone in the neighborhood is so friendly and kind as well. Mary is also very responsive and helpful. We truly enjoyed our stay and will definitely be back!