Holiday rentals with outdoor seating in Anastasia Island

We had the best experience at Uncle Reggie’s Beach House! Beautiful home and perfect location close to everything. We really appreciated the bikes and all of the extra touches that made us feel right at home. Our pup loved the beautiful and spacious fenced-in backyard! Our only regret: we wish we would’ve booked a longer stay! Next time we won’t make that mistake. Can’t wait to be back! Thank you Michael and Farah! -Brandi, Bobby, and Ali

This was the perfect location for exploring St. Augustine’s! Quick walk to the historic district, and easy to take a quick drive to beaches and other areas. Jamie’s place is spacious & beautifully decorated as well - would look forward to returning!

We had a great time and enjoyed the house. The host was very responsive. The views were beautiful. Historic St. Augustine is a quick drive away. There are other restaurants and ice cream places in walking distance. The house had everything we needed to cook and grill. I’m sure we will be going back again soon.

This place was amazing! Perfect location, only 15 minutes of St. George street. The pool was amazing and very refreshing! My dog absolutely loved the backyard. We even got to see a few deer! Very clean and the host is very responsive. My nephew loved the pool table! I would definitely recommend this location!

This is our second stay here and we just love this place! The location is peaceful and right on the water. The new dock is very nice and the fish seem to bite good at this location. The house is very clean, well laid out and super cozy. The beds sleep comfortably and the linens are nice and soft. We love the open layout for the kitchen and living room, the spacious walk in showers and the decor is well put together. Everything you need as far as cooking goes and we love that it’s less than five minutes from the beach access. We will be back and I can’t wait to visit this location for our soon to be third time staying here. I’d make it a permanent residence for my husband and I, if I could. We love it and thank you for having us!

Had a wonderful 4 day stay at Dani's. Great location to the beach and restaurants, awesome fishing off the dock in the backyard and not to far from downtown saint Augustine. House was very clean and had everything that we neefed: Will absolutely be staying again when we're in town.

We loved our stay at Whitney and John’s place! Their home was immaculate. Perfect for a baby and two young children and a dreamy retreat for the adults. Just a few minutes walk to the beach. Adorable restaurants also walkable and perfect for a family! Whitney and John were so lovely and responsive. We can’t wait to go back!

It was a beautiful house with amazing views of the water and sunsets. Our favorite part was sitting out back watching the boats and the birds. The house was clean and comfortable- beautifully decorated with everything you might need. Loved how close it was to historic downtown St. Augustine. We would definitely stay here again!

We love Low Tide and look forward to our beach trip every year! It's the absolute best pet friendly place to stay, my dogs always have the best time going for walks on the beach and hanging out in the beautiful backyard. Inside is cozy and comfortable too. The best part is being only steps away from the beach, and many great food options also within walking distance. My favorites are Burrito Works, Beachcomber, and Cone Heads for ice cream (and pup cups!) Low Tide has just about everything you could possibly need, and Laurie is always making improvements to her beautiful place. We're always sad when it's time to leave!

If you are looking and are on the fence about Geni & Chris’s place it is definitely worth booking. The location is convenient to the beaches & downtown. The apartment is spacious & clean. There were beach towels and chairs for us to use which came in handy. If we return to St. Augustine we will definitely rebook with Geni & Chris.

My wife and I really enjoyed staying here. The kitchen was a bit sparse but exactly what we needed to make some meals at home. The pool was great and the grill super useful. Great all around and close enough to everything!

We loved the location, the decor, the available extras! ( like games, towels and bathroom extras) she communicated very well and was super helpful. Just to make you aware there is a business below the loft so you are above them. The stay was great and the private parking space in the back was helpful!

We really enjoyed our stay. Great location, clean and cozy apartment. The backyard space is beautiful for sunsets.

Location, location, location! This place was a blast to the past and close to everything! Loved this AirBnB and will be staying in the future. Everything was in walking distance and so many things to do. Book now!

The apartment at 78 Spanish Street was an amazing place to get away to. Gregory was always very friendly and fast when communicating with. 100% would stay again!

The Turtle's Nest is an adorable little place, very homey, clean, well stocked - even with extra supplies, and the beds were very comfortable. The view is beautiful and the beach just steps out the back door! Rebecca and Rob communicated immediately - they live next door so they are available to help, if anything is needed. They definitely understand how to offer an exceptional rental experience. This place is a gem, we will be back!

Thanks Lori for a great stay! The condo is beautiful and accurately described. We very much appreciated the beach gear and items for kids to use; it saved us from buying items to use for a few days. Also her kitchen and bathrooms are well stocked. I highly recommend her condo!

Updated condo. Very well appointed. kitchen: had appropriate condiments and spices. cooking utensils were new and not damaged. No flaking Teflon or cheap Walmart pans. Living room: comfy couches. pull out couch was actually comfortable for a kid to sleep on. had games, didn't use them. Bedrooms: comfy beds. pillows were very firm. the extra pillows provided were softer. Bathrooms: came with plenty of towels including beach towels. Had shampoo, conditioner, and body wash. Patio: spent my mornings drinking coffee and watching the sunrise. plenty of seating. also the unit is on the 3rd floor, so the mosquitos and other biting bugs didn't get up that high. the grill is electric (condo requirements from the looks of the other units) so it is slow to heat up. fyi if you are grilling. Facilities: the workers and facilities are great. pool big. nice lawn for kids that had movies some nights. had tennis/pickleball courts, indoor pool and racquetball. had food trucks at pool daily

Exceptional unit with incredible views. We would absolutely stay again, and hope to do so. Barbara was quick to respond and was the perfect host. Two dishwashers - what a bonus! There were lots of extra blankets, pillows, and our kids loved their bedroom. The shades kept the rooms so comfortable for sleeping in. Wonderful week with lifelong memories. Thank you, Barbara!

Beautiful view of the beach and right next to the pool. We had a short stay but so glad we chose to stay here. Also highly recommend Commanders Outpost restaurant (3 minute drive down the street) for a great dinner

This Airbnb was perfect for a stay for two people. The space was clean, spacious, and had everything we needed. The location was quiet yet close to restaurants and the beach! We’d definitely stay here again!

Great host! Beautiful property!!! Can’t ask for a better view for both sunrise and sunsets. Have stayed in the area many times and this place was the best. Felt at home when arriving and didn’t want to leave. The neighbors were friendly. I got the rest and great memories that I was wanting on this vacation.

Great stay at Joe’s place. The view is spectacular. The unit had everything needed for fun beach days. Clean and relaxing space. Super convenient beach access and close to the pool. Joe was a responsive and accommodating host. We would absolutely stay here again!

We had a wonderful stay at Jordan's place. The place was comfortable, clean, quiet and had lots to do within walking distance. We will definitely be looking this place up next time we are in the area.