Places to stay in Fleming Island

Apartment in Jacksonville

5 out of 5 average rating, 27 reviews

Travel, Adventure, & Innovation

Kristen LRating, 5 stars2 weeks ago

Hi joes place was amazing for my family an I . I loved the view from the balcony , pool was walkable from the house . Property was super clean and quiet . Inside the house had everything I needed . The beds were so comfortable the house was so clean I totally would do it again . Joe was great he was responsive and available if needed

Apartment in St. Augustine

4.97 out of 5 average rating, 735 reviews

Balcony apt on USA’s oldest Street (St. George St)

MichaelRating, 5 stars2 weeks ago

very friendly host, and extremely considerate. thankful host allows people to stay here, makes you feel at home yet also on vacation. She even offered to let us stay past checkout time which I found very nice. overall it was rather easy to find despite the warning, the noise wasn't trouble at all, you could barely hear anything even with the live band next door. If I can, I'll be booking here specifically during my saint augustine trips from now on.

5 out of 5 average rating, 127 reviews

Home in Lincolnville

Unmatched Luxury + Just Renovated + Dream Getaway!

GeertRating, 5 stars1 week ago

This place was such a gem! The private backyard was a peaceful retreat—perfect for morning coffee or winding down by the fire pit at night. We loved having the bikes available; it made exploring charming St. Augustine so much fun (and it’s a super easy ride into downtown!). The house was spotless, beautifully designed, and had all the beach gear we needed for our days by the water. Thoughtful touches everywhere. We’d definitely come back!

4.97 out of 5 average rating, 157 reviews

Cottage in St. Augustine

Charming 2/2 Cottage ~ Walk to Historic Downtown

JeffRating, 5 starstoday

We completely loved our Anniversary stay in the “Love” cottage! We could walk to so many restaurants and shopping. We also enjoyed our nights on the porch, it was so peaceful and relaxing. We also didn’t have to worry about any safety issues. Rachel, we can’t “Thank You” enough for a wonderful stay. Hope to see you next year at the cottage.

Apartment in St. Augustine

4.89 out of 5 average rating, 111 reviews

LaPosada: In the Downtown Historic District

MaryRating, 5 stars3 weeks ago

This location was very Convenient for walking around the city without the hassle of driving and parking. Comfortable beds, quiet neighborhood, three bedrooms and one bathroom worked fine for the three of us. Walking distance to restaurants and close to Flagler College. Good kitchen with coffee but not much else for condiments. There is a grocery about a five minutes drive away. Beaches were about 15-20 minute drive and we especially liked Hammock Beach.

5 out of 5 average rating, 5 reviews

The Mini Moody Close to Beach and Downtown!

JeremyRating, 5 stars1 month ago

A great little place for me and my kids to kick it for a weekend in Saint Augustine! The entire area and streets were kids safe for bikes and scooters and we walked or rode everywhere, to include downtown in the historic area. As well, the hosts were exceptionally responsive and even gave a few recommendations for us to do. Very nice place and will definitely look to stay again!

Apartment in Lincolnville

4.89 out of 5 average rating, 623 reviews

Unbeatable Downtown Studio On St. George Street

TomRating, 5 stars1 week ago

After being a 5-year resident of St Augustine and frequenting the downtown regularly it was a fun time to stay downtown on St George Street. The Glitz and Glamour lives up to its name in how the apartment is decorated. The location is in the heart of the bustling downtown, easy to walk to dinner and drinks afterwards. The apartment was very clean and well-appointed for quests. Hats off to the owners.

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What guests are saying

Luxurious family paradise in downtown St Augustine

4.69 out of 5 average rating, 51 reviews4 months ago

very home feeling. clean close to amazing spots (ice plant & fish camp 2 must go restaurants) the house was amazing comfy it could use a slight updating ( but because my taste in decor is very morden) but nothing that will discourage me from booking 10 more times. Ashish very friendly and positive. neighborhood was perfect safe clean quite. we will be back!!! one request give me a shower caddy lol and it's a 10 of 10 for us.

Home in Lincolnville

What guests are saying

Townhome in St John’s

5 out of 5 average rating, 14 reviews2 weeks ago

Kristen’s place was just as described. It was very easy to check in and get inside. Everything was very clean. Our favorite part is that there were no strong fragrances, all of the bath and cleaning products were low to no tox, she had very clean and healthy snacks which came in very handy with our 3 kids. She was also very friendly and responsive. The area is very centralized to a variety of destinations. We would definitely stay again if we needed to be in the area.

Home in St. Augustine

What guests are saying

Clean simple and cozy home in St. Augustine

4.96 out of 5 average rating, 95 reviews3 days ago

Sandra initiated contact after I booked her place. she was very informative and responsive. it was very easy to locate her place and obtain access. it was an adorable place, exactly what we needed in the perfect location, both private in a lovely neighborhood and a short walk to town. I would definitely stay here again. she was also very friendly and easy to communicate with.

Apartment in St. Augustine

What guests are saying

Coco's Cozy Cabana - Hot Tub / Walk to Downtown

4.89 out of 5 average rating, 91 reviews1 month ago

This lil gem was so well kept! The neighborhood was great and close enough to attractions we just took an uber, cheaper than parking. You have everything you need to cook at home if you wanted. Very responsive and professional. We will definitely stay there again when in town.

Home in Lincolnville

What guests are saying

Historic 8 Dupont Lane B

4.83 out of 5 average rating, 78 reviews5 days ago

Visited with my family of 3 over Easter weekend and we enjoyed our stay. The location is why we chose this place and it really is the highlight. It offers the best of both worlds in St. Augustine: walking around and enjoying the historic part of town, while having a short drive to our favorite beach access. The place is like pictured, small but good for a short stay. Our dogs loved it also!

Home in St. Augustine

What guests are saying

Uptown Family Cottage-Steps to attractions!

4.93 out of 5 average rating, 40 reviews3 months ago

My family and I had a spectacular time in Saint Augustine. The house was the perfect place to stay at. The house was super adorable, very clean and well put together. It’s walking distance to the old jail and the fountain of youth. And just a few minutes walk to Our Lady of La Leche and some shoppes and restaurants. The neighborhood is safe and quiet. I will for sure stay here next time I’m in Saint Augustine. Thank you Cheri for everything.

Home in St. Augustine

What guests are saying

Casa Sofia| Walk to Historical Downtown!

4.8 out of 5 average rating, 60 reviews3 weeks ago

We loved the house. The three full bathrooms in each bedroom were exactly what we needed for the number of adults we had staying. We drove in separately so the parking in the back was perfect for us. The location was also great. It was such an easy walk to everything downtown.

Home in St. Augustine

What guests are saying

Downtown St. Augustine Apt, Smart TV, Pack N Play

4.83 out of 5 average rating, 46 reviews2 weeks ago

My husband and I loved this quaint, quiet location near the marsh and across from a historic mission. It’s within a very reasonable walk to downtown St. Augustine, the fort and fun restaurants and coffee shops. We had a great list of activities and restaurants which helped plan our week. The neighborhood felt safe and as enjoyed walks near the marsh and seeing historic homes. We had plenty of amenities to cook breakfast and have a comfortable stay.

Apartment in St. Augustine

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Popular amenities for Fleming Island places to stay

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Stay near Fleming Island's top sights

Pepper's Cocina Mexicana9 locals recommend

Eagle Harbor Golf Club7 locals recommend

AMC Fleming Island 126 locals recommend

Just A Pinch Cafe' & Catering5 locals recommend

Taps Bar & Grill5 locals recommend

The Fresh Market4 locals recommend

Other great vacation rentals in Fleming Island

Apartment in St. Augustine

4.92 out of 5 average rating, 204 reviews

Elegant, FREE BIKES dog-friendly downtown apart.

TuckerRating, 5 stars2 weeks ago

A very nice, comfortable, and clean location close to downtown. Only about a 5 minute stroll to St George street provides a great location to stay without having to drive or worry about parking. I would for sure stay here again.

4.98 out of 5 average rating, 115 reviews

Country Cottage 3-bedroom home with free parking

CynthiaRating, 5 stars2 weeks ago

Love the entire home . Just a few folks driving through the neighborhood loudly a night or two. It’s super close to the beach and fun local restaurants ! So much to see and do . Everyone in our family had comfy beds !!! Def agent coming back

4.9 out of 5 average rating, 139 reviews

Home in Jacksonville

The Pink Cabana

ShauntayRating, 5 stars3 weeks ago

Tannis home is absolutely amazing! Extremely clean & loaded with everything you need to feel right at home. It was everything our family needed for a weekend getaway! The pool is beautiful and very clean with plenty of pool floats. We enjoyed the firepit as well. Did I mention how beautiful its decorated! Every room has a gorgeous light fixture and the beds are so comfy! The Pink Cabana will be my choice every time I visit Jacksonville. We give it a 💯!

4.97 out of 5 average rating, 112 reviews

Townhouse in Beaches

200 ft to toes in the sand! Restaurants! Shopping!

PamRating, 5 stars1 week ago

Amazing return visit! This was our second time at Elizabeth’s place and it was fantastic. The townhome was spotless and Elizabeth is easy to get ahold of if anything is needed. The location is perfect- walkable to beach, shops and restaurants. Kitchen is updated and well appointed. Thanks for a lovely stay!

4.98 out of 5 average rating, 273 reviews

Villa in St. Augustine

Perfect location 2 Bedroom Private Hot Tub

DebraRating, 5 stars1 week ago

We had an amazing stay at Zak’s place and would absolutely give it 5 stars! The location was unbeatable super walkable to everything we wanted to do, which made exploring the area so easy and convenient. The house itself was spotless, beautifully maintained, and had everything we needed for a comfortable stay. The hot tub was such a treat and the perfect way to relax after a long day. Zak was incredibly friendly and available throughout our entire stay. He made sure we had everything we needed and was quick to respond. You can tell he really cares about creating a great experience for his guests. We couldn’t have asked for a better host or a better place to stay. Highly recommend and would definitely come back!

Townhouse in St. Augustine

4.91 out of 5 average rating, 129 reviews

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Ann MarieRating, 5 stars1 week ago

A slice of heaven for the week. We would definitely return to Inga's beautiful beach house. We already recommended it to our family and friends! The location is great. Quiet community and within minutes to beach, and about 10 mins. to the Publix grocery store. The St. Augustine historic center is about 20 minutes away. Inga is quick to respond and adequately communicated. The home is spotless and well appointed with all you need for a comfortable and memorable reprieve. Thank you!

4.89 out of 5 average rating, 112 reviews

"The Coastal House" Water Views and a Golf cart!

Lindsay Rating, 5 stars2 weeks ago

We are so grateful to Tim and Melody for providing a space where our family could be at home for a long weekend. My partner and I are in the process of creating a blended family, so this time together - and the need for it to be peaceful and joyful - was especially important for our young kids. It was everything we could have hoped for and more. We will be back!