Places to stay in Fleming Island

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for Fleming Island places to stay

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

Guest favorite
Home in St. Augustine
4.9 out of 5 average rating, 129 reviews

Beach & Serenity; The Perfect Location in St. Aug

MorganRating, 5 stars1 month ago
The stay here was wonderful! Molly the porch kitty was an added bonus! Close to downtown!
Guest favorite
Home in Jacksonville
4.9 out of 5 average rating, 140 reviews

The Pink Cabana

ShauntayRating, 5 stars1 month 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 💯!
Superhost
Apartment in St. Augustine
4.87 out of 5 average rating, 142 reviews

Walk to the Beach 2

AshleyRating, 5 stars1 week ago
Clay was the nicest Airbnb host our family has ever had. He was super friendly and made great local restaurant suggestions for us. The rental was clean, had plenty of extra linens/towels, kitchen supplies and was a short walk to beach access. The neighborhood was very nice and we felt very safe to take family walks in the evenings.
Superhost
Home in St. Augustine
4.68 out of 5 average rating, 34 reviews

Cozy Beach House Of Your Dreams

SarahRating, 5 stars1 month ago
I love the charm of this home, chefs kitchen, the house felt spacious, we loved hanging out in the backyard and the front porch, close walk into town but close to the beaches too and lots of local restaurants in walking distance
Guest favorite
Townhouse in St. Augustine
4.91 out of 5 average rating, 129 reviews

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Ann MarieRating, 5 stars2 weeks 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!
Guest favorite
Townhouse in St. Augustine Beach
4.92 out of 5 average rating, 158 reviews

Beach Front Condo in Saint Augustine Beach

TanyaRating, 5 stars2 weeks ago
This place was beyond amazing. We literally had EVERYTHING we needed including the kitchen sink ☺️. The place was clean and enough space to comfortably fit 3 adults and a toddler and still had additional space for at least 4 more people if you utilize the futon. The toddler room off the main bedroom was exactly what we needed for my grandson. It was my birthday weekend so the host graciously allowed me to check-in early and check out late. I loved the private beach and pool - neither were crowded which was perfect for my grandsons first beach experience. There's just so much more to say. William is an amaxing host. I will 100% be back for another stay!
Guest favorite
Home in St. Augustine
4.89 out of 5 average rating, 112 reviews

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

Lindsay Rating, 5 stars3 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!
Superhost
Home in St. Augustine
4.86 out of 5 average rating, 102 reviews

Sweet Sandcastle Vacations: A Luxury Beach Getaway

LeannRating, 5 stars1 month 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

Quick stats about vacation rentals in Fleming Island

  • Total rentals

    40 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Fleming Island?

    Experience the best of Fleming Island with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Fleming Island?

    Yes! Work meets play with ease at over 20 house rentals in Fleming Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Fleming Island have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Fleming Island. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Fleming Island?

    Four-legged friends are welcome in Fleming Island. Choose from more than 10 house rentals for guests traveling with pets.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Clay County
  5. Fleming Island