Holiday houses in Fleming Island

Find and book unique accommodation on Airbnb

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Popular amenities for Fleming Island holiday rentals

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 holiday rentals in Fleming Island

Superhost
Home in St. Augustine
5 out of 5 average rating, 3 reviews

Sand and Waves: side by side Beachfront Bliss

MarkRating, 5 stars2 months ago
We stayed at Paola's place for a company retreat. We were able to book both houses and they very comfortably accommodated our group of 14, with room to spare. The houses were very comfortable. The property is amazing, with direct beach access and plenty of room. Paola was a great host. Very responsive and very helpful. I would definitely stay again.
Guest favourite
Home in Lincolnville
4.86 out of 5 average rating, 7 reviews

Palms & Porches Paradise

KimmyRating, 5 stars5 months ago
We had a great stay. We absolutely fell in love with what the city had to offer. The home was cozy and clean. The home is about a 15 minute walk to the historic district which was nice being able to walk our entire stay. I would recommend this home to anyone visiting the area. We will absolutely be back.
Guest favourite
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 favourite
Home in Jacksonville
4.9 out of 5 average rating, 58 reviews

Lovely and spacious Florida get away

JordanRating, 5 stars1 month ago
Great communication and home is very nice and comfortable. Will be returning on our next visit!
Superhost
Home in St. Augustine
4.81 out of 5 average rating, 72 reviews

Oasis backyard, pool, & close to St. Augustine

DamarisRating, 5 stars4 weeks ago
Beautiful place to stay. Love the salt water pool, and patio. We felt right at home, definitely coming 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 holiday rentals in Fleming Island

  • Total rentals

    40 properties

  • Nightly prices starting at

    $62 AUD 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

Destinations to explore

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