
Holiday houses in Fleming Island
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Top-rated holiday rentals in Fleming Island
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Fleming Island holiday rentals
Other great holiday rentals in Fleming Island
Superhost

Home in St. Augustine
5 out of 5 average rating, 3 reviewsSand 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 reviewsPalms & 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 reviewsThe 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 reviewsWalk 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 reviewsCozy 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 reviewsLovely 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 reviewsOasis 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 reviewsSweet 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
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Palm Harbor Golf Club
- Boneyard Beach
- Paynes Prairie Preserve State Park
- Old A1A Beach
- Pablo Creek Club
- Driftwood Beach
- TIAA Bank Field
- Matanzas Beach
- Kathryn Abbey Hanna Park
- Crescent Beach
- Fountain of Youth Archaeological Park
- Vilano Beach
- Eagle Landing Golf Club
- Guana Reserve Middle Beach
- St. Augustine Alligator Farm Zoological Park
- Lightner Museum
- Old Salt Park
- Florida Museum of Natural History
- North Beach Guana River Preserve
- Bent Creek Golf Course
- Amelia Island State Park
- Amelia Island Lugar Lindo