Fleming Island Holiday Rentals

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Our top choices for Fleming Island holiday rentals

Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
10.0 out of 10, Exceptional, (36 reviews)
"The property and location and all amenities met our needs. "
United States
Karen Y.
The price is AU$610
includes taxes & fees
22 June - 23 June
Rustic Owl w/ 2Kings In Fleming Island

2 Full Beds | Suite, Non-Smoking, Kitchen

2 Full Beds | Suite, Non-Smoking, Kitchen
Southside
9.6 out of 10, Exceptional, (34 reviews)
"Kay sorgt dafür, dass wir immer frisches Café haben."
Germany
Anonymous traveller
The price is AU$114
includes taxes & fees
7 June - 8 June
2 Full Beds | Suite, Non-Smoking, Kitchen

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Northwest
8.8 out of 10, Excellent, (25 reviews)
"Great stay! Easy check in and super clean. Very close to everything! We ubered to the bar and it was only 6!! Cute place!"
United States
Catherine B.
The price is AU$310
includes taxes & fees
9 June - 10 June
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

Cozy spacious 2 bedrooms 2 bathrooms near beach

Cozy spacious 2 bedrooms 2 bathrooms near beach
Sandalwood
8.8 out of 10, Excellent, (45 reviews)
"Beautiful and comfortable place to vacation"
United States
McKenna L.
The price is AU$390
includes taxes & fees
13 June - 14 June
Cozy spacious 2 bedrooms 2 bathrooms near beach

A Santorini Escape w Bikes in Walkable Riverside

A Santorini Escape w Bikes in Walkable Riverside
Northwest
10.0 out of 10, Exceptional, (3 reviews)
"Really nice property with close proximity to great bars. Photos were accurate and it was very clean. Very enjoyable stay! "
United States
Madison B.
The price is AU$231
includes taxes & fees
7 June - 8 June
A Santorini Escape w Bikes in Walkable Riverside

Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Northwest
9.8 out of 10, Exceptional, (40 reviews)
"Just a perfect comfortable stay"
United States
Jim F.
The price is AU$247
includes taxes & fees
10 June - 11 June
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

La Casita by Amarelys and lazaro

La Casita by Amarelys and lazaro
Southside
10.0 out of 10, Exceptional, (9 reviews)
"Yes it was very warming and enjoyable I would book again "
United States
Katrina F.
The price is AU$389
includes taxes & fees
14 June - 15 June
La Casita by Amarelys and lazaro

Mi CASA es su CASA

Mi CASA es su CASA
St. Augustine
10.0 out of 10, Exceptional, (100 reviews)
"The property was clean, beautiful and safe. The hit tub and pool was very beautiful and so was the condo. "
United States
Ryan
The price is AU$313
includes taxes & fees
1 July - 2 July
Mi CASA es su CASA

Modern, Cozy and Private Studio

Modern, Cozy and Private Studio
Arlington
9.8 out of 10, Exceptional, (6 reviews)
"Great little place. Easy to get into, decorated well, and all instructions were clear."
United States
Dane
The price is AU$176
includes taxes & fees
7 June - 8 June
Modern, Cozy and Private Studio

Magical Midsummer Night Glamping Loft w Bikes

Magical Midsummer Night Glamping Loft w Bikes
Northwest
10.0 out of 10, Exceptional, (9 reviews)
"It was Enchanting and the location perfect!"
United States
THC
The price is AU$213
includes taxes & fees
7 June - 8 June
Magical Midsummer Night Glamping Loft w Bikes

Cozy Private Entire Studio Suite Independent Guest Entrance

Cozy Private Entire Studio Suite Independent Guest Entrance
Westside
9.4 out of 10, Exceptional, (21 reviews)
"Nice place to chill out before you go on vacation cruise. "
United States
Christopher W.
The price is AU$201
includes taxes & fees
14 June - 15 June
Cozy Private Entire Studio Suite Independent Guest Entrance

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Del Rio
9.8 out of 10, Exceptional, (49 reviews)
"Very clean and the host was very responsive to our questions and requests "
United States
Ruth K.
The price is AU$459
includes taxes & fees
8 June - 9 June
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin

Private Studio Entry

Private Studio Entry
Palm Valley
10.0 out of 10, Exceptional, (96 reviews)
"Great communication! Clean place, quiet and convenient location. "
United States
Jessica Y.
The price is AU$341
includes taxes & fees
8 June - 9 June
Private Studio Entry

Private 2BR Home • 10 min to airport & downtown •WiFi • Patio •Comfortable stay

Private 2BR Home • 10 min to airport & downtown •WiFi • Patio •Comfortable stay
Northwest
The price is AU$455
includes taxes & fees
7 June - 8 June
Private 2BR Home • 10 min to airport & downtown •WiFi • Patio •Comfortable stay

Spacious 5BR Home • Sleeps 10 • Fenced Yard

Spacious 5BR Home • Sleeps 10 • Fenced Yard
Murray Hill
The price is AU$444
includes taxes & fees
7 June - 8 June
Spacious 5BR Home • Sleeps 10 • Fenced Yard

Soul O Studio - Walkable Riverside w Bikes

Soul O Studio - Walkable Riverside w Bikes
Northwest
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was wonderful. It was welcoming, comfortable, convenient, and had everything we needed. We will definitely stay there again!"
United States
Karen W.
The price is AU$220
includes taxes & fees
10 June - 11 June
Soul O Studio - Walkable Riverside w Bikes

*The Murray Hill Bungalow*-Arcade games/Patio

*The Murray Hill Bungalow*-Arcade games/Patio
Murray Hill
10.0 out of 10, Exceptional, (9 reviews)
"Andrew and Melanie are great hosts! The house is very nice especially the new kitchen and bath. This is our second time staying here and we will be back."
United States
Lillian A.
The price is AU$408
includes taxes & fees
23 June - 24 June
*The Murray Hill Bungalow*-Arcade games/Patio

Forth House - charming 2 BR apt in historic SPR!!!

Forth House - charming 2 BR apt in historic SPR!!!
Urban Core
9.8 out of 10, Exceptional, (9 reviews)
"Lovely property. It was perfect for us and spending a few days in Jacksonville. Communication was on point. Would love to stay here again if in the area. "
United States
Ashley
The price is AU$932
includes taxes & fees
10 June - 11 June
Forth House - charming 2 BR apt in historic SPR!!!

Roomy Murray Hill Couples Retreat

Roomy Murray Hill Couples Retreat
Northwest
10.0 out of 10, Exceptional, (6 reviews)
"This was our first experience with renting a Vrbo and we were so relieved to find this treasure that fit us perfectly! We are both professional GenX'ers and found the house and neighborhood a delight. We'll stay with these hosts anytime! "
United States
Robert B.
The price is AU$326
includes taxes & fees
7 June - 8 June
Roomy Murray Hill Couples Retreat

Private Loft at a Working Show Barn ~ Pets Welcome!

Private Loft at a Working Show Barn ~ Pets Welcome!
Middleburg
9.6 out of 10, Exceptional, (25 reviews)
"Horses were great, stay was wonderful, very relaxing "
United States
Tina S.
The price is AU$256
includes taxes & fees
10 June - 11 June
Private Loft at a Working Show Barn ~ Pets Welcome!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fleming Island Hotel Reviews

Find out more about Fleming Island

Everything you need to know about Fleming Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fleming Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Fleming Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fleming Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fleming Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fleming Island holiday rentals we have selected for you start as low as AU$107 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Fleming Island rentals

At Expedia, we put the best Fleming Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fleming Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fleming Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fleming Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Fleming Island?

Yes, there are holiday rentals close to the most popular sights in Fleming Island, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Fleming Island. Make sure you have time to check out the entertainment choices and football games during your trip.

What are some of the best holiday rentals that Fleming Island has to offer?

RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.: This holiday home rental outside of Fleming Island offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Fleming Island?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Fleming Island stay.

What’s there to see and do in Fleming Island?

Enjoy the area's cultural attractions such as Mandarin Museum, or get outdoors into nature at a spot like Little Jessie Island. Jacksonville Naval Air Station and St. Johns Town Center are other popular places to visit in the area.

What’s a holiday rental in Fleming Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Fleming Island. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.