Fleming Island Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Fleming Island holiday rentals

Outdoor dining

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 HK$1,582
HK$3,359 total
includes taxes & fees
16 Jun - 17 Jun
Rustic Owl w/ 2Kings In Fleming Island
Lobby

2 Full Beds | Suite, Non-Smoking, Kitchen

2 Full Beds | Suite, Non-Smoking, Kitchen
Southside
9.4 out of 10, Exceptional, (35 reviews)
"Kay sorgt dafür, dass wir immer frisches Café haben."
Germany
Anonymous traveller
The price is HK$558
HK$634 total
includes taxes & fees
1 Jul - 2 Jul
2 Full Beds | Suite, Non-Smoking, Kitchen
Exterior detail

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 HK$705
HK$1,676 total
includes taxes & fees
9 Jun - 10 Jun
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Smart TV

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 HK$790
HK$2,175 total
includes taxes & fees
9 Jun - 10 Jun
Cozy spacious 2 bedrooms 2 bathrooms near beach
1 bedroom, desk, iron/ironing board, WiFi

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 HK$627
HK$1,268 total
includes taxes & fees
14 Jun - 15 Jun
A Santorini Escape w Bikes in Walkable Riverside
Interior

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 HK$912
HK$1,325 total
includes taxes & fees
21 Jun - 22 Jun
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Fridge, microwave, stovetop, coffee/tea maker

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 HK$619
HK$2,211 total
includes taxes & fees
9 Jun - 10 Jun
La Casita by Amarelys and lazaro
Outdoor pool, a heated pool

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 HK$697
HK$1,677 total
includes taxes & fees
1 Jul - 2 Jul
Mi CASA es su CASA
Smart TV

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 HK$548
HK$957 total
includes taxes & fees
9 Jun - 10 Jun
Modern, Cozy and Private Studio
1 bedroom, desk, iron/ironing board, WiFi

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 HK$541
HK$1,170 total
includes taxes & fees
22 Jun - 23 Jun
Magical Midsummer Night Glamping Loft w Bikes
Shower, hair dryer, towels, soap

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)
"Quiet and very clean. We had a very relaxing stay."
United States
Terry M.
The price is HK$515
HK$1,097 total
includes taxes & fees
9 Jun - 10 Jun
Cozy Private Entire Studio Suite Independent Guest Entrance
Smart TV, fireplace, books, computer monitors

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 HK$968
HK$2,408 total
includes taxes & fees
29 Jun - 30 Jun
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Beach nearby

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 HK$979
HK$1,816 total
includes taxes & fees
9 Jun - 10 Jun
Private Studio Entry
Hair dryer, towels

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
10.0 out of 10, Exceptional, (1 review)
"The property looks just like the pictures. The home was very clean and we felt right at home. We were in town because my daughter was having a baby and we were gifted a congratulations ballon and a treat bag! I will be booking again the next time I am back in Jacksonville!"
United States
Trakia A.
The price is HK$664
HK$2,495 total
includes taxes & fees
24 Jun - 25 Jun
Private 2BR Home • 10 min to airport & downtown •WiFi • Patio •Comfortable stay
Private kitchen

Spacious 5BR Home • Sleeps 10 • Fenced Yard

Spacious 5BR Home • Sleeps 10 • Fenced Yard
Murray Hill
The price is HK$940
HK$2,562 total
includes taxes & fees
9 Jul - 10 Jul
Spacious 5BR Home • Sleeps 10 • Fenced Yard
Interior

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 HK$580
HK$1,215 total
includes taxes & fees
9 Jun - 10 Jun
Soul O Studio - Walkable Riverside w Bikes
Fridge, microwave, oven, stovetop

*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 HK$479
HK$2,257 total
includes taxes & fees
23 Jun - 24 Jun
*The Murray Hill Bungalow*-Arcade games/Patio
Exterior

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 HK$948
HK$5,158 total
includes taxes & fees
9 Jun - 10 Jun
Forth House - charming 2 BR apt in historic SPR!!!
Fridge, microwave, oven, stovetop

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 HK$588
HK$1,704 total
includes taxes & fees
15 Jun - 16 Jun
Roomy Murray Hill Couples Retreat
Property grounds

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 HK$670
HK$1,395 total
includes taxes & fees
11 Jun - 12 Jun
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

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

8/10 Good
"The staff are absolutely the best. We received some really good customer service. As soon as they learned we had an issue with our room toilet, they made every attempt to switch us out right away. Thry were amazing and treated us well."
Larry 3-night trip
Posted 1 hour ago
Wyndham Garden Jacksonville

Find out more about Fleming Island

Search for holiday rentals in Fleming Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Fleming Island using one of the methods below:

  • View our selection of featured holiday rentals in Fleming Island
  • Use the map to find apartments and other holiday homes in the Fleming Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Fleming Island while they last

Look no further and take a look at our great range of rental properties in Fleming Island!

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.