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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, (38 reviews)
"The property and location and all amenities met our needs. "
United States
Karen Y.
The price is NZ$758
includes taxes & fees
5 July - 6 July
Rustic Owl w/ 2Kings In Fleming Island

Private Studio Entry

Private Studio Entry
Palm Valley
10.0 out of 10, Exceptional, (96 reviews)
"Conscientious hosts, attentive to every detail. Nice little cottage."
United States
John D.
The price is NZ$418
includes taxes & fees
28 June - 29 June
Private Studio Entry

Noc Nest Family Retreat - Screened Lanai - Fire table - Outdoor BBQ - Game Room

Noc Nest Family Retreat - Screened Lanai - Fire table - Outdoor BBQ - Game Room
Ponte Vedra
10.0 out of 10, Exceptional, (13 reviews)
"Had a great time for The Players! "
United States
Chris K.
The price is NZ$1,240
includes taxes & fees
29 June - 30 June
Noc Nest Family Retreat - Screened Lanai - Fire table - Outdoor BBQ - Game Room

Private Pool Getaway • 5min Beach • Sleeps 9

Private Pool Getaway • 5min Beach • Sleeps 9
Isle of Palms
9.2 out of 10, Wonderful, (7 reviews)
"Beautiful house! We had a great experience. I wish we had more time to stay!"
United States
Autumn G.
The price is NZ$893
includes taxes & fees
28 June - 29 June
Private Pool Getaway • 5min Beach • Sleeps 9

Tres Palmas!Renovated Pool Home Near Mayo & Beach!

Tres Palmas!Renovated Pool Home Near Mayo & Beach!
Isle of Palms
9.8 out of 10, Exceptional, (12 reviews)
"Very comfortable and enjoyable."
United States
Randall
Tres Palmas!Renovated Pool Home Near Mayo & Beach!

Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!

Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!
Beach Haven
8.4 out of 10, Very good, (24 reviews)
"The home was very comfortable and clean. "
United States
Chevar
The price is NZ$715
includes taxes & fees
29 June - 30 June
Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!

Palm Paradise • Resort Pool • Sleeps 10

Palm Paradise • Resort Pool • Sleeps 10
St. Augustine
Palm Paradise • Resort Pool • Sleeps 10

2 Private Suites, Pool Near Beaches & Golf

2 Private Suites, Pool Near Beaches & Golf
St. Augustine
The price is NZ$683
includes taxes & fees
30 June - 1 July
2 Private Suites, Pool Near Beaches & Golf

Terrific 4-bedroom house near the beach in Jacksonville

Terrific 4-bedroom house near the beach in Jacksonville
Golden Glades - The Woods
9.2 out of 10, Wonderful, (19 reviews)
"Clean, spacious, easy to find. We had a great stay!"
United States
Anna M.
The price is NZ$511
includes taxes & fees
7 July - 8 July
Terrific 4-bedroom house near the beach in Jacksonville

Spacious Florida get away

Spacious Florida get away
East Arlington
9.8 out of 10, Exceptional, (18 reviews)
"Nice place to stay. felicidad is a good host"
United States
Reynaldo N.
The price is NZ$639
includes taxes & fees
29 June - 30 June
Spacious Florida get away

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 NZ$387
includes taxes & fees
1 July - 2 July
Mi CASA es su CASA

The King & Bear Luxury Studio Retreat

The King & Bear Luxury Studio Retreat
St. Augustine
The price is NZ$359
includes taxes & fees
28 June - 29 June
The King & Bear Luxury Studio Retreat

Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub

Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub
St. Augustine
9.4 out of 10, Exceptional, (45 reviews)
"Great location and stay"
United States
David E.
The price is NZ$376
includes taxes & fees
29 June - 30 June
Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub

Cozy Restful Memory 3BR@Neptune Beach

Cozy Restful Memory 3BR@Neptune Beach
East Arlington
8.8 out of 10, Excellent, (9 reviews)
"Enjoyed the stay"
United States
Gary S.
The price is NZ$759
includes taxes & fees
28 July - 29 July
Cozy Restful Memory 3BR@Neptune Beach

Paradise Escape: Stylish 3BR/2BA with Pool & Gym

Paradise Escape: Stylish 3BR/2BA with Pool & Gym
Deerwood
10.0 out of 10, Exceptional, (6 reviews)
"Beds were comfy, kitchen has everything you need, pool and fitness center were excellent. "
United States
Jennifer K.
The price is NZ$1,315
includes taxes & fees
29 June - 30 June
Paradise Escape: Stylish 3BR/2BA with Pool & Gym

Perfect 4-bedroom house Unique stylish

Perfect 4-bedroom house Unique stylish
Sandalwood
9.8 out of 10, Exceptional, (7 reviews)
"We were really only there to sleep, but the house was very clean and very nice. Close to lots of restaurants etc. Host was very accessible. We honestly wish we had had more time to relax and enjoy.. "
United States
Brent Q.
The price is NZ$628
includes taxes & fees
16 July - 17 July
Perfect 4-bedroom house Unique stylish

Comfy Modern King Bed Pool Near Mayo Town Center - Apartment

Comfy Modern King Bed Pool Near Mayo Town Center - Apartment
Southside
9.8 out of 10, Exceptional, (6 reviews)
"This property was perfect for our weekend stay in Jacksonville! "
United States
Amber W.
Comfy Modern King Bed Pool Near Mayo Town Center - Apartment

Beautiful relaxing and Spacious 3 bedroom 2 bathhouse close to the beach,

Beautiful relaxing and Spacious 3 bedroom 2 bathhouse close to the beach,
Sandalwood
10.0 out of 10, Exceptional, (22 reviews)
"Definitely the best rental property I’ve ever stayed at…very clean and very clean…quiet neighborhood as well…very safe as well…"
United States
Robert M.
The price is NZ$659
includes taxes & fees
27 July - 28 July
Beautiful relaxing and Spacious 3 bedroom 2 bathhouse close to the beach,

Spacious 5-bedroom house in wonderful Central Beach

Spacious 5-bedroom house in wonderful Central Beach
Sandalwood
10.0 out of 10, Exceptional, (6 reviews)
"It was perfect for our golf getaway "
United States
Gianni G.
The price is NZ$1,371
includes taxes & fees
10 July - 11 July
Spacious 5-bedroom house in wonderful Central Beach

Coffee House 4bd fully remodeled Espresso machine 15 minutes drive to everything

Coffee House 4bd fully remodeled Espresso machine 15 minutes drive to everything
Sandalwood
9.8 out of 10, Exceptional, (10 reviews)
"House was clean and the host was very welcoming. "
United States
Daniel K.
The price is NZ$733
includes taxes & fees
28 June - 29 June
Coffee House 4bd fully remodeled Espresso machine 15 minutes drive to everything
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 favorite 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 depends 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 NZ$135 per night. Entering your travel dates in the search wizard you might find 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. 

Explore a world of travel with Expedia

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.