Photo by Ash Feky

Search Vacation Homes in Fleming Island

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Compare 837 Vacation Homes in Fleming Island with updated reviews, rates, and availability.

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (273)
"Room and service waa great. Would benefit from having a pool bar and restaurant on property."
Grande Villas at World Golf Village

Coziest House In JAX | 3BR, 7 Minutes To Downtown

8.4 out of 10, Very Good, (21)
"Host was very gracious and easy to work with. Eduard....Thank you a million for providing such a beautiful accommodation for my employees to stay in while working out of town. "
The price is SAR 188
SAR 586 total
includes taxes & fees
30 Apr - 1 May
Coziest House In JAX | 3BR, 7 Minutes To Downtown

Fancy private pool home in Jax beach

9.8 out of 10, Exceptional, (17)
"Had a wonderful stay and the hosts were very helpful! "
The price is SAR 1,050
SAR 2,033 total
includes taxes & fees
4 May - 5 May
Fancy private pool home in Jax beach

New luxury country house, near St Augustine & World golf Village.

10.0 out of 10, Exceptional, (65)
"The property in its entirety was breathtaking and no words can accurately describe it. "
New luxury country house, near St Augustine & World golf Village.

Riversides Relaxing Retreat

10.0 out of 10, Exceptional, (18)
"We needed a place close to hospital while family member was having surgery. This place was perfect! Very close, great neighborhood. Lovely little apartment. "
Riversides Relaxing Retreat

Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

9.6 out of 10, Exceptional, (141)
"We spent Christmas at this home and we had a great time. The property is clean and spacious, it was like being back home. Plenty of rooms and a nice theater room. Ideal location to stores and restaurants. "
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

Ponte Vedra Wilderness Oasis minutes from TPC and the beach

9.8 out of 10, Exceptional, (30)
"Loved the property!"
Ponte Vedra Wilderness Oasis minutes from TPC and the beach

Modern 4 bedroom with Patio and Pool -- Sleeps 10

9.8 out of 10, Exceptional, (16)
"If you’re looking for a clean, cozy stay this is the place fore you"
Modern 4 bedroom with Patio and Pool -- Sleeps 10

Private Loft at a Working Show Barn ~ Pets Welcome!

9.4 out of 10, Exceptional, (20)
"All around great experience with a fantastic atmosphere. 10/10 would recommend to everyone. "
The price is SAR 356
SAR 708 total
includes taxes & fees
30 May - 31 May
Private Loft at a Working Show Barn ~ Pets Welcome!

Mandarin Pearl close to everything

9.2 out of 10, Wonderful, (23)
"Mandarin Pearl was clean, quiet, well located, and cozy. My husband and I stayed for one week and our host, Richard, answered all our questions quickly. The house was well stocked and comfortable. We would book again!"
Mandarin Pearl close to everything

Spring has Sprung - 15% off 4 night stays!

9.4 out of 10, Exceptional, (58)
"Nice house, very clean, beds were uncomfortable and bath towels were very rough but otherwise we had a nice stay"
Spring has Sprung - 15% off 4 night stays!

Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

9.8 out of 10, Exceptional, (33)
"Clean, spacious, quality host, what more could you want? "
The price is SAR 450
SAR 974 total
includes taxes & fees
30 Apr - 1 May
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

2 Cozy bedroom house W/ huge patio!

9.4 out of 10, Exceptional, (15)
"Great place, great neighborhood very quiet "
The price is SAR 323
SAR 867 total
includes taxes & fees
6 May - 7 May
2 Cozy bedroom house W/ huge patio!

South Hampton 75” TV Golf Club Saint Augustine Golf Course View!

9.0 out of 10, Wonderful, (36)
"Great place especially if you have a lot of guests!"
South Hampton 75” TV Golf Club Saint Augustine Golf Course View!

Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

8.8 out of 10, Excellent, (6)
The price is SAR 356
SAR 692 total
includes taxes & fees
4 May - 5 May
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

3-bedroom bungalow in fabulous downtown Springfield area in JAX FL- WiFi, AC

4.0 out of 10, (1)
"The pictures of this property make it look a lot better than it is. There were holes in the walls, a huge gap in the side door, and other defects such as a sink faucet that was barely attached. There was no soap/shampoo, no internet and the remotes for the TV did not work. The host was kind and check in was good, but this place could use some serious TLC. Also, please be cautious when booking this place because the surrounding neighborhood is suspect. There were people sifting through trash and...
The price is SAR 203
SAR 646 total
includes taxes & fees
30 Apr - 1 May
3-bedroom bungalow in fabulous downtown Springfield area in JAX FL- WiFi, AC

Nocatee Family Retreat – Private Yard & Lanai

10.0 out of 10, Exceptional, (4)
"My wife and I visited with our 3 year old and 1 year old. This place is nice and spacious, and the outdoor area was great for kids. "
The price is SAR 1,103
SAR 2,204 total
includes taxes & fees
4 May - 5 May
Nocatee Family Retreat – Private Yard & Lanai

Historic Green Cove Springs Home - Walk to Coast!

9.8 out of 10, Exceptional, (47)
"Nice area "
Historic Green Cove Springs Home - Walk to Coast!

Beautiful 4-bedroom Vacation home in fabulous Green Cove Springs

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was spacious, super clean, and perfectly located for our visit. We'll definitely be returning soon!"
Beautiful 4-bedroom Vacation home in fabulous Green Cove Springs

Turquoise Oasis I Family & Dog Friendly I Saltwater Pool I Firepits

10.0 out of 10, Exceptional, (1)
"Great little house near the Mayo Clinic. "
Turquoise Oasis I Family & Dog Friendly I Saltwater Pool I Firepits
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.
Don't see what you're looking for?
See all available properties in Fleming Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Fleming Island

New Floating Luxury: Unique Houseboat Retreat

9.4 out of 10, Exceptional, (15)
"Tony & I and CoCo Chanel enjoyed looking out over the lake.....and the birds! Location was nice and easy to get to Great restaurants and shops and stores. Went to St. Augustine and enjoyed all day there! Went to Jacksonville Beach and had lunch! Nice realxing Christmas celebration for just the three of us! I want to go back in the Summer and rent a jet ski!"
New Floating Luxury: Unique Houseboat Retreat

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (273)
"Room and service waa great. Would benefit from having a pool bar and restaurant on property."
Grande Villas at World Golf Village

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (24)
"Nice place to stay "
Kasa Southside Jacksonville
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.