Photo by Ash Feky

Fleming Island Vacation Rentals

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Fleming Island Vacation Homes

Grande Villas at World Golf Village
Outdoor pool

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (281)
"Very friendly staff"
Grande Villas at World Golf Village
Family fun pool house with game room
Pool

Family fun pool house with game room

8.6 out of 10, Excellent, (24)
"Good "
Family fun pool house with game room
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Property grounds

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

9.8 out of 10, Exceptional, (36)
"Great place. Nice area. Very clean. "
The price is CA $152
CA $332 total
includes taxes & fees
Aug 14 - Aug 15
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
New luxury country house, near St Augustine & World golf Village.
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (77)
"Great property for large groups. We had 10 adults and plenty of room for everyone. "
New luxury country house, near St Augustine & World golf Village.
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Exterior

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

2.0 star property
9.0 out of 10, Wonderful, (12)
"Traveling from Virginia to destin Florida. Place was a great pit stop in between road trip for some rest. I would definitely recommend "
The price is CA $124
CA $293 total
includes taxes & fees
Aug 12 - Aug 13
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Gorgeous circa 1875 Plantation House (in city)
Fridge, microwave, oven, stovetop

Gorgeous circa 1875 Plantation House (in city)

9.8 out of 10, Exceptional, (78)
"The property is located in a quiet neighborhood. Well maintained. "
The price is CA $246
CA $697 total
includes taxes & fees
Aug 17 - Aug 18
Gorgeous circa 1875 Plantation House (in city)
Big Wheelchair Accessible Home Close to Beach/Mayo with Zen Den and Fenced Yard
Outdoor dining

Big Wheelchair Accessible Home Close to Beach/Mayo with Zen Den and Fenced Yard

9.8 out of 10, Exceptional, (29)
"Very clean and large space for family vacation"
Big Wheelchair Accessible Home Close to Beach/Mayo with Zen Den and Fenced Yard
Luxury 4bd Home - 8 min to Beach & Universities
Dining

Luxury 4bd Home - 8 min to Beach & Universities

3.8 out of 10, (7)
"We were not able to stay in the property. After reaching out to receive check in instructions, I was told on the morning that we were suppose to check in that our reservation had been cancelled. This property had been booked months in advance and no word until day of check in that there was an issue. "
The price is CA $241
CA $608 total
includes taxes & fees
Aug 12 - Aug 13
Luxury 4bd Home - 8 min to Beach & Universities
KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦
Terrace/patio

KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦

10.0 out of 10, Exceptional, (33)
"We had a wonderful stay. Our grandkids as well as our grown kids said it was the best vacation ever! We can’t wait to go back next year!"
KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!
Fridge, microwave, oven, stovetop

Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Comfortable and relaxing"
The price is CA $105
CA $303 total
includes taxes & fees
Aug 16 - Aug 17
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom
Fridge, microwave, oven, stovetop

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

8.4 out of 10, Very good, (9)
"It was a pleasant stay, though we didn't spend much time there, the time we did spend was exceptional. "
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom
Noc Nest Family Retreat - Screened Lanai - Fire table - Outdoor BBQ - Game Room
Interior

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

10.0 out of 10, Exceptional, (5)
The price is CA $278
CA $774 total
includes taxes & fees
Aug 17 - Aug 18
Noc Nest Family Retreat - Screened Lanai - Fire table - Outdoor BBQ - Game Room
Nocatee Family Retreat – Private Yard & Lanai
Fridge, microwave, oven, stovetop

Nocatee Family Retreat – Private Yard & Lanai

9.4 out of 10, Exceptional, (10)
"Would stay again."
The price is CA $303
CA $684 total
includes taxes & fees
Aug 13 - Aug 14
Nocatee Family Retreat – Private Yard & Lanai
Welcome to The Charming Jacksonvilla 2-bedroom house great location!
Private kitchen

Welcome to The Charming Jacksonvilla 2-bedroom house great location!

2.0 star property
9.8 out of 10, Exceptional, (6)
"My family went to Jacksonville to tour Tulsa Welding School for my son, it was the perfect spot, close to everything we needed. Clean and cozy little cottage home."
The price is CA $161
CA $406 total
includes taxes & fees
Aug 12 - Aug 13
Welcome to The Charming Jacksonvilla 2-bedroom house great location!
Spacious and Comfy 4b/2bath Family friendly and Quiet neighborhood
Interior

Spacious and Comfy 4b/2bath Family friendly and Quiet neighborhood

9.8 out of 10, Exceptional, (8)
"Property was very clean and tastefully decorated. Would definitely stay again. "
Spacious and Comfy 4b/2bath Family friendly and Quiet neighborhood
Cozy Spacious Home with Private Backyard and Patio, near shopping
Beach

Cozy Spacious Home with Private Backyard and Patio, near shopping

2.0 star property
9.6 out of 10, Exceptional, (4)
"The house was close to the beach and close to Top Golf…a win, win!"
Cozy Spacious Home with Private Backyard and Patio, near shopping
Charming Retreat w/ Bikes
Pool

Charming Retreat w/ Bikes

10.0 out of 10, Exceptional, (1)
"Looks and feels brand new. Was comfortable, clean and well supplied. I’d consider staying there again. "
Charming Retreat w/ Bikes
Exquisite Waterfront Retreat - Pet Friendly by RedAwning
Interior

Exquisite Waterfront Retreat - Pet Friendly by RedAwning

8.4 out of 10, Very good, (9)
"Nice, clean, and just what we were looking for."
Exquisite Waterfront Retreat - Pet Friendly by RedAwning
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!
Outdoor pool, a heated pool

Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!

10.0 out of 10, Exceptional, (15)
"Heated pool and ping pong table was a big hit with my kids. "
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!
4-bedroom house in lovely Saint Johns with enclosed 16’ X 32’ pool, WiFi, AC
Pool

4-bedroom house in lovely Saint Johns with enclosed 16’ X 32’ pool, WiFi, AC

8.0 out of 10, Very good, (1)
"Very nice rental. Check in very smooth, owner very responsive. Pool was a big hit with the grandchildren. Great mattresses on beds. This is an older home, but it was clean with a terrific floor plan. A better equipped kitchen (Full set of dishes, eating utensils, and coffee mugs) would elevate this to an excellent rating. "
4-bedroom house in lovely Saint Johns with enclosed 16’ X 32’ pool, WiFi, AC
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming Island Hotel Reviews

Delta Hotels by Marriott Jacksonville Deerwood

Delta Hotels by Marriott Jacksonville Deerwood

10/10 Excellent
"Excelente 1000% recomendado... Muy buen trabajo sigan así mil gracias "
Gerson 1-night trip
Posted 1 day ago
Delta Hotels by Marriott Jacksonville Deerwood