Search Vacation Homes in Fleming Island

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Our top choices for Fleming Island vacation homes

Outdoor dining
Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
10.0 out of 10, Exceptional, (35)
"The property and location and all amenities met our needs. "
United States
Karen Y.
$389 nightly
The price is $432
Jan 4 - Jan 5, 2026
Total with taxes and fees
Rustic Owl w/ 2Kings In Fleming Island
Fridge, microwave, stovetop, coffee/tea maker
Cozy 2BR w/ EV Charger & Workspace

Cozy 2BR w/ EV Charger & Workspace

Cozy 2BR w/ EV Charger & Workspace
Westside
10.0 out of 10, Exceptional, (1)
"Property was very nice and clean. Tyler was a great help. Shower was the only kinda let down of our stay"
United States
Darrick S.
$218 nightly
The price is $245
Dec 28 - Dec 29
Total with taxes and fees
Cozy 2BR w/ EV Charger & Workspace
Exterior
The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen

The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen

The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen
Westside
9.4 out of 10, Exceptional, (3)
"Loved the house.very clean n spacious wish it was closer to the beach...very nice very clean not a bad house....close to stores walmart n restaurants...my only complaint was not on the beach but i would definitely reccomend this house for a short geaway"
United States
Donna G.
$160 nightly
The price is $169
Dec 28 - Dec 29
Total with taxes and fees
The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen
Microwave, oven, stovetop, dishwasher
Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm

Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm

Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm
2.0 star property
Spring Park
10.0 out of 10, Exceptional, (1)
"Very clean and great "
United States
Nahjai T.
$243 nightly
The price is $273
Dec 30 - Dec 31
Total with taxes and fees
Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm
Fridge, microwave, oven, stovetop
Roomy Murray Hill Couples Retreat

Roomy Murray Hill Couples Retreat

Roomy Murray Hill Couples Retreat
Northwest
10.0 out of 10, Exceptional, (4)
"Location was convenient. Communication timely. Place as pictured. Wpyld stay again!!"
United States
E R.
$199 nightly
The price is $223
Jan 13 - Jan 14, 2026
Total with taxes and fees
Roomy Murray Hill Couples Retreat
Dining
Cozy House close To Downtown

Cozy House close To Downtown

Cozy House close To Downtown
Northwest
8.6 out of 10, Excellent, (10)
"The house was nice, clean, and felt very homey. The host was wonderful. Had a big front and back yard for my dog. Can’t wait to book this home again. "
United States
Anonymous traveler
$184 nightly
The price is $206
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy House close To Downtown
Exterior
Charming 2-bedroom house close to stadium and hospitals

Charming 2-bedroom house close to stadium and hospitals

Charming 2-bedroom house close to stadium and hospitals
2.0 star property
South Riverside
10.0 out of 10, Exceptional, (2)
"This house was very clean and stocked with almost everything you need for a comfortable stay. Check in was a breeze and checking out was even easier. All they ask you to do when leaving is to lock the door on your way out! It's in a quiet neighborhood and convenient to the downtown San Marco area. "
United States
Derrel M.
$270 nightly
The price is $303
Dec 28 - Dec 29
Total with taxes and fees
Charming 2-bedroom house close to stadium and hospitals
Terrace/patio
Spacious Murray Hill Getaway for One or Two

Spacious Murray Hill Getaway for One or Two

Spacious Murray Hill Getaway for One or Two
Northwest
10.0 out of 10, Exceptional, (3)
"Is a very quiet neighborhood."
United States
Rena M.
$190 nightly
The price is $213
Jan 12 - Jan 13, 2026
Total with taxes and fees
Spacious Murray Hill Getaway for One or Two
Smart TV, stereo
Relaxing Retreat w/ Pool Table & Projector

Relaxing Retreat w/ Pool Table & Projector

Relaxing Retreat w/ Pool Table & Projector
Westside
9.8 out of 10, Exceptional, (7)
"We had a wonderful stay. No problems. Highly recommend. "
United Kingdom
Thomas K.
$247 nightly
The price is $278
Dec 28 - Dec 29
Total with taxes and fees
Relaxing Retreat w/ Pool Table & Projector
TV
2B1BA Central - Airport, Riverside, Zoo, Beach

2B1BA Central - Airport, Riverside, Zoo, Beach

2B1BA Central - Airport, Riverside, Zoo, Beach
2.0 star property
Northwest
8.4 out of 10, Very Good, (10)
"Quiet, and very nice home to enjoy a getaway. Will stay here again"
United States
Mc H.
$171 nightly
The price is $191
Jan 4 - Jan 5, 2026
Total with taxes and fees
2B1BA Central - Airport, Riverside, Zoo, Beach
Dining
Cozy Retreat - Walkable to Bars & Restaurants!

Cozy Retreat - Walkable to Bars & Restaurants!

Cozy Retreat - Walkable to Bars & Restaurants!
Northwest
10.0 out of 10, Exceptional, (4)
"real nice place. would stay there again."
United States
Mike S.
$325 nightly
The price is $364
Dec 29 - Dec 30
Total with taxes and fees
Cozy Retreat - Walkable to Bars & Restaurants!
Property grounds
River House w/ King Beds 1.5 Acres by Jags Stadium

River House w/ King Beds 1.5 Acres by Jags Stadium

River House w/ King Beds 1.5 Acres by Jags Stadium
2.0 star property
Northwest
10.0 out of 10, Exceptional, (1)
"I would like to say that this is one of the best places I have ever stayed. The owner and the host were both top notch & displayed great professionalism and were prompt answering questions. I cannot think of one complaint as everything was just awesome!! "
United States
Steven S.
$253 nightly
The price is $284
Jan 7 - Jan 8, 2026
Total with taxes and fees
River House w/ King Beds 1.5 Acres by Jags Stadium
Exterior detail
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

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

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
2.0 star property
Northwest
9.0 out of 10, Wonderful, (14)
"This was such a cute quaint home that so cozy! Great location that was close to so many unique places and restaurants! It was surprisingly quiet for being so close to the interstate and train but overall a wonderful stay! "
United States
Courtney C.
$173 nightly
The price is $194
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Smart TV, fireplace
The Water Oak Bungalow quaint and cozy Murray Hill Riverside Home close downtown

The Water Oak Bungalow quaint and cozy Murray Hill Riverside Home close downtown

The Water Oak Bungalow quaint and cozy Murray Hill Riverside Home close downtown
Northwest
9.6 out of 10, Exceptional, (19)
"Jesika was a very accommodating host. I needed to change our booking several times, and she was really responsive and helpful. The property was comfy and we enjoyed our stay so much."
United States
Susan F.
$241 nightly
The price is $270
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Water Oak Bungalow quaint and cozy Murray Hill Riverside Home close downtown
2 bedrooms, iron/ironing board, WiFi, bed sheets
Remodeled house in San Marco steps from San Marco Square and Riverwalk

Remodeled house in San Marco steps from San Marco Square and Riverwalk

Remodeled house in San Marco steps from San Marco Square and Riverwalk
San Marco
9.4 out of 10, Exceptional, (23)
"The house was cute, comfortable, well stocked, and located within a short walking distance of fantastic restaurants and bars! Couldn't have asked for a better place to stay!"
United States
Kirkland L.
$213 nightly
The price is $239
Dec 24 - Dec 25
Total with taxes and fees
Remodeled house in San Marco steps from San Marco Square and Riverwalk
Interior
Prime Urban Home Close To Downtown Jacksonville

Prime Urban Home Close To Downtown Jacksonville

Prime Urban Home Close To Downtown Jacksonville
Spring Park
9.6 out of 10, Exceptional, (8)
"Had a business trip to Jax and staying her made it a great time I felt like I was home. Will recommend "
United States
Angelica P.
$229 nightly
The price is $256
Jan 5 - Jan 6, 2026
Total with taxes and fees
Prime Urban Home Close To Downtown Jacksonville
Interior
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

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

Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Northwest
9.8 out of 10, Exceptional, (32)
"Relazing weekend, nice property!"
United States
Michelle M.
$154 nightly
The price is $172
Dec 28 - Dec 29
Total with taxes and fees
Colorful 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

La Casita by Amarelys and lazaro
Southside
10.0 out of 10, Exceptional, (6)
"Great location, easy access to route 95. Nice neighborhood ."
United States
herman c.
$245 nightly
The price is $274
Jan 4 - Jan 5, 2026
Total with taxes and fees
La Casita by Amarelys and lazaro
Exterior
Southern Charm w/Modern Comfort in peaceful Jacksonville

Southern Charm w/Modern Comfort in peaceful Jacksonville

Southern Charm w/Modern Comfort in peaceful Jacksonville
Northwest
10.0 out of 10, Exceptional, (3)
"House was very clean and exactly as pictured. Communication was excellent, check in was easy and check out was the easiest I’ve ever experienced."
United States
Megan S.
$298 nightly
The price is $333
Jan 13 - Jan 14, 2026
Total with taxes and fees
Southern Charm w/Modern Comfort in peaceful Jacksonville
Sun loungers, beach towels
2BR Ensuite • Pool, Gym, Near Beach • Lake-View Patio • Jax & Historic St. Aug

2BR Ensuite • Pool, Gym, Near Beach • Lake-View Patio • Jax & Historic St. Aug

2BR Ensuite • Pool, Gym, Near Beach • Lake-View Patio • Jax & Historic St. Aug
2.0 star property
St. Augustine
10.0 out of 10, Exceptional, (1)
"The property was perfect for our visit to St Augustine. Well maintained home with everything needed for a comfortable stay. Close to everything. We will definitely book it again. "
United States
Ginny P.
$355 nightly
The price is $392
Jan 3 - Jan 4, 2026
Total with taxes and fees
2BR Ensuite • Pool, Gym, Near Beach • Lake-View Patio • Jax & Historic St. Aug
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

Comfort Suites Baymeadows Near Butler Blvd

Comfort Suites Baymeadows Near Butler Blvd

10/10 Excellent
"Very friendly and professional, the room was exceptionally clean. "
Jeff 3-night trip
Posted 5 days ago
Comfort Suites Baymeadows Near Butler Blvd

Find out more about Fleming Island

Fleming Island Vacation Homes information

Number of reviews
175
Accommodation
824 Vacation Homes
Lowest Price
$169
Highest Price
$432

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