
House holiday rentals in Fleming Island
Find and book unique houses on Airbnb
Top-rated house rentals in Fleming Island
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Fleming Island house rentals
House rentals with a pool

Stunning Modern Oasis with a Huge Pool
My family and I truly enjoyed ourselves. Everything was as advertised and the grandkids loved the pool. The house was in a great location and close to stores, entertainment and food spots. We will definitely love to stay here again Don't hesitate, go ahead and book your next vacation why Peter!

Private oasis, private pool, exceeds expectations
If you're looking to relax, book Terry's place. I can't say enough good things about the property or hosts. We loved the pool, chickens, and beauty of the property. Clean, and comfortable. Terry and Theresa were fast at responding and so pleasant. Your search for a St Augustine get-a-way ends here.

Historic St. Augustine 2/2 Duplex & Pool
Lili’s place is beautiful!! My mom and I had a wonderful time! Lili’s home made us feel like we were home. We had a chance to meet Lili and she is very sweet and kind. Thank you again for your hospitality!! We will be back!!

Southern Charmer w/Pool - Walk to Everything!
Came for a wedding. The home was exactly as the pics showed and it was pristine inside with all the necessities including beach chairs, umbrellas and towels. Perfect location, walkable quaint little area, lots of great recommendations too. Great space, amazing host, Pauline always responded quickly and went above and beyond to accommodate us. We thoroughly enjoyed our time there, just needed another day or two to enjoy the town. Highly recommend.

Cheerful three bedroom home with a pool
Beautiful space! Absolutely recommend and will be staying here next time we are back in town!

Walk downtown, pool beach min to everything pet ok
We had a wonderful family reunion at Theresa’s lovely house. There was something for every age group to do. The yard was very private and yet you could walk to coffee shops and even to downtown. The pool was wonderful and the house was spacious. The host was very accommodating and even my dog felt welcomed! Would definitely recommend and plan on staying again.

Best of Both Worlds- Family Oasis
My family had a fantastic stay! The house was very clean and we really appreciated how well-stocked both the kitchen and bathrooms were. The beautiful pool was a highlight and the heater allowed us to enjoy swimming every single day. The location couldn't have been better. The neighborhood was quiet, felt safe and easily walkable to a great selection of restaurants. On top of all that, the house had a really comfortable and welcoming feel.

Beach Home: Heated Pool, Game Room, Spa, Sleeps 12
Jamie is an amazing host! Her communication is on point and her response times were fantastic. We got into town a little bit earlier than our check-in (about an hour early) and Jamie got back to me right away and activated our code. The house and amenities are as listed. The neighborhood is quiet, which we enjoyed, especially with 4 kids 6 and under. It's a 2 minute ride to the beach access parking at Mary St. Ramp, and a few of us walked it as well (very easy walk). The pool was great to come back to, and Jamie adjusted the hot tub schedule to meet our needs for the week. It's a very easy ride into St. Augustine (historic area) and also up the A1A (good restaurants and ice cream and a publix coming soon). The cuban place up the street from the house, was awesome for coffee and a quick snack on the way to the beach as well. We would absolutely stay here again (all 11 of us), and I would absolutely work with Jamie again.
Weekly house rentals

Renovated Beach House w/ Pool and Outdoor Oasis
Leslie and Joe were so welcoming and friendly and helpful. Their home was perfect for us. The house is a true beach house just a quick drive across the street from the ocean. The back yard is beautiful and the pool and jacuzzi were a nice way to help ease the stress of the storm. We actually came during Milton the Hurricane. We were seeking a safe place from the Tampa Bay Area. They were both able to ease massive anxiety by being so accommodating and we greatly appreciate everything. Can’t wait to visit again for a true vacation.

On the Canal, by Beach, Kayaks, Dock, Fishing
This place was just as advertised, affordable, and a great place to stay for a nice getaway. We would definitely stay here again!

Luxury Home w/ Glass Room & Patios
Lori’s home was a perfect landing place for our family. We were in town for a funeral and this home allowed us more time to be together. It was well furnished and housed 10 people comfortably with some room to spare.

The Hothouse-Couples Escape: Play-Relax-Reconnect
Awesome host. The place was exactly as pictured. Great place to reconnect and explore something new. we hope to make this a yearly vacation spot.

Cozy 3BR Home near San Marco - Sleeps 6
I came to Jacksonville for work and my family came along for the week. We really enjoyed our stay. The space was clean and comfortable. The beds were super comfortable. I need to know what kind of mattress is on the king bed. It was amazing. Lisa was very helpful and responsive. Couldn’t have asked for a better experience.

Coastal Chic Chalet
I would rate this higher than five stars. The location was perfect for us to join the GORUCK HQ Ruck club for workouts and social gatherings. It was very easy to reach the beach. The beach chairs were a bonus for us to use as well. Everything about the home was excellent. We enjoyed soaking up the rays in the backyard, followed by a meal in the back under the giant shade tree. The furniture was all very comfortable. The kitchen had everything you needed for cooking meals at home. We look forward to a return visit to Jax Beach and making this our rental again.

Luxury Pool House Perfect for Family Getaway
Was definitely one of our favorite places we have stayed in! The house was clean, spacious and provided lots of entertainment. We loved the backyard including the pool, corn hole boards and especially the ping pong table. The owners seem to have thought of everything. Communication was simple and easy. Can’t recommend enough. We went on family vacation with 6 adults, 1 baby and 2 small dogs. Plenty of room for all. Great water pressure for showers and plenty of hot water for all. Kitchen with bar area up to date and spacious. Thank you for making our place to stay safe and highly enjoyable!! Hopefully we can return one day.

Corner Casa (w Bikes!) Beach Home (3bd/2ba)
My family absolutely loved this place it had more than enough space for everyone. The location was perfect and so close to the beach, the bikes were so much fun and the place was a vibe! We had everything we needed and more it was perfect and beautifully decorated. I appreciated how clean it was and the comfort was there as well, we will definitely rebook in the future! I highly reccomend for a five star stay.
Private house rentals

2 Houses 1 Property! Minutes to the beach!
Absolutely perfect, exactly as described but better. Pictures do not do it justice. Will definitely go back! No issues with check in, clear instructions.

The Beach House at Crescent Beach
This was our second trip to Julie’s place and it did not disappoint. We love her place. She is so nice and accommodating. It has all the amenities you need, a nice yard, and so close to the beach. It is low key, not over crowded with lots of space on the beach. It reminds of a beach cottage in a Nicholas Sparks novel. We will be back!!

Blue Haven
Host was able to meet my groups unique needs, included some last minute changes!

+A Taste of Britain entire house / heated pool+
Kids loved the pool. Had an awesome stay. James was very responsive. Will definitely be our go to in Jacksonville.

Country Cottage 3-bedroom home with free parking
Absolutely spotless accommodations! We loved this home and plan to return!

Private Beautiful Beach House - steps to the beach
Overall it was a great stay. It was convenient because the beach was literally across the street. We we didn’t burn any gas riding around looking for things to do. Me and my kids loved it. The pictures on the profile could be better because I actually thought the living room and kitchen was bigger but that didn’t matter honestly. Publix and everything else was down the street! This stay is literally 30 mins away from the zoo , this is a great location for a getaway! Thanks!

5BR, Pool,HotTub, Putput, Walk to Beach,Game RM!
We had a wonderful time staying at this house. Jessica was super sweet and super friendly and make sure we had everything we needed. 10 out of 10 would recommend and we will absolutely stay there again when we come back in town!

Single House/12guests/4beds/2baths/huge backyard
Place was great. Nice neighborhood. Extremely roomy home. Clean and nice kitchen and backyard for grilling/cooking. Will definitely keep in mind for next trip to Jacksonville. Highly recommend.
Quick stats about house rentals in Fleming Island
Total rentals
20 properties
Nightly prices starting at
$61 AUD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Central Florida Holiday rentals
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- Seminole Holiday rentals
- St Petersburg Holiday rentals
- Charleston Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Palm Harbor Golf Club
- Old A1A Beach
- Kathryn Abbey Hanna Park
- Paynes Prairie Preserve State Park
- Boneyard Beach
- TIAA Bank Field
- Vilano Beach
- Pablo Creek Club
- Driftwood Beach
- Matanzas Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Guana Reserve Middle Beach
- Eagle Landing Golf Club
- St. Augustine Alligator Farm Zoological Park
- Lightner Museum
- Old Salt Park
- Florida Museum of Natural History
- Amelia Island State Park
- Amelia Island Lugar Lindo
- St. Marys Aquatic Center
- Dungeness Beach