House holiday rentals in Fleming Island

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Popular amenities for Fleming Island house rentals

House rentals with a pool

Guest favourite
Home in Orange Park
4.84 out of 5 average rating, 170 reviews

Stunning Modern Oasis with a Huge Pool

MonicaRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in St. Augustine
5 out of 5 average rating, 126 reviews

Private oasis, private pool, exceeds expectations

NicoletteRating, 5 stars1 week ago
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.
Top Guest favourite
Home in St. Augustine
4.98 out of 5 average rating, 165 reviews

Historic St. Augustine 2/2 Duplex & Pool

PamelaRating, 5 stars3 weeks ago
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!!
Top Guest favourite
Home in St. Augustine
5 out of 5 average rating, 140 reviews

Southern Charmer w/Pool - Walk to Everything!

TiffanyRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Orange Park
4.85 out of 5 average rating, 176 reviews

Cheerful three bedroom home with a pool

AnnsleyRating, 5 stars2 weeks ago
Beautiful space! Absolutely recommend and will be staying here next time we are back in town!
Guest favourite
Home in Lincolnville
4.96 out of 5 average rating, 188 reviews

Walk downtown, pool beach min to everything pet ok

Linda ShorkeRating, 5 stars3 weeks ago
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.
Guest favourite
Home in St. Augustine
4.87 out of 5 average rating, 125 reviews

Best of Both Worlds- Family Oasis

MandyRating, 5 stars2 weeks ago
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.
Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 118 reviews

Beach Home: Heated Pool, Game Room, Spa, Sleeps 12

MatthewRating, 5 stars2 weeks ago
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

Top Guest favourite
Home in Beaches
4.99 out of 5 average rating, 154 reviews

Renovated Beach House w/ Pool and Outdoor Oasis

LisaRating, 5 stars6 months ago
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.
Guest favourite
Home in St. Augustine
4.76 out of 5 average rating, 107 reviews

On the Canal, by Beach, Kayaks, Dock, Fishing

JoeyRating, 5 stars3 months ago
This place was just as advertised, affordable, and a great place to stay for a nice getaway. We would definitely stay here again!
Guest favourite
Home in Orange Park
4.9 out of 5 average rating, 231 reviews

Luxury Home w/ Glass Room & Patios

AnnaRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Jacksonville
4.99 out of 5 average rating, 197 reviews

The Hothouse-Couples Escape: Play-Relax-Reconnect

ReginaldRating, 5 stars1 week ago
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.
Superhost
Home in Southeast Jacksonville
4.8 out of 5 average rating, 102 reviews

Cozy 3BR Home near San Marco - Sleeps 6

AprilRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Beaches
4.95 out of 5 average rating, 20 reviews

Coastal Chic Chalet

MartinRating, 5 stars2 weeks ago
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.
Superhost
Home in Beaches
4.88 out of 5 average rating, 112 reviews

Luxury Pool House Perfect for Family Getaway

JosephRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Beaches
4.98 out of 5 average rating, 109 reviews

Corner Casa (w Bikes!) Beach Home (3bd/2ba)

Kristina MarieRating, 5 stars3 weeks ago
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

Superhost
Home in St. Augustine
4.8 out of 5 average rating, 5 reviews

2 Houses 1 Property! Minutes to the beach!

KristineRating, 5 stars28 months ago
Absolutely perfect, exactly as described but better. Pictures do not do it justice. Will definitely go back! No issues with check in, clear instructions.
Guest favourite
Home in St. Augustine
4.88 out of 5 average rating, 138 reviews

The Beach House at Crescent Beach

AshleyRating, 5 stars1 week ago
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!!
Superhost
Home in Springfield
4.79 out of 5 average rating, 24 reviews

Blue Haven

TomRating, 5 stars3 weeks ago
Host was able to meet my groups unique needs, included some last minute changes!
Top Guest favourite
Home in Southwest Jacksonville
4.96 out of 5 average rating, 163 reviews

+A Taste of Britain entire house / heated pool+

TrishRating, 5 stars1 week ago
Kids loved the pool. Had an awesome stay. James was very responsive. Will definitely be our go to in Jacksonville.
Guest favourite
Home in St. Augustine
4.98 out of 5 average rating, 116 reviews

Country Cottage 3-bedroom home with free parking

PamelaRating, 5 stars2 weeks ago
Absolutely spotless accommodations! We loved this home and plan to return!
Guest favourite
Home in Beaches
4.9 out of 5 average rating, 31 reviews

Private Beautiful Beach House - steps to the beach

TKeyahRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in St. Augustine
5 out of 5 average rating, 32 reviews

5BR, Pool,HotTub, Putput, Walk to Beach,Game RM!

AshtonRating, 5 stars1 month ago
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!
Top Guest favourite
Home in Southwest Jacksonville
4.97 out of 5 average rating, 256 reviews

Single House/12guests/4beds/2baths/huge backyard

MarkRating, 5 stars1 week ago
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

  1. Airbnb
  2. United States
  3. Florida
  4. Clay County
  5. Fleming Island
  6. House rentals