Places to stay in Fleming Island

4.91 out of 5 average rating, 161 reviews

Super Clean (Fantastic Pool) Home Near Everything

Your Home Away From Home Featuring A Fabulous Pool! You will say "Wow" as you walk in to your very private, very exclusive spacious 4 bedroom, 2 bathroom. Set in a quiet neighborhood thats still near everything. Grocery store, Orange Park Mall, 30 minutes from Downtown Jax, 30 miles from the beach. Sit back and enjoy one of 4 Tvs as you relax in the soothing ambiance. Want to cook? Perfect we have everything you need, and we have it twice! Fully equipped kitchen. Very Clean! BetterThan A Hotel.

4.93 out of 5 average rating, 42 reviews

Sunset River Retreat

Escape to this stunning 3-bedroom, family-friendly oasis nestled along Doctors Lake riverfront. With a sparkling pool and breathtaking sunset views every evening, this is the ultimate haven for relaxation and fun. Home has a pool, firepit, outdoor pool table, and direct access to the river, ideal for fishing or kayaking. 30 min to downtown Jacksonville, 10 min from NAS Jax Naval Base. 10 minutes to boat ramp. 2 story house, bedrooms on 2nd floor Inquire for Events ($500 Event Fee, Max 75 ppl).

4.95 out of 5 average rating, 160 reviews

The Flemingo- Game Room 3 Kings

Welcome to the Flemingo where can relax on the back patio with a glass of wine and twinkling string lights above. You'll watch the dogs and kids play in the large fenced yard while throwing a frisbee (provided). You'll love cooking a delicious meal in the spacious kitchen. You’ll have a blast in the garage game room! Battle it out on the air hockey table, foosball, darts or boxing bag. At night, the kids will hang out in the garage game room, in the living room playing board games or on

Home in Green Cove Springs

4.87 out of 5 average rating, 122 reviews

Cozy 3 bedroom house in town, bikes included!

Welcome to the Sunny Side Up Villa in charming Green Cove Springs! This private home is centrally located in historic downtown and includes bicycles for you to tour the city and visit all the sights. Spring Park and the St. John's River are just a mile down the road. The three bedroom home sleeps eight and features a brand new king bed in the master suite. The open concept living room and kitchen are great for entertaining and the backyard is completely fenced in for your four-legged pals.

4.97 out of 5 average rating, 214 reviews

Farm stay in Middleburg

Haystays Farm-Cozy, Charming, Country, Modern Home

Welcome to our special farm house! The home sits on 1.5 acres that is perfectly located on the Orange Park and Fleming Island line. Our location is ideal to everyone! We have plenty of space that makes our farmhouse so AMAZING! You will experience the feel of country living with all the perks of great restaurants, shopping and convenience of being near everything Jacksonville has to offer. Our home is super clean with many amenities to make you feel at home. We love it here and so will you!

4.94 out of 5 average rating, 106 reviews

Home in Middleburg

Modern E. Orange Park Home 6 bed Fence Beach 45Mn

New Stylishly renovated home just West of Fleming Island in Middleburg, South of Orange Park, West of Jacksonville Florida. Christmas 365! Farmhouse style, TV’s in all bedrooms, with a touch of Christmas theme. 6 beds, Fenced yard, 75" LED TV, front/back porches available up to 10 people. Beaches approx. 40 minutes The home is close to restaurants, grocery stores, banks, gas stations, main hospital(2+miles). There are lakes and rivers locally to fish/boat, parks, shopping, and trails:).

Cottage in Green Cove Springs

4.98 out of 5 average rating, 147 reviews

Charming Guest House on Riverfront Estate

Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Enjoy a stroll around the entire estate with owners permission. Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

4.9 out of 5 average rating, 233 reviews

Luxury Home w/ Glass Room & Patios

Spectacular Inside and Out This magnificent 2940 sq foot home is in a prestigious lakeside neighborhood. It offers a large open concept living area with an adjoining 400 sq foot climate controlled sun room with a pocketing glass interior wall; to bring the outside in and the inside out. The exterior of the sun room is constructed of glass doors which can also be opened and stacked to facilitate an open air porch. Owner lives in the neighborhood and is quick to respond to your needs.

5 out of 5 average rating, 143 reviews

Rustic Owl in Fleming Island with 2 Kings

From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

Home in Green Cove Springs

4.87 out of 5 average rating, 30 reviews

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Save my home, click the <3 in the upper corner! NO cleaning fee! No surprise fees! >Lakeside Wonderland - Lake Asbury >Pet friendly with fee and restrictions >2 miles from Old Ferry Boat Ramp >Backyard + patio with stunning lake views >Minutes from St. Johns River >Sleeps 6 >Kayaks + SUP with waiver >Drip Coffee Maker + Nespresso >Wood burning fire pit >Propane BBQ >Washer + Dryer >Nearby restaurants and shopping >3 days of supplies (TP, trash bags, pods, etc.)

4.98 out of 5 average rating, 250 reviews

Guesthouse in Riverside

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

4.91 out of 5 average rating, 11 reviews

Welcome to the Weston House!

Discover serenity in our charming vacation home located in a tranquil neighborhood. Offering the perfect blend of comfort and relaxation with spacious interiors and a private patio, enjoy moments of peace and rejuvenation with your family. Escape the hustle and bustle and unwind in this idyllic retreat.

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Popular amenities for Fleming Island places to stay

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Other great vacation rentals in Fleming Island

Camper/RV in Fleming Island

4.88 out of 5 average rating, 8 reviews

Camp in Paradise

LottieRating, 5 stars2 weeks ago

my husband and son went fishing and didn't book anywhere to stay. called me and I found Michael's place on Airbnb. Michael and his wife met them there and showed them where to park the boat and got them in the camper. camper was very clean. There is also a boat ramp so they put in there this morning to fish. we will be back.

Guesthouse in Middleburg

4.81 out of 5 average rating, 27 reviews

Dock House

ShawnRating, 5 stars5 days ago

My wife and I wanted a small get away with something on the water that was peaceful and we couldn’t of asked for a more simple and beautiful place. We will definitely be back again!

4.91 out of 5 average rating, 106 reviews

*River Road Cottage* - Dock, Board Games, Wifi

ChristineRating, 5 stars2 months ago

This is the perfect place to get away without being isolated. Peaceful setting with great walking right out the door. Easy to get to anywhere you need to get to in Orange Park. Not far from the beaches. Loved sitting outside by the river. Such a refreshing way to start and end the day. The place is exactly as described.

Bungalow in Green Cove Springs

4.8 out of 5 average rating, 69 reviews

Dragonfly Bungalow on 1.5 acres close to downtown

LynneRating, 5 stars2 months ago

We had a wonderful two week stay at Steve’s place. We came there for work at the fair and the location was perfect for us right down the road. The house is lovely and clean, with a little seating area outside for smokers. Will definitely return for next year.

Guesthouse in Orange Park

4.87 out of 5 average rating, 54 reviews

little dream

AlexandraRating, 5 stars2 months ago

The place was great and we had no issues at all. Exactly as described. I'd definitely stay here again.

4.82 out of 5 average rating, 176 reviews

Immaculate Home with Private Pool and Patio

AleksandraRating, 5 stars2 weeks ago

We stayed here with our large family for a wedding that was nearby and had an amazing experience. The house had everything we needed, and we especially loved the dance room and pool - a fun highlight for everyone! The pool was perfect for relaxing, and the hosts were incredibly responsive and helpful whenever we had questions. Highly recommend!

Guesthouse in Jacksonville

5 out of 5 average rating, 3 reviews

Luxury Cottage with River Access

JulieRating, 5 stars6 days ago

Sarah is an excellent hostess. She was very responsive to our needs and questions and provided a super clean, well designed and comfortable place for my daughter and I to stay while in the Julington Creek area of Jacksonville. The cottage was super clean, happy and bright, cool and comfortable. I would recommend this to anyone and hope to stay there again in the future! It is also super convenient to restaurants, grocery shopping, salons, parks, and there are public tennis courts close by, along with a public golf course near by.