Holiday rentals in Fleming Island

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Top-rated holiday rentals in Fleming Island

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Guest favourite

Home in Fleming Island

5.0 out of 5 average rating, 33 reviews

Fleming Island 4/3 by River wifi&MILS! Beach45 min

Newly renovated home in Fleming Island with Mother-In-Law Suite close to Orange Park, Middleburg, Green Cove and Jacksonville Florida. Farmhouse style with a touch of Christmas theme 365! 9 beds, (5)50+" LED 4K TV's in all rooms, fast internet, front/back porches available, A/C in Florida room. Home is next to St. Johns River on 1 acre, walk river street or enjoy the HUGE backyard. Beaches aprx 45 mins Close to restaurants, Publix, Walmart, Hospitals, Public boat ramp etc. All within 1-5 miles

Guest favourite

Home in Fleming Island

4.93 out of 5 average rating, 120 reviews

Game Room+3 Kings+Fast Wi-Fi+Close to river

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

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 194 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Guest favourite

Apartment in St. Augustine

4.99 out of 5 average rating, 104 reviews

Alice's Palace Alice in Wonderland St Augustine FL

Welcome to Alice's Palace; a sophisticated twist on Alice in Wonderland. This unique Madhatter tea party styled 1 bedroom private condominium is like no other. It has a large fully equipped kitchen, spectacular forest King bedroom, onsite spa, stunning pool and hot tub. Located in the King & Bear golf community of World Golf Village and boasts 2 World Class Golf Courses-King & Bear/Slammer & Squire and just minutes from Historic Downtown St Augustine, Outlet Shopping and many amazing beaches

Guest favourite

Farm stay in Middleburg

4.94 out of 5 average rating, 185 reviews

A Private Loft at Grand Landings Equestrian Center

Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 119 reviews

Luxury World Golf Village 1 Bed 1 Bath Condo

Escape to St. Augustine and enjoy a luxury one bedroom condo with new renovations and upgrades! Located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Explore the resort amenities including access to golf, multiple pools, a full service spa, lighted tennis courts, hot tub, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

Guest favourite

Farm stay in Middleburg

4.97 out of 5 average rating, 177 reviews

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!

Guest favourite

Home in Jacksonville

4.97 out of 5 average rating, 115 reviews

Unwind. Cozy Creekside Cottage near Ortega/NAS

Enjoy this charming creekfront cottage in the heart of Jacksonville. Unwind as the sun sets over the water, relax under shady cypress trees while wildlife travel about the tidal creek, enjoy cocktails on the dock, engage in boating or try your luck fishing. A boat ramp is nearby for boat launching. (Plenty of room to park Boat/Trailer on the nearly 1 acre lot ) While this unique retreat provides a tranquil getaway, it is also centrally located making it convenient for you to get around.

Guest favourite

Home in Fleming Island

5.0 out of 5 average rating, 98 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.

Guest favourite

Guest house in Jacksonville

4.98 out of 5 average rating, 186 reviews

Avondale Studio

Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

Guest favourite

Guest house in Saint Johns

4.97 out of 5 average rating, 209 reviews

Entire Cottage in St Johns, FL with a Water View

We are an easy 35-minute drive to downtown Jacksonville and 45 minutes to historic St. Augustine. Our property is nestled in a serene, tree-lined neighborhood on a canal that flows into the St. Johns River. The cottage is thoroughly cleaned and sanitized before your arrival with a minimum of 24 hours between bookings. The nightly rate INCLUDES St Johns County's bed tax, but Florida sales tax will be added to your booking fees by Airbnb.

Guest favourite

Home in Keystone Heights

4.86 out of 5 average rating, 110 reviews

Lake house - Kayaks and Fishing Poles

Awesome sunsets - Silver Sands is one of the few area lakes that is full and natural spring fed. Water is crystal clear and soft yes soft. 2 private decks, laundry room, and 2 carports. Two kayaks, Lake front swimming and fishing - come relax. 5 minute drive to groceries and gas. New fast WiFi , interior paint and metal roof. Pets are welcome but don’t we do charge a fee. We also charge a late checkout fee.

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Fleming Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Fleming Island's top sights

Whitey's Fish Camp31 locals recommend

AMC Fleming Island 126 locals recommend

V Pizza & Tap Garden - Fleming Island5 locals recommend

Other great holiday rentals in Fleming Island

Guest favourite

Campervan/Motorhome in Green Cove Springs

4.96 out of 5 average rating, 48 reviews

Green Cove Getaway

Guest favourite

Home in Green Cove Springs

4.9 out of 5 average rating, 93 reviews

Cozy 3 bedroom house in town, bikes included!

Guest favourite

Guest house in Jacksonville

4.97 out of 5 average rating, 35 reviews

Luxury Cottage with River Access

Superhost

Guest suite in Fleming Island

5.0 out of 5 average rating, 4 reviews

Chez Mimi - Studio with private bath

Guest favourite

Guest suite in Middleburg

5.0 out of 5 average rating, 42 reviews

Secluded, Cozy Guest Suite on Black Creek

Guest favourite

Home in Fleming Island

5.0 out of 5 average rating, 31 reviews

The Gathering Place

Guest favourite

Guest house in Fruit Cove

4.96 out of 5 average rating, 50 reviews

Cozy Cottage

Guest favourite

Holiday home in Orange Park

4.92 out of 5 average rating, 59 reviews

Casandra House - Peaceful / Salt Pool and Hot Tub

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Quick stats about holiday rentals in Fleming Island

Total rentals
10 properties
Local attractions
Whitey's Fish Camp, Fleming Island Golf Club and AMC Fleming Island 12
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
220 reviews
Nightly prices starting at
€ 28 before taxes and fees

Holiday rentals in Fleming Island

Top-rated holiday rentals in Fleming Island

Home in Fleming Island

Home in Fleming Island

Guest suite in St. Augustine

Apartment in St. Augustine

Farm stay in Middleburg

Apartment in St. Augustine

Farm stay in Middleburg

Home in Jacksonville

Home in Fleming Island

Guest house in Jacksonville

Guest house in Saint Johns

Home in Keystone Heights

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Fleming Island holiday rentals

Stay near Fleming Island's top sights

Other great holiday rentals in Fleming Island

Campervan/Motorhome in Green Cove Springs

Home in Green Cove Springs

Guest house in Jacksonville

Guest suite in Fleming Island

Guest suite in Middleburg

Home in Fleming Island

Guest house in Fruit Cove

Holiday home in Orange Park

Quick stats about holiday rentals in Fleming Island

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore