Vacation rentals in Fleming Island

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Top-rated vacation rentals in Fleming Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Green Cove Springs

5 out of 5 average rating, 118 reviews

1920 Carriage House on Riverfront Estate

1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

Top guest favourite

Home in Fleming Island

4.93 out of 5 average rating, 46 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 50 ppl).

Top guest favourite

Home in Fleming Island

4.95 out of 5 average rating, 170 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

Guest favourite

Place to stay in Orange Park

4.92 out of 5 average rating, 101 reviews

Beautiful 3 bedroom 2 bathroom waterfront home

Welcome to Cedar house, located on Drs. lake in orange park Fl. Conveniently located to 295 and just 15 mins from N.A.S. Jax ,30 mins from down town Jax, and 30 mins from the shopping at St johns town center, our home has been recently remodeled in 2022 and is a cosy and relaxing escape. With brand new kitchen, bathrooms, and open floor plan and the new dock/ boat house its perfect for getting the boat on the water or relaxing with friends/family and enjoying the fishing under the Florida sun.

Top guest favourite

Apartment in Orange Park

4.97 out of 5 average rating, 59 reviews

Cozy, 1-bedroom place with Private Pool and Patio.

COBRE Retreat, is a cozy, renovated ground level apartment with private pool and backyard oasis! It is centrally located in NE Florida, a short drive from NAS Jax, NS Mayport, OP Medical Center, Downtown Jax, the surrounding beaches and steps from the St Johns River. The property will keep you close to everything, but far enough to relax… enjoy a large kitchenette, private workspace in the bedroom, charcoal grill on the patio by the pool, a 55” smart tv and high speed Wifi for all your needs.

Guest favourite

Home in Orange Park

4.88 out of 5 average rating, 52 reviews

Dogwood Stay: Near the Lake

Comfy home perfectly located on a peaceful, dead-end street with public access to Doctor's Lake for kayaks, canoes and paddleboards. Master bedroom includes king-size bed, closet, dresser and private bathroom with shower. This room is a cozy hideway. 2nd bedroom is large with plenty of room to relax includes a king-size bed, dresser, closet and shares the main bathroom with tub/shower combo. 3rd bedroom is spacious and colorful with king-size bed, dresser, closet and shares the main bathroom.

Guest favourite

Home in Middleburg

4.94 out of 5 average rating, 108 reviews

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:)

Guest favourite

Home in Orange Park

4.9 out of 5 average rating, 238 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.

Top guest favourite

Home in Fleming Island

4.99 out of 5 average rating, 148 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.

Superhost

Camper/RV in Fleming Island

4.78 out of 5 average rating, 9 reviews

Camp in Paradise

Lakefront RV Paradise! Fully-equipped RV with 3 beds, master bedroom, & complete kitchen. Steps from the water with boat ramp and dock access included with your stay & complimentary kayak use. Enjoy WiFi, on-site laundry, & waterfront restaurant/bar featuring live bands, pool, darts & video gambling. Perfect for water lovers - bring your boat and toys for the ultimate lake getaway! Walking distance to dining, entertainment, and pristine waters. Your adventure awaits!

Guest favourite

Houseboat in Fleming Island

4.92 out of 5 average rating, 83 reviews

New Floating Luxury: Unique Houseboat Retreat

Hit the "♡ Save" button to bookmark our unique property 》 Welcome to Home A Wave, a unique, fully furnished houseboat on the tranquil waterfront, promising an unforgettable stay. ★ Unbeatable Waterscape: Experience tranquility and adventure. ★ Top Deck Bedroom: Enjoy panoramic views and starry nights. ★ Water Activities: Swim, paddle, or fish directly off the deck. ★ Modern Amenities: Benefit from a well-equipped galley and in-house laundry.

Guest favourite

Guest suite in Orange Park

4.87 out of 5 average rating, 127 reviews

Guest Suite

Enjoy your stay at this vivid private space! This suite is a colorful paradise that is surrounded by nature on a 2 acre property. Guests will be surrounded by color and outdoorsy scenery. The designated parking area is to right at a colored bee post. As you walk up the steps that lead you to the patio, you will see the door that will lead you to your lively suite. Our Suite is attached to the main house, with everything private.