Vacation rentals in Lakeside

4.93 out of 5 average rating, 45 reviews

A serene view of the riverfront at sunset is captured, showcasing vibrant colors across the sky. Silhouetted palm trees frame the scene, while a sparkling pool reflects the fading light. Lounge chairs are positioned nearby, inviting relaxation outdoors.

Home in Fleming Island

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).

Place to stay in Orange Park

A modern kitchen features a central island adorned with simple place settings. Bright natural light floods the space through a skylight, while expansive windows offer a view of Drs. lake. An inviting dining area with a long table and stylish chairs is visible in the background.

4.92 out of 5 average rating, 98 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.

Home in Green Cove Springs

A modern living area features a spacious gray sofa and a festive Christmas tree adorned with decorations. Stockings hang from the fireplace, while a large TV is mounted on the wall. Natural light floods the space through nearby windows, enhancing the welcoming atmosphere.

4.97 out of 5 average rating, 101 reviews

Modern Green Cove Springs 7Beds Fence Beach 45 min

New Stylishly renovated home in Green Cove Springs just South of Fleming Island, Orange Park, Middleburg, West of Jacksonville Florida. Christmas 365! Farmhouse style with a touch of Christmas theme. 7 beds, Fenced yard, 65" LED TV, fast internet, front/back porches available up to 10 people. Beaches approx. 45 minutes. Camp Blanding 25min Close to restaurants, grocery stores, banks, gas stations, main hospital 8+miles). There are lakes and rivers locally to fish/boat, parks, and shopping:)

4.91 out of 5 average rating, 235 reviews

Two horses are seen within a barn, each housed in individual stalls crafted from wood. A wooden storage chest is positioned on the ground, with various items visible in the background, including containers and a gated outdoor area.

Farm stay in Middleburg

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!

Superhost

A cozy outdoor seating area features a sectional sofa with blue and cream cushions, accompanied by a glass-top table and four metal chairs. Soft lighting creates a welcoming ambiance, while a ceiling fan offers comfort during warmer days.

4.85 out of 5 average rating, 185 reviews

Cheerful three bedroom home with a pool

Relax with the whole family at this peaceful place to stay. Enjoy the pool or just lay out in the pool area with friends. Have a bbq and enjoy family. Spacious backyard with two hammocks and a tree swing. Front porch has a nice sitting area and tree swing. Connect to your favorite streaming platforms on the smart TV's, tv room has karaoke and free WiFi. Board games in hall closet to enjoy with family. 3 miles from Orange Park Mall, AMC movie theatre and many restaurants just minutes away

The entryway is highlighted by double doors that open to a welcoming view of the front yard. Natural light floods the space through a large transom window above the doors, framing a picturesque scene of manicured grass and distant trees.

4.9 out of 5 average rating, 236 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.

A dining area is presented with a wooden table surrounded by four upholstered chairs. Natural light filters through plantation shutters on multiple windows, creating a bright atmosphere. A vase with pink flowers is centered on the table, complemented by two decorative candles.

5 out of 5 average rating, 12 reviews

Rococo Retreat/ 4bed 3bath/Gameroom/ Jacuzzi Tub

Rococo Retreat offers plenty of room for groups looking for a relaxing stay. The home features two king beds, one queen, one full bed, and two sleeper sofas accommodating up to 10 guests comfortably. The master bedroom includes a luxurious jacuzzi tub perfect for unwinding. You'll appreciate our recently updated kitchen and the open, spacious living room that's ideal for gathering and relaxation. The property includes a private driveway with ample parking space for your convenience.

5 out of 5 average rating, 144 reviews

An outdoor space features a stone patio with a circular arrangement of four black chairs surrounding a fire pit on gravel. Verdant landscaping and trees provide a natural backdrop, enhancing the tranquility of the area.

Home in Fleming Island

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.

4.92 out of 5 average rating, 139 reviews

The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.

Home in Jacksonville

Cozy Home with Heated Private Pool and Patio

Nice and very clean house for your vacation and a comfortable stay. Cozy sitting area with a small pool. A protective screen around the recreation area will keep you from Florida insects))). Parking for 4 cars. Our home is located in a very convenient location: Less than 1 mile to the main road I-295 as well as the Costco store and Walmart Supercenter. At the same time, the house is located in a quiet area where you will not be disturbed by the various noises of city life.

Apartment in Jacksonville

The studio features a spacious bed with a light-colored blanket and decorative pillows. A cozy sofa sits in the corner, accompanied by a coffee table. Green plants are placed throughout, and ample natural light enters through a window, complemented by thoughtful décor on the walls.

5 out of 5 average rating, 107 reviews

The Cozy Basement in San Marco

Make yourself at home in this studio-style apartment located in a quiet neighborhood with a kitchenette and full bathroom that features modern updates. Centrally located, less than 5 minutes from historic downtown San Marco with trendy restaurants and shopping, just minutes away from all the shops and nightlife in the village square. Less than 15 minutes to Riverside and downtown Jacksonville including multiple hospitals. Also only 30 minutes from the airport and beaches.

Guest suite in Orange Park

The suite features a spacious bed adorned with colorful floral bedding. A small desk is positioned beside the bed, complemented by a round decorative stool. A wall-mounted TV is visible, and the attached bathroom can be seen through an open doorway.

4.86 out of 5 average rating, 124 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.

A cozy sleeping space features a plush bed with a textured quilt and decorative pillows. A bedside table in yellow contrasts with a classic black lamp, while a small clock adds a functional element to the inviting atmosphere.

4.96 out of 5 average rating, 167 reviews

Mr. Rogers Place (Family Friendly , Cozy, Clean)

Mr. Rogers house is conveniently located right off college drive in Orange Park. Making this the perfect spot for anyone visiting family in Fleming Island, Orange Park and even Middleburg. The house is on a quiet culdesac. This home is an extension of our Farm House just a 1.5 down the road. We welcome our guest to visit us during feedings to meet our lovely animals at HayStays Farm.

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Popular amenities for Lakeside vacation rentals

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Other great vacation rentals in Lakeside

4.84 out of 5 average rating, 32 reviews

A serene dock house is positioned on stilts over calm waters, with a wooden walkway leading to its entrance. Soft colors of the evening sky are visible above, while clouds drift past, creating a tranquil atmosphere surrounding the retreat.

Guesthouse in Middleburg

Dock House

Private room in Orange Park

A well-lit bedroom features a spacious bed adorned with a decorative quilt showcasing a leaf pattern. A small desk with an ergonomic chair is positioned against the wall, alongside a mounted television and a window providing natural light. Light green walls create a calm atmosphere.

4.91 out of 5 average rating, 11 reviews

Quiet Cul-de-sac Master Bedroom

Superhost

A comfortable living area features a light-colored sofa adorned with decorative cushions and a cozy throw. A wooden coffee table sits centrally, while a lamp on a side table provides additional lighting. Large windows allow natural light to fill the space.

Private room in Orange Park

5 out of 5 average rating, 4 reviews

Casita Little Home ²

Private room in Jacksonville

4.99 out of 5 average rating, 545 reviews

Cardinal's Cove- private bedroom/bath

Superhost

A cozy sleeping area features two beds with decorative pillows and a light grey blanket. The room is adorned with sunburst wall decor and has a small kitchenette with a microwave. Natural light filters through the window, complemented by light curtains.

Guesthouse in Green Cove Springs

4.83 out of 5 average rating, 46 reviews

Country home

Private room in Green Cove Springs

A spacious bedroom is featured with a king size bed adorned in a colorful patterned quilt. A small desk with a chair is positioned next to the bed, while a mini fridge is visible nearby. Natural light filters through the windows, creating an inviting atmosphere.

4.94 out of 5 average rating, 252 reviews

Large, kingsize master bedroom with private bath.

Private room in Jacksonville

A simple bedroom is furnished with a wooden bed frame and a comfortable mattress dressed in light bedding. A small nightstand is positioned beside the bed, while a wall-mounted lamp provides illumination. A fan hangs from the ceiling, and natural light filters through a sheer-curtain-covered window.

5 out of 5 average rating, 106 reviews

Salt Life Suite