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Vacation rentals in Lakeside

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Lakeside

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

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Superhost
Home in Middleburg
5 out of 5 average rating, 4 reviews

Spacious 4Br/2BA 5TV Home FL Room Fence Beach45 Mn

Perfect for families, groups, or work crew stays. Renovated 4BR/2BA withTVs in every room in Middleburg neighborhood! Modern touches throughout with comftorable living area, and fully equipped kitchen. Spacious fenced backyard with Florida room is perfect for families, pets, and outdoor fun. Relax in comfort with updated baths, plush bedrooms, and plenty of space. The home is close to restaurants, grocery stores, banks, gas stations, main hospital(2+miles). There are lakes, rivers, and trails

Superhost
A modern living area features a light-colored sofa adorned with dark cushions and a soft throw blanket. A glass coffee table is positioned on a textured area rug, complemented by a stylish floor lamp and a leafy plant beside it. A large abstract artwork adds a striking focal point.
Apartment in Jacksonville
4.86 out of 5 average rating, 107 reviews

Lake View Escape to The Exchange

Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

Guest favorite
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.
Home in Orange Park
4.9 out of 5 average rating, 244 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.

Guest favorite
A well-lit bedroom features a spacious bed with soft linens, complemented by stylish lighting and neutral wall tones. The bathroom showcases a walk-in shower with clear glass doors, coupled with modern fixtures. The kitchenette is equipped with essential appliances and a small dining table, enhancing functionality.
Guesthouse in Jacksonville
4.96 out of 5 average rating, 178 reviews

Private, Modern And Cozy Guesthouse

Kick back and relax in this calm, stylish space. Enjoy the privacy of this recently renovated unit which includes a queen-sized bed, and a small living room with a sleeper sofa, so the place can comfortably accommodate up to three. Also included, a 50-inch smart TV, kitchenette, bathroom/shower, closet, and keypad lock for easy access in and out. Please note that we have an exterior security camera on the front to enhance your safety. Conveniently situated 1 mile off Highway 295.

Guest favorite
A spacious bedroom features a king-size bed with white bedding and decorative pillows. A bright yellow throw blanket adds a pop of color. Two modern artworks are displayed above the bed, while a large mirror reflects the room's design, enhancing the sense of space.
Guest suite in Jacksonville
4.94 out of 5 average rating, 155 reviews

Cozy Private Guest Room - Entire Studio Suite

This gorgeous and elegant Suite style room with a great Westside location. Very private, warm and Comfortable large Bedroom where you can have some privacy to work or just relax after a long day. Most of our guests are coming from all over the country for special events, or simply for a getaway as a couple. Brand new furniture’s, smart TV, WIFI, and Netflix. Electronic lock door and security measures, safety and friendly neighborhood You'll love this unique and romantic escape.

Guest favorite
A cozy guest suite features a queen bed dressed in a blue quilt and accented with a striped throw pillow. Soft lighting is provided by a bedside lamp, and a comfortable chair is positioned in the corner. The room includes a private bathroom entrance visible in the background.
Guesthouse in Lakeshore
4.88 out of 5 average rating, 189 reviews

Quiet Private Entrance Backyard Guest Suite

Our small, clean, cozy, guest suite (about 220 sq ft) is located in our fenced backyard. It is detached from our house with a private entrance, in a quiet and safe residential neighborhood. It isn't fancy, but it's a good space for spending a few days while visiting Jax. We offer keyless check-in and free parking is in our driveway. A queen Sealy Posturepedic bed provides ultimate comfort. The suite has a mini-fridge and microwave for simple meals (no full kitchen).

Top guest favorite
Apartment in Middleburg
5 out of 5 average rating, 9 reviews

Escape to the Hidden Gem - a quiet country retreat

Start your adventure in a place where old-world charm meets quiet country luxury. Nestled in a serene gated community is your 1 bed/2 bath retreat, perfect for the seasoned traveler. Spend your days writing, reading, or listening to the sounds of nature. Explore the nearby trails, fish the local creeks or simply sip coffee on the porch. There’s a full kitchen for the culinary minded as well as the convenience of multiple restaurants and shops nearby.

Guest favorite
A spacious sleeping area features a large bed adorned with a colorful coral-patterned quilt. Natural light floods the room through a window, highlighted by vibrant curtains. A small dining area with high chairs is visible, along with decorative accents like fresh flowers.
Guest suite in Orange Park
4.87 out of 5 average rating, 141 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.

Top guest favorite
A serene view of the North Prong of Black Creek is depicted, showcasing calm water reflecting lush greenery. Trees frame the scene, creating a peaceful atmosphere. Wooden docks are visible in the background, inviting moments of exploration and relaxation.
Guest suite in Middleburg
4.99 out of 5 average rating, 94 reviews

Secluded, Cozy Guest Suite on Black Creek

Come down the driveway and escape the world. Situated on the North Prong of Black Creek, this cute studio suite offers rural with benefits. There's something for all outdoor lovers- birdwatching, kayaking, fishing, paddle boarding, wildlife, and more. If you want to just listen to the birds and cicadas, that's ok, too. The apt has a microwave, Keurig, toaster, and small fridge. Wifi is fast for remote working.

Superhost
Apartment in Jacksonville
5 out of 5 average rating, 4 reviews

K-Pop Apartment & Great Confort - Fast WiFi

Welcome to the K-Pop Magic Department! Your fun and cozy getaway is ready for you. Whether you're here for family time, work, or to relax, this colorful space has everything you need. With quick access to I-295, you’re only a short drive from the best spots: Beaches – 35 min Zoo – 30 min Unwind, enjoy, and vibe with your favorite K-pop characters in this magical apartment!

Guest favorite
A resort-style swimming pool is surrounded by lush palm trees and lounge chairs. The pool features a clear blue surface reflecting the evening sky with subtle hues of purple and orange. Nearby, a shaded seating area is visible, offering additional relaxation options.
Apartment in Jacksonville
4.96 out of 5 average rating, 75 reviews

Birds of Paradise, 3 Miles from NAS JAX

Enjoy a stylish experience at this centrally-located place. This brand new luxury apartment is thoughtfully designed with your experience in mind, featuring designer kitchens, luxury finishes, and spacious floor plans. Enjoy our robust amenity package, including a resort-style pool, outdoor lanai, and grilling stations, fully stocked kitchen— all perfect for relaxing!

Guest favorite
The exterior of a charming guesthouse is presented, featuring a light blue door and a wooden deck with a simple railing. Surrounding greenery and a clear blue sky provide a natural backdrop to the cottage.
Guesthouse in Fruit Cove
4.92 out of 5 average rating, 110 reviews

Cozy Cottage

Centrally positioned amid Jacksonville, St. Augustine, and the beaches, our guesthouse provides easy access to local shopping and amenities. Located near the scenic St. Johns River, guests can enjoy fishing and water activities.

Popular amenities for Lakeside vacation rentals

When is the best time to visit Lakeside?

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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Lakeside?

    Experience the best of Lakeside with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Lakeside?

    Yes! Work meets play with ease at over 40 vacation rentals in Lakeside featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Lakeside have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Lakeside have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Lakeside have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • Are there Lakeside vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Lakeside, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Lakeside?

    Lakeside has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Lakeside?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with air conditioning, over 50 homes with free parking, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Lakeside?

    Four-legged friends are welcome in Lakeside. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Lakeside have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Lakeside. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Lakeside

  • Total vacation rentals

    Explore 60 vacation rentals in Lakeside

  • Nightly prices starting at

    Lakeside vacation rentals start at € 25 per night before taxes and fees

  • Verified guest reviews

    Over 3,250 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Lakeside vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lakeside rentals

  • 4.8 Average rating

    Lakeside stays are highly rated by guests—averaging 4.8 out of 5!

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  2. United States
  3. Florida
  4. Clay County
  5. Lakeside