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Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

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

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Top guest favorite
An outdoor patio area features a wooden table and chairs, providing a relaxing space to enjoy views of the water. A flag flies in the distance, while a covered structure offers shade. Lush green grass surrounds the area, enhancing the natural setting.
Place to stay in Orange Park
4.93 out of 5 average rating, 120 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 favorite
A two-story house is set back on a spacious driveway, surrounded by lush trees and vegetation. A manicured lawn features well-maintained plant beds near the entrance, while the garage is visible on the left side of the structure under a clear blue sky.
Vacation home in Orange Park
4.92 out of 5 average rating, 108 reviews

Casandra House - Peaceful / Salt Pool and Hot Tub

Welcome to Casandra House. A peaceful getaway in Orange Park, FL. Located in the vicinity of Doctor's Lake, this house sits on 3/4 of an acre surrounded with trees and vegetation. It provides just enough privacy to make you feel away from everything while minutes from shops and restaurants. Home includes a large backyard, patio screen enclosure, salt pool and hot tub. About 2 1/2 miles from the Orange Park Thrasher-Horne Center and 10 miles from NAS Jacksonville. Note: No direct lake access.

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
4.95 out of 5 average rating, 196 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.

Superhost
Home in Middleburg
5 out of 5 average rating, 3 reviews

Villa Marita B&B

Come as a guest and leave as a friend. This is a duplex house where only the right-hand (A) unit is available for rent. It includes a living room, dining room, kitchen, bathroom, and two bedrooms with queen beds, ideal for a family of four. Located between Orange Park and Middleburg, it's surrounded by nature and positive energy. We are close to nature parks, museums, St Johns River, beaches and historical sites. If you would like to explore the city check my guidebook.

Top guest favorite
Guesthouse in Mandarin
4.98 out of 5 average rating, 138 reviews

Pet Friendly Studio w/Tons of 5 Star Reviews

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

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
4.88 out of 5 average rating, 148 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, 103 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.

Top guest favorite
Home in Jacksonville
4.98 out of 5 average rating, 280 reviews

Single House:12guests/4beds/2baths/huge backyard

Spacious, cozy and clean house inside and outside relaxation, for either a large family or a large company. The house accommodates up to 12 guests. The house is located 3 minutes away from Oakleaf Town Center( Ross, Target, HomeGoods, Cafes, Restaurants, etc). THE HOUSE IS A PERFECT GET AWAY HOME TO RELAX AND ENJOY MUCH NEEDED R & R. LOOKING FORWARD TO SHARING OUR BEAUTIFUL HOME WITH YOU AND YOUR GUESTS.

Top guest favorite
The exterior of the home features a white brick facade with large windows and a black front door. A private driveway leads to a single-car garage, surrounded by a fenced yard with greenery. Outdoor seating is arranged on the patio, providing a welcoming entrance.
Home in Avondale
5 out of 5 average rating, 102 reviews

Industrial Van Value

Our 1,300 ft.² home was renovated in 2023 with new central heat and air, ceramic tile and hard wood flooring, kitchen appliances and cabinets, bathrooms, and electrical and plumbing. Due to owner allergies, we do not allow pets or companion animals. The home is a block away from 8 restaurants and many local shops. We allow a maximum of 6 overnight guests and 4 visitors on the property at one time.

Guest favorite
A bright living area features two comfortable gray sofas positioned on a soft area rug. Natural light enters through two windows, illuminating the open layout. A dining space with a wooden table and chairs is visible in the background, along with a modern kitchen.
Home in Middleburg
4.92 out of 5 average rating, 24 reviews

~Homey 3/2_near Fleming Island

Beautiful house 5 minutes from Fleming Island. Quiet, well kept neighborhood. The whole group will enjoy easy access to everything from this centrally located place. Fully remodeled with new flooring, modern kitchen, fresh paint and fast wifi. Smart TVs in every bedroom and living room. Fully fenced backyard. Dog friendly. Close to lots of restaurants and shops

Top guest favorite
An open barn interior is illuminated by warm lighting, featuring a comfortable leather sofa paired with a modern armchair. A rustic coffee table sits in front, while a vintage truck and motorcycle add character to the space. Wood paneling enhances the cozy atmosphere.
Barn in Jacksonville
4.99 out of 5 average rating, 139 reviews

Studio styled barn on a Florida pecan farm.

Hosts live on-site, in the main house beside the barn. Located on a small pecan orchard, our barn was built to be a place of rest and creativity for our family and friends. One of our favorite things about where we live is being able to enjoy the open space of the country while being close to the vibrant city of Jacksonville and the beautiful beaches.

Guest favorite
A well-maintained green lawn is bordered by a stone pathway leading to a tranquil creek, which flows into the Saint Johns River. The scene features palm trees on either side, with modern buildings visible in the background, creating a serene outdoor atmosphere.
Apartment in Avondale
4.84 out of 5 average rating, 141 reviews

Peaceful creek view getaway.

Quiet neighborhood. Walk and bike to neighborhood Shoppes of Avondale and 5 Points. Three blocks from Boone Park with large children’s play area. Centrally located to downtown, the beaches, Southside, San Marco , Mayo Clinic, and other medical facilities . Private entrance with view of creek that flows into SaintJohns river .

Popular amenities for Lakeside vacation rentals

When is the best time to visit Lakeside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,118 ZARR2,151 ZARR2,265 ZARR2,346 ZARR2,167 ZARR2,265 ZARR2,314 ZARR2,265 ZARR2,102 ZARR2,151 ZARR2,200 ZARR2,200 ZAR
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Lakeside?

    Lakeside has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 pet-friendly vacation rentals in Lakeside?

    Four-legged friends are welcome in Lakeside. Choose from more than 30 vacation rentals for guests traveling with pets.

  • 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.

  • Are there Lakeside house rentals on Airbnb with pools?

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

  • 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 50 house rentals with a kitchen in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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.

  • 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 a kitchen, over 50 homes with air conditioning, over 50 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 R489 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 3,250 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 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