
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.

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

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.

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.

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.

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:).

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

Large 1 bedroom Cottage with full kitchen
This is a full size one bedroom house with full brand new kitchen and private entrance. The entire place was renovated late 2021. A king size bed (inc tv) awaits you and a twin sized sofa bed for one adult or two kids. The kitchen has a full sized brand new oven, stove, microwave, dishwasher and fridge and is stocked with utensils etc so you can easily make full meals or stay for an extended time. There's one free off-street parking spot available and plentiful free street parking.

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.

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.

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.

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 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.
Popular amenities for Lakeside vacation rentals
Other great vacation rentals in Lakeside

Cozy Private Room located in Southside Jax

Cozy King Street Suite Upstairs

Cozy Room "A" close to I-10

Cardinal's Cove- private bedroom/bath

Updated Master Bedroom & Bath w/ Private Entrance

Jessie Room 2 - Near Events and Entertainment!

Comfy Room in Heart of Jax!

Quiet and comfortable
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 CAD | $181 CAD | $191 CAD | $198 CAD | $183 CAD | $191 CAD | $195 CAD | $191 CAD | $177 CAD | $173 CAD | $174 CAD | $191 CAD |
| Avg. temp | 13 °C | 15 °C | 17 °C | 20 °C | 24 °C | 27 °C | 28 °C | 28 °C | 26 °C | 22 °C | 17 °C | 14 °C |
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 free parking, over 50 homes with wifi, over 50 homes with air conditioning, 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 $41 CAD 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 and 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

Wifi availability
60 of Lakeside vacation rentals include wifi 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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