
Family-friendly vacation rentals in Lakeside
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Lakeside

Total vacation rentals
Explore 30 vacation rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 2,360 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Lakeside vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lakeside rentals

4.9 Average rating
Lakeside stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Lakeside
Guests agree: these family-friendly homes 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

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.

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.

Modern Orange Park Home w/6+Beds&Wash/Dryer Fence
Stylishly renovated home North of Middleburg and South of Orange Park Florida. 6+beds TV’s IN ALL ROOMS, available for use to accommodate up to 9 people. One King bed, 2 twin beds, double bed, a pull out queen sofa bed, and air mattress. Peace and quiet just minutes away from the city yet still comfortable. The home is close to many restaurants, grocery stores, banks, gas stations, and main hospital (1/2-2+miles). There are creeks and lakes locally to fish, parks. Beaches approx. 45 mins

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!

Haystays Farm-Cozy, Charming, Country, Modern Home
Welcome to our special farm house! The home sits on 1.5 acres that is perfectly located on the Orange Park and Fleming Island line. Our location is ideal to everyone! We have plenty of space that makes our farmhouse so AMAZING! You will experience the feel of country living with all the perks of great restaurants, shopping and convenience of being near everything Jacksonville has to offer. Our home is super clean with many amenities to make you feel at home. We love it here and so will you!

Nature Cozy Home
Located in Orange Park FL , this rural, rustic, colorful getaway can be your home away from home! Guests can enjoy the forested and vintage scenery that reminds one of simpler times. The designated parking area is indicated by the, sign of three flowers at the left side of the driveway. Guests will also have their own seating area. Please note we have another Listings: Retreat Mobile Camper (back to house) and Guest Suite (attached to house)on the property! , with everything private Thanks

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 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.

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
Popular amenities for Lakeside family-friendly rentals
Family-friendly home rentals with a hot tub

*Heated Pool, Hot Tub & Grill Retreat • Free Wi-Fi

Renovated Beach House w/ Pool and Outdoor Oasis

Charming Rustic Boathouse

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

The Hothouse-Couples Escape: Play-Relax-Reconnect

Condo near Downtown St Augustine/beach/golf

Couples clothing optional escape hot tub deck

Paradise Palms Estate
Family- and pet-friendly home rentals

Cozy 3 bedroom house in town, bikes included!

Luxury 4BR Retreat w/ Heated Pool•Taste of Britain

Private oasis, heated pool, exceeds expectations

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

Special lakefront retreat

Elegant & Stylish Pool House with Arcade!

Lakeshore Leisure Club

Studio Suite in Beautiful Central Neighborhood
Family-friendly home rentals with a pool

Salty Dolphin Cottage with Pool ❤

Private Pool Home • Quiet • Near Beaches & Dining

K-Pop Apartment & Great Confort - Fast WiFi

The Pink Cabana

Oasis in the Hill

Retreat on the river

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

SKY Vacation Home, Private resort for your family
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ595 | ﺩ.ﺇ606 | ﺩ.ﺇ657 | ﺩ.ﺇ643 | ﺩ.ﺇ690 | ﺩ.ﺇ646 | ﺩ.ﺇ657 | ﺩ.ﺇ573 | ﺩ.ﺇ595 | ﺩ.ﺇ584 | ﺩ.ﺇ606 | ﺩ.ﺇ643 |
| 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 |
Destinations to explore
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- Rentals with a patio Lakeside
- Rentals with a fireplace Lakeside
- Rentals with a fire pit Lakeside
- Rentals with outdoor seating Lakeside
- Rentals with a washer and dryer Lakeside
- Pet-friendly rentals Lakeside
- House rentals Lakeside
- Rentals with pools Lakeside
- Family-friendly rentals Clay County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- EverBank Stadium
- University of Florida
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- Depot Park
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Fort Clinch State Park
- Lochloosa Lake
- Guana Reserve Middle Beach
- Vilano Beach Fishing Pier
- Florida Museum of Natural History
- Memorial Park
- Little Talbot
- San Sebastian Winery




