
Family-friendly vacation rentals in Lakeside
Find and book unique family-friendly homes on Airbnb
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.

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!

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 45 Mn
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:)

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.

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.

4bd/2bath, 6beds+ 1folding bed, I-295,17, NAS
Enjoy a cozy home in a quiet and convenient location near shopping, restaurants, I-295, and NAS JAX. The beach is only 30 minutes! Perfect for families & groups: accommodates up to 12 guests ✔ Price includes up to 8 guests ✔ Extra guests: $15 per person/per night Pet-friendly ✔ $35 dog/per stay What you’ll love: 4 bedrooms,2 full bathrooms (6 beds) 4 Smart TVs Fully equipped kitchen Kids-friendly: toys, crib, high, chair. Free laundry. Parking for up to 6 cars

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Renovated Beach House w/ Pool and Outdoor Oasis

~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

The confetti house - 1 mile from the Mayo clinic!

Guesthouse/TPC/Guana Views/Walk Beach/Hot Tub

Paradise Palms Estate
Family- and pet-friendly home rentals

San Marco Area Bungalow * Cozy Screened Porch*

The 1910 General Store - residence

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

St Augustine Entire Home, King Bed, Pet Friendly

Lake View Escape to The Exchange

Lakeshore Leisure Club

Studio Suite in Beautiful Central Neighborhood

Family Friendly, Fenced Yard, Dogs Ok, Fire Pit
Family-friendly home rentals with a pool

Salty Dolphin Cottage with Pool ❤

Cozy House mins from NAS JAX & Orange Park Mall

Dream Catcher Cottages at Sweetwater Creek

Private oasis, heated pool, exceeds expectations

The Pink Cabana

Clear-Roof Heated Pool • Luxury All-Season Swim

Elegant & Stylish Pool House with Arcade!

King bed, Lake View, sleeps 8, 6 TVs, Public Pool
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,638 GYD | G$34,312 GYD | G$37,241 GYD | G$36,613 GYD | G$39,333 GYD | G$36,822 GYD | G$37,450 GYD | G$32,638 GYD | G$33,893 GYD | G$33,266 GYD | G$34,521 GYD | G$36,613 GYD |
| 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 |
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 G$14,645 GYD 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!
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- Family-friendly rentals Clay County
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