
Family-friendly holiday rentals in Lakeside
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Top-rated family-friendly rentals in Lakeside
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Studio Suite in Beautiful Central Neighborhood
Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

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.

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

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:).

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.

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.

The Cozy Basement in San Marco
Make yourself at home in this studio-style apartment located in a quiet neighborhood with a kitchenette and full bathroom that features modern updates. Centrally located, less than 5 minutes from historic downtown San Marco with trendy restaurants and shopping, just minutes away from all the shops and nightlife in the village square. Less than 15 minutes to Riverside and downtown Jacksonville including multiple hospitals. Also only 30 minutes from the airport and beaches.
Popular amenities for Lakeside family-friendly rentals
Family-friendly home rentals with a hot tub

Mi CASA es su CASA

Private FL Home with Pool, Hot tub & Luxury Master

Spanish Colonial Design One Bedroom Condominium

~Billiard Abode_Sleeps 12_Cool Pool & Spa~

Couples clothing optional escape hot tub deck

Luxury Golf & Spa condo in Beautiful St. Augustine

Guesthouse/TPC/GuanaViews/WalkBeach/HotTub

Paradise Palms Estate
Family- and pet-friendly home rentals

Cute Cottage on 85-Acre Farm

San Marco Area Bungalow * Cozy Screened Porch*

The Captain's Quarters o|--)

Bright stylish 1bd/1 ba Apt in Historic Avondale.

ROMANTIC RIVERFRONT CABIN~ BRING BOAT ~ SLEEPS 2

Pet friendly tiny home w/fenced in yard by park

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

Mandarin Pearl. Close to everything.
Family-friendly home rentals with a pool

Private Bungalow with Pool/55” tv

Sunset near the Lake/12guests/4bdrs/2baths

K-Pop Apartment & Great Confort - Fast WiFi

Cozy Home with Heated Private Pool and Patio

Birds of Paradise, 3 Miles from NAS JAX

Retreat on the river

Green Cove Getaway

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 SGD | $211 SGD | $229 SGD | $223 SGD | $240 SGD | $225 SGD | $229 SGD | $199 SGD | $207 SGD | $203 SGD | $211 SGD | $223 SGD |
| 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 holiday rentals that are family-friendly in Lakeside

Total holiday rentals
Explore 40 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 2,300 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Lakeside holiday rentals include wifi 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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- Rentals with a fireplace Lakeside
- Rentals with outdoor seating Lakeside
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- Rentals with a patio Lakeside
- House rentals Lakeside
- Pet-friendly rentals Lakeside
- Rentals with a firepit Lakeside
- Rentals with pools Lakeside
- Family-friendly rentals Clay County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- EverBank Stadium
- University of Florida
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- VyStar Veterans Memorial Arena
- Depot Park
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- St Johns Town Center
- Saint Augustine Town Plan Historic District
- TPC Sawgrass
- St. Augustine Alligator Farm Zoological Park
- University of North Florida
- Florida Museum of Natural History
- Fort Clinch State Park
- Lochloosa Lake
- Vilano Beach Fishing Pier
- Anastasia State Park
- Memorial Park
- Little Talbot
- Marineland Dolphin Adventure




