
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.

Tent 2-Relax,Retreat, Revive-boutique camping -A/C
-Experience nature with all the comforts of home-A/C keeps you cool! Heater keeps you warm! - Casper King size bed, deck,fire pit, coffee maker, kayaks -Private bathhouse - Located on Black Creek - Large above ground pool with deck - Grill - Less than 15 min from grocery stores/local restaurants - 40 min from downtown Jax - 50 min to St. Augustine If having difficulty booking your preferred date or you have a group, message us for more info on 1 additional tent and cabin on property .

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!

The Treehouse - Murray Hill
Enjoy all the comforts of home in this remodeled guesthouse. Features keyless entry for easy self check-in, mini kitchenette with one-burner induction cooktop, microwave, Keurig coffee maker, utensils, and cookware. Free Wi-Fi, 43" Smart TV, linens, full-size bed in the sleeping area with a private deck off the back sitting high amongst the trees. Parking on well-lit quiet street with security camera coverage in select areas. No indoor smoking/vaping allowed. DM for questions/exceptions!

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

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 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.

Quiet Private Entrance Backyard Guest Suite
Our small, clean, cozy, guest suite (about 220 sq ft) is located in our fenced backyard. It is detached from our house with a private entrance, in a quiet and safe residential neighborhood. It isn't fancy, but it's a good space for spending a few days while visiting Jax. We offer keyless check-in and free parking is in our driveway. A queen Sealy Posturepedic bed provides ultimate comfort. The suite has a mini-fridge and microwave for simple meals (no full kitchen).

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.

The Wadsworth House - A Modern Studio
Nestled in the heart of charming Ortega, The Wadsworth House is a brand-new studio apartment equipped with a modern kitchenette, living area, large bathroom and shower, and spacious closet. This modern studio is well lit and boasts crisp tile floors, marble counter tops in the kitchen and bathroom, open shelving in the kitchen, and a comfortable living space. Perfect for a weekend away or an extended stay.
Popular amenities for Lakeside family-friendly rentals
Family-friendly home rentals with a hot tub

Mi CASA es su CASA

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

Private FL Home with Pool, Hot tub & Luxury Master

Spanish Colonial Design One Bedroom Condominium

Private Bungalow with Pool/55” tv

The Hothouse-Couples Escape: Play-Relax-Reconnect

Couples clothing optional escape hot tub nude deck

Luxury Oasis: *Heated Pool,Spa/Hot Tub&Grill Patio
Family- and pet-friendly home rentals

Lakefront Retreat Apartment Remodeled, Premium Bed

Simple Studio Bungalow - Close to it All in Jax

The Captain's Quarters o|--)

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

Modern E. Orange Park Home 6 bed Fence Beach 45 Mn

Stylish Bungalow Near Dining,Parks & Entertainment

Spacious 2/1 in historic walkable neighborhood

The Flemingo- Game Room 3 Kings
Family-friendly home rentals with a pool

Salty Dolphin Cottage with Pool ❤

Casandra House - Peaceful / Salt Pool and Hot Tub

Stunning Modern Oasis with a Huge Pool

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

Cozy Home with Heated Private Pool and Patio

+A Taste of Britain entire house / heated pool+

Cute Pool Cottage in the Historic District

Jax Jaguars Ste w/POOL Nr DWTN/I-295/NAS/Pet Frdly
Quick stats about holiday rentals that are family-friendly in Lakeside
Total rentals
30 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
2.2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Rentals with outdoor seating Lakeside
- Rentals with a fireplace Lakeside
- Rentals with a washing machine and dryer Lakeside
- Rentals with pools Lakeside
- Pet-friendly rentals Lakeside
- Rentals with a fire pit Lakeside
- Rentals with a patio Lakeside
- House rentals Lakeside
- Family-friendly rentals Florida
- Family-friendly rentals United States
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- Crescent Beach
- Kathryn Abbey Hanna Park
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