
House holiday rentals in Lakeside
Find and book unique houses on Airbnb
Quick stats about house rentals in Lakeside

Total holiday rentals
Explore 40 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 2,260 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Lakeside holiday rentals include Wi-Fi 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!
Top-rated house rentals in Lakeside
Guests agree: These houses are highly rated for location, cleanliness and more.

Enchanted Oaks Estate-Weddings -Carriage House
1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

Easy Breezy Bungalow
This charming historical bungalow with views of Trout River and Rolliston Park is situated in a peaceful natural setting, yet is convenient to I-95, Jacksonville International Airport, JAXPORT Cruise Terminal, EverBank Stadium (home of the Jacksonville Jaguars), VyStar Ball Park, Dailey's Place Amphitheater, and the Jacksonville Zoo. The owners live nearby and are available to welcome and assist you. A fifth guest will be comfortable on the sunroom daybed. Please note: This is NOT a party venue.

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

Private oasis, heated pool, exceeds expectations
Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

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 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:).

Quiet Ortega Bungalow by TCC & NAS 15mins to DT
Welcome to Davinci's Bungalow, located within walking distance to Timuquana Country Club & The Florida Yacht Club. Stylish finishes, fully equipped kitchen, wifi, Smart 4K TV, workspace, peaceful porch, comfy memory foam mattresses & washer/dryer! Quick drive to NAS JAX (4min), downtown (15min), TIAA Bank Field/Jags stadium (18min), and 2 mins to historic neighborhoods. Less than 15 mins to hospitals, mins to the St John’s river. Enjoy peace & quiet in the unique neighborhood of Venetia!

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 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
Popular amenities for Lakeside house rentals
House rentals with a pool

Oasis in the Hill

Historic Avondale Pool House | Guest Favorite

Posh Pool and Pond Landing

Serenity and Amazing Views - Home on River w/ Pool

Private FL Home with Pool, Hot tub & Luxury Master

Luxury Pool Retreat • Taste of Britain

Sunny Florida home with a pool.

Entire Fabulous Home with Inground Pool & Jacuzzi
Weekly house rentals

The Hothouse-Couples Escape: Play-Relax-Reconnect

Fancy Dancy

Coastal Lane 3/2 Clean Home in Jacksonville, Wi-fi

St Augustine Entire Home, King Bed, Pet Friendly

San Marco hide away

Industrial Van Value

Villa Marita B&B

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit
Private house rentals

~Spacious 4/2 in Oakleaf, pet friendly

Enjoy the Whole House| 2BR 2BA Special |Sleeps 4

1 acre, sleeps 8, 4 min to Orange Park hospital

Westside Bungalow Wellness & Small Family Space

Renovated Modern Retreat • Near Shopping & Dining

Beautiful Lake Mandarin Home

Sweet & Cozy 2BR Home | Peaceful - Private Stay

Doctor's Lake 5th Wheel Shaded Stay
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 NZD | $265 NZD | $262 NZD | $279 NZD | $276 NZD | $286 NZD | $257 NZD | $245 NZD | $230 NZD | $226 NZD | $230 NZD | $242 NZD |
| 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
- Four Corners Holiday rentals
- Atlanta Holiday rentals
- Orlando Holiday rentals
- Myrtle Beach Holiday rentals
- Panama City Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Savannah Holiday rentals
- Charleston Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- University of Florida
- EverBank Stadium
- St Augustine Amphitheatre
- University of North Florida
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Fort Clinch State Park
- Depot Park
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Adventure Landing Jacksonville Beach
- Huguenot Memorial Park
- Flagler College
- Crescent Beach
- Little Talbot
- Memorial Park
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Friendship Fountain





