
Holiday rentals in Lakeside
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Top-rated holiday rentals in Lakeside
Guests agree: these stays are highly rated for location, cleanliness and more.

Spacious 4Br/2BA 5TV Home FL Room Fence Beach45 Mn
Perfect for families, groups, or work crew stays. Renovated 4BR/2BA withTVs in every room in Middleburg neighborhood! Modern touches throughout with comftorable living area, and fully equipped kitchen. Spacious fenced backyard with Florida room is perfect for families, pets, and outdoor fun. Relax in comfort with updated baths, plush bedrooms, and plenty of space. The home is close to restaurants, grocery stores, banks, gas stations, main hospital(2+miles). There are lakes, rivers, and trails.

Lake View Escape to The Exchange
Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

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.

Large 1 bedroom Cottage with full kitchen
This is a full size one bedroom house with full brand new kitchen and private entrance. The entire place was renovated late 2021. A king size bed (inc tv) awaits you and a twin sized sofa bed for one adult or two kids. The kitchen has a full sized brand new oven, stove, microwave, dishwasher and fridge and is stocked with utensils etc so you can easily make full meals or stay for an extended time. There's one free off-street parking spot available and plentiful free street parking.

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.

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.

Secluded, Cozy Guest Suite on Black Creek
Come down the driveway and escape the world. Situated on the North Prong of Black Creek, this cute studio suite offers rural with benefits. There's something for all outdoor lovers- birdwatching, kayaking, fishing, paddle boarding, wildlife, and more. If you want to just listen to the birds and cicadas, that's ok, too. The apt has a microwave, Keurig, toaster, and small fridge. Wifi is fast for remote working.

Lakeside GetAway - Self Check-In
Welcome to Lakeside Getaway Studio! Enjoy a cozy, thoughtfully designed space with a style all its own, nestled in a quiet and peaceful neighborhood. Perfect for relaxing or unwinding after a busy day, this studio offers comfort, privacy, and a calm retreat away from home. We’ve created this space with your comfort in mind and look forward to welcoming you!

Cozy Cottage
Centrally positioned amid Jacksonville, St. Augustine, and the beaches, our guesthouse provides easy access to local shopping and amenities. Located near the scenic St. Johns River, guests can enjoy fishing and water activities.
Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

Relax in a large, inviting room near the beach.

Cozy King Street Suite Upstairs

Cozy Room "A" close to I-10

Quiet and comfortable

Cozy and Comfy Room in Southeast Jacksonville

Jessie Room 1 - Near Events and Entertainment!

The Funk House-The Bohemians Room

Chez Mimi - Studio with private bath
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £96 | £98 | £103 | £107 | £99 | £103 | £105 | £103 | £96 | £93 | £94 | £103 |
| 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 |
Frequently Asked Questions
How much does it cost to stay in house rentals in Lakeside?
Experience the best of Lakeside with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Lakeside?
Yes! Work meets play with ease at over 40 vacation rentals in Lakeside featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Lakeside have free parking?
Absolutely! We offer over 50 house rentals with free parking in Lakeside. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lakeside have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Lakeside. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lakeside have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Lakeside. Enjoy a tailored experience with all the comforts you desire.
Are there Lakeside vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Lakeside, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Lakeside?
Lakeside has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Lakeside?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with free parking, over 50 homes with wifi, over 50 homes with air conditioning, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Lakeside?
Four-legged friends are welcome in Lakeside. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Lakeside have wifi?
Absolutely! We offer over 50 house rentals with wifi in Lakeside. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Lakeside

Total holiday rentals
Explore 60 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 3,250 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Lakeside holiday rentals include wifi 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!
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