Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Farm stay in Middleburg

4.93 out of 5 average rating, 177 reviews

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!

May 19 – 26

R1,982 ZAR per night

Guest favorite

Home in Orange Park

4.89 out of 5 average rating, 129 reviews

Cheerful three bedroom home with a pool

Relax with the whole family at this peaceful place to stay. Have a pool party 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.

Sep 30 – Oct 7

R3,322 ZAR per night

Guest favorite

Apartment in Jacksonville

4.88 out of 5 average rating, 43 reviews

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.

Jul 17 – 24

R2,056 ZAR per night

Guest favorite

Farm stay in Middleburg

4.97 out of 5 average rating, 174 reviews

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!

Jul 11 – 18

R2,542 ZAR per night

Guest favorite

Townhouse in Jacksonville

4.96 out of 5 average rating, 150 reviews

Art TownHome away from Home, 2bed/2bath

Enjoy a lovely Art TownHome away from Home Designer yet cozy and comfy. It has everything you need for your stay and your family Townhome is located exactly in the place in which it is indicated on the map. This is good location in Orange Park, close to NAS JAX, less than 2 mi to the main road I-295 as well as the Costco store, Walmart Supercenter and many restaurants. Beach 30 min by car This property is convenient whether it's a one night stopover, a weekend stay or an extended stay

Apr 16 – 23

R2,085 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 349 reviews

Private Apartment With Pool Access

Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen, laundry, porch, and pool access for our guests only. Complimentary beer, sodas, water and coffee!

Nov 7 – 14

R2,536 ZAR per night

Superhost

Home in Orange Park

4.89 out of 5 average rating, 210 reviews

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.

Aug 4 – 11

R3,718 ZAR per night

Guest favorite

Guest suite in Jacksonville

4.93 out of 5 average rating, 60 reviews

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.

Jun 10 – 17

R1,417 ZAR per night

Guest favorite

Apartment in Jacksonville

5.0 out of 5 average rating, 24 reviews

Luxury Sunshine Suite

Nestled in a serene community, our stunning space offers a perfect blend of tranquility and convenience. Whether you're here for business, exploring nearby beaches or catching a game, our space is the ideal home base. Our complex provides a range of amenities for your enjoyment. Take a dip in the sparkling resort style swimming pool, read a book or nap poolside under the shade of an umbrella, stay active in the well-equipped fitness center, or play a game of pool in the lounge.

Sep 2 – 9

R1,785 ZAR per night

Guest favorite

Guesthouse in Saint Johns

4.98 out of 5 average rating, 207 reviews

Entire Cottage in St Johns, FL with a Water View

We are an easy 35-minute drive to downtown Jacksonville and 45 minutes to historic St. Augustine. Our property is nestled in a serene, tree-lined neighborhood on a canal that flows into the St. Johns River. The cottage is thoroughly cleaned and sanitized before your arrival with a minimum of 24 hours between bookings. The nightly rate INCLUDES St Johns County's bed tax, but Florida sales tax will be added to your booking fees by Airbnb.

May 26 – Jun 2

R2,252 ZAR per night

Guest favorite

Guest suite in Orange Park

4.88 out of 5 average rating, 68 reviews

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.

Jun 12 – 19

R1,225 ZAR per night

Guest favorite

Guest suite in Saint Johns

4.92 out of 5 average rating, 170 reviews

Adorable studio with river access.

Relax with your friend or with family at this peaceful place with direct Saint John's river access. You can watch the beautiful sunset on the river. Bring your kayaks and fishing accessories. The river at the property is more than two and a half miles wide. You may fish or do a BBQ at the river. Motor home or RV parking is OK.

Aug 18 – 25

R2,126 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lakeside vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Lakeside's top sights

Whitey's Fish Camp31 locals recommend

Texas Roadhouse12 locals recommend

Walmart Supercenter9 locals recommend

Crafty Crab - Orange Park3 locals recommend

Shrimp Shack Seafood Kitchen4 locals recommend

Waffle House7 locals recommend

Other great vacation rentals in Lakeside

Guest favorite

Guest suite in Middleburg

4.93 out of 5 average rating, 44 reviews

No cleaning fees, No chores! Just relax and enjoy!

Sep 2 – 9

R1,529 ZAR per night

Guest favorite

Guest suite in Middleburg

5.0 out of 5 average rating, 40 reviews

Secluded, Cozy Guest Suite on Black Creek

Jan 25 – Feb 1

R1,634 ZAR per night

Guest favorite

Vacation home in Orange Park

4.94 out of 5 average rating, 53 reviews

Casandra House - Peaceful / Salt Pool and Hot Tub

May 14 – 21

R4,425 ZAR per night

Guest favorite

Home in Orange Park

4.9 out of 5 average rating, 30 reviews

Dogwood Stay: Near the Lake

Dec 31 – Jan 7

R2,625 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.94 out of 5 average rating, 50 reviews

Cozy Cove

Dec 20 – 27

R1,940 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.87 out of 5 average rating, 30 reviews

Stay in Style, Rest in Comfort. Modern Guesthouse!

Jun 14 – 21

R1,519 ZAR per night

Guest favorite

Camper/RV in Green Cove Springs

4.95 out of 5 average rating, 43 reviews

Green Cove Getaway

May 12 – 19

R1,132 ZAR per night

Guest favorite

Home in Fleming Island

5.0 out of 5 average rating, 94 reviews

Rustic Owl in Fleming Island with 2 Kings

Oct 24 – 31

R4,425 ZAR per night

Show all

Quick stats about vacation rentals in Lakeside

Total rentals
70 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.6K reviews
Nightly prices starting at
R569 ZAR before taxes and fees

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 50 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 50 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 20 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 40 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 air conditioning, over 50 homes with wifi, over 50 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 30 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.

Vacation rentals in Lakeside

Top-rated vacation rentals in Lakeside

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Lakeside vacation rentals

Stay near Lakeside's top sights

Other great vacation rentals in Lakeside

Guest suite in Middleburg

Guest suite in Middleburg

Vacation home in Orange Park

Home in Orange Park

Guesthouse in Jacksonville

Guesthouse in Jacksonville

Camper/RV in Green Cove Springs

Home in Fleming Island

Quick stats about vacation rentals in Lakeside

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Lakeside?

Are there vacation rentals with a dedicated workspace in Lakeside?

Do house rentals in Lakeside have free parking?

Do house rentals in Lakeside have air conditioning?

Do house rentals in Lakeside have a kitchen?

Are there Lakeside vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in Lakeside?

What are the most popular amenities for House Rentals in Lakeside?

Are there pet-friendly vacation rentals in Lakeside?

Do house rentals in Lakeside have wifi?

Destinations to explore