Vacation rentals in Lakeside

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Lakeside

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

Guest favorite

Home in Middleburg

5.0 out of 5 average rating, 12 reviews

Retro Vibe - Modern Tech w/FAST Wi-Fi Quiet & Safe

Close to the city, but far enough away to enjoy nature's paradise! This safe, gated community has a beautiful, scenic neighborhood drive on the way to your quiet escape. Bringing a boat, RV or trailer? No problem! There is ample room for parking. View the tranquil woods from your balcony and visit the walking trails close by! You'll love our comfy, cozy interior with big king size bed and upgraded sofa bed mattress! Fast Wi-fi, big TVs and all the comforts of home! Full Kitchen & Laundry!

Jan 9 – 16

$107 per night
Guest favorite

Camper/RV in Orange Park

4.98 out of 5 average rating, 44 reviews

SERENE RV CAMPER

You won’t forget your time in this romantic, memorable place. A tranquil serene paradise and clean quiet and safety neighborhood in the heart Orange Park .Guests will be surrounded by vivid and clean outdoorsy scenery. The parking area is indicated by the drive way, as it leads to a vibrant outdoor RV area. This RV is perfect for travelers, students, couples, and much more. We are at the heart of Orange park, We are 3 minutes away for Blanding Blvd that is Main Street potential noise,thanks

May 25 – Jun 1

$58 per night
Guest favorite

Farm stay in Middleburg

4.94 out of 5 average rating, 175 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 9 – 16

$101 per night

Popular amenities for Lakeside vacation rentals

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
Thrasher-Horne Center3 locals recommend
Shrimp Shack Seafood Kitchen4 locals recommend

Other great vacation rentals in Lakeside

Superhost

Townhouse in Orange Park

4.78 out of 5 average rating, 60 reviews

Comfy quiet 1 br townhouse close to everything!

May 16 – 23

$87 per night
Guest favorite

Apartment in Jacksonville

4.98 out of 5 average rating, 42 reviews

Peaceful Lakeview Ste Nr NAS, Hosp, & Mall

May 8 – 15

$97 per night
Guest favorite

Guest suite in Saint Johns

5.0 out of 5 average rating, 19 reviews

Spanish Style Guest Suite-River Oasis Retreat

Apr 19 – 26

$100 per night
Guest favorite

Home in Jacksonville

4.93 out of 5 average rating, 14 reviews

"Off the beaten ranch" New build 3/2 home

Jan 24 – 31

$88 per night
Guest favorite

Home in Orange Park

4.9 out of 5 average rating, 30 reviews

Dogwood Stay: Near the Lake

Jun 2 – 9

$114 per night
Guest favorite

Guesthouse in Southwest Jacksonville

4.93 out of 5 average rating, 44 reviews

Cozy Cove

Apr 9 – 16

$89 per night
Guest favorite

Guesthouse in Orange Park

4.93 out of 5 average rating, 27 reviews

little dream

Aug 9 – 16

$75 per night
Guest favorite

Vacation home in Orange Park

4.94 out of 5 average rating, 48 reviews

Casandra House - Peaceful / Salt Pool and Hot Tub

Oct 28 – Nov 4

$220 per night
Guest favorite

Guesthouse in Mandarin

4.97 out of 5 average rating, 74 reviews

Charming, Pet Friendly Retreat in Heart of NE FL

Nov 29 – Dec 6

$146 per night
Guest favorite

Apartment in Jacksonville

4.96 out of 5 average rating, 24 reviews

Brand New Luxury 1BD/1BA-King Bed|Pool|Gym

May 11 – 18

$114 per night
Guest favorite

Apartment in Jacksonville

4.87 out of 5 average rating, 39 reviews

Lake View Escape to The Exchange

Jun 22 – 29

$93 per night
Guest favorite

Guesthouse in Fleming Island

4.88 out of 5 average rating, 8 reviews

Escape to Your Own Private Oasis

Oct 8 – 15

$88 per night

Quick stats about vacation rentals in Lakeside

Total rentals

70 properties

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

2.5K reviews

Nightly prices starting at

$30 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 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 40 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 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 air conditioning, over 50 homes with wifi, over 40 homes with a kitchen, over 40 homes with free parking, 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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Clay County
  5. Lakeside