
Family-friendly holiday rentals in Lakeland
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Top-rated family-friendly rentals in Lakeland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Private Studio Suite
🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

Swan City Studio + Cozy Courtyard, near downtown
Your cozy retreat awaits you in Swan City Studio! It is centrally located in Lakeland, a short drive from downtown, Florida Southern College (1.4 miles) Southeastern University (1 mile) The studio comes fully equipped with everything you need to enjoy a relaxing or adventurous stay! Cook a dinner for two in the well appointed modern kitchen! Enjoy a glass of wine in the warm lit courtyard to cap the night! Private parking is just a few steps down the pathway through the courtyard from your door!

The Studio - LKLD
The Studio, stylish and comfy, is located on our home property. With easy access to I-4, you are a short distance from Tampa, Orlando, and many of our beautiful beaches! You are also a 15 minute drive to Southeastern University, Florida Southern College, downtown, and many of our amazing and unique local businesses! With a central location like this, there’s nowhere you can’t go. Nestled in a quiet neighborhood, it’s the perfect weekend stay! Disclaimer: There are chickens & roosters around.

Charming Tiny House on 5 acres with POOL/ HOT TUB
Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Charming Dixieland Casita
Charming one bedroom one bath guest house with separate living room located in the historic district of Dixieland. Just a few blocks from downtown Lakeland and only one mile from the beautiful 168 acre Bonnet Springs Park and the Florida Children's Museum. This cozy home is surrounded by all the best coffee shops, restaurants, beautiful lakes, and shopping/entertainment that Lakeland has to offer. For our coffee lovers, Hillcrest Coffee is only 500 feet from our Dixieland Bungalow.

Gorgeous Gem in the Heart of Lakeland
LOCATION, LOCATION! This gorgeous, spacious, newly renovated home is located on one of the most desired and safest streets in all of Lakeland, and steps away from the beautiful Lake Hollingsworth and Trail. Close to the lake, and a short drive to downtown Lakeland, this gem is in the perfect location! This home features zero gravity beds, a gourmet kitchen, smart TVs and WiFi throughout, comfortable sofas with ample seating for entertainment, dining and more. You'll love this place!

Studio apt in Historic area of Lakeland
This second story studio is on our homes property. It has a Queen bed, bathroom and kitchen. It is nestled in the historic area of Lakeland, one block in from The "Frank Lloyd Wright" designed Florida Southern college, tours are available! Our Cobblestone streets take you to our neighborhood restaurants, the art museum, library, Hollis garden, we are between two lakes-Hollingsworth it has a great walking/running path, and Lake Morton a bird paradise. All within walking distance.

Tiny Lego Home
Tiny Lego home just 12 minutes from Legoland/Peppa pig. Everything to keep the kids entertained. Massive playground and dining/ grilling area, Large outdoor Lego building area, Indoors every thing Lego. Wall legos, table legos and more. If you like Legos this is the place to stay. The kids will be in Lego heaven! Recently added swimming pool with deck and soccer field in playground area. The outdoor playground park is a shared space for any guests who may be staying at complex.

2BR/1 Downtown Cozy Hideaway close to colleges.
This cozy mother in law suite is a duplex that shares a wall with the main house but not an entrance. You will be blocks away from a neighborhood playground as well as beautiful Lake Hollingsworth. Being in the heart of Lakeland, you are never far from entertainment or nature. It's almost equally distant from Orlando and Tampa at about a 45-minute drive and the beach being about an hour and 20 minutes away. All that downtown has to offer is just 2 miles away.

Charming Historic Area Retreat!
Welcome to our charming one-bedroom short-term rental nestled in the scenic Lake Morton Historic District and conveniently located near the prestigious Florida Southern College. This thoughtfully designed accommodation offers a perfect blend of modern comfort and historic charm. Situated just a stone's throw away from the beautiful Lake Hollingsworth and Lake Morton our property provides an easy access to leisurely strolls around the lake and jogging trails.

Adorable 1 bed/1bath with office and free parking
This beautiful duplex is located in a Historic Bungalow built in the late 1920s, centrally located in Lakeland downtown. Nice park across the street for exercising or spending time with kids. Walgreens is one block away, and local bars, restaurants, antique stores, and lots of beautiful historic bungalows

Karen’s Cottage
Enjoy a stylish experience at this centrally-located place. Private entrance and fenced back yard. Between Tampa and Orlando so there’s a lot of things to do. Lakeland has a wonderful and thriving community.
Popular amenities for Lakeland family-friendly rentals
Family-friendly home rentals with a hot tub

Lake Whistler Beach House with lakefront pool

Mickey Fantasia Family Friendly w/accessibility

Awesome Vacation Home w/ Private Heated Pool/Spa

Themed Home + Near Disney + Arcade + King Bed + Water Park + Spa

*EPIC Tube Slide Bunk*FREE Waterpark*5mi to Disney

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

No Airbnb Fees! Pvt Pool /Game Room/Resort! 274831

Magical 2 themed pool villa near “Disney”
Family- and pet-friendly home rentals

Horse Farm on a Beautiful Lake

The Strawberry Field Stilt House

The Lake Alfred Citrus Wood Guest Cabin

Private Carriage Studio, Mins to Dwntwn, FSC

The Lake Hunter Hideout

The Palm Tree Getaway

Heart of South Lakeland in adorable neighborhood!

Duck Haven - Wildlife Sanctuary - 5 miles to I75
Family-friendly home rentals with a pool

Near Disney/Baby Friendly/Water Park/Mini-Golf/Gym

3bd/2.5b Close to Disney °Luxury Paradise Living

Hickory Breeze Guest House

Florida Paradise

Modern Southern Dunes Pool House on Golf Course

5 star Disney Stay with waterpark. Ariel-Buzz-Star

Legoland Getaway 7 mins • Sleeps 7 • Elevator

Adorable Agave Suite w/ private pool and entrance
Quick stats about holiday rentals that are family-friendly in Lakeland
Total rentals
340 properties
Nightly prices starting at
$52 NZD before taxes and fees
Total number of reviews
14K reviews
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
200 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Weeki Wachee Springs
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Busch Gardens Tampa Bay
- Raymond James Stadium
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