
Family-friendly holiday rentals in Lakeland
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Lakeland

Total holiday rentals
Explore 440 holiday rentals in Lakeland

Nightly prices starting at
Lakeland holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 17,140 verified reviews to help you choose

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
280 properties have a dedicated workspace

Wifi availability
440 of Lakeland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lakeland rentals

4.8 Average rating
Lakeland stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Lakeland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cozy patio level studio In Historic district
This cozy Patio level studio is on our homes property, it has a KITCHENETTE, WITH LIMITED COOKING. It is nestled in the Historic District of Lakeland and mere steps from Florida Southern a Frank Lloyd Wright designed campus, a tour is recommended! Our cobblestone streets take you to unique neighborhood restaurants. We are walking distance of beautiful downtown Lakeland. We are between two lakes- Lake Hollingsworth, a great 3+ mile walking/running path and Lake Morton which is a bird paradise.

Swan City Studio +Courtyard, mins historic downtwn
Your cozy retreat awaits you in Sunshine Studio! It is centrally located in Lakeland, a short drive from downtown, Florida Southern College(1.4 miles) SEU(1 mile) 17 mins from SUN N FUN!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!

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.

Cute, Historic District Home - GREAT LOCATION
Enjoy a stylish experience at this centrally-located place 5 mins from downtown Lakeland, 8 mins from I-4, 40 mins from Tampa and Orlando (Disney World/Universal), 1 hour from several beaches including Clearwater. 🐕 Pet friendly but you MUST include your pets in the reservation Nearby places of interest: - Downtown Lakeland - Southeastern University and Florida Southern College - RP Funding Center - Lakeland Linder International Airport - Polk Theatre - Circle B Nature Reserve - and more!

The Woodsy Weekender
Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

Matty’s Citrus Connection
You are going to love this Citrus themed hideaway with its Old Florida feel that takes you back to simpler times. Rest and relax in this backyard paradise while enjoying all that Lakeland has to offer. Whether you choose a relaxing day enjoying the many local activities , take a day trip to a beautiful Florida-beach , or decide to visit one of Florida’s theme parks , this is the place to stay . We are centrally located and have quick access to Polk Pkwy , so your adventures are unlimited .

Romantic Lakefront – Feed Swans – Walkable Dining
Discover SWAN LAKE VACATIONS. Swan elegance meets city charm steps away. Highlights: • Lake Views • Downtown Stroll • King-sized bed • Modern Comfort • Full Kitchen • Semiprivate Patio • Between Tampa & Orlando Why Swan Lake Vacations? • Central Hub • Safety Assurance • Easy drive to beaches and Walt Disney World • Experienced Hosts Escape to Swan Lake Vacations—a place where swans grace the surroundings next to quaint downtown life. Book for a perfect blend of nature and urban comfort!

CasaPlanta Cozy Tropical Guest Suite plantsinrehab
Casa Planta is a garden-inspired oasis where nature & relaxation meet. Our tropical landscape is currently in a seasonal restoration phase due to extreme winter freezes, w/ an evolving garden setting. Recovering plants won't be pruned until April. Enjoy a peaceful walk to your private entrance & unwind poolside in your 2BR/1BA suite. The pool and interior remain exactly as pictured—private, comfy, & serene. The guest suite is attached to the main house but completely blocked off from it.

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, private laundry, smart TVs and WiFi, comfortable sofas with ample seating for entertainment, dining and more. You'll love this place!

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.

Charming Bungalow with Front Porch
Enjoy peace and serenity at this centrally located, charming, 1920's bungalow in Lakeland. You will find the front porch an inviting spot to relax and unwind on this quiet street in the Lake Morton historical district. Downtown Lakeland, a Publix grocery store, Dixieland shopping, restaurants, bars and a liquor store are less than a five minute drive away. FSC, Lake Morton and Lake Hollingsworth with its 3 mile, paved walking trail are within a few, walkable blocks.

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.
Popular amenities for Lakeland family-friendly rentals
Family-friendly home rentals with a hot tub

Lake Whistler Beach House with lakefront pool

Adult-Only Getaway w/ Mermaid Pool | 18+, Private

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

Mickey Fantasia Family Friendly w/accessibility

Spectacular Waterfront Home in Winter Haven

There is no other place you want to be than here.

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

Disney-Themed Home w/ Game Room & Private Hot Tub!
Family- and pet-friendly home rentals

Florida Breeze - 18 Acre Wildlife Sanctuary

Horse Farm on a Beautiful Lake

Private Studio Suite

Luxury 3BR Near Downtown | Pet Friendly + Peaceful

Kid-friendly Home w/ Pool & BBQ

Stylish 4 Bedroom home with a game room

Creekside Tiny House on Horse Ranch

Historic Downtown Bungalow w/piano
Family-friendly home rentals with a pool

Relax in Heated Saltwater Pool w/ Screened Lanai

Luxury Heated Pool Home, 85 inch TV, King bed

Family Heated Pool Home Sleep 12 Near Tampa Disney

Welcome to your home away from home!

Quaint and Charming Pool Cottage....

Unique Glass House/ 7 Min Legoland/ Sleeps 7

Bamboo Bus -Sauna/Pool/Fire pit/Grill

“Relaxing Pool Retreat Near Downtown Lakeland”
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 SGD | $193 SGD | $194 SGD | $186 SGD | $162 SGD | $162 SGD | $156 SGD | $156 SGD | $150 SGD | $159 SGD | $173 SGD | $177 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
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- Raymond James Stadium
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- SeaWorld Orlando
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