Family-friendly vacation 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.

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Top guest favorite
A balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.
Apartment in Winter Haven
4.98 out of 5 average rating, 174 reviews

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

Guest favorite
Home in Lakeland
4.94 out of 5 average rating, 178 reviews

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!

Top guest favorite
Apartment in Lakeland
4.99 out of 5 average rating, 118 reviews

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 .

Top guest favorite
A bright workspace is showcased with large windows offering views of the lake. Two yellow armchairs sit beside a glass-top table. A desk with a lamp is positioned against the wall, with a potted plant adding a touch of greenery.
Apartment in Lakeland
5 out of 5 average rating, 139 reviews

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!

Top guest favorite
Home in Lakeland
4.91 out of 5 average rating, 105 reviews

Stylish 4 Bedroom home with a game room

Centrally located in Lakeland and close to Downtown! With local shopping and all the best restaurants nearby, there is never a dull evening! Whether your destination is visiting Lakeland, traveling to the beach or off to see Mickey, our goal is to make you feel at home! The home features newly remodeled kitchen and bathrooms, also has a separate coffee bar to start your day off right! You will find 2 smart tv's, memory foam mattresses in all bedrooms and a game room with foosball table!

Top guest favorite
The open living area features a comfortable sofa set, a stylish area rug, and large windows allowing natural light to fill the space. An island kitchen with contemporary bar seating and modern appliances is visible, creating a seamless flow between dining and living spaces.
Home in Lakeland
4.98 out of 5 average rating, 173 reviews

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!

Top guest favorite
Guesthouse in Lakeland
4.9 out of 5 average rating, 141 reviews

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.

Guest favorite
A spacious bedroom is furnished with a large bed, accompanied by bedside lamps. A cozy chair and a vibrant yellow sofa provide seating options. A dining table for two is positioned near the window, while framed artwork decorates the walls.
Home in Lakeland
4.93 out of 5 average rating, 122 reviews

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.

Top guest favorite
Guesthouse in Lakeland
4.92 out of 5 average rating, 114 reviews

La Casita Azul

The Little Blue House is a studio,guest house in our backyard. Separate entrance on the opposite side of the main house. This cozy comfortable room has a microwave, small refrigerator/freezer, and Kurig coffee maker( coffee included).It is perfectly located in the historic East Lake Morton, walking distance to Lake Morton, Lake Mirror, and downtown Lakeland. Perfect location to enjoy Lakeland.

Guest favorite
The image captures a serene lake view from a grassy area, with a wooden deck overlooking calm waters. Lush trees frame the scene, providing shade and a natural ambiance. Water lilies are visible on the surface, enhancing the tranquil lakeside setting.
Home in Crystal Lake
4.93 out of 5 average rating, 178 reviews

Charming Lakefront Cottage with Stunning Views

Welcome to our lake house retreat in Lakeland, Florida. You can enjoy a peaceful getaway with beautiful sunset views and tranquil waters during the evenings, and still visit major cities such as Orlando and Tampa during the day which are less than an hour away. Minutes from Southeastern University, Florida Southern, Lake Hollingsworth, and other attractions in the Lakeland area.

Top guest favorite
The living room features a gray sofa with yellow accent pillows and a coffee table. A circular dining table for four is visible in a nook area, with a kitchen accessible in the background. A wall-mounted TV and large windows allow natural light in.
Guesthouse in Lakeland
4.99 out of 5 average rating, 105 reviews

*Modern* Guesthouse steps to Lake Hollingsworth

This 1-Bedroom Guesthouse is located just steps away from Lake Hollingsworth. Enjoy all the activities, restaurants, and bars in downtown Lakeland. Tastefully renovated, this guesthouse was designed to provide comfort and a easy commute to Florida Southern College, downtown Lakeland, Lake Morton, Lake Mirror, and Dixieland Historic District.

Guest favorite
A cozy living area is presented, featuring a light-colored sofa, a wooden coffee table, and a stylish plant in the corner. A mounted flat-screen TV is positioned above a simple mantle with a fireplace below. Natural light filters through the nearby windows, complemented by a blue front door.
Condo in Lakeland
4.9 out of 5 average rating, 217 reviews

Spacious 1 bed 1 bath with office and free parking

Airy and spacious duplex, centrally located in Lakeland downtown. Nice park across the street for exercising or spending time with kids. Walgreens one block away, local bars, restaurants, antique stores and lots of beautiful historic bungalows

Popular amenities for Lakeland family-friendly rentals

When is the best time to visit Lakeland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 496ﺩ.ﺇ 547ﺩ.ﺇ 551ﺩ.ﺇ 529ﺩ.ﺇ 459ﺩ.ﺇ 459ﺩ.ﺇ 444ﺩ.ﺇ 444ﺩ.ﺇ 426ﺩ.ﺇ 452ﺩ.ﺇ 492ﺩ.ﺇ 503
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Quick stats about vacation rentals that are family-friendly in Lakeland

  • Total vacation rentals

    Explore 440 vacation rentals in Lakeland

  • Nightly prices starting at

    Lakeland vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 17,140 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    440 of Lakeland vacation rentals include wi-fi 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!

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