Holiday Rentals in Lakeland, FL

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Lakeland, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Lakeland, FL

Best family friendly Lakeland, FL holiday rentals

Among the 735 accommodations in Lakeland, FL, here are the 4 best family friendly rentals

Skyview Studio - Lakeland, FL
9.9 18 reviews
Lakeland, FL
24/06 – 25/06
SG$146/nightfor 1 night

Skyview Studio

1 2
studio , Crystal Lake
Skyview Studio in Crystal Lake is conveniently located in Lakeland, 2.7 km from Bib Town Railroad Station and 2.9 km from Cumbee Railroad Station, with Lakeland Linder International Airport 13.9 km away.
This family-friendly studio apartment accommodates up to seven guests and offers a fully equipped kitchen, air conditioning, complimentary WiFi, private parking, and a garden.
Modern Lakeland Golf Retreat W/ Putting Green - Lakeland, FL
10 10 reviews
Lakeland, FL
06/07 – 13/07
SG$267/nighttotal: SG$1869 (7 )

Modern Lakeland Golf Retreat W/ Putting Green

3 5
apartment , Lakeland
This Lakeland holiday home, near Lake Hollingsworth, offers easy access to local amenities and is within a convenient driving distance (approximately 60km and 100km respectively) of Legoland Florida and Walt Disney World Resort.
The two-bedroom, two-bathroom property sleeps six, features a well-equipped kitchen, a private backyard with a putting green and gas grill, keyless entry, free Wi-Fi, and is ideal for families, thanks to amenities such as a portable crib (on request) and board games.
Chic Villa In Lakeland *No Cleaning Fee* - Lakeland, FL
10 52 reviews
Lakeland, FL
01/07 – 29/07
SG$147/nighttotal: SG$4116 (28 )

Chic Villa In Lakeland *No Cleaning Fee*

1 2
apartment , Lakeland
This modern apartment is located just a short drive from Lakeland city centre, within easy reach of Tampa and Orlando, making it an ideal base for exploring the region. The apartment has consistently received excellent ratings from guests, with praise for its cleanliness, location, and overall experience.
The comfortable apartment is perfect for a small family or group of friends, with two bedrooms and one bathroom. The property offers a range of amenities, including a private garden, parking, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
Spacious 5br Family Retreat W/ Private Pool & Spa - Lakeland, FL
Lakeland, FL
28/06 – 29/06
SG$1131/nightfor 1 night

Spacious 5br Family Retreat W/ Private Pool & Spa

5 1
apartment , Lakeland
This expansive five-bedroom residence is situated in Plant City, offering convenient access to local shopping centres such as Lakeside Village and Wabash Shopping Centre, as well as natural attractions like Edward Medard Regional Park, with major theme parks and beaches a short drive away.
This substantial holiday home, covering 286 square metres, provides accommodation for up to 14 guests with five bedrooms and four bathrooms, featuring a private garden with a swimming pool, hot tub, and playground, alongside essential amenities like air conditioning and Wi-Fi.

Best Lakeland, FL holiday rentals with parking

Dixieland Delight - Lakeland, FL
10 105 reviews
Lakeland, FL
25/07 – 27/07
SG$248/nighttotal: SG$496 (2 )

Dixieland Delight

3 5
apartment , Lakeland
This Lakeland bungalow, a 1920s property, is situated 1.6km from Lakeland town centre and 2.4km from Bonnet Springs Park, offering easy access to restaurants, shops, and local amenities such as Born and Bread bakery and Good Times.
Sleeping up to eight guests, the three-bedroom property includes a well-equipped kitchen with a Keurig coffee maker and milk frother, a private tiki area, and parking; a garage apartment adds extra space.
Charming Mid-century House - Just Steps To Lake! - Lakeland, FL
8.6 20 reviews
Lakeland, FL
05/07 – 10/07
SG$249/nighttotal: SG$1245 (5 )

Charming Mid-century House - Just Steps To Lake!

3 6
apartment , Lakeland
This Lakeland house is conveniently located within 3.2 kilometres of popular attractions like Common Ground Park, Polk Museum of Art, and Handley Park. The property has received excellent user ratings, suggesting a comfortable and enjoyable stay.
This 3-bedroom, 2-bathroom home offers 139 square metres of space, comfortably accommodating up to 8 guests. Enjoy outdoor amenities like a patio, garden, and parking, along with a fully equipped kitchen, air conditioning, and free Wi-Fi.
North Lakeland Bungalow - Lakeland, FL
10 2 reviews
Lakeland, FL
28/06 – 29/06
SG$618/nightfor 1 night

North Lakeland Bungalow

3 1
apartment , Lakeland
This 3-bedroom bungalow in Lakeland's Swannanoa neighbourhood is conveniently located 2.5 kilometres from Circle B Bar Reserve and Lake Parker, and 3.8 kilometres from the Polk Theatre.
This property offers accommodation for up to 5 guests with a fully equipped kitchen, air conditioning, a swimming pool, garden, and parking, plus a fenced patio area suitable for a small, pre-approved dog.
Home Sweet Home Under The Oaks, Large Patio, Central Location - Lakeland, FL
10 74 reviews
Lakeland, FL
06/07 – 13/07
SG$284/nighttotal: SG$1988 (7 )

Home Sweet Home Under The Oaks, Large Patio, Central Location

4 5
apartment , Lakeland
This Lakeland home is situated in a convenient neighbourhood just five minutes from the city centre, making it easy to explore Lakeland’s attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The spacious three-bedroom house offers 204 square metres of living space. Enjoy a fully equipped kitchen, a large garden with a fire pit, and a variety of entertainment options, including TVs in each bedroom, a sunroom with a 60-inch Roku TV and video games, and a jacuzzi tub in the master bedroom.

Frequently asked questions about holiday rentals in Lakeland, FL

  • What should a first-time visitor not miss in Lakeland, FL?

    A first-time visitor to Lakeland shouldn't miss the Polk Museum of Art, which has a great collection of American and European art. You should also visit the Florida Southern College campus, which is a National Historic Landmark and a great example of mid-century modern architecture.
  • What are the best Airbnb and vacation rentals in Lakeland, FL?

    Great Quiet And Comfortable - South Central Lakeland Location, Quaint And Charming Pool Cottage... and Cottage On Cambridge are the most popular Airbnb and vacation rentals in Lakeland, FL among travelers.

  • Which neighborhood in Lakeland, FL should you consider for a vacation rental?

    For a vacation rental in Lakeland, you might want to consider the Downtown area, which is close to the Lake Mirror Promenade and the Lakeland Museum of Art. If you prefer a more residential area, South Lakeland is a good choice, with easy access to Lake Hollingsworth and the Circle B Bar Reserve.
  • What are the most popular Airbnbs in Lakeland, FL?

  • What are the top family-friendly attractions in Lakeland, FL?

    Lakeland has lots of family-friendly attractions, including the Polk County Fairgrounds, which hosts events throughout the year, and the Fantasy of Flight, an aviation museum and theme park. For a more relaxed day out, Bok Tower Gardens is a beautiful spot with walking trails and gardens.
  • What are the best vacation rentals with a pool in Lakeland, FL?

  • When is the best time to book a vacation rental in Lakeland, FL?

    The best time to book a vacation rental in Lakeland is during the shoulder seasons, from April to May or September to October, when the weather is still good but the crowds are smaller. You might also want to consider booking your rental around events like the Sun 'n Fun International Fly-In & Expo or the Lakeland Festival of the Arts.
  • What are the best rentals for families and kids in Lakeland, FL?

  • What events or festivals should visitors check out in and around Lakeland, FL?

    Lakeland has a number of events and festivals throughout the year. The Sun 'n Fun International Fly-In & Expo is a major aviation event that takes place in April. In October, the Lakeland Festival of the Arts showcases local artists and craftspeople. And in November, the Lakeland Christmas Parade is a festive celebration.
  • What are the best rentals or Airbnbs with a jacuzzi in Lakeland, FL?

  • What are the best budget-friendly activities in Lakeland, FL?

    There are lots of budget-friendly activities in Lakeland. You can enjoy a picnic at Lake Mirror Park, take a walk around Lake Hollingsworth, or visit the Lakeland Public Library. The Circle B Bar Reserve is a great place for a free nature walk.
  • What are the best restaurants with local dishes in Lakeland, FL?

    For local dishes, try The Joinery, which serves up Southern comfort food, or The Terrace at the Lakeland Lindeman, which has a more upscale menu with fresh, seasonal ingredients. If you're looking for something more casual, The Dixie Restaurant is a local institution serving up classic diner fare.
  • What are the best walking or cycling routes in Lakeland, FL?

    There are many great walking and cycling routes in Lakeland. The Lake Mirror Promenade is a scenic 2.5 km loop around the lake. For a longer ride, try the T.L. Wallace Trail, which runs for 16 km along the Polk County line. You can also explore the Circle B Bar Reserve, which has 1,200 hectares of nature trails.
  • Are there pet-friendly attractions in Lakeland, FL?

    Yes, there are many pet-friendly attractions in Lakeland. Lake Mirror Park is dog-friendly, and you can also take your furry friend for a walk on the T.L. Wallace Trail. The Circle B Bar Reserve is also a great place to walk your dog, but make sure to keep them on a leash.
  • What are the benefits of choosing a vacation rental in Lakeland, FL?

    Choosing a vacation rental in Lakeland gives you more space and privacy than a hotel. You can also often find rentals with amenities like a kitchen and laundry facilities, which can be convenient for families or longer stays. Some rentals might also be located in more desirable neighbourhoods than hotels.

Destinations nearby

Best Lakeland, FL holiday rentals with a balcony

Lakeland Retreat: Private Heated Pool & Yard Games - Lakeland, FL
Lakeland, FL
27/06 – 04/07
SG$577/nighttotal: SG$4039 (7 )

Lakeland Retreat: Private Heated Pool & Yard Games

3 2
house , Lakeland
This Lakeland holiday home is situated 3.7km from Bib Town railway station, with other stations within an 8km radius, offering convenient access to explore the Lake District.
This three-bedroom property boasts 150 square metres of floor space, sleeping up to 15 guests, and includes a private pool, garden, fully equipped kitchen, and free Wi-Fi; yard games are available for family fun.
Lakeland Pool Home - Lakeland, FL
10 1 review
Lakeland, FL
01/07 – 15/07
SG$544/nighttotal: SG$7616 (14 )

Lakeland Pool Home

1 2
house , Lakeland Highlands
This Lakeland Highlands holiday home is located approximately 10 kilometres from Bib Town Railroad Station and 12 kilometres from Lakeland Linder International Airport.
This 167 square metre residence accommodates up to 23 guests and features a private swimming pool, free WiFi, air conditioning, a fully equipped kitchen, and private parking.
3br Lakeland Home Monthly Stays Pets Welcome Washer And Dryer - Lakeland, FL
Lakeland, FL
12/09 – 12/10
SG$145/nighttotal: SG$4350 (30 )

3br Lakeland Home Monthly Stays Pets Welcome Washer And Dryer

3 2
house , Lakeland
This detached house in Lakeland is located 3.1 kilometres from Tolson Railroad Station and 12.1 kilometres from Lakeland Linder International Airport.
This family-friendly property offers 109 square metres of living space with 3 bedrooms and 2 bathrooms, accommodating up to 11 guests, and includes a full kitchen, air conditioning, a terrace, and complimentary WiFi for longer stays.
Landing | Amazing 2bd, Clubhouse, Pool - Lakeland, FL
Lakeland, FL
22/07 – 28/07
SG$207/nighttotal: SG$1242 (6 )

Landing | Amazing 2bd, Clubhouse, Pool

2 2
apartment , Lakeland
This fully-furnished flat is located in Lakeland, Florida, offering convenient access to attractions such as Explorations V Children's Museum and Hollis Gardens.
This 96 square meter residence features two bedrooms and two bathrooms, accommodating up to four guests with a fully equipped kitchen, in-unit laundry, and high-speed WiFi, perfect for short-term or extended stays.

Best Lakeland, FL holiday rentals with air conditioning

Studio Signature - Lakeland, FL
10 17 reviews
Lakeland, FL
24/06 – 25/06
SG$201/nightfor 1 night

Studio Signature

1 2
apartment , Lakeland
This studio apartment in Lakeland's southern district offers convenient access to Highway 570, is located directly opposite the new Orlando hospital, and is a short drive from Lakeland International Airport.
This modern and elegant studio, accommodating up to three guests, features a private patio, air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and reserved parking for two cars or one truck with a trailer.
Sleeps 18 | 3 Units | Walk To Lakes, Parks & Dining - Lakeland, FL
Lakeland, FL
17/07 – 20/07
SG$1318/nighttotal: SG$3954 (3 )

Sleeps 18 | 3 Units | Walk To Lakes, Parks & Dining

8 13
apartment , Lakeland
This unique Lakeland group accommodation is centrally located in historic Lakeland, within 800 meters of Lake Hollingsworth, Lake Morton, Florida Southern College, and downtown amenities.
This spacious property offers 417 square meters of living space across three self-contained units, accommodating up to 18 guests in 8 bedrooms with 6 bathrooms, featuring private entrances, kitchens, and shared outdoor seating and grilling areas, all managed by iTrip – Lakes of Central Florida.
Lake(s)land Is Calling Your Name - Lakeland, FL
10 71 reviews
Lakeland, FL
25/07 – 27/07
SG$404/nighttotal: SG$808 (2 )

Lake(s)land Is Calling Your Name

1 5
apartment , Lakeland
This Lakeland house, situated between Hollis Garden and Lake Morton, is conveniently located 4.8km from Joker Marchant Stadium and 1.6km from the RP Funding Center.
The recently renovated three-bedroom property sleeps six guests, boasting a fully equipped kitchen, dedicated office space with computer and printer, a 55" TV with streaming apps, and an enclosed Florida room; enjoy nearby botanical gardens and scenic Lake Morton views.
Eclectic On The Alley - Lakeland, FL
9.9 98 reviews
Lakeland, FL
24/07 – 26/07
SG$145/nighttotal: SG$290 (2 )

Eclectic On The Alley

1 2
apartment , Lakeland
This Lakeland apartment, a 1925 converted garage in the Dixieland District, is a short walk from Lake Morton, the Reececliffe Diner, and downtown Lakeland (approximately 1.6km).
The self-contained flat offers one bedroom, one bathroom, sleeps two, and includes a kitchen with fridge, freezer, and microwave, air conditioning, parking, and a garden.
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