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

Spacious 3br Home Near Lake Hollingsworth - Lakeland, FL
Lakeland, FL
14/11 – 16/11
SG$424/nighttotal: SG$848 (2 )

Spacious 3br Home Near Lake Hollingsworth

3 5
apartment , Lakeland
This Bellwood Avenue flat is located in Lakeland's Lake Somerset district, offering convenient access to downtown, Lake Hollingsworth, Cleveland Heights Golf Club, and LRMC, all within 2 kilometres.
This property accommodates up to 12 guests across three bedrooms and features a fully equipped kitchen, air conditioning, concierge service, parking, and a screened porch and patio, with proximity to the Polk Museum of Art and Explorations V Children's Museum.
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.
The Cumberland Cottage Downtown, Florida Southern College, Lake Morton- Sleeps10 - Lakeland, FL
10 3 reviews
Lakeland, FL
05/07 – 10/07
SG$301/nighttotal: SG$1505 (5 )

The Cumberland Cottage Downtown, Florida Southern College, Lake Morton- Sleeps10

3 6
apartment , Lakeland
This Lakeland holiday home is conveniently located in Downtown Lakeland, 0.8km from Florida Southern College and 0.8km from Lake Morton, offering easy access to restaurants such as Peach House, The Library, and Black & Brew.
Sleeping up to 10 guests, the property boasts three bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher and coffee machine, plus a screened patio and fenced backyard; kid-friendly amenities include twin beds with trundles, a travel cot, car seat, and stroller (linen not provided).
Clementine Cottage-min To Baseball Armory! - Lakeland, FL
10 2 reviews
Lakeland, FL
01/07 – 31/07
SG$151/nighttotal: SG$4530 (30 )

Clementine Cottage-min To Baseball Armory!

3 1
apartment , Lakeland
This detached house is located in the Lake Bentley district of Lakeland, offering proximity to Lake Hollingsworth, Downtown Lakeland, and attractions within a 24 to 96 kilometre drive.
This family-friendly residence spans 102 square metres, featuring three bedrooms, one bathroom, a dedicated workspace, a fully equipped kitchen, and direct access to a 4.8 kilometre walking and running trail around Lake Hollingsworth, accommodating up to six guests.

Best Lakeland, FL holiday rentals with parking

Enjoy A Tranquil Stay Close To Nature - Lakeland, FL
10 13 reviews
Lakeland, FL
14/11 – 16/11
SG$301/nighttotal: SG$602 (2 )

Enjoy A Tranquil Stay Close To Nature

3 5
apartment , Lakeland
This Lakeland apartment is located just 45km from Tampa International Airport and 80km from Orlando International Airport, offering easy access to the city’s attractions. Highly rated by previous guests, this property provides a comfortable and affordable stay for families or groups.
This Lakeland home offers 3 bedrooms and 2 bathrooms, accommodating up to 5 guests. Amenities include a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, a tennis court, parking, and internet access. Enjoy a peaceful lakefront setting with the added benefit of fishing, birdwatching, and wildlife spotting.
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.
Cozy House Close To I4 Monthly Rental Also - Lakeland, FL
9.9 212 reviews
Lakeland, FL
22/06 – 06/07
SG$80/nighttotal: SG$1120 (14 )

Cozy House Close To I4 Monthly Rental Also

1 1
apartment , Lakeland
This peaceful studio apartment is located in Lakeland, Florida, just 48 kilometres from Orlando, 42 kilometres from Tampa, and 32 kilometres from Legoland. The property has received excellent ratings for cleanliness, location and overall experience.
The studio is suitable for two guests and features a private bathroom and a private entrance. Guests can enjoy a private garden with a lake, fishing opportunities, and a modern, clean interior, as well as self check-in and discounts for longer stays.
Charming Mid-century House - Just Steps To Lake! - Lakeland, FL
8.6 20 reviews
Lakeland, FL
06/07 – 13/07
SG$234/nighttotal: SG$1638 (7 )

Charming Mid-century House - Just Steps To Lake!

3 5
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.

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

Landing | Amazing 2bd, Gym, Clubhouse - Lakeland, FL
Lakeland, FL
12/09 – 12/10
SG$167/nighttotal: SG$5010 (30 )

Landing | Amazing 2bd, Gym, Clubhouse

2 2
apartment , Lakeland
This fully-furnished flat in Lakeland, Florida, offers convenient access to the Sun N Fun Air Museum and RP Funding Center, alongside shopping at Lakeside Village and Lakeland Square Mall, all within easy reach.
This 96 square meter apartment, suitable for up to four guests, features two bedrooms and two bathrooms, with in-unit laundry, fast WiFi, a dedicated workspace, and a full kitchen, making it ideal for short-term or extended stays.
Modern Two Bedroom Home - Lakeland, FL
10 18 reviews
Lakeland, FL
22/06 – 06/07
SG$194/nighttotal: SG$2716 (14 )

Modern Two Bedroom Home

2 1
apartment , Lakeland
This Lakeland apartment, situated within 3.2km of Foodco railway station and close to Bib Town, Tolson, and Joydon stations, offers easy access to Lakeland's transport links.
The 980 square metre, two-bedroom property sleeps five, boasting a fully equipped kitchen, private terrace, garden, parking, air conditioning, Wi-Fi, and a washing machine; two pets are welcome (surcharge applies).
Relax In Lakeland Home, Swim, Pool, Arcade Legoland, Disney, Bush Garden - Lakeland, FL
9.4 22 reviews
Lakeland, FL
18/09 – 19/09
SG$577/nightfor 1 night

Relax In Lakeland Home, Swim, Pool, Arcade Legoland, Disney, Bush Garden

4 2
house , Lakeland
This Lakeland property, situated 7.2 km from Bibb Town Railroad Station and 11 km from Food Co Railroad Station, offers convenient access to Lakeland Linder International Airport (12 km away).
This four-bedroom, two-bathroom house boasts 223 square metres of floor space, accommodating up to 19 guests and featuring a private pool, terrace, fully equipped kitchen, on-site arcade games, and free Wi-Fi and parking; nearby activities include golfing, fishing, and billiards, with proximity to theme parks such as Legoland, Disney World, and Busch Gardens.
Landing | Stunning 2bd, Pool, Gym - Lakeland, FL
Lakeland, FL
12/09 – 12/10
SG$167/nighttotal: SG$5010 (30 )

Landing | Stunning 2bd, Pool, Gym

2 2
apartment , Lakeland
This fully-furnished flat in Lakeland, Florida, offers convenient access to Explorations V Children's Museum and Hollis Gardens, with Lakeside Village and Lakeland Square Mall also within easy reach.
This 96 square meter residence provides accommodation for up to four guests, featuring two bedrooms and two bathrooms, complete with a full kitchen, in-unit laundry, and fast WiFi for short-term or extended stays.

Best Lakeland, FL holiday rentals with air conditioning

Cozy Lake House Retreat In The Heart Of Lakeland - Lakeland, FL
9.8 19 reviews
Lakeland, FL
14/11 – 16/11
SG$286/nighttotal: SG$572 (2 )

Cozy Lake House Retreat In The Heart Of Lakeland

3 5
apartment , Lakeland
This Lakeland waterfront property offers direct lake access, stunning sunset views, and is minutes from Southeastern University and Florida Southern College, less than 80km from both Orlando and Tampa.
The 102 square metre house sleeps five guests in three bedrooms and two bathrooms, boasting a fully equipped kitchen, spa, parking for four cars, and in-home amenities including a Samsung washer/dryer, high-speed internet, and a 42" Smart TV with Netflix and Hulu.
Modern House With Pool Near Downtown - Lakeland, FL
9.5 4 reviews
Lakeland, FL
14/11 – 16/11
SG$313/nighttotal: SG$626 (2 )

Modern House With Pool Near Downtown

1 5
house , Lakeland
This modern dwelling is located in Lakeland, a short walk from Bib Town Railroad Station and within a few kilometres of Foodco, Cumbee, Joydon, and Tolson Railroad Stations, with Lakeland Linder International Airport 10.9 kilometres away.
This family-friendly property accommodates up to 19 guests and offers a year-round outdoor swimming pool, complimentary WiFi, a private terrace with garden views, air conditioning, a fully equipped kitchen, and private parking with an electric vehicle charging station.
Landing | Incredible 1bd, Clubhouse, Pool - Lakeland, FL
9.3 14 reviews
Lakeland, FL
01/07 – 31/07
SG$127/nighttotal: SG$3810 (30 )

Landing | Incredible 1bd, Clubhouse, Pool

1 1
apartment , Lakeland
This furnished flat in North Lakeland offers easy access to attractions such as Publix Field at Joker Marchant Stadium, Bonnet Springs Park, and historic Downtown Lakeland, with Tampa 72 kilometres away and Orlando 160 kilometres away.
This one-bedroom, one-bathroom flat accommodates two guests and features in-unit laundry, fast WiFi, a dedicated workspace, and access to on-site amenities including a swimming pool, 24-hour fitness centre, hammock garden, and outdoor kitchen.
4br Family Retreat In Downtown Lakeland | Sleeps 8 - Lakeland, FL
9.6 29 reviews
Lakeland, FL
14/11 – 16/11
SG$649/nighttotal: SG$1298 (2 )

4br Family Retreat In Downtown Lakeland | Sleeps 8

1 7
apartment , Lakeland
This Lakeland house, situated a kilometre from Lake Hollingsworth and 32 kilometres from Legoland Florida, offers easy access to local attractions including Common Ground Park.
The 190 square metre single-storey property sleeps eight guests in four bedrooms and two bathrooms, boasting a fully equipped kitchen, Wi-Fi, air conditioning, a private garden, and family-friendly amenities such as a foosball table and Wii console.
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