A sunset over a lake with swans, lotus plants, and buildings in the background.

Lakeland Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Lakeland holiday rentals

A modern kitchen with wooden cabinets, a dining table with chairs, and pendant lights.

1. Landing Apartments Lakeland Near Winston

Landing Apartments Lakeland Near Winston
3.5 star property
Lakeland
9.4 out of 10, Exceptional, (9 reviews)
"Trip was great"
United States
Manuel
The price is S$381
includes taxes & fees
15 Nov - 16 Nov
Landing Apartments Lakeland Near Winston
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

2. Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
The price is S$357
includes taxes & fees
15 Nov - 16 Nov
Walkable Dixieland District Gem With Yard
A spacious living area with a wooden dining table, a fireplace, and hanging plants.

3. Landing Apartments near Webster Park North

Landing Apartments near Webster Park North
4.0 star property
Lakeland
9.0 out of 10, Wonderful, (2 reviews)
"Easy to check in as long as you follow the directions. Have to download an app to enter appartment. Club house was closed on weekends, had to use an app to access the pool. Support was helpful with that. Good experience overall. "
United States
Nicholas J
Landing Apartments near Webster Park North
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

4. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house for a small family! Close to everything!"
United States
Yuliett
The price is S$315
includes taxes & fees
15 Nov - 16 Nov
BlockHaven near Legoland & Disney
A swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with a balcony in the background.

5. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (587 reviews)
"Great place to stay. Large rooms. Had two bedrooms/bathrooms with king size bed in each room. Lots of things to do. Even had 18 hole Putt Putt course to enjoy for free."
United States
Lynn
The price is S$192
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a sink and stools.

6. 10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney

10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
2.0 star property
Winter Haven
The price is S$828
includes taxes & fees
24 Nov - 25 Nov
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
A modern living room with a flat-screen TV, blue and gold sofas, and a kitchen area with wooden cabinets and a built-in fridge.

7. Golfview Pool Home Southern Dunes

Golfview Pool Home Southern Dunes
2.0 star property
Haines City
The price is S$638
includes taxes & fees
18 Nov - 19 Nov
Golfview Pool Home Southern Dunes
A modern reception area with a wooden panel design, a tiled floor, and a white door in the background.

8. Elita Inn

Elita Inn
3.0 star property
Dundee
7.2 out of 10, Good, (39 reviews)
"Great p"
United States
Gilles
The price is S$110
includes taxes & fees
13 Nov - 14 Nov
Elita Inn
A swimming pool with a fence, lounge chairs, and a palm tree.

9. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
United States
Heather
The price is S$110
includes taxes & fees
16 Nov - 17 Nov
Lake Ida Beach Resort
A modern kitchen with a large island, double sinks, and a view to the outside.

10. Sunset Greens Villa

Sunset Greens Villa
3.0 star property
Reunion
10.0 out of 10, Exceptional, (1 review)
"Very nice property"
United States
Richard
Sunset Greens Villa
A hot tub area with a pool and a waterfall feature.

11. Orlando Emerald Dream House

Orlando Emerald Dream House
3.0 star property
Kissimmee
The price is S$280
includes taxes & fees
15 Nov - 16 Nov
Orlando Emerald Dream House
A silver Tesla Model 3 parked in a driveway with a white fence and trees in the background.

12. Lakefront Retreat on Lake Ariana w/ EV Charger

Lakefront Retreat on Lake Ariana w/ EV Charger
3.0 star property
Auburndale
8.0 out of 10, Very good, (1 review)
"This house has beautiful views of Lake Ariana and you can walk to old town and access the lake easily. The house is an old classic central Florida house with some quirks, but had room for family and entertaining. Auburndale beautiful and was a great place to visit and had quick access to highways. "
United States
Katrina
The price is S$451
includes taxes & fees
24 Nov - 25 Nov
Lakefront Retreat on Lake Ariana w/ EV Charger
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

13. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,635 reviews)
"Huge property - not a golfer but still enjoyed the stay"
United States
Karen G
The price is S$474
includes taxes & fees
19 Nov - 20 Nov
Reunion Resort & Golf Club
A water park with a large pool, palm trees, and a view of a lake.

14. Upstay Modern Home Near Disney With Pool

Upstay Modern Home Near Disney With Pool
3.0 star property
Kissimmee
The price is S$469
includes taxes & fees
6 Dec - 7 Dec
Upstay Modern Home Near Disney With Pool
A resort with a large swimming pool, lounge chairs, and a view of a large body of water.

15. Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"The apartment is very nice, closed to Disney World resort, while in a quiet community."
United States
Joyce
The price is S$327
includes taxes & fees
23 Nov - 24 Nov
Bahama Bay 515 Rum run unit 515
Interior

16. Vista Grande - Resort&spa - 15 Min to Disney!

Vista Grande - Resort&spa - 15 Min to Disney!
3.0 star property
Bahama Bay
9.4 out of 10, Exceptional, (3 reviews)
"Condo was clean and comfortable, location and amenities were nice. "
United States
Jessica
Vista Grande - Resort&spa - 15 Min to Disney!
A swimming pool with lounge chairs and umbrellas, a covered seating area, and palm trees.

17. Disney Area Villa w Private Pool Resort Access

Disney Area Villa w Private Pool Resort Access
2.0 star property
Davenport
The price is S$459
includes taxes & fees
15 Nov - 16 Nov
Disney Area Villa w Private Pool Resort Access
A kitchen with a central island, wooden cabinets, and a dining area with chairs and a table.

18. Disney Retreat 5 Bedrooms

Disney Retreat 5 Bedrooms
4.0 star property
Legacy Park
Disney Retreat 5 Bedrooms
A large water park with multiple water slides and pools.

19. 2 Bed Cozy Home, Dade City, Pickle Ball

2 Bed Cozy Home, Dade City, Pickle Ball
3.0 star property
Dade City
10.0 out of 10, Exceptional, (1 review)
2 Bed Cozy Home, Dade City, Pickle Ball
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

20. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
3.5 star property
Dundee
The price is S$454
includes taxes & fees
24 Nov - 25 Nov
Modern Dundee Townhome Near Lakes & Legoland!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lakeland Hotel Reviews

Hyatt Place Lakeland Center

Hyatt Place Lakeland Center

8/10 Good
"Older facility"
Stephanie 2-night trip
Posted 5 hours ago
Hyatt Place Lakeland Center

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Frequently asked questions

Can I find a holiday rental in Lakeland?

Yes, there are holiday rentals in Lakeland close to Safari Wilderness, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Lakeland. While you're in the area, you can also enjoy the top-notch restaurants and theatre scene.

How many holiday rentals are there in Lakeland?

With 109 Expedia holiday rentals, you're guaranteed to find just the right place for your Lakeland stay.

What can I see and do in Lakeland?

Cultural attractions include Polk Museum of Art and Polk Theatre, whereas Lake Mirror and Bryant Stadium are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include RP Funding Center and Lake Parker.

What are holiday rentals like in Lakeland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lakeland. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.