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Our top choices for Lakeland holiday rentals

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 £214
includes taxes & fees
16 Nov - 17 Nov
Landing Apartments Lakeland Near Winston

2. Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
The price is £210
includes taxes & fees
16 Nov - 17 Nov
Walkable Dixieland District Gem With Yard

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

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 £183
includes taxes & fees
16 Nov - 17 Nov
BlockHaven near Legoland & Disney

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, (590 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 £100
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

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 £502
includes taxes & fees
20 Nov - 21 Nov
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney

7. Golfview Pool Home Southern Dunes

Golfview Pool Home Southern Dunes
2.0 star property
Haines City
The price is £376
includes taxes & fees
16 Nov - 17 Nov
Golfview Pool Home Southern Dunes

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 £65
includes taxes & fees
16 Nov - 17 Nov
Elita Inn

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 £66
includes taxes & fees
16 Nov - 17 Nov
Lake Ida Beach Resort

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

11. Orlando Emerald Dream House

Orlando Emerald Dream House
3.0 star property
Kissimmee
The price is £165
includes taxes & fees
16 Nov - 17 Nov
Orlando Emerald Dream House

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 £266
includes taxes & fees
24 Nov - 25 Nov
Lakefront Retreat on Lake Ariana w/ EV Charger

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 £272
includes taxes & fees
16 Dec - 17 Dec
Reunion Resort & Golf Club

14. Upstay Modern Home Near Disney With Pool

Upstay Modern Home Near Disney With Pool
3.0 star property
Kissimmee
The price is £275
includes taxes & fees
17 Nov - 18 Nov
Upstay Modern Home Near Disney With Pool

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 £193
includes taxes & fees
23 Nov - 24 Nov
Bahama Bay 515 Rum run unit 515

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
The price is £226
includes taxes & fees
16 Nov - 17 Nov
Vista Grande - Resort&spa - 15 Min to Disney!

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 £271
includes taxes & fees
16 Nov - 17 Nov
Disney Area Villa w Private Pool Resort Access

18. Disney Retreat 5 Bedrooms

Disney Retreat 5 Bedrooms
4.0 star property
Legacy Park
The price is £428
includes taxes & fees
20 Nov - 21 Nov
Disney Retreat 5 Bedrooms

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

20. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
3.5 star property
Dundee
The price is £267
includes taxes & fees
22 Nov - 23 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

Find out more about Lakeland

Everything you need to know about Lakeland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lakeland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeland holiday rentals we have selected for you start as low as £75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lakeland rentals

At Expedia, we put the best Lakeland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lakeland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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.

What are some of the best holiday rentals that Lakeland has to offer?

The Most Fun House with tons of room, huge pool, pickleball and an amazing view.: This holiday home rental outside of Lakeland is located next to a golf course, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.