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

Lakeland Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Lakeland vacation rentals

A modern spa room with wooden paneling, a reception desk, and a seating area with cushions.

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
$253 nightly
The price is $283
Nov 15 - Nov 16
Total with taxes and fees
Landing Apartments Lakeland Near Winston
A front porch with a welcome mat, a door with a wreath, and a 'HOME' sign.

2. Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
$248 nightly
The price is $278
Nov 15 - Nov 16
Total with taxes and fees
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
$231 nightly
The price is $258
Nov 15 - Nov 16
Total with taxes and fees
BlockHaven near Legoland & Disney
A pool area with lounge chairs, a covered seating area, and a building with multiple balconies.

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
$118 nightly
The price is $132
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
A two-story house with a garage, a covered porch, and a small front yard.

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
$582 nightly
The price is $638
Nov 15 - Nov 16
Total with taxes and fees
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
A residential house with a garage, a mailbox, and a large tree in the front yard.

7. Golfview Pool Home Southern Dunes

Golfview Pool Home Southern Dunes
2.0 star property
Haines City
$443 nightly
The price is $497
Nov 17 - Nov 18
Total with taxes and fees
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
$85 nightly
The price is $95
Nov 15 - Nov 16
Total with taxes and fees
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
$72 nightly
The price is $81
Nov 29 - Nov 30
Total with taxes and fees
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
$387 nightly
The price is $441
Nov 18 - Nov 19
Total with taxes and fees
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
$192 nightly
The price is $218
Nov 15 - Nov 16
Total with taxes and fees
Orlando Emerald Dream House
A white car parked next to a white fence with a charging station attached to the fence.

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
$314 nightly
The price is $351
Nov 24 - Nov 25
Total with taxes and fees
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
$312 nightly
The price is $354
Dec 14 - Dec 15
Total with taxes and fees
Reunion Resort & Golf Club
A clear swimming pool surrounded by palm trees and lounge chairs.

14. Upstay Modern Home Near Disney With Pool

Upstay Modern Home Near Disney With Pool
3.0 star property
Kissimmee
$319 nightly
The price is $362
Nov 17 - Nov 18
Total with taxes and fees
Upstay Modern Home Near Disney With Pool
A beach with thatched umbrellas, palm trees, and lounge chairs.

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
$238 nightly
The price is $266
Nov 23 - Nov 24
Total with taxes and fees
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
$291 nightly
The price is $298
Nov 16 - Nov 17
Total with taxes and fees
Vista Grande - Resort&spa - 15 Min to Disney!
A swimming pool with a slide, palm trees, and a thatched structure.

17. Disney Area Villa w Private Pool Resort Access

Disney Area Villa w Private Pool Resort Access
2.0 star property
Davenport
$297 nightly
The price is $337
Nov 15 - Nov 16
Total with taxes and fees
Disney Area Villa w Private Pool Resort Access
A two-story house with a garage, a front yard, and a tree.

18. Disney Retreat 5 Bedrooms

Disney Retreat 5 Bedrooms
4.0 star property
Legacy Park
$509 nightly
The price is $570
Nov 20 - Nov 21
Total with taxes and fees
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 residential building with a garage, a driveway, and a well-maintained lawn.

20. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
3.5 star property
Dundee
$316 nightly
The price is $353
Nov 22 - Nov 23
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lakeland Hotel Reviews

Travelodge by Wyndham Lakeland

Travelodge by Wyndham Lakeland

8/10 Good
"One thing l didn't like was the stairs, instead of an elevator. Hauling suitcases upstairs very hard on older guedts."
Davin 1-night trip
Posted 4 hours ago
Travelodge by Wyndham Lakeland

Find out more about Lakeland

Everything you need to know about Lakeland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakeland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Lakeland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lakeland rentals

At Expedia, we put the best Lakeland vacation 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 vacation.

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 vacation rental in Lakeland?

Yes, we give you a choice of vacation rentals in Lakeland near Safari Wilderness, or you can go with a more remote option if you'd like a relaxing place to 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 theater scene.

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

The Most Fun House with tons of room, huge pool, pickleball and an amazing view.: This vacation 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 you can cook with friends or family. It offers a patio, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Lakeland?

With 109 Expedia vacation rentals, you're sure 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 vacation rentals like in Lakeland?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Lakeland. Vacation rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.