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Lakeland - Winter Haven Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Lakeland - Winter Haven vacation rentals

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

1. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (6 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
$229 nightly
The price is $257
Sep 27 - Sep 28
Total with taxes and fees
BlockHaven near Legoland & Disney
A swimming pool with a fence, lounge chairs, and a palm tree.

2. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (196 reviews)
"Clean room and private area loved it"
United States
Heather
$79 nightly
The price is $88
Sep 23 - Sep 24
Total with taxes and fees
Lake Ida Beach Resort
A building with a red door, numbered 132C, and a small porch area with a metal stool and a green bucket with a wooden stick.

3. Tiny Paradise

Tiny Paradise
Winter Haven
9.6 out of 10, Exceptional, (15 reviews)
"Check in was easy, this little house had everything we needed! Owner very responsive to needs very quickly through app. We would stay again!"
United States
Cheryl K.
$107 nightly
The price is $119
Sep 23 - Sep 24
Total with taxes and fees
Tiny Paradise
A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.

4. Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (224 reviews)
"Camp Mack is an awesome place for getting away for a few days or longer. The surroundings are beautiful, and the people are so friendly."
United States
Terri
$113 nightly
The price is $126
Oct 6 - Oct 7
Total with taxes and fees
Camp Mack Lodge, Marina & RV Resort
A living room with a sofa, a kitchen area with a counter and chairs, and a TV mounted on the wall.

5. RED DOOR HOUSE!

RED DOOR HOUSE!
South Lake Morton
9.6 out of 10, Exceptional, (66 reviews)
"Conveniently located and clean"
United States
Rachel
$195 nightly
The price is $216
Oct 22 - Oct 23
Total with taxes and fees
RED DOOR HOUSE!
A reception area with a check-in counter, two red chairs, and a tiled floor.

6. 2 Full Beds|Non-Smoking

2 Full Beds|Non-Smoking
Bartow FL
10.0 out of 10, Exceptional, (266 reviews)
"Great stay in Bartow."
United States
Anonymous traveler
$88 nightly
The price is $98
Sep 23 - Sep 24
Total with taxes and fees
2 Full Beds|Non-Smoking
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

7. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,063 reviews)
"Nice hotel and great location close to the Parks."
United States
Monica
$98 nightly
The price is $111
Sep 27 - Sep 28
Total with taxes and fees
Vacation Village Orlando, Celebration
A hotel room with a bed, a framed picture on the wall, and a view of the outside.

8. King Bed|Non smoking

King Bed|Non smoking
Bartow FL
10.0 out of 10, Exceptional, (120 reviews)
"Location is key when you're busy exploring, it was easy getting back after sightseeing all day!"
United States
Anonymous traveler
$121 nightly
The price is $134
Sep 23 - Sep 24
Total with taxes and fees
King Bed|Non smoking
A modern living room with a TV, bookshelves, a dining area with chairs and a table, and a kitchen with a microwave.

9. Charming Suite In The Heart Of Lakeland

Charming Suite In The Heart Of Lakeland
Lakeland
8.8 out of 10, Excellent, (80 reviews)
"very nice place"
United States
Benjamin P.
$129 nightly
The price is $142
Sep 23 - Sep 24
Total with taxes and fees
Charming Suite In The Heart Of Lakeland
A modern kitchen with dark cabinets, stainless steel appliances, a marble floor, and a bar area with stools.

10. The Grand Retreat at CG with pool

The Grand Retreat at CG with pool
4.0 star property
Champions Gate
$387 nightly
The price is $439
Sep 23 - Sep 24
Total with taxes and fees
The Grand Retreat at CG with pool
A bedroom with a stone fireplace, a large bed, and a view of the outdoors through large windows.

11. Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.0 out of 10, Wonderful, (12 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
$139 nightly
The price is $154
Sep 23 - Sep 24
Total with taxes and fees
Lake View•Gardens•Private Balcony Suite•Legoland
A modern kitchen with stainless steel appliances, a microwave, and a refrigerator.

12. Studio Signature

Studio Signature
Lakeland
10.0 out of 10, Exceptional, (11 reviews)
"Clean cute friendly quiet neighborhood really enjoyed this stay and will likely stay again in future"
United States
Mel B.
$158 nightly
The price is $174
Sep 25 - Sep 26
Total with taxes and fees
Studio Signature
A spacious lobby with a seating area, a counter with a menu board, and a kitchen area in the background.

13. Deluxe Queen Bed | Dundee

Deluxe Queen Bed | Dundee
Dundee FL
10.0 out of 10, Exceptional, (124 reviews)
"Solid choice for budget travelers like us looking for comfort close to attractions nearby."
United States
Anonymous traveler
$91 nightly
The price is $101
Sep 23 - Sep 24
Total with taxes and fees
Deluxe Queen Bed | Dundee
A residential driveway leading to a garage with a white garage door, surrounded by lush greenery and trees.

14. Private Studio Suite

Private Studio Suite
Lakeland
9.6 out of 10, Exceptional, (19 reviews)
"Excellent stay. Would definitely book again."
United States
Heather
$111 nightly
The price is $121
Sep 24 - Sep 25
Total with taxes and fees
Private Studio Suite
A cozy cabin-style bedroom with a large bed, a sitting area with a couch, and a kitchenette.

15. The Lake Alfred Citrus Wood Guest Cabin

The Lake Alfred Citrus Wood Guest Cabin
Lake Alfred
9.6 out of 10, Exceptional, (61 reviews)
"Wonderful little cabin perfect for a getaway. Quiet and cozy!"
United States
Sarah P.
$108 nightly
The price is $120
Sep 23 - Sep 24
Total with taxes and fees
The Lake Alfred Citrus Wood Guest Cabin
A golf course with a large rock formation, palm trees, and a well-maintained green.

16. 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, (579 reviews)
"First time experience. The stay was pretty good."
United States
Anquanice
$118 nightly
The price is $132
Sep 23 - Sep 24
Total with taxes and fees
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
A bedroom with a bed, a ceiling fan, a desk, a chair, and a door.

17. THE SIGNATURE ORANGE GROVE KING SUITE

THE SIGNATURE ORANGE GROVE KING SUITE
Lake Alfred
9.6 out of 10, Exceptional, (24 reviews)
"Great place to stay while there on business by myself!"
United States
Don V.
$102 nightly
The price is $112
Sep 24 - Sep 25
Total with taxes and fees
THE SIGNATURE ORANGE GROVE KING SUITE
A modern living room with a brown leather sofa, a flat-screen TV, and a dining area with wooden cabinets and a kitchen in the background.

18. Heart of Downtown Lakeland - Urban Luxury Loft. Studio + Memory Foam Sofa Bed

Heart of Downtown Lakeland - Urban Luxury Loft. Studio + Memory Foam Sofa Bed
Downtown Lakeland
9.8 out of 10, Exceptional, (18 reviews)
"Great property....great location"
United States
Terry E.
$248 nightly
The price is $274
Sep 23 - Sep 24
Total with taxes and fees
Heart of Downtown Lakeland - Urban Luxury Loft. Studio + Memory Foam Sofa Bed
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

19. Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (13 reviews)
"Nice house for our stay."
United States
Debi K.
$276 nightly
The price is $304
Sep 23 - Sep 24
Total with taxes and fees
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
A living room with a sofa, coffee table, and patterned cushions. There is a framed picture on the wall and a ceiling fan in the background.

20. Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion

Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Kissimmee
9.0 out of 10, Wonderful, (7 reviews)
"It was an ok visit "
United States
Cordell G.
$290 nightly
The price is $321
Oct 22 - Oct 23
Total with taxes and fees
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
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 - Winter Haven Hotel Reviews

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"Great stay foods was great will come back again next time"
Aaron 3-night trip
Posted 2 hours ago
Embassy Suites By Hilton Orlando Sunset Walk

Find out more about Lakeland - Winter Haven

Everything you need to know about Lakeland - Winter Haven 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 - Winter Haven 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 - Winter Haven vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakeland - Winter Haven vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeland - Winter Haven. 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 - Winter Haven 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 $101 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 - Winter Haven rentals

At Expedia, we put the best Lakeland - Winter Haven 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 - Winter Haven 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 - Winter Haven 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 - Winter Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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