Lakeland - Winter Haven Condo Rentals

A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Lakeland - Winter Haven condo rentals

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

Lake Wales

Vern H.

HK$1,206 total

includes taxes & fees

17 Sept - 18 Sept

In-room safe, desk, iron/ironing board (on request), free WiFi

2. Lyrios Vacation Rentals - The Palms

Kissimmee

HK$1,584 total

includes taxes & fees

12 Sept - 13 Sept

3. Bahama Bay 515 Rum run unit 515

Bahama Bay

Joyce

HK$2,090 total

includes taxes & fees

14 Sept - 15 Sept

4. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Kissimmee

Sheila M.

HK$1,445 total

includes taxes & fees

15 Sept - 16 Sept

5. Luxury 2bd/2 bath Condo Home 232

davenport

Brad K.

HK$3,428 total

includes taxes & fees

30 Sept - 1 Oct

6. Luxury 3 Bedroom 2 bath Condo Home 241

Reunion

Christine R.

HK$3,549 total

includes taxes & fees

12 Sept - 13 Sept

7. Beautiful Condo 3/2 close to disney parks

Kissimmee

"We had a lovely stay and truly enjoyed the quiet, cute atmosphere of the home. The Oasis Club, and kids waterpark were highlights. Unfortunately we didn't make time for the park located right in front of the house but it was a great park! The management team was incredibly accommodating, easily handling last-minute guest requests for my son’s birthday. Check-in was a breeze. However, the property fell short regarding cleanliness and maintenance. The carpets felt greasy and stained, and the...

Tiffany O.

8. Incredible Renovated home located near all !!

Champions Gate

Susan K.

HK$1,926 total

includes taxes & fees

12 Sept - 13 Sept

9. Beautiful 2BD/2 Bath Condo Home 221

Reunion

Duane S.

HK$3,221 total

includes taxes & fees

13 Sept - 14 Sept

10. Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

Bahama Bay

Nathan M.

HK$2,149 total

includes taxes & fees

19 Sept - 20 Sept

11. Luxury 2BR Condo | First Floor | Balcony 169

Kissimmee

Germaine S.

12. Lifetime of Vacations Resort

Kissimmee

Alena

HK$725 total

includes taxes & fees

13 Sept - 14 Sept

13. Luxury 3 Bedroom Condo w Balcony 372

DAVENPORT

ricky h.

14. Lovely 3-bedroom condo with AC in charming Lakeland

Lakeland

"My family and I booked this property for a couple of days. Upon arrival, the property was clean and well maintained. The linens and towels were immaculate and abundant. We did not have any difficulties communicating with the owner, check in was seamless. For safety reasons, we would suggest dusk to dawn lightening at the entrance. Over all, our stay was pleasant and we look forward to booking this property again when in town!!!!!!"

Norman S.

HK$2,395 total

includes taxes & fees

15 Sept - 16 Sept

15. Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

Brandon

Benita C.

HK$2,678 total

includes taxes & fees

13 Sept - 14 Sept

16. Brand New 2bd/2 bth condo 300

davenport

Jasmin

HK$3,184 total

includes taxes & fees

30 Sept - 1 Oct

17. Toria Suites 920

East Lake Morton

Troy M.

HK$2,506 total

includes taxes & fees

17 Sept - 18 Sept

18. King Bed. Heated Pool. Fast Wi-Fi. Free Parking. Near Disney/Universal.

Kissimmee

scott l.

HK$1,658 total

includes taxes & fees

14 Sept - 15 Sept

19. Cozy, Brand-New 2BR Getaway at ChampionsGate – 291

Davenport

Thomas K.

HK$3,229 total

includes taxes & fees

23 Sept - 24 Sept

Coffee/tea maker, fridge, microwave, oven

20. Fully Remodeled stylish 3/2 condo, close to the parks

kissimmee

Sun-young S.

HK$2,002 total

includes taxes & fees

14 Sept - 15 Sept

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Lakeland - Winter Haven Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"Beautiful and fun decor with all things Jimmy Buffett. It’s the perfect environment for Parrotheads! The staff was fun and helpful. We can’t wait to go back."

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"The property is absolutely beautiful. There are four separate areas East, West, North and River Island all have unique set ups with their own swimming pools. There is food and beverages, including alcoholic beverages, conveniently located at the pool."

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Condo Rentals information

Number of reviews	661
Accommodation	124 Condo Rentals
Lowest Price	HK$725
Highest Price	HK$3,549

Frequently asked questions

How much do condos in Lakeland - Winter Haven cost?

The price range for condos in Lakeland - Winter Haven is HK$725 to HK$3,549 per night. Whatever your budget, you're sure to find something that suits your needs — as well as your entire crew! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Lakeland - Winter Haven?

Browse through 124 condos in Lakeland - Winter Haven and reserve your favourite. Whether you're off on a holiday with the whole fam or reuniting with friends, with Expedia, your perfect stay is just a few clicks away.

Why book your condo in Lakeland - Winter Haven with Expedia?

We think that getaways should be a walk in the park, so if you're on the lookout for condos at a great price, Expedia has your back. Keep costs down and pick something small and cosy, or splurge on a luxury condo and pamper your loved ones. Our search filters make it easy to lock in a stay in Lakeland - Winter Haven that suits you best.

How can I find cheap condos in Lakeland - Winter Haven?

A good way to uncover cheap condos in Lakeland - Winter Haven is with Expedia's convenient filter tool. Fine-tune your search results by star rating, amenities and budget to take advantage of excellent rates in a few clicks.

What is there to do in Lakeland - Winter Haven near my condo?

Whether you like sightseeing, shopping, dining or partying, Lakeland - Winter Haven offers it all, and then some! The top city of Lakeland has lots of things to see and do, including Polk Museum of Art, RP Funding Centre and Publix Field at Joker Marchant Stadium. If you're holidaying in Winter Haven, Indigo's Family Fun Centre, Chain of Lakes Park and Theatre Winter Haven should be on your to-do list.

Search Condo Rentals in Lakeland - Winter Haven

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lakeland - Winter Haven condo rentals

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

2. Lyrios Vacation Rentals - The Palms

3. Bahama Bay 515 Rum run unit 515

4. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

5. Luxury 2bd/2 bath Condo Home 232

6. Luxury 3 Bedroom 2 bath Condo Home 241

7. Beautiful Condo 3/2 close to disney parks

8. Incredible Renovated home located near all !!

9. Beautiful 2BD/2 Bath Condo Home 221

10. Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

11. Luxury 2BR Condo | First Floor | Balcony 169

12. Lifetime of Vacations Resort

13. Luxury 3 Bedroom Condo w Balcony 372

14. Lovely 3-bedroom condo with AC in charming Lakeland

15. Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

16. Brand New 2bd/2 bth condo 300

17. Toria Suites 920

18. King Bed. Heated Pool. Fast Wi-Fi. Free Parking. Near Disney/Universal.

19. Cozy, Brand-New 2BR Getaway at ChampionsGate – 291

20. Fully Remodeled stylish 3/2 condo, close to the parks

Find holiday rentals that suit your style

Top Lakeland - Winter Haven Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Condo Rentals information

Frequently asked questions

Explore a world of travel with Expedia