Condo Rentals Winter Park - Best Holiday Rental Condos in Winter Park

A two-story house with a balcony, surrounded by lush greenery and trees.

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Our top choices for Winter Park condo rentals

A modern kitchen with grey cabinets, a wooden countertop, and a built-in stove.

1. Lake Eola view 1 bedroom Thornton Park

South Eola

Caroline V.

includes taxes & fees

18 Oct - 19 Oct

A living room with a sectional sofa, two side tables with lamps, a glass coffee table, and a patterned rug.

2. Vintage 2 Bedroom Condo Lake Eola View

South Eola

Sana P.

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with white cabinets, a stainless steel microwave, an oven, and a dishwasher.

3. Renovated Condo Lake Eola View Great Location

South Eola

Emma D.

includes taxes & fees

20 Oct - 21 Oct

A living room with a sofa, ottoman, coffee table, and a floor lamp.

4. Retro lake Eola 1 Bedroom Condo Thornton park

South Eola

Genevieve N.

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with white appliances, a dining area with a round table and chairs, and a view of the outdoors through a sliding door.

5. Cozy 1-bedroom Condo in Luxury Gated Community

Ventura

Hassan B.

includes taxes & fees

21 Oct - 22 Oct

6. Brand New Two bedroom property. All new.

Altamonte Springs

Paula T.

includes taxes & fees

27 Oct - 28 Oct

A swimming pool with a view of a lake and dock.

7. Amazing Water View, 1 Mile to Disney,Newly Renovated

Orlando

Caitlyn S.

includes taxes & fees

20 Oct - 21 Oct

A balcony with wicker furniture, a potted plant, and a view of a water body.

8. Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

Orlando

Jolene O.

includes taxes & fees

20 Oct - 21 Oct

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Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

8/10 Good

"The hotel needs an update. Not enough mirrors in the hotel room. The sink wouldn’t drain very well, but we didn’t want anybody in our room fixing it. Everything was just OK."

Rosen Inn Lake Buena Vista

8/10 Good

"Falta Mantenimiento en las habitaciones, nos movieron de habitación a las 4 A.M. después de que se activara la alarma de incendio de la habitación más de 3 veces sin motivos, por falta de mantenimiento, no nos resolvieron de inmediato el cambio, sino hasta que pasó varias veces, la nueva habitación tenia tapado el lavamanos."

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"This was our first time at Westgate Lakes Resort, and we will definitely come back! We had an amazing and HUGE 2 bedroom unit that overlooked a lake, and it was also very convenient to one of the pools. Also close to the shops, restaurants and main building. We unfortunately had some bad weather and couldn't enjoy the water park, but I went to the fitness center and it was outstanding! All of the staff was helpful, the beds were super comfortable and I even got to enjoy a bubble bath in the huge jacuzzi tub in the master bedroom. There were ample towels, hand towels, toilet paper, paper towels etc. I highly recommend this resort, we were 15 minutes from Universal Theme Parks, as well as only a few minutes from International Drive and other restaurants and the Kia Center. We'll definitely come back, as we visit Orlando often! The only slight negative at all was the check in Friday night was very busy and took a little bit, and also our key stopped working before our check out time but we were able to text the front desk and they set up for us to reactivate our key from the building. Very efficient and nice staff though, Jennica at the front was wonderful and the assistance we got with our bags was so appreciated from the person who also led us to our building. Looking forward to our next trip to hopefully be able to stay at Westgate again!"

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"I absolutely LOVED my stay at Drury. I traveled with my teenager and we stayed for 11 days and could not have been more happier. Manager (AM) at the front desk is nothing short of amazing. The staff and shuttle drivers are absolutely incredible and definitely go above and beyond. The breakfast was delicious and had many options, from cereal, to eggs, potatoes, Mickey waffles, fruit, biscuits, and gravy and so much more. They’re 530. Dinner was absolutely delicious as well and adults. Get free drinks during this time. Our room had a balcony overlooking the pool and was able to see the fireworks every night. Our stay was nothing short of magical."

Find out more about Winter Park

Winter Park Condo Rentals information

Number of reviews	706
Accommodation	2104 Condo Rentals
Lowest Price	AU$259
Highest Price	AU$638

Frequently asked questions

How much do condos in Winter Park cost?

Condos in Winter Park range from AU$259 to AU$638 per night. This means extra space for the entire squad at a price that's easy on your wallet. This price was 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 Winter Park?

Winter Park has 2104 condos. To help you locate the ideal digs, use our handy filter tool to search for the must-have hotel perks.

What is there to do in Winter Park near my condo?

You'll find loads of terrific things to do in Winter Park. Drop by big attractions like Orlando Science Centre, Orlando Museum of Art and Church Street Station. Boardwalk Bowl Entertainment Centre, Orange County Regional History Centre and The Plaza Theatre are also visitor favourites.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Park condo rentals

1. Lake Eola view 1 bedroom Thornton Park

2. Vintage 2 Bedroom Condo Lake Eola View

3. Renovated Condo Lake Eola View Great Location

4. Retro lake Eola 1 Bedroom Condo Thornton park

5. Cozy 1-bedroom Condo in Luxury Gated Community

6. Brand New Two bedroom property. All new.

7. Amazing Water View, 1 Mile to Disney,Newly Renovated

8. Sensational Water View 1 Mile to Disney Newly Renovated Superb Location

9. Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld

10. Vc6-105 - 3BR Condo Resort Access Near Disney

11. Disney Condo-Beautiful Lake views from XL Balcony

12. DOUBLE FLAT STUDIO - UNIVERSAL STUDIOS & INTERNATIONAL DRIVE

13. Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools

14. Renovated Lakefront Condo · Disney 1 Mile · Fireworks Views · 2 Full Baths

15. LakeFront: BlueHeron Beach Resort, Orlando Florida

16. Luxury 3-Bed Condo in Storey Lake Resort - 3131

17. SeaWorld Orlando | 2BR | Minutes to the Parks

18. 4114-306 Spacious 3bd condo at Vista Cay Resort

19. DISNEY area CONDO 2 KING BEDS 2 BUNKS 2 BATHS Large 1350 sq ft Lake View 10th fl

20. Vc9-410 - 3BR Condo Near all Attractions

Find holiday rentals that suit your style

Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Find out more about Winter Park

Winter Park Condo Rentals information

Frequently asked questions

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