Search Apartment Rentals in Winter Park

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Browse Select Winter Park Apartments

Our top choices for Winter Park apartments

Boho Nights
Standard Apartment | Living area

Boho Nights

3.0 star property
8.4 out of 10, Very good, (5)
"My favorite place to stay when in Sanford. "
The price is CA $100
CA $204 total
includes taxes & fees
Sep 6 - Sep 7
Boho Nights
The Front Porch
Terrace/patio

The Front Porch

3.0 star property
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
The price is CA $143
CA $276 total
includes taxes & fees
Sep 7 - Sep 8
The Front Porch
The Blue Aztec
Exterior

The Blue Aztec

3.0 star property
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
The price is CA $86
CA $293 total
includes taxes & fees
Sep 7 - Sep 8
The Blue Aztec
Comfortable 1 bedroom home
Interior

Comfortable 1 bedroom home

8.8 out of 10, Excellent, (3)
"Host and location were awesome . Nestled in an great neighborhood. Will definitely stay again."
The price is CA $83
CA $243 total
includes taxes & fees
Sep 6 - Sep 7
Comfortable 1 bedroom home
The Mellow Yellow
Standard Apartment | Living area

The Mellow Yellow

3.0 star property
6.0 out of 10, (3)
"Needs updated. Looks like it had some type of water leak and it was never repaired. I was highly disappointed but stayed anyway due to the fact that I had rented from them before and know this was not"
The price is CA $97
CA $305 total
includes taxes & fees
Sep 6 - Sep 7
The Mellow Yellow
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Private kitchen

Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford

2.0 star property
9.4 out of 10, Exceptional, (3)
"Clean, close to downtown restaurant and sights. Was a work trip and host helped my wife set up her work computer which was much appreciated. Just a great place to stay for short term."
The price is CA $131
CA $397 total
includes taxes & fees
Sep 8 - Sep 9
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Apartment with WiFi, AC, and Pool in Casselberry
Fridge, microwave, stovetop, coffee/tea maker

Apartment with WiFi, AC, and Pool in Casselberry

2.0 star property
10.0 out of 10, Exceptional, (3)
"In town for a work project and this was perfect for my needs. Quiet, clean, comfortable bed, plenty of space and hot shower to name a few. I would definitely recommend!"
The price is CA $93
CA $194 total
includes taxes & fees
Sep 8 - Sep 9
Apartment with WiFi, AC, and Pool in Casselberry
The Jazz Loft
Exterior

The Jazz Loft

3.0 star property
8.0 out of 10, Very good, (4)
"The loft was very cool and unique. Loved it. I will definitely book this again."
The price is CA $80
CA $183 total
includes taxes & fees
Sep 20 - Sep 21
The Jazz Loft
Bella Breeze
Mini-fridge, microwave, cookware/dishes/utensils

Bella Breeze

2.5 star property
9.4 out of 10, Exceptional, (3)
"Cute little place within walking distance to downtown "
The price is CA $100
CA $204 total
includes taxes & fees
Sep 15 - Sep 16
Bella Breeze
Modern Orlando Retreag Near MCO in Gated Community + Resort Amenities & Parking
Outdoor pool

Modern Orlando Retreag Near MCO in Gated Community + Resort Amenities & Parking

9.6 out of 10, Exceptional, (7)
"I really enjoyed my stay at this location. The location was perfect, not far from the airport and just the right distance from the wedding I was attending that weekend. The property is very new, well maintained, and just the right size. The pool was very enjoyable, relaxing.and I felt safe entering and leaving the property."
The price is CA $109
CA $287 total
includes taxes & fees
Sep 6 - Sep 7
Modern Orlando Retreag Near MCO in Gated Community + Resort Amenities & Parking
The Contemporary
Standard Apartment | Living area

The Contemporary

3.0 star property
The price is CA $109
CA $319 total
includes taxes & fees
Sep 7 - Sep 8
The Contemporary
Casa Chiquita apartment efficiency
Property grounds

Casa Chiquita apartment efficiency

9.8 out of 10, Exceptional, (6)
"This is our second time staying here. It was just as clean, quiet and clean as the first stay. We will be back"
The price is CA $85
CA $240 total
includes taxes & fees
Sep 8 - Sep 9
Casa Chiquita apartment efficiency
Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!
Fridge, oven, stovetop, dishwasher

Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!

8.0 out of 10, Very good, (2)
"If you are looking for a great location near the airport and stores, this will work. Basic no frills unit ( bring a pillow if you need more head surport ), served it's purpose for sleep, showering and a full kitchen. Host was responsive and check-in went well."
The price is CA $76
CA $291 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!
Comfy studio in Central Orlando
Dining

Comfy studio in Central Orlando

The price is CA $58
CA $209 total
includes taxes & fees
Sep 7 - Sep 8
Comfy studio in Central Orlando
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Terrace/patio

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.

10.0 out of 10, Exceptional, (14)
"Quiet peaceful location"
The price is CA $110
CA $191 total
includes taxes & fees
Sep 6 - Sep 7
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Vacational Apartment at Orlando 3608
Free WiFi

Vacational Apartment at Orlando 3608

2.0 star property
The price is CA $172
CA $305 total
includes taxes & fees
Oct 5 - Oct 6
Vacational Apartment at Orlando 3608
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
Property grounds

COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community

2.0 star property
10.0 out of 10, Exceptional, (3)
"The accommodations were great as described. We were able to spend quality time with the grandchildren. "
The price is CA $106
CA $384 total
includes taxes & fees
Sep 8 - Sep 9
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
2 bedrooms, iron/ironing board, WiFi, bed sheets

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

10.0 out of 10, Exceptional, (3)
"Lovely small place for a few nights stay. Mini kitchen and 2 bed nice bathroom! Loved it for 2-4 people. "
The price is CA $145
CA $358 total
includes taxes & fees
Sep 9 - Sep 10
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Relax and Explore: Guestsuite in Downtown Orlando
1 bedroom, desk, iron/ironing board, WiFi

Relax and Explore: Guestsuite in Downtown Orlando

2.0 star property
The price is CA $68
CA $190 total
includes taxes & fees
Sep 12 - Sep 13
Relax and Explore: Guestsuite in Downtown Orlando
Modern Guest Suite near UCF
Fridge, microwave

Modern Guest Suite near UCF

10.0 out of 10, Exceptional, (1)
"great stay!"
The price is CA $65
CA $178 total
includes taxes & fees
Sep 8 - Sep 9
Modern Guest Suite near UCF
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

10/10 Excellent
"This is a great hotel, looks like a brand new property. It has a laundry, good breakfast and great employees. For $60 a night this is a steal considering a hotel like this in NY will cost around $400 a night. "
Rafael 1-night trip
Posted 2 days ago
Palazzo Lakeside Hotel
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Family friendly "
Roma 4-night trip
Posted 4 days ago
Westgate Lakes Resort & Spa Universal Studios Area

Find out more about Winter Park

Find out more about Winter Park

Winter Park Apartments information

Number of reviews
Accommodation
2105 Apartments
Lowest Price
CA $76
Highest Price
CA $221

Explore a world of travel with Expedia

Explore a world of travel with Expedia