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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Winter Park Apartments

Stylish Boutique Guest house in Winter Park
Outdoor dining

Stylish Boutique Guest house in Winter Park

10.0 out of 10, Exceptional, (87)
"We loved the location cleanliness accessibility "
The price is £247
includes taxes & fees
2 Sept - 3 Sept
Stylish Boutique Guest house in Winter Park
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 Jazz Loft
The Blue Aztec
Exterior

The Blue Aztec

3.0 star property
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
The Blue Aztec
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 Front Porch
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 "
Bella Breeze
Boho Nights
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

3.0 star property
8.4 out of 10, Very good, (5)
"My favorite place to stay when in Sanford. "
Boho Nights
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 £107
includes taxes & fees
1 Sept - 2 Sept
Apartment with WiFi, AC, and Pool in Casselberry
The Cherry Blossom
Interior

The Cherry Blossom

3.0 star property
7.4 out of 10, Good, (3)
"Its was okay...For me, I didn't too like that it was a back unit "
The Cherry Blossom
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 £220
includes taxes & fees
31 Aug - 1 Sept
Charming Caribbean 1-bedroom roomy Apartment in amazing Downtown Sanford
Private Studio near parks & DNTN
Desk, WiFi, bed sheets

Private Studio near parks & DNTN

9.0 out of 10, Wonderful, (2)
The price is £126
includes taxes & fees
25 Aug - 26 Aug
Private Studio near parks & DNTN
The Contemporary
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

The Contemporary

3.0 star property
The Contemporary
Cozy 1-bedroom apartment in fabulous Kissimmee with WiFi, AC
Private kitchen

Cozy 1-bedroom apartment in fabulous Kissimmee with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (3)
"Stayed for 5 days room was excellently prepared and was easy access....owner only communicates in spanish so that was an issue and not having adequate paper supplies ie no toilet paper, poor communication from the hosts otherwise 10/10 "
The price is £114
includes taxes & fees
24 Aug - 25 Aug
Cozy 1-bedroom apartment in fabulous Kissimmee with WiFi, AC
Private guest studio in the heart of orlando.
Fridge, microwave, stovetop, coffee/tea maker

Private guest studio in the heart of orlando.

10.0 out of 10, Exceptional, (45)
"Nice, clean, and comfortably place to stay!"
The price is £97
includes taxes & fees
25 Aug - 26 Aug
Private guest studio in the heart of orlando.
Totally 80's
Exterior

Totally 80's

3.0 star property
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
The price is £116
includes taxes & fees
2 Sept - 3 Sept
Totally 80's
Comfortable 1 bedroom home
1 bedroom, desk, WiFi, bed sheets

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 £132
includes taxes & fees
22 Sept - 23 Sept
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 Mellow Yellow
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 £79
includes taxes & fees
24 Aug - 25 Aug
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Thornton park oasis 1 bedroom
Smart TV

Thornton park oasis 1 bedroom

2.0 star property
9.8 out of 10, Exceptional, (9)
"very comfortable stay in a lovely neighborhood!"
The price is £124
includes taxes & fees
24 Aug - 25 Aug
Thornton park oasis 1 bedroom
Cozy Private Apartment - Stylish & Spotless — No sharing areas
Terrace/patio

Cozy Private Apartment - Stylish & Spotless — No sharing areas

10.0 out of 10, Exceptional, (21)
"The hosts put a lot of thought and care into making the stay fantastic. I would highly recommend staying here! Great location in a quiet neighborhood. "
The price is £143
includes taxes & fees
29 Aug - 30 Aug
Cozy Private Apartment - Stylish & Spotless — No sharing areas
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 £233
includes taxes & fees
1 Sept - 2 Sept
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
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 Winter Park Hotel Reviews

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"We went for a staycation and it was very relaxing! "
Natasha 3-night trip
Posted 11 hours ago
Marriott's Grande Vista