Winter Springs Vacation Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Winter Springs holiday rentals

Free WiFi

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is RM354
RM671 total
includes taxes & fees
28 May - 29 May
Cozy Modern Studio
2 bedrooms, Internet

Luxury House - Sleeps 8 Golf Disney Family Fun

Luxury House - Sleeps 8 Golf Disney Family Fun
2.0 star property
Ventura
The price is RM639
RM2,158 total
includes taxes & fees
17 May - 18 May
Luxury House - Sleeps 8 Golf Disney Family Fun
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is RM343
RM1,330 total
includes taxes & fees
19 May - 20 May
Pinnacle Apartments W Amenties by Heavenly Homes
Restaurant

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very good, (1,964 reviews)
"Breakfast is outstanding really nice place to stay"
United States
Leydiana
The price is RM315
RM354 total
includes taxes & fees
18 May - 19 May
The View Studio Suites and Event Venue
Interior

Condo With Hot Tub and Pool - Near to Disney!

Condo With Hot Tub and Pool - Near to Disney!
3.0 star property
International Drive District
The price is RM216
RM593 total
includes taxes & fees
18 May - 19 May
Condo With Hot Tub and Pool - Near to Disney!
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.6 out of 10, Excellent, (8 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The price is RM283
RM581 total
includes taxes & fees
18 May - 19 May
The Jazz Loft
Exterior

The Contemporary

The Contemporary
3.0 star property
Sanford
The price is RM460
RM1,075 total
includes taxes & fees
17 May - 18 May
The Contemporary
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is RM460
RM845 total
includes taxes & fees
18 May - 19 May
The Front Porch
Interior

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (12 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is RM301
RM601 total
includes taxes & fees
31 May - 1 Jun
Bella Breeze
Living area

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location very clean awesome decor "
United States
Heather
The price is RM283
RM581 total
includes taxes & fees
18 May - 19 May
Boho Nights
Terrace/patio

The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very good, (1,043 reviews)
"Great hotel"
United States
Oi Shuen
The price is RM227
RM304 total
includes taxes & fees
14 Jun - 15 Jun
The Point Hotel & Suites Orlando
2 bedrooms, Internet

Upstay 2BR Family Condo Ventura Golf Country Club

Upstay 2BR Family Condo Ventura Golf Country Club
2.0 star property
Ventura
The price is RM407
RM1,104 total
includes taxes & fees
27 May - 28 May
Upstay 2BR Family Condo Ventura Golf Country Club
Living area

Comfortable 1-bedroom apt in Prime Orlando Spot

Comfortable 1-bedroom apt in Prime Orlando Spot
3.5 star property
Florida Center
The price is RM434
RM1,152 total
includes taxes & fees
3 Jun - 4 Jun
Comfortable 1-bedroom apt in Prime Orlando Spot
Living area

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is RM283
RM877 total
includes taxes & fees
17 May - 18 May
The Blue Aztec
Interior

Upstay 2BR Family Condo Ventura Golf Country Club

Upstay 2BR Family Condo Ventura Golf Country Club
3.0 star property
Ventura
The price is RM358
RM1,018 total
includes taxes & fees
27 May - 28 May
Upstay 2BR Family Condo Ventura Golf Country Club
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very good, (10 reviews)
"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."
United States
Serge
The price is RM266
RM562 total
includes taxes & fees
16 May - 17 May
Totally 80's
Billiards

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
4.0 star property
International Drive District
The price is RM504
RM1,840 total
includes taxes & fees
26 May - 27 May
Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
Interior

2BR Dog-friendly Oasis w/ Shared Pool & Patio

2BR Dog-friendly Oasis w/ Shared Pool & Patio
3.0 star property
Longwood
The price is RM480
RM1,454 total
includes taxes & fees
6 Jun - 7 Jun
2BR Dog-friendly Oasis w/ Shared Pool & Patio
Living area

The Mellow Yellow

The Mellow Yellow
3.0 star property
Sanford
6.0 out of 10, (3 reviews)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
United States
Gary
The price is RM283
RM877 total
includes taxes & fees
17 May - 18 May
The Mellow Yellow
Room

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is RM395
RM1,699 total
includes taxes & fees
19 May - 20 May
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
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 Springs Hotel Reviews

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"No comment. Everything was perfect."
Raquel 1-night trip
Posted 1 hour ago
Ramada by Wyndham Suites Orlando Airport

Find out more about Winter Springs

Search for holiday rentals in Winter Springs on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winter Springs using one of the methods below:

  • View our selection of featured holiday rentals in Winter Springs
  • Use the map to find apartments and other holiday homes in the Winter Springs neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Springs while they last

Look no further and take a look at our great range of rental properties in Winter Springs!

Frequently asked questions

Can I find holiday rentals in Winter Springs?

Yes, there are holiday rentals close to the most popular sights in Winter Springs, or you can select a more secluded option if you're looking for a relaxing stay. Winter Springs is known for its temples and breweries. Make sure you have time to check out the baseball games and lake views during your trip.

How many holiday rentals are there in Winter Springs?

Expedia has 9 holiday rentals for your stay in Winter Springs.

What’s there to see and do in Winter Springs?

Boombah-Soldiers Creek Park and Central Winds Park are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places such as Universal Orlando Resort and Kia Center.

What’s a holiday rental in Winter Springs like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Springs. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.