Winter Springs Holiday Rentals from €72: Search Short-Term Rentals

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Our top choices for Winter Springs holiday rentals

A modern kitchen with a marble countertop, gold faucets, and a large window.

1. Bella Breeze

Downtown Sanford

Sara

includes taxes & fees

27 Aug - 28 Aug

A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

2. Cozy Modern Studio

Casselberry

includes taxes & fees

6 Sept - 7 Sept

A backyard with a hammock, outdoor seating, and string lights.

3. The Jazz Loft

Downtown Sanford

Tiffany

includes taxes & fees

1 Sept - 2 Sept

A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

4. The Front Porch

Downtown Sanford

Johnny

includes taxes & fees

27 Aug - 28 Aug

A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

5. Boho Nights

Downtown Sanford

Nicholas

includes taxes & fees

30 Aug - 31 Aug

A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

6. The Blue Aztec

Downtown Sanford

Lisa

includes taxes & fees

31 Aug - 1 Sept

A compact kitchen with a built-in sink, a countertop, and a grey cabinet. There is a sofa with a cushion and a small table in the adjacent living area.

7. The Mellow Yellow

Downtown Sanford

Gary

includes taxes & fees

30 Aug - 31 Aug

A backyard with a hammock, outdoor seating, and a hot tub.

8. The Contemporary

Downtown Sanford

includes taxes & fees

30 Aug - 31 Aug

9. Suites by The Wellborn

Lake Cherokee

Edward

includes taxes & fees

27 Aug - 28 Aug

A dining room with a round wooden table set for six, surrounded by wooden chairs. A chandelier hangs from the ceiling, and a wooden cabinet with glass doors is to the right.

10. Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Ventura

includes taxes & fees

13 Sept - 14 Sept

A swimming pool with lounge chairs and palm trees.

11. The Point Hotel & Suites Orlando

Florida Center

Travis

includes taxes & fees

27 Aug - 28 Aug

A modern kitchen with a central island, bar stools, and a dining area with a sofa and table.

12. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Downtown Orlando

John

includes taxes & fees

1 Sept - 2 Sept

A modern kitchen with a central island, bar stools, and a dining area with a bench and chairs.

13. Landing Apartments Orlando - Central Business District

Downtown Orlando

"The idea of the landing is great but the building needs to do a better job with cleaning and maintenance the apartment better. . The place wasn’t the cleanest , a roach came from behind the stove while cooking , its holes in the doors , the shower makes a weird noise as if water is going to gush out at any moment, one of the window don’t completely close so you can hear all the outside noise . . overall the place is okay. . Keel in mind it is downtown Orlando next to a bus terminal so sleep is...

Nikitress

includes taxes & fees

27 Aug - 28 Aug

A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

14. The View Hotel, Trademark Collection by Wyndham

Orlando

Alvaro Andres

includes taxes & fees

27 Aug - 28 Aug

A spacious living room with a beige sofa, a television, and a balcony with a view of the outdoors.

15. Upstay Golfer's Retreat w Patio at Ventura Resort

Ventura

includes taxes & fees

10 Sept - 11 Sept

16. Sunny Stays

Oak Ridge

includes taxes & fees

7 Sept - 8 Sept

A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

17. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Kirkman North

includes taxes & fees

30 Aug - 31 Aug

A modern kitchen with dark wood cabinets, a granite countertop, and a central island. There is a dining area with a table and chairs, and a view of the outside through large windows.

18. Century Millenia

Florida Center

Arianna

includes taxes & fees

2 Sept - 3 Sept

A modern bedroom with a bed, a ceiling fan, and a TV on the wall.

19. Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning

Colonialtown South

includes taxes & fees

28 Aug - 29 Aug

A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

20. Luxury House - Sleeps 8 Golf Disney Family Fun

Ventura

includes taxes & fees

1 Sept - 2 Sept

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Top Winter Springs Hotel Reviews

Hyatt Regency Orlando International Airport

10/10 Excellent

"Na"

Universal's Loews Sapphire Falls Resort

10/10 Excellent

"Amazing hotel with super links to Universal (You can either take the boat which is right outside the hotel) or you can walk and it takes about 15 mins. Staff are friendly and the hotel is clean. The food options are slightly limited, however, there are load of options in Universal or on City Walk."

Universal's Endless Summer Resort - Surfside Inn and Suites

8/10 Good

"The Surfside hotel was a great hotel for accessing Universal Studios parks. The transportation buses to the parks make it quick and easy. The room needs improvement. The floors were badly sticky when we arrived and dirty in spots. The beds do not have enough warm covers, I had to ask for several blankets. We loved how Starbucks was in the lobby, but the resturant in the hotel was very disappointing."

Universal’s Loews Portofino Bay Hotel

8/10 Good

"It’s fake Italy but pretty cute overall, the water taxi to the Universal parks is really convenient (otherwise it’s a 10m walk anyways) and the included express pass for 2 of the parks one of the key highlights. However the room was probably a quarter mile walk from front desk - which was overcrowded as expected in a place like that - which made it a real hassle to push our luggage also considering the really thick carpets. Also the onsite restaurants are frankly not very good for the price (and we’re very used to fine-dining). Checkout was messy, couldn’t get out of the garage, had to walk to front desk twice until they finally solved it and let me out."

Spark by Hilton Orlando near Universal

8/10 Good

"It was clean for the most part. What I didn’t like was the fact that the breakfast was the typical egg, pancakes, waffles etc and it would have been fine if it was just my husband and I. Our kids was a bit disappointed because it was just bagels, oats and muffins served everyday so we eat out for breakfast for the most part of our trip."

Find out more about Winter Springs

Everything you need to know about Winter Springs holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Springs holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Springs holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Springs holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Springs. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Springs holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Springs holiday rentals we have selected for you start as low as €72 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Springs rentals

At Expedia, we put the best Winter Springs holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter Springs rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Springs holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Springs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

What are some of the best holiday rentals that Winter Springs has to offer?

Salt Pool, cozy House near Downtown and International Airport: This holiday home rental outside of Winter Springs is located in the city centre, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchenette with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Springs holiday rentals

1. Bella Breeze

2. Cozy Modern Studio

3. The Jazz Loft

4. The Front Porch

5. Boho Nights

6. The Blue Aztec

7. The Mellow Yellow

8. The Contemporary

9. Suites by The Wellborn

10. Upstay 2BR Golfer s Retreat w Patio Ventura Resort

11. The Point Hotel & Suites Orlando

12. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

13. Landing Apartments Orlando - Central Business District

14. The View Hotel, Trademark Collection by Wyndham

15. Upstay Golfer's Retreat w Patio at Ventura Resort

16. Sunny Stays

17. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

18. Century Millenia

19. Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning

20. Luxury House - Sleeps 8 Golf Disney Family Fun

Find holiday rentals that suit your style

Top Winter Springs Hotel Reviews

Hyatt Regency Orlando International Airport

Universal's Loews Sapphire Falls Resort

Universal's Endless Summer Resort - Surfside Inn and Suites

Universal's Cabana Bay Beach Resort

Rosen Inn International

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal’s Loews Portofino Bay Hotel

Orlando International Drive North Hotel

Spark by Hilton Orlando near Universal

Find out more about Winter Springs

Frequently asked questions

Go further with the Expedia app

Holiday Rentals in Winter Springs

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Springs holiday rentals

1. Bella Breeze

2. Cozy Modern Studio

3. The Jazz Loft

4. The Front Porch

5. Boho Nights

6. The Blue Aztec

7. The Mellow Yellow

8. The Contemporary

9. Suites by The Wellborn

10. Upstay 2BR Golfer s Retreat w Patio Ventura Resort

11. The Point Hotel & Suites Orlando

12. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

13. Landing Apartments Orlando - Central Business District

14. The View Hotel, Trademark Collection by Wyndham

15. Upstay Golfer's Retreat w Patio at Ventura Resort

16. Sunny Stays

17. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

18. Century Millenia

19. Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning

20. Luxury House - Sleeps 8 Golf Disney Family Fun

Find holiday rentals that suit your style

Top Winter Springs Hotel Reviews

Hyatt Regency Orlando International Airport

Find out more about Winter Springs

Frequently asked questions

Go further with the Expedia app