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Vacation rentals in Winter Springs

Vacation rentals in Winter Springs

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winter Springs

Guests agree: these stays are highly rated for location, cleanliness, and more.

Oviedo Oasis:2/1 attached Guest Suite;Private Pool
SUPERHOSTEntire guest suite · 5 guests · 3 beds · 1 bathroom
Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Cozy 2 bedroom guestsuite attached to the main house with private entrance and no shared living space within the home. Living room, 2 separate bedrooms and a full size bath. Amenities include a coffee bar, mini fridge , microwave, TV, Wifi and access to our swimming pool. The home backs up to the Cross Seminole Trail. NO PETS ALLOWED Central to everything: UCF: 5 miles Orlando Airport: 25 miles Sanford Airport: 11 miles Universal Theme Parks: 27 miles Disney: 40 miles New Smyrna Beach: 41 miles

What guests are saying:

“My husband and I wanted to celebrate our 5 year anniversary, but with the pandemic going on, didn’t feel comfortable going too far from home. So we rented amanda’s space for a staycation. It was the perfect little getaway cottage in a quiet neighborhood. We relaxed by the pool all day and picked up food and Kelly’s ice cream for dessert. Amanda’s was exactly what we needed right now.”

Room with separate entrance, garage, bar kitchen
Private room · 2 guests · 1 bed · 1 private bathroom
Room with separate entrance, garage, bar kitchen

Situated on the ground floor, direct entrance from the garage, front balcony facing a pond with small fountain. Compact kitchen/bar with small refrigerator, microwave, toaster, coffee machine and additional couple of small electrical appliances up to the guest use. Full Bathroom with bathtub and walk in closet. Lots of storage. Queen size bed. Desk. One cat living on the upper floors! Rarely coming down.

What guests are saying:

“Gina’s place is great. It has what you need and is an exceptional value. The neighborhood is quiet and less than a mile to a couple good restaurants and the publix. The space is accurately described and being on the first floor it is private and away from the rest of the house. I really have no negatives to post here unless you are a Huge tv person looking for lots of channels. It’s basic cable but you have access to Netflix etc thru the tv so this doesn’t bother me based on my preferences.”

Charming Wisteria Room
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bathroom
Charming Wisteria Room

Enjoy the charm of our 1890 home. Relax by the pool surrounded by FL foliage. Explore Central FL: University of Central FL, CFE Arena, & Siemens are 5 miles away; World-class theme parks, Kennedy Space Center, and other tourist attractions are 45-60 minutes away; sunny FL beaches are 1 hour away. There are many near by family-friendly restaurants and activities. The room is comfortable, the common areas are clean with large outdoor spaces. We live on the 1st floor and welcome all travelers.

What guests are saying:

“The Wisteria Room really has a touch of luxury. The room is quite large, well appointed, and very attractive. The bathroom was across the hall (not ensuite), but as we were the only ones using the upstairs we had a lot of privacy. If you like historic, well kept homes, you probably would like this one. We used Oviedo as a base to visit several of the state parks in the area, and that worked out well. Highly recommended.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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Popular amenities for Winter Springs holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Winter Springs

Affordable Room/Office w/breakfast and snacks.
SUPERHOSTPrivate room
Affordable Room/Office w/breakfast and snacks.
Price:₹3,363 / night
The White and Orange Private Room
SUPERHOSTPrivate room
The White and Orange Private Room
Price:₹1,495 / night
Farmhouse Cottage near UCF,
Trails, & theme parks
SUPERHOSTEntire cottage
Farmhouse Cottage near UCF, Trails, & theme parks
Price:₹5,905 / night
Hidden Gem Country Farmhouse
SUPERHOSTPrivate room
Hidden Gem Country Farmhouse
Price:₹2,531 / night
Sunsets and Mornings in Paradise on our Dock
SUPERHOSTEntire guest suite
Sunsets and Mornings in Paradise on our Dock
Price:₹3,705 / night
Room #1 FIRST FLOOR ROOM w/PRIVATE BATHROOM
SUPERHOSTPrivate room
Room #1 FIRST FLOOR ROOM w/PRIVATE BATHROOM
Price:₹3,363 / night
Downtown (Ivanhoe Village) Loft Apartment
SUPERHOSTEntire loft
Downtown (Ivanhoe Village) Loft Apartment
Price:₹4,068 / night
Peaceful, full-featured condo near airport & parks
Entire apartment
Peaceful, full-featured condo near airport & parks
Price:₹2,765 / night
Great location! Private Studio Casselberry FL
SUPERHOSTPrivate room
Great location! Private Studio Casselberry FL
Price:₹3,662 / night
Long Term/pvt Rm/ Disinfected
SUPERHOSTPrivate room
Long Term/pvt Rm/ Disinfected
Price:₹1,495 / night
The Shed in Downtown Orlando
SUPERHOSTEntire guest house
The Shed in Downtown Orlando
Price:₹4,111 / night
Like home yourself.
SUPERHOSTPrivate room
Like home yourself.
Price:₹2,168 / night
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