Winter Springs vacation rentals
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Top-rated vacation rentals in Winter Springs
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Apartment in Winter Park
4.95 out of 5 average rating, 280 reviewsGet a Little Glam in a Retro Palm Beach-Style Boudoir
The whole upstairs portion of the building is all yours. Location is prime as it is close to all things wonderful in Winter Park FL. Two streets behind is Lake Killarney. The space is beautifully decorated and offers guests a charming get away. Please note: It is a 13.6 mile drive (21 - 40 minutes depending on traffic) from Universal Studio's and a 21.7mile drive (24 - 45 minutes depending on traffic) to Disney World. There is a lock box located under the stairwell on the left side of the building. I will message you with your code for access. Once you get your key, head on up the stairs and enjoy your home away from home. Welcome! I live 3 minutes away from the Air BnB property and I work in the downstairs portion of the building, so I am local and available to assist with any additional requests. Message me anytime! Or text 407 575 3502 The Fairbanks corridor of Winter Park is the main artery to affluent areas, offering great shopping and dining close by. This hidden gem is a short walk to grocery stores, restaurants, and Winter Park Village shopping district with its movie theater. Light sleepers, please be aware that there is the potential for traffic noise. The BnB offers a large parking lot. You should have no problem at all if you desire to arrive by car. The area is also safe to bike around and Uber or Lyft operates in the area. No smoking please.
Nov 1 – 8
Townhouse in Winter Park
4.98 out of 5 average rating, 195 reviewsBeautiful Downtown Winter Park
WP requires rentals to be listed as 28 days. For alternate rentals please contact me with dates requested. A 1 bedroom New England style townhouse. Enjoy brick streets, old oaks and lake access all within a 5 minute walk to downtown Winter Park, home of nationally known art festivals and museums, Saturday farmers market, Rollins College and many fine dining establishments. Pick herbs from our garden to use in cooking. Lounge on your private deck to the relaxing waterfall sounds of our koi pond.
Jun 15 – 22
Guest suite in Altamonte Springs
4.97 out of 5 average rating, 295 reviewsSt. Hemingway Suite
Very tranquil Romantic room with views and access to large lake. PRIVATE ENTRANCE and private bathroom. Amenities include, private dock, pool, large manicured lawns, private parking, breakfast kitchenette and much more. Close to theme parks and beaches. Ample shopping and award winning restaurants very nearby. Peaceful setting to read, do Yoga, enjoy quiet moments by the lake, watch the boats sail by or watch the sun rise. Peace and tranquility at its best. We welcome you to Spring Valley
May 21 – 28
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Springs vacation rentals
Other great vacation rentals in Winter Springs
Guest suite in Altamonte Springs
4.96 out of 5 average rating, 137 reviewsComfortable Guest Suite-Stylish Altamonte Springs!
Aug 8 – 15
Home in Winter Park
4.9 out of 5 average rating, 122 reviewsGuest Suite in Winter Park/Orlando
Aug 5 – 12
Farm stay in Orlando
4.9 out of 5 average rating, 156 reviewsCharming Guesthouse at Pine & Oak Place
Sep 12 – 19
Guesthouse in Winter Park
4.81 out of 5 average rating, 231 reviewsWELCOME HOME IN WINTER PARK
Dec 13 – 20
Apartment in Maitland
4.82 out of 5 average rating, 169 reviewsAt Mine | Double Suite in Orlando
Oct 10 – 17
Guesthouse in Maitland
4.98 out of 5 average rating, 114 reviewsPrivate 1-bd Mid-Century Guesthouse
Jul 28 – Aug 4
Home in Apopka
4.96 out of 5 average rating, 184 reviewsFarm feel in the city
Aug 20 – 27
Home in Lake Mary
4.82 out of 5 average rating, 249 reviewsIndependent Unique Guest house lake/kayaks/jacuzzy
Jun 14 – 21
Home in Sanford
4.95 out of 5 average rating, 130 reviewsThe Sanford Bokey Pokey
Dec 3 – 10
Home in Altamonte Springs
4.83 out of 5 average rating, 158 reviewsGuest House near attractions
Aug 9 – 16
Guest suite in Geneva
4.95 out of 5 average rating, 218 reviewsThe Weathered Inn at Cedar Knoll Flying Ranch
May 8 – 15
Guest suite in Lake Mary
4.95 out of 5 average rating, 103 reviewsQuiet, Upscale Studio
Oct 10 – 17
Other great vacation rentals in Winter Springs
Home in Winter Springs
4.96 out of 5 average rating, 24 reviewsJust like home-specious 4 bedroom
Aug 31 – Sep 7
Guesthouse in Sanford
4.91 out of 5 average rating, 68 reviewsSuite Retreat
Oct 31 – Nov 7
Guesthouse in Lake Mary
4.98 out of 5 average rating, 59 reviewsCozy Cottage in the heart of Lake Mary
Jul 27 – Aug 3
Guest suite in Winter Park
4.94 out of 5 average rating, 81 reviewsRomantic Villa at Winter Park 1Bed 1Bath
May 26 – Jun 2
Apartment in Orlando
5.0 out of 5 average rating, 63 reviewsParent's Retreat!
Jul 7 – 14
Guesthouse in Longwood
5.0 out of 5 average rating, 63 reviews"Winnie's Place" A Peaceful Guesthouse with Pool.
Jul 6 – 13
Home in Maitland
5.0 out of 5 average rating, 20 reviewsFern Park Retreat
Oct 22 – 29
Guesthouse in Lake Mary
4.99 out of 5 average rating, 77 reviewsSunset Cottage in Lake Mary, Florida
Sep 8 – 15
Home in Altamonte Springs
4.93 out of 5 average rating, 15 reviewsModern, Luxurious & Spacious 1/1
Aug 17 – 24
Home in Winter Springs
4.88 out of 5 average rating, 8 reviewsPure Vida - Your home away from home!
Dec 10 – 17
Home in Longwood
5.0 out of 5 average rating, 29 reviewsOne Love Retreat and Guest House
May 28 – Jun 4
Bungalow in Winter Park
4.87 out of 5 average rating, 63 reviewsCharming Farmhouse Bungalow
Sep 8 – 15
Quick stats about vacation rentals in Winter Springs
Total rentals | 80 properties |
---|---|
Rentals with a pool | 20 properties have a pool |
Pet-friendly rentals | 20 properties allow pets |
Family-friendly rentals | 30 properties are a good fit for families |
Total number of reviews | 2.8K reviews |
Nightly prices starting at | € 9 before taxes and fees |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Winter Springs?
Yes! Work meets play with ease at over 30 vacation rentals in Winter Springs featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winter Springs?
Four-legged friends are welcome in Winter Springs. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Winter Springs vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Winter Springs, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Winter Springs?
Experience the best of Winter Springs with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Winter Springs have wireless internet?
Absolutely! We offer over 50 house rentals with wireless internet in Winter Springs. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Winter Springs?
Winter Springs has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Winter Springs have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Winter Springs. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Winter Springs?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 50 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
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