Vacation Home Rentals By Owner In Winter Park, FL

$693.75

3b/2ba Winter Park Residence w Music Studio & Office

Winter Park, Florida, United States

5 minute drive or 15 minute walk to Park Ave. Incredibly spacious with two offices on top of the 3 bedrooms and 2 bathrooms. Make memories in the music studio at your leisure, or play some pool outside on the patio during your stay. Good for a one month or a one year stay! The whole group will enjoy easy access to everything from this centrally located place in Orlando, Florida.brbrBeautifully designed so that home always feels like vacation.brbrBedrooms:br1 king bedroom with private bathroombr1 queen bedroom with shared bathroombr1 queen bedroom with shared bathroombrbrShared Spaces:br1 large office with two desksbr1 music studio / conference roombr1 kitchen with a butler pantrybr1 living roombr1 laundry room with cleaning & laundry suppliesbrbrExterior:br1 patio with TV, pool table, & dining tablebr1 backyard with fencebrbr***one month minimum required per local laws*** Note: Owner has blocked off one room of the house for supplies as well as the garage. If garage is required for booking, please message directly to coordinate.

3

Bed

2

Bath

6

Sleeps

$239.47

/ Nightly

Private Vacation Home

3-bedroom house in charming Winter Park with cool AC

Winter Park, Florida, United States

Stay comfortably in Winter Park at this 3-bedroom house. Guests will find two queen beds and one king bed, perfect for a restful night. The house features two bathrooms with refreshing showers to start your day right. Enjoy a serene atmosphere where you can relax and unwind after exploring. The welcoming space keeps you comfortable with air conditioning and heating throughout your stay. Whether you’re gathering with family or friends, this pleasant home offers a cozy retreat. Book now and enjoy everything this house has to offer.

Bed

Bath

Sleeps

$219.43

/ Nightly

Private Vacation Home

Charming Clean Home near East End Market Large fenced yard

Winter Park, Florida, United States

Winter Park home ready for your event, vacation or executive rental.brUpdated kitchen, granite countertops, wood floors, granite and slate.brWasher and dryer.brBBQ, 4 flat screen TVs, WIFI TV, Netflix, Prime Video & high speed internet.br1 King bed, 2 queen beds with feather beds and linens in each room. 1 sofa.brOpen living area, screened in outdoor area viewing private fenced backyard.br2.5 miles to Park Ave, 1.3 miles to Baldwin ParkbrConvenient walking and running paths around Baldwin park.brBlue jacket park nearby.brNew East End Market & Corrine Drive shops & restaurants just 1-2 blocks away!

3

Bed

2

Bath

6

Sleeps

$201.33

/ Nightly

Private Vacation Home

Hide Away at Winter Park

Winter Park, Florida, United States

Get ready to relax in this 3-bedroom house in Winter Park. Each bedroom features a comfy queen bed, perfect for a restful night. The house includes two bathrooms, both equipped with refreshing showers and handy hair dryers. Guests enjoy a fabulous blend of cozy heating and cool air conditioning, making every season comfortable. Whether you’re winding down after a day of exploring or starting fresh in the morning, this charming home offers a terrific space to unwind. We think our place will help you experience everything Winter Park has to offer.

Bed

Bath

Sleeps

$357.34

/ Nightly

Private Vacation Home

Spacious 5-bedroom house in gorgeous Winter Park

Winter Park, Florida, United States

Your cozy getaway awaits in Winter Park at this enchanting house. With four bedrooms featuring three queen beds, one king bed, and a twin bed, guests have plenty of space to relax. Two bathrooms offer refreshing showers and convenient hair dryers. The house stays comfortable year-round with heating and air conditioning. Whether you’re unwinding after a day of adventure or enjoying a quiet morning, this delightful home provides a marvelous setting for your stay. We’ll be available to answer any questions while you stay at our place.

Bed

Bath

Sleeps

$102.09

/ Nightly

Private Vacation Home

6 Mi to Downtown Orlando: Quiet Home w/ Sunroom

Winter Park, Florida, United States

Soak up the Florida sun and explore the Orlando area with ease from this 2-bed, 1-bath vacation rental in Winter Park! You’ll have everything you need for your extended stay, including a well-stocked kitchen, in-home laundry, and free WiFi. Plus, shopping and dining in Winter Park Village or on Park Avenue is just a short walk away! Ready to explore the area Take the 6-mile drive to downtown Orlando for endless entertainment options. Disney World and Universal Studios are minutes away too!brbr-- THE PROPERTY --brbrPet Friendly w/ Fee | Private Backyard (Unfenced) | Washer & DryerbrbrBedroom 1: Queen Bed | Bedroom 2: Queen BedbrbrHOME FEATURES: Smart TV, dining table, sunroombrKITCHEN: Stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, Keurig & complimentary coffee podsbrGENERAL: Free WiFi, central A/C, complimentary toiletries, linens & towels, hair dryer, hangers, iron & board, trash bags & paper towelsbrFAQ: Small step for entry, Ring doorbell (facing front entry)brPARKING: Driveway (2 vehicles), free street parkingbrbr-- THE LOCATION --brbrNEARBY ATTRACTIONS: The Charles Hosmer Morse Museum of American Art (0.5 miles), Winter Park Village (0.5 miles), Kraft Azalea Garden (1 mile), downtown Orlando (6 miles)brDISNEY WORLD (~21 miles): Walt Disney World Resort, Hollywood Studios, Animal Kingdom, Epcot, Typhoon Lagoon Water Park, Disney Springs, Magic KingdombrUNIVERSAL STUDIOS (~15 miles): Island of Adventure, Universal Orlando Resort, Volcano Bay, Wizarding World of Harry PotterbrAIRPORT: Orlando International Airport (27 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, max 2 pets)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires a small step for entrybr- NOTE: Your safety matters. This property features a Ring doorbell camera on the front door facing the exterior front entry. The camera does not look into any interior spaces. The camera actively records video and sound when motion is detected or when the video doorbell button is pressed

Bed

Bath

Sleeps

$230.0

/ Nightly

Private Vacation Home

Modern, Charming Home in the heart of Winter Park- Perfect for a couples retreat or small group!

Winter Park, Florida, United States

Escape to our charming 3BD/1BA home in Winter Park, FL—modern, cozy, and pet-friendly! Perfect for families, couples, and travel professionals, with a fenced-in backyard for relaxing.brbr Prime Location:br2 min – AdventHealth Winter Parkbr8 min – Rollins College & Park Avebr10 min – Winter Park Villagebr15 min – AdventHealth Orlandobr20 min – UCFbr25 min – MCO Airportbr30 min – Universal StudiosbrbrEnjoy comfort, style & convenience—we can't wait to host you!brbrWe’re always available and strive to respond as quickly as possible! ⏳ If you message between 9 PM – 5 AM, our response time may be a bit slower, but we’ll get back to you as soon as we can. If you anticipate needing assistance during these hours, just let us know in advance—we’re happy to accommodate however we can!brbrNestled in a quiet, friendly neighborhood, our home is just minutes from Park Avenue, Winter Park Village, Rollins College, and popular wedding venues. Enjoy the charm of Winter Park while being only 20 minutes from Downtown Orlando and UCF—the perfect balance of convenience and relaxation!brbrGuests have full access to the entire property. Entry is easy and secure with a smart lock on the front door—no keys required!brbrStep inside and feel at home in our spacious, thoughtfully designed retreat, where modern amenities meet cozy charm. The inviting living room features plush seating and a flat-screen TV, perfect for movie nights or unwinding after a day of exploring Winter Park.brbrOur home offers three beautifully decorated bedrooms, each designed for ultimate comfort and relaxation. Sink into plush beds and enjoy a restful night’s sleep. The third bedroom doubles as a dedicated workspace and vanity, making it ideal for work trips or getting ready for a night out.brbrThe fully equipped kitchen boasts stainless steel appliances, ample counter space, and all essential cookware—perfect for preparing home-cooked meals. Gather around the dining table for intimate dinners or lively breakfasts.brbr☕ Coffee lovers, rejoice! Our fully stocked coffee bar includes coffee, creamers, syrups, and sweeteners so you can start your morning just the way you like it.brbrWe recommend having a car for the easiest access to nearby attractions, but Uber and Lyft are typically readily available for convenient transportation around Winter Park and Orlando.brbrConveniently located in Winter Park, our home offers easy access to the best of the area! Stroll along Park Avenue to enjoy charming boutiques, art galleries, and cafés, or relax in scenic Central Park. Visit Rollins College, the Morse Museum, and Winter Park Village, all just minutes away. This is the perfect location for those wanting to be near Orlando's attractions while staying in a peaceful, friendly neighborhood.brbr✨ Additional Highlights:br✔ Pet-Friendly! (Max 2 pets, please keep them off furniture)br✔ Fenced-in backyard – Private & great for unwindingbr✔ Modern & cozy – Thoughtfully designed for comfortbrbrWhether you're here for work, leisure, or a weekend getaway, we can't wait to host you!

3

Bed

1

Bath

5

Sleeps

$106.05

/ Nightly

Private Vacation Home

Newly Remodeled Cottage

Winter Park, Florida, United States

Newly remodeled small home in the charming town of Winter Park, Florida. This is an older home with many updated and decorative touches. Very comfortable and cozy. Plus a closed-in front porch and a screened-in back porch. brbrRoomy bedrooms and a living room, with an eat-in kitchen and a smaller bathroom. The bathroom has a walk-in shower with a detachable shower head and a modern sliding glass door. New vanity, sink, toilet, and fixtures. The eat-in kitchen seats 4, with plenty of cabinet space and a convenient pantry cabinet. There is a table on the back porch that seats 3 for outdoor dining.brbrThere is a closed-in laundry room with a new stackable washer and dryer, adjacent to the back porch, and just a step away from the kitchen!brbrAttractive color scheme, with refreshing white and pastels and BOHO touches throughout.brbr$200 pet fee- max 2 brWalking/bike riding distance to Park Avenue! Excellent shopping & restaurants- weekly Farmer's Market

Bed

Bath

Sleeps

$289.13

/ Nightly

Private Vacation Home

Amazing lakefront mid-modern 3-bed Winter Park home surrounded by Natural Beauty

Winter Park, Florida, United States

Experience Winter Park like a local in this 3 bedroom 2.5 bath home. The bedrooms feature 2 queen beds and 1 king bed, ensuring a comfortable stay for all guests. The living room overlooks the lake and has gorgeous sunsets. With amenities like a chef's kitchen, laundry room, WiFi, smart TV, puzzles, and games, you'll have everything you need. Immerse yourself in the gorgeous surroundings and tranquil atmosphere of this awesome property. Experience what Winter Park has to offer with a stay at our home. World-class shopping, dining, parks, trails, and more are just steps away. You may message us to arrange a shorter length for a custom price but we still have to block off 30 days for your rental period

Bed

Bath

Sleeps

$278.19

/ Nightly

Private Vacation Home

Comfy Home in Winter Park, can accommodate up 6 guests!

Winter Park, Florida, United States

Our home is located in Winter Park and can serve as a central base to live like a local. You can enjoy all of the great shops and restaurants on Park Avenue within driving distance from the home. The location is great to hit all the sites in Winter Park or drive to the theme parks, Outlets and experience Winter Park or Orlando as a local. The home is away from the tourist traps and in a secure neighborhood, just recommend renting a car to move around. Come stay here with the family or if you're in town for business!brbrThe home sits on a double lot. The home is a 3 bedroom and 2 bathroom, full kitchen, living room, dining room, front porch area and large back yard (shared back yard). Total square footage is about 1530 Sq Ft or .092 m2. In the back of the home sits a guest house that we rent out as well to other renters (max 2 guests at a time). The driveway takes max 2 cars. brbrWe have made the home a smart home with an Alexa, Nest thermostat, Smart door locks, smart light switches and exterior security camera. We have put our personal touches in home and opening it up to share with travelers. We look forward to sharing our home with new guests coming into town. Any questions about the setup we encourage you to ask.brbrAlso in the garage we have a washer and dryer you can use. We have instructions on how to use and even provide detergent and dryer sheets for your use. brYou also have access to the backyard. Just note there is a separate guest house in the back yard detached from the main home. That is another rental please do not disturb them in the guest house.

3

Bed

2

Bath

6

Sleeps

$349.07

/ Nightly

Private Vacation Home

Casa Winter Park

Winter Park, Florida, United States

p Casa Winter Park accommodates the need for personal space while enjoying, at the same time, the gathering with several family members under the same planned event. 4 bedrooms , 4 baths , great pool , 2 gazebos. Dog friendly , no cats, pet fee required. br2 min from Park Av Historic Winter Park , Rolling College , Full sail , Kraft Azalea Garden, 3 min from The Morse Museum, Casa Feliz Historic Museum , Scenic Boat Tour, Winter Park Farmers Market, /pbrbrpbr/pbrbrp/p

Bed

Bath

Sleeps

$178.12

/ Nightly

Private Vacation Home

Beautiful Mid Term Home in the Elegance of Winter Park!

Winter Park, Florida, United States

This newly renovated mid century split level home has all the modern ammenities of today with the charm and craftsmanship of the 50s. Winter Park is home to some of the most elegant homes in Orange County, and this neighborhood is absolutely beautiful. If you're looking for a unique and cozy experience for your family that is an alternative to the hotels and resorts, you'll find it here.brbrLong term stays of 30 days+

Bed

Bath

Sleeps

$330.68

/ Nightly

Private Vacation Home

Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly

Winter Park, Florida, United States

Welcome to Winter Park Citrus Escape! Our cozy 6-bed home (sleeps 8) is perfect for families and friends seeking a relaxing Florida vacation. As soon as you step inside, you'll feel at home in our tastefully decorated and fully equipped property.brbrOur living room features a comfortable sofa and recliner, a large 70” smart flat-screen TV, and a record player, perfect for creating a cozy and inviting atmosphere. Above the record player is our interactive vinyl wall art, where guests can choose from a variety of records to play and enjoy during their stay. Additionally, there is a personal desk workspace available for guests who need to catch up on work or stay connected with loved ones. brbrThe kitchen is fully equipped with modern appliances and everything you need to prepare delicious meals for your family and friends. We also provide magnet blocks and duplos for the little ones to play with, keeping them entertained while you prepare meals.brbrEach of our three bedrooms is charmingly decorated and offers comfortable beds and plenty of natural light, creating a peaceful and restful retreat. The master bedroom features a king-size bed and a private master bathroom, providing a luxurious and private experience. The second bedroom features a comfortable queen bed, while the third bedroom has two twin-size beds, perfect for children or friends. Additionally, we have a trundle bed in the dining room that converts into two twin-size beds for extra sleeping space.brbrEntertainment options are plentiful, with a ping pong table, foosball table, and board games for guests of all ages. Our private pool is perfect for cooling off on hot Florida days, and the comfortable lounge chairs offer the perfect spot to relax and soak up the sun. We also have a screened-in covered back patio with comfortable patio furniture, providing an ideal spot to enjoy your morning coffee or evening cocktails while taking in the beautiful Florida weather.brbrLocated in the delightful Winter Park neighborhood, our property is just a short drive from all the best attractions that Central Florida has to offer, including theme parks, shopping, dining, and outdoor adventures.brbrWe take pride in providing our guests with a memorable and comfortable stay, and we're confident that you'll love staying at our home. We look forward to hosting you soon! Let us know if you have any questions.brbr**NEIGHBORHOOD DESCRIPTION**brThis Eastbrook pool home is found within a safe working class neighborhood centrally located in East Winter Park just off 436 between Aloma and Howell Branch Road. This getaway provides easy access to Casselberry, Maitland, Altamonte Springs, Oviedo, Lake Mary and Orlando areas. It is one hour away from Daytona, New Smyrna and Cocoa Beaches. Less than one hour drive to Port Canaveral cruise port, and 30-45 minutes to theme parks including Disney World, Universal Studios and Seaworld. It is a convenient drive to Winter Park hospitals, urgent care facilities, Full Sail, and UCF. Walmart, Publix, Costco, Sam's club, Target, and many restaurants and retail stores are all within a 5-10 minute drive. Orlando airport is about 15-20 minutes away.brbrbr**OTHER IMPORTANT DETAILS**brEARLY CHECK-INbrAsk us if early check-in is available for your stay. If so, it is $20 per hour. brLATE CHECK OUTbrCheck-out time is at 10am. Should you wish to extend your stay beyond this time, we offer the option to pay an additional fee of $25 per hour in advance. In the event that you exceed this time, a late check-out fee of $25 per hour will be applied. This helps us manage our cleaning schedule efficiently and ensures a seamless experience for our guestsbrbrPETSbrThere is a required pet fee of $40. Please clean up after your pet. A pet waste station is located in the backyard with waste bags and a small trash can to dispose of their waste. brbrPOOL & POOL SERVICEbrPool towels are located inside the patio coffee table. brWe have a weekly pool service that maintains the pool including, skimming, vacuuming, and balancing the chemicals (it’s a chlorine pool). brThey typically come Tuesdays or Wednesdays no more than 30min. brPool rules are posted on the side of the house as well as in the listing photos. brbr*Please note: our pool dose not have a screen enclosure, so you may see leaves in the water. There is a pool net you’re welcome to use if needed. We also do not have a child safety fence. PLEASE WATCH YOUR CHILDREN AROUND THE POOL. brbrYARD SERVICEbrThe landscapers come every 1-2 weeks depending on the plant growth. Usually their day is Wednesday. brbrTRASH & RECYCLEbrIf you feel inclined to take out the trash for the city to pick up, this is the trash schedule:brTuesday: trash and recyclebrWednesday: Yard wastebrFriday: trash and bulk pickupbrbrSECURITY CAMERASbrWe have 4 security cameras outside of the house, no cameras inside. br3 cameras are in the front, one monitors the front of the property from the street, the second monitors the street and driveway, the third monitors the front door. br1 camera is behind the back fence monitoring behind the property (this camera doesn’t look at the backyard or pool area). All devices record video and audio when motion is detected 24/7. Tampering with the cameras will cause a cancellation of your stay. brPlease let us know if you have any questions or concerns about the security cameras.brbrFLORIDA WILDLIFEbrWe love Florida living and all that comes with it....even the wildlife. Guests should keep in mind we share our environment with a variety of wildlife here in Florida including insects (ants, mosquitoes, cockroaches, palmetto bugs), reptiles (lizards, geckos, frogs), birds and more. While we do have regular pest control, you may see some of these friends during your stay. Keeping doors & windows closed and keeping food stored & sealed properly are ways to ensure a little lizard or other friend won't come in =•)

Bed

Bath

Sleeps

$161.75

/ Nightly

Private Vacation Home

Home away from home in the heart of charming Winter Park!

Winter Park, Florida, United States

You'll fall in love with this beautifully curated historic home located in the heart of Winter Park. Filled with curated vintage furniture and homey trimmings. luminous rooms with an abundance of windows, warm and inviting living room with luxurious seating and a real fireplace. Two welcoming bedrooms outfitted with DreamCloud mattrasses and luxurious linens will ensure you a restful night sleep. Two full size bathrooms supplied with plush bath towels and toiletry starter set. Don't let the size fool you, the fully equipped kitchen is mighty impressive! Protected and fenced in backyard for the convenience of your furry friends.brbrThis cottage is located 0.4 miles from Park Ave, 0.7 from Central Park with its Saturday Farmers Market and bi-annual Art Festival and 0.9 miles from the Charles Hosmer Morse Museum of American Art.br brPlease do not hesitate to reach out for shorter stays, I will do my best to accommodate your needs.br

Bed

Bath

Sleeps

$279.75

/ Nightly

Private Vacation Home

Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia

Winter Park, Florida, United States

Open kitchen / family room with dining area to comfortable seat 4, dining room and living room, screened in porch for watching sunsets, outdoor patio, 2 bedrooms each with a king size bed, large walk in shower in master bedroom, washer and dryer, 6 burner gas top stove and decor that celebrates Winter Park!brCable TV in Family Room and Master Bed Room.brGames, Puzzles and BooksbrOutdoor Patio with table/chairs/ umbrella for anytime of day dining with an outdoor gas grill.brFor rentals 56 days or longer contact us for potential discounts!

Bed

Bath

Sleeps

$237.46

/ Nightly

Private Vacation Home

Tranquil Oasis: 4BR Pool Home

Winter Park, Florida, United States

Welcome to our spacious 4-bedroom, 2-bath home in Winter Park, FL! Perfect for families or groups, this inviting retreat features a private pool and hot tub, ensuring relaxation and fun for everyone. Enjoy ample indoor and outdoor space, including a fully equipped kitchen, cozy living areas, and a screened-in patio. Located in a quiet neighborhood, you're just minutes from local attractions like Park Avenue shopping and dining, museums, and parks. Only 16 mins to UCF!brbrProperty Highlights:brSpacious Living Areas:brStep into a beautifully designed interior with an open floor plan that includes a cozy living room and a fully-equipped modern kitchen. The abundant natural light and tasteful decor create a welcoming atmosphere for relaxation and entertainment.brbrPrivate Fenced Backyard:brThe highlight of this property is the expansive fenced backyard, offering complete privacy and a safe space for children and pets to play. The lush landscaping and ample seating areas make it a perfect spot for outdoor activities or simply unwinding with a good book.brbrInviting Pool and Hot Tub:brDive into the crystal-clear waters of your private pool or soak in the rejuvenating hot tub after a day of exploring the area. Whether you’re swimming laps, floating under the stars, or enjoying a glass of wine in the hot tub, the outdoor amenities are designed for your ultimate comfort and enjoyment.brbrComfortable Bedrooms:brThe home features four spacious bedrooms, each thoughtfully furnished to ensure a restful night’s sleep. The master suite includes a luxurious king-sized bed, an en-suite bathroom, and direct access to the backyard oasis. The additional bedrooms are equally inviting, with plush beds and ample storage.brbrConvenient Location:brLocated in a quiet, family-friendly neighborhood, 7002 Citrus Point Ct is just minutes away from local attractions, shopping centers, and dining options. Enjoy easy access to parks, golf courses, and scenic nature trails, making it an excellent base for exploring the area.brbr★☆ NEARBY ATTRACTIONS, LANDMARK & RESTAURANTS☆★br☀ Park Avenue (10 min drive)br☀ Rollins College (10 min drive)br☀ University of Central FL (16 min drive)br☀ Winter Park Farmers' Market (10 min drive)br☀ Mead Botanical Garden (10 min drive)br☀ The Ravenous Pig (10 min drive)br☀ Prato (10 min drive)br☀ Bosphorous Turkish Cuisine (10 min drive)br☀ 4 Rivers Smokehouse (10 min drive)brbrbr★☆ KEY FEATURES ☆★br☀ Poolbr☀ Patio and Outdoor Furniturebr☀ Hot Tubbrbrbr★☆ BEDROOM ARRANGEMENT☆★brBR1: 1 King BedbrBR2: 1 Queen BedbrBR3: 2 TwinsbrBR3: 2 Twinsbrbr★☆ LIVING ROOM ☆★brAs you step inside, you'll find modern, open spaces adorned with contemporary furnishings.brbr★☆ KITCHEN & DINING ☆★brThe kitchen, fully equipped. Enjoy your culinary creations in the stylish dining area or take the dining experience outdoors to the charming patio, offering a view of the shimmering pool.brbr★☆ PARKING ☆★br☀ 2 parking spaces in the drivewaybrbr★☆ HOUSE RULES ☆★br☀ No smokingbr☀ No events, parties, or extra-large gatheringsbr☀No sitting outside after 10 pmbr☀Lights outside should be turned off after 10br☀ Must be at least 25 years old to bookbr☀ Please report any damages that occur during staybr☀ Late Check Out Fees are as follows: $50 for the first hour, $100 for two hours, and $500 for any extended time.br☀ These fees ensure fair compensation for our cleaners or any subsequent guests affected by delays. If you need a late checkout, please inquire in advance. Depending on upcoming bookings, we might accommodate you, though a fee might still apply.br☀ Extra Guests: If more guests than permitted are found at the property, we reserve the right to deny entry based on AirBnB’s policies. Extra guests will be treated as trespassers. An additional fee of $50/night per extra guest may apply, or we might request that you vacate the property.br☀ If uncertain about guest numbers or daytime visitors, please reach out. We aim to prevent any misunderstandings.brbr★☆ Book Now & Let Us Take Care Of You! ☆★.brOther things to notebrThe guest will not have to use the garage or washer and dryer.

Bed

Bath

Sleeps

$235.77

/ Nightly

Private Vacation Home

Stroll to Park Avenue from Vintage Lake-View House

Winter Park, Florida, United States

This cozy, quaint Winter Park home was built in 1925. The house has updated appliances and plenty of space. There are two big bedrooms with their own bathroom. Plus two single beds for guests. Do not forget our large dining and living room. We are mere minutes from historic Park Avenue where you have the finest in dining available. You can use the entire back yard and the private brick patio area for you and guests. Or take a stroll down to the lake where you may sit down and enjoy the sunset.brbrWe have two bedrooms. Both with Queen beds and 2 Bathrooms. The master bedroom has a private bathroom, but the guests can access the second bathroom easily. We converted the sun room/sitting room to add two additional full size beds. Altogether 6 people can sleep very comfortably. You have access to the entire house and can park in the circular driveway.brbrThe backyard is private and we have seating outside on the patio. You have a full kitchen with updated appliances. Feel free to use the washer and dryer in the laundry room. We will provide the linens and towels for your stay. We have two private rooms with two bathrooms. There is a large dining room and living room. You can use the TV and relax after a long day of travelling. If you want to venture outside we are less than a mile from Park Avenue and Rollins College. Or you can stay at home and cook a nice meal. We have several stores offering organic and healthy choices.

2

Bed

2

Bath

6

Sleeps

$170.23

/ Nightly

Private Vacation Home

The beautiful Melrose Cottage - 25% monthly rental

Winter Park, Florida, United States

Welcome to our Melrose Cottage in Winter Park. This delightfully curated property features 2 bedrooms with a king and queen bed, 2 and a half bathrooms with modern amenities such as shower, tub, hairdryer, plush towels and toiletries. Guests can enjoy all the comforts of a washing machine, dryer, heating, WiFi, iron, and AC. We look forward to hosting your stay, and we'll be available to answer any questions while you stay at our place. 25 % discount for 30+ day rental. 10% off 7+ day rental

2

Bed

2

Bath

4

Sleeps

$130.11

/ Nightly

Private Vacation Home

Charming 2BR/2BA Winter Park Cottage, steps from Park Ave

Winter Park, Florida, United States

Welcome to our charming 2-bedroom, 2-bathroom home nestled in the heart of Winter Park! Located just a short stroll away from Park Avenue, you'll find yourself immersed in the vibrant atmosphere of this highly desirable neighborhood.   brbrThis home features natural wood flooring, bright natural light, and comfortable living areas, including a screened Florida Room. This home comes fully furnished with a king-size bed in the master bedroom and two twin-size beds in the second bedroom. For added convenience, the home also features an interior laundry room with a full-size washer and dryer, four smart TVs, and a newly remodeled, fully equipped kitchen with quartz counter tops and stainless steel appliances. Recently enhanced with a brand new large deck and BBQ, the large backyard provides the perfect setting for entertaining family and friends. br

2

Bed

2

Bath

6

Sleeps

$108.04

/ Nightly

Private Vacation Home

Pet-Friendly Gem in Winter Park Village Area

Winter Park, Florida, United States

Cozy Winter Park Stay Near Orlando Attractions!brbrSoak up the Florida sunshine from this charming 2-bedroom, 1-bath home in the heart of Winter Park! Perfect for an extended stay, you’ll have everything you need — a fully stocked kitchen, in-home laundry, and free WiFi.brbrWalk to Winter Park Village or Park Avenue for great shopping and dining, or take a short drive to downtown Orlando, Disney, or Universal for endless fun. After a day out, relax in the sunroom or unwind in your private backyard.brbrWhat You’ll Lovebr- $200 pet fee- max 2 brWalking/bike riding distance to Park Avenue! Excellent shopping & restaurants- weekly Farmer's Marketbr- Smart TV & fast WiFibr- Washer & dryerbr- Bright sunroombr- Driveway + free street parkingbrbrSleeping Arrangementsbr- Bedroom 1: Queen Bedbr- Bedroom 2: Queen BedbrbrGood to Knowbr- No smoking or partiesbr- Check-in: 4 PM | Check-out: 10 AMbr- $200 pet fee (max 2 pets)br- Small step at entrybr- Ring doorbell (front entry only)

2

Bed

1

Bath

4

Sleeps

Vacation Home Rentals By Owner In Winter Park, FL

$693.75

$239.47

$219.43

$201.33

$357.34

$102.09

$230.0

$106.05

$289.13

$278.19

$349.07

$178.12

$330.68

$161.75

$279.75

$237.46

$235.77

$170.23

$130.11

$108.04

Rent a place that suits your needs

Most popular vacation rentals in Winter Park

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