This Azalea Park self-contained flat is conveniently located minutes from Waterford Lakes Town Centre and major highways, offering easy access to Orlando's theme parks. The one-bedroom, one-bathroom apartment sleeps two guests and features a private patio, kitchenette with fridge and microwave, air conditioning, internet access, parking, and allows pets; nearby activities include fishing and exploring the area's attractions such as Florida Mall and Orlando International Premium Outlets.
9.9 91 reviews
Winter Park, FL
10/10 – 21/10
₹25925/nighttotal: ₹285175 (11 )
The Bird House Spa Winter Park
1 4
apartment , Casselberry
This luxurious four-bedroom, two-bathroom property in Winter Park, a short drive from Casselberry, offers easy access to Park Avenue's shops and restaurants. Sleeping up to ten guests, this holiday home boasts a gourmet kitchen, a Clearlight sauna with cold plunge, an eight-person hot tub, a game room with pool table, foosball, and air hockey, plus uniquely themed bedrooms and smart home technology.
9.8 136 reviews
Winter Park, FL
10/10 – 21/10
₹18290/nighttotal: ₹201190 (11 )
Cute & Cozy 3br/2ba House Minutes From Dt Orlando
1 4
apartment , Orlando
This three-bedroom apartment is situated in Colonialtown North, just a few kilometres from Downtown Orlando, offering a peaceful escape from the city's bustle. The property boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The apartment features two bathrooms and comfortably accommodates six guests. It offers a fully equipped kitchen, a garden, parking, and air conditioning, alongside easy access to the interstate and a range of local amenities, including restaurants and shops.
Winter Park, FL
20/06 – 27/06
₹15562/nighttotal: ₹108934 (7 )
Tiny Home W Outdoor Kitchen & Free Wi Fi
3 6
house , Fairview Shores
This three-bedroom, two-bathroom house in Fairview Shores, Orlando, is situated approximately 5 kilometres from Downtown Orlando and within a 19-kilometre radius of major attractions including Universal Studios and the Florida Mall. This self-catering property, offering 93 square metres of floor space and sleeping up to 11 guests, features a fully equipped kitchen, private garden, free Wi-Fi, and in-unit laundry facilities; it also includes a separate MIL suite.
10 1 review
Winter Park, FL
19/06 – 29/06
₹13715/nighttotal: ₹137150 (10 )
Modern Lake Eola Condo In The Heart Of Thornton Park
1 1
apartment , Orlando
This one-bedroom flat is located in Orlando's South Eola district, a waterfront area within a 500-meter walk of Lake Eola Park. This 65 square meter apartment accommodates two guests and features a fully equipped kitchen, air conditioning, on-site parking, and in-unit laundry, with Universal Orlando Resort approximately 8 kilometers away.
9.5 121 reviews
Winter Park, FL
28/06 – 18/07
₹8095/nighttotal: ₹161900 (20 )
1 Bed Apt Dt |Walk To Concerts | Private Workspace
1 1
apartment , Orlando
This one-bedroom Orlando apartment, situated in the Lake Eola Heights district, is three blocks from major roads and within walking distance of Lake Eola Park, approximately 1.6km from the Amway Center and Dr Phillips Center, and a 32-48km drive from Universal and Disney. The self-catering flat, sleeping two guests, features a fully equipped kitchen, private parking, on-site laundry facilities, keyless entry, and is close to numerous restaurants and bars.
9.2 44 reviews
Winter Park, FL
21/07 – 04/08
₹13438/nighttotal: ₹188132 (14 )
8th Green Cottage "A Relaxing Oasis In The City" Guesthouse
2 1
apartment , Orlando
This two-bedroom house is located in College Park, just 2km from Dubsdread Golf Course, Lee Road Shopping Center, and AdventHealth Orlando, offering a peaceful escape from the bustling tourist attractions. It has consistently received excellent ratings from previous guests. The 79 square metre property can comfortably accommodate up to four guests and features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, and a terrace. Relax in the spa tub after a day exploring Orlando's attractions, or enjoy the Florida sunshine in the private garden.
9.6 129 reviews
Winter Park, FL
02/08 – 04/08
₹15547/nighttotal: ₹31094 (2 )
Charming Home @Wp. Patio +Gazebo. Close To Highwys
1 6
apartment , Winter Park
This Winter Park house, ideally located in a prime foodie area, offers easy access to Downtown Orlando, Winter Park and College Park (8-11 km), Universal Studios (24-32 km), Disney World (48-56 km), and Wekiwa Springs State Park (24-32 km). The two-bedroom, two-bathroom property sleeps seven, boasting a fully equipped kitchen with dishwasher and washer/dryer, a private fenced backyard with gazebo, multiple large-screen TVs, and parking for two vehicles.
9.9 94 reviews
Winter Park, FL
11/08 – 13/08
₹13746/nighttotal: ₹27492 (2 )
Rustic Chic Tiny House @College/winter Pk. Sleep 4
1 2
cabin , Orlando
This Orlando holiday cottage is conveniently located near Dubsdread Golf Course, a short 6.4km drive from Downtown Orlando and Lake Eola, offering easy access to I-4 and major attractions. The self-catering property sleeps four, features a fully equipped kitchen, Roku TVs, a private semi-fenced yard with access to shared outdoor space, and optional additional sleeping on sofa beds.
9.8 110 reviews
Winter Park, FL
28/06 – 18/07
₹12538/nighttotal: ₹250760 (20 )
City Charmer
1 1
apartment , Orlando
This half-duplex is situated in Baldwin Park, a peaceful neighbourhood in Orlando, just a short walk from local shops, restaurants, and a grocery store, and only 16 kilometres from Orlando International Airport. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The property offers two bedrooms and two bathrooms, comfortably accommodating up to four guests. It features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, a garden, parking, and air conditioning, as well as internet access for your convenience.
Winter Park, FL
10/10 – 21/10
₹12348/nighttotal: ₹135828 (11 )
Cozy Apt With Pool, Hot Tub, Golf, Near Downtown
2 4
house , Orlando
This Orlando dwelling is situated 8.05 kilometres from Church Street Station and 8.19 kilometres from the Kia Centre, with Orlando International Airport a mere 8.05 kilometres away. This 76 square metre holiday home accommodates up to seven guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, hot tub, balcony, garden, fitness centre, and tennis courts, with free Wi-Fi provided.
9.5 69 reviews
Winter Park, FL
28/06 – 18/07
₹10863/nighttotal: ₹217260 (20 )
Historic Home- Downtown Orlando
1 1
apartment , Orlando
This spacious two-bedroom apartment, situated near Lake Formosa in Orlando, Florida, is approximately 0.5 km from Interstate 4, offering easy access to both Walt Disney World and Daytona Beach, and is within walking distance of the Orlando Science Center and Mennello Museum of American Art. The self-contained flat, located in a historically significant 1927 Mediterranean Revival home, sleeps two guests and includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, parking, and benefits from a peaceful setting adjacent to a jogging trail.
Best family friendly Winter Park, FL lodging
Among the 319 accommodations in Winter Park, FL, here are the 4 best for families
9.8 37 reviews
Winter Park, FL
02/08 – 04/08
₹30726/nighttotal: ₹61452 (2 )
Cozy Winter Park Retreat
1 6
apartment , Goldenrod
This three-bedroom Winter Park house, near Park Avenue, provides easy access to downtown Orlando and Central Florida's theme parks, all within a convenient driving distance. Sleeping up to 12 guests, this self-catering property boasts a fully equipped kitchen with fridge, microwave, and dishwasher, a lush garden with patio and grill, plus free parking and Wi-Fi.
9.8 10 reviews
Winter Park, FL
10/10 – 21/10
₹13079/nighttotal: ₹143869 (11 )
Cozy 1-bedroom Condo In Luxury Gated Community
1 4
apartment , Orlando
This renovated condo in Orlando's Ventura neighbourhood offers convenient access, being only 8 kilometres from Orlando International Airport and within a 30-kilometre drive to major theme parks such as Universal Orlando Resort and Walt Disney World. This family-friendly apartment accommodates up to five guests with a Queen bed, a Twin bed, and a Queen pull-out sofa, featuring air conditioning, Wi-Fi, a fully equipped kitchen, and access to a communal swimming pool and garden, with nearby opportunities for water sports and shopping at Florida Mall and Orlando International Premium Outlets.
9.2 17 reviews
Winter Park, FL
03/07 – 31/07
₹12213/nighttotal: ₹341964 (28 )
#1 Rated Neighborhood|.4 Mi. To Advent Hospital
1 2
apartment , Orlando
This College Park bungalow, situated 0.6 km from AdventHealth Hospital and 1.1 km from Main Street College Park, offers a convenient location in Orlando's top-rated neighbourhood (2023 Orlando Weekly). The two-bedroom, one-bathroom property sleeps four, includes a kitchen with dishwasher, and boasts a private fenced backyard, ample parking, a fitness centre, swimming pool, and is perfect for extended stays (minimum 28 days).
10 3 reviews
Winter Park, FL
21/07 – 04/08
₹15398/nighttotal: ₹215572 (14 )
3-bedroom Peaceful Longwood Home Minutes To Attractions - Netflix - Location
3 1
apartment , Longwood
This Longwood flat is situated in a quiet residential area, offering easy access to local dining, shopping, golf courses, and is a short drive to Orlando's theme parks and the downtown area, with nearby parks and nature preserves for outdoor pursuits. This family-friendly accommodation sleeps up to 8 guests across three queen-sized bedrooms and features a fully equipped kitchen with a microwave oven and dishwasher, air conditioning, and parking, with a check-out time of 11:00 AM.
Best Winter Park, FL lodging with a pool
Among the 319 accommodations in Winter Park, FL, here are the 4 best ones with a pool
10 7 reviews
Winter Park, FL
11/08 – 13/08
₹46799/nighttotal: ₹93598 (2 )
The Soundwave Retreat Pool, Spa & Golf Oasis
4 2
apartment , Casselberry
This Casselberry holiday home, near the Casa Feliz Historic Home Museum and Orlando Science Center, offers convenient access to local attractions. The 229-square-metre property boasts four bedrooms, two bathrooms, sleeps fourteen guests, and includes a private pool, hot tub, and extensive on-site amenities such as a games room and BBQ facilities.
9.7 33 reviews
Winter Park, FL
10/10 – 21/10
₹37051/nighttotal: ₹407561 (11 )
Casa Winter Park
1 4
apartment , Winter Park
This Winter Park house, ideally located within 3.2 kilometres of Park Avenue and a short drive from Rollins College, Full Sail University, Kraft Azalea Garden, the Morse Museum, and Casa Feliz Historic House Museum, offers easy access to Winter Park's key attractions. The property comprises four bedrooms, four bathrooms, and accommodates eight guests, boasting a swimming pool, parking, and all mod cons including a fully equipped kitchen, Wi-Fi, and air conditioning; pets are welcome (dogs only, fee applies).
9.2 3126 reviews
Winter Park, FL
05/10 – 14/10
₹47654/nighttotal: ₹428886 (9 )
Westgate Palace Hotel - Universal - I-drive
2 4
resort , Orlando
The Signature Two-bedroom Deluxe Villa is located in the Florida Center district, a short walk from Pirate's Dinner Adventure and CoCo Key Water Resort and within a mile of Universal Orlando Resort and ICON Park, offering a quieter alternative to the main tourist areas. It has very good user ratings and excellent location and cleanliness ratings. This smoke-free apartment building has two bedrooms and bathrooms, providing ample space and comfort. Guests can enjoy an outdoor pool, a Jacuzzi, a terrace, a garden, a spa, a concierge, a restaurant, a bar, a fitness centre, room service, a tennis court, and parking.
9.2 17 reviews
Winter Park, FL
17/06 – 23/06
₹47155/nighttotal: ₹282930 (6 )
Walk Into Tropical Paradise - Pool - Gym - Hot Tub
4 1
apartment , Altamonte Springs
This Altamonte Springs holiday home, conveniently located near Interstate 4, offers easy access to Orlando's theme parks and is within a short distance of Altamonte Springs' shopping and dining areas. Sleeping up to nine guests, this four-bedroom, two-bathroom property boasts a private backyard with a pool, hot tub, mini-golf, and yard games, plus a fully equipped kitchen, home gym, and multiple large-screen TVs.
Frequently asked questions about accommodations in Winter Park, FL
What are the top attractions and must-see sites in Winter Park, FL?
You've got to visit the charming Winter Park Scenic Boat Tour, where you can cruise along the canals and see the beautiful homes. The Charles Hosmer Morse Museum of American Art is a must-see for art lovers, and you can't miss the iconic Winter Park Clock Tower.
Which cultural festivals and seasonal events should visitors attend in Winter Park, FL?
The Winter Park Sidewalk Art Festival is a big one, drawing artists from all over. The Winter Park Farmers' Market is a great spot to find local produce, and the Winter Park Christmas in the Park is a magical event for families.
What are the most convenient modes of transportation within Winter Park, FL?
Winter Park is very walkable, but for longer distances, the Winter Park SunRail is convenient. You can also use the Winter Park Lymmo, a free electric shuttle service.
What outdoor activities and adventures are popular in and around Winter Park, FL?
Head to Kraft Azalea Garden for a stroll amongst the beautiful blooms. The Winter Park Chain of Lakes is great for kayaking, paddleboarding, or just a relaxing walk. For a bit more adventure, you can hike or bike in the Wekiwa Springs State Park.
What types of accommodations are available in Winter Park, FL?
You'll find a range of options in Winter Park, from charming bed and breakfasts to luxury hotels. There are also many vacation rentals available, including apartments and houses.
When is the best time to visit Winter Park, FL?
The best time to visit is during the spring or autumn when the weather is mild and pleasant. Winter can be a bit chilly, and summer gets very hot and humid.
What local dishes and culinary experiences are a must-try in Winter Park, FL?
You have to try the fresh seafood at The Alfond Inn. The Winter Park farmers' market is a great place to sample local produce. And don't miss the Winter Park Restaurant Week for some great deals on dining.
In which part of Winter Park, FL should you consider renting accommodation?
The Park Avenue area is a popular choice, with its charming shops and restaurants. The Winter Park Village area is also great, with easy access to the Winter Park Chain of Lakes. You'll find a variety of accommodation options in both areas.
Destinations nearby
Best Winter Park, FL accommodations with a garden
9.6 24 reviews
Winter Park, FL
28/06 – 18/07
₹19096/nighttotal: ₹381920 (20 )
Quiet Retreat 15 Minutes From Downtown Orlando, Orlando Airport International!
3 1
apartment , Azalea Park
Golden Cove Rental is situated in Azalea Park, a peaceful residential neighbourhood in Orlando, just 15km from Orlando International Airport, Interstate 4, and the city centre. This apartment has received very good user ratings, making it a popular choice for travellers. This three-bedroom, two-bathroom property can accommodate up to 10 guests, making it ideal for families or groups. The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a tennis court, and parking.
9.4 82 reviews
Winter Park, FL
03/07 – 10/07
₹13596/nighttotal: ₹95172 (7 )
Walk To Bike Trail, Baldwin Lake
1 2
apartment , Orlando
This Orlando apartment, near Baldwin Park, offers easy access to Baldwin Park Lake and the Cady Way Trail, a short walk from various amenities. The two-bedroom, one-bathroom dwelling sleeps three guests, boasting a full kitchen, private patio with sunset views, and access to shared laundry facilities and two additional guesthouses in the backyard.
9.4 87 reviews
Winter Park, FL
11/08 – 13/08
₹14748/nighttotal: ₹29496 (2 )
2br/2ba Duplex | Dubsdread Golf | Central Orlando
1 2
apartment , Orlando
This Orlando flat is situated adjacent to the Dubsdread golf course, offering a 4-minute drive to downtown Orlando and Lake Eola, with the I-4 highway just 2 minutes away for convenient travel. This duplex accommodation provides two bedrooms with ensuite bathrooms, a shared garden with seating and market lights, dedicated workstations, and Roku-enabled televisions, comfortably accommodating up to five guests.
10 3 reviews
Winter Park, FL
03/07 – 10/07
₹18710/nighttotal: ₹130970 (7 )
Azalea House: Cozy 2 Bed Stay In Winter Park
1 2
apartment , Winter Park
This two-bedroom flat, suitable for four guests, is centrally located in Winter Park, a 10-minute drive from Rollins College and Park Avenue, 20 kilometres from Downtown Orlando, and 35 kilometres from the Disney and Universal attractions. This pet-friendly property offers a private garden, air conditioning, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, providing a comfortable base for exploring the area.
Best Winter Park, FL accommodations with a kitchen
9.5 118 reviews
Winter Park, FL
03/09 – 08/09
₹11565/nighttotal: ₹57825 (5 )
Tiny Hidden Cottage
1 2
cottage , Longwood
The Hidden Tiny Cottage II is located in Longwood, offering a secluded retreat on the back side of a property on Beach Ave. The cottage has received excellent ratings for its cleanliness, location, and overall experience. This charming cottage offers a comfortable and private stay for two guests. It features a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, a spa, a fitness centre, and parking, making it a perfect choice for a relaxing getaway.
Winter Park, FL
10/10 – 21/10
₹10969/nighttotal: ₹120659 (11 )
Condo With Pool, Gym, Golf, Jacuzzi And Game Areas
1 4
house , Orlando
This apartment is located approximately 8 kilometres from Church Street Station, 8.6 kilometres from the Kia Centre, and 8 kilometres from Orlando International Airport. This property offers 63 square metres of living space, accommodating up to seven guests with one bathroom, a fully equipped kitchen, complimentary WiFi, air conditioning, a swimming pool, jacuzzi, balcony, garden, and on-site fitness centre.
9.9 158 reviews
Winter Park, FL
17/06 – 23/06
₹9307/nighttotal: ₹55842 (6 )
Priv. Modern Cozy Cp 1b/1ba Suite Near Dt Orl & Wp
1 1
apartment , Orlando
This Orlando guesthouse is situated in the College Park neighbourhood, a short 8km drive from Dubsdread Golf Course and local shops, and within 16km of Orlando city centre. The modern 2021 townhome sleeps two guests in one bedroom with a queen-size bed, private bathroom, and in-room amenities including a mini-fridge, microwave, and Roku smart TV; guests also enjoy access to a private patio and on-site parking.
9.6 101 reviews
Winter Park, FL
03/07 – 31/07
₹5797/nighttotal: ₹162316 (28 )
Camper Near Theme Parks, Airport, Major Highways
1 2
cabin , Azalea Park
The Antonio D'camper is delivered to campgrounds within 97 kilometres of Orlando, close to Celebration, a planned community with a charming town centre. It has received excellent ratings for cleanliness, location and user experience. The campervan has two bedrooms and a bathroom, comfortably accommodating up to five guests. It comes with a fully equipped kitchen, air conditioning, a garden, and slide-outs that expand the living space.