Apartments and Condos in Winter Park, FL

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Winter Park, FL apartments
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321 Apartments or condos in Winter Park, FL

Best family friendly Winter Park, FL apartment rentals

Among the 321 accommodations in Winter Park, FL, here are the 4 best family friendly apartments

Delaney House W Private Backyard - Winter Park, FL
9.9 100 reviews

Delaney House W Private Backyard

apartment, Orlando
This Delaney Park flat is ideally located 1.6km from both Orlando Regional Medical Center and Orlando's city centre.
The one-bedroom, one-bathroom apartment sleeps three, features a private backyard, on-site parking, a fully equipped kitchen including a dishwasher, washer/dryer, and benefits from excellent guest reviews.
Comfortable & Quiet 2br/2ba, Near Park Ave & Rollins, Extended Stays Welcome. - Winter Park, FL
10 2 reviews

Comfortable & Quiet 2br/2ba, Near Park Ave & Rollins, Extended Stays Welcome.

apartment, Goldenrod
This modern two-bedroom flat is situated in the Goldenrod district of Winter Park, offering proximity to Park Avenue and Rollins College, and is a short drive from Orlando's theme parks.
This family-friendly apartment provides a fully equipped kitchen, air conditioning, a private patio, and parking, with guest capacity for five and a user rating of excellent.
Stylish & Cozy King Bed Retreat @ Baldwin Park - Winter Park, FL
10 63 reviews

Stylish & Cozy King Bed Retreat @ Baldwin Park

apartment, Orlando
This fully furnished two-bedroom house is situated near Baldwin Park, a short drive (minutes) from Downtown Orlando, Orlando International Airport (MCO), and several theme parks.
The 2-bathroom property, sleeping up to 5 guests, boasts a private backyard with a fire pit, high-speed internet, a fully equipped kitchen including a dishwasher, and keyless entry; peaceful walking trails are also nearby, with Downtown Disney easily accessible.
Modern Super Clean Condo At Ventura Country Club ! - Winter Park, FL
10 221 reviews

Modern Super Clean Condo At Ventura Country Club !

apartment, Orlando
This family-friendly apartment is located in the city centre of Orlando, just a short distance from Ventura Country Club, Hoffner Plaza Shopping Center, and Lake Conway. It has received excellent ratings for cleanliness, location and overall user experience.
The apartment offers two bedrooms, two bathrooms and can comfortably accommodate up to four guests. There is a fully equipped kitchen, a terrace, a garden and a range of amenities including a swimming pool, jacuzzi, fitness centre and tennis court.

Best Winter Park, FL apartment rentals with a kitchen

Apartment| Downtown Orlando 10 Min & Disney 25 Min - Winter Park, FL
9.3 24 reviews

Apartment| Downtown Orlando 10 Min & Disney 25 Min

apartment, Fairview Shores
This 1-bedroom flat in Winter Park provides easy access to Orlando's main attractions, situated 5 kilometres from Downtown Winter Park and within a 40-kilometre drive of Disney World.
This second-floor apartment welcomes up to three guests and offers amenities including internet, a kitchen, and air conditioning, with parking available and pets permitted.
Renovated Condo Lake Eola View Great Location - Winter Park, FL
10 18 reviews

Renovated Condo Lake Eola View Great Location

apartment, Orlando
This Thornton Park apartment offers stunning Lake Eola views, a prime location within walking distance of the Dr. Philips Center and Amway Center, and easy access to public transport.
The 65 square metre flat comprises one bedroom, one bathroom, sleeps two guests, and includes a 50" flat-screen TV, parking, and a fully equipped kitchen with fridge and microwave; the owner resides separately on the property.
Stylish 2br Near Park Ave & Rollins College - Winter Park, FL
10 27 reviews

Stylish 2br Near Park Ave & Rollins College

apartment, Goldenrod
This two-bedroom flat is located in a quiet residential district of Goldenrod, just 500 meters from Park Avenue's shops and restaurants, and a short drive from Rollins College and Full Sail University.
The property accommodates up to six guests and offers a fully equipped kitchen, air conditioning, a garden, private parking for four cars, and a dedicated workspace with Wi-Fi, ideal for those seeking a convenient stay.
Citrus Oasis: 4br Pool Home - Winter Park, FL
9.5 52 reviews

Citrus Oasis: 4br Pool Home

apartment, Goldenrod
This Goldenrod apartment, perfect for families or groups of up to eight, boasts four bedrooms, two bathrooms, and a private pool and hot tub, located in a secluded area of Goldenrod; the precise distance to local attractions is unspecified.
The self-catering property features a fully equipped kitchen, open-plan living space, and additional amenities including a garden, parking, and high-speed internet access.

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Best Winter Park, FL apartment rentals with air conditioning

6 Mi To Downtown Orlando: Quiet Home W/ Sunroom - Winter Park, FL
10 4 reviews

6 Mi To Downtown Orlando: Quiet Home W/ Sunroom

apartment, Winter Park
This Winter Park holiday home is situated a 15-minute walk from the Casa Feliz Historic Home Museum and Morse Museum of American Art, and within 3.2km of Rollins College and Kraft Azalea Gardens.
This 83 square metre property offers three bedrooms, one bathroom, sleeping up to four guests, and features a fully equipped kitchen, in-house laundry, a patio, and garden; it's also smoke-free, ideal for allergy sufferers.
6 Mi To Downtown Orlando: Quiet Home W/ Sunroom - Winter Park, FL
9.3 6 reviews

6 Mi To Downtown Orlando: Quiet Home W/ Sunroom

apartment, Winter Park
This Winter Park holiday apartment is ideally located within walking distance of Winter Park Village and Park Avenue, and a 9.6km drive from downtown Orlando, offering easy access to Disney World and Universal Studios.
The two-bedroom, one-bathroom property sleeps four guests and features a well-equipped kitchen, in-home laundry, a private unfenced backyard, and a sunroom; pets are welcome (maximum two, fee applies).
Upstay Golfer's Retreat W Patio At Ventura Resort - Winter Park, FL
10 1 review

Upstay Golfer's Retreat W Patio At Ventura Resort

apartment, Orlando
This two-bedroom flat is located in the secure, gated Ventura community in East Orlando, 16 kilometres from Orlando International Airport and 40 kilometres from Walt Disney World Resort.
This 85 square metre condo accommodates up to four guests and features a fully equipped kitchen, a private furnished patio with golf course views, and complimentary access to the community clubhouse with a swimming pool and fitness centre.
Orlando Tropical Oasis - Winter Park, FL
9.9 80 reviews

Orlando Tropical Oasis

apartment, Casselberry
This four-bedroom property is situated in Maitland, Florida, just a short drive from Orlando's attractions and Casselberry's local charm. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The home comfortably accommodates eight guests, with two bathrooms and a well-equipped kitchen. Enjoy a relaxing stay with amenities including air conditioning, a private garden, a swimming pool, and parking.

Best pet-friendly Winter Park, FL apartment rentals

Wayfarer Basecamp-centrally Located. Rc Track! - Winter Park, FL
No reviews

Wayfarer Basecamp-centrally Located. Rc Track!

apartment, Orlando
This Dover Shores East flat offers convenient access, situated approximately 16 minutes' drive from downtown Orlando and Orlando International Airport (MCO), and 32 to 48 minutes from Universal Studios and Walt Disney World.
This 3-bedroom, 2-bathroom flat accommodates up to 8 guests and features a private backyard adventure zone with an RC track and rock climbing walls, alongside a dedicated indoor play area, with a signed Release of Liability Waiver required for the backyard recreational features.
Brand New Apt In Winter / Baldwin Park, 2bed/1bath - Winter Park, FL
9.9 23 reviews

Brand New Apt In Winter / Baldwin Park, 2bed/1bath

apartment, Winter Park
This ground-floor Winter Park apartment, situated in Baldwin Park, is a short walk from both Baldwin Park's town centre and Park Avenue, and less than 0.16 km from a playground and a large dog park.
The two-bedroom, one-bathroom flat sleeps four, features a private patio with a barbecue, two bikes for guest use, and includes starter supplies; handicap accessibility is provided by 36" doors and a bath grab bar.
Cozy Comfort Just 2 Blocks From Park Ave! - Winter Park, FL
10 4 reviews

Cozy Comfort Just 2 Blocks From Park Ave!

apartment, Winter Park
This Winter Park holiday home is conveniently located within a 15-minute walk (approximately 1.2km) of both the Morse Museum of American Art and Casa Feliz Historic Home Museum, and under 1.6km from the Winter Park Tennis Centre and Rollins College.
This 79 square metre property sleeps four guests in two bedrooms and one bathroom, offering a swimming pool, spa, free Wi-Fi, a Smart TV, and proximity to an on-site water park.
Game Filled Orlando Retreat With Patio And Grill - Winter Park, FL
8.9 24 reviews

Game Filled Orlando Retreat With Patio And Grill

apartment, Orlando
This East Orlando flat is located in a quiet residential area, a short 2-kilometre drive from the nearest hospital and shopping centres, with easy access to major roads for travel throughout Orlando.
This pet-friendly three-bedroom dwelling accommodates up to 10 guests, offering a well-equipped kitchen, private bedrooms, board games, smart TVs with streaming services, and is conveniently situated for dining and entertainment.
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