This charming bed and breakfast is conveniently located in Azalea Park, just a short drive from major Orlando attractions like Universal Studios (35km), Disney World (43km), SeaWorld (27km), and the University of Central Florida (24km). The peaceful residential neighbourhood provides a quiet escape from the bustling tourist areas. The B&B has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The private suite features a semi-kitchen, perfect for preparing light meals, and is equipped with essential amenities like shampoo, towels, an iron, and silverware. Guests can enjoy a dedicated parking space and a relaxing garden.
9.6 17 reviews
Winter Park, FL
11/08 – 13/08
342 €/nighttotal: 684 € (2 )
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool And Patio
1 2
B&B , Orlando
This charming bed and breakfast is located in Lake Eola Heights, a peaceful neighbourhood just half a kilometre from Orange Avenue and within easy reach of Orlando's main attractions. The property has received excellent reviews from previous guests, highlighting its tranquil setting and convenient location. The guest house offers a single bedroom with one bathroom, comfortably accommodating up to two guests. Guests can enjoy a range of amenities, including a swimming pool, a garden, and a terrace, perfect for relaxing and soaking up the Florida sunshine.
8.9 25 reviews
Winter Park, FL
17/06 – 23/06
74 €/nighttotal: 444 € (6 )
Lovely Spacious Guesthouse In Mills 50 District
1 1
B&B , Orlando
This Orlando guesthouse is located in the Mills 50 District, 4.5km from Camping World Stadium and approximately 18km from Universal Studios Florida. The 23-square-metre self-catering unit sleeps three, featuring a kitchenette, private bathroom, terrace, and garden with outdoor play equipment; free Wi-Fi is provided.
9.7 42 reviews
Winter Park, FL
17/06 – 23/06
102 €/nighttotal: 612 € (6 )
The Tree House @ Oasis In Orlando
1 1
B&B , Orlando
This Orlando treehouse apartment is situated near Downtown Orlando, a 29km drive from Universal Studios Florida, 39km from Walt Disney World Resort, and 32km from Orlando International Airport. The self-catering dwelling boasts a queen-size bed, full bathroom, and kitchen with fridge, freezer, and microwave, sleeping up to two guests, and features a garden and parking.
9.8 278 reviews
Winter Park, FL
28/06 – 18/07
72 €/nighttotal: 1440 € (20 )
Luxury Suite Near Disney & Downtown Orlando
1 1
B&B , Orlando
This one-bedroom guest suite is situated in a quiet residential neighbourhood just 5 kilometres from Downtown Orlando, offering easy access to the city's attractions, including Universal Studios, Walt Disney World Resort and SeaWorld. The self-catering apartment features a fully equipped kitchen, a private entrance and a cosy front porch, perfect for relaxing after a day exploring the theme parks.
8.6 7 reviews
Winter Park, FL
03/09 – 08/09
67 €/nighttotal: 335 € (5 )
Pily's Vintage Stay Room Full Bed
1 2
B&B , Orlando
Pily's Vintage Stay Room Full Bed is located in Orlando, approximately 13 kilometres from downtown attractions including Church Street Station and the Amway Center. This Orlando guesthouse offers a 16-square-metre room with a full bed, sleeping up to three guests, and features a shared kitchen, free Wi-Fi, on-site parking, a swimming pool, and a tennis court.
8.3 13 reviews
Winter Park, FL
28/06 – 18/07
41 €/nighttotal: 820 € (20 )
L12 Private Room With Smart Tv Near Everything
1 1
B&B , Orlando
This Orlando guesthouse is conveniently located near major attractions, approximately 8-21 kilometres from venues such as Camping World Stadium, Church Street Station, and the Florida Mall. The single-bedroom, single-bathroom property sleeps one guest and includes a smart TV, air conditioning, parking, towels, and bed linen; it's a non-smoking establishment.
9.9 236 reviews
Winter Park, FL
11/08 – 13/08
72 €/nighttotal: 144 € (2 )
Private Entrance/bathroom 10 Min From Dt Orlando
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B&B , Eatonville
This charming bed and breakfast is located just 10 kilometres outside of downtown Orlando, making it a convenient base for exploring both the city and the nearby attractions. It's also just a short drive from Eatonville, a historic town with a rich cultural heritage. The accommodation has consistently received excellent reviews for its cleanliness, location, and overall experience. The guest house offers a cosy and comfortable double room with a private bathroom, perfect for a couple's getaway. Guests can enjoy a range of amenities including air conditioning, free parking, and complimentary Wi-Fi.
9.7 30 reviews
Winter Park, FL
03/07 – 10/07
96 €/nighttotal: 672 € (7 )
Tiny Home Barn Style In Backyard With Animals
1 2
B&B , Orlando
This unique barn-style guesthouse is located in Orlando, Florida, a short walk (1.3km) from Camping World Stadium and 3.2km from the Kia Forum, with Orlando International Airport 16km away. This 188 square metre property offers one bedroom, one bathroom, sleeps five guests, and includes a private terrace, free parking, packed lunches for day trips, and on-site staff to arrange airport shuttles.
Winter Park, FL
03/07 – 31/07
42 €/nighttotal: 1176 € (28 )
H8 Private Room With Smart Tv Near Everything
1 2
B&B , Orlando
This Orlando bed and breakfast is situated approximately 9.2 kilometres from Church Street Station, offering straightforward access to downtown attractions and the airport. This accommodation provides a private bedroom and bathroom for up to three guests, featuring air conditioning, complimentary WiFi, and on-site parking, with towels and bed linen supplied.
9.9 354 reviews
Winter Park, FL
28/06 – 18/07
81 €/nighttotal: 1620 € (20 )
St. Hemingway Suite
1 1
B&B , Altamonte Springs
This lakeside apartment in Altamonte Springs is conveniently located just 30 kilometers from Universal Studios and 50 kilometers from Walt Disney World Resort. The self-catering apartment features a private entrance, a kitchenette, a private dock, and a swimming pool, ideal for a relaxing getaway for two.
8.7 10 reviews
Winter Park, FL
03/07 – 10/07
91 €/nighttotal: 637 € (7 )
10 Minutes From Universal - Relaxing Guest Suite
1 2
B&B , Azalea Park
This guest house is located in Azalea Park, a short distance from local attractions. This family-friendly accommodation offers 400 square meters of floor area with one bedroom, one bathroom, and can host up to five guests, featuring air conditioning, internet, and parking.
Best Winter Park, FL bed and breakfasts with breakfast included
9.6 60 reviews
Winter Park, FL
28/06 – 18/07
74 €/nighttotal: 1480 € (20 )
Secluded 1br Oasis W/private Patio | Walk To Eola
1 1
B&B , Orlando
This Orlando guest house is situated near downtown, within walking distance of the city centre and nestled in a tropical setting. The self-contained apartment sleeps two, features a private patio, access to bicycles and a kayak, and offers a shared washer/dryer; optional desk and chair are available for those working remotely.
Best Winter Park, FL bed and breakfasts with a garden
10 459 reviews
Winter Park, FL
11/08 – 13/08
86 €/nighttotal: 172 € (2 )
A Suite Retreat With A Garden View In The City
1 2
B&B , Orlando
This College Park guest house is situated near downtown Orlando, a short 5-minute (8 km) drive away, offering easy access to local restaurants and attractions. The self-contained one-bedroom suite sleeps two, features a kitchenette with microwave, and boasts a private patio plus access to a shared bamboo patio, a queen-size bed, Smart TV and Wi-Fi.
9.5 33 reviews
Winter Park, FL
03/07 – 31/07
78 €/nighttotal: 2184 € (28 )
Modern Cuartito By Winter Park
1 2
B&B , Maitland
This Maitland Cuartito offers a peaceful escape, situated north of Downtown Orlando and within 4.3km of the Winter Park Scenic Boat Tour. The self-contained apartment sleeps two, features a fully equipped kitchen with dishwasher, a private garden, and keyless entry, plus a shared laundry room.
9.8 26 reviews
Winter Park, FL
03/07 – 10/07
605 €/nighttotal: 4235 € (7 )
The Tiny Cottage In The Springs
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B&B , Altamonte Springs
This charming bed and breakfast is situated just under 3 kilometres from Altamonte Mall and a little over 3 kilometres from Cranes Roost Park, offering easy access to shopping, dining, and outdoor recreation. It has received excellent user ratings, making it a popular choice for travellers. The inn features a garden, lobby fireplace, and charcoal grills for outdoor relaxation and socialising. Guests can also enjoy free self-parking, a front-desk safe, and change of towels upon request.
9.7 239 reviews
Winter Park, FL
17/06 – 23/06
75 €/nighttotal: 450 € (6 )
Guest Suite Near Full Sail In Winter Park
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B&B , Goldenrod
This Goldenrod guest suite, a self-contained studio apartment, is conveniently located 1.6 kilometres from Full Sail University. The 1-bedroom unit offers a kitchenette with fridge, freezer and microwave, a private patio, parking, and accommodates up to 2 guests, providing complete independence and privacy.
Frequently asked questions about bed and breakfast in Winter Park, FL
What are the must-see sights for first-time visitors on a day trip to Winter Park, FL?
For a day trip, you'd want to see the charming Park Avenue district with its shops and restaurants, the beautiful Rollins College campus, and the scenic Winter Park Scenic Boat Tour on the canals.
What are the best bed and breakfasts in Winter Park, FL?
In which districts of Winter Park, FL should you consider booking a bed and breakfast?
The best areas for bed and breakfasts are the Park Avenue district, known for its vibrant atmosphere, and the area around the Winter Park Village, offering a more relaxed feel.
What are the best bed and breakfasts with a pool in Winter Park, FL?
What dining options are recommended for solo travelers staying at bed and breakfasts in Winter Park, FL?
For solo travellers, I'd recommend checking out the cozy cafes and restaurants along Park Avenue, like The Wine Room or The Ravenous Pig. They offer a great atmosphere and delicious food.
What are the best bed and breakfasts with a jacuzzi in Winter Park, FL?
What are the best cultural activities and events in and around Winter Park, FL?
Winter Park has a vibrant arts and culture scene. Check out the Morse Museum of American Art, the Charles Hosmer Morse Museum of American Art, or the annual Winter Park Sidewalk Art Festival.
What are the best bed and breakfasts for families and kids in Winter Park, FL?
Which hiking trails are recommended for exploring in and around Winter Park, FL?
For hiking, try the scenic trails at the Wekiwa Springs State Park, about 15 minutes from Winter Park. There are also several trails in the nearby Central Florida Zoo & Botanical Gardens.
What are the best pet friendly bed and breakfasts in Winter Park, FL?
Best Winter Park, FL bed and breakfasts with parking
9.9 216 reviews
Winter Park, FL
03/07 – 31/07
75 €/nighttotal: 2100 € (28 )
Charming Getaway Near Downtown & Disney
1 2
B&B , Orlando
This private guest suite is located in a quiet, family-friendly neighbourhood just a few kilometres from Downtown Orlando, with easy access to restaurants, shops, parks, and major attractions. The accommodation has received excellent ratings for its cleanliness, location, and overall experience. The suite has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a fully equipped kitchen, a private entrance, a shared pool, and a garden, along with amenities such as air conditioning, internet access, and a smart TV with Netflix.
9.0 2 reviews
Winter Park, FL
17/06 – 23/06
127 €/nighttotal: 762 € (6 )
Bungalow Near Universal, Disney, And Downtown Orlando
1 1
B&B , Orlando
This B&B is located in a residential district of Orlando, offering a peaceful alternative to the busy tourist zones and convenient access to the city's major theme parks and entertainment venues. This 37 square meter guesthouse accommodates up to three guests with one bedroom and one bathroom, featuring complimentary Wi-Fi, air conditioning, a kitchen with a fridge and microwave oven, on-site parking, and a garden with a children's playground.
Winter Park, FL
17/06 – 23/06
114 €/nighttotal: 684 € (6 )
Centrally Located Guest Suite Retreat
1 1
B&B , Orlando
This Orlando guest suite, situated 2.3 kilometres from downtown, offers convenient access to attractions including Camping World Stadium (8.3 km), Holy Land Experience (9.7 km), and Church Street Station (5 km). The 15-square-metre self-catering unit features one bedroom, one bathroom, sleeps two guests, and includes free Wi-Fi, private parking, and air conditioning.
9.9 387 reviews
Winter Park, FL
17/06 – 23/06
87 €/nighttotal: 522 € (6 )
St. Augustine Suite
1 1
B&B , Altamonte Springs
This one-bedroom apartment is situated in Spring Valley, a peaceful community in Altamonte Springs, just 40 km from Walt Disney World Resort. The property boasts a private entrance and bathroom, lakefront views, a swimming pool, and a garden, ideal for a relaxing getaway for two.
Best Winter Park, FL bed and breakfasts with air conditioning
9.5 136 reviews
Winter Park, FL
28/06 – 18/07
48 €/nighttotal: 960 € (20 )
Guest Suite In Orlando-17 Min From Airport
1 1
B&B , Azalea Park
This charming bed and breakfast is conveniently located in Azalea Park, just 17 kilometres from SeaWorld, 22 kilometres from Universal Studios, 27 kilometres from Disney World, and 15 kilometres from the University of Central Florida. The B&B has received excellent ratings for cleanliness, location, and overall experience. The private suite features a semi-kitchen, allowing guests to prepare light meals, and can accommodate up to two guests. The suite comes equipped with everything needed for a comfortable stay, including towels, toiletries, an iron, and kitchenware, as well as coffee, cream, and sugar.
9.8 116 reviews
Winter Park, FL
17/06 – 23/06
83 €/nighttotal: 498 € (6 )
Orlando, Spacious, Quiet, Centrally Located, Suite
1 1
B&B , Casselberry
This Casselberry ground-floor suite, offering a private entrance and located approximately 56km from Walt Disney World Resort, 43km from Universal Orlando Resort, 37km from the Orange County Convention Center, and 72km from the beaches, provides convenient access to major Orlando attractions. The self-catering apartment sleeps four guests comfortably in a king-size bed, queen-size sofa bed, and queen air mattress, and features a well-equipped kitchen, air conditioning, private garden, parking, and excellent guest ratings.
Winter Park, FL
03/09 – 08/09
97 €/nighttotal: 485 € (5 )
Private Boutique Suite W/ Pool & Hot Tub Access
1 2
B&B , Goldenrod
This studio apartment, Nook Ave, is situated in a tranquil cul-de-sac in East Winter Park, offering a peaceful retreat just a short walk from Park Avenue's amenities. This accommodation for four guests features a queen bed, sofa bed, kitchenette with an electric cooktop and air fryer, in-suite laundry, a private patio, and access to a shared garden with a swimming pool, hot tub, and fire pit.
10 3 reviews
Winter Park, FL
17/06 – 23/06
276 €/nighttotal: 1656 € (6 )
Feast On Modern Southern Fare Art Hamilton’s
1 1
B&B , Winter Park
This guest house is located centrally in Winter Park, providing easy access to local attractions within a 1 kilometre radius. The Classic Queen room offers 33 square metres of space with two Queen beds, accommodating up to four guests, and includes complimentary WiFi, air conditioning, and a fitness centre.