Bed and Breakfast in Winter Park, FL

30 available b&b offers

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Winter Park, FL bed and breakfast
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30 Bed and Breakfasts in Winter Park, FL

Best Winter Park, FL bed and breakfasts with breakfast included

Nook Ave Studio| Priv Patio| Pool & Hot Tub Access - Winter Park, FL
10 9 reviews

Nook Ave Studio| Priv Patio| Pool & Hot Tub Access

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.

Best Winter Park, FL bed and breakfasts with a garden

Lovely Spacious Guesthouse In Mills 50 District - Winter Park, FL
8.9 25 reviews

Lovely Spacious Guesthouse In Mills 50 District

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.
College Park-orlando 5star Villa Oasis - Home Away From Home - Quiet Neighborhood-private Botanical - Winter Park, FL
No reviews

College Park-orlando 5star Villa Oasis - Home Away From Home - Quiet Neighborhood-private Botanical

B&B, Orlando
B&B. You will be in Orlando.
Services and facilities include fast check-in and check-out, a kitchen and a washing machine. Enjoy free parking with this accommodation in Orlando!
Joe's Grotto - Winter Park, FL
9.5 78 reviews

Joe's Grotto

B&B, Orlando
This Orlando guesthouse offers self-check-in/check-out and sleeps three, featuring a queen bed and bunk beds; its precise location within Orlando is unspecified.
The pet-friendly property includes a fridge, freezer, microwave, washer/dryer, two TVs, a grotto shower, and private outdoor space for barbecues.
Bungalow Near Universal, Disney, And Downtown Orlando - Winter Park, FL
9.0 2 reviews

Bungalow Near Universal, Disney, And Downtown Orlando

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.

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 first-time visit, you'll want to see the iconic Winter Park Scenic Boat Tour, a relaxing way to explore the canals. The Charles Hosmer Morse Museum of American Art is a must for art lovers, and the beautiful Rollins College campus is worth strolling around. You can also enjoy some time at the charming Park Avenue, the main shopping and dining district.
  • What are the best bed and breakfasts in Winter Park, FL?

    Among the B&Bs in Winter Park, FL, The Oasis W/pool Access En-suite #1, Sun Room and Downtown Orlando Tranquility Suite are the most popular ones.

  • In which districts of Winter Park, FL should you consider booking a bed and breakfast?

    The most popular areas for bed and breakfasts in Winter Park are the charming areas around Park Avenue, with its shops and restaurants, and the peaceful area around the Rollins College campus. For a more secluded option, you can find some B&Bs in the residential neighbourhoods near the Winter Park Village.
  • What are the best bed and breakfasts with a pool in Winter Park, FL?

  • What is the typical weather in Winter Park, FL, and how does it affect outdoor plans?

    Winter Park has a subtropical climate, with warm, humid summers and mild winters. You can enjoy outdoor activities year-round, though the summer months can be very hot and humid. If you're planning outdoor activities, it's best to go early in the morning or late in the afternoon during the summer.
  • What are the best bed and breakfasts with a jacuzzi in Winter Park, FL?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Winter Park, FL?

    For solo travelers, there are many great options on Park Avenue. The Wine Room is a popular choice for a casual meal and a glass of wine, while The Ravenous Pig offers a more upscale dining experience. You can also find many cafes and bakeries along Park Avenue for a quick bite.
  • What are the best bed and breakfasts for families and kids in Winter Park, FL?

    The best B&Bs for families and kids in Winter Park, FL are Sun Room , Guesthouse W/private Indoor Pool and Private Guest Suite With Enclosed Porch.

  • What are the best cultural activities and events in and around Winter Park, FL?

    Winter Park is known for its vibrant arts scene. The annual Winter Park Sidewalk Art Festival is a major event, featuring art from local and national artists. The Bach Festival Society of Winter Park hosts classical music concerts throughout the year. And the Winter Park Playhouse offers Broadway-style musicals.
  • What are the best pet friendly bed and breakfasts in Winter Park, FL?

    The best pet friendly B&Bs in Winter Park, FL are Sun Room , Guesthouse W/private Indoor Pool and Private Guest Suite With Enclosed Porch.

  • Which hiking trails are recommended for exploring in and around Winter Park, FL?

    For hiking, head to the Wekiwa Springs State Park just outside of Winter Park. The park has several trails ranging from easy to moderate, offering a chance to explore the Florida wilderness. You can also check out the scenic trails at the Mead Garden, a botanical garden in Winter Park.
  • What are the best bed and breakfasts with parking in Winter Park, FL?

    The Oasis W/pool Access En-suite #1, Sun Room and Downtown Orlando Tranquility Suite are the best B&Bs with parking in Winter Park, FL.

  • What amenities are commonly offered in bed and breakfasts in Winter Park, FL?

    Bed and breakfasts in Winter Park often offer a range of amenities, including a complimentary breakfast, free Wi-Fi, and access to a shared lounge or garden. Some may also have a swimming pool or hot tub. It's best to check the individual B&B's website for specific amenities.

Popular destinations

Best Winter Park, FL bed and breakfasts with parking

Tiny Home Barn Style In Backyard With Animals - Winter Park, FL
9.7 31 reviews

Tiny Home Barn Style In Backyard With Animals

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.
Luxury Tiny Home 2 Miles From Downtown Orlando - Winter Park, FL
9.6 192 reviews

Luxury Tiny Home 2 Miles From Downtown Orlando

B&B, Orlando
This charming bed and breakfast is located just 3.2 kilometres from Orlando's city centre, offering easy access to attractions like Church Street Station, Amway Center, and Camping World Stadium. The property has consistently received excellent ratings for cleanliness, location, and guest satisfaction.
The cosy guesthouse features a single bedroom and bathroom, spanning a total of 9 square metres. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, a garden, and free Wi-Fi, making it a comfortable and convenient choice for travellers.
College Park-orlando 5star Villa Oasis - Home Away From Home - Quiet Neighborhood-private Botanical Courtyard - Mins From Eola,dt, Winter Park - Free Parking & Ev Plug In - Winter Park, FL
9.9 47 reviews

College Park-orlando 5star Villa Oasis - Home Away From Home - Quiet Neighborhood-private Botanical Courtyard - Mins From Eola,dt, Winter Park - Free Parking & Ev Plug In

B&B, Orlando
The College Park-Orlando 5Star Guesthouse with Private Patio and Grill is located in the College Park district of Orlando, just 5km from Church Street Station and 6km from Amway Center, offering a peaceful retreat in a vibrant area. It has received excellent ratings for location, cleanliness, and overall experience.
The guesthouse features a single bedroom and bathroom, spanning 61 square metres and comfortably accommodating two guests. It offers a range of amenities, including a private patio with a grill, free bikes for exploring the neighbourhood, and a shared terrace with a barbecue.
Lakefront Artist's Loft - Relax In Luxury! - Winter Park, FL
9.8 105 reviews

Lakefront Artist's Loft - Relax In Luxury!

apartment, Orlando
This charming house is located in College Park, a short distance from the Camping World Stadium, Kia Center, and Orlando Science Center, offering easy access to the city's attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house is a comfortable and well-equipped property, with 28 square metres of space and a capacity of two guests. Enjoy a private pool, a spa tub, and a garden, perfect for relaxing after a day of exploring the city.

Best Winter Park, FL bed and breakfasts with air conditioning

Atmospheric Studio In The Garden - Winter Park, FL
9.9 261 reviews

Atmospheric Studio In The Garden

B&B, Winter Park
This Winter Park studio apartment is situated in a peaceful residential area, a short drive from Park Avenue and Rollins College.
The self-contained unit, sleeping up to three guests, features a fully equipped kitchenette with a dishwasher, a private garden, and dedicated parking; in-unit laundry facilities are also available for longer stays.
Winter Park Charm - Winter Park, FL
9.9 199 reviews

Winter Park Charm

B&B, Winter Park
This charming bed and breakfast is located in the Winter Park district of Orlando, just a short drive from Church Street Station, Amway Center, and Camping World Stadium. The property enjoys excellent user ratings for location, cleanliness, and overall experience.
The two-bedroom guesthouse offers 46 square metres of space, comfortably accommodating up to four guests. Amenities include air conditioning, a terrace, a garden, free Wi-Fi, a fully equipped kitchen, and a private bathroom.
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool And Patio - Winter Park, FL
9.6 17 reviews

Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool And Patio

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.
Downtown Lake Eola Historic House 1 Or 2 Bed - Winter Park, FL
9.5 821 reviews

Downtown Lake Eola Historic House 1 Or 2 Bed

B&B, Orlando
This apartment is ideally located in downtown Orlando, just a short walk from Lake Eola, the Dr. Philips Center and Amway Arena. The surrounding area is lively and vibrant, offering a wide range of restaurants, bars, and shops. Guests have consistently rated this property as excellent for its cleanliness, location, and overall experience.
The apartment is spacious, with 65 square metres of living space and can accommodate up to 4 guests. You can enjoy the convenience of a fully equipped kitchen, a comfortable living space with entertainment options, and a relaxing front porch.