Bed and Breakfast in Winter Park, FL

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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

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.

Best Winter Park, FL bed and breakfasts with a garden

The Carriage House @ Oasis In Orlando - Winter Park, FL
9.8 56 reviews

The Carriage House @ Oasis In Orlando

B&B, Orlando
This Orlando apartment, near Downtown Orlando, offers easy access to Universal Studios (18 minutes/29km), Walt Disney World Resort (24 minutes/39km), and Orlando International Airport (20 minutes/32km).
The self-catering flat comprises one bedroom, one bathroom, sleeps two, and includes a queen-size memory foam bed, full kitchen with fridge, freezer and microwave, air conditioning, and a garden; nearby restaurants and shops are within walking distance.
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. This accommodation is located in Orlando.
Services and facilities: air conditioning, a wheelchair friendly access and an iron. Enjoy free parking with this accommodation in Orlando!
St. Hemingway Suite - Winter Park, FL
9.9 358 reviews

St. Hemingway Suite

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.
Luxury Tiny Home 2 Miles From Downtown Orlando - Winter Park, FL
9.6 194 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.

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?

    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 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?

    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.

  • 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?

    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.

  • 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.

Popular destinations

Best Winter Park, FL bed and breakfasts with parking

Stylish Studio Minutes Away From Dt / Winter Park - Winter Park, FL
9.8 109 reviews

Stylish Studio Minutes Away From Dt / Winter Park

B&B, Winter Park
This newly renovated studio apartment in Winter Park is a mere 7 minutes from downtown Orlando, 25 minutes from Walt Disney World Resort, 15 minutes from Universal Studios Florida, and 20 minutes from SeaWorld Orlando, with the Orlando International Airport located 28 minutes away.
This B&B offers accommodation for two guests with a super comfortable bed, a versatile dining table that doubles as a workspace, air conditioning, and private parking, with laundry services available within a 5-minute drive.
Modern King Studio  Private Entry  Free Parking - Winter Park, FL
9.9 107 reviews

Modern King Studio Private Entry Free Parking

B&B, Altamonte Springs
This Altamonte Springs studio apartment is ideally located less than 2.5km from I-4 and within 2.4km of Cranes Roost Park, Uptown Altamonte, and the Altamonte Mall, offering easy access to major roadways and attractions.
The self-contained ground-floor unit sleeps two guests, features a fully equipped kitchenette with granite worktops, a king-size bed, 55" TV, and free high-speed Wi-Fi, plus is close to Sanlando Park and the Seminole Wekiva Trail.
College Park 1 Bed, 1 Bath Gem. - Winter Park, FL
9.4 223 reviews

College Park 1 Bed, 1 Bath Gem.

B&B, Orlando
This College Park apartment is conveniently located 8-16km from both Orlando city centre and Winter Park, and approximately 48km from Walt Disney World.
The self-catering unit features one bedroom, one bathroom, sleeps three (with extra beds available on request), and includes a kitchenette with microwave/convection oven/air fryer, in-unit washer/dryer (for stays over five days), and a private parking space.
“The Clementine” Boho Home In Orlando’s Food Scene - Winter Park, FL
No reviews

“The Clementine” Boho Home In Orlando’s Food Scene

B&B, Orlando
This Boho-style guest house is located in Orlando, within 2.4 kilometres of the city centre, and is 3 kilometres from Church Street Station, 3.4 kilometres from Kia Centre, and 5.3 kilometres from Camping World Stadium.
This one-bedroom, one-bathroom accommodation sleeps up to nine guests and offers air conditioning, free Wi-Fi, a kitchen with a fridge and microwave, and a private terrace and garden.

Best Winter Park, FL bed and breakfasts with air conditioning

Lakefront Downtown Orlando House Suite - Winter Park, FL
9.9 70 reviews

Lakefront Downtown Orlando House Suite

B&B, Orlando
This lakefront B&B offers private guest quarters in downtown Orlando, providing panoramic skyline views and direct lake access within 1 kilometre of the city's core attractions.
This accommodation sleeps up to six guests across one bedroom and a living area with two sofa beds, featuring a kitchenette with a fridge, freezer, and microwave, air conditioning, a swimming pool, garden, parking, and a basketball hoop.
Private Unit Near Downtown Orlando & Ucf - Winter Park, FL
9.5 64 reviews

Private Unit Near Downtown Orlando & Ucf

B&B, Azalea Park
This Azalea Park guesthouse, conveniently located within 19km of Downtown Orlando and 16km from Winter Park, offers easy access to Universal Studios and International Drive, all within a 32km radius.
The self-contained studio, sleeping two guests, features a fully equipped kitchen with microwave, oven and air fryer, a queen-size bed, 65" Roku TV, and a private balcony; on-site parking is provided.
Centrally Located Guest Suite Retreat - Winter Park, FL
No reviews

Centrally Located Guest Suite Retreat

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.
Tiny Unit In Cottage In The Middle Of Downtown - Winter Park, FL
No reviews

Tiny Unit In Cottage In The Middle Of Downtown

B&B, Orlando
This studio apartment is situated 0.96 kilometres from Orlando's city centre, a 9-minute walk from Church Street Station and a 13-minute walk from the Kia Centre.
This property offers air conditioning, free Wi-Fi, and private parking, with a guest capacity of two people and a check-out time of 11:00 AM.
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