Bed and Breakfast in Winter Park, FL

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

Best Winter Park, FL bed and breakfasts with breakfast included

Entire Suite - 17 Min From Airport - Winter Park, FL
9.6 136 reviews
Winter Park, FL
28/06 – 18/07
54 €/nighttotal: 1080 € (20 )

Entire Suite - 17 Min From Airport

1 1
B&B , Azalea Park
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.

Best Winter Park, FL bed and breakfasts with a garden

Guesthouse, Walk To Baldwin Lake - 1 Mi To Dining - Winter Park, FL
9.7 292 reviews
Winter Park, FL
28/06 – 18/07
73 €/nighttotal: 1460 € (20 )

Guesthouse, Walk To Baldwin Lake - 1 Mi To Dining

1 1
B&B , Orlando
This Orlando studio apartment is situated near Baldwin Park, a short walk from Baldwin Park Lake and the Cady Way Trail.
The self-contained unit, sleeping two guests, boasts a 43" smart TV, kitchenette, private patio, and oversized bathroom with a rain shower; enjoy nearby dining and jogging opportunities.
Tiny Unit In Cottage In The Middle Of Downtown - Winter Park, FL
Winter Park, FL
28/07 – 01/08
76 €/nighttotal: 304 € (4 )

Tiny Unit In Cottage In The Middle Of Downtown

1 2
house , 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.
Cozy Orlando Studio • Private Entrance • Queen Bed - Winter Park, FL
9.9 233 reviews
Winter Park, FL
28/07 – 01/08
67 €/nighttotal: 268 € (4 )

Cozy Orlando Studio • Private Entrance • Queen Bed

1 2
B&B , Orlando
This Orlando self-catering apartment boasts a secluded location near Camping World Stadium and Downtown Orlando, within a 16km radius, and is approximately 24km from Universal Studios and 48km from Walt Disney World.
The property offers a queen-sized bed, a fully equipped kitchenette including a microwave and mini-fridge, a private bathroom with a bidet, a full-sized washer and dryer, free parking, and accommodates two guests, enjoying a private entrance and tropical backyard views.
Lovely Spacious Guesthouse In Mills 50 District - Winter Park, FL
8.9 25 reviews
Winter Park, FL
28/07 – 01/08
79 €/nighttotal: 316 € (4 )

Lovely Spacious Guesthouse In Mills 50 District

1 2
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.

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.

Destinations nearby

Best Winter Park, FL bed and breakfasts with parking

Luxury Tiny Home 2 Miles From Downtown Orlando - Winter Park, FL
9.6 194 reviews
Winter Park, FL
28/07 – 01/08
235 €/nighttotal: 940 € (4 )

Luxury Tiny Home 2 Miles From Downtown Orlando

1 2
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.
K11 Private Room With Smart Tv Near Everything - Winter Park, FL
8.1 28 reviews
Winter Park, FL
28/06 – 18/07
41 €/nighttotal: 820 € (20 )

K11 Private Room With Smart Tv Near Everything

1 1
B&B , Orlando
K11 Private Room, a single-bedroom guesthouse in Orlando, Florida, is situated approximately 8.8km from Orlando International Airport, 8.9km from the Kia Center, and 8.8km from Church Street Station.
This self-catering unit offers air conditioning, parking, a smart TV, and sleeps one guest, providing towels, bed linen, and is within reasonable driving distance of other attractions including the Holy Land Experience and Addition Financial Arena.
“The Clementine” Boho Home In Orlando’s Food Scene - Winter Park, FL
Winter Park, FL
28/07 – 01/08
99 €/nighttotal: 396 € (4 )

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

1 2
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.
L12 Private Room With Smart Tv Near Everything - Winter Park, FL
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.

Best Winter Park, FL bed and breakfasts with air conditioning

Guesthouse - Winter Park, FL
9.6 70 reviews
Winter Park, FL
28/06 – 18/07
73 €/nighttotal: 1460 € (20 )

Guesthouse

1 1
B&B , Orlando
This Orlando guesthouse is situated in a tranquil residential area bordering Winter Park and Baldwin Park, offering easy access to attractions such as Park Avenue (approx. 22.5 km), Mills Avenue (approx. 22.5 km), and Downtown Orlando (approx. 24 km).
The self-catering studio, sleeping two guests, features a well-equipped kitchen (minus an oven), a west-facing patio, and proximity to the Cady Way Trail and Baldwin Park Lake, ideal for walking and cycling.
St. Augustine Suite - Winter Park, FL
9.9 387 reviews
Winter Park, FL
28/06 – 18/07
82 €/nighttotal: 1640 € (20 )

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.
Pily's Vintage Stay Room Full Bed - Winter Park, FL
8.6 7 reviews
Winter Park, FL
28/07 – 01/08
67 €/nighttotal: 268 € (4 )

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.
Luxury Suite Near Disney & Downtown Orlando - Winter Park, FL
9.8 282 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.
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