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 and Inn in Winter Park, FL

Best Winter Park, FL bed and breakfasts with breakfast included

Sunstudio Cozy&stylish Feel@home 2bed/1bath - Winter Park, FL
9.7 207 reviews
Winter Park, FL
28/06 – 01/07
A$181/nighttotal: A$543 (3 )

Sunstudio Cozy&stylish Feel@home 2bed/1bath

2 4
B&B , Azalea Park
This Azalea Park self-contained apartment is conveniently located near major highways, approximately 32km from the airport.
The 2-bedroom studio, sleeping up to 4 guests, features a fully equipped kitchen (fridge, freezer, microwave), smart TV, and free on-site parking; a second unit is available for larger groups.

Best Winter Park, FL bed and breakfasts with a garden

Private Boutique Suite W/ Pool & Hot Tub Access - Winter Park, FL
Winter Park, FL
28/07 – 01/08
A$151/nighttotal: A$604 (4 )

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.
Guesthouse - Winter Park, FL
9.6 70 reviews
Winter Park, FL
28/06 – 18/07
A$120/nighttotal: A$2400 (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.
Entire Suite - 17 Min From Airport - Winter Park, FL
9.6 136 reviews
Winter Park, FL
28/06 – 18/07
A$89/nighttotal: A$1780 (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.
Cozy Suite In Orlando - 17 Min From Airport - Winter Park, FL
9.7 96 reviews
Winter Park, FL
28/06 – 18/07
A$100/nighttotal: A$2000 (20 )

Cozy Suite In Orlando - 17 Min From Airport

1 1
B&B , Azalea Park
This Azalea Park guest suite enjoys a central Orlando location, offering easy access to Universal Studios, Disney World, SeaWorld, and the University of Central Florida, all within a 24-43 kilometre radius.
The self-contained apartment features a semi-kitchen, one bedroom, one bathroom, sleeps two guests, and includes private parking, fast Wi-Fi, and essential amenities such as shampoo, towels, and coffee-making facilities.

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 can't miss the charming Park Avenue district with its art galleries, boutiques, and cafes. Take a stroll around the scenic Rollins College campus, and be sure to visit the beautiful Mead Garden, a 50-acre botanical garden with stunning walking trails and a variety of plant life.
  • 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 Rm -2 Downtown Orlando- Owl Cottage Room are the most popular ones.

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

    The Park Avenue district is a popular choice, offering a vibrant atmosphere with plenty of restaurants and shops. For a quieter stay, consider the Hannibal Square district, known for its historic charm and lovely homes.
  • 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 hot, humid summers and mild winters. You can enjoy outdoor activities year-round, but be prepared for high humidity and occasional thunderstorms during the summer months.
  • 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?

    You'll find plenty of charming cafes and restaurants near many bed and breakfasts. Try the popular The Wine Room for a sophisticated atmosphere, or the casual and friendly Park Avenue Eatery for a relaxed meal.
  • 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 arts scene, with events like the Winter Park Sidewalk Art Festival, a major event featuring over 300 artists. The Charles Hosmer Morse Museum of American Art is also a must-visit for art enthusiasts.
  • 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 a short hike, try the scenic trail around the Kraft Azalea Garden. For a longer adventure, head to the Wekiwa Springs State Park, offering over 12 km of trails through beautiful Florida scenery.
  • What are the best bed and breakfasts with parking in Winter Park, FL?

    The Oasis W/pool Access En-suite #1, Sun Room and Rm -2 Downtown Orlando- Owl Cottage Room are the best B&Bs with parking in Winter Park, FL.

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

    Most bed and breakfasts in Winter Park offer a continental breakfast, free Wi-Fi, and comfortable guest rooms. Some may also have amenities like swimming pools, hot tubs, or gardens.

Destinations nearby

Best Winter Park, FL bed and breakfasts with parking

St. Augustine Suite - Winter Park, FL
9.9 387 reviews
Winter Park, FL
28/06 – 18/07
A$135/nighttotal: A$2700 (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.
10 Minutes From Universal - Relaxing Guest Suite - Winter Park, FL
8.7 10 reviews
Winter Park, FL
28/07 – 01/08
A$144/nighttotal: A$576 (4 )

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.
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 46 reviews
Winter Park, FL
28/07 – 01/08
A$239/nighttotal: A$956 (4 )

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

1 2
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.
L12 Private Room With Smart Tv Near Everything - Winter Park, FL
8.3 13 reviews
Winter Park, FL
28/06 – 18/07
A$68/nighttotal: A$1360 (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

Balfour Palms - Winter Park, FL
9.6 185 reviews
Winter Park, FL
28/07 – 01/08
A$163/nighttotal: A$652 (4 )

Balfour Palms

1 2
B&B , Winter Park
This studio apartment is situated in Winter Park, a short distance from Park Avenue and within easy reach of the University of Central Florida, Rollins College, and downtown Orlando. It has received excellent ratings for cleanliness, location, and user experience.
The self-catering apartment sleeps two guests and features a kitchenette with modern appliances, a laundry room, and a walk-in shower. Amenities include a king-size bed, FireStick capabilities, and on-site parking.
Guest Suite In Orlando-17 Min From Airport - Winter Park, FL
9.5 137 reviews
Winter Park, FL
28/06 – 18/07
A$79/nighttotal: A$1580 (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.
Secluded 1br Oasis W/private Patio | Walk To Eola - Winter Park, FL
9.6 62 reviews
Winter Park, FL
28/06 – 18/07
A$121/nighttotal: A$2420 (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.
D` Love Cave  By Airport, Downtown & Theme Park - Winter Park, FL
Winter Park, FL
28/07 – 01/08
A$151/nighttotal: A$604 (4 )

D` Love Cave By Airport, Downtown & Theme Park

1 2
B&B , Azalea Park
This non-smoking guesthouse in Azalea Park, Orlando, offers convenient access to entertainment, situated just 11 minutes by car from the Kia Center and 21 minutes from the Florida Mall, with proximity to outdoor pursuits.
This B&B accommodates up to three guests, providing air conditioning, Wi-Fi, and on-site parking, alongside a kitchen and one bathroom for a comfortable stay.
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