This B&B in Orlando's Rio Pinar district is situated 9 kilometres from the Kia Centre and 10 kilometres from Camping World Stadium, with Orlando International Airport located 9 kilometres away. This accommodation offers one bedroom and one bathroom for two guests, with free Wi-Fi, air conditioning, and on-site parking provided.
Winter Park, FL
28/07 – 01/08
92 €/nighttotal: 368 € (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.
9.7 30 reviews
Winter Park, FL
23/06 – 28/06
103 €/nighttotal: 515 € (5 )
Tiny Home Barn Style In Backyard With Animals
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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
28/07 – 01/08
92 €/nighttotal: 368 € (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.
9.5 813 reviews
Winter Park, FL
28/07 – 01/08
112 €/nighttotal: 448 € (4 )
Downtown Lake Eola Historic House 1 Or 2 Bed
2 2
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.
9.5 137 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.
9.9 252 reviews
Winter Park, FL
28/06 – 01/07
218 €/nighttotal: 654 € (3 )
Mills Cottage By The Little Lake
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B&B , Orlando
This family-friendly guesthouse is located in Orlando, close to Lake Eola and within a mile of Orlando Regional Medical Center, offering a peaceful lakeside setting near the city centre. The guesthouse has received excellent ratings for user experience, location, and cleanliness. The guesthouse offers two bedrooms and one bathroom across 65 square metres, comfortably accommodating up to four guests. Guests can enjoy amenities such as a swimming pool, jacuzzi, sauna, fitness centre, and a garden, perfect for relaxing and unwinding after a day exploring Orlando.
9.6 62 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.
10 99 reviews
Winter Park, FL
28/06 – 18/07
95 €/nighttotal: 1900 € (20 )
Spring Lake Getaway Suite (Detached Guest House)
1 1
B&B , Altamonte Springs
This charming guesthouse is situated in a gated community on Spring Lake in Altamonte Springs, just 5km from the Altamonte Mall and a short drive to downtown Orlando (17km), Universal and Disney Parks (35km), and natural springs (30km). The property has consistently received excellent guest ratings, highlighting its comfortable and romantic atmosphere. The guesthouse features a private entrance, two balconies, and a dedicated parking space, making it ideal for couples seeking a peaceful getaway. It boasts a king-sized bed, a private bathroom, and a kitchen equipped with a fridge and microwave, along with high-speed internet access. Guests can enjoy the natural beauty of Spring Lake and its recreational activities, or explore the nearby Rock Springs Run State Reserve.
9.9 105 reviews
Winter Park, FL
28/06 – 18/07
91 €/nighttotal: 1820 € (20 )
Large Studio Near The Airport, Downtown, Hospitals
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B&B , Orlando
This Orlando studio apartment is situated in a residential neighbourhood, approximately 16km from Downtown Orlando, 24km from Orlando International Airport, and within 32-48km of Universal and Disney theme parks. The self-contained apartment sleeps four guests, offering a queen-size memory foam bed, a full-size sofa bed, a well-equipped kitchenette with a mini-fridge, and a smart TV with streaming services; on-site parking is available.
9.7 179 reviews
Winter Park, FL
28/06 – 18/07
97 €/nighttotal: 1940 € (20 )
Comfortable 2-bedroom Place Full Kitchen
1 1
B&B , Fairview Shores
This Fairview Shores duplex, Unit B, enjoys a central location, approximately 19 kilometres from downtown Orlando and 48 kilometres from Walt Disney World. The two-bedroom property sleeps five, features a fully equipped kitchen with fridge, freezer and microwave, air conditioning, a garden, parking, and benefits from a private entrance.
Winter Park, FL
23/06 – 28/06
97 €/nighttotal: 485 € (5 )
Centrally Located Guest Suite Retreat
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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.
Best Winter Park, FL bed and breakfasts with breakfast included
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
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.
Winter Park, FL
28/07 – 01/08
76 €/nighttotal: 304 € (4 )
Tiny Unit In Cottage In The Middle Of Downtown
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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.
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.
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?
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
9.6 194 reviews
Winter Park, FL
28/07 – 01/08
235 €/nighttotal: 940 € (4 )
Luxury Tiny Home 2 Miles From Downtown Orlando
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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.
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.
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.
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
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.
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.
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.
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.