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.
9.7 292 reviews
Winter Park, FL
28/06 – 18/07
NZ$145/nighttotal: NZ$2900 (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.
9.7 96 reviews
Winter Park, FL
28/06 – 18/07
NZ$108/nighttotal: NZ$2160 (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.
8.3 13 reviews
Winter Park, FL
28/06 – 18/07
NZ$82/nighttotal: NZ$1640 (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.
9.5 137 reviews
Winter Park, FL
28/06 – 18/07
NZ$95/nighttotal: NZ$1900 (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.
9.9 387 reviews
Winter Park, FL
28/06 – 18/07
NZ$163/nighttotal: NZ$3260 (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.
8.1 28 reviews
Winter Park, FL
28/06 – 18/07
NZ$82/nighttotal: NZ$1640 (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.
9.8 26 reviews
Winter Park, FL
28/07 – 01/08
NZ$1202/nighttotal: NZ$4808 (4 )
The Tiny Cottage In The Springs
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B&B , Altamonte Springs
This charming bed and breakfast is situated just under 3 kilometres from Altamonte Mall and a little over 3 kilometres from Cranes Roost Park, offering easy access to shopping, dining, and outdoor recreation. It has received excellent user ratings, making it a popular choice for travellers. The inn features a garden, lobby fireplace, and charcoal grills for outdoor relaxation and socialising. Guests can also enjoy free self-parking, a front-desk safe, and change of towels upon request.
8.9 25 reviews
Winter Park, FL
28/07 – 01/08
NZ$157/nighttotal: NZ$628 (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.
9.6 70 reviews
Winter Park, FL
28/06 – 18/07
NZ$145/nighttotal: NZ$2900 (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.
9.6 136 reviews
Winter Park, FL
28/06 – 18/07
NZ$107/nighttotal: NZ$2140 (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.
9.6 194 reviews
Winter Park, FL
28/07 – 01/08
NZ$468/nighttotal: NZ$1872 (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.
Best Winter Park, FL bed and breakfasts with breakfast included
9.7 91 reviews
Winter Park, FL
23/06 – 28/06
NZ$140/nighttotal: NZ$700 (5 )
Comfortable And Quiet Place
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B&B , Casselberry
This Casselberry self-catering apartment is conveniently located near Orlando Sanford International Airport, approximately 24-32 km away, offering easy access to numerous restaurants and shopping centres, and less than 80 km from both Walt Disney World and Universal Orlando Resort. The one-bedroom, one-bathroom apartment sleeps two guests, features a private kitchen with fridge and microwave, complimentary Victor Allen's K-cup coffee and Oasis Bliss amenities, plus fast Wi-Fi and parking; guests benefit from excellent cleanliness and location ratings.
Best Winter Park, FL bed and breakfasts with a garden
9.9 354 reviews
Winter Park, FL
28/06 – 18/07
NZ$162/nighttotal: NZ$3240 (20 )
St. Hemingway Suite
1 1
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.
9.5 813 reviews
Winter Park, FL
28/07 – 01/08
NZ$223/nighttotal: NZ$892 (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.
9.8 282 reviews
Winter Park, FL
28/06 – 18/07
NZ$143/nighttotal: NZ$2860 (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.
9.7 179 reviews
Winter Park, FL
28/06 – 18/07
NZ$184/nighttotal: NZ$3680 (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.
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?
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?
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?
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?
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.
Destinations nearby
Best Winter Park, FL bed and breakfasts with parking
Winter Park, FL
28/07 – 01/08
NZ$98/nighttotal: NZ$392 (4 )
H8 Private Room With Smart Tv Near Everything
1 2
B&B , Orlando
This Orlando bed and breakfast is situated approximately 9.2 kilometres from Church Street Station, offering straightforward access to downtown attractions and the airport. This accommodation provides a private bedroom and bathroom for up to three guests, featuring air conditioning, complimentary WiFi, and on-site parking, with towels and bed linen supplied.
Winter Park, FL
23/06 – 28/06
NZ$192/nighttotal: NZ$960 (5 )
Centrally Located Guest Suite Retreat
1 2
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.
Winter Park, FL
28/07 – 01/08
NZ$151/nighttotal: NZ$604 (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.
8.6 7 reviews
Winter Park, FL
28/07 – 01/08
NZ$133/nighttotal: NZ$532 (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.
Best Winter Park, FL bed and breakfasts with air conditioning
9.9 105 reviews
Winter Park, FL
28/06 – 18/07
NZ$180/nighttotal: NZ$3600 (20 )
Large Studio Near The Airport, Downtown, Hospitals
1 1
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.
9.6 185 reviews
Winter Park, FL
28/07 – 01/08
NZ$197/nighttotal: NZ$788 (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.
9.7 30 reviews
Winter Park, FL
28/07 – 01/08
NZ$198/nighttotal: NZ$792 (4 )
Tiny Home Barn Style In Backyard With Animals
1 2
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.
8.7 10 reviews
Winter Park, FL
28/07 – 01/08
NZ$174/nighttotal: NZ$696 (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.