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.
8.9 25 reviews
Winter Park, FL
28/07 – 01/08
A$130/nighttotal: A$520 (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.
9.7 292 reviews
Winter Park, FL
28/06 – 18/07
A$120/nighttotal: A$2400 (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.
9.8 282 reviews
Winter Park, FL
28/06 – 18/07
A$118/nighttotal: A$2360 (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.
9.9 354 reviews
Winter Park, FL
28/06 – 18/07
A$134/nighttotal: A$2680 (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.
9.9 105 reviews
Winter Park, FL
28/06 – 18/07
A$159/nighttotal: A$3180 (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.
Winter Park, FL
28/07 – 01/08
A$81/nighttotal: A$324 (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.
9.5 813 reviews
Winter Park, FL
28/06 – 01/07
A$216/nighttotal: A$648 (3 )
Downtown Lake Eola Historic House 1 Or 2 Bed
2 4
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.
9.7 179 reviews
Winter Park, FL
28/06 – 01/07
A$250/nighttotal: A$750 (3 )
Comfortable 2-bedroom Place Full Kitchen
2 4
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.
9.6 194 reviews
Winter Park, FL
28/07 – 01/08
A$387/nighttotal: A$1548 (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.
9.9 233 reviews
Winter Park, FL
28/06 – 18/07
A$118/nighttotal: A$2360 (20 )
Cozy Orlando Studio • Private Entrance • Queen Bed
1 1
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.
8.6 7 reviews
Winter Park, FL
28/07 – 01/08
A$110/nighttotal: A$440 (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 breakfast included
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
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.
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.
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.
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?
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?
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?
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?
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
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.
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.
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.
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
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.
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.
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.
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.