What is the typical weather in Kissimmee, and how does it affect outdoor plans?

Kissimmee enjoys warm weather year-round, with average highs in the 70s and 80s Fahrenheit. Summers can be hot and humid, so plan outdoor activities for the morning or evening hours when it's cooler. The rainy season runs from June to October, so pack an umbrella just in case.

What are the best bed and breakfasts in Kissimmee, FL?

Among the B&Bs in Kissimmee, FL, Bedroom - Private Bath In Mansion Style Near Disney , Private Room & Bathroom In Resort Close To Disney and Private Bathroom & Close Airport - park & Everything are the most popular ones.

Which restaurants in Kissimmee offer the best traditional local cuisine?

Restaurants like Columbia Restaurant, Tarantino's Italian Restaurant, and Savion's Place offer the best traditional local cuisine in Kissimmee, serving dishes that showcase the flavors and culinary traditions of the region.

What are the best cultural activities and events in and around Kissimmee?

Kissimmee is home to the Osceola County Historical Society Museum, where you can learn about the area's rich history. For a fun family outing, check out the Kissimmee Air Museum or the Polk Museum of Art in nearby Lakeland.

What are the best bed and breakfasts with a pool in Kissimmee, FL?

Bedroom - Private Bath In Mansion Style Near Disney , Private Room & Bathroom In Resort Close To Disney and Private Bathroom & Close Airport - park & Everything are the best B&Bs with a pool in Kissimmee, FL.

What are the must-try local dishes in Kissimmee?

When in Kissimmee, don't miss trying dishes like gator bites, smoked mullet, key lime pie, and Florida-style seafood, as they are some of the must-try local dishes that highlight the flavors of the area.

Which hiking trails are recommended for exploring in and around Kissimmee?

While Kissimmee itself doesn't have many hiking trails, you can find some great options nearby at Shingle Creek Regional Park or Lake Tohopekaliga for a scenic walk or bike ride.

What are the best bed and breakfasts with a jacuzzi in Kissimmee, FL?

The best B&Bs with a jacuzzi in Kissimmee, FL are Private Room & Bathroom In Resort Close To Disney , Your Resort Away From Home and King/heated Pool/gym/kitchen/free Parking #4 .

What are the local expectations around tipping at restaurants and food stalls in Kissimmee?

In Kissimmee, it is customary to leave a tip of around 15-20% of the total bill at restaurants and food stalls, unless a service charge is already included.

What amenities are commonly offered in bed and breakfasts in Kissimmee?

Most bed and breakfasts in Kissimmee offer amenities like a complimentary breakfast, free Wi-Fi, and parking. Some may also have swimming pools, hot tubs, or even private balconies. Be sure to check the individual listings for specific details.

What are the best bed and breakfasts for families and kids in Kissimmee, FL?

The best B&Bs for families and kids in Kissimmee, FL are Your Resort Away From Home , Comfy King Bed W/pvt Bth | Ideal For Long Stays A and Super Clean Private Bedroom With Private Bathroom .

Which restaurants are suitable for vegetarian, vegan, gluten-free, or other dietary requirements in Kissimmee?

Kissimmee offers restaurants like Market Street Cafe, Loving Hut, and The Vegan Hot Dog Cart that cater to vegetarian, vegan, gluten-free, and other dietary requirements, ensuring a variety of options for different preferences.

What are the best pet friendly bed and breakfasts in Kissimmee, FL?

The best pet friendly B&Bs in Kissimmee, FL are King/heated Pool/gym/kitchen/free Parking #4 , Mickey W - Private Bathroom W/ Bathtub Near Disney and Kapp And Kappy B&b .

Are there any food festivals or culinary events in Kissimmee that foodies should not miss?

Foodies visiting Kissimmee should not miss events like the Taste of Osceola, the Food Truck Bazaar, or the Epcot International Food & Wine Festival, which offer a wide range of culinary delights and experiences.

What are the best bed and breakfasts with parking in Kissimmee, FL?

Bedroom - Private Bath In Mansion Style Near Disney , Private Room & Bathroom In Resort Close To Disney and Private Bathroom & Close Airport - park & Everything are the best B&Bs with parking in Kissimmee, FL.

Where can one find the best local markets or shops in Kissimmee for buying traditional local ingredients?

For the best local ingredients, foodies can visit markets like the Celebration Farmers Market, the Kissimmee Farmers Market, or local shops like Petty's Meats or the Old Time Meat & Deli, offering a variety of traditional local ingredients and products.

Kissimmee, FL B&B, Guest Houses and Inns

No reviews

Spacious 6 Bed Home With Pool In Storey Lake

gîte, Hunters Creek

This 6-bedroom vacation home is located in the Storey Lake area, offering convenient access to local attractions without being in the immediate center.
This spacious 3280 square feet gîte features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, terrace, fitness center, and on-site parking.

No reviews

Magnificent 5bd W/ Pool @ Storey Lake 4800

gîte, Hunters Creek

This gîte is situated in the Storey Lake area, offering convenient access to Hunters Creek attractions.
This spacious 3,510-square-foot accommodation features air conditioning, a full kitchen with a dishwasher, a swimming pool, a terrace, and a fitness center.

10 98 reviews

Escape To The "Golden Suite" Private & Near Disney

B&B, Kissimmee

This Kissimmee suite offers proximity to Disney World, Universal Studios, and Aquatica, situated less than a mile from Highway 192 and Florida's Turnpike, and conveniently close to Valencia Community College and Osceola Heritage Park.
This family-friendly accommodation features 1 bedroom and 1 bathroom, accommodates up to 4 guests, and includes a full kitchen, air conditioning, internet, private parking, a private porch, and a Smart TV with streaming services.

10 1 review

Mozzy-love Room

B&B, Southchase

The Mozzy-Love Room, a Southchase guesthouse near Orlando International Airport (5.6 miles), offers convenient access to Gatorland (3 miles) and the Florida Mall (5.2 miles).
This one-bedroom, one-bathroom lodging features free Wi-Fi, free parking, a Jacuzzi, and an outdoor fireplace, plus accessibility features and a nearby mini-market; towels and linens are available for an extra charge.

No reviews

Cozy 1br Apt-pool/tennis/gym/near Attractions

B&B, Buenaventura Lakes

This renovated garage apartment, located in the Buena Ventura Lakes district of Kissimmee, Florida, offers easy access to Orlando's theme parks—6 miles from Orlando International Airport (MCO), 12 miles from SeaWorld, 15 miles from Walt Disney World, and 18 miles from Universal Studios.
This one-bedroom, one-bathroom guesthouse sleeps three, features a fully equipped kitchen with stainless steel appliances, in-unit laundry, a 50" Smart TV, and access to a community pool, gym, and tennis and basketball courts.

No reviews

Family 5bd W/ Pool Spa And Near Disney 2767

gîte, Kissimmee

This Kissimmee vacation rental is situated just a short drive from the Disney theme parks, offering a convenient base for family adventures.
This spacious 3,210 square foot gîte features air conditioning, a full kitchen, a swimming pool, and a jacuzzi, with complimentary on-site parking available.

No reviews

Relax In Style At This Spacious 4-bedroom Villa!

gîte, Hunters Creek

This 4-bedroom villa is situated in Hunters Creek, offering convenient access to local attractions and amenities.
This 1920 square feet accommodation features a full kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, and a fitness center, with on-site parking available for guests.

No reviews

Chic & Spacious Best Vacation Home

gîte, Kissimmee

This gîte is located in Kissimmee, offering convenient access to local attractions and complimentary on-site parking.
This spacious 3020 square foot vacation home features air conditioning, a full kitchen, a swimming pool, jacuzzi, and a fitness center for your enjoyment.

No reviews

Stunning Home, Private Pool, Great Location

gîte, Hunters Creek

This Hunters Creek rental offers 3290 square feet of living space, featuring a private swimming pool, air conditioning, and on-site spa facilities. Guests can enjoy complimentary parking, a well-equipped fitness center, and in-room tea and coffee making amenities.

No reviews

Serene 1-bedroom Bed & Breakfast In Lovely Orlando Neighborhood

B&B, Williamsburg

This Orlando bed and breakfast is located near Florida Mall and Orlando Vineland Premium Outlets, with Aquatica and the Orange County Convention Center also within reach.
This B&B offers 1 bedroom and 1 bathroom for up to 2 guests, featuring air conditioning, internet, and a garden, with a check-out time of 11:00 AM.

No reviews

Chic Luxury Decor, Prime Location, Game Room Bliss

gîte, Kissimmee

This gîte in Kissimmee offers a prime location with excellent accessibility to local attractions, situated conveniently yet away from the busiest tourist areas.
This 3900 square foot rental features air conditioning, a full kitchen with a fridge, microwave, and dishwasher, a swimming pool, jacuzzi, and a fitness center, ensuring a comfortable stay with on-site amenities and complimentary parking.

No reviews

Storey Lake 4 Bedrooms Near Disney Orlando Fl 3079

gîte, Hunters Creek

This vacation rental is situated in the Storey Lake area of Orlando, Florida, offering convenient access to Disney World attractions, approximately 4 miles away.
This 1920 square foot gîte provides a family-friendly stay with amenities including air conditioning, a full kitchen, a swimming pool, a fitness center, and a terrace, ensuring a comfortable visit for theme park enthusiasts.

Search Bed and Breakfasts near the Old Town in Kissimmee, FL

Wake up steps from top downtown attractions by booking these central bed and breakfasts in Kissimmee, FL, offering ultimate urban convenience.

9.8 233 reviews

Cozy Private Suite , Just 15 Miles To Disney Parks

B&B, Kissimmee

This Kissimmee apartment rental is conveniently located approximately 20 minutes from major theme parks like Walt Disney World, SeaWorld, Universal Orlando Resort, Volcano Bay, and Fun Spot America.
The one-bedroom, one-bathroom unit sleeps three guests comfortably, offering a private kitchen with a fridge and microwave, high-speed internet, a dedicated workspace, and designated parking; enjoy a private entrance and access to a garden.

9.8 11 reviews

20 Min To Parks & Airport | 2 Guest | Free Parking

B&B, Kissimmee

This B&B in Kissimmee, Florida, is located 20 miles from Walt Disney World, 25 miles from Universal Studios, 15 miles from the Orange County Convention Center, and 5 miles from Osceola Heritage Park, with Orlando International Airport also 20 miles away. This private suite accommodates two guests with a queen-size bed, a kitchenette featuring a fridge, freezer, and microwave, air conditioning, Wi-Fi, a garden, and a designated parking space.

9.7 33 reviews

Hermosa Suite De Lujo

B&B, Kissimmee

This Kissimmee romantic getaway, a fully equipped one-bedroom luxury suite, is conveniently located near major theme parks like Walt Disney World and Universal Orlando Resort, offering easy access to Kissimmee's attractions. This cozy cottage provides a romantic escape for two, featuring a fully equipped kitchen with a refrigerator, freezer, and microwave, air conditioning, and parking, along with a strict no-pet, no-party, and no-smoking policy.

9.8 149 reviews

Kapp And Kappy B&b - Verona Room

B&B, Kissimmee

This bed and breakfast is conveniently located in Historic Downtown Kissimmee, just a short walk from the Osceola County Clerk of the Court and Lanier's Historic Downtown Marketplace. The property consistently receives excellent ratings for cleanliness and location, making it a popular choice for travelers. The guest rooms are comfortable and well-maintained, with 120 square feet of space, and include a private bathroom. Guests can enjoy free breakfast, free Wi-Fi, and access to a shared common area with a refrigerator, microwave, and coffee/tea making facilities.

Best Kissimmee, FL bed and breakfasts with air conditioning

9.8 170 reviews

Deluxe Suite, Only 15 Miles To All Attraction Park

B&B, Kissimmee

This Kissimmee studio apartment offers convenient access to major theme parks like Disney World, Universal Studios, and SeaWorld.
The unit features two queen beds sleeping up to four guests, a private kitchen with a fridge, freezer, and microwave, and an en-suite bathroom; nearby attractions include Fun Spot America and Volcano Bay.

No reviews

Super Luxury Home, Private Pool, Premium Location

gîte, Kissimmee

This gîte in Kissimmee offers a prime location with easy access to local attractions.
This 3280 square foot vacation rental features a private swimming pool, a full kitchen with a dishwasher and microwave, air conditioning, a jacuzzi, a fitness center, and on-site parking, providing a comfortable and convenient stay for travelers.

No reviews

Family Friendly 4bd W Pool Storey Lake Resort 5035

gîte, Hunters Creek

This Hunters Creek vacation rental is located in the Storey Lake Resort community, just a short drive from the attractions of Walt Disney World. The resort offers a relaxing and family-friendly atmosphere.
The 2,000 square foot vacation rental features a spacious layout with a private pool, fitness center, and a fully equipped kitchen. Amenities include air conditioning, a Jacuzzi, and free parking.

9.4 190 reviews

Newly Renovated Sanctuary W/ Private Bath + Pool

B&B, Hunters Creek

This Hunters Creek guesthouse is conveniently located six miles from Disney Springs and 18 miles from Orlando International Airport, offering easy access to major attractions.
The 291-square-foot, one-bedroom, one-bathroom unit sleeps four guests and includes a swimming pool, free parking, and daily cleaning; pet-friendly options are available for an additional fee.

Frequently Asked Questions about bed and breakfast in Kissimmee, FL

What is the typical weather in Kissimmee, and how does it affect outdoor plans?
Kissimmee enjoys warm weather year-round, with average highs in the 70s and 80s Fahrenheit. Summers can be hot and humid, so plan outdoor activities for the morning or evening hours when it's cooler. The rainy season runs from June to October, so pack an umbrella just in case.
What are the best bed and breakfasts in Kissimmee, FL?
Among the B&Bs in Kissimmee, FL, Bedroom - Private Bath In Mansion Style Near Disney, Private Room & Bathroom In Resort Close To Disney and Private Bathroom & Close Airport - park & Everything are the most popular ones.
Which restaurants in Kissimmee offer the best traditional local cuisine?
Restaurants like Columbia Restaurant, Tarantino's Italian Restaurant, and Savion's Place offer the best traditional local cuisine in Kissimmee, serving dishes that showcase the flavors and culinary traditions of the region.
What are the best cultural activities and events in and around Kissimmee?
Kissimmee is home to the Osceola County Historical Society Museum, where you can learn about the area's rich history. For a fun family outing, check out the Kissimmee Air Museum or the Polk Museum of Art in nearby Lakeland.
What are the best bed and breakfasts with a pool in Kissimmee, FL?
Bedroom - Private Bath In Mansion Style Near Disney, Private Room & Bathroom In Resort Close To Disney and Private Bathroom & Close Airport - park & Everything are the best B&Bs with a pool in Kissimmee, FL.
What are the must-try local dishes in Kissimmee?
When in Kissimmee, don't miss trying dishes like gator bites, smoked mullet, key lime pie, and Florida-style seafood, as they are some of the must-try local dishes that highlight the flavors of the area.
Which hiking trails are recommended for exploring in and around Kissimmee?
While Kissimmee itself doesn't have many hiking trails, you can find some great options nearby at Shingle Creek Regional Park or Lake Tohopekaliga for a scenic walk or bike ride.
What are the best bed and breakfasts with a jacuzzi in Kissimmee, FL?
The best B&Bs with a jacuzzi in Kissimmee, FL are Private Room & Bathroom In Resort Close To Disney, Your Resort Away From Home and King/heated Pool/gym/kitchen/free Parking #4.
What are the local expectations around tipping at restaurants and food stalls in Kissimmee?
In Kissimmee, it is customary to leave a tip of around 15-20% of the total bill at restaurants and food stalls, unless a service charge is already included.
What amenities are commonly offered in bed and breakfasts in Kissimmee?
Most bed and breakfasts in Kissimmee offer amenities like a complimentary breakfast, free Wi-Fi, and parking. Some may also have swimming pools, hot tubs, or even private balconies. Be sure to check the individual listings for specific details.
What are the best bed and breakfasts for families and kids in Kissimmee, FL?
The best B&Bs for families and kids in Kissimmee, FL are Your Resort Away From Home, Comfy King Bed W/pvt Bth | Ideal For Long Stays A and Super Clean Private Bedroom With Private Bathroom.
Which restaurants are suitable for vegetarian, vegan, gluten-free, or other dietary requirements in Kissimmee?
Kissimmee offers restaurants like Market Street Cafe, Loving Hut, and The Vegan Hot Dog Cart that cater to vegetarian, vegan, gluten-free, and other dietary requirements, ensuring a variety of options for different preferences.
What are the best pet friendly bed and breakfasts in Kissimmee, FL?
The best pet friendly B&Bs in Kissimmee, FL are King/heated Pool/gym/kitchen/free Parking #4, Mickey W - Private Bathroom W/ Bathtub Near Disney and Kapp And Kappy B&b.
Are there any food festivals or culinary events in Kissimmee that foodies should not miss?
Foodies visiting Kissimmee should not miss events like the Taste of Osceola, the Food Truck Bazaar, or the Epcot International Food & Wine Festival, which offer a wide range of culinary delights and experiences.
What are the best bed and breakfasts with parking in Kissimmee, FL?
Bedroom - Private Bath In Mansion Style Near Disney, Private Room & Bathroom In Resort Close To Disney and Private Bathroom & Close Airport - park & Everything are the best B&Bs with parking in Kissimmee, FL.
Where can one find the best local markets or shops in Kissimmee for buying traditional local ingredients?
For the best local ingredients, foodies can visit markets like the Celebration Farmers Market, the Kissimmee Farmers Market, or local shops like Petty's Meats or the Old Time Meat & Deli, offering a variety of traditional local ingredients and products.

Popular destinations

Best Kissimmee, FL bed and breakfasts with breakfast included

No reviews

Kapp And Kappy Bed & Breakfast

B&B, Kissimmee

Kapp and Kappy Bed & Breakfast in Kissimmee is located approximately 4.9 miles from Gatorland and 11-12 miles from SeaWorld's Discovery Cove and Disney Springs.
This B&B offers 1 bedroom, 1 bathroom, and can accommodate up to 3 guests, featuring air conditioning, free WiFi, a garden, and on-site bar with breakfast options.

Best Kissimmee, FL bed and breakfasts with a garden

No reviews

Ground Floor Gathering Up To 9 Guests Bl387

gîte, Kissimmee

This gîte in Kissimmee is located in an area offering easy access to attractions, with no specific distances to landmarks provided.
This 1840 square foot vacation rental features air conditioning, a full kitchen, a swimming pool, a jacuzzi, a fitness center, and on-site parking.

No reviews

Stunning 4bd W/ Private Pool Storey Lake 4245

gîte, Kissimmee

This gîte is located in the Storey Lake area of Kissimmee, providing easy access to local attractions.
This 1910 square foot rental offers a private pool, air conditioning in select rooms, a fitness center, and complimentary on-site parking.

No reviews

Home 6bed , Themed Rooms, Game Room, Storey Lake

house, Hunters Creek

This vacation rental is located in the Storey Lake area, offering convenient access to local attractions.
This 3290 sq ft gîte features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, terrace, garden, fitness center, and parking, with themed rooms, a game room, and on-site spa facilities.

8.5 2 reviews

Dos Alcobas, Entrada Independiente

B&B, Poinciana

Dos alcobas, entrada independiente, a Kissimmee guesthouse near Poinciana, offers convenient access to major Orlando attractions, including Disney parks (17-22 miles away) and Gatorland (17 miles).
This family-friendly Poinciana B&B features a 220-square-foot space with one bedroom, one bathroom, and can accommodate up to five guests, offering amenities such as free Wi-Fi, private parking, a terrace, and air conditioning.

Guest-Favorite Bed and Breakfasts with Parking in Kissimmee, FL

Park up and enjoy the city center, as every B&B in Kissimmee, FL on this list comes with a free on-site parking spot.

No reviews

Private Suite Independent Entrance, All Amenities

B&B, Buenaventura Lakes

No reviews

Spacious 5bd W/ Pool At Storey Lake Resort 2905

gîte, Kissimmee

No reviews

Family Fun Oasis, 6br, Game Room, Pool

gîte, Kissimmee

No reviews

Family Paradise, Space, Themed, Perfect Location

gîte, Kissimmee

Compare Pet-Friendly Bed and Breakfasts in Kissimmee, FL

Bringing your dog to Kissimmee, FL? Every B&B here is pet-ready, with dog parks nearby and city walks right on the doorstep.

9.8 149 reviews

Kapp And Kappy B&b - Verona Room

B&B, Kissimmee

No reviews

Kapp And Kappy Bed & Breakfast

B&B, Kissimmee

No reviews

Private Suite Independent Entrance, All Amenities

B&B, Buenaventura Lakes

Traveler-Approved Bed and Breakfasts with a Pool in Kissimmee, FL

A B&B with a pool in Kissimmee, FL is a brilliant base for a refreshing swim right in the heart of the city.

No reviews

Fabulous 4bedroom Pool Resort Close To Disney 4289

gîte, Kissimmee

No reviews

Single Family W/ Pool Jacuzzi Storey Lake 4759

gîte, Hunters Creek

No reviews

Veranda Palms 8 Bedroom Home With Pool(2208)

house, Kissimmee

No reviews

Luxury Incredible Themed Home, Best Vacation

gîte, Kissimmee

Find the Best B&bs with a Terrace in Kissimmee, FL

Having views of the city skyline from your own private balcony is a detail that truly elevates your stay in Kissimmee, FL.

9.9 188 reviews

Charming Efficiency By The Lake

B&B, Buenaventura Lakes

Top Bed and Breakfasts with On-Site Restaurants in Kissimmee, FL

Enjoy varied on-site dining at these B&Bs in Kissimmee, FLs. It’s the perfect way to relax and refuel after a busy day in the city.

No reviews

Chic Home, Themed Bedrooms, Game Room, Best Spot

house, Hunters Creek

Search cheap b&b in Kissimmee, FL from 100+ sites!

189 Bed and Breakfast and Inn in Kissimmee, FL

Spacious 6 Bed Home With Pool In Storey Lake

Magnificent 5bd W/ Pool @ Storey Lake 4800

Escape To The "Golden Suite" Private & Near Disney

Mozzy-love Room

Cozy 1br Apt-pool/tennis/gym/near Attractions

Family 5bd W/ Pool Spa And Near Disney 2767

Relax In Style At This Spacious 4-bedroom Villa!

Chic & Spacious Best Vacation Home

Stunning Home, Private Pool, Great Location

Serene 1-bedroom Bed & Breakfast In Lovely Orlando Neighborhood

Chic Luxury Decor, Prime Location, Game Room Bliss

Storey Lake 4 Bedrooms Near Disney Orlando Fl 3079

Cozy Private Suite , Just 15 Miles To Disney Parks

20 Min To Parks & Airport | 2 Guest | Free Parking

Hermosa Suite De Lujo

Kapp And Kappy B&b - Verona Room

Deluxe Suite, Only 15 Miles To All Attraction Park

Super Luxury Home, Private Pool, Premium Location

Family Friendly 4bd W Pool Storey Lake Resort 5035

Newly Renovated Sanctuary W/ Private Bath + Pool

Kapp And Kappy Bed & Breakfast

Ground Floor Gathering Up To 9 Guests Bl387

Stunning 4bd W/ Private Pool Storey Lake 4245

Home 6bed , Themed Rooms, Game Room, Storey Lake

Dos Alcobas, Entrada Independiente

Private Suite Independent Entrance, All Amenities

Spacious 5bd W/ Pool At Storey Lake Resort 2905

Family Fun Oasis, 6br, Game Room, Pool

Family Paradise, Space, Themed, Perfect Location

Kapp And Kappy B&b - Verona Room

Kapp And Kappy Bed & Breakfast

Private Suite Independent Entrance, All Amenities

Fabulous 4bedroom Pool Resort Close To Disney 4289

Single Family W/ Pool Jacuzzi Storey Lake 4759

Veranda Palms 8 Bedroom Home With Pool(2208)

Luxury Incredible Themed Home, Best Vacation

Charming Efficiency By The Lake

Chic Home, Themed Bedrooms, Game Room, Best Spot