Vacation rentals in Osceola County

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Top-rated vacation rentals in Osceola County

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Guest favorite

Cottage in Lake Wales

4.97 out of 5 average rating, 110 reviews

Charming, renovated 1917 Cottage

Charming, renovated 1917 cottage in beautiful neighborhood. One block from large lake with walking/running trail, 3.5 miles to Bok Tower, 12 miles to Legoland, 38 miles to Disney World, 47 miles to Universal Studios, and 63 miles to Busch Gardens. Pet friendly! King size bed in bedroom, double sofa bed in living area. Newly renovated kitchen has full size refrigerator, sink, microwave, stove top and large toaster oven. Big backyard with beautiful landscaping. Separate driveway. Lots of privacy!

Guest favorite

Home in Kissimmee

4.85 out of 5 average rating, 220 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Guest favorite

Cottage in Lake Wales

4.89 out of 5 average rating, 114 reviews

The "Little ‘Toa" Ideal for short & long stays!

Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.

Guest favorite

Serviced apartment in Kissimmee

4.92 out of 5 average rating, 264 reviews

Modern APT W/ Patio 15 mins from Theme Parks & MCO

Beautiful space where you can spend a beautiful vacation with your loved ones, the space is created with immense love and for you to feel at home. El acceso será autónomo, con llavín inteligente y una entrada completamente independiente y sin restricción de horario . Ofrecemos un patio exterior diseñado para tiempo de descanso,para compartir un café y también para fumar si fuera de su agrado El parqueo está concebido para dos autos y tenemos cámara de seguridad las24h Todo climatizado

Superhost

Rental unit in Kissimmee

4.81 out of 5 average rating, 474 reviews

1BR w/Kitchenette near AdventHealth Orlando

A family holiday in the place where the magic begins. Melia Orlando Celebration is an oasis of comfort right next to the kingdom of dreams to be discovered with your family. Attractions await you: ✔Disney’s magical kingdom ✔Learn about space at Kennedy Space Center ✔Breathtaking sceneries at Lake Eola ✔Spend the day relaxing in the water and snorkeling with tropical fish at Discovery Cove ✔Take a tour at Universal Orlando Resort and see Harry Potters Hogwarts Castle

Guest favorite

Tiny home in Babson Park

4.92 out of 5 average rating, 317 reviews

Lil cedar tiny home, on crooked lake

Newly constructed tiny home.locatedon one of Florida's most prestigious lakes.crooked lake in s central floridais noted for its spring fed,clear water and white sand beaches,as well as it's amazing fishing and boating opportunities.the tiny house sits on 3/4 acre property overlooking crooked lake.the "million dollar view" as it's been called is spectacular at sunrise.the tiny house has an open ,airy, feel,with its comfortable roomy bedroom loft,and all the amenities of home.

Guest favorite

Treehouse in Saint Cloud

4.96 out of 5 average rating, 862 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Guest favorite

Cottage in Davenport

4.93 out of 5 average rating, 145 reviews

$69! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

Guest favorite

Cabin in Davenport

4.93 out of 5 average rating, 192 reviews

$69! Cozy Cabin- Disney 20 Miles Away!

Book with us now and receive access to all of these amenities✨: •Fast Internet •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions, Theme Parks, and Malls •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •And Much More! Book with us now!

Guest favorite

Guest suite in St. Cloud

4.93 out of 5 average rating, 321 reviews

LAKE FRONT Suite with FREE USE of Kayaks & Canoes

Private Master Suite with it's own exclusive entry. It has a convenient kitchenette complete with mini refrigerator, microwave, toaster, toaster oven and an outside grill. Comfy Queen size bed with overhead ceiling fan. Private Bathroom and shower. Lake view from the front of property, unit is in the back overlooking wetlands. Plenty of parking, with enough room to bring a boat.

Guest favorite

Home in Kissimmee

4.94 out of 5 average rating, 264 reviews

Cozy renovated older home near Disney

My place is close to 9.7 miles to Disney and close to malls and all attractions No pool but you can use the YMA pool for $5.00 a day at 1 minute distance. You’ll love my place because of the outdoors space and the kitchen. My place is good for couples, solo adventurers, business travelers, families (with kids), small pets are allowed for an extra $150.00 cleaning fee.

Guest favorite

Home in St. Cloud

4.98 out of 5 average rating, 171 reviews

Cozy Spacious studio with private entrace.

Relax with the family at this peaceful place to stay. it’s located 14 miles away from Orlando Internantional Airport, 30-50 min ( depending on the traffic)to Disney World, Sea World, Universal Studios, and other Orlando attractions, also Saint Cloud Marina lakefront park.