
Holiday rentals in Osteen
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Osteen
Guests agree: these stays are highly rated for location, cleanliness and more.

Lakefront,Sanford airport, Boombah, Venue 1902,UCF
The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

Welcome to your stylish, cozy and Tiny Apartment!
Welcome to your cozy Tiny Apartment located in a quiet, safe neighborhood just 15 minutes from Springs, 35 min from Orlando theme parks. 25 min from Daytona International Speedway, 30 min from the beautiful beaches of Daytona, and just 5 min from major stores such as Walmart, Publix, CVS. Our Tiny Apartment has: -Private access -Full size bed -Kitchen -Private bathroom -Fast Wifi -Private parking It is ideal for couples and solo travelers looking for a quiet, comfortable and central location.

The Secret Sanctuary in Sanford, 5min from Airport
Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

Quiet Lakefront-wifi, open kitchen, smart tvs
Finally en Casa is in a quiet area of Deltona by lake Theresa. 1 room has a full size futon, 2nd room a queen bed & master w/king. Enjoy a nice dinner outside . Huddle around the fire pit by the lakeside. Have fun with board games & the big jenga set. Fishing rods & pedal boat for use. 2 miles to Publix & CVS, 42 mins to Universal, 56 to Disney & 30 mins to the Daytona Race track. How about a psychic reading at Cassadega. Garage space isn't available. Access to laundry room is granted.

Stunning home with screened patio & fenced yard
Renovated family home in a quiet residential neighborhood. 45 minutes away from Daytona Beach and New Smyrna Beaches, and an hour away from Disney, Universal Studios, Animal kingdom, Epcot, and all Orlando attractions. Deltona is know for its many lakes and Springs. Family friendly and centrally located between Daytona Beach and Orlando parks. Daytona Speedway is only 36 minutes drive. Visiting with an infant, for your convenience, we provide a Playpen, a bouncing seat, and a tub.

LaLa's Carriage House
Nestled along the charming cobblestone streets of the historic district, this beautifully updated carriage house is a rare find. Just minutes from downtown’s vibrant dining, entertainment, and serene lakefront paths. This oversized 1-bed, 1-bath home features a spacious, airy layout and is completely separate from the main property. Enjoy a peaceful backyard oasis—perfect for morning coffee, unwinding by the small pool, or soaking up the sun. Shared laundry facilities for convenience.

Tranquil Hideaway
This serene home offers the perfect blend of comfort and convenience. Located just minutes from Green Springs State Park, you'll enjoy easy access to outdoor adventures. Inside, you'll find a spacious living area, a fully equipped kitchen, and comfortable bedrooms with queen-size beds. Ideal for remote workers, the dedicated workspace provides a quiet and productive environment. Whether you're seeking a family vacation or a romantic getaway, this home has everything you need.

The Bella Breeze
Premier location, steps away from historic downtown • 1 Queen Bed • Completely renovated apartment totally equipped for a short or long stay • Our goal is to exceed your expectations, provide a comfortable, personal experience, and give you the feeling that you are at home. • Lounge on the front porch, take a walk to the nearby dog park or walk down Sanford Ave right out your door (This unit is pet friendly but a non refundable pet deposit will apply. Ask for details.)

Cozy Guest Studio near Orlando, Beaches & Springs
Welcome to our cozy and private studio! 🏡 Located on the left side of the main house, with its own fenced patio ☀️, perfect for relaxing. Enjoy a mini kitchen 🍳, comfy sofa 🛋️, queen-size bed 🛏️, 55” TV 📺, private bathroom 🚿, and closet 👕. Close to springs ⛲ (15–25 min), beaches 🏖️ (30 min), and Disney 🎢 (45 min)! Wi-Fi and free parking included. We’d love to host you!

Krater Key Lake House
Welcome to your lakeside retreat like no other! Our Airbnb offers the perfect blend of relaxation and convenience. Indoors, modern comfort meets tech-savvy convenience. Whether you're seeking a serene escape or an action-packed vacation, our Airbnb offers the best of both worlds. Book your stay today and make memories that will last a lifetime.

“The Shed" in Historic Downtown Sanford
Welcome to the shed! This adorable 1910 historic bungalow will meet all your getaway needs. Come with your toys because this property has accommodations for your bikes, trikes, golf carts, and mid to small fishing boats. Come hang out at the fire pit with a special someone and stroll down to the local restaurants, shops, and bars.

Farmhouse Apartment in a Great Location
Farmhouse type decor in a quiet neighborhood near Gemini Springs which has bike and hiking trails by the St John’s River. Boat launches nearby (free), lots of local dining. Located between the Orlando area as well as Daytona. The Sunrail station is very close and it can take you into the Orlando area-Winter Park is a fun trip.
Popular amenities for Osteen holiday rentals
Other great holiday rentals in Osteen

The SPOT

Charming Hideaway in Sanford

Big Lake drive

LakeFront Paradise Retreat

Private Cozy Nook

Enjoy our private island. “Home of the sun”

Spacious 3BR Home | Gym, Pool Table, Central

Guest House
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Playalinda Beach
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!




