
Holiday rentals in Sanford
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Top-rated holiday rentals in Sanford
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Bright & Airy in DowntownSanford
Beautiful, modern, and immaculately clean place with character and small town charm located in the very heart of historic downtown Sanford. Only steps away from the best dining and entertainment, and just a short drive away from all that Orlando has to offer! You will love the two spacious bedrooms, each fitted with luxurious king size beds and their own workstations. The rooms are split on either end of the home for extra privacy. Make a meal or pour a drink in the lovely fully stocked kitchen.

"Winnie's Place" A Peaceful Guesthouse with Pool.
Share the backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from I-4 makes commuting easy. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not have issues. Grab bars in the bathroom.

Maitland-Orlando Area, FL. Pool House Bungalow
Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

Downtown Marina Floating Home Historic Sanford
You'll love this unique romantic escape located in historic downtown Sanford! This is a nearly new built top of the line Houseboat and you will be amazed at all the amenities fit on this 12x40 floating tiny home. Nicely suited for one couple. One step to get in and then all on one level other than the upper deck. (Ladder) Max occupancy at any time is 4. Walking distance to downtown restaurants, shops and so much more. Note that this is a very small space if you are used to a full size home.

Sanford Rooftop Garden Apartment
An "old Florida" feel is combined with a private, modern, full kitchen; comfortable furnishings; and large decks with views of mature live oak trees and lush gardens in the expansive grounds and neighboring park; all in an old, friendly, safe, and quiet neighborhood. Walk, bike, or drive an easy 16 blocks to downtown Sanford past historic, renovated residences. Enjoy sightseeing along Lake Monroe, eclectic shopping, and dining and relaxing at the many restaurants, pubs, and microbreweries.

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**

Little Hidden Cottage- Near Sanford Airport
Located in Sanford FL, our Hidden Little Cottage is a private studio guest house with its own entrance, features full kitchen & bath room, queen size bed, full size pull out couch & twin size travel bed, & provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We’re also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts

Sunset Cottage in Lake Mary, Florida
Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

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.

Floating Cottage - Summer/Fall Rates Reduced
Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.
Quiet, Upscale Studio
Private, quiet, beautiful studio hidden in plain sight. This is a great alternative to a room at a four star hotel for a fraction of the cost. Perfect for the business traveler, consultant, couple or just for a peaceful getaway for you or you and a friend. Close to shopping, restaurants, sports facilities, multiple downtown areas within 5 to 15 minutes in any direction. This spacious studio boasts a comfortable, serene space for your time away from home!

The Cypress House
This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb
Popular amenities for Sanford holiday rentals
Other great holiday rentals in Sanford

Independent Unique Lake guest house/kayaks/jacuzzy

Sanford Suite Near Beaches, Parks & Airports

“The Shed" in Historic Downtown Sanford

Nature Unique lake view Tiny Guest studio

Cute and Cozy Apt. Near Historic Downtown Sanford

The Aerie, Second Story Flat, Historic District

Modern house with sauna and fenced yard

Serenity @ Court
Quick stats about holiday rentals in Sanford
Total rentals
320 properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
17K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
50 properties have a pool
Destinations to explore
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Playalinda Beach
- Daytona International Speedway
- Aquatica
- Walt Disney World Resort Golf
- Titusville Beach
- Island H2O Water Park
- Apollo Beach
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park