Places to stay in Longwood

4.86 out of 5 average rating, 321 reviews

Home in Lake Mary

Independent Unique Lake guest house/kayaks/jacuzzy

Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

4.88 out of 5 average rating, 561 reviews

Bungalow in Maitland

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.

Apartment in Altamonte Springs

4.96 out of 5 average rating, 326 reviews

St.John suite

Luxurious space with PRIVATE ENTRANCE, BATHROOM, and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree lined streets, Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting.

4.97 out of 5 average rating, 107 reviews

Guest suite in Longwood

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the backyard and NON Heated Pool with your hosts if we are home. 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 31". We are not Handicap Certified but most wheelchair guests do not have issues. Grab bars in the bathroom.

4.98 out of 5 average rating, 229 reviews

Guest suite in Sanford

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**

4.96 out of 5 average rating, 137 reviews

Pvt Fishing lk , Pets,Nature, Pool,garage

No HOA. Private 20 acre lake property, with fishing boats and trolling motors, canoes and kayak, peaceful boardwalk / dock. Large extra parking for trailers or work trucks. Fishing gear / poles. 2 car garage for safely storing whatever you bring. Fishing gear, tools, bikes, Harley's. Located near Seminole Trail, parks, sun-rail station. 45-60 min from the beach or the attractions NEW SHOWS at DISNEY close to Lake Mary, Sanford, Wekiva Springs, Daytona 500, Bike week, 20 min from Boombah

4.93 out of 5 average rating, 114 reviews

Guesthouse in Sanford

Suite Retreat

Avoid blah hotels with high prices and stay in this luxe new apartment suite! It’s a perfect retreat in Central Florida. Located a short drive to activities, restaurants, & shops in Lake Mary or downtown Sanford - 45-55 min to Orlando theme parks or the beaches of New Smyrna. Ideal for a couple’s retreat or a getaway for one. Guests use office space designed for comfort & productivity. A cozy chair begs readers to curl up and read. The outdoor canopy hosts breakfast with birdsong!

4.92 out of 5 average rating, 204 reviews

Cozy 3 Bedroom Home, Great location!!

Equipped with one camera near the keypad facing the front door and is recording 24/7 , and perfectly situated in an ideal location. The marble countertops and stainless steel appliances create a dreamlike setting. The fenced backyard features a barbecue grill, smart TVs, and board games. Note: we charge an event fee; do not book without discussing and paying the fee. Minutes from I-4, Wekiwa Springs State Park, Disney, and Downtown Orlando. Book this exquisite sanctuary today.

Home in Altamonte Springs

4.97 out of 5 average rating, 179 reviews

3/1 house conveniently located in central Florida!

Relax with your whole family in this peaceful quiet home. Your home away from home is Conveniently Located close to all the attraction and beaches. It's a small 800 sq ft 3 bed 1 bath House with Casper beds and flat screen in every room. 10 Minutes away from the Altamonte Springs hospital. Full Stocked kitchen with everything you need to cook a home cooked meal. It's a perfect place to stay with your family instead of a Hotel for a more comfortable stay and peace of mind.

4.96 out of 5 average rating, 982 reviews

Treehouse in St. Cloud

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.

Superhost

Home in Lake Mary

4.89 out of 5 average rating, 259 reviews

Gated community XL pool Home 2500sq/f

Our LK Mary home sits in Between the 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quite nights for a full rest. NO BIKERS PLease! My home is in a Gated community.1 mile to Dtwn Lake Mary. Our pool is NOT heated, the hot tub only CAN be headed at an additional cost

4.99 out of 5 average rating, 113 reviews

Private 4-Bedroom home with pool!

Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!

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Other great vacation rentals in Longwood

Superhost

Apartment in Lake Mary

4.88 out of 5 average rating, 8 reviews

Entire Condo with Water View.

DavidRating, 5 stars2 days ago

Great apartment, was well equipped and made my stay perfect. Lovely gated community with pool and gym facilities fully accessible. It was so easy to find and access was great. I was on a working stay and found this place to be everything I needed for a long stay, grocery stores and restaurants nearby make this place a real haven. All the facilities you need in the apartment and nothing was lacking. Will definitely rebook in the future, thank you!

Superhost

Home in Lake Mary

4.83 out of 5 average rating, 186 reviews

RemodeledHouse w/king beds near Downtown Lake Mary

TheresaRating, 5 stars1 month ago

Excellent rental. We will be back again. Highly recommend this bungalow. The hosts were very informative. Everything was exactly as described. The rooms were nicely decorated and comfortable. Shower great! Couldnt be happier.

4.97 out of 5 average rating, 70 reviews

Guesthouse in Lake Mary

Nature Unique lake view Tiny Guest studio

GeneRating, 5 stars2 weeks ago

We really enjoyed the place. The nature was beautiful. We felt safe. It was just what we needed.

4.94 out of 5 average rating, 153 reviews

Guesthouse in Sanford

Little Hidden Cottage- Near Sanford Airport

IvanRating, 5 stars2 days ago

Wanted to stay longer but the unit was booked. I think that says it all.

Guest suite in Casselberry

4.88 out of 5 average rating, 50 reviews

Comfortable and quiet place

Maria AlejandraRating, 5 stars4 days ago

Very comfortable and very organized!!!

4.89 out of 5 average rating, 104 reviews

Tropical Oasis - Heated Luxury Pool - Game Room

AnneRating, 5 stars1 month ago

Booked the house for the heated pool, backyard, open kitchen and bright dining area overlooking the backyard... we were not disappointed. The pictures definitely represent the house. The heated pool was adjusted to just the right temp; the backyard was open, spacious and private; the kitchen had updated appliances with an open floor plan and plenty of countertop space; and the bright dining area off the kitchen overlooking the backyard had large clean windows. While the house was larger than our needs in terms of occupancy, the things we wanted and enjoyed were worth the upgrade. Laura was also very responsive to any questions we asked or concerns we had.

4.94 out of 5 average rating, 126 reviews

Bungalow in Sanford

The Golf-view House (Entire House, King bedroom)

DeborahRating, 5 stars1 week ago

We stayed at Woojin’s adjacent Airbnb for our son’s wedding. This casita was perfect for my in-laws. They were able to be close but have privacy when they wanted. Woojin was flexible when we requested to move the start date. He was quick with responses and available when/if we needed him. Beautiful two bedroom and very equipped for our needs.