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A greenhouse with hanging flower baskets and ivy-covered walls.

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    Check prices for these dates

    Check prices for these dates, 15 – 16 December 2026

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    Our top choices for Longwood cottages

    1. Disney Pool Days & Hammock Naps Book Your Escape NOW!

    A single-story building with the number 297, a red door, and a bench outside.

    2. Incredible Private Lakefront Cottage Retreat

    A house with a porch, surrounded by a grassy area and a pond with lily pads.

    3. Orlando Getaway? 🌴 Private Lanai & Cozy Cottage

    A patio with outdoor furniture, a wooden deck, and a basketball hoop.

    4. Downtown Cottage

    A modern kitchen with red walls, a dining area with a brown leather couch, and a bar stool.

    5. The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

    A small house with a porch, a red door, and potted plants.

    6. Romantic Lakefront Getaway with Balcony near Downtown Orlando

    A table with a potted plant and a cup of coffee, overlooking a scenic landscape.

    7. The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!

    A white building with large windows and a brick pathway leading to it.

    8. Shore Steps Cottage - Walking Distance To The Town Of Windermere

    A serene landscape with a pond, trees with Spanish moss, and a palm tree.

    9. Historic Tremain Cottages

    A covered porch with wicker chairs and a ceiling fan.

    10. Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

    A well-lit garden area with a gravel pathway, decorative lights, and various plants.

    11. Th130 - 3BR House Near Disney and Universal Parks

    A resort with multiple swimming pools, palm trees, and a large building with a red-tiled roof.

    12. Beautiful Historic Cottage, Nantucket

    A wooden deck with a table and chairs, a white building with large windows, and a wooden fence.

    13. Fire Pit & Yard: Updated Winter Garden Home!

    A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

    14. Beautiful Historic Cottage, The Garden

    A covered porch with white wicker furniture and green cushions, large windows, and a ceiling fan.

    15. Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

    A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

    16. Beautiful Historic Cottage, Rendezvous

    A hallway with a dining area, a black metal chair, and a sign reading "Rendezvous".

    17. Th20 - 3BR House With Resort Access Near Parks

    A resort with multiple swimming pools, palm trees, and a large building with a red-tiled roof.

    18. Th89 - 3BR House Near Disney With Resort Access

    A resort with multiple swimming pools, palm trees, and a large building with a red-tiled roof.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Longwood

    Wekiva Springs State Park offers crystal-clear swimming and kayaking trails where you'll often spot turtles and manatees. Explore the charming city centre district with its weekend farmers market, then catch a sunset airboat tour through moss-draped cypress trees.

    See all hotels in Longwood

    A greenhouse with hanging flower baskets and ivy-covered walls.

    Frequently Asked Questions

    How much do cottages in Longwood cost?

    Prices for cottages in Longwood range between £101 and £447 per night. No matter your budget, you'll find a perfect place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

    Why book your cottage in Longwood with Expedia?

    Expedia has some superb cottages in Longwood, so start packing for an unforgettable stay on nature's doorstep. If you're on a budget, click on how much you're willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a hot tub. We'll help you find the perfect place whatever your plans or bank balance.

    How can I find cheap cottages in Longwood?

    With Expedia's useful filter tool, getting your hands on cheap cottages in Longwood has never been easier. To find stays that'll make your bank balance smile, tailor your search results by amenities, star rating and budget.

    What is there to do in Longwood near my cottage?

    The most practical travel accessory is a well-planned to-do list. Alaqua Country Club is a great place to kick-start your exploration of Longwood.

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