Where to Rest

The 10 best places to stay in Cypress Gardens

Ranked by real guest ratings across Cypress Gardens — only places with a solid number of reviews qualify.

Compare live availability and prices for Cypress Gardens across our booking partner. We may earn a commission — it costs you nothing extra.

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  1. 1
    Courtyard Winter Haven, Hotel in Cypress GardensHotel
    Courtyard Winter Haven★★★
    6225 Cypress Gardens Boulevard, Winter Haven
    ★ 4.5 (687)
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  2. 2
    Best Western Plus Winter Haven Inn & Suites, Hotel in Cypress GardensHotel
    Best Western Plus Winter Haven Inn & Suites★★★
    5801 Roosevelt Drive Southeast
    ★ 4.5 (274)
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  3. 3
    Home2 Suites by Hilton Winter Haven, Hotel in Cypress GardensHotel
    Home2 Suites by Hilton Winter Haven★★★
    6015 Cypress Gardens Blvd, Winter Haven, FL 33884
    ★ 4.5 (127)
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  4. 4
    LEGOLAND Pirate Island Hotel, Hotel in Cypress GardensHotel
    LEGOLAND Pirate Island Hotel
    ★ 4.4 (589)
    Swimming pool
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  5. 5
    LEGOLAND® Beach Retreat, Hotel in Cypress GardensHotel
    LEGOLAND® Beach Retreat★★★
    100 Legoland Way SE, Winter Haven, FL 33884
    ★ 4.3 (2484)
    BreakfastSwimming pool
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  6. 6
    Cyprus Campground and RV Park, Caravan Park in Cypress GardensCaravan Park
    Cyprus Campground and RV Park
    Cypress Gardens Boulevard
    ★ 4.3 (360)
    Pet friendlySwimming pool
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  7. 7
    Gloria's Resort, Caravan Park in Cypress GardensCaravan Park
    Gloria's Resort
    4800 Eloise Loop Rd, Winter Haven, FL 33884
    ★ 4.2 (85)
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  8. 8
    LEGOLAND® Hotel Florida, Hotel in Cypress GardensHotel
    LEGOLAND® Hotel Florida★★★
    1 Legoland Way, Winter Haven, FL 33884
    ★ 4.0 (679)
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  9. 9
    Lake Roy Beach Inn Winter Haven, Hotel in Cypress GardensHotel
    Lake Roy Beach Inn Winter Haven★★
    1823 Cypress Gardens Blvd, Winter Haven, FL 33884
    ★ 3.6 (381)
    Swimming pool
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  10. 10
    The Block Extented Stay Hotel, Aparthotel in Cypress GardensAparthotel
    The Block Extented Stay Hotel★★
    5665 Cypress Gardens Blvd, Winter Haven, FL 33884
    ★ 3.4 (22)
    BreakfastPet friendlySwimming pool
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