The Dating Gazette
Layout theme

Kissimmee

osceola tourist · 34741

Kissimmee is Orlando's working backstage, the place where the people who run the parks actually sleep. Vacation rentals churn against decades-old neighborhoods off Vine Street, and the dating pool reflects that whiplash: Disney cast members on rotating shifts, Puerto Rican families three generations deep, Brazilian expats who came for the outlets and stayed. Old Town on a Saturday night still runs the classic car cruise, which is either charming or a tell, depending. Try Celebration for the staged-romance dinner, Lakefront Park for the honest one. Bring patience for I-192 traffic and an opinion on whether Margaritaville counts as a neighborhood.

$27,440
median income
$1,661
median rent
The data

Kissimmee by the numbers

On the ground

Local date spots

Kobé Japanese Steakhouse - Kissimmee · KissimmeeKissimmee Lakefront Park · KissimmeeColumbia Restaurant - Celebration · KissimmeeLakefront Park · KissimmeeAbracadabra Ice Cream Factory · KissimmeeCharley's Steak House · Kissimmee3 Sisters Speakeasy · KissimmeeWorld of Coffee · KissimmeeSun On the Beach · KissimmeeSalt & The Cellar by Akira Back · KissimmeeThe Fox & Hounds Public House · KissimmeeBreeze Kissimmee · Kissimmee1881 Restaurant & Bar · KissimmeeThe Vintage Speakeasy Bistro · Kissimmee7593 Chophouse · KissimmeeVINTAGE VINO · KissimmeeK-ILE BAR & GRILL INC · KissimmeeFat Tuesday at Old Town · KissimmeeVs Tavern · KissimmeeKissimmee
19 spots · tap a point, label, or class to filter
Class
Budget
Vibe

19 spots across Kissimmee

  • Kissimmee
    Dining

    Kobé Japanese Steakhouse - Kissimmee

    Japanese restaurant$$$$4.8 · 11,822
    Good for groupsWheelchair access
  • Kissimmee
    Activity

    Kissimmee Lakefront Park

    City park4.8 · 9,416
    Wheelchair access
  • Kissimmee
    Dining

    Columbia Restaurant - Celebration

    Spanish restaurant$$$$4.5 · 6,586
    Outdoor seatingLGBTQ+ friendly
  • Kissimmee
    Activity

    Lakefront Park

    Park4.7 · 5,573
    Wheelchair access
  • Kissimmee
    Cafés

    Abracadabra Ice Cream Factory

    Ice cream shop4.7 · 4,474
    Good for groupsWheelchair access
  • Kissimmee
    Dining

    Charley's Steak House

    Steak house$$$$4.5 · 2,766
    Outdoor seatingGood for groups
  • Kissimmee
    Drinks

    3 Sisters Speakeasy

    Bar$$$$4.3 · 2,230
    Outdoor seatingGood for groups
  • Kissimmee
    Cafés

    World of Coffee

    Coffee shop$$$$4.3 · 1,907
    Outdoor seatingGood for groups
  • Kissimmee
    Drinks

    Sun On the Beach

    Bar$$$$4.2 · 1,515
    Outdoor seatingGood for groups
  • Kissimmee
    Dining

    Salt & The Cellar by Akira Back

    Restaurant$$$$4.8 · 1,010
    Outdoor seatingGood for groups
  • Kissimmee
    Drinks

    The Fox & Hounds Public House

    Pub$$$$4.6 · 801
    Outdoor seatingGood for groups
  • Kissimmee
    Drinks

    Breeze Kissimmee

    Bar$$$$4.5 · 445
    Outdoor seatingGood for groups
  • Kissimmee
    Drinks

    1881 Restaurant & Bar

    Bar$$$$4.3 · 430
    Outdoor seatingGood for groups
  • Kissimmee
    Drinks

    The Vintage Speakeasy Bistro

    Bar4.3 · 176
    Outdoor seatingLGBTQ+ friendly
  • Kissimmee
    Dining

    7593 Chophouse

    Steak house$$$$4.5 · 126
    LGBTQ+ friendlyGood for groups
  • Kissimmee
    Drinks

    VINTAGE VINO

    Wine bar$$$$4.7 · 75
    Outdoor seatingGood for groups
  • Kissimmee
    Drinks

    K-ILE BAR & GRILL INC

    Bar & grill$$$$5 · 63
    Good for groupsWheelchair access
  • Kissimmee
    Drinks

    Fat Tuesday at Old Town

    Bar$$$$4 · 35
    LGBTQ+ friendlyGood for groups
  • Kissimmee
    Drinks

    Vs Tavern

    Bar$$$$5 · 29
    Good for groupsWheelchair access
Advertise
orlando/kissimmee

Bars, restaurants, matchmakers, photographers, event venues — if your business serves local singles, your core audience is on this page right now, choosing where to go. Tell us what you'd want featured and we'll reply with placement options.

We reply by email. No drip funnels.