Nightlife in St. James City

Nightlife in St. James City on Pine Island

Tiki bar with cocktails and sunset in St. James City

Located at the southern tip of Pine Island, St. James City offers a truly authentic and laid-back nightlife experience.

Tiki bars, live music, and sunset vibes

Enjoy no-frills waterfront bars, acoustic tunes, and stunning sunset views in a relaxed tropical setting.

A hidden gem off the beaten path

Perfect for travelers looking for real Florida charm, St. James City delivers peaceful evenings with a strong local feel.

St James City Nightlife features entertainment in Southwest Florida.
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Things to Discover

1 places, activities & entries

Outdoor area of a tropical restaurant with a thatched roof, where guests sit at tables and eat. The sign reads 'KICKSTANDS PUB & GRUB'. Palm trees and blue sky in the background.

Kickstands Pub & Grub – Biker-Friendly Bar & Grill with Tiki Vibes in St. James City

Authentic Island Experience with Culinary Flair Kickstands Pub & Grub is a popular spot on Pine Island, specifically in St. James City. The venue combines a casual biker atmosp...

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Stay with the family who owns the house

You are planning what to do. This is where you stay: vacation rentals booked directly with the family that has run them since 1996. Swipe through a selection, or browse every home we rent.

Villa Kamala in Cape Coral with a pool, spa, and screened patio overlooking the canal. Villa Kamala in Cape Coral with a pool, spa, and screened patio overlooking the canal. Pool and spa at Villa Kamala in Cape Coral with canal view and boat lift.
Pet friendly
Florida Cape Coral Vacation Home

Villa Kamala
From $ 840 / week

Stylish villa with pool, lounge & boat dock – modern amenities, sunny terrace & quick river access for your Florida boat trips

  • Bedrooms Bedroom: 3 (2 King, Queen, Twin-over-twin bunk bed)
  • Bathrooms Bathroom: 2 1/2
Details
You can work on your tan here Entrance area of Villa Ventura Lots of greenery surrounds Villa Ventura
Pet friendly
Florida Fort Myers Vacation Home

Villa Ventura
From $ 1,100 / week

Villa with pool & spa near Downtown Fort Myers – perfect for families! Min. stay: 28 nights.

  • Bedrooms Bedroom: 4 (King, Queen, 4 Single Beds)
  • Bathrooms Bathroom: 3
Details
Discover the ultimate bathing fun in our electrically heated pool Discover the ultimate bathing fun in our electrically heated pool The Eureka hedge provides pleasant privacy
NewPet friendly
Florida Cape Coral Vacation Home

Villa Esmara
From $ 910 / week

Stylish villa with 3 BR, office, pool & privacy – relax in Florida with your family, furry friend & lots of sunshine!

  • Bedrooms Bedroom: 3 (King, Queen, 2 Twin)
  • Bathrooms Bathroom: 2
Details
Pool with sun deck, screened enclosure, and views of palm trees and the canal. Covered entrance with a well-maintained garden and a cozy seating area. Covered front entrance with a seating area and beautifully landscaped garden.
Florida Cape Coral Vacation Home

Villa Nevena
From $ 630 / week

West-facing terrace, hot tub & pool – cozy villa for sunset moments & BBQ evenings in a quiet Cape Coral canal location.

  • Bedrooms Bedroom: 3 (2 Queen, Sleep Sofa)
  • Bathrooms Bathroom: 2
Details
outside view from the Villa Crown Point the poolarea is perfect for relaxing Crystal clear water into the pool
Pet friendly
Florida Naples Vacation Home

Villa Crown Point
From $ 1,400 / week

Two-story villa with lake view, east-facing terrace & pool – elegant Naples retreat with space, comfort & privacy.

  • Bedrooms Bedroom: 4 (2 King, Queen, 2 Twin)
  • Bathrooms Bathroom: 3 1/2
Details
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