Bourbon City Rentals

Family and large group vacation rentals in Florida and Kentucky

Welcome!

To bourbon city rentals

Welcome to Bourbon City Rentals — your home for stylish, comfortable short-term stays across Florida and Kentucky.
From sunny Gulf Coast escapes to historic Louisville getaways, our handpicked homes are designed for families, friends, and groups who want space, style, and convenience.

Stay with us and experience the best of each destination — with all the comforts of home.

Planning your trip? Start with our Anna Maria Island travel guide, our Anna Maria Island spring break guide or our Louisville travel guide.

What we offer

Spacious, beautifully designed vacation homes and condos
Pools, hot tubs, and family-friendly amenities
Great locations near beaches, dining, and attractions
Self check-in, professional cleaning, and responsive local support
Ideal for groups, reunions, or relaxing getaways
Book directly for the best price and personal service every time.

🏖️ Our Florida Escapes

A short term rental for every occassion!

Mermaid Manor (6BR), Bradenton FL

A newly renovated luxury retreat for up to 22 guests featuring a heated pool, hot tub, and private cabana — all just minutes from Anna Maria Island.
Perfect for large family gatherings or a sun-soaked getaway with friends.

Mango Manor (6BR), Bradenton FL

A massive 6-suite beach home with a private pool, theater, pickleball court, and hot tub.
Ideal for family reunions, group vacations, or anyone seeking a fun-filled coastal escape.

Tropical Vibe (6BR), Bradenton FL

A retro-modern beach retreat for up to 21 guests, complete with poolside movie nights, a giant 150-inch TV, and a spacious, family-friendly layout.
A perfect blend of comfort and cool Florida energy.

Unit 1214 Beach Cottage (3BR), Indian Shores FL

Newly remodeled 3-bedroom condos with Gulf views and a heated pool.
Enjoy the perfect balance of coastal charm and modern comfort, steps from the sand.

Unit 1411 Beach Cottage (3BR), Indian Shores FL

Newly remodeled 3-bedroom condos with Gulf views and a heated pool.
Enjoy the perfect balance of coastal charm and modern comfort, steps from the sand.

Unit 1505 Beach Cottage (3BR), Indian Shores FL

Newly remodeled 3-bedroom condos with Gulf views and a heated pool.
Enjoy the perfect balance of coastal charm and modern comfort, steps from the sand.

Louisville Retreats

Perfect for family get togethers!

The Bonnycastle (6BR), Louisville KY

Located in the Highlands, this historic 6-bedroom home blends bourbon-inspired décor with modern luxury.
Enjoy a hot tub, private playground, and walkable access to local restaurants, bars, and nightlife.
A true taste of Southern hospitality in the heart of Bourbon City.

Modern Parkside Retreat (5BR), Louisville KY

Overlooking The Parklands near Broad Run Park, this modern 5-bedroom home sleeps 12 with resort-style amenities.
Enjoy a seasonal heated pool, private gym and sauna, a 60-foot deck, and an open kitchen with a 10-foot quartz island.
Plus a Tesla EV charger, minutes from everything Louisville has to offer.

Book your stay with us here!

Why Stay With Us

At Bourbon City Rentals, we believe your stay should feel effortless — from check-in to checkout. Our homes are designed for relaxation, connection, and fun, offering:

Thoughtful amenities

Prime locations

Spacious, social layouts

A touch of local style

Your comfort is our priority — no detail is too small.

Client Testimonials

“Charming Home in Great Location! We loved this home, it has so much character! It was located in an old upscale neighborhood in the Louisville Highlands. We walked to restaurants, shops, bars, and coffee. The private parking in the back was a must. We loved the comfortable beds, dining room, 2 kitchens, private backyard, hot tub, and firepit were amazing. The house has been kept up very well and has so much charm. We will definitely bed back next year.”

Gerald

“Fantastic Property! We already booked our next trip! We stayed at Mermaid manor for fall break with a multigenerational family. First of all the house is laid out just perfect and it's much larger than we thought, no steps made it easy to get around for my parents who are in their 80's. 5 full bathrooms and 4 in suite bathrooms was the original deal maker for us! My family loved the house so much we already booked our next trip. We made memories for a lifetime having nightly meals at the massive island and playing cards at night at the poker table. It's very well equipped and so many things to do. We loved the game room and the house was so comfortable and decorated so well. It's only a few minutes to the beach, there was no traffic at all during our trip over fall break. Also the hosts were great, and always available if we needed anything. Thanks for a great vacation!”

Ally

“Great House This house is huge! So many places to hang out, it could easily hold 40 people. It's in a great location, was very clean, lots of things to do in the home. The hot tub, pool, corn hold boards were a hit. We loved having a screened pool and patio. Every bedroom has it's own bathroom! It's in a safe neighborhood very close to shops, restaurants, and the beach. We highly recommend..”

Jill

Book Direct & Save

Ready to plan your next getaway?
Skip the booking fees and enjoy exclusive perks when you book directly with Bourbon City Rentals.