9 properties  

$418-2,698/night

1. Mermaid Manor 6BR/5BA

OwnerRez
6 Bedrooms • 5 Baths • Sleeps 1-22
Allows pets Internet Fireplace Near Ocean Private Pool Hot Tub

Hosted by Bourbon City Rentals, Mermaid manor is your stunning, newly renovated coastal retreat near Anna Maria Island! Your spacious 6-bedroom, 5-bath getaway sleeps 22 & has 4 King ensuites, features a heated pool, hot tub, private air-conditioned cabana w/ 8-person poker/dining table & 7ft pool table. Enjoy the 85-inch big screen, outdoor games, in your tropically landscaped private backyard professionally treated to keep the mosquitos away. Only 1 mile to Palma Sola Causeway & 5 miles to AMI

🔥 Winter Pool Heater Promotion 💦
Book between November 13 and December 31 and receive pool heating at no additional charge for any stay between December and May 31. Promotion subject to end at any time.

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$561-2,278/night

2. Mango Manor 6BR/8BA

OwnerRez
6 Bedrooms • 9 Baths (6 full, 3 half) • Sleeps 1-22
Allows pets Internet Fireplace Near Ocean Private Pool Hot Tub

Hosted by Bourbon City Rentals. Our massive 5000 sq ft beach house is just minutes to the beach! With 6 private suites each featuring a full private bathroom, it sleeps 22 comfortably. Enjoy a pool table, 85″ home theater, Peloton/home gym, incredible outdoor entertainment with pickleball/basketball courts, a heated screened pool & hot tub. Dine together at the oversized custom-built 12-ft table. Plus, our backyard is treated for mosquitoes! Minutes from top dining, shopping, and AMI beaches!

🔥 Winter Pool Heater Promotion 💦
Book between November 13 and December 31 and receive pool heating at no additional charge for any stay between December and May 31. Promotion subject to end at any time.

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$373-1,904/night

3. Tropical Vibe 6BR

OwnerRez
6 Bedrooms • 3 Baths • Sleeps 1-21
Allows pets Internet Near Ocean Private Pool Hot Tub
***LIMITED TIME WINTER PROMOTION ONLY FOR DIRECT BOOKINGS*** BOOK NOW AND GET FREE TRAVEL INSURANCE WITH “CANCEL FOR ANY REASON/ANYTIME CLAUSE”. Hosted by "Bourbon City Rentals", escape to our retro-modern beach retreat near GT Bray Park, just a few miles from Anna Maria Island! Enjoy comfy beds, total privacy, a heated pool, hot tub, firepit nights, and poolside movies. The 150-inch TV game room keeps everyone entertained. Only a 2-minute walk to GT Bray's covered Pickleball courts, Tennis courts, basketball, playgrounds, trails, & more. A baby safety fence and step-free layout make it family-friendly. Plus, the mosquito-free backyard is professionally treated monthly! With expert hosting for large groups, we ensure a seamless, unforgettable stay. Book now and start making memories!

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$335-3,391/night

4. The Bonnycastle 6BR New Orleans Speakeasy Hot Tub

OwnerRez
6 Bedrooms • 3 Baths • Sleeps 1-15
Allows pets Internet Fireplace Hot Tub
With 8 beds (2 Kings, 4 Queens, 1 Full, 1 Twin), our historic 6BR, 3BA Highlands home is furnished to sleep 15. Designed with a New Orleans speakeasy vibe, it’s in a quiet neighborhood, steps to top restaurants, nightlife, and shopping. Churchill Downs and downtown are just 10 minutes away. Enjoy spacious bedrooms, two full kitchens, a game/dining room, a stylish living room, and a private fenced outdoor space with fire pit, playground and hot tub. Private parking ensures a stress-free stay.

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$185-324/night

4a. New Renovated 4BR Home, Fenced Yard w Playground

OwnerRez
4 Bedrooms • 1 Bath • Sleeps 1-10
Internet Fireplace
With 5 beds (1 Kings, 4 Queens), our historic 4BR, 1BA Highlands home is designed to sleep 10. Inspired by a New Orleans speakeasy, this stylish retreat sits in a quiet neighborhood just steps from top restaurants, nightlife, and boutique shopping. Churchill Downs and downtown Louisville are only 10 minutes away. Enjoy spacious bedrooms, a gourmet kitchen, a game/dining room, and a shared fenced outdoor space. Private parking ensures a stress-free stay in the heart of the Highlands.

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$191-324/night

4b. New Renovated Highland Home w Hot & Tub Playground

OwnerRez
2 Bedrooms • 2 Baths • Sleeps 1-5
Allows pets Internet Fireplace Hot Tub
Experience our historic 2BR, 2BA Highlands duplex, inspired by a New Orleans speakeasy, nestled in a tranquil neighborhood. Walk to top restaurants, vibrant nightlife, and unique shopping, with Churchill Downs and downtown just 10 minutes away. Enjoy spacious bedrooms, a fully equipped kitchen, a stylish living room, and a shared outdoor space with a private hot tub. Secure private parking ensures a stress-free stay, making this your ideal home base for an unforgettable Louisville escape.

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$266-1,226/night

Beach Cottage 1214 Indian Shores

OwnerRez
3 Bedrooms • 2 Baths • Sleeps 1-11
Internet Fireplace Oceanfront Hot Tub
Newly remodeled 2nd Floor, 3 Bedroom 2 Bath Beach Cottage Condo with amazing Gulf views sleeps 8. Important to note we are on the pool side, not the bird sanctuary side. The pool side is much more desirable. Our heated pool is open year-round. Indian Shores is a quiet classic beach town with soft white sand beaches. Centrally located between St Pete & Clearwater Beach. Our stylish, clean condo features custom-built cabinets, granite countertops, and a fully stocked kitchen with a washer/dryer.

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$266-1,226/night

Beach Cottage 1411 Indian Shores

OwnerRez
3 Bedrooms • 2 Baths • Sleeps 1-11
Internet Fireplace Oceanfront Hot Tub
Explore our newly renovated 3BR, 2BA 4th-floor beachfront condo, offering panoramic Gulf views. Ideally positioned between St Pete and Clearwater Beach in the serene Indian Shores, we're on the popular pool side, the not bird sanctuary side. Enjoy access to our year-round heated pool. Experience our pristine interiors featuring custom cabinets, quartz surfaces, fresh laminate solid surface, and a kitchen fully-equipped with modern conveniences including a washer/dryer.

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$266-1,064/night

Beach Cottage 1505 Indian Shores

OwnerRez
3 Bedrooms • 2 Baths • Sleeps 1-11
Internet Fireplace Oceanfront Hot Tub
Explore our newly renovated 3BR, 2BA 4th-floor beachfront condo, offering panoramic Gulf views. Ideally positioned between St Pete and Clearwater Beach in the serene Indian Shores. Enjoy access to our year-round heated pool. Experience our pristine interiors featuring custom cabinets, quartz surfaces, fresh laminate solid surface, and a kitchen fully-equipped with modern conveniences including a washer/dryer.

Photos Details Inquire