Schooner Bay Vacation Rentals, Sarasota: house rentals & more

Welcome to the enchanting shores of Schooner Bay, where stunning beaches and crystal-clear waters invite endless relaxation and adventure. Nestled near the vibrant Siesta Key and charming neighborhoods like Siesta Key Village, this destination offers a delightful mix of family-friendly parks, scenic marinas, and lively shopping districts. With accommodations ranging from cozy condos to spacious vacation homes, you’ll enjoy all the comforts of home while creating unforgettable memories with friends and family in this coastal paradise.

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House

Condo/Apartment

Find the best place to stay - Schooner Bay

Premier Host

Tiny House Calypso with 1st floor sleeping

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - Schooner Bay

Image of The Mermaid at Tiny House Siesta

Excellent

It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable.

Jackeline R.

Stayed Jul 2025

Image of Tiny House Yellow Lifeguard Stand- pet friendly

Fun; as advertised

We loved our stay in the tiny house. Our kids thought it was so fun. My wife thought it was cute. The manager was very responsive to questions. Only complaint was the a/c unit was difficult to control. Overall, great time.

Brannan J.

Stayed Dec 2024

Image of Tiny House Margarita - Sleeps 6

Fun Place to Stay

Much roomier than expected. Not close to the beach at all and not in Trolly Trail but was a very nice place to stay. Shopping plaza and restaurant right in front so that was convenient.

Deana H.

Stayed Aug 2023

Image of Aqua Oasis- Tiny House sleeps 4 & Pet friendly

Premier Host

Perfect Vacation House

3 Queen beds!! Just what we needed for 2 adults and 2 teens. We spent most of our days and evenings on the beach.

Kristen R.

Stayed Mar 2023

Image of 2 Bedroom 2 Bath home near Siesta Key Beach

Premier Host

Super cute place!

We were very surprised by the fresh cleaned smell upon walking in. Home was perfect for our stay and we would book here again if in Sarasota. It was stocked with the basics for cooking. Only item we found that could use improvement is the pull out sofa bed. Not comfortable at all. Conveniently located near stores and the beach! We walked to the ice cream shop. Great Place!! Thank you :)

Julie D.

Stayed Mar 2024

Image of Tiny House Seashell - tiny living at the beach

Nice place but way too small for us!

This was a great experience. Check in was great, hosts were great! It was very clean, just a little too small for us and we decided the loft and latter doesn’t work for us “older” folks! Jonny’s rideshare was a great company to ride to Siesta Key Village highly recommend. Loved Abel’s Ice Cream also highly recommend. It was hard to find the house at 10pm in the dark, so you need to know its to the far right end of the string of houses and it faces the Mexican restaurant and the parking lot!

Lori E.

Stayed Jan 2025

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Find spaces that suit your style

Find the best place to stay - Schooner Bay

Tiny House Calypso with 1st floor sleeping

2 Bedroom 2 Bath home near Siesta Key Beach

Tiny House Yellow Lifeguard Stand- pet friendly

Tiny House Seashell - tiny living at the beach

Tiny House Blue Lifeguard - pet friendly

Tiny House Green Lifeguard Stand - sleeps 5

Top rated rentals - Schooner Bay

Excellent

Fun; as advertised

Fun Place to Stay

Perfect Vacation House

Weekend Stay

Super cute place!

Nice place but way too small for us!

Peace of mind

All the privacy of home

More for less

A place for everyone

More Vacation Ideas

Schooner Bay vacation rentals

Find spaces that suit your style

Find the best place to stay - Schooner Bay

Tiny House Calypso with 1st floor sleeping

Top rated rentals - Schooner Bay

Excellent

Peace of mind

All the privacy of home

More for less

A place for everyone

More Vacation Ideas