Explore our 5-star featured boutique rentals

Featured properties

We strive to make each visit an unforgettable experience

Our unique portfolio of homes and concierge level service are a winning combination of local hospitality and luxury that will keep you returning year after year.

We consider ourselves lucky to play host in a place that offers year-round tropical weather, world ranked beaches, and a thriving downtown with rich cultural history and cuisine.

Let us show you the paradise we call home and maybe one day you’ll decide to buy your slice of paradise…and by the way, we can help with that too!

5-star guest experience
Don’t take it from us, see what over 500 satisfied guests have to say about our level of commitment to hospitality
Designer Homes
Each of our homes is furnished & equipped with your pleasure and comfort in mind. We're extremely selective with the homes we offer to ensure the guest experience is consistent across our growing platform.
Concierge Level Service
We take hospitality seriously. Our reservation staff is available 7 days a week to handle booking inquiries and address any issues that arise before, during or even after your stay.

Everything to make your vacation special

At UPTOP we offer a number of services and features designed for your ultimate comfort and enjoyment.

our services

Each Vacation Rental Offers

Proximity to Siesta Beach, Lido Beach and Downtown amenities

Heated swimming pools

Designer interior finishes

Private fenced backyards

Sleeping accommodations for up to 10 guests

High speed internet and streaming services

Keyless entry and exit

House and Beach Essentials

Curated Welcome Books

We pride ourselves in combining unique, stylish, high quality properties.