The Keys to Island Living
Discover carefully selected vacation rentals across the Upper Florida Keys.
Local expertise, direct booking, and homes that feel like yours.
Why Choose Pinnacle Choice Properties
Local Knowledge
Insider Recommendations
Direct Booking
No Hidden Fees
Personal Service
Real People, Real Care
Beach Access
Steps From the Water
Shared Spaces
Made for Downtime
On the Water
Docks, Pools & Views
What Guests Say
Trusted by Island Travelers
4.88
2413 reviews
“The photos are an accurate representation of the property. Facilities within the apartment were fantastic - everything needed (and more) was readily available. Clean property, fresh smelling linens and plenty of them. Great instructions from the host to support quick check in and also made sure all was ok afterwards which was greatly appreciated. Site facilities were also very good, plenty of parking and always felt safe and secure. Would definitely stay again.”
Amanda
Stayed in November 2026
“n/a”
Nya
Stayed in November 2026
“The condo is beautiful and stocked with everything you need. Largo provides lots of helpful information. The complex itself offers amenities. We took advantage of the pool, pickle ball court, and hammocks. My boys enjoyed playing football in the Turf area, where we could see them through the window.”
Ashley
Stayed in October 2026
“This was our third time staying as Largo as our host… Never disappoints, beautiful and clean condo. I love seeing the dolphins and manatees right outside your window.”
Marybeth
Stayed in October 2026
Get more when you book direct
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.
Ready to Escape