Longboat Key Florida luxury vacation rental home managed by Whitfield Guest Ready
Longboat KeySarasota County

Luxury Vacation Rental & Second Home Services on Longboat Key

Longboat Key is home to some of the most discerning property owners in Florida. Luxury condos, bayfront estates, and manicured communities demand a property management team that operates to a higher standard. Whitfield Guest Ready provides white-glove rental home guest services, weekly inspections, check in/check out coordination, and Airbnb/VRBO support for owners who accept nothing less than perfection.

5-Star Service
Fully Insured
24/7 Emergency Response
Local Sarasota County Team
Why Longboat Key Owners Choose Us

Your Local Team in Longboat Key

We treat every Longboat Key property like the investment it is. Detailed photo reports, quiet professional crews, and a team that respects the privacy your community demands.

We serve all of Longboat Key from Bay Isles and the Longboat Key Club south to Sleepy Lagoon and the north-island homes near Broadway.

Landmarks near us

Bay IslesLongboat Key ClubSt. Regis Longboat KeyGulf of Mexico DriveSleepy LagoonQuick Point Preserve

Ideal for

Luxury second homes
Gulf-front condos
Seasonal snowbird properties
Bayfront estates

Services included in Longboat Key

Weekly property inspections & photo reports
Guest check in & check out services
Rental home guest services (Airbnb, VRBO, direct bookings)
Trash & recycling management
Pool & spa checks
Landscaping & sprinkler oversight
Mail & package handling
Storm preparation & emergency response
24/7 on-call support
Vendor coordination (cleaners, handymen, HVAC)
View full service list
Frequently Asked Questions

Longboat Key Property Management FAQs

What property management services do you offer in Longboat Key?+
In Longboat Key, Whitfield Guest Ready provides Airbnb and VRBO rental home guest services, guest check in and check out coordination, weekly property inspections, pool and spa checks, landscaping oversight, storm preparation, and 24/7 emergency response. We're a full-service local team acting as your boots on the ground.
Do you handle check in and check out for Longboat Key vacation rentals?+
Yes — we offer full guest check in and check out services for Longboat Key Airbnb, VRBO, and direct-booking rentals. That includes pre-arrival inspections, climate control setup, welcome amenity coordination, mid-stay support, post-departure walk-throughs, and cleaning coordination.
How much does property management cost in Longboat Key?+
Our Core Weekly Subscription starts at $150/month and includes weekly inspections, trash, pool, landscaping, sprinkler checks, mail handling, and photo reports. Guest check in/out services, storm prep, and on-demand services are available a la carte or in Premium packages. Month-to-month, no long-term contracts.
Can you manage my Longboat Key rental if I live out of state?+
Absolutely. Many of our Longboat Key clients are out-of-state or seasonal owners. We act as your local representative — handling guests, vendors, weather events, and anything else that comes up — and keep you informed with detailed photo reports after every visit.
How quickly can you respond to an emergency at my Longboat Key property?+
We're a local Sarasota County team, typically on-site within 30–60 minutes for emergencies during business hours, and within a few hours after-hours. For Longboat Key specifically, our team is frequently in the neighborhood — so response times are often even faster.

Ready to Set Up Service in Longboat Key?

Get a free quote for your Longboat Key property in 24 hours or less. No long-term contracts, transparent pricing, and a team of locals who know your neighborhood.