Southwest Florida Vacation Rentals
Every property in the Exclusive Gulf Escapes portfolio is hand-selected, personally managed, and held to a standard that goes beyond what the big platforms deliver.
We don’t list hundreds of properties — we curate a boutique collection of Gulf Coast vacation rentals in Bonita Springs and Southwest Florida, each chosen for its location, quality, and ability to deliver a five-star guest experience from the moment you arrive.
Whether you’re looking for a beachfront penthouse with sweeping Gulf views, a waterfront condo steps from the sand, or a luxury retreat near Naples or Fort Myers Beach — every property we manage is professionally prepared, thoughtfully stocked, and backed by a local team that answers when you call. No call centers. No surprises. Just an exceptional Gulf Coast stay managed by people who know this area and care about your experience.
Want to know how to earn more from your Southwest Florida property? Read our complete income guide →
Our Southwest Florida Vacation Rental Inventory
If you or someone you know has interest in booking a vacation rental property in SWFL, browse some of our inventory below!
Planning a stay? Check our Guest FAQ for answers on check-in, cancellation, pets, parking, and more before you book.
Naples Vacation Rentals
St. Kitts at Pelican Bay
Pelican Bay, Naples
2 Bedrooms + 2 Dens
Gulf-front residence in a resort-style Pelican Bay tower with panoramic, unobstructed Gulf views.
The Vanderbilt Estate
Naples Park, Naples
4 Bedrooms / 3.5 Bathrooms · Sleeps 8
Private four-bedroom home with a private screened pool near Vanderbilt Beach.
Bonita Springs Vacation Rentals
The Gulf Crest Penthouse
Bonita Beach Club, Bonita Springs
2 Bedrooms / 2 Bathrooms · Sleeps 4
Top-floor penthouse with Gulf and Estero Bay views and two private outdoor spaces.
The Gulf Pearl
Bonita Beach Club, Bonita Springs
2 Bedrooms / 2 Bathrooms · Sleeps 6
Updated fourth-floor residence with Gulf views from the front balcony and bay views from the back.
Bonita Beach Club Gulf Bay Views
Bonita Beach Club Unit 246, Bonita Springs
2 Bedrooms / 2 Bathrooms
Second-floor residence with Gulf and bay views from two private balconies and a screened front patio.
Bonita Beach Club Covered Parking
Bonita Beach Club Unit 244, Bonita Springs
2 Bedrooms / 2 Bathrooms
Second-floor residence with Gulf and bay balcony views, a screened front patio and assigned covered parking.
Seascape Endless Blue
Seascape, Bonita Springs
2 Bedrooms / 2 Bathrooms · Sleeps 4
Gulf-front condo with two indoor patios, beach access and a beachfront pool. 28-night minimum, no pets, no smoking.
Your Southwest Florida Vacation Rental Management Experts
Every property featured here is an example of what exceptional short-term rental management looks like in practice. If you own a condo or home in Bonita Springs, Bonita Beach, Naples, Fort Myers Beach or anywhere along the Southwest Florida Gulf Coast — and you’re not seeing results like this — Joleigh & Steve would love to talk.
See how Bonita Springs compares to Naples and Fort Myers Beach in our full income breakdown → Southwest Florida Vacation Income
Find Out What Your Gulf Coast Property Could Earn
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