Captiva Island & Vilano Beach Luxury Rentals

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Our Homes

Two Coasts. Two Homes. One Florida.

Choose your Florida — the sugar-white sand and turquoise Gulf of Captiva, or the quieter Atlantic at Vilano Beach. Both homes are owner-hosted, professionally cleaned between every guest, and bookable direct without platform fees.

Happy Daze Captiva Island vacation rental

Happy Daze

Captiva Island, Florida

A recently refreshed 5-bedroom retreat in the heart of Captiva Village. Steps to the beach, with a private heated pool and spa (heating additional), full outdoor kitchen, ten TVs, pool table, ping pong, and wheelchair-accessible throughout.

5
Bedrooms
5.5
Bathrooms
12
Sleeps
Steps
to Beach
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Daze Off Vilano Beach vacation home

Daze Off

Vilano Beach · St. Augustine, Florida

A peaceful Vilano Beach home with deeded ocean access two minutes from the door. Heated pool and spa (heating additional), 5 beds (Q/Q/Q/Q/F) sleeping 10, 2.5 baths plus separate outdoor shower, and ten minutes from historic St. Augustine.

3
Bedrooms
2.5
+Outdoor
10
Sleeps
2 min
to Sand
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Our Story

Family-owned. Locally cared for. Booked direct.

Cruzan Holidays began with a simple promise — to share the two pieces of Florida coastline our family has loved for years. Captiva Island, with its sugar-white sand and shell-strewn shores. Vilano Beach, where the Atlantic meets a quieter side of historic St. Augustine.

Both homes are designed for the way you actually vacation: long mornings on the porch, long swims in the pool, longer dinners under the stars. No call centers. No high platform fees. Just a real owner on the other end of the line.

— The Cruzan Family
Beach path with palm trees leading to the Florida ocean
2
Coastlines
2
Heated Pools
0%
Platform Fees
★★★★★
Owner-Hosted
Why Book Direct

Better Rates. Better Support. Better Stay.

Booking through Airbnb or VRBO costs you 14–20% in platform fees on every reservation. Book here and that money stays in your pocket — or in better wine for the porch.

$

No Platform Fees

Skip the 14–20% Airbnb and VRBO service fees. Best-rate guarantee — same home, same dates, lower total.

Real Owner On the Line

Question at 9pm? Need an early check-in? You're texting an actual human, not a support queue in another time zone.

Verified & Insured

Licensed Florida vacation rentals, fully insured, professionally cleaned to commercial standards between every guest.

The Coastlines

Two Floridas, two completely different vacations.

Captiva is sunsets, shells, and the slow-motion Gulf. Vilano is sunrises, surfcasts, and 450 years of history a few miles down the road.

Captiva Island Gulf coast
Gulf Coast · Lee County

Captiva Island

Twelve miles of unspoiled island hugging the Gulf. World-famous shelling, dolphin pods at sunset, and Andy Rosse Lane's tiny perfect dinners.

Vilano Beach Atlantic coast at sunset
Atlantic Coast · St. Johns County

Vilano Beach

The locals' beach just over the bridge from St. Augustine. Quieter sands, the iconic Vilano Pier, and the oldest city in America five minutes south.

Ready When You Are

Your Florida begins on the porch.

Both homes book quickly through peak season. Lock your dates today, pay nothing extra, and we'll handle the rest.

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Guest Reviews

"Better than the photos." (And we love the photos.)

Verified guest reviews aggregated from Airbnb and VRBO bookings.

Airbnb · Verified
★★★★★

"The home was even more beautiful than the photos. Pool was hot, the beach was a two-minute walk, and the owner texted us back instantly when we needed a recommendation. Best family trip we've ever taken."

Jennifer M.Daze Off · Vilano Beach · 7 nights
VRBO · Verified
★★★★★

"Captiva is magic and Happy Daze is the cherry on top. Five bedrooms easily fit our extended family, the outdoor kitchen got nightly use, and the kids never left the pool. We're already booked for next year."

The Hendrickson FamilyHappy Daze · Captiva · 10 nights
Direct Booking
★★★★★

"Booked directly through the website and saved enough on platform fees to upgrade our dinner reservations all week. Communication was perfect and the house was spotless. Will be back."

Marcus & Robin T.Happy Daze · Captiva · 5 nights
Common Questions

Things travelers usually ask.

Is it really cheaper to book direct than through Airbnb or VRBO?+
Yes — and noticeably so. Airbnb adds a guest service fee of roughly 14% and VRBO around 12–15%. Booking directly here gets you the same home at the same nightly rate without those platform fees, and we offer a best-rate guarantee.
How does check-in work?+
Both homes use smart locks with unique codes generated for your stay. You'll receive arrival instructions and the owner's direct number 48 hours before check-in.
Are pets allowed?+
We love animals, but neither home is currently pet-friendly. We're happy to recommend nearby boarding facilities for both Captiva (Sanibel) and Vilano Beach (St. Augustine).
Licensed FL Rentals
Fully Insured
Best-Rate Guarantee
SSL Secure Booking
Owner-Hosted
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