Your Gateway to Unforgettable StaysWhere we host
At Pierhead Vacations, we believe every getaway should be more than just a trip—it should be an experience to remember. Our diverse portfolio of vacation rental properties spans some of the most exciting destinations in the U.S., offering comfort, convenience, and style for every type of traveler.
1.
Florida
A wide range of properties in some of the Sunshine State’s most sought-after markets:
Daytona Beach – Classic coastal charm and vibrant beachfront living.
Orlando – Family-friendly homes near world-renowned theme parks and attractions.
Fort Myers Beach – Relaxed island vibes and Gulf-front serenity.
Cape Coral – Waterfront living with access to boating, beaches, and endless sunshine.
Rotonda West – Quiet mornings, tee times nearby, and sunsets on the lanai.
New Smyrna Beach - New Smyrna Beach is a laid-back surf town where miles of uncrowded beaches, charming local shops, and great dining create the perfect mix of relaxation and adventure. It’s Florida’s best-kept secret—authentic, scenic, and effortlessly cool.
Daytona Beach
Orlando
Fort Myers Beach
Cape Coral
Rotonda West
New Smyrna Beach
2.
Chicago, Illinois
Modern city escapes with world-class dining, culture, and entertainment at your doorstep.
Wicker Park
featured Home
Welcome to The Pelican Tidehouse. This spacious, stylish retreat offers nearly 3,000 sq ft and is just a 2-minute walk to the beach and a short stroll to lively Flagler Ave. With 5 bedrooms, 3 bathrooms, and two living areas, it’s ideal for families, couples, or groups wanting comfort, fun, and plenty of room to relax.
The pelican tidehouse
Pelican Tidehouse offers resort-style amenities to elevate your stay, including: A heated pool – with FREE pool heat and a relaxing hot tub, all within a fully screened enclosure. There is also a basketball hoop and a fountain which shoots continuously into the pool!
We pride ourselves on delivering the highest quality vacation experiences for our guests. From beautifully maintained properties to thoughtful touches that make you feel at home, we go above and beyond to ensure your stay is seamless and stress-free. Whether you’re planning a family vacation, a couples’ retreat, or a solo escape, our homes are designed to provide the perfect balance of comfort and adventure.
Why Stay With Pierhead Vacations?
Aaron May is Resort & Second-Home Property Specialist Certified with the National Association of Realtors!
RSPS Certification
We are very happy with Aaron and his team! He helped us every step of the way from searching for the perfect locations with excellent potential, to closing the deal alongside local experts and beyond! We now have completed several rounds of real estate deals with his assistance and have been satisfied every time!
- Rachel Ralya, Repeat Client
Book Your Next Vacation
Discover the difference of staying with Pierhead Vacations—where every detail is crafted with care, and every stay is designed to be memorable.