Holmes Beach · Gulf of Mexico

Ready to Trade Your To-do List for Tide Pools and Sunsets?

Step onto the powdery white sands of Anna Maria Island and discover a resort experience crafted for travelers who expect more from a beach getaway.

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Anna Maria Island Beach Resort exterior with palm trees and Gulf access

34217 Holmes Beach, FL

About Us

A Beach Resort That Actually Delivers on Its Promise

Nestled along the quiet stretch of Holmes Beach, Anna Maria Island Beach Resort sits where the Gulf Coast slows down and the real Florida emerges. We're not a corporate chain with a loyalty program — we're a locally owned resort that understands what makes a beach vacation worth remembering.

Every room is designed with the kind of thoughtful detail that comes from listening to actual guests: comfortable beds that survive the humidity, patios that catch the evening breeze, and locations just steps from water that looks like a postcard but feels better in person.

Gulf-front access

Locally managed

Prime 39th St location

Personal concierge

Accommodations

Rooms Designed for the Way You Actually Vacation

From cozy studios for couples to spacious suites for families — every room is a real upgrade from the standard beach rental.

Gulf-View Studio

A bright, efficiently designed studio with a private balcony facing the Gulf — perfect for couples who want the water without the fuss.

Queen Bed Smart TV 2 Guests

Best Value

Oceanfront Suite

Separate living area, king bed, and floor-to-ceiling windows that frame the Gulf like a moving painting. The suite that keeps guests coming back.

King Bed Living Area 2-4 Guests

Family beach house with multiple bedrooms and kitchen

Family Favorite

Beach House Suite

Two bedrooms, a full kitchen, and a lanai that doubles as a sunset watching deck. Built for families who want space, comfort, and real home comforts.

2 Bedrooms Full Kitchen 4-6 Guests

Resort Amenities

Everything You Need, Nothing You Don't

We've thoughtfully curated amenities that matter — no filler, no gimmicks, just genuine comfort and convenience.

Private Beach Access

Walk straight from the resort to pristine, uncrowded Gulf sand — no public crossings, no crowds.

Concierge Service

Local recommendations, restaurant reservations, water sports bookings — handled before you arrive.

Complimentary Parking

Spacious, secure parking right at the resort. No fees, no hunting for spots, no stress.

Daily Housekeeping

Professional cleaning every day so your space stays fresh — towels, linens, and everything in between.

Bike Rentals

Free bikes for all guests — explore the entire island at your own pace on flat, scenic paths.

High-Speed WiFi

Reliable, fast internet throughout the property — whether you're closing a deal or streaming the sunset.

24/7 Front Desk

Someone is always available — late check-ins, early requests, or questions about the best fishing spots.

Gulf Fishing Guides

Partnered local captains for deep-sea fishing charters — book directly through our front desk.

Map showing Anna Maria Island Beach Resort location in Holmes Beach, Florida

Our Location

Right in the Heart of Holmes Beach

39th Street is the golden address of Anna Maria Island — close enough to walk to restaurants, shops, and the beach, far enough from the tourist crush to feel like your own secret.

Address 105 39th St, Holmes Beach, FL 34217

Phone (941) 778-7477

Email rick@skippervacationrentals.com

Check-in / Check-out 3:00 PM – 11:00 PM | 10:00 AM