Pet-friendly vacation rentals in Holmes Beach

Stylish Family Oasis – Walk to Beach + Game Room!

Just 3 blocks to the beach & steps to the canals! Bring the whole crew to this bright & breezy 3-bed, 3 bath beach house-with coastal cool style- complete with king beds & a stocked kitchen! Enjoy meals al fresco or sip cocktails at the cabana. Rain or shine, the game room delivers fun for all ages. Free trolley stop around the corner making island exploring a breeze. Rent bikes & enjoy an easy ride to eats & shops. With games, beach gear, and good vibes, it’s your family’s dream vacation spot!

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Crows Nest at Spinnakers Vacation Cottages

Close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love the location, the ambiance, and the high ceilings. Located in the lush tropical paradise of Spinnakers Vacation Cottages. Offers a spacious living area, with the bedroom and bathroom on the living floor with a spiral staircase leading to a loft with two twin beds. Great for couples, families and dogs (with small pet fee) Great private deck for star gazing! Spa maintains same temperature as pool

Beach Escape - Make Memories on Anna Maria Island

Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

NEW Coastal luxury, so close to beach!

Modern & comfortable 2-bedroom, 2-bathroom stay is a short couple minute walk to the white sand beach of Anna Maria Island. The fully equipped kitchen has modern appliances, and the open layout provides plenty of space to relax. Step outside onto private outdoor space to enjoy a morning coffee, sit and relax, or watch the sunset! Newly outfitted for the 2025 season, with brand-new furnishings, linens, and everything you need for a comfortable stay. Side-by-Side Units – Book One or Both!

Luxury 2BD Oceanfront Condo + Private Parking

🏡 Modern Condo with Stunning Ocean Views: - Cozy turf patio - Smart TVs & high-speed WiFi - Fully equipped kitchen for easy meals - 2 private parking spots for hassle-free stays - 2-minute walk to the beach ✨ Unique Features: - Robot vacuum keeps things tidy - Insta-worthy grass wall adds charm - 2 comfy queen beds for a restful sleep - Queen-sized inflatable extra bed 📍 Prime Location: - Next to the AMI trolley stop for island exploring - Walking distance to dining, gym & more!

Ohana Hale North 1 Bedroom

SPECIAL - Stay 7 nights and pay for 6 nights from 6/30/25 to 12/18/25!!! If you need a lesser stay, please contact us as we have other properties! Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. This one bedroom suite is idea for a couples getaway or small family vacation. Our retreat is nestled on Anna Maria Island, Florida and is a short 7 minute walk to the white sand beaches and turquoise waters.

Blanco and Sunset Villas on Anna Maria Island

Back Open Jan '25! Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen. Furnished with island décor and local art. Everything you need including a heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower for your comfort. Walk to everything – grocery, pharmacy, ice cream, breakfast, pizza, donuts, and the beach which is less than 2 minutes away.

Twin Palms: Big House Steps to Beach w/Lush Pool

Twin Palms is home to NY Times best-selling food writer and chef and her tech husband. Infant/kid/pet-friendly just 5 min. walk to the beach. Private lagoon-style *heated* saltwater/low chlorine pool amid lush landscaping with gorgeous rock waterfall. New appliances, HVAC, 60-inch Sony HDTV, Italian leather reclining sofas, BBQ, beach gear, three king bedrooms, all linens provided. Classic Florida one-level home - no stairs. Managed directly by owners, so no crazy fees.