Pet-friendly home rentals near Anna Maria Island

Sea 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.

CabAnna Maria Beach Block 4 Bedroom 4.5 Bath

CabAnna Maria is a newly renovated 4 bedroom, 4.5 bath house, that sleeps 8 (max) comfortably, a quick 450 ft to the pristine sands of AMI beach. 3 king bedrooms w/ en-suite baths and large TVs. 4th bedroom has a twin over full bunk. Common bath has a tub. Open spacious living room w/large comfy couch and a 75" TV. 1/2 bath on pool level, cabana with TV, sink & fridge. Beach chairs, umbrellas, bikes, SUP, kayak & more. Linens, beach towels and toiletries provided. Managed by Doreste Properties

༄ Sunset Shore on Anna Maria Island ༄

Welcome to the perfect Anna Maria Island home on prestigious North Shore Drive. Overlooking a canal lake, Sunset Shore offers a serene escape just 2 blocks from the Gulf's legendary white sand beaches and steps away from Pine Ave's vibrant shops and restaurants. Explore the island easily with the nearby free AMI trolley, connecting you to the City Pier, all the way south on the island to Coquina Beach, and all attractions in between. It's a perfect blend of coastal relaxation and convenience!

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!

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Blanco at 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.

MARYS PLACE Walk to the Beach, Brand New Pool

Indulge in the ultimate beach escape to Mary's Place located on Los Cedros, a *premier location* just north of Pine Avenue in the city of Anna Maria. Mary's Place is a very short walk to the gorgeous, white sandy beaches of Anna Maria Island. This *ultimate beach house* has been fully renovated after hurricanes Helene and Milton. Enjoy *single-story beach house living* with *seamless flow* between the house and private pool/spano steps to climb! Amenities include:

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.