House rentals near Anna Maria Island

Casa Cay by Duncan Real Estate

Welcome to Casa Cay! This Bay front pool home on Anna Maria Island sounds like an absolute paradise! With its prime location on the North end between the 2 piers, stunning views of the bay and the Sunshine Skyway, and direct access to a private bay beach, it offers the quintessential island experience. The layout of the house, featuring three bedrooms and three bathrooms, including two suites with ensuite bathrooms, sounds perfect for families or groups of friends looking for comfort and ...

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.

Birdsong-Steps to Bean Point Beach Heated Pool!

Welcome to Birdsong, a picture-perfect 2-bed, 2-bath home situated in Anna Maria, Florida. Recently refreshed with coastal décor, this inviting property is ideal for families or small groups seeking a relaxing getaway. With just a short 3-minute walk to the beach, Birdsong provides an excellent blend of comfort & convenience, allowing you to fully immerse yourself in the beauty of Anna Maria Island. The fenced backyard features a heated pool, outdoor dining, BBQ grill, beach chairs, & cart.

Wk of 6/29 now avail at last minute SALE rate!

What sets our brand new stunning beach home apart is its unbeatable location, HEATED POOL, stunning makeover & NEW bedrm, bathrm, lounge, & covered patio additions for even more spacious beauty! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. High-end fixtures, premium appliances, & plush furnishings create elegance. Garage, parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Perfect Hideaway- Post Storms Better Than Ever!

COMPLETELY RENOVATED AFTER THE 2024 STORMS with new drywall, electrical, plumbing, cabinets, vanities, paint, appliances & furniture. Photos are new and show the house after repairs and renovation. This home is on a quiet, dead-end street & close to everything. It’s a perfect base for you to enjoy the laid back, Old Florida lifestyle of Anna Maria Island. Sandy Palms is managed by the owners who live in FL & are always available if you need anything during your stay.

Ocean Air Oasis-New Centrally Located AMI Luxury

Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

The Peachy Beach House, steps to the gulf

Hurricane season cancellation possible. Saturday-Saturday for check-in and out for August. Two bedroom, 2 full bathroom, new heated private pool Steps from semi-private gulf beach, this 3 story on a quiet street in N. HB Well-stocked kitchen, 2 TVs, large master which is more like resort suite with new tempurpedic king bed Gulf views from bedrooms. You’ll find: crib, high chair, beach chairs, wagon, canopy, beach toys and towels!

'Walk on the Beach" heated pool North End AMI

Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. Take a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.

Luxury 3BD Beachfront Retreat with Heated Pool!

Step directly onto the sand from this luxury Gulf-front retreat in the heart of Holmes Beach. With a private heated pool, three king bedrooms—each with en suite baths—and high-end design throughout, Sandy Bottoms Beach House offers a rare combination of beachfront serenity and modern comfort. Relax on the private patio, take the trail to the beach, and enjoy a front-row seat to Florida’s most stunning sunsets.