House holiday rentals in Anna Maria

The Island-Hopper's Haven Near Anna Maria Island

Discover vintage charm & modern luxury in this cozy Palmetto cottage. Perfectly located at the heart of Florida's Gulf Coast, you can access St. Pete, Anna Maria Island, Sarasota & Fort DeSoto within 30 mins. You can explore nearby Emerson Pointe Preserve's hiking & kayak trails. You'll be minutes away from Downtown Palmetto & Bradenton's many dining & nightlife options. Boating enthusiasts will love the proximity of the Palmetto public boat ramp. Reserve now & experience Florida's Gulf Coast!

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.

Heated Pool, Elevator, Dock, Waterfront, Fire Pit

Escape to The Blue Ark, a unique 3-story home inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Discover the island's only natural lagoon, boasting stunning views, manatee and occasional dolphin sightings! Unwind by the private pool & spa, fish from the dock, or take an easy 4-5 minute walk to the beach. End the day with a drink by the fire pit on the top deck, watching the sunset. The Blue Ark has an elevator, 3 bedrooms, 8 beds and 4.5 bathrooms.

Charming Beach house amongst huge Banyon Trees

Charming bright beach house set amongst grand Banyan trees on tip of Anna Maria. 3 min's stroll over a small fishing bridge to historic Pine Ave w/ quaint eateries and shops. Huge fenced yard voted "A Tropical Paradise" Porch sits among huge banyan trees with native birds. 7 min’s walk to bay front beach or rod and reel pier for fresh meals, cocktails, fishing w/ equip & bait supplied, from there stroll along The beach to "Bean Point" voted 1 of the most beautiful beaches in the world.

2nd House from the Beach with No Roads to Cross

Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north tip of the island. The front deck is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

The Peachy Beach House, steps to the gulf

The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Sea Shack - 2bd/2ba POOL Home

Welcome to Sea Shack, an inviting ground level vacation home with a pool just steps away from the beach! Visit Pine Ave’s locally-owned boutiques and restaurants just a five-minute walk away. This rental accommodates up to 6 guest. Fully equipped kitchen has plenty of storage space for all your cooking necessities. Friends and family can gather in the living area for movie night or a bored game. have a fun-filled day in your backyard oasis, swim in the gorgeous pool.

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

Welcome to Waves 401. A bright and cheerful 1,100 square feet retreat offered by Tstays™, this home is a mere spitting distance from the infamous Anna Maria Beaches. With its ambiance being the perfect combination of old meets new, the newly remodeled Waves offers an air of relaxation and serenity, all whilst being in perfect vicinity to many different restaurants, pubs and bars. Not to mention that we have several outdoor activity supplies for all nature lovers.

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.

Beachfront Complex! Heated Pool~Pool View! Updated

Coconuts Unit 102 features a king bed, sleeper sofa, professional linen service, fully stocked kitchen, 75" smart TVs in the living room and bedroom, and a private fenced in poolside patio. Located in a Gulf-front complex with a heated shared pool, BBQ grill, beachfront/poolside loungers, coin laundry, and 1 dedicated parking space—all just steps from the beach! Perfect for a relaxing coastal getaway—just bring your sunscreen and unwind!

* Anna Maria Sunrise Escape A *

Discover the perfect beachside escape at our centrally located 2-bedroom haven on Anna Maria Island, just steps from the sand and some of the island's top amenities! 1 Block to the Beach! 2 Bed / 1 Bath 2 Kings Balcony with Patio Furniture Dining Table for 4 & 2 Counter Bar Stools Washer & Dryer on-site WIFI Elevated Beach House (Duplex) Beach Towels & Chairs Gas Grill - (shared) Parking for 2 Cars, Including 1 enclosed garage space

Minnow 2 by Duncan Real Estate

Easy Island living at Minnow 2 will want you to stay longer! This property is half of a ground level duplex. This beautiful and tastefully decorated two-bedroom, one bathroom beach cottage has wood flooring throughout. It offers 2 bedrooms with king beds each and sleeps up to four people in total. If you have more people in your party, consider renting Minnow 1 which is the other half of the duplex to accommodate a total of 6.