Beach house rentals near Anna Maria Island

Rated top 1% of all rentals on AMI! Heated pool!

Unbeatable location. HEATED POOL. Ultimate makeover. Everything like new! Big patio. 3 balconies. Nothing compares! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage & covered parking for 5 cars! Close to restaurants, Publix, activities! Steps to FREE TROLLEY! Beach chairs, cart, toys, towels, incl! Weber gas grill. 5 wide screen TV's! Cable, Netflix, more!!!

Walk 2 blocks to Beach + Private Pool + King Beds!

☀️Welcome to Bayberry Beach Cottage A on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away

Luxury 3BD Beachfront Retreat with Heated Pool!

Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets f

Beautiful ground level with heated pool!

Escape to this cozy cottage on Holmes Beach, just a block from the beautiful shoreline! Perfect for families or couples, this inviting retreat features a comfortable living space and a fully equipped kitchen. Step outside to your private pool, perfect for cooling off after a day at the beach. Enjoy the tropical landscaping and outdoor seating area for relaxation. With the beach so close, you can easily indulge in sunbathing, swimming, and seaside strolls. Experience the charm of island living!

AMI Bayfront Paradise, Pool, Kayaks, Bikes & Beach

Welcome to "AMI Paradise on the Bay" Your Luxury Waterfront Escape on Anna Maria Sound, a stunning 4-bedroom, 5.5-bath bayfront retreat designed for relaxation, comfort, and unforgettable memories. Perched along Sarasota Bay with spectacular, sweeping water views, this three-story home offers modern luxury and laid-back island charm. Amenities include Saltwater pool, dock, kayaks, bikes, Game Room with Arcade, Ping Pong, Foos Balls, Elevator and beach supplies. Just blocks to Beach and shops.

Gulf Front! Beach Sunsets+ Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Luxury 3 Bedroom Beach Home with Game Room!

The perfect beach home DOES exist! Perfectly positioned 2 blocks away from direct beach access, kick up your feet & relax in our cozy 3 bedroom + 2.5 bathrooms with a killer garage space turned game room! While you’re not soaking up the sun on the beach, hang out downstairs and battle it out between air hockey, foosball, giant Jenga & Connect 4 and board games such as Cards Against Humanity. You'll feel right at home in our newly renovated & professionally decorated vacation home!

High-end Beach heaven, Sleeps 10, 3 private decks

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!

Relax and unwind in this stylish 1BR beachfront Siesta Key duplex, just steps from the sparkling Gulf Coast beaches. This private getaway features colorful interiors, a cozy bedroom, open-plan living and a backyard oasis with a pool, hot tub and BBQ. Perfect for couples, families or small groups looking for sun, fun and a memorable beach escape. ☀ Private Pool ☀ Hot Tub ☀ Steps To Beach ☀ Life-Size Connect 4 ☀ BBQ Grill

The Pink House - Short Walk to the Beach

Welcome to The Pink House, a charming renovated island cottage on Anna Maria Island blending classic Florida style with modern comfort. This 4-bedroom, 4-bath home sleeps 8 and features three king suites with private baths plus a fun bunk room. Enjoy an open-concept living space, fully equipped kitchen, and unbeatable location just steps from white-sand beaches and popular local restaurants

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

NEW! Coconuts 106! Beach Front! Heat Pool!

Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.