Beach house holiday rentals in Holmes Beach

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!!!

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

True beach front home - 3 beds/2 bath, heated pool

This lovely 3 bedroom 2 bathroom home is situated on one of the most beautiful beaches imaginable; nestled among the sea oats leading out onto the white sand beaches and crystal clear waters this area is so famous for. As you cross the bridges and gaze at the glittering turquoise water fringed by swaying palms you will quickly realize that you have stepped back into old Florida – a slice of paradise that transports you back to a time when the pace of life was slower, gentler and more carefree.

Beautiful ground level home with heated pool!

Discover your perfect getaway at this charming vacation rental in Holmes Beach, Florida. Nestled just a short walk from the pristine sandy shores, this bright and airy home features a spacious open floor plan ideal for family gatherings. Enjoy the sun in your private pool or relax on the patio surrounded by lush landscaping. The fully equipped kitchen makes meal prep a breeze, while nearby restaurants and shops offer local flavor. Experience the ultimate beach retreat in this coastal paradise!

New Waterfront Stay • Sauna, Pool & Gym

Escape to a luxury waterfront haven on Anna Maria Island. This elegant retreat blends modern luxury with coastal charm, featuring a canal view with a private boat slip, a heated pool, hot tub, sauna, Gym and private mini-golf. This 4BR/4BA offers two primary bedrooms with ensuite bathrooms. Cook in the fully equipped kitchen or dine al fresco in the outdoor dining area. Just moments from beaches, shops, and dining, this pet-friendly oasis invites pure relaxation and unforgettable memories.

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 & un wind 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 & a backyard oasis with a private pool, hot tub & BBQ. Perfect for families, couples, or small groups seeking sun, fun & unforgettable memories. Book now for your dream beach escape! <b>☀ Private Pool ☀ Hot Tub</b> ☀ Steps To Beach ☀ Life-Size Connect 4 ☀ BBQ Gril

Newly Reno Cozy 1BR w/ Pool - Walk to Gated Beach

Newly renovated gated beach access apartment with a pool. This is a one bedroom and one bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated beach access way that only residents on this street have access too. The house was completely redone and has all new furniture, sheets, pillows, towels, etc. The pool area was just upgraded with new pool/deck furniture.

Siesta Beach home w/ private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub

Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, and top-notch amenities, this is the perfect escape for families, friends, and couples seeking a memorable AMI getaway.

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