Holiday rentals in Holmes Beach

Steps from the beach, private pool in Holmes Beach

Visit Anna Maria Island and you will instantly fall in love with the turquoise waters and one of the most beautiful beaches in the world. Seabreeze Sands enjoys an enviable location, just a short walk to shops, restaurants, the island trolley and only steps from the sugar white sand beach. This three-story home with its crisp contemporary feel has light and airy interiors and enjoys ocean views. The home sleeps 6 but is not suitable for children 2 years and under. PRIVATE POOL - NOT SHARED

Carissa A | Beachside Retreat | Golf Cart | Pool

Carissa Loft A🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!

Stunning beach house with heated pool and hot tub!

Welcome to The Colony, a stunning vacation rental on Anna Maria Island, designed to capture the essence of Palm Beach living. This spacious 4-bedroom, 4.5-bathroom house features elegant decor and modern amenities. Step outside to discover a beautiful backyard oasis, complete with a large pool, hot tub, and a well-appointed patio that invites relaxation. Just a 5 minute walk to the pristine beaches of AMI, The Colony is perfectly situated in charming Holmes Beach for an unforgettable getaway.

Canalfront Home with Boat Dock! - A Pirate's Dream

A Pirate’s Dream by AMI Locals Welcome to A Pirate’s Dream by AMI Locals, a grand waterfront retreat that perfectly blends coastal elegance with island adventure on beautiful Anna Maria Island. This four bedroom, three and a half bath vacation home plus loft is designed for families and groups seeking both relaxation and excitement. Located just a five-minute walk from the beach, this Mediterranean inspired home features a private dock, a heated pool, and spectacular bay and canal views,

AMI Ohana Beach Resort A with fabulous salt pool!

The location with Heated Pool is perfectly situated on the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

NEW! w/ Pool - The Pearl Unit 2 on AMI

The Pearl (Unit 2) is a newly renovated oasis in the heart of Holmes Beach on Anna Maria Island. Just a 3–5 minute walk to the beach, this sunny AMI duplex home has everything — sparkling saltwater pool, fresh interiors, no stairs, beach gear, and parrots that may say hi on your morning walk! Centrally located and steps away from the AMI trolley to whisk you around the island! Relax, explore, and live your best island life. *pool is shared with one other unit in the duplex home*

Family Beach Retreat | Epic Game Room + Cabana Bar

Just 3 blocks from the beach and steps to the canals, this bright and breezy 3-bed, 3-bath coastal retreat is designed for easy, family-friendly living. Inside, you’ll find king beds, a fully stocked kitchen, and laid-back coastal style throughout. Outside, enjoy al fresco meals or sunset cocktails at the cabana bar, while the game room keeps the fun going rain or shine. With games, beach gear, and good vibes, Sunburst Cottage is the perfect setting for your next island escape.

Luxury Beach Home•Steps to Beach•Essentials

Welcome to 203 By the Sea your beach getaway on Anna Maria Island. Step into a bright home with vaulted ceilings & luxury coastal charm. Relax in the outdoor living room, sip coffee on the deck, or stroll a block to the beach. After a day of sun-kissed skin and sandy toes, use the outdoor shower to cool off and then wind down with a game or movie. With a stocked kitchen, beverage center and beach essentials, you have everything you need to relax & make unforgettable memories.

NEW! Steps to Beach, Hot Tub, Pool, Kid Friendly

6-minute stroll to the private beach, heated pool, bubbling spa & ping-pong fun—perfect for families seeking sunshine! 3 bedrooms - 2 kings, 2 fulls +1 trundle twin (sleeps 6) Chef-ready kitchen + outdoor grill Beach chairs, beach umbrellas, + beach wagons Pack ’n play, stroller + high chair included Explore nearby cafés, boutiques and coastal bike paths, then unwind under the stars by the pool. Ready for a worry-free getaway? Click “Reserve” before your dates disappear!

Pergola Oasis | Walk to Beach + Outdoor Living

Welcome to Salty Palm, a newly remodeled coastal retreat in the heart of Holmes Beach. Just a short walk to the white sandy beaches of Anna Maria Island, this home features a private covered pergola with outdoor lounge seating and dining, creating the perfect space to relax day or night. Steps from shops and eateries, with nearby bike and golf cart rentals, plus access to community amenities including a boat ramp, kayak launch, fishing dock, and tennis & pickleball courts.

Heliconia House by Duncan Real Estate

Welcome to Heliconia House! This remodeled and furnished two bedroom and two bathroom duplex has its own private heated pool in the heart of Holmes Beach. Bring your furry family member too! Guests will enjoy a well-equipped kitchen perfect for preparing a gourmet meal or cook outdoors on the gas grill. The living area is spacious, with plenty of seating for family and friends to take in a movie on the flat panel HDTV. There is a breakfast island with seating for 4.