Pets Stay Free, Heated Pool, 1.5 blk from Beach

Illuminated swimming pool at dusk surrounded by palm trees, lounge chairs, and a blue shade sail.A covered ground-floor patio beneath an elevated deck featuring light blue flooring, white rocking chairs, and bright turquoise exterior doors.Two-story light yellow building with turquoise French doors, upper balcony, and a ground-floor covered patio with rocking chairs.Nighttime view of a fenced backyard with an illuminated swimming pool, sun shade sails, outdoor dining set, and lounge chairs.Fenced backyard at dusk featuring an illuminated swimming pool, blue shade sails, and outdoor patio seating.Aerial view of an outdoor swimming pool flanked by blue sun shade sails, lounge chairs, and palm trees.Outdoor patio with dining table and chairs under a blue sun sail next to a swimming pool surrounded by palm trees.Outdoor swimming pool surrounded by a concrete patio with shade sails, patio dining furniture, and palm trees.A covered outdoor wooden porch with white rocking chairs and aqua-trimmed double doors with blinds.A covered outdoor porch with pale yellow siding, turquoise doors, and several white rocking chairs lining the wooden deck.Dining area with a wooden table, black spindle-back chairs, and tiled floors, extending into an adjoining living room.Aerial view of a two-story yellow house with a metal roof, exterior stairs, upper deck, and palm trees surrounded by a gravel yard.Dining area with a wooden table and cushioned chairs, tile flooring, and a view into the adjoining living room.Dining area with a wooden table and black chairs leading into a kitchen with white cabinetry and stainless steel appliances.Kitchen counter and white cabinetry looking into an adjacent dining area with a table and chairs.Close-up view of kitchen area featuring white shaker cabinets, stainless steel microwave, stove, dishwasher, and corner sink.Living room featuring tile flooring, a blue sofa, a gray loveseat, a patterned armchair, a coffee table, and a wall-mounted TV.Living room with blue sofa, patterned armchair, tile flooring, and ceiling fan.Open living area with tiled floors, a grey sectional sofa, blue armchair, dining set, and an open kitchen.Open living area with tiled floors, a large flat-screen TV on a media console, and a dining table with chairs in the background.Bedroom featuring a carved wooden bed frame with blue bedding, tiled floor, ceiling fan, and wooden wardrobe.Bedroom with wooden bed frame, wood-look flooring, ceiling fan, and two windows.Bedroom with wooden bed frame, ceiling fan, television on a dresser, and an open doorway showing an en-suite bathroom.Elevated view of a two-story light yellow vacation home with a white metal roof, upper deck, and gravel yard surrounded by palm trees.Aerial view of a coastal neighborhood with stilt homes, lush palm trees, and the ocean visible on the horizon.Aerial view of a coastal neighborhood with a red arrow pointing to a residential property located a few blocks from the beach.Aerial view of a coastal neighborhood with a red arrow pointing to a residential property near the beach.Exterior view of a two-story yellow house with covered porches, white railings, and tropical landscaping under a blue sky.A covered ground-level patio with yellow siding, bright turquoise French doors, and several white rocking chairs.Living room with tiled floors, a blue sofa, an armchair, a wall-mounted TV, and double glass doors leading outside.Living room with blue and grey sofas, tiled flooring, coffee table, ceiling fan, and wall-mounted television.Living room with tiled flooring, a blue sofa, gray loveseat, patterned armchair, coffee table, and wall-mounted TV.Living room featuring a blue sofa, gray loveseat, patterned armchair, tile flooring, and a ceiling fan.Open-concept living room with tile flooring, patterned armchairs, sofas, a coffee table, and a view into the kitchen and dining area.Living room with blue sofa, patterned armchairs, coffee table, tile flooring, and wall-mounted television.Bedroom with tiled floors, two twin beds, a small nightstand with a lamp, two windows with blinds, and a television on a dresser.Bedroom with two twin beds made with dark patterned quilts, terracotta tile flooring, a ceiling fan, and a nightstand between the beds.Dining area with a wood-top table, six dark slat-back chairs, tiled flooring, and a ceiling fan.Dining area with a wood-top table and black chairs leading into an open kitchen with white cabinets and stainless steel appliances.Kitchen with white cabinetry, stainless steel appliances, tiled floors, and a small white island cart.Kitchen with white cabinetry, stainless steel appliances, a mobile kitchen cart, and an adjacent laundry area with a washer and dryer.Kitchen corner with white cabinets, stainless steel appliances, and tiled flooring.Bathroom featuring a white vanity, a toilet with an over-the-toilet metal shelf, and a blue and white patterned shower curtain.Open-concept dining and living room with tile flooring, a dark wood dining table with chairs, and a blue sofa set in the background.Bedroom with tile flooring, a bed with a dark wood frame, a ceiling fan, a dresser with a TV, and a window with closed blinds.Bedroom featuring a carved wooden and wicker bed, tiled floor, ceiling fan, and wooden dresser.Bedroom featuring a wooden and wicker bed, white tile floor, ceiling fan, and sliding closet doors.Bedroom featuring a striped bedspread, ceiling fan, wooden dresser with television, closet doors, and an open doorway to an en-suite bathroom.Bathroom vanity with a white countertop, mirror, light fixture, and adjacent toilet with pink towels hung nearby.Outdoor swimming pool surrounded by a concrete patio with lounge chairs, tables, and blue shade sails overhead.Outdoor swimming pool surrounded by a patio, lounge chairs, shade sails, and tropical palm trees.Curved outdoor swimming pool in a fenced backyard with blue shade sails, patio furniture, and palm trees beside a light yellow house.Outdoor swimming pool surrounded by a patio, gravel yard, palm trees, and a blue shade sail.Outdoor patio with lounge chairs, a dining set under a blue shade sail, and the edge of a pool framed by tropical foliage.Outdoor swimming pool area with concrete deck, blue shade sails, lounge chairs, and patio table with chairs.Outdoor swimming pool area with blue shade sails, patio table and chairs, and a white privacy fence.Outdoor swimming pool surrounded by a concrete patio, palm trees, blue sun shade sails, and patio seating.Outdoor swimming pool surrounded by a patio, lounge chairs, palm trees, a white fence, and blue shade sails overhead.Outdoor sand-covered patio with a black barbecue grill, lounge chairs, and palm trees surrounded by a white fence.Aerial view showing the neighborhood route from the house to the nearby sandy beach and ocean.A sandy beach shoreline at sunset with gentle ocean waves and a colorful sky of orange, pink, and blue clouds.Low tide sand flats on a wide beach facing a golden sunset over the ocean.A woman and child in a white golf cart parked near turquoise water beneath a palm tree.A light blue golf cart loaded with beach chairs, umbrellas, towels, and a cooler parked near a paved path to the beach.Sunset over the ocean viewed from a sandy beach framed by large tree trunks on the left.Two pugs, one black and one fawn, sitting on a patterned rug over a tile floor near a couch and coffee table.A business card for Capt. Mac Gregory with a phone number and an illustration of a tarpon fish resting on a dark countertop.A person sitting cross-legged on a sandy beach during sunset over the ocean.A public trolley bus labeled Free Trolley parked on an asphalt street with palm trees and a blue sky in the background.Assorted cleaning and household supplies arranged on a speckled countertop.
1 / 70

House in Holmes Beach, Florida

12 guests • 6 bedrooms • 8 beds • 4 full baths
5.00
• 1 reviews
6BR/4BA Duplex Retreat | 1.5 Blocks to Beach | Private Pool | Sleeps 12 Home Sweet Holmes sits just 1.5 blocks from the beaches of Anna Maria Island, in the heart of Holmes Beach. This spacious duplex retreat combines two fully equipped units — six bedrooms, four bathrooms, two full kitchens — into one exclusive getaway with no shared spaces. Pet-friendly, with a private heated pool exclusively for your group. Prime location - 1.5 blocks from the beach - In the heart of Holmes Beach, Anna Maria Island - Walking distance to boutiques, seafood restaurants, and live music - Near swimming, biking, and kayaking Top amenities - 6 bedrooms, 4 bathrooms, 2 full kitchens - Private pool (heated seasonally November 15-April 15) - Shaded front porch - Multiple living areas - BBQ grill - Pet-friendly The space Designed as one exclusive getaway, Home Sweet Holmes combines two fully equipped units — Holmes Hideaway and Holmes Getaway — into a single expansive retreat with no interior access between them, giving your group full privacy while sharing the property together. Bright coastal interiors fill each space with natural light and relaxed island charm, with open-concept layouts perfect for gathering and fully stocked kitchens for preparing meals or entertaining. Outdoor living The pool is exclusively yours — heated during cooler months and chilled during summer for year-round enjoyment. Lounge beneath the palms, enjoy outdoor dining with family and friends, or fire up the BBQ grill for a laid-back island cookout. Things to know - Property consists of two separate duplex units (Holmes Hideaway and Holmes Getaway) with no interior access between them - Private pool is heated seasonally, November 15 through April 15 - Pet-friendly From the Hermansen Family "After more than 30 years of hosting over 10,000 guests, it's an honor that you are considering our vacation home. We continue our commitment to the understanding of a beach community and its treasures. We strive to provide top level amenities, comfortability, and service second to none. Our newest relationship with a premier company, Fairly, has only made us stronger. Our commitment to excellence is the key to your enjoyment!"
What this place offers
  • Beach access
  • Bathtub
  • Shower
  • Hair dryer
  • Outdoor shower
  • TV
  • Air conditioning
  • Heating
  • Wifi
  • Baking sheet
Where you'll sleep
Bedroom 1
1 king
Bedroom 2
1 queen
Bedroom 3
2 twins
Bedroom 4
1 king
Bedroom 5
1 queen
Bedroom 6
2 twins
Holmes Beach, FL, USA
About the neighborhood
The Gentle Rhythm of Anna Maria Island... The first light of morning arrives quietly on Anna Maria Island. Before the shops open and before the beach umbrellas dot the shoreline, the Gulf stretches toward the horizon like polished glass, reflecting shades of gold and pale blue. Pelicans skim the water's surface while fishermen cast their lines from weathered piers, hopeful for the day's first catch. At the heart of the island lies Holmes Beach, a community that seems to move at its own pace. Here, the rush of modern life feels distant. Palm trees sway above quiet streets, bicycles outnumber hurried footsteps, and neighbors greet one another with easy smiles. The town embraces a simplicity that visitors often discover they have been missing. As the day unfolds, white-sand beaches become gathering places for families, couples, and solitary walkers. The sand is soft beneath bare feet, and the warm Gulf waters invite swimmers year-round. Children search for seashells along the shoreline while dolphins occasionally appear offshore, rising and disappearing among the waves. The island's charm is not found in towering resorts or crowded attractions. Instead, it lives in small moments: the smell of fresh seafood drifting from waterfront restaurants, the sight of colorful cottages tucked beneath sea grape trees, and the sound of live music floating through the evening air. Local businesses preserve a sense of old Florida, where hospitality feels genuine and every sunset is treated as a special event. As afternoon gives way to evening, the western sky becomes a canvas of orange, pink, and violet. Residents and visitors alike gather along the beach, drawn by a daily spectacle that never seems repetitive. Conversations soften as the sun sinks toward the Gulf, and for a few moments everyone shares the same view. When darkness settles over Holmes Beach and the rest of Anna Maria Island, the atmosphere remains peaceful. Waves continue their steady rhythm against the shore, and the stars emerge above the water. The island does not demand attention; it earns affection through its quiet beauty, its unhurried character, and its enduring connection to the sea. For many who visit, Anna Maria Island is more than a destination. It becomes a reminder that life can still be measured by tides, sunsets, and simple pleasures. In Holmes Beach, surrounded by the natural beauty of Florida's Gulf Coast, time seems to slow just enough for people to appreciate what matters most.
Read more
Getting around
Getting Around Holmes Beach, Florida... One of the most appealing aspects of Holmes Beach is how easy it is to leave the car behind. Located in the center of Anna Maria Island, the city was designed long before heavy traffic became a defining feature of many Florida beach communities. As a result, visitors often discover that walking, biking, and riding local transportation can be more enjoyable than driving. The island's relatively narrow shape makes many destinations surprisingly close. A morning stroll can take you from a beachfront rental to a café, a local market, or a fishing pier within minutes. Sidewalks and pedestrian crossings throughout Holmes Beach make walking a practical option for both residents and visitors. Bicycles are especially popular. Riders can travel along quiet residential streets lined with palms and tropical landscaping while enjoying Gulf breezes and scenic views. Bike rentals are readily available, and cycling allows visitors to explore the island at a relaxed pace while avoiding parking concerns during busy seasons. Golf Cart Rentals are abundant and a great alternative for navigating the traffic. For longer trips, the free island trolley provides a convenient way to travel between Holmes Beach, Anna Maria, and Bradenton Beach. The trolley runs regularly throughout the day, stopping near beaches, shopping areas, restaurants, and popular attractions. Many visitors use it as their primary mode of transportation, hopping on and off as they explore different parts of the island. Golf carts have also become a common sight. Many vacationers rent street-legal golf carts for short trips to the beach, local shops, or restaurants. Their open-air design fits naturally with the island's casual atmosphere and allows passengers to enjoy the sunshine and sea air while traveling. Driving remains an option, particularly for visitors arriving from the mainland via the Manatee Avenue bridge. However, parking near popular beach access points can become limited during weekends, holidays, and peak tourist seasons. Because of this, many travelers choose to park once and rely on walking, biking, or the trolley for the remainder of their stay. Whether traveling on foot, by bicycle, trolley, golf cart, or car, getting around Holmes Beach reflects the character of the island itself: unhurried, accessible, and closely connected to the natural beauty of Florida's Gulf Coast. The journey from one destination to another often becomes part of the experience, offering opportunities to enjoy ocean views, tropical scenery, and the laid-back rhythm that makes Anna Maria Island unique.
Read more
House rules
  • Check-in after 4:00 PM
  • Check-out before 10:00 AM
  • 12 guests maximum
Safety & property
  • Fire extinguisher
  • First aid kit
  • Smoke alarm installed
Cancellation policy
Add your trip dates to get the cancellation details for your stay.

This property is managed through Fairly. It is also available on sites like Airbnb and Vrbo, but the lowest price is always at Fairly.com. Avoid service fees by booking direct.