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Before you book, give us the opportunity to work for you. Our Villa Specialists can contact this home’s management team or owner and try to obtain the best available rate for your dates.
Property number 7796
Live agent direct line. Call for best pricing and ask about daily discounts.
Rates can change with dates, length of stay, guest count, season, demand, promotions, fees, and management flexibility. A Villa Specialist will confirm the current total and any applicable mandatory fees and taxes.
Your inquiry has been received
This is a request, not a reservation. A Villa Specialist will reconfirm availability and pricing for your dates and answer your questions about this property, the area, and your stay.
Rates and availability are confirmed for your dates. No particular rate or savings is guaranteed.
Entire home in Anna Maria Island & Holmes Beach
Privately owned, professionally managed
About this home
Anna Maria Island beachfront cottage rental and Holmes Beach gulf front vacation home are the perfect way to describe this rare Old Florida treasure, beautifully restored and sitting directly on the sands of the Gulf of Mexico. Offering three bedrooms and two-and-a-half bathrooms, this cottage combines timeless island charm with modern updates. Guests enjoy an unbeatable beachfront setting, where dolphins can be seen playing in the surf and vibrant sunsets paint the horizon each evening. A newly renovated kitchen, private Gulf-front deck, vaulted ceilings, and open living spaces make this property an inviting retreat for families and couples alike. With a King master suite overlooking the Gulf, a Twin guest room, and an open loft with a Queen bed and water views, this Holmes Beach gulf front vacation home offers both comfort and character for a truly memorable island stay.
Step into the heart of island living where Old Florida charm blends seamlessly with thoughtful modern upgrades. The cottage has been lovingly restored following recent storms, preserving its character while adding fresh updates that ensure comfort and convenience. The result is a welcoming coastal home that retains the warmth of its original design while meeting today’s standards of luxury.
The living area features vaulted ceilings, original cottage details, and cozy furnishings that create an inviting atmosphere. Large windows frame panoramic Gulf views, allowing natural light to fill the space. A flat-screen Smart TV provides entertainment, though most guests find themselves captivated by the ever-changing colors of the sky and water just outside.
The fully updated kitchen offers all the amenities needed to prepare meals with ease. From fresh seafood dinners to casual beachside breakfasts, the granite countertops, modern appliances, and cooking island make dining in a pleasure. Just steps away, the dining area allows for family-style meals or intimate gatherings with a view.
Sleeping arrangements are perfectly suited for families or groups of up to six guests. The master suite includes a plush King bed, an en suite bathroom, and sweeping Gulf views. A second bedroom with two Twin beds is ideal for children or additional guests. The loft bedroom offers a Queen bed, open layout, and water views, providing a cozy yet unique sleeping space.
Outdoor living is a highlight of this Anna Maria Island beachfront cottage rental. A private Gulf-front deck serves as the ideal spot for morning coffee, evening cocktails, or simply basking in the Florida sunshine. Chaise lounges and an outdoor dining set make it easy to spend entire days enjoying the beach without ever leaving home.
Convenience is built into the design of this coastal retreat. Guests will find an outdoor shower perfect for rinsing off after the beach, garage parking for up to three cars, and thoughtful amenities like beach chairs, umbrellas, and towels provided for carefree days in the sand.
The property’s prime location puts everything within easy reach. Walk to nearby grocery stores, pharmacies, and island boutiques for essentials or leisurely shopping. Dining options abound, with local seafood restaurants, casual eateries, and cocktail spots all within a short stroll.
Exploring Anna Maria Island is effortless thanks to the free island trolley, just steps away. Guests can ride the trolley to discover charming shops, art galleries, and attractions throughout Holmes Beach, Bradenton Beach, and Anna Maria Village. Biking and boating rentals are also nearby for those eager to get out on the water.
This Holmes Beach gulf front vacation home embodies the true spirit of Anna Maria Island—laid-back, charming, and filled with natural beauty. Whether you’re here to reconnect with family, enjoy watersports, or simply unwind by the shore, this cottage offers an authentic island experience that high-rise condos simply can’t match.
Emerald Kite has been welcoming visitors to Anna Maria Island and Holmes Beach for over 20 years. We provide one-on-one assistance through our phone line, where you can discuss this property or explore alternate beachfront rentals available during your preferred dates. Every guest is treated as a VIP and receives complimentary concierge services before and during their stay, ensuring a seamless and unforgettable Gulf Coast vacation.
What this place offers
21 features listed by the management company.
Inside
Outside
House rules
Where you’ll sleep
Where you’ll be
Holmes Beach, FL · filed as a beachfront property. The exact address is confirmed with your agent when you book.
Emerald Kite’s Assessment
Our independent expert assessment of this property, scored out of five.
Not a guest rating or review. Emerald Kite assesses properties independently using our own standards. The Interior score reflects the furnishings and interior quality only—not the price, view, or location.
Before you book
What does this property cost?
The owner publishes a starting rate of $1,593 per night, with a minimum stay of one week. Rates move with the season and the length of stay, so call and we will price your exact dates.
Can I book this home online?
No, and that is deliberate. Emerald Kite books by phone so that a specialist who knows Anna Maria Island & Holmes Beach can confirm what is genuinely available on your dates and check the home suits your group before anything is committed.
Who looks after the property during our stay?
An established local management company. It is responsible for cleaning, maintenance and guest support while you are there, and your Emerald Kite agent stays reachable for the duration of the stay.
Can we bring a pet?
No - this property is filed as not accepting pets. Use the pet-friendly filter on the Anna Maria Island & Holmes Beach page to see homes that do.
When can we check in?
Check-in and checkout times vary by property. Your Villa Specialist will confirm both times, along with the arrival instructions, for this home before your stay.
What you get that a listing site does not
More homes nearby
Looking for something different?
Search other Anna Maria Island & Holmes Beach vacation rentals. Dates are sent as a request for a Villa Specialist to confirm; they are not a live-availability filter.
