Anna Maria Vacations

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Holmes Beach, FL
Anna Maria Vacations

Anna Maria Vacations provides you with the perfect beach house or condo rentals from one-bedroom condos to nine-bedroom luxury homes and villas.

Anna Maria vacation rentals are the perfect getaway on Florida’s beautiful, serene Gulf. We are truly a unique rental company specializing in only the finest Anna Maria Island Vacation Rentals. Our hand-selected properties provide our guests the upscale vacation experience they desire. We have luxury Gulf beachfront homes and beach condos, bay waterfront homes, and many exquisite inland homes just

a few minutes' stroll to the beach. Whether you are looking to stay in Holmes Beach, Bradenton Beach, or the City of Anna Maria, our goal is simple – to always deliver the best vacation rental experience possible for our guests. Want to find out more about our wonderful Island before you visit? Then keep in touch and be informed! Simply check out our Anna Maria Island Travel blog for some great and insightful pieces.

06/02/2026

Bringing your dog to Anna Maria Island?

Meet Blue Tide, a dog-friendly retreat in Bradenton Beach that's just a short walk from the Gulf beaches. With five bedrooms, a private heated pool, open-air balconies, and plenty of space to relax, it's designed for memorable island getaways with the whole family - including your four-legged companion.

After a day at the beach, unwind by the pool, fire up the grill under the covered lanai, or challenge the family to a game of ping pong or foosball.

🐾 Dog-friendly (with approval and additional fee)
🏖️ 4-minute walk to the beach
🏊 Private heated pool
🛏️ Sleeps up to 12 guests

Explore Blue Tide: https://tinyurl.com/5n7m9828

05/30/2026

Your next Anna Maria Island escape starts at Key Lime Beach House 🌴☀️
Just a short walk from Holmes Beach, this beautifully designed coastal retreat offers everything you need for the perfect island getaway; including a private saltwater pool, game room, outdoor entertaining spaces, and room for the whole family to relax and reconnect.

Whether you’re spending your days at the beach, enjoying evenings by the pool, or making memories together indoors, Key Lime Beach House was made for unforgettable vacations.

✨ Walk to the beach
🏝 Private Pool
🎯 Game Room + Outdoor Fun
🌊 Near shops, dining & island adventures

Check out Key Lime Beach House👉 https://hubs.ly/Q04jpxrT0

05/29/2026

Some Anna Maria Island moments stay with you forever 🌈

“Perfect view of a beautiful rainbow from the third-floor balcony!
We had a great time. The views are amazing, and there’s enough room for everyone to have their own space when needed.” — Stacy H.

From unforgettable sunsets and Gulf views to spacious stays designed for gathering together, it’s the little moments that make an island getaway feel special.

Thank you, Stacy, for sharing your experience with us 💙

📍Bayblue
🔗 https://tinyurl.com/2a6b9mb6

05/28/2026

Smaller stay or more space - what matters more for your Anna Maria Island getaway? 🌴

☀️ Blue Oasis
https://tinyurl.com/y5tb7xse

Highlights:
• 2-bedroom • 4-min walk to Holmes Beach
• Private heated pool
• Newly renovated coastal interiors
• Outdoor dining area + BBQ grill
• Dog-friendly with approval

Perfect for couples, small families, or relaxed beach getaways with easy access to the shore and island favorites.

🌴 Southern Exposure
https://tinyurl.com/p4vme8r5

Highlights:
• 5-bedroom • 7-min walk to the beach
• Private heated pool + hot tub
• Multiple balconies and outdoor lounge areas
• One block from Pine Avenue shops and restaurants
• Spacious layout for larger group stays

Ideal for family vacations and group trips, with room for everyone to relax and gather.

Whether you’re planning a cozy island escape or a larger beach getaway, there’s a stay waiting for you on Anna Maria Island.

05/27/2026

Beach mornings start better with a good breakfast ☀️🥞

From classic pancakes and coffee spots to island favorites worth waking up for, Anna Maria Island has plenty of breakfast spots to add to your vacation plans.

Whether you're heading to the beach for the day, exploring local shops, or simply enjoying a slow island morning, starting with a great breakfast is always part of the experience.

Read our blog for some of the best breakfast spots to try on Anna Maria Island:
🔗 https://tinyurl.com/y2mc5vx2

Save this for your next AMI getaway 🌴

05/26/2026

Beachfront mornings or walkable island days - what’s your ideal Anna Maria Island stay? 🌴

🌊 Beachfront Escape → The Big Yellow House on Pine
https://tinyurl.com/peysbc34

Highlights:
• Direct Gulf-front location
• Private pool and in-ground spa
• Spacious layout for family gatherings
• Steps from Pine Avenue shops and dining
• Beautiful beach views right from home

Perfect for travelers who want to wake up to the sound of the waves and spend every moment close to the beach.

☀️ Walkable Island Stay → Angelfish
https://tinyurl.com/3x33k9dc

Highlights:
• 3-minute walk to Anna Maria Beach
• Private pool and in-ground spa
• Pet-friendly getaway
• Close to Pine Avenue shops, restaurants, and activities
• Outdoor spaces made for relaxing after a beach day

Ideal for guests who love walking to the beach, grabbing coffee nearby, and exploring the island with ease.

Whether you prefer beachfront views or a walkable island lifestyle, there’s a stay waiting for you on Anna Maria Island.

05/23/2026

Stay close to everything on Anna Maria Island 🌴

Welcome to Sugar Plum Beach - a colorful island retreat designed for family vacations, group getaways, and easy beach days just minutes from the shore.

🔗https://tinyurl.com/n5j8kns2

Highlights:
• 2-minute walk to the beach
• 6 Bedrooms / 4 Bathrooms
• 4 King Beds + 4 Twin Beds
• Private pool with large pergola and grill
• Outdoor dining and gathering spaces
• Walk to Pine Avenue shops and restaurants
• One block from the Anna Maria Island trolley stop
• Pet-friendly with host approval

With two separate living spaces, spacious outdoor areas, and a location close to the beach, local dining, and island favorites, Sugar Plum Beach makes it easy to settle into the relaxed AMI lifestyle.

Hear the beach calling and start planning your island stay ☀️

05/22/2026

There’s something about Anna Maria Island that stays with you long after the trip ends 🌅

“My 3-year-old finally learned to swim in the rental house pool, and cried when we landed in NYC because he wanted to live in our Florida house!” — Julie M.

From first swims and sunset walks to slow beach days with family, some vacation memories become the moments you never forget.

Thank you, Julie, for sharing your family’s island memories with us 💙

Hear the beach calling and start planning your Anna Maria Island stay.

05/21/2026

Pool days or canal views - what’s your ideal Anna Maria Island stay? 🌴

🏊 Poolside Escape → Sand Dollar
https://tinyurl.com/ca23xcae

Highlights:
• 4-minute walk to Holmes Beach
• Private pool + outdoor lounging area
• BBQ grill and balconies
• Family-friendly layout with 4 bedrooms
• Close to shops, dining, and local attractions

Perfect for slow beach mornings, pool afternoons, and easy island days with family and friends.

🌊 Canal Front Retreat → Aqua Bay
https://tinyurl.com/yup2s2au

Highlights:
• Canal-front home with private dock
• Rooftop deck with panoramic water views
• Coastal-inspired interiors and spacious living areas
• Private balconies and relaxing outdoor spaces
• Great for laid-back island stays by the water

Whether you’re spending the day poolside or soaking in peaceful canal views, there’s a stay waiting for you on Anna Maria Island.

05/20/2026

Planning a family trip to Anna Maria Island? 🌴

The Blue Horizon - a rare beachfront getaway designed for large family vacations, reunions, and group trips on Bradenton Beach.

This 9-bedroom, 7.5-bath Gulf-front property sleeps up to 21 guests across two separate homes, giving everyone space to relax while staying together under one unforgettable beachfront setting.

✨ Direct beach access
✨ Private heated pool + oversized hot tub
✨ Rooftop and beachfront decks
✨ Multiple kitchens and living spaces
✨ Walkable to Bridge Street dining and entertainment

Whether it’s sunrise coffee overlooking the Gulf, pool days with the family, or evenings spent together after a beach day, The Blue Horizon was made for memorable group getaways on Anna Maria Island.

Hear the beach calling and start planning your stay.
👉https://tinyurl.com/vajvndhy

Address

3018 Avenue C
Holmes Beach, FL
34217

Website

https://bit.ly/3qVvECp

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