Portfolio Vacations on Anna Maria Island

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Portfolio Vacations on Anna Maria Island Premier vacation rental management company with stunning vacation rental properties on the Gulf Coast

We hope everyone has a safe and enjoyable Independence Day celebration.
07/04/2026

We hope everyone has a safe and enjoyable Independence Day celebration.

Not every great Anna Maria Island vacation starts on the island. Sometimes it starts five minutes away โ€” in a spacious 3...
07/02/2026

Not every great Anna Maria Island vacation starts on the island. Sometimes it starts five minutes away โ€” in a spacious 3-bedroom home with vaulted ceilings, a private backyard, a two-car garage, and half a mile to a boat ramp.
Bayou Vista Retreat is your Northwest Bradenton base camp. Drive to the beach in minutes, kayak at Robinson Preserve, launch a boat at Warner's Bayou, explore DeSoto Preserve, or simply stay put and enjoy one of the most comfortable homes in the area.
3 bedrooms ยท 2 bathrooms ยท Sleeps 6
๐Ÿ‘‘ Three king beds
๐Ÿ› Primary suite with soaking tub, double sinks & separate shower
๐ŸŒฟ Private fenced backyard ยท Gazebo ยท Patio
๐Ÿ– Outdoor grill ยท Full kitchen with blender & w**e glasses
๐Ÿ  Two-car garage ยท Vaulted ceilings ยท Open layout
โ›ต 0.5 miles to Warner's Bayou boat ramp
๐Ÿ๏ธ Minutes to Anna Maria Island beaches
๐ŸŒฒ Near Robinson Preserve & DeSoto Preserve
๐Ÿ“ Northwest Bradenton, Florida
Hurricane impact windows. Updated roof. Modern HVAC. This home is built for year-round comfort and peace of mind.
No booking fees when you book direct.
๐Ÿ‘‰ portfoliovacations.com/vacation-rentals/bayou-vista-retreat/

Open your door. Walk straight onto the beach. That's it. That's the whole pitch.Beach House Resort  #8 is a spotless upp...
07/01/2026

Open your door. Walk straight onto the beach. That's it. That's the whole pitch.
Beach House Resort #8 is a spotless upper-level beachfront condo directly on the Gulf of Mexico in Bradenton Beach โ€” designed for two people who want nothing between them and the water except a short walk down the stairs.
Spend your mornings on beachfront chaise lounges. Spend your afternoons in the on-site spa. Spend your evenings watching the Gulf sunset from your own slice of Anna Maria Island.
1 bedroom ยท 1 bathroom ยท Sleeps 2
๐Ÿ‘‘ King bed
๐ŸŒŠ Direct Gulf beach access ยท Beachfront chaise lounges
๐Ÿ’† On-site spa
๐ŸŒ… Gulf and bay views
๐Ÿ“บ Smart TV ยท Fully equipped kitchen ยท Keyless entry
๐Ÿšƒ Free island trolley stop nearby
๐Ÿ“ Bradenton Beach, Anna Maria Island
No car needed. No booking fees when you book direct. Just you and the Gulf.
๐Ÿ‘‰ portfoliovacations.com/vacation-rentals/beach-house-resort-8/

Sometimes the best vacation is the simple one. Beach in the morning. Pool in the afternoon. Dinner at a waterfront resta...
06/30/2026

Sometimes the best vacation is the simple one. Beach in the morning. Pool in the afternoon. Dinner at a waterfront restaurant two blocks away. Repeat.
Island Break is a laid-back Holmes Beach duplex half that delivers exactly that โ€” 2.5 blocks to the beach, a shared heated pool with a retractable awning in the backyard, and the free island trolley right around the corner.
2 bedrooms ยท 2 bathrooms ยท Sleeps 6
๐Ÿ›๏ธ Two king beds + pull-out sofa
๐ŸŠ Shared heated pool ยท Retractable awning ยท Outdoor shower
๐Ÿ–๏ธ 2.5 blocks to the beach ยท Beach chairs, umbrella & wagon included
๐Ÿ– Gas BBQ grill ยท Outdoor patio dining for 4
๐Ÿšƒ Free island trolley nearby
๐Ÿ”‘ Keyless entry ยท Parking for 2 vehicles
๐Ÿ“ Holmes Beach, Anna Maria Island
๐Ÿ‘ฅ Bigger group? Book Island Break + Island Interlude together โ€” two full homes, one shared pool, up to 12 guests. Perfect for family reunions or multi-family trips.
No booking fees when you book direct.
๐Ÿ‘‰ portfoliovacations.com/vacation-rentals/island-break/

2.5 blocks from the beach. A heated pool in the backyard. The free island trolley a short walk away. And enough space fo...
06/29/2026

2.5 blocks from the beach. A heated pool in the backyard. The free island trolley a short walk away. And enough space for the whole family to actually spread out.
Island Interlude is one half of a charming Holmes Beach duplex โ€” perfect for families or groups of up to 6. And here's the bonus: rent it alongside neighboring Island Break and you've got a private pool retreat for up to 12 people, perfect for reunions, milestone birthdays, or multi-family trips.
2 bedrooms ยท 2 bathrooms ยท Sleeps 6
๐ŸŠ Shared heated pool ยท Pool loungers & Adirondack chairs
๐Ÿ–๏ธ 2.5 blocks to the beach ยท Beach chairs included
๐Ÿ– Gas BBQ grill ยท Outdoor umbrella patio
๐Ÿšƒ Free island trolley nearby
๐Ÿ”‘ Keyless entry ยท Parking for 2 vehicles
๐Ÿ“ Holmes Beach, Anna Maria Island
๐Ÿ‘ฅ Traveling with a bigger group? Rent Island Interlude + Island Break together and sleep 12 with a shared private pool.
No booking fees when you book direct.
๐Ÿ‘‰ portfoliovacations.com/vacation-rentals/island-interlude/

A condo at One Particular Harbor by Margaritaville that comes with a Margarita Maker in the kitchen. Yes, really.Seas th...
06/28/2026

A condo at One Particular Harbor by Margaritaville that comes with a Margarita Maker in the kitchen. Yes, really.
Seas the Day is where Gulf Coast vacation energy meets genuine resort living โ€” heated pool, splash pad, playground, screened lanai, elevator, and enough space for the whole crew to actually relax.
2 bedrooms ยท 2 bathrooms ยท Sleeps 6
๐Ÿ‘‘ King bed in primary suite ยท Twin beds + sleeper sofa
๐ŸŠ Shared heated pool & splash pad
๐Ÿ› Playground ยท Outdoor lounge & dining
๐Ÿน Margarita Maker included (obviously)
โ˜• Keurig ยท Full kitchen with granite countertops
๐ŸŒด Screened lanai ยท Gas BBQ grill
๐Ÿ›— Elevator & luggage carts ยท Assigned parking
๐Ÿ“ One Particular Harbor by Margaritaville, Anna Maria Island
Beach chairs, cooler, beach towels, and BBQ set all included. Professional linen program. No booking fees when you book direct.
๐Ÿ‘‰ portfoliovacations.com/vacation-rentals/seas-the-day/

Waterfront views from your screened lanai. The largest solar-heated pool on Anna Maria Island steps away. The Gulf of Me...
06/27/2026

Waterfront views from your screened lanai. The largest solar-heated pool on Anna Maria Island steps away. The Gulf of Mexico across the street. A fishing pier, pickleball courts, kayak launch, and tennis โ€” all in the same community.
Sunrise on the Bay at Runaway Bay is what happens when a beach condo actually delivers on the resort experience.
2 bedrooms ยท 2 bathrooms ยท Sleeps 6
๐ŸŒŠ Intracoastal waterway views from your private lanai
๐ŸŠ Largest solar-heated pool on Anna Maria Island
๐Ÿ–๏ธ Deeded beach access across the street
๐ŸŽพ Tennis, pickleball, shuffleboard & bocce ball
๐ŸŽฃ Fishing pier ยท Kayak & canoe launch
๐Ÿ‹๏ธ Fitness center ยท Clubhouse
๐Ÿ›’ Beach cart, chairs, cooler & Cool Cabana tent included
๐Ÿ“ Bradenton Beach, Anna Maria Island
Ground floor unit. Key-free entry. All linens and beach towels provided. No booking fees when you book direct.
๐Ÿ‘‰ portfoliovacations.com/vacation-rentals/runaway-bay-190/

Picture this: four bedrooms, a private heated pool, a fenced yard, and a covered veranda โ€” all in the heart of Holmes Be...
06/26/2026

Picture this: four bedrooms, a private heated pool, a fenced yard, and a covered veranda โ€” all in the heart of Holmes Beach on Anna Maria Island.
Sail Away is the kind of home where the hardest decision of your vacation is whether to spend the afternoon at the beach or by the pool. Spoiler: you can do both.
4 bedrooms ยท 3 bathrooms ยท Sleeps 8
๐ŸŠ Private heated pool ยท Fenced yard
๐ŸŒด Deck, veranda & outdoor dining
๐Ÿ– Outdoor grill
๐Ÿšฒ Bike to everything โ€” beach, restaurants, shops
๐Ÿ“ Holmes Beach, Anna Maria Island
Children welcome ยท 7-night minimum ยท No platform fees when you book direct.
๐Ÿ‘‰ portfoliovacations.com/vacation-rentals/sail-away/

Some vacation homes have a pool. Some are a short walk to the beach. Shore to Please has both โ€” plus an elevator, a priv...
06/25/2026

Some vacation homes have a pool. Some are a short walk to the beach. Shore to Please has both โ€” plus an elevator, a private heated saltwater pool, an outdoor kitchen, a game room, and a balcony off the primary suite with views that'll make your morning coffee taste better than it ever has before.
4 bedrooms ยท 3.5 bathrooms ยท Sleeps 8
๐ŸŠ Private heated saltwater pool
๐Ÿ›— Elevator access
๐Ÿ–๏ธ 10-minute walk to Holmes Beach
๐Ÿšƒ 2-minute walk to the trolley stop
๐Ÿ– Outdoor kitchen + BBQ grill
๐ŸŽฎ Game room
๐Ÿ“ Holmes Beach, Anna Maria Island
This is the kind of place your family talks about for years. Summer availability is limited โ€” book direct, no platform fees.
๐Ÿ‘‰ portfoliovacations.com/shore-to-please/

Address

Bradenton Beach, FL

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