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Anna Maria Island
7 nt min
Start your day waking to stunning views of the Bay and Egmont Key; end your night looking out at the moonlight on the bay and the Sunshine Skyway bridge glowing in the distance. The expansive waterfront pool deck fronts a sandy beach and calm sea water that is ideal for swimming, kayaking and paddling.

This vintage seaside home on the coveted North Shore has all the modern touches and updates while still maintaining its laid back beach vibe. Inside, the fully equipped kitchen, including a Keurig coffee maker and drip coffee maker, great room and dining area are laid out in an open floor plan with floor to ceiling windows to capture every bit of the brilliant sea and sky. There are two king Master bedrooms and 2 full baths, laundry area with full sized washer and dryer, WiFi, gas grill, games, books, and TV. A portable crib and high chair are available. This home is carpet and rug free, it is tile throughout.

The Rod and Reel Pier is steps away and a great spot for food, drink, fishing and spotting dolphins in the afternoon. Bikes and kayaks are included.

It's your vacation so there's no worries about late arrivals. We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island.

This home can be rented along with Pirates Lookout (a separate 3 bedroom home), to make a 5 bedroom family retreat that sleeps 10. Please note that the two homes, when rented independently, do not share any common area or amenities. The pool is exclusive to guests staying at Pirates Bay.

Professionally managed by Portfolio Vacations
Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Anna Maria Island
4 nt min
On the North end of Anna Maria, this well appointed home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. There are two queen bedrooms and a full bath on the first floor. Upstairs is the main living area with plenty of comfy seating. A fully equipped kitchen has a separate coffee bar that includes a Keurig and a drip coffee maker. The dining area and outdoor deck have partial water views. There's also a second full bath and a king bedroom. A spiral staircase goes between floors inside and there are outside stairs off of the deck. This home comes equipped with a full size washer and dryer, wifi, cable, TV's in each room, gas grill and beach essentials. This home is carpet and rug free, it is tile throughout.


Head down the private beach path and you are steps from the Rod and Reel pier to your right and Bean Point, where the Gulf meets the Bay, on your left. Kayak out to spot dolphins that like to hang out at the pier in the afternoon. Bike over to the shops and restaurants along Pine Ave and the fantastic Anna Maria Island community center for everything from fitness, art and children's activities. This is the absolute perfect place to relax and recharge.

It's your vacation so there's no worries about late arrivals. We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island.

Combine this home with Pirates Bay (a separate pool home on the property) for a 5 bedroom family retreat with space to spread out and plenty of opportunities to make lasting family holiday memories. Please note that the two properties are not connected and do not share amenities or space.

Professionally managed by Portfolio Vacations
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $350
Anna Maria Island
7 nt min
New to the vacation rental market so our calendar is wide open! Centrally located Holmes Beach home on gorgeous Anna Maria Island! This well appointed home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. Bedroom 1 has a king sized bed and en-suite bathroom with shower. Bedroom 2 has a queen bed. The hall bath has a tub/shower combination. There's a sleeper sofa in the living room. The fully equipped kitchen has a coffee maker, toaster oven, microwave, dishwasher, stove/oven and refrigerator. Amenities include a full size washer and dryer, WiFi Internet, cable, TV's in both living rooms, gas grill and beach chairs. We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island.

When you're ready to touch your toes on the white sandy beaches, it's a short 2/10 of a mile away. There's lots of nearby restaurants and bars. Access is easy with the free island trolley. Or spend your day lounging in the backyard heated pool.

Book this property with Island Break for the ultimate in space! Island Break is the south end of the duplex and provides extra space and a shared heated pool.

Professionally managed by Portfolio Vacations

City of Holmes Beach  VRC21 -000144

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
The maximum permissible noise level is 65 decibels (e.g., a normal conversation) between the hours of 7:00 a.m. and 10:00 p.m., and 50 decibels (quiet conversation) between the hours of 10:00 p.m. and 7:00 a.m. No excessive, boisterous, or repetitive noise (e.g., shouting, yelling, screaming) is permitted. These noises can deprive neighboring persons of peaceful enjoyment of their property. A violation of the city's noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.

You must be 25 years or older to rent this property.
Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Anna Maria Island
7 nt min
New to the vacation rental market so our calendar is wide open! Centrally located Holmes Beach home on gorgeous Anna Maria Island! This well appointed home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. Bedroom 1 has a king sized bed and en-suite bathroom with shower. Bedroom 2 has a queen bed. The hall bath has a tub/shower combination. There's a sleeper sofa in the living room. The fully equipped kitchen has a coffee maker, toaster oven, microwave, dishwasher, stove/oven and refrigerator. Amenities include a full size washer and dryer, wifi, cable, TV's in both living rooms, gas grill and beach chairs. We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island.

When you're ready to touch your toes on the white sandy beaches, it's a short 2/10 of a mile away. There's lots of nearby restaurants and bars. Access is easy with the free island trolley. Or spend your day lounging in the backyard heated pool. There's a retractable awning so you can get as much or as little sun as you like!

Professionally managed by Portfolio Vacations

City of Holmes Beach VRC21-000059

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
The maximum permissible noise level is 65 decibels (e.g., a normal conversation) between the hours of 7:00 a.m. and 10:00 p.m., and 50 decibels (quiet conversation) between the hours of 10:00 p.m. and 7:00 a.m. No excessive, boisterous, or repetitive noise (e.g., shouting, yelling, screaming) is permitted. These noises can deprive neighboring persons of peaceful enjoyment of their property. A violation of the city's noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.

You must be 25 years or older to rent this property.
Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Anna Maria Island
4 nt min
The Beach House Resort #8, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated gulf front complex. The white, sandy beach stretches for miles in either direction! It features a large, private spa and spectacular beach views from virtually every room. Unit 8 even has a view of the bay from the bedroom! Numerous chaise lounges are available for your use at beachside. We also have folding backpack beach chairs and an umbrella available for you to use during your stay.

This upper level one bedroom, one bath middle unit is renovated and features top of the line furnishings and a spacious kitchen as well as a Jacuzzi tub in the bathroom. Amenities include refrigerator, dishwasher, drip coffee maker AND a Keurig coffee maker, toaster, stove/oven, blender, crockpot and microwave. Coin operated laundry on site, community BBQ grill and community spa. This condo is carpet and rug free, it is tile throughout.

It's your vacation and we want it to be effortless. We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island. Your door code will be emailed to you a week prior to your arrival.

Beach House Resort #8 will sleep four with a King size bed and a sofa bed. There is a 50" wall mounted television in the living room with a Roku and the ability to live stream your favorite channels. The master bedroom features a 32" wall mounted television.

Conveniently located on the free island trolley line. Park your car and leave it for the duration of your stay. Use the island trolley to take you all over the island.

If you are looking for a perfect Bradenton Beach vacation property on Anna Maria Island - this is it!

Parking is limited to one vehicle with a reserved parking spot. .
Please note that dogs are not allowed on Anna Maria Island beaches and sand dunes due to nesting sea turtles and shorebirds. There is a $500 fine for dogs on the beach.
Professionally managed by Portfolio Vacations.

Amenities

Business
Nearby ATM, Nearby Post Office, Nearby Internet Cafe, Nearby FedEx, Nearby Bank
Community
Bradenton Beach
Convenience
Nearby Area Fitness Center, Nearby Medical Services, Nearby Grocery, Nearby Outlet Shopping, Nearby Movie Theaters, Nearby Golf Courses
Entertainment
Cable TV
Geographic
On Beach
Health and Safety
Clean with disinfectant, No-contact check-in and check-out, High touch surfaces cleaned with disinfectant
Kitchen
Full Kitchen, Refrigerator, Drip Coffee Maker, Keurig Coffee Maker,  Microwave, Toaster, Cookware, dishwasher, stove/oven, blender, crockpot
Living
Air Conditioning, Linens, Ironing Board, High Speed Internet, Coin Laundry on site
Long Weekend Get Away
Long Weekend Get Away
Outdoor
Balcony, BBQ Grill, Beach


Bedrooms1
Bathrooms1
Rental TypeCondo
Pet Friendly?
Price Per Nightfrom $250
Anna Maria Island
3 nt min
New owners and new to Portfolio Vacations! Welcome to Bayberry Cottage North! This beautiful and charming abode is a very short block to the beautiful white sand beaches of Anna Maria. A fantastic cottage is Bayberry North, which features its own private heated pool and backyard. Sit back and unwind on one of the pool loungers as you enjoy a home-cooked meal from the propane grill. The interior is beautifully decorated and exudes a bright, 'beachy' atmosphere. There are two queen bedrooms with televisions, as well as a full bath with shower/tub combo and a half bath. The open concept floor plan is perfect for entertaining the family or just relaxing away the day. This cottage sleeps up to 6 "berry" happy guests.

It's your vacation so there's no worries about late arrivals. We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island.

Bedroom 1: Queen with TV on Floor 1
Bedroom 2: Queen with TV on Floor 1
Living Room: Queen Sleeper Sofa on Floor 1

Professionally managed by Portfolio Vacations
This is a duplex.  The other side is also available for rent, Bayberry South.  Both sides have private pools and privacy fences with completely separate spaces. 

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
The maximum permissible noise level is 65 decibels (e.g., a normal conversation) between the hours of 7:00 a.m. and 10:00 p.m., and 50 decibels (quiet conversation) between the hours of 10:00 p.m. and 7:00 a.m. No excessive, boisterous, or repetitive noise (e.g., shouting, yelling, screaming) is permitted. These noises can deprive neighboring persons of peaceful enjoyment of their property. A violation of the city's noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.

You must be 25 years or older to rent this property.
Bedrooms2
Bathrooms1.5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $200
Anna Maria Island
3 nt min
New owners and new to Portfolio Vacations! Welcome to Bayberry Cottage South! This beautiful and charming abode is a very short block to the beautiful white sand beaches of Anna Maria. A fantastic cottage is Bayberry North, which features its own private heated pool and backyard. Sit back and unwind on one of the pool loungers as you enjoy a home-cooked meal from the propane grill. The interior is beautifully decorated and exudes a bright, 'beachy' atmosphere. There are two queen bedrooms with televisions, as well as a full bath with shower/tub combo and a half bath. The open concept floor plan is perfect for entertaining the family or just relaxing away the day. This cottage sleeps up to 6 "berry" happy guests.


It's your vacation so there's no worries about late arrivals. We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island.

Bedroom 1: Queen with TV on Floor 1
Bedroom 2: Queen with TV on Floor 1
Living Room: Queen Sleeper Sofa on Floor 1

Professionally managed by Portfolio Vacations
This is a duplex.  The other side (Bayberry Cottage North) is also available for rent.  Both sides have private pools and privacy fences.

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
The maximum permissible noise level is 65 decibels (e.g., a normal conversation) between the hours of 7:00 a.m. and 10:00 p.m., and 50 decibels (quiet conversation) between the hours of 10:00 p.m. and 7:00 a.m. No excessive, boisterous, or repetitive noise (e.g., shouting, yelling, screaming) is permitted. These noises can deprive neighboring persons of peaceful enjoyment of their property. A violation of the city's noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.

You must be 25 years or older to rent this property.
Bedrooms2
Bathrooms1.5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $200
Anna Maria Island
3 nt min
10 Palms is aptly named for the 10 Palms in the front yard! 2 bedroom, 1 bath vintage upstairs cottage! This is a triplex with a total of 3 separate units. The lower level is occupied by full time residents so only the top floor is available as a vacation rental. Be in the heart of the action in this Old Florida condo with easy walking distance to the Wicked Cantina, Gulf Drive Tikki and the gorgeous beaches on Anna Maria Island. Charming unit with views of the Gulf and bay from the balconies. It's about 450 steps to the beach. Located near many of the hot spots in Bradenton Beach. Only 1 block to the beach and The Gulf Drive Tiki Bar.

2 bedrooms, each with queen beds.
1 full bath with walk in shower
Wifi and Smart TV
Fully equipped kitchen with refrigerator, oven/stove, microwave, coffee pot, blender, toaster, cooking utensils, dishes, glasses, silverware
professional linen service includes beach and bath towels, and bed linens
Beach Chairs and umbrella included
Parking is available for 1 vehicle

We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out on the beach or enjoying the island.

Professionally managed by Portfolio Vacations
Bedrooms2
Bathrooms1
Rental TypeCottage
Pet Friendly?
Price Per Nightfrom $150
Anna Maria Island
5 nt min
Welcome to Bayview Inn 201, Located In The Heart of Bradenton Beach!
Location! Just 10 houses from the Gulf of Mexico & a Short Walk to Historic Bridge Street
1 Bedroom / 1 Bathroom
1 King Bed + Sleeper Sofa
Fully Equipped Kitchen, coffee maker, toaster, oven, dishwasher, microwave, refrigerator
Professional Linen Service, Shared Washer & Dryer, Complimentary WIFI
Heated Community Pool & Outdoor Shower
BBQ Grill - Shared
Close to restaurants, shopping, and entertainment
1 Parking Space - Assigned
Details:

Nestled in the heart of Bradenton Beach, Bayview Inn 201 is located just 10 houses away from Anna Maria Island's celebrated white sand beaches, and a half block from the serenity of Sarasota Bay. This condo is on the 2nd floor. There is no elevator.

This gorgeous one bedroom/1 bath beach condo features a breezy open design, and stylish beachy décor. The bedroom offers comfortable king bed and flat screen TV, the perfect place to relax after a day of Island living! For additional sleeping options you'll find a pull out sofa in the living room.

The kitchen is fully equipped with everything you'll need to feel at home. For ease and convenience Bayview Inn offers a shared laundry with washer and dryer for you to use free of charge.

Staying in the heart of Bradenton Beach puts Island life at your fingertips! Spend your days lounging on the beach, or fishing in the bay! Enjoy a refreshing dip in the heated community pool, or take a short stroll to historic bridge street, where you'll find restaurants, shopping, and entertainment! To explore the rest of this 7 mile stretch of Island paradise, jump on the free island trolley! Beautiful Bayview Inn 201 is bound to become your favorite beach place for years to come!

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
Amenities
Enhanced Cleaning Practices
Fire Extinguisher 
Ceiling fans
Air Conditioning/Heat
Television 
Communal Pool 
Heated Pool
Refrigerator 
Coffee Maker 
Microwave
Dishwasher
Dishes 
Utensils
Stove 
Toaster Oven
Kettle 
Cooking Basics 
Internet/ Free Wi-fi
Hair Dryer 
Ironing Board/Iron 
Linens provided/Towels provided 
Free Communal Washing machine / Dryer 
Smart lock/ Keyless Entry
Grill Private yard 
Near Beach
Bedrooms1
Bathrooms1
Rental TypeCondo
Pet Friendly?
Price Per Nightfrom $111
Bradenton
5 nt min
Whether you plan to spend your days lounging poolside or you're looking for a convenient base for your Florida vacation, this spacious, immaculately kept home has everything you need for a comfortable, relaxing stay. Three spacious bedrooms with quality bedding, 2 living room areas, separate dining and fully equipped kitchen truly make this your home away from home. There's even a wood-burning fireplace for that handfull of chilly Florida nights!
Relax with morning coffee or grill and dine on the large screened-in lanai. Beyond, is a huge backyard completely enclosed with privacy fencing with lots of space for kids and dogs to run around. Mature landscaping, fruit tree and a sparkling pool make this your personal tropical oasis.
There are plenty of beach essentials and toys, including a sea kayak, plus a full-sized washer and dryer in one of the cleanest garages we've ever seen, with ample space to park. Bring your boat and trailer- Warner's Bayou public boat ramp is three minutes down the road. There's easy access to the Manatee River, Palma Sola Bay, and the Gulf. Robinson's Preserve is 4 miles away and Anna Maria Island and the beaches on the Gulf Of Mexico are 7 miles. 2.8 Miles to downtown Bradenton with O'Brick's Irish Pub and Martini Bar and Pier 22.

This is a dog-friendly home with prior notice and non-refundable pet fee. Dogs must be current on vaccinations and on flea prevention. Pets are not permitted on the furniture and guests are expected to kindly pick up after their pets.
The pool is sparkling and enjoys afternoon sun but is not heated.

Professionally managed by Portfolio Vacations
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $200
Bradenton
5 nt min
Bright, open concept living and dining area leads out to a huge furnished lanai with fabulous views of Anna Maria Sound.
Fully equipped Chef's kitchen with large granite island looking out to the water makes meal prep a 9pleasure.
Two master bedrooms with king beds and en-suite bathrooms; third bedroom has two twin beds.
Full guest bath
Wifi included
One Particular Harbour has lagoon walking paths, a marina and is located between two nature preserves so whether you're walking the nearby trails, kayaking or having morning coffee on the lanai, you'll be entertained by abundant Florida wildlife.

We offer a keyless entry system so you can easily open and lock your door without having to be concerned with keys while you're out at the beach, pool or running around.

RESORT STYLE POOL DECK with shaded entertainment area, outdoor kitchen, bbq, tot lot and splash pad is right outside the building
State of the art marina with wet slips and dry storage, access to the Gulf of Mexico

PLEASE NOTE: Guests with extended stays may have access to the Clubhouse Pavilion which features a waterfront pool, hot tub, sandy beach, poolside cabana bar, gym and outdoor kitchen. This amenity is currently limited to three bookings per year. Please ask me for details.

Professionally managed by Portfolio Vacations
CANCELLATION: Cancellations must be received in writing and are subject to the following terms: Cancellations more than 90 days prior to arrival will receive a refund, less $325 plus 3.5% of the deposit. Cancellations made 60-90 days prior to arrival, will receive a refund of 50% of the full reservation amount. For cancellations made less than 60 days of arrival, no refund will be offered unless Portfolio is able to re-book the canceled dates at the same rate. Trip Cancellation insurance is offered and recommended.
Bedrooms3
Bathrooms3
Rental TypeCondo
Pet Friendly?
Price Per Nightfrom $250
Bradenton
7 nt min
Professionally decorated new construction two bedroom condominium located in Palma Sola Bay Club in West Bradenton. Entering this unit, you are greeted by the gorgeous bay views from the living room. The private master bedroom has a large walk-in closet, en-suite bathroom with double vanities, shower stall and soaking tub. The second bedroom has 2 twin beds, lots of storage space and is adjacent to a bathroom with walk-in shower. The large modern eat in kitchen is fully stocked with dishes, stemware and stainless steel appliances. The Key West inspired clubhouse has a resort style community pool and modern fitness center. Amenities include fire pit, grilling area, bocce ball court, putting green and multiple pavilions with picnic areas. There is a private dock with kayak launch and walking trails throughout Palma Sola Bay Club.

The best part of being in West Bradenton is that you are minutes to the white sand beaches of Anna Maria Island and the Gulf of Mexico. There are also several wildlife preserves nearby such as Robinson's Preserve and Neal Preserve, great for hiking and biking. If you would rather fish for the afternoon, there are also great spots at the Bridge Street Pier in Bradenton Beach and the Anna Maria City Pier. This luxury private condo is located just 5 minutes from the beaches on Anna Maria Island, just 2 miles away. The Shoppes of Paradise Bay plaza is just about .5 miles away and offers grocery shopping, restaurants, a Starbucks coffee shop and Dollar Tree store. The Sarasota/Bradenton airport is a 19 minute drive (10.1 miles) south and downtown Sarasota and St Armand's circle is about a 30 minute drive south which is great place for watching a sunset from a roof top bar and casual and upscale dining and shopping. You don't need to go that far for dining options as Longboat Key, Anna Maria Island and Bradenton all have great places to eat and things to do by the beach. Don't forget a trip to downtown Bradenton which is on the water and also has bars, restaurants and Village of the Arts. The Village of the Arts is an eclectic live-work community made up of colorful historic cottages that house everything from award-winning restaurants to specialty shops, breweries, studios, healing arts, bakeries and Bradenton’s best art galleries.

Professionally managed by Portfolio Vacations

AMENITIES

Professionally cleaned and sanitized per CDC guidelines between each guest stay. 

Professional Linen Service  

Gated and secured community.

Spacious living room kitchen combination with large screen TV and desk (remote workers).

WIFI/Cable included.

Second floor unit. (Elevator available)

Two assigned parking space in covered parking garage and ample guest parking outside.

Community heated pool and clubhouse.

Modern fitness center.

Fully stocked eat in kitchen with dishes, stemware and basic appliances.

Laundry room inside unit with full size washer and dryer.

Outdoor balcony with seating with full views of Palma Sola Bay.

Community grounds include fire pit, grills, walking trails, kayak launch, putting green and pavilions with picnic areas.

NO PETS or SMOKING

**Note: Homeowner association requires a 100.00 non-refundable application fee which includes background check** (two week notice minimum advance notice to book this property)



Bedrooms2
Bathrooms2
Rental TypeCondo
Pet Friendly?