A short walk to the beach
Island Life Villa
Photos taken May 2025. *During high season, we currently rent Saturday to Saturday. Please adjust your date range or contact our reservations office for additional assistance, questions, or rental stays longer than 7 nights.*
Relax. Recharge. Reconnect. Come live the Island Life at one of the finest rentals designed for making magical memories! Check out past guests experiences: www.instagram.com/island_life_villa
Key features: Oversized double lot property within walking distance of the beach and direct bay access, stunning views of the bay Skyview Bridge, heated pool with jet spas and built-in table, tiki bar, large dock with 3 green lights, boat slip next door with ability park trailer second driveway, outdoor grill, giant Adirondack chair, hanging hammock, fire pit, outdoor games, outdoor shower, two kitchens and two living rooms for privacy and space, large balcony with magical views 1-minute walk to the bus stop for the free Island Trolley and so much more!
Entertainment amenities: Adult and children kayaks, paddleboard, beach wagons, beach chairs and umbrellas, toys, outdoor ping pong, putting green, cornhole, PS5, Xbox, Sonos, and much more!
Overlooking the bay where you can watch Manatees and catch fish, paddleboard, or kayak! Want to visit the beach? No problems, this is just a 4 min walk away. Come enjoy Island life in this very unique five bed, four baths, 3,338 sq. ft. This home is only ever rented out as a single property. Still, it offers a unique set-up for privacy for its guests as the property is composed of a double lot boasting a three bedroom/3 bath main residence and an attached guest residence with a separate entrance that has two bedrooms and one bath, its own full kitchen, living room, and its view of the pool and bay, the perfect combination designed for multi-family or groups to visit comfortable in the large common-spaces while providing privacy when needed. The home is also unique as it was built at an angle, so you have unobstructed views of the bay and Skyview Bridge.
The outdoor space was truly built for entertaining with a 1,300 sq. ft. deck, a heated pool with a built-in table with jets, a BBQ, a putting green, a dock, a fire pit, ample seating, and even its own custom tiki bar! There is a 100 long seawall with an oversized cap and dock, plus a boat slip next door, perfect for mooring a boat. The property also has ample parking with two oversized driveways. Enjoy the home s impressive location with the best of both worlds being on the bay but a close walk to the beach;
Drop off the boat, kayak, paddleboard.... all in your private
4-minute walk to the amazing sugar sand beach
Unobstructed views of Skyway Bridge
Second-floor balcony with table seating for 8 and luxury hanging hammock
1-minute walk to the bus stop for the free Island Trolley
As you walk into this home, you are greeted by the impressive 30 high glass entryway that opens into the kitchen and dining table that seats 8. Also on the first floor is a bedroom with a king bed and an en-suite bathroom. Adjoining this is a queen-over-full custom bunk bed that adjoins the family bathroom with tub/shower. As you go to the second floor via the entrance or side staircase you will be impressed with the open space and 10 high ceilings. The main living room has a wet bar and seating for 5 with fantastic views, perfect for entertaining. There is also a card table that seats 8 and a leather sofa with electrical recliners. Sonos sound and an 85-Inch SMART TV, Apple TV, and a PS4 will keep your group entertained. Open the balcony doors to your large balcony with fantastic views, high-top seating for 6, and a daybed. Also on the second floor is the main master boasting amazing views, open space, and a luxurious walk-in bathroom with his and hers vanity sinks, a walk-in shower with multi jets, and an impressive oversized walk-in closet.
Via a side entrance or the rear patio deck, you can access the guest suite, boasting its own dedicated living room, 82-Inch SMART TV, Sonos, full kitchen, and 1 bedroom with King Bed and a second bedroom with a full over full bunk bed both with adjoining access to the bathroom. There is also a dedicated laundry room with a washer and dryer.
Treat yourself to this unique property today, and get ready to start living the Island Life!
Bedroom/Bed Sizes - Main Home
Bedroom #1 - King (First Floor)
Bedroom #2 - Queen/ Full Bunk Bed (Ground Floor)
Bedroom #3 - King (Second Floor)
Bedroom/Bed Sizes - Duplex
Bedroom #1 - King (Second Floor)
Bedroom #2 - Queen/Twin (Ground Floor)
General
3,338 sq. ft. interior
Oversize double lot walking distance beach direct bay access
2 living room and kitchens
Duplex with separate private access
Beach chairs and cart provided for guest use
Stunning views of the bay and Skyview Bridge
Laundry room with washer and dryer
Living Area- Main House
Apple TV
Sonos
Wet bar seating for 5
Sofa with electrical recliners
Card table seats 8Pool/Patio
1,300 Sq. Ft space
100 seawall with docking space
3 Green lights perfect for watching snook
Dock with seating for 10
Washing and Cutting
Station, Snook Light, plenty of bumpers, and room for up
to a 35 boat
Heated pool with a built-in table with spa jets
Firepit - 4 Adirondack chairs
Webber BBQ grill
10 chairs on the dock
8 ft giant Adirondack chair
4 sun loungers
Tiki bar seating for 6
Patio table seating for 8
Daybed
Mini golf putting green
Outdoor shower
Living Area - Second Home
Sonos
Apple TV
PS5
Rental Policies
Please note:
This property is for general vacation rental use only. Vacation rentals may not be used for events or group gatherings that exceed occupancy. The property is located in a residential area, please be a good neighbor and keep the noise to a respectful level. For security
We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details.
4 car maximum, please plan accordingly and coordinate with your group. No overnight parking for additional vehicles
Boatlift and 2 car garage for owner use only
Property managed by AMI Locals, an Anna Maria Island property management company
Please Remember:
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.
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
VRC20-000313
Relax. Recharge. Reconnect. Come live the Island Life at one of the finest rentals designed for making magical memories! Check out past guests experiences: www.instagram.com/island_life_villa
Key features: Oversized double lot property within walking distance of the beach and direct bay access, stunning views of the bay Skyview Bridge, heated pool with jet spas and built-in table, tiki bar, large dock with 3 green lights, boat slip next door with ability park trailer second driveway, outdoor grill, giant Adirondack chair, hanging hammock, fire pit, outdoor games, outdoor shower, two kitchens and two living rooms for privacy and space, large balcony with magical views 1-minute walk to the bus stop for the free Island Trolley and so much more!
Entertainment amenities: Adult and children kayaks, paddleboard, beach wagons, beach chairs and umbrellas, toys, outdoor ping pong, putting green, cornhole, PS5, Xbox, Sonos, and much more!
Overlooking the bay where you can watch Manatees and catch fish, paddleboard, or kayak! Want to visit the beach? No problems, this is just a 4 min walk away. Come enjoy Island life in this very unique five bed, four baths, 3,338 sq. ft. This home is only ever rented out as a single property. Still, it offers a unique set-up for privacy for its guests as the property is composed of a double lot boasting a three bedroom/3 bath main residence and an attached guest residence with a separate entrance that has two bedrooms and one bath, its own full kitchen, living room, and its view of the pool and bay, the perfect combination designed for multi-family or groups to visit comfortable in the large common-spaces while providing privacy when needed. The home is also unique as it was built at an angle, so you have unobstructed views of the bay and Skyview Bridge.
The outdoor space was truly built for entertaining with a 1,300 sq. ft. deck, a heated pool with a built-in table with jets, a BBQ, a putting green, a dock, a fire pit, ample seating, and even its own custom tiki bar! There is a 100 long seawall with an oversized cap and dock, plus a boat slip next door, perfect for mooring a boat. The property also has ample parking with two oversized driveways. Enjoy the home s impressive location with the best of both worlds being on the bay but a close walk to the beach;
Drop off the boat, kayak, paddleboard.... all in your private
4-minute walk to the amazing sugar sand beach
Unobstructed views of Skyway Bridge
Second-floor balcony with table seating for 8 and luxury hanging hammock
1-minute walk to the bus stop for the free Island Trolley
As you walk into this home, you are greeted by the impressive 30 high glass entryway that opens into the kitchen and dining table that seats 8. Also on the first floor is a bedroom with a king bed and an en-suite bathroom. Adjoining this is a queen-over-full custom bunk bed that adjoins the family bathroom with tub/shower. As you go to the second floor via the entrance or side staircase you will be impressed with the open space and 10 high ceilings. The main living room has a wet bar and seating for 5 with fantastic views, perfect for entertaining. There is also a card table that seats 8 and a leather sofa with electrical recliners. Sonos sound and an 85-Inch SMART TV, Apple TV, and a PS4 will keep your group entertained. Open the balcony doors to your large balcony with fantastic views, high-top seating for 6, and a daybed. Also on the second floor is the main master boasting amazing views, open space, and a luxurious walk-in bathroom with his and hers vanity sinks, a walk-in shower with multi jets, and an impressive oversized walk-in closet.
Via a side entrance or the rear patio deck, you can access the guest suite, boasting its own dedicated living room, 82-Inch SMART TV, Sonos, full kitchen, and 1 bedroom with King Bed and a second bedroom with a full over full bunk bed both with adjoining access to the bathroom. There is also a dedicated laundry room with a washer and dryer.
Treat yourself to this unique property today, and get ready to start living the Island Life!
Bedroom/Bed Sizes - Main Home
Bedroom #1 - King (First Floor)
Bedroom #2 - Queen/ Full Bunk Bed (Ground Floor)
Bedroom #3 - King (Second Floor)
Bedroom/Bed Sizes - Duplex
Bedroom #1 - King (Second Floor)
Bedroom #2 - Queen/Twin (Ground Floor)
General
3,338 sq. ft. interior
Oversize double lot walking distance beach direct bay access
2 living room and kitchens
Duplex with separate private access
Beach chairs and cart provided for guest use
Stunning views of the bay and Skyview Bridge
Laundry room with washer and dryer
Living Area- Main House
Apple TV
Sonos
Wet bar seating for 5
Sofa with electrical recliners
Card table seats 8Pool/Patio
1,300 Sq. Ft space
100 seawall with docking space
3 Green lights perfect for watching snook
Dock with seating for 10
Washing and Cutting
Station, Snook Light, plenty of bumpers, and room for up
to a 35 boat
Heated pool with a built-in table with spa jets
Firepit - 4 Adirondack chairs
Webber BBQ grill
10 chairs on the dock
8 ft giant Adirondack chair
4 sun loungers
Tiki bar seating for 6
Patio table seating for 8
Daybed
Mini golf putting green
Outdoor shower
Living Area - Second Home
Sonos
Apple TV
PS5
Rental Policies
Please note:
This property is for general vacation rental use only. Vacation rentals may not be used for events or group gatherings that exceed occupancy. The property is located in a residential area, please be a good neighbor and keep the noise to a respectful level. For security
We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details.
4 car maximum, please plan accordingly and coordinate with your group. No overnight parking for additional vehicles
Boatlift and 2 car garage for owner use only
Property managed by AMI Locals, an Anna Maria Island property management company
Please Remember:
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.
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
VRC20-000313
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Seasonal Rates (Nightly)
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Reviews
Photos taken May 2025. *During high season, we currently rent Saturday to Saturday. Please adjust your date range or contact our reservations office for additional assistance, questions, or rental stays longer than 7 nights.*
Relax. Recharge. Reconnect. Come live the Island Life at one of the finest rentals designed for making magical memories! Check out past guests experiences: www.instagram.com/island_life_villa
Key features: Oversized double lot property within walking distance of the beach and direct bay access, stunning views of the bay Skyview Bridge, heated pool with jet spas and built-in table, tiki bar, large dock with 3 green lights, boat slip next door with ability park trailer second driveway, outdoor grill, giant Adirondack chair, hanging hammock, fire pit, outdoor games, outdoor shower, two kitchens and two living rooms for privacy and space, large balcony with magical views 1-minute walk to the bus stop for the free Island Trolley and so much more!
Entertainment amenities: Adult and children kayaks, paddleboard, beach wagons, beach chairs and umbrellas, toys, outdoor ping pong, putting green, cornhole, PS5, Xbox, Sonos, and much more!
Overlooking the bay where you can watch Manatees and catch fish, paddleboard, or kayak! Want to visit the beach? No problems, this is just a 4 min walk away. Come enjoy Island life in this very unique five bed, four baths, 3,338 sq. ft. This home is only ever rented out as a single property. Still, it offers a unique set-up for privacy for its guests as the property is composed of a double lot boasting a three bedroom/3 bath main residence and an attached guest residence with a separate entrance that has two bedrooms and one bath, its own full kitchen, living room, and its view of the pool and bay, the perfect combination designed for multi-family or groups to visit comfortable in the large common-spaces while providing privacy when needed. The home is also unique as it was built at an angle, so you have unobstructed views of the bay and Skyview Bridge.
The outdoor space was truly built for entertaining with a 1,300 sq. ft. deck, a heated pool with a built-in table with jets, a BBQ, a putting green, a dock, a fire pit, ample seating, and even its own custom tiki bar! There is a 100 long seawall with an oversized cap and dock, plus a boat slip next door, perfect for mooring a boat. The property also has ample parking with two oversized driveways. Enjoy the home s impressive location with the best of both worlds being on the bay but a close walk to the beach;
Drop off the boat, kayak, paddleboard.... all in your private
4-minute walk to the amazing sugar sand beach
Unobstructed views of Skyway Bridge
Second-floor balcony with table seating for 8 and luxury hanging hammock
1-minute walk to the bus stop for the free Island Trolley
As you walk into this home, you are greeted by the impressive 30 high glass entryway that opens into the kitchen and dining table that seats 8. Also on the first floor is a bedroom with a king bed and an en-suite bathroom. Adjoining this is a queen-over-full custom bunk bed that adjoins the family bathroom with tub/shower. As you go to the second floor via the entrance or side staircase you will be impressed with the open space and 10 high ceilings. The main living room has a wet bar and seating for 5 with fantastic views, perfect for entertaining. There is also a card table that seats 8 and a leather sofa with electrical recliners. Sonos sound and an 85-Inch SMART TV, Apple TV, and a PS4 will keep your group entertained. Open the balcony doors to your large balcony with fantastic views, high-top seating for 6, and a daybed. Also on the second floor is the main master boasting amazing views, open space, and a luxurious walk-in bathroom with his and hers vanity sinks, a walk-in shower with multi jets, and an impressive oversized walk-in closet.
Via a side entrance or the rear patio deck, you can access the guest suite, boasting its own dedicated living room, 82-Inch SMART TV, Sonos, full kitchen, and 1 bedroom with King Bed and a second bedroom with a full over full bunk bed both with adjoining access to the bathroom. There is also a dedicated laundry room with a washer and dryer.
Treat yourself to this unique property today, and get ready to start living the Island Life!
Bedroom/Bed Sizes - Main Home
Bedroom #1 - King (First Floor)
Bedroom #2 - Queen/ Full Bunk Bed (Ground Floor)
Bedroom #3 - King (Second Floor)
Bedroom/Bed Sizes - Duplex
Bedroom #1 - King (Second Floor)
Bedroom #2 - Queen/Twin (Ground Floor)
General
3,338 sq. ft. interior
Oversize double lot walking distance beach direct bay access
2 living room and kitchens
Duplex with separate private access
Beach chairs and cart provided for guest use
Stunning views of the bay and Skyview Bridge
Laundry room with washer and dryer
Living Area- Main House
Apple TV
Sonos
Wet bar seating for 5
Sofa with electrical recliners
Card table seats 8Pool/Patio
1,300 Sq. Ft space
100 seawall with docking space
3 Green lights perfect for watching snook
Dock with seating for 10
Washing and Cutting
Station, Snook Light, plenty of bumpers, and room for up
to a 35 boat
Heated pool with a built-in table with spa jets
Firepit - 4 Adirondack chairs
Webber BBQ grill
10 chairs on the dock
8 ft giant Adirondack chair
4 sun loungers
Tiki bar seating for 6
Patio table seating for 8
Daybed
Mini golf putting green
Outdoor shower
Living Area - Second Home
Sonos
Apple TV
PS5
Rental Policies
Please note:
This property is for general vacation rental use only. Vacation rentals may not be used for events or group gatherings that exceed occupancy. The property is located in a residential area, please be a good neighbor and keep the noise to a respectful level. For security
We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details.
4 car maximum, please plan accordingly and coordinate with your group. No overnight parking for additional vehicles
Boatlift and 2 car garage for owner use only
Property managed by AMI Locals, an Anna Maria Island property management company
Please Remember:
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.
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
VRC20-000313
Relax. Recharge. Reconnect. Come live the Island Life at one of the finest rentals designed for making magical memories! Check out past guests experiences: www.instagram.com/island_life_villa
Key features: Oversized double lot property within walking distance of the beach and direct bay access, stunning views of the bay Skyview Bridge, heated pool with jet spas and built-in table, tiki bar, large dock with 3 green lights, boat slip next door with ability park trailer second driveway, outdoor grill, giant Adirondack chair, hanging hammock, fire pit, outdoor games, outdoor shower, two kitchens and two living rooms for privacy and space, large balcony with magical views 1-minute walk to the bus stop for the free Island Trolley and so much more!
Entertainment amenities: Adult and children kayaks, paddleboard, beach wagons, beach chairs and umbrellas, toys, outdoor ping pong, putting green, cornhole, PS5, Xbox, Sonos, and much more!
Overlooking the bay where you can watch Manatees and catch fish, paddleboard, or kayak! Want to visit the beach? No problems, this is just a 4 min walk away. Come enjoy Island life in this very unique five bed, four baths, 3,338 sq. ft. This home is only ever rented out as a single property. Still, it offers a unique set-up for privacy for its guests as the property is composed of a double lot boasting a three bedroom/3 bath main residence and an attached guest residence with a separate entrance that has two bedrooms and one bath, its own full kitchen, living room, and its view of the pool and bay, the perfect combination designed for multi-family or groups to visit comfortable in the large common-spaces while providing privacy when needed. The home is also unique as it was built at an angle, so you have unobstructed views of the bay and Skyview Bridge.
The outdoor space was truly built for entertaining with a 1,300 sq. ft. deck, a heated pool with a built-in table with jets, a BBQ, a putting green, a dock, a fire pit, ample seating, and even its own custom tiki bar! There is a 100 long seawall with an oversized cap and dock, plus a boat slip next door, perfect for mooring a boat. The property also has ample parking with two oversized driveways. Enjoy the home s impressive location with the best of both worlds being on the bay but a close walk to the beach;
Drop off the boat, kayak, paddleboard.... all in your private
4-minute walk to the amazing sugar sand beach
Unobstructed views of Skyway Bridge
Second-floor balcony with table seating for 8 and luxury hanging hammock
1-minute walk to the bus stop for the free Island Trolley
As you walk into this home, you are greeted by the impressive 30 high glass entryway that opens into the kitchen and dining table that seats 8. Also on the first floor is a bedroom with a king bed and an en-suite bathroom. Adjoining this is a queen-over-full custom bunk bed that adjoins the family bathroom with tub/shower. As you go to the second floor via the entrance or side staircase you will be impressed with the open space and 10 high ceilings. The main living room has a wet bar and seating for 5 with fantastic views, perfect for entertaining. There is also a card table that seats 8 and a leather sofa with electrical recliners. Sonos sound and an 85-Inch SMART TV, Apple TV, and a PS4 will keep your group entertained. Open the balcony doors to your large balcony with fantastic views, high-top seating for 6, and a daybed. Also on the second floor is the main master boasting amazing views, open space, and a luxurious walk-in bathroom with his and hers vanity sinks, a walk-in shower with multi jets, and an impressive oversized walk-in closet.
Via a side entrance or the rear patio deck, you can access the guest suite, boasting its own dedicated living room, 82-Inch SMART TV, Sonos, full kitchen, and 1 bedroom with King Bed and a second bedroom with a full over full bunk bed both with adjoining access to the bathroom. There is also a dedicated laundry room with a washer and dryer.
Treat yourself to this unique property today, and get ready to start living the Island Life!
Bedroom/Bed Sizes - Main Home
Bedroom #1 - King (First Floor)
Bedroom #2 - Queen/ Full Bunk Bed (Ground Floor)
Bedroom #3 - King (Second Floor)
Bedroom/Bed Sizes - Duplex
Bedroom #1 - King (Second Floor)
Bedroom #2 - Queen/Twin (Ground Floor)
General
3,338 sq. ft. interior
Oversize double lot walking distance beach direct bay access
2 living room and kitchens
Duplex with separate private access
Beach chairs and cart provided for guest use
Stunning views of the bay and Skyview Bridge
Laundry room with washer and dryer
Living Area- Main House
Apple TV
Sonos
Wet bar seating for 5
Sofa with electrical recliners
Card table seats 8Pool/Patio
1,300 Sq. Ft space
100 seawall with docking space
3 Green lights perfect for watching snook
Dock with seating for 10
Washing and Cutting
Station, Snook Light, plenty of bumpers, and room for up
to a 35 boat
Heated pool with a built-in table with spa jets
Firepit - 4 Adirondack chairs
Webber BBQ grill
10 chairs on the dock
8 ft giant Adirondack chair
4 sun loungers
Tiki bar seating for 6
Patio table seating for 8
Daybed
Mini golf putting green
Outdoor shower
Living Area - Second Home
Sonos
Apple TV
PS5
Rental Policies
Please note:
This property is for general vacation rental use only. Vacation rentals may not be used for events or group gatherings that exceed occupancy. The property is located in a residential area, please be a good neighbor and keep the noise to a respectful level. For security
We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details.
4 car maximum, please plan accordingly and coordinate with your group. No overnight parking for additional vehicles
Boatlift and 2 car garage for owner use only
Property managed by AMI Locals, an Anna Maria Island property management company
Please Remember:
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.
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
VRC20-000313
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