Anna Maria, FL

Oar House

6 bedrooms 0 beds 7 baths 8 guests New

About the property

Oar House by AMI Locals Welcome to Oar House, a new 6-bedroom, 7-bath luxury home right on Pine Avenue on the north end of Anna Maria Island. It is made for easy group getaways, with a private heated pool, a large spa, and a rooftop deck with wide water views. You will also find plenty of fun, resort-style amenities. Step out the door to Pine Avenue cafes and boutiques, stroll to Bayfront Park, and reach the Gulf beaches in minutes for a relaxed Anna Maria Island vacation. Highlights -10-minute walk to Anna Maria Beach -6 Bedrooms / 7 Bathrooms -5 Kings, 1 Full-over-Full bunk and 1Queen sleeper sofa -Private pool with in-ground spa and basketball hoop -Rooftop deck with panoramic views -Putting green -Outdoor games (Tetris, ping pong, connect four, cornhole) -Outdoor bar, covered dining and loungers -BBQ grill -Front and rear balconies -4 Parking spots -On Pine Avenue: walk to shops and restaurants. Days drift easily between the sun-shelf pool (with in-water loungers and a basketball hoop) and the large spa under palm-framed skies. Perfect your short game on the private putting green, challenge the crew to ping pong, connect four, cornhole, or a round of giant outdoor Tetris. Then mix evening refreshments at the outdoor bar and grill dinner before gathering at the covered dining area. Head up to the rooftop deck for golden-hour views that sweep from the Bay toward the Gulf. Soaring, lofted ceilings and high-end finishes define the open great room, styled in modern coastal hues with plush seating for movie nights. The chef’s kitchen features new stainless appliances, generous counter space for prepping, and all the culinary essentials for effortless group meals. With access to front and back balconies, enjoy views overlooking the pool and tropical landscaping. All six bedrooms feature ensuite bathrooms, luxe bedding, TVs, and thoughtful storage. On the second floor, three king suites each include an ensuite with a walk-in shower. On the third floor, two additional king suites offer spa-like baths (one with a separate tub and shower). The sixth bedroom is a full-over-full bunk suite with a shower-tub combo, a favorite for kids. A seventh full bath adds convenience across the living spaces, and a loft provides a queen sleeper sofa for flexible lounge or overflow sleeping as permitted. Room Details -Primary Bedroom (2nd floor): King; ensuite with walk-in shower -Second Bedroom (2nd floor): King; ensuite with walk-in shower -Third Bedroom (2nd floor): King; ensuite with walk-in shower -Fourth Bedroom (3rd floor): King; ensuite with walk-in shower -Fifth Bedroom (3rd floor): King; ensuite with walk-in shower and separate tub -Sixth Bedroom (3rd floor): Full-over-Full bunk; ensuite with shower-tub combo -Loft (3rd floor): Queen sleeper sofa Enjoy a quiet backyard finished with turf and lush landscaping, multiple balconies, and the convenience of Pine Avenue right outside your door for morning coffee, boutique shopping, and dinner reservations. Stroll to Bayfront Park for sunrise over the pier or make your way to nearby Gulf beach access for soft sands and emerald water. Explore the island car-free via the trolley, bikes, or on foot; easy island living for large group stays seeking luxury beach homes with private pools and spas. With a rooftop deck of postcard-worthy views, a resort-style pool and spa, putting green, and a prime spot on Pine Avenue, Oar House by AMI Locals delivers the elevated, family-friendly island escape you have been searching for. Book your stay at Oar House today! - This home is managed by AMI Locals, an Anna Maria Island property management company. There are no pets allowed in this home. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property has an active Ring doorbell at the main entrance. 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. 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.

Oar House by AMI Locals Welcome to Oar House, a new 6-bedroom, 7-bath luxury home right on Pine Avenue on the north end of Anna Maria Island. It is made for easy group getaways, with a private heated pool, a large spa, and a rooftop deck with wide water views. You will also find plenty of fun, resort-style amenities. Step out the door to Pine Avenue cafes and boutiques, stroll to Bayfront Park, and reach the Gulf beaches in minutes for a relaxed Anna Maria Island vacation. Highlights -10-minute walk to Anna Maria Beach -6 Bedrooms / 7 Bathrooms -5 Kings, 1 Full-over-Full bunk and 1Queen sleeper sofa -Private pool with in-ground spa and basketball hoop -Rooftop deck with panoramic views -Putting green -Outdoor games (Tetris, ping pong, connect four, cornhole) -Outdoor bar, covered dining and loungers -BBQ grill -Front and rear balconies -4 Parking spots -On Pine Avenue: walk to shops and restaurants. Days drift easily between the sun-shelf pool (with in-water loungers and a basketball hoop) and the large spa under palm-framed skies. Perfect your short game on the private putting green, challenge the crew to ping pong, connect four, cornhole, or a round of giant outdoor Tetris. Then mix evening refreshments at the outdoor bar and grill dinner before gathering at the covered dining area. Head up to the rooftop deck for golden-hour views that sweep from the Bay toward the Gulf. Soaring, lofted ceilings and high-end finishes define the open great room, styled in modern coastal hues with plush seating for movie nights. The chef’s kitchen features new stainless appliances, generous counter space for prepping, and all the culinary essentials for effortless group meals. With access to front and back balconies, enjoy views overlooking the pool and tropical landscaping. All six bedrooms feature ensuite bathrooms, luxe bedding, TVs, and thoughtful storage. On the second floor, three king suites each include an ensuite with a walk-in shower. On the third floor, two additional king suites offer spa-like baths (one with a separate tub and shower). The sixth bedroom is a full-over-full bunk suite with a shower-tub combo, a favorite for kids. A seventh full bath adds convenience across the living spaces, and a loft provides a queen sleeper sofa for flexible lounge or overflow sleeping as permitted. Room Details -Primary Bedroom (2nd floor): King; ensuite with walk-in shower -Second Bedroom (2nd floor): King; ensuite with walk-in shower -Third Bedroom (2nd floor): King; ensuite with walk-in shower -Fourth Bedroom (3rd floor): King; ensuite with walk-in shower -Fifth Bedroom (3rd floor): King; ensuite with walk-in shower and separate tub -Sixth Bedroom (3rd floor): Full-over-Full bunk; ensuite with shower-tub combo -Loft (3rd floor): Queen sleeper sofa Enjoy a quiet backyard finished with turf and lush landscaping, multiple balconies, and the convenience of Pine Avenue right outside your door for morning coffee, boutique shopping, and dinner reservations. Stroll to Bayfront Park for sunrise over the pier or make your way to nearby Gulf beach access for soft sands and emerald water. Explore the island car-free via the trolley, bikes, or on foot; easy island living for large group stays seeking luxury beach homes with private pools and spas. With a rooftop deck of postcard-worthy views, a resort-style pool and spa, putting green, and a prime spot on Pine Avenue, Oar House by AMI Locals delivers the elevated, family-friendly island escape you have been searching for. Book your stay at Oar House today! - This home is managed by AMI Locals, an Anna Maria Island property management company. There are no pets allowed in this home. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property has an active Ring doorbell at the main entrance. 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. 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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 18, 2026$515Available3
May 19, 2026$515Available3
May 20, 2026$515Available3
May 21, 2026$515Not Available4
May 22, 2026$915.67Not Available3
May 23, 2026$1,061.93Not Available4
May 24, 2026$767.35Not Available4
May 25, 2026$1,965.24Not Available4
May 26, 2026$1,885.93Not Available4
May 27, 2026$1,606.80Not Available4
May 28, 2026$1,727.31Not Available4
May 29, 2026$1,830.31Not Available4
May 30, 2026$956.87Available1
May 31, 2026$927Not Available4
Jun 1, 2026$899.19Not Available4
Jun 2, 2026$1,097.98Not Available4
Jun 3, 2026$1,114.46Not Available4
Jun 4, 2026$1,156.69Not Available4
Jun 5, 2026$1,197.89Not Available4
Jun 6, 2026$1,351.36Not Available4
Jun 7, 2026$1,191.71Not Available4
Jun 8, 2026$1,160.81Not Available4
Jun 9, 2026$1,141.24Not Available4
Jun 10, 2026$1,155.66Not Available4
Jun 11, 2026$1,204.07Not Available4
Jun 12, 2026$1,379.17Not Available4
Jun 13, 2026$1,369.90Not Available4
Jun 14, 2026$1,102.10Not Available4
Jun 15, 2026$1,082.53Not Available4
Jun 16, 2026$1,118.58Not Available4
Jun 17, 2026$1,102.10Not Available4
Jun 18, 2026$1,354.45Not Available4
Jun 19, 2026$1,385.35Not Available4
Jun 20, 2026$1,714.95Not Available4
Jun 21, 2026$1,666.54Not Available4
Jun 22, 2026$1,715.98Not Available4
Jun 23, 2026$1,704.65Not Available4
Jun 24, 2026$1,705.68Not Available4
Jun 25, 2026$1,757.18Not Available4
Jun 26, 2026$1,746.88Not Available4
Jun 27, 2026$1,385.35Not Available4
Jun 28, 2026$1,375.05Not Available4
Jun 29, 2026$1,354.45Not Available4
Jun 30, 2026$1,376.08Not Available4
Jul 1, 2026$1,584.14Not Available4
Jul 2, 2026$1,756.15Not Available4
Jul 3, 2026$1,810.74Not Available4
Jul 4, 2026$1,806.62Not Available4
Jul 5, 2026$1,695.38Not Available4
Jul 6, 2026$1,600.62Not Available4
Jul 7, 2026$1,588.26Not Available4
Jul 8, 2026$1,587.23Not Available4
Jul 9, 2026$1,597.53Not Available4
Jul 10, 2026$1,600.62Not Available4
Jul 11, 2026$1,616.07Not Available4
Jul 12, 2026$1,604.74Not Available4
Jul 13, 2026$1,606.80Not Available4
Jul 14, 2026$1,605.77Not Available4
Jul 15, 2026$1,607.83Not Available4
Jul 16, 2026$1,606.80Not Available4
Jul 17, 2026$1,616.07Not Available4
Jul 18, 2026$1,337.97Not Available4
Jul 19, 2026$1,301.92Not Available4
Jul 20, 2026$1,321.49Not Available4
Jul 21, 2026$1,298.83Not Available4
Jul 22, 2026$1,328.70Not Available4
Jul 23, 2026$1,375.05Not Available4
Jul 24, 2026$1,385.35Not Available4
Jul 25, 2026$1,434.79Not Available4
Jul 26, 2026$1,400.80Not Available4
Jul 27, 2026$1,340.03Not Available4
Jul 28, 2026$1,356.51Not Available4
Jul 29, 2026$1,369.90Not Available4
Jul 30, 2026$1,398.74Not Available4
Jul 31, 2026$1,400.80Not Available4
Aug 1, 2026$1,324.58Not Available4
Aug 2, 2026$1,254.54Not Available4
Aug 3, 2026$1,221.58Not Available4
Aug 4, 2026$1,197.89Not Available4
Aug 5, 2026$1,176.26Not Available4
Aug 6, 2026$1,248.36Not Available4
Aug 7, 2026$1,274.11Not Available4
Aug 8, 2026$1,186.56Not Available4
Aug 9, 2026$1,112.40Not Available4
Aug 10, 2026$998.07Not Available4
Aug 11, 2026$937.30Not Available4
Aug 12, 2026$918.76Not Available4
Aug 13, 2026$927Not Available4
Aug 14, 2026$941.42Not Available4
Aug 15, 2026$1,041.33Not Available5
Aug 16, 2026$880.65Not Available5

Where you'll sleep

Amenities

Ocean view
Pool outdoor
Hot tub
Gym
Game Room
Putting green
BBQ Area
Patio

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Where you'll be

Anna Maria, FL, 34216, US

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 8 guests.