Entire home
Stunning new luxury home, pool and spa, walk to the beach! Summer awaits!
Family-friendly vacation home with a hot tub, near Bean Point Beach
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Reviews
10 out of 10
Exceptional
6 bedrooms6+ bathroomsSleeps 83545 sq ft
Popular amenities
Explore the area

Anna Maria, FL
- Place, Anna Maria Island Museum and Historical Park2 min walk
- Place, Anna Maria City Pier5 min walk
- Place, Bean Point Beach17 min walk
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)36 min drive
Rooms & beds
6 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
1 King Bed
Bedroom 6
1 Twin Bunk Bed
Living Area 1
1 Double Sofa Bed
6 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Bathroom 7
Spaces
Deck or patio
Kitchen
Balcony
About this property
Stunning new luxury home, pool and spa, walk to the beach! Summer awaits!
Oar House by AMI Locals
421 Pine Ave, Anna Maria, FL 34216
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.
421 Pine Ave, Anna Maria, FL 34216
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot Tub
Kitchen
Washer
Dryer
Free WiFi
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10.0 out of 10, Exceptional, (3 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Anna Maria
Located in Anna Maria, this vacation home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Traveling with kids? Consider Fish Hole Adventure Golf and H2O Watersportz. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Anna Maria, FL
What's nearby
- Anna Maria Island Museum and Historical Park - 2 min walk - 0.2 km
- Anna Maria City Pier - 5 min walk - 0.4 km
- Bayfront Park - 5 min walk - 0.4 km
- Island Players - 6 min walk - 0.6 km
- Bean Point Beach - 17 min walk - 1.4 km
Getting around
Restaurants
- The Ugly Grouper - 6 min drive
- Anna Maria Island Beach Cafe - 9 min drive
- The Sandbar Restaurant - 9 min walk
- The Waterfront Restaurant - 5 min walk
- North Shore Cafe - 4 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
9.8/10
Communication
9.8/10
Location
10/10
Listing accuracy
Reviews
Sep 2, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Aug 2025
10/10 Excellent
Anthony S.
Apr 28, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Rental for Family Vacations
Anthony S.
Stayed 6 nights in Apr 2025
10/10 Excellent
ziggypope70
May 21, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect House
ziggypope70
Stayed 3 nights in May 2024
10/10 Excellent
Tyson C.
Nov 13, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Island Getaway
Tyson C.
Stayed 3 nights in Nov 2023
10/10 Excellent
Mary anne D.
Apr 6, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Just the best ever at the OAR HOUSE
Mary anne D.
Stayed 7 nights in Mar 2024
10/10 Excellent
Ted B.
Jun 1, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Holiday Weekend at the Oar House - AMI
Ted B.
Stayed 4 nights in May 2022
About the host
Hosted by AMI Locals
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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