House in Anna Maria Island, FL
16 guests · 6 bedrooms · 7 baths
Reasons to book
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Includes essentials and more
About this house rental
Welcome to The Oar House!
Six bedrooms, six and a half bathrooms. Every bedroom has its own private en-suite. No sharing, no waiting, no bathroom schedules.
🛏️ Bedrooms
Main Level:
King Suite 1 with private en-suite bath
King Suite 2 with private en-suite bath
King Suite 3 with private en-suite bath
Second Level:
King Suite 4 with private en-suite bath
King Suite 5 with private en-suite bath
Bunk Room with two full beds and private en-suite bath (perfect for kids or teens)
🏊 Pool & Spa
Heated pool and spa just steps from the back door (pool heated year-round to 82 degrees)
Pool deck with lounge seating for the whole group
Perfect for morning coffee or late night hangs after the kids are down
🎮 Game Room & Activities
Ping pong table and yard games by the pool
Putting green in the backyard
🍳 Kitchen
Fully equipped for cooking big family dinners
Large island with seating
Everything you need to feed a crowd without leaving the house
🌅 Rooftop Deck
Stunning bay views
The best sunset spot on the island
Enough space for your whole crew
🏖️ Beach
Beach chairs, wagon, cooler, and supplies all included
Walk to the beach in minutes, arrive ready to set up
📍 Location
Right on Pine Avenue, the heart of Anna Maria Island
Restaurants, shops, ice cream, and the beach all at your doorstep. No car needed!
Why Guests Love the Oar House
The Oar House is one of Anna Maria Island's premier vacation rentals for families, reunions, and group getaways. With six bedrooms, six and a half bathrooms, and a private en-suite in every room, this luxury beach house was designed for groups who want space, privacy, and comfort under one roof.
Located right on Pine Avenue, you're steps from the best restaurants, shops, and beaches Anna Maria Island has to offer. No car needed. Walk to everything the island is known for and come home to your own heated pool, spa, and rooftop deck with bay views.
AMI is one of Florida's Gulf Coast gems, known for its old Florida charm, white sand beaches, and laid-back island pace. The Oar House puts you at the center of it all while still giving your group a private retreat to come back to every night.
Whether you're planning a family reunion, a milestone birthday, a girls' weekend, or just a week on the Gulf Coast with the people you love most, this is the house your group will be talking about long after you leave.
📋 Rental Agreement
A signed rental agreement is required to hold your reservation. Details will be provided after booking.
A unique door code will be provided before your arrival. No lockboxes, no key exchanges, no waiting. Walk up and walk in.
You'll have full access to the entire home, pool, spa, rooftop deck, and all outdoor areas for the duration of your stay.
We're hands-on when you need us and out of your way when you don't. You'll hear from us before your trip with everything you need to know, and we'll check in during your stay to make sure everything is perfect. We're always just a text away if anything comes up.
The Oar House sits right on Pine Avenue, the main street and beating heart of Anna Maria Island. Walk out the front door to the island's best restaurants, coffee shops, boutiques, galleries, and ice cream, then keep walking to the beach. This is not a house where you load up the car for dinner. It is steps from everything that makes AMI worth the trip. Live music, sunset, a short stroll home, no car needed all week.
Walk to shops, dining, and the beach.
🕐 Check-in / Check-out
Check-in: 4:00 PM
Check-out: 10:00 AM
🚗 Parking
Space for up to four vehicles in the driveway plus two in the garage.
🔇 Quiet Hours
10:00 PM to 6:00 AM. Anna Maria Island is a peaceful residential community and we respect our neighbors.
🌡️ Pool & Spa
The spa is available year-round with heating controls accessible to guests
Pool heated year round to 82 Degrees!
📹 Security
Two exterior Ring cameras are in use for your safety and security. One faces the driveway and one faces the front entrance. No cameras are located inside the home or in any private outdoor areas. Your privacy inside the home is completely yours.
Six bedrooms, six and a half bathrooms. Every bedroom has its own private en-suite. No sharing, no waiting, no bathroom schedules.
🛏️ Bedrooms
Main Level:
King Suite 1 with private en-suite bath
King Suite 2 with private en-suite bath
King Suite 3 with private en-suite bath
Second Level:
King Suite 4 with private en-suite bath
King Suite 5 with private en-suite bath
Bunk Room with two full beds and private en-suite bath (perfect for kids or teens)
🏊 Pool & Spa
Heated pool and spa just steps from the back door (pool heated year-round to 82 degrees)
Pool deck with lounge seating for the whole group
Perfect for morning coffee or late night hangs after the kids are down
🎮 Game Room & Activities
Ping pong table and yard games by the pool
Putting green in the backyard
🍳 Kitchen
Fully equipped for cooking big family dinners
Large island with seating
Everything you need to feed a crowd without leaving the house
🌅 Rooftop Deck
Stunning bay views
The best sunset spot on the island
Enough space for your whole crew
🏖️ Beach
Beach chairs, wagon, cooler, and supplies all included
Walk to the beach in minutes, arrive ready to set up
📍 Location
Right on Pine Avenue, the heart of Anna Maria Island
Restaurants, shops, ice cream, and the beach all at your doorstep. No car needed!
Why Guests Love the Oar House
The Oar House is one of Anna Maria Island's premier vacation rentals for families, reunions, and group getaways. With six bedrooms, six and a half bathrooms, and a private en-suite in every room, this luxury beach house was designed for groups who want space, privacy, and comfort under one roof.
Located right on Pine Avenue, you're steps from the best restaurants, shops, and beaches Anna Maria Island has to offer. No car needed. Walk to everything the island is known for and come home to your own heated pool, spa, and rooftop deck with bay views.
AMI is one of Florida's Gulf Coast gems, known for its old Florida charm, white sand beaches, and laid-back island pace. The Oar House puts you at the center of it all while still giving your group a private retreat to come back to every night.
Whether you're planning a family reunion, a milestone birthday, a girls' weekend, or just a week on the Gulf Coast with the people you love most, this is the house your group will be talking about long after you leave.
📋 Rental Agreement
A signed rental agreement is required to hold your reservation. Details will be provided after booking.
A unique door code will be provided before your arrival. No lockboxes, no key exchanges, no waiting. Walk up and walk in.
You'll have full access to the entire home, pool, spa, rooftop deck, and all outdoor areas for the duration of your stay.
We're hands-on when you need us and out of your way when you don't. You'll hear from us before your trip with everything you need to know, and we'll check in during your stay to make sure everything is perfect. We're always just a text away if anything comes up.
The Oar House sits right on Pine Avenue, the main street and beating heart of Anna Maria Island. Walk out the front door to the island's best restaurants, coffee shops, boutiques, galleries, and ice cream, then keep walking to the beach. This is not a house where you load up the car for dinner. It is steps from everything that makes AMI worth the trip. Live music, sunset, a short stroll home, no car needed all week.
Walk to shops, dining, and the beach.
🕐 Check-in / Check-out
Check-in: 4:00 PM
Check-out: 10:00 AM
🚗 Parking
Space for up to four vehicles in the driveway plus two in the garage.
🔇 Quiet Hours
10:00 PM to 6:00 AM. Anna Maria Island is a peaceful residential community and we respect our neighbors.
🌡️ Pool & Spa
The spa is available year-round with heating controls accessible to guests
Pool heated year round to 82 Degrees!
📹 Security
Two exterior Ring cameras are in use for your safety and security. One faces the driveway and one faces the front entrance. No cameras are located inside the home or in any private outdoor areas. Your privacy inside the home is completely yours.
Amenities at Heart of Pine Ave | 6 En-Suites | Heated Pool
Non-smoking
No pets allowed
Family friendly
Map of Anna Maria Island, FL
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