House in Anna Maria Island, FL
8 guests · 4 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
Siena Sky by Anna Maria Island Accommodations
Welcome to Siena Sky, a four-bedroom, four-bath luxury vacation home just steps from the beach. This stunning island getaway combines modern elegance with relaxed coastal comfort, featuring a rooftop deck with Gulf views, a heated pool and spa, and a prime location within walking distance of Pine Avenue, Bean Point, and the island’s best shops and restaurants. Perfect for families and groups, Siena Sky delivers the ultimate Anna Maria Island vacation experience.
Highlights
• 1-minute walk to Anna Maria City Beach
• 4 Bedrooms / 4 Bathrooms
• 3 King beds, 2 Twin-over-Twin bunk beds
• Rooftop deck with Gulf views
• Brand new construction
• Heated pool with spa
• Elevator access
• Covered patio with seating and BBQ grill
• Pet-friendly with approval and fee
• 4 parking spaces
Wake up to breathtaking views from the rooftop deck, spend sunny afternoons splashing in the pool and relaxing in the spa, and gather for dinners by the outdoor grill and covered patio. Siena Sky makes vacation living effortless, with upscale amenities like an elevator, washer and dryer, and upgraded linens to ensure every stay is comfortable and convenient.
The second floor living area is bright and inviting, featuring plush seating, TV, and sliding doors that open to the balcony for seamless indoor-outdoor living. The chef’s kitchen is a highlight with quartz countertops, custom cabinetry, and appliances, while the dining area offers elegant seating for eight. Whether you’re cooking a family feast or enjoying takeout from a nearby restaurant, this open concept space is perfect for gathering together.
Each of the four bedrooms is designed as a private retreat, complete with ensuite bathrooms, TVs, and plenty of storage. The primary bedroom boasts a king bed and a spa-inspired bathroom with a standalone tub and walk-in shower, plus balcony access for morning breezes. Two additional king bedrooms provide comfort and style, while the fourth bedroom is perfect for kids with two twin-over-twin bunk beds. With four and a half bathrooms, everyone in your group will enjoy space and privacy.
Room Details
-Primary Bedroom, 3rd floor: King bed, ensuite bathroom with tub and walk-in shower
-Second Bedroom, 2nd floor: King bed, ensuite bathroom
-Third Bedroom, 2nd floor: King bed, ensuite bathroom
-Fourth Bedroom, 3rd floor: Two Twin-over-Twin bunk beds, ensuite bathroom
Located just one minute from the beach and close to Anna Maria’s most popular spots, Siena Sky is perfectly positioned for exploring. Walk to boutique shopping and dining on Pine Avenue, take the trolley to Holmes Beach or Bradenton Beach, or spend the day kayaking, fishing, or booking a sunset cruise. Traveling with a larger group? Check out Costa Bella, Siena Sky’s neighboring home, also available for rent.
Siena Sky by Anna Maria Island Accommodations is the perfect blend of modern luxury and coastal charm. With a rooftop deck, private pool and spa, and unbeatable location near the Gulf, this home is designed to make your Anna Maria Island getaway unforgettable. Book your stay today and create lasting memories at Siena Sky!
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This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details.
With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Anna Maria Island Accommodations Rental Policies for full details.
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.
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 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.
Welcome to Siena Sky, a four-bedroom, four-bath luxury vacation home just steps from the beach. This stunning island getaway combines modern elegance with relaxed coastal comfort, featuring a rooftop deck with Gulf views, a heated pool and spa, and a prime location within walking distance of Pine Avenue, Bean Point, and the island’s best shops and restaurants. Perfect for families and groups, Siena Sky delivers the ultimate Anna Maria Island vacation experience.
Highlights
• 1-minute walk to Anna Maria City Beach
• 4 Bedrooms / 4 Bathrooms
• 3 King beds, 2 Twin-over-Twin bunk beds
• Rooftop deck with Gulf views
• Brand new construction
• Heated pool with spa
• Elevator access
• Covered patio with seating and BBQ grill
• Pet-friendly with approval and fee
• 4 parking spaces
Wake up to breathtaking views from the rooftop deck, spend sunny afternoons splashing in the pool and relaxing in the spa, and gather for dinners by the outdoor grill and covered patio. Siena Sky makes vacation living effortless, with upscale amenities like an elevator, washer and dryer, and upgraded linens to ensure every stay is comfortable and convenient.
The second floor living area is bright and inviting, featuring plush seating, TV, and sliding doors that open to the balcony for seamless indoor-outdoor living. The chef’s kitchen is a highlight with quartz countertops, custom cabinetry, and appliances, while the dining area offers elegant seating for eight. Whether you’re cooking a family feast or enjoying takeout from a nearby restaurant, this open concept space is perfect for gathering together.
Each of the four bedrooms is designed as a private retreat, complete with ensuite bathrooms, TVs, and plenty of storage. The primary bedroom boasts a king bed and a spa-inspired bathroom with a standalone tub and walk-in shower, plus balcony access for morning breezes. Two additional king bedrooms provide comfort and style, while the fourth bedroom is perfect for kids with two twin-over-twin bunk beds. With four and a half bathrooms, everyone in your group will enjoy space and privacy.
Room Details
-Primary Bedroom, 3rd floor: King bed, ensuite bathroom with tub and walk-in shower
-Second Bedroom, 2nd floor: King bed, ensuite bathroom
-Third Bedroom, 2nd floor: King bed, ensuite bathroom
-Fourth Bedroom, 3rd floor: Two Twin-over-Twin bunk beds, ensuite bathroom
Located just one minute from the beach and close to Anna Maria’s most popular spots, Siena Sky is perfectly positioned for exploring. Walk to boutique shopping and dining on Pine Avenue, take the trolley to Holmes Beach or Bradenton Beach, or spend the day kayaking, fishing, or booking a sunset cruise. Traveling with a larger group? Check out Costa Bella, Siena Sky’s neighboring home, also available for rent.
Siena Sky by Anna Maria Island Accommodations is the perfect blend of modern luxury and coastal charm. With a rooftop deck, private pool and spa, and unbeatable location near the Gulf, this home is designed to make your Anna Maria Island getaway unforgettable. Book your stay today and create lasting memories at Siena Sky!
-
This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details.
With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Anna Maria Island Accommodations Rental Policies for full details.
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.
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 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.
Amenities at New Luxury Home with Beach Views and Pool, 1 min to Beach - Siena Sky
Non-smoking
Pets allowed
Family friendly
Map of Anna Maria Island, FL
Ratings and reviews
10 / 10Outstanding·Jul 2026
Beautiful house with great views! We’re definitely coming back next summer.
10 / 10Outstanding·May 2026
The home was great. Very clean, great size and great location. The rooftop was perfect.
10 / 10Outstanding·Feb 2026
Beautiful home! Steps away from the beach and extremely accommodating.
6 / 10Average·Jul 2026
the house was new construction which was nice but you could smell “new paint “ in the bottom foyer area which wasn’t pleasant It’s a pet friendly place but there are at least 3 spots in the back that they can get under the fence so that was fun chasing my dog The ice maker didn’t make barely any ice so we had to buy that the whole time there wasn’t not even one coffee pod to be had the first morning there and i found that unusual bc most vrbos offer that they didn’t put a lot of insulation in the house bc you can hear everything everywhere Not one ceiling fan in any of the rooms . at the end of the stay we did find one box fan (lol) in a spare closet They should advertise the pool as a plunge pool bc it looks much bigger in the photos The linens specifically the comforters were absolutely pathetic for the price we paid for this house Other than that we LOVED the rooftop and the view and the closeness to the water Some of these things are easily fixable and I hope they do for future guests
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Top rated by guests
9.4Outstanding
(14 Ratings)
"Beautiful house with great views! We’re definitely coming back next summer."
Jennifer N.Don't miss out! Price and availability may change
