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Siena Sky Vacation Rental With Rooftop Deck and Gulf Views

Poolside Escape
Poolside Escape
Close to Beach
Private Pool and Spa

Siena Sky Vacation Rental With Rooftop Deck and Gulf Views

Four-bedroom home in Anna Maria with a rooftop deck and heated pool/spa, set near Anna Maria City Beach and Pine Avenue—an island place to stay for families and groups wanting walkable dining and shops.


Home Rental in Anna Maria Florida

How Many Bedrooms? 4 Bedrooms • Sleeps 8
How Many Bathrooms? 4 Full, 1 Half Bathrooms
How Much Living Space? 2500 sqft.
Air Conditioning: Yes
Pool: Pool, Pool (Private)
Internet: Internet Access
Television: Television
Pet Friendly: Yes
Washer/Dryer: Yes

Rates & Availability (USD)

From $600 per night

Availability details can be found on the Anna Maria Island Accommodations website.

Book Direct through Anna Maria Island Accommodations for maximum savings and service!

Availability Details

Available
Already Booked

Property Description

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 islands 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 chefs kitchen is a highlight with quartz countertops, custom cabinetry, and appliances, while the dining area offers elegant seating for eight. Whether youre 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 Marias 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 Skys 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.


Property Features

» Towels/Linens
» Coffee Maker
» Hair Dryer
» Full Kitchen
» Microwave
» Oven
» Refrigerator
» Stove
» Iron / Ironing Board
» Toaster
» Balcony
» Parking
» Elevator
» Blender
» Ceiling Fan(s)
» Freezer
» Ice Maker

Featured Amenities

» Dishwasher
» Television
» Internet Access
» Air Conditioning
» Grill
» Washer/Dryer
» Pool
» Hot Tub
» Pool (Private)
» Pets Allowed

Other Property Amenities

» On-Island Rentals
» Anna Maria
» Beach Access Nearby
» Anna Maria Island
» Walking Distance to Beach
» Museums Nearby
» Dishes and Utensils
» Fire Extinguisher
» Living Room
» Clothes Hangers
» Hot Water
» Long Term Stays Allowed
» Private Entrance
» Smoke Detector
» Boating Nearby
» Local Eco Tourism Nearby
» Horseback Riding Nearby
» Outlet Shopping Nearby
» Wildlife Viewing Nearby
» Fitness Center Nearby
» Hospital Close By
» Laundromat Close By
» Near Ocean
» Residential Street
» Tennis Court Nearby
» Fishing Nearby
» Hiking Nearby
» Jet Skiing Nearby
» Parasailing Nearby
» Sailing Nearby
» Snorkeling Nearby
» Surfing Nearby
» Swimming Nearby
» Water Sports Nearby
» Golf Nearby
» Health Beauty Spa Nearby
» Marina Nearby
» Shopping Nearby
» Bird Watching Nearby
» Kayaking Nearby
» Heating
» Carbon Monoxide Detector
» Deadbolt Lock
» Pots and Pans
» Contactless Check-In
» Pack 'n Play
» Backyard
» Fenced Yard
» Kitchen Island
» Dining Table
» Security Camera Present
» Bathtub
» Cornhole
» Deck
» Keurig Coffee Maker
» Keyless Lock
» Outdoor Seating
» Wet Bar
» 2-minute walk to the beach
» Less than 1 mile to the beach
» Rooftop Deck
» Beach View
» Clothing Storage
» Wine Glasses
» Baking Sheet
» Hot Water Kettle
» Outdoor Kitchen
» Outdoor Dining Area
» Active Ring Doorbell
» Beach Chairs Provided
» Balcony with Beach View
» Outdoor Lighting
» Games
» Current Promo Property
» Required Stairs
» Covered Deck
» Req. No Restrictions
» Evergreen Promo
» Influencer Promo Eligible

Rates from $600 per night
Additional fees may apply
Book Direct
Reservations and Guest Services Anna Maria Island Accommodations

Daytime Phone Number
Reference this Property as:

Property #192174
Siena Sky