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2309A - Gulfside Sunset

AMAZING Ocean and Sunset views from rooftop putting green with pool!

Bedrooms: 4

Bathrooms: 3

Sleeps: 10

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Overview ↑↓

Premier local manager, Destination Paradise welcomes you to “2309A - Gulfside Sunset”… a stunning oceanfront home with insane 360º views of the Gulf of America, downtown Sarasota, the tip of Anna Maria Island, and the Sunshine Skyway Bridge in St Petersburg/Tampa! This 4-level home sleeps up to 10 per side! You can rent side A or B with 3 bedrooms and 3 bathrooms each, as well as a sofa bed in the living room and murphy bed in the pool house bedroom, or BOTH SIDES for a total of 6 bedrooms, 2 pool house bedrooms, 6 bathrooms and 10 beds!! “Gulfside Sunset” is located right on Bradenton Beach and is just minutes from Holmes Beach and Anna Maria Island. This property has a HEATED and CHILLED pool to enjoy perfect temperatures year round! A hot tub is also located on the rooftop lounge area!

BRAND NEW HOME!! Construction was completed 2/1/25. These photos were from a few weeks before completion and DO NOT accurately reflect what the home looks like now. Photos will be done by 7/15/26.

As soon as you arrive at this amazing island home, your first thought will be “I need to get to the top floor to take in the gorgeous ocean and island views immediately!” The rooftop features plush turf, with a 2 hole putting green as well as a private hot tub and plenty of seating for taking in that salty ocean breeze. Take the elevator or the outside stairway down to the main living floor and patio area and you’ll immediately be greeted with those cozy island vibes. Walk from the living and dining room area, through the galley style kitchen, and end up back in one of the three master bedroom/bathrooms. In the hallway outside of that bedroom, you can take the elevator or the stairs down to the first floor bedrooms, which both have ensuite bathrooms. There is also a washer and dryer on this floor.

Right across the street is multiple beach access points for getting to Bradenton Beach. Grab a boogie board or towel and beach chair and experience all that Bradenton Beach and Anna Maria Island have to offer. Make a coffee or pour yourself a glass of wine and take in the out-of-this-world sunsets that the West coast of Florida is famous for! After diving in the salty surf, this home has a private outdoor shower for rinsing the sand off. The sparkling swimming pool and grill is located right in front of the home!

Adjacent to the pool and grill is the “pool house”, equipped with its own AC unit, a murphy bed, sofa and TV for taking a break from the sun, taking a midday nap or giving those teenagers a place all to themselves! The access to the pool house is separate from the main home with doors leading to the back parking area and the front pool area.

Book “Gulfside Sunset” today and experience Florida Beach living at its finest!

NOTE: Side A and B are split. There are 2 individual pools as well as a divider between the pool and roof top area for privacy. If you rent the entire home (A and B) you can remove these dividers but the living quarters are still separate.

“2309A - Gulfside Sunset” can accommodate up to 10 guests with a bedding configuration as follows:
•Bedroom # 1: King Bed (1) - Sleeps: 2
•Bedroom # 2: King Bed (2) - Sleeps: 2
•Bedroom # 3: King Bed (1) - Sleeps: 2
•Living Room: Sofa Bed (1) - Sleeps: 2 children
•Pool House: Queen Murphy Bed (1) - Sleeps: 2

***PLEASE NOTE***

POOL HEATER RULES: Pool heat temp is set at 83º in colder weather and is chilled to 86º when relief from the Florida summers is needed. The heater runs each day from 7 AM until 7 PM from October 15-April 15. Outside of these dates, the Florida weather should naturally heat the pool. Pool temps are not guaranteed. This pool is heated by a heat pump and is only capable of heating to around 20-25 degrees warmer than the ambient temperature. (If the high for the day is 55, the pool may only be able to reach 75). The spa is manually operated. Once turned on it can be set to your desired temperature, below 104º. Always keep the cover on and turn down to 80º when not in use.

PET POLICY: This home has a $20/pet/day fee. Aggressive breeds (ie. pitbulls, etc) may not be allowed and will need to be approved by management prior to your stay. If you bring your pet without claiming them on the reservation or by trying to avoid paying the pet fee, a minimum fine of $500/pet will be collected. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED.

A SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS.

Room Details ↑↓

Bedroom #1

Bed Info: 1 King

Private Bath

Bedroom #2

Bed Info: 1 King

Private Bath

Bedroom #3

Bed Info: 1 King

Private Bath

Living Room

Bed Info: 1 Sleeper Sofa

Pool House

Bed Info: 1 Queen

Amenities ↑↓

Entertainment

Television, Toys, Smart TV, Ping Pong Table

Essential Amenities

Wireless Internet, Toilet Paper, Towels Provided, Linens provided, Basic Soaps, Clothes Washer, Clothes Dryer, Hair Dryer, Iron & Board, Air Conditioning: Central Air, Heating, Cooking basics , Ceiling fan , Essentials for bed and bath

Extras

Mid stay clean available, Specials

General

Internet, Living Room, Parking, Paper Towels, Pack n’ Play

Kitchen and dining

Kitchen, Toaster, Blender, Dishwasher, Microwave, Ice Maker, Coffee Maker, Grill, Dining table, Oven, Stove, Refrigerator, Dishes & Utensils

Location Type

Golf Course View, Near Ocean, Golf Course, Town, Village, Waterfront, Water View, Downtown, Beach View, Beachfront, Beach, Oceanfront, Ocean View

Outdoor Features

Beach Towels, Deck/Patio, Lawn/Garden, Porch/Veranda, Bicycles, Water Sports Gear, Beach Umbrellas, Beach Chairs, Outdoor Furniture, Balcony, Golf on Property

Pool and spa facilities

Heated Pool, Chilled Pool, Outdoor Pool, Private Pool, Spa/Hot Tub

Safety

Smoke Alarm, Carbon Monoxide Alarm, Fire Extinguisher

System

Pet Friendly

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Area Info ↑↓

Get To Know The Area!: Experience the serenity of our world class beaches where you can swim, sunbathe, surf, paddle board, and fish. Take a morning walk down Coquina or Bradenton Beach to find shark’s teeth, sand dollars, and an assortment of other sea shells. Head to the North side of Anna Maria Island to check out Bean Point; a secluded beach with soft white sand.

Visit one of the centerpieces of Anna Maria Island, the AMI City Pier where there is great fishing and plenty of restaurants to choose from. Take a stroll down the Coquina Baywalk and Leffis Key to find a small nature walk with peaceful walking trails.

Take the provided bicycles all around the island and search for the 6 beaches that AMI has to offer (can you find them all?); Coquina Beach, Manatee Beach, Bradenton Beach, Holmes Beach, Cortez Beach and Anna Maria Beach (with Bean Point being part of that).

Our favorite Anna Maria Island Restaurants:

Beach House Waterfront (Excellent Seafood)
Ugly Grouper (Bar/Pub Style Food)
Waterfront Restaurant (High End Seafood and Steak, Great ambiance)
Hurricane Hanks (Bar/Burgers)

Our favorite Bradenton/Sarasota restaurants:

KOJO (My personal favorite - High end Asian Fusion)
Selva Grill (Amazing ceviches and high end courses-Try the KOJO sushi roll and Wagyu Skirt Steak!)
Owen’s Fish Camp (Unique atmosphere, great seafood)
Baker and Wife (American, great food)
SKOB - Siesta Key Oyster Barn (Great happy house and oysters)
Hyde Park Prime Steakhouse (High end steakhouse)

Our favorite Tampa/St Pete restaurants:

Rococo Steakhouse (High end steakhouse)
Texas De Brazil (All-you-can-eat Brazilian Steakhouse)
Bern’s Steakhouse (If you can get a table-amazingly unique eating experience - WORLD FAMOUS)
Ulele (Local Cuisine, Brew Pub, Michelin Star rated)
Ocean Prime (High end Seafood)

Our favorite Casey Key/Venice restaurants:

Pop’s Sunset Grill (Ma & Pa style bar and grill)
Casasariano Italian Eatery (Italian)
The Breakfast Cottage (Breakfast/Brunch)

Reviews ↑↓

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Loved it

Vacation Date: March 11, 2026

"We loved it! We were fortunate to have the house to ourselves most of our stay.

Reviewed By: Tamara

Perfect girls trip!

Vacation Date: March 15, 2026

"This was the perfect spot for our girls trip! Brand new and super clean house with all the amenities. Pool was perfect for the more windy days on the beach with a bunch of beautiful and brand new furniture. Bedrooms and bathrooms all in pristine condition and definitely worth the price. Our favorite spot by far was the roof. Gorgeous sunset views with a hot tub and great furniture. Check-in was seamless -- all we needed was a door code. Right in between the fun of Anna Maria Island and Bridge Street in Bradenton. We enjoyed Daiquiri Deck, Freckled Fin, The Beach House, and a few others, all great spots to eat and beach bars mostly walkable from the house. All in all was a great, relaxing, and easy stay, will definitely want to visit the area and specifically this home again.

Reviewed By: Harper

Loved it!

Vacation Date: March 11, 2025

"We loved our stay! It is so close to the beach and there is everything you could want for the beach. The bikes were great for an easy ride to the grocery store. Our stay was very relaxing and we were able to watch dolpins in the ocean. We felt very safe in the area.

Reviewed By: TT

Amazing! Couldn’t ask for more!

Vacation Date: June 5, 2025

"Amazing home with a great location right across from the beach! The roof top was epic! The home was very clean and comfortable. This home comes with everything you need for an amazing beach vacation: bikes, multiple beach/sun shades, beach umbrellas, quality beach chairs, beach wagon, and an abundance of clothes washing pods/dryer sheets and kitchen/dish cleaning supplies! My family had the best time!

Reviewed By: Amanda

5 Stars

Vacation Date: February 14, 2025

"Me and my family stayed here and it was awesome! The house was very spacious and clean. Lots of things to do in the area and right across the street from the beach! Highly recommended.

Reviewed By: Ben Mercer

Great location!

Vacation Date: March 25, 2025

"Great location, great views, and very comfortable furnishings! We would definitely stay here again.

Reviewed By: Justin Ullom