Entire home
The Gulf Lookout: A beachfront escape
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Popular amenities
- Spa pool on site
- Garage parking available
- Kitchen
- Washing machine
- Air-conditioning
- Barbecue
Rooms & beds
4 bedrooms (sleeps 8)
3 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
Kitchen
About this property
The Gulf Lookout: A beachfront escape
Welcome to The Gulf Lookout, a beautifully appointed 4-bedroom, 3.5-bath coastal retreat located off Oak Avenue in the charming City of Anna Maria. This exceptional Gulf-front home offers stunning panoramic views with a peaceful park situated between the property and the beach, providing both privacy and easy access to the sugar-sand shoreline.
Featuring spacious living areas, multiple balconies, and an ideal layout for families and groups, The Gulf Lookout blends comfort, style, and an unbeatable location—just steps from local shops, dining, and everything that defines the Anna Maria lifestyle.
Enjoy breathtaking sunsets from the rooftop deck, accessed through the back unit guest bedroom via a steep stairway and compact entry. The home also offers a private game room with mini-split A/C, located above the main house and accessed from the back unit living room balcony — creating the perfect space for entertainment and relaxation. With direct beach access, thoughtful design, and unforgettable views, this home delivers the ultimate coastal getaway.
NOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.
***OVERCROWDING CONSEQUENCES***
Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.
Featuring spacious living areas, multiple balconies, and an ideal layout for families and groups, The Gulf Lookout blends comfort, style, and an unbeatable location—just steps from local shops, dining, and everything that defines the Anna Maria lifestyle.
Enjoy breathtaking sunsets from the rooftop deck, accessed through the back unit guest bedroom via a steep stairway and compact entry. The home also offers a private game room with mini-split A/C, located above the main house and accessed from the back unit living room balcony — creating the perfect space for entertainment and relaxation. With direct beach access, thoughtful design, and unforgettable views, this home delivers the ultimate coastal getaway.
NOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.
***OVERCROWDING CONSEQUENCES***
Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.
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About the area
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Located in Anna Maria, this holiday home is by the ocean. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Scuba diving, water tubing and parasailing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.

Anna Maria, FL
What's nearby
- Bradenton Beach - 1 min walk - 0.2 km
- Palmetto Avenue Beach - 1 min walk - 0.2 km
- Island Players - 11 min walk - 0.9 km
- Anna Maria Island Museum and Historical Park - 14 min walk - 1.2 km
- Bean Point Beach - 2 min drive - 1.7 km
Getting around
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 48 min drive
Restaurants
- Anna Maria Island Beach Cafe - 7 min drive
- The Ugly Grouper - 4 min drive
- The Sandbar Restaurant - 11 min walk
- The Waterfront Restaurant - 19 min walk
- Ginny's & Jane E's - 8 min walk
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