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11-Bedroom Anna Maria Island Luxury Home Rentals

HomeSearch by Bedroom11-Bedroom Anna Maria Island Luxury Home Rentals

SeaBreeze Vacation offers a wide variety of homes that can suit your unique needs. Whether you need a small cottage that is perfect for a couple’s getaway, or you need a large home that is good for multiple couples, or a large family get-together, we can provide you with exactly what you are looking for. We offer 11-bedroom vacation homes on Anna Maria Island that can fit all of your guests comfortably. Just because you have 18-20 guests coming on your excursion, this doesn’t mean that you all need to stay at separate hotels! Stay at one of our houses to use the outdoor space, hop in the pool, cook together, and curl up in plush and cozy beds after a long day of exploring. Browse our fantastic 11-bedroom vacation rentals on Anna Maria Island below!

Book One of Our 11-Bedroom Anna Maria Island Luxury Home Rentals Below!

Private Heated Pool
Private Hot Tub / Spa
Community Hot Tub / Spa
Bay or Canal Front
Beach Front
Water View
Boat Dock
Private Elevator
Community Elevator
Gas Grill
Community Grill
Pets Allowed
Smart TV
Game Console
Games Table
Washer / Dryer
EV Charging
Golf Cart Included

Unable to find any listings.

Accommodations for vacationers who desire to experience more outdoor thrills over indoor frills with great access to all the local hotspots at a budget-friendly price.
To meet affordable budgets, these homes meet quality standards. All in good condition but not with the latest finishes yet still allowing vacationers to have an amazing time.
Typically more affordable with many amenities such as a pool, charming bedrooms, modern bathrooms, coastal chic touches. Definitely not lacking amenities while you are on vacation.
Designer furnishings, first-rate kitchens and deluxe bathrooms, our Platinum rentals offer some of the luxuries of Elite properties without the extra amenities.
The finest furnishings and top-of-the-line appliances, these homes have extra amenities such as a private elevator, rooftop terrace, putt-putt golf, or picturesque coastal views. Elite homes deliver memorable experiences for guests looking for the ultimate Anna Maria Island destination.
Pet friendly
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Beds Bed Baths Bath Guests
Enter Dates for Pricing
Insurance Included
Hot Tub (Spa)
Lake View
Walk to Lake

Why Choose Anna Maria Island?

If you are trying to think of the best place to go with a big group to relax, spend some time in nature, get a great tan, and explore a picturesque coastline, then we have the answer. Instead of spending tons of money to go to the same-old tourist traps, why not try somewhere where locals and tourists alike can mingle with one another, save money, and enjoy the bright sunshine? Check out this little-known spot — Anna Maria Island. This beautiful coastal area in Florida has all the perks of the Sunshine State without the drawbacks of tons of tourists, high prices, long queues at restaurants, and crowded theme parks. Instead, this incredible natural area features bright blue water, tons of outdoor sports, fresh seafood restaurants, cool cafes, and much more.

Let’s check out the top restaurants on Anna Maria Island that are perfect for big groups to have a few drinks, eat some quality seafood, and admire the amazing views!

Anna Maria Island Beach Café

Do you want to stop somewhere for a filling and fresh breakfast? If so, look no further than the ever-popular Anna Maria Island Beach Cafe, perfectly situated on the Manatee Public Beach. This casual breakfast spot offers unlimited pancakes, salads, sandwiches, and ice-cold coffee drinks. Plus, you can get takeaway from the little window by the beach or sit on the shaded patio to cool off after lounging on the beach all day long!

Beach Bistro

One popular spot for upscale fare is Beach Bistro on Gulf Drive in Holmes Beach. This fancy restaurant offers extravagant dishes in an incredible setting. Not only does this fine dining restaurant churn out tasty dishes, but they have been recognized time and time again for award-winning surfside dining.

We highly recommend getting one of the specialty cocktails, like The Alchemist New Fashion, a cocktail with Maker’s Mark bourbon, demerara sugar, clove, cinnamon, smoked cherrywood, and pimento berry. Or you can try something to really lift your spirits, like the Mezcal Mule with mezcal, ginger beer, and fresh squeezed lime.

For dinner, you can’t go wrong with the tasting menu. We recommend getting the shrimp and lobster cocktail for appetizers, complete with Maine lobster, Roma dressing, and horseradish remoulade. For a main dish, try the Bourbon and Maple Shrimp with grits and chimichurri.

Beach House

This waterfront restaurant is always popular among tourists and locals for its perfect seaside setting and fresh food. We recommend getting the Oysters Rockefeller with creamed spinach, bacon, and Romano cheese to split with the table. Next, try the clam chowder with potatoes and clams for a hearty appetizer. For a main dish, we love getting casual food, like the fish tacos with boom boom sauce and corn tortillas, or the short rib tacos with Manchego cheese.

If you want something a little more filling, try one of the seafood platters, like the seafood gumbo with onion, garlic, pepper, celery, and sausage. One of the most popular dishes is the bourbon salmon with roasted asparagus and beach house rice.

Doctor’s Office

Last but not least, the Doctor’s Office is a great choice for large groups when going to dinner or to get drinks. You can’t go wrong with this brightly lit and cool cocktail bar that offers sharing plates and a fun ambiance.

We recommend getting the warmed olives to share with the table. If you are still hungry, you can’t go wrong with the three cheeses, charcuterie board, or Manchego pimento cheese. We also love veggie snacks, like vegetarian tacos or Mediterranean platter with feta, olives, tapenade, and fresh vegetables.

Book Your Anna Maria Island Getaway

If this sounds like the ideal vacation for your large group, use SeaBreeze Vacation to book one of our Anna Maria Island luxury home rentals today. We make sure that the booking process is fast, easy, and simple. All you have to do is browse our 11-bedroom homes on our website and choose the one that best suits your needs. Get ready to have fun!