Luxury rentals in Anna Maria Island

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Top-rated vacation rentals in Anna Maria Island

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Home in Sarasota

4.75 out of 5 average rating, 4 reviews

#1 Luxury Vacation Home - 2 Story Water Slide

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Unlike most vacation rental companies, Vunique Vacations offers any day arrivals for most of the year and stays starting at 3+ nights depending on local ordinances. If the travel dates you are looking for don't appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or ...

Home in Anna Maria

Masterpiece with Rooftop Deck - Moondance

Moondance by AMI Locals Home in Anna Maria, Florida Welcome to Moondance, a custom-built masterpiece located on one of the most private, prestigious streets with beach access just two houses away! This six-bedroom and six-and-a-half-bathroom home is designed to provide the ultimate luxury beach lifestyle. You'll love the exceptional amenities that make this getaway such a luxurious gem, including the sparkling pool and the premier rooftop deck offering mesmerizing Gulf of Mexico views.

Home in Sarasota

Luxury Home! Pool with Spa, Waterslide- Big Kahuna

Big Kahuna by Lido Key Vacations Home in Sarasota, Florida 34236 Minimum stay duration of 7 days/nights Welcome to Big Kahuna! The ultimate vacation experience, complete with ten spacious bedrooms, each boasting an ensuite bathroom and two additional half baths. This luxurious getaway is perfect for creating unforgettable memories with friends and family. You'll love the outdoor amenities, including a private pool with a waterslide, an in-ground spa, and a rooftop deck that offers

Home in Sarasota

New Home with Pool, Spa, Waterslide - Seascape

Seascape by Lido Key Vacations Sarasota FL 34236 Welcome to Seascape, a stunning vacation home boasting eight spacious bedrooms and eight-and-a-half luxurious bathrooms. With a gorgeous private pool, spa, and waterslide, you'll be living in paradise! Plus, the rooftop deck offers incredible views, and it's only a block away from Lido Key Beach, where you can catch breathtaking sunsets. This vacation home is perfect for families and large groups seeking a memorable beach adventure!

Home in Anna Maria

Private Pool and Game Room! - Boundless Waves

Boundless Waves by Anna Maria Island Accommodations Anna Maria, Florida Welcome to Boundless Waves, an incredible vacation home with six bedrooms and six-and-a-half bathrooms, where friends, family, and pets can relax and have endless fun. You'll be blown away by the resort-style pool and spa, perfect for hours of fun in the sun. Plus, there is a rooftop deck with breathtaking views and a game room, which is a total blast with a ping pong and an air hockey table.

Home in Anna Maria

New Home, Incredible Rooftop Deck - Total Package

Total Package by AMI Locals Home in Anna Maria 34216 Welcome to Total Package! This elegant brand-new vacation home features five bedrooms, four and a half baths, and all the amenities to ensure your stay is unforgettable. You will be captivated by the unique multi-level rooftop deck that boasts a wet bar with a built-in BBQ grill, an outdoor entertaining space with a TV, and an incredible vantage point for dramatic Gulf of Mexico sunset views.

Home in Sarasota

Endless Amenities - Luxury Pool - Sport Court!

This outstanding villa is the perfect Sarasota getaway for large groups. It sleeps 19, is a 5-minute walk from the beach, and has more than enough activities to keep everyone busy. Spend your days shooting hoops on the basketball court, working on your putting, or splashing around in the pool. Rather take it easy? Curl up in the theatre room or grab a cocktail for a soothing night in the hot tub. Copyright © Luxury Retreats. All rights reserved.

Home in Sarasota

5.0 out of 5 average rating, 3 reviews

Lagoon Style Pool & Beach Volleyball - Sleeps 19!

Set amongst the sunny palm trees of South Siesta Key, this incredible Florida villa is the perfect destination for your next large group getaway. With space for 19 and lots of activities to keep everyone entertained, you’ll be able to craft exactly the vacation you want. Spend mornings on the beach. Afternoons on the golf course. And nights exploring the restaurants in the marina districts. Copyright © Luxury Retreats. All rights reserved.

Home in Bradenton Beach

Rooftop Deck with Views of the Gulf! - Dream State

Dream State by AMI Locals Home in Bradenton Beach, 34217 Welcome to Dream State, an exquisite and luxurious vacation home located right across the stunning Gulf of Mexico! Designed to offer you an unparalleled getaway experience, the property features an impressive rooftop deck that offers breathtaking views of the beach, an outdoor kitchen, and a cozy fire pit to enjoy the starry nights.

Home in Bradenton Beach

Florida Fling

Florida Fling by AMI Locals Home in Bradenton Beach, Florida Welcome to Florida Fling! This brand-new construction luxury home features seven stunning bedrooms, each with an ensuite bathroom, and there is also a half bath available. This home offers lavish amenities that will ensure you have an unforgettable vacation, including a rooftop deck, a sparkling pool with spa, and much more.

Home in Sarasota

Siesta Elegance l Outdoor Porch with Heated Pool

Set on the waterfront canals of Siesta Key, this elegant and exciting villa is perfect for large groups. During your stay, you can explore nearby beaches, lounging in your private pool/hot tub, and enjoy the many recreational games at the villa. There’s also a private boat dock and loads of beach accessories. Copyright © Luxury Retreats. All rights reserved.