Beach house rentals near Anna Maria Island

Walk to it all! Restaurants + Heated Pool +Beach!

🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!

Carissa A | Beachside Retreat | Golf Cart | Pool

Welcome to Carissa Loft A, your completely private half of a beachside duplex on AMI! The duplex is designed back-to-back, meaning you have your own private indoor/outdoor spaces, entrance & pool-No shared amenities! Loft A includes: 1pm CHECK IN, 3 beds, 2 baths, full kitchen, 2 living spaces, balcony, heated/cooled cocktail pool & 6 person golf cart included w/stay! Ideal for up to 6 guests. Need more space? You can book both sides for larger groups while still enjoying separate living areas.

Summer House longboat key

Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Payton's Place | Private Heated Saltwater Pool/Spa

Slow down, settle in, and soak up the island pace of life. Your family will be close to everything when you stay at this centrally located private home — just a short stroll to local restaurants, charming shops, and the free trolley stop at the end of the street by the library. The white sand beaches and turquoise Gulf waters are only a 7-minute walk away. Spend your mornings at the beach, your afternoons by the heated saltwater pool, and your evenings under the stars in your private spa.

Do you love the beach?

Seaside Sanctuary is the ground floor unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north end of the island. The front porch is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

Manatee Sanctuary - in the heart of Anna Maria

Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

Bougie Bungalow: Golf Cart | Pizza Oven | 1 GB WiFi

Bougie Bungalow ~ Waterfront Remodelled Retreat with Golf Cart & Dock! ★ "One of the best features in this house were the beds! Amazingly comfy!" ☞ Patio w/ outdoor kitchen, BBQ, pizza oven ☞ 2 Master suites: w/ king + bathroom ☞ Beach essentials (chairs + wagons) ☞ Fully equipped + stocked kitchen ☞ Espresso + Nespresso machine ☞ Parking w/driveway (4 cars) ☞ Multiple smart TVs ☞ 1 Gbps WiFi 4 mins → DT Indian Rocks Beach 22 mins → St. Pete–Clearwater International Airport ✈

High-end Beach heaven, Sleeps 10, 3 private decks!

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

Welcome to Beach Baby – Your Laid-Back Island Escape Just a short stroll from the sugar-white sands, Beach Baby is your perfect Anna Maria Island getaway. Located only six houses from the Gulf and about a 4-minute walk to the stunning Bean Point Beach, this bright and breezy retreat is all about soaking up sunshine, salty air, and easy coastal living. Spend your days beach hopping, biking to local shops, or simply unwinding in your own private backyard oasis.

Palmetto Sunset -Heat Pool/Spa, Steps to Beach!

🌴 Palmetto Sunset is a stunning multi-level luxury retreat featuring 4 ensuite bedrooms, open-concept living, and upscale finishes throughout. Enjoy a chef’s kitchen, 75” TV with fireplace, private balconies, elevator access, and a rooftop deck with Gulf views 🌊. Relax in your heated pool and spa, grill outdoors, and unwind in spacious comfort just moments from the beach. ✨🏖️

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴