Townhome vacation rentals near Anna Maria Island

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Top-rated townhouse rentals near Anna Maria Island

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Townhouse in Holmes Beach
5 out of 5 average rating, 3 reviews

Chic Holmes Beach #A Private Pool

Island Luxury Near the Beach | Private Pool & Patio Enjoy the best of Holmes Beach in this bright and stylish 3-bedroom, 2.5-bath home on beautiful Anna Maria Island & only an 8 min walk (or 2 min car ride) to the beach! Designed for relaxation, this coastal retreat features an open layout, high-end finishes, and a tropical backyard oasis complete with a private pool, grill, and plenty of lounge space. NOTE: there are two separate rental units as noted in the listing (A and B) and EACH has it's OWN Private POOL. Stroll to local beaches, grab a bite at nearby cafes, or explore the island by bike. Whether you’re planning beach days, golf outings, or sunset cocktails, this home makes it easy to unwind and enjoy it all. Highlights: - Private fenced pool with sun loungers and outdoor dining - Fully equipped kitchen with stainless appliances and island seating - 4 Smart TVs, board games, and cozy tropical décor - Two king bedrooms + twin bedroom for flexible sleeping arrangements - Washer/dryer, free WiFi, central A/C Guest Notes: - Gas only Golf Carts allowed (no street Parking) - Driveway parking for 4 cars (no street parking) - No pets, smoking, parties, or events - Must be 25+ to book - Exterior Ring doorbell camera (front entry only) - Stairs required for access

Top guest favorite
A sandy beach extends towards a calm ocean, where turquoise waters meet a clear blue sky. Colorful umbrellas provide shade for beachgoers, who are relaxing on vibrant towels. The shoreline features soft white sand, inviting visitors to enjoy the peaceful environment.
Townhouse in Holmes Beach
4.94 out of 5 average rating, 64 reviews

Getaway Family Beach Townhome w/Pool!

Wouldn't you like to get away?🌞 Just steps to the perfect family beach at this condo w/pool. Two bedrooms, two baths (+tub), sleeps six! King bed, queen w/twin bunk over, one convertible queen. Fresh updates: Washer-dryer, flooring, sofa, full kitchen, cable, wifi, beach toys, pack n play, baby gate. Did we mention the heated pool?🏊‍♀️ Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!🏖

Guest favorite
An inviting backyard oasis features a spacious hot tub surrounded by a carpeted grass area. Comfortable outdoor furniture is arranged under a gazebo, complemented by a wooden pergola and tropical landscaping, creating a serene space for relaxation and leisure.
Townhouse in Tampa
4.95 out of 5 average rating, 272 reviews

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

NO DAMAGE POST MILTON , luxurious downtown townhouse that features nearly 2000 sq. ft. of living space! This townhouse offers 3 bedrooms, 2.5 baths, a & garage w/ EV charger! It is just a short 10-minute walk from all that Tampa Heights has to offer such as Armature Works, Hall On Franklin, Tampa Riverwalk.2 miles from Amalie Arena! Close to I-275 for easy access to Tampa International Airport, Raymond James Stadium, Busch gardens Florida's top-rated beaches & much more! Nos hablamos español.

Top guest favorite
Two coconut-shaped cups sit on a woven placemat atop a glass table, each garnished with a colorful paper umbrella and a lime wedge. The setting is serene and invites relaxing outdoor enjoyment.
Townhouse in St. Petersburg
4.95 out of 5 average rating, 288 reviews

Gulfport+St Pete 2BD King Oasis, close to it all!

Looking for a stylish and centrally located place to stay while visiting St Pete and Gulfport? Here it is! This 2 bed, 1 bath has king & queen memory foam mattresses, 55-inch TV, fast WIFI, washer/dryer, tankless water heater, and a fully fenced-in yard. Minutes to world famous beaches, downtown St Pete, and Beach Blvd all while being tucked away in a peaceful neighborhood oasis. Plus, only a short drive to local hot spots like Tropicana Field, Dali Museum, Sunken Gardens, & Stetson University.

Top guest favorite
Townhouse in Anna Maria
4.94 out of 5 average rating, 127 reviews

Green Jacaranda /Bean Point Beach 5 min walk/pool

Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Top guest favorite
A multi-story coastal condo stands proudly along the shoreline, with a light-colored exterior that complements the blue ocean in the background. Tropical landscaping encircles the entrance, while the private parking area is visible in front. The sandy beach is just a short walk away.
Townhouse in Indian Rocks Beach
4.96 out of 5 average rating, 146 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

✳ DAYDREAMERS ✳ Indian Rocks Beach condo offers convenient access to white sand beaches of the Gulf. Watch as dolphins swim into the sunset and beachcombers look for shells and buried treasure. With a coastal beachy atmosphere, this beauty will take you out of your element. This home features ultra comfy bedding for maximum rest & relaxation. So dream a little dream, while relaxing your day away. The unique coastal design compliments all of the things IRB has to offer. PETS MUST BE APPROVED

Top guest favorite
Townhouse in Bradenton
4.99 out of 5 average rating, 69 reviews

Nautic Star - Large pool & Waterfront & kayaks

Welcome to the world of nature and sea life at the islands of Anna-Maria and Palma Sola Bay. ✅ 3 Miles away from beaches of Anna-Maria ✅ 5 Minutes walk from Perico&Robinson Preserve ✅ A massive swimming pool available for the guests right next to a private BBQ area ✅ Located on a salt water channel with a free boat docking (Under 25 feet) ✅ Mangrove waterways for kayaking, fishing, horse riding, birdwatching, manatees. Enjoy the water view sunset right at the door of our house.

Top guest favorite
An aerial view captures the coastal neighborhood, showcasing a collection of charming homes with grey rooftops. The vibrant blue ocean and sandy beach are visible in the background, while lush palm trees surround the area, contributing to the serene island atmosphere.
Townhouse in Holmes Beach
4.99 out of 5 average rating, 168 reviews

Steps from Beach! Heated Pool & Spacious Lanai!

Welcome to Your Dream Beach Escape! One block from the sugar-white sands of Holmes Beach, this freshly renovated coastal gem is ready to host the vacation you have always dreamed of! Cruise the island on provided bikes, use our paddle boards to float among the waves, and hit the beach with all the gear provided. Don't forget to enjoy the shared, HEATED pool! At night explore the laid-back magic of Anna Maria Island—shops, eats, and island vibes just a short bike ride away from our home.

Top guest favorite
An aerial view highlights a multi-level vacation home with a light blue exterior and metal roof. Balconies are visible on multiple floors, surrounded by lush palm trees and landscaped gardens. The nearby beach and surrounding properties create a tranquil coastal atmosphere.
Townhouse in Indian Shores
4.98 out of 5 average rating, 168 reviews

Indian Shores Beach Townhouse [GREEN]

Family-friendly 4-bedroom, 3-bath GREEN vacation home across the street from Indian Shores Beach! An elevator aids with luggage and helping family members with mobility concerns. Note: Mahuffer's has finished making repairs after the hurricanes. They reopened July 1st!! Enjoy four balconies, a patio, and a full kitchen stocked with the essentials, conveniently located between Clearwater, Tampa and St. Petersburg, and less than an hour from the St. Pete–Clearwater and Tampa Airports.

Top guest favorite
A private beach level patio features several adirondack chairs positioned under a large umbrella. The sandy beach and ocean are visible in the background, framed by greenery and palm trees, with a bright sky overhead.
Townhouse in Indian Rocks Beach
4.97 out of 5 average rating, 118 reviews

True beachfront property! 3 ocean view decks!

Welcome to "Beach Blues" where you'll only have the "Blues" when you are leaving! Newly renovated decks and beach level travertine patio allows you full ocean view from 3 levels and direct beach access in one step! Professionally and comfortably decorated inside too! No more lugging your beach items as we provide chairs, umbrella, sand toys, and beach towels. Perfectly located close to restaurants, groceries and activities. Few miles from Clearwater, Dunedin and the new St Pete Pier.

Top guest favorite
Townhouse in Bradenton Beach
5 out of 5 average rating, 20 reviews

Bradenton Beach 3BR | 2-Min Walk + Gulf Sunsets

Welcome to your dream getaway in Bradenton Beach on Anna Maria Island! This stunning 3BR/2.5BA home is just a 2-minute walk from the beach. Enjoy a heated communal pool with a spa for relaxation. Located under a mile from Historic Bridge Street, explore shops and entertainment easily. Unwind on two balconies with breathtaking sunset views over the Gulf. The fully stocked kitchen and provided beach essentials ensure a hassle-free stay. Experience the ultimate beach vacation!

Top guest favorite
The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.
Townhouse in Clearwater
4.99 out of 5 average rating, 139 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Popular amenities for townhouse rentals near Anna Maria Island

Quick stats about townhouse rentals near Anna Maria Island

  • Total vacation rentals

    Explore 70 vacation rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island vacation rentals start at ﺩ.ﺇ 698 per night before taxes and fees

  • Verified guest reviews

    Over 1,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Anna Maria Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Anna Maria Island rentals

  • 4.8 Average rating

    Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!

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