Townhome vacation rentals in Sarasota

Coastal Unit, North End AMI, beach 5 min walk

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

Value · Location · Cleanliness

Serenity at Sabal Key - Renovated Relaxing Comfort

Relax in this newly renovated, sparkling clean, end-unit 2 bed / 2.5 bath townhome. Perfect for snowbirds escaping winter, families with athletes at IMG/Premier, or anyone who wants more than just the beach. Whether you're here for a season, a tournament, an extended stay, or a week, this home offers the perfect balance of resort-style living, central convenience, and long stay comfort. Enjoy the resort-style pool, pickleball, tennis, shaded walks - close to beaches, shopping and golf.

Value · Location · Decor

Summer getaway near Siesta Key: Family Getaway

Discover your family getaway at this stylish 2-bedroom, 2.5-bath condo in the heart of Sarasota. Perfectly located just minutes from beautiful beaches, shopping, and dining, this modern home offers a serene atmosphere for relaxation. Enjoy a fully equipped kitchen, cozy living space, and all the essential amenities for a comfortable stay. Ideal for families seeking both tranquility and convenience, your oasis at Sienna Park awaits. Book now and create unforgettable memories in sunny Sarasota!

Location · Indoor spaces · Access

Siesta Key - Private Beach Access - 2BR Retreat

Stay, relax, and play-your Siesta Key retreat is here. Make lasting memories at this cozy Siesta Key townhouse, just steps from the famous white sands. Private beach access and no roads to cross, it’s safe and stress-free for the whole family. Relax in spacious living areas, cook in the full kitchen, or enjoy games and movie nights after a day in the sun. Highlights include 2 bedrooms, private parking, nearby shops and dining, and the free Siesta Key Breeze Trolley for easy island exploring.

Location · Value · Quiet

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.

Family · Value · Cleanliness

Amazing Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

Value · Location · Kitchen

Gulf and Beach Views-Steps from Beach and Village

My townhome is just steps to Siesta Key Public Beach and Siesta Key Village, nightlife and great restaurants. You’ll love this location because of beach views from the master bedroom, short walk to the beach and short walk to the village. My place is good for couples and families (with kids). It has a beautiful shared pool and gives you the luxury of beautiful accommodations with the laidback feel of Siesta Key. Beach chairs, towels, toys and a beach cart are available for use too!

Value · Location · Getting around

Flamingo🦩1/2M Walk to Downtown #TheTropicalNut☀️🦩⛱🥳

THE TROPICAL NUT welcomes you to the Flamingo, a full one bedroom one bath with its own entrance. Private balcony overlooking the center courtyard for your enjoyment with lounge chairs, tiki bar & cafe seating! Walk to downtown! Half mile to view the sunset! 4 miles to Lido Beach! In the heart of everything! Jennifer lives across the courtyard, there to accommodate all your questions, wants and needs. This is 1 of 2 upstairs apartments at The Tropical Nut, a 1939 carriage house!

Value · Family · Cleanliness

Ocean Mist Awaits you......Cozy and Elegant

Cozy and elegant townhome has a style all its own. Contemporary living at its best with beautiful modern furniture and appliances that convey warmth and comfort. Two master bedrooms, sunrise views, 4 balconies - two overlooking the canal with boats, porpoises and manatees. A gourmet kitchen. A five minute walk to a small beach, marina, two pools and tennis courts. Two restaurants, with evening live music. Wireless internet, Ethernet, Netflix. No smoking, no pets, no events.

Location · Value · Check-in

Siesta Key Getaway with King Bed

Great vacation location on beautiful Siesta Key, fully updated unit, (no busy street to cross) with private & gated direct beach access. This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous white sandy beaches, or swim in the crystal clear waters of the Gulf of Mexico. Come join us for the perfect vacation.

Value · Location · Biking

3BED Home Siesta Key Beach

Escape to our family-friendly townhouse, only 15 min walk to the stunning Siesta Key Beach! Featuring 3 bedrooms and 2.5 bathrooms, our spacious townhouse ensures that everyone has their own comfortable space. The open living area is perfect for family gatherings, and the fully equipped kitchen lets you prepare delicious meals at your convenience. Book your family's vacation with us and create wonderful memories in this home away from home.

Location · Value · Kitchen

Wanderlust Villa

Welcome to Wanderlust Villa! This Anna Maria beachside beauty is a chic slice of paradise on AMI. Hues of pink and gold give the villa a warm and cozy yet ultra-chic vibe. Wanderlust Villa is a quick half-mile walk to the beach and a 10 minute walk to a variety of restaurant options. Your gulf-view sunsets are waiting for you! Any questions or booking requests outside of what is outlined please message!

Location · Family · Access