Townhome vacation rentals in Sarasota

Ruskin Retreat

Our townhome is located in the beautiful Carribean style resort of Little Harbor. Resort amenities for you to enjoy are the large swimming pool and hot tub, basketball court, playground, private kayak launch, private beach (beach chairs and umbrella $10 per item. ) Fob access to private pier, clubhouse & gym, and pickleball courts. Sunset Bar and Grill adjacent to beach and Hooks by pool , all within walking distance. Disney an hour and a half away and Tampa International Airport only 45 mins.

Location · Value · View

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙

You are safe with me!Enhanced cleaning protocol in place- as per Airbnb guidelines. Welcome! Be yourself! A five star stay, guaranteed. You WILL be happy here! Special occasion? My favorite. I like doing special things for special people. Courtyard w/ lounge chairs, tiki bar, pond & cafe seating! Queen bed and a pullout couch with new mattress! A 1/2 m walk to downtown. 1 of 2 upstairs apartments at The Tropical Nut! We aim to please! No-regret-booking! Will consider-if asked-pets of all kinds!

Location · Family · Walkability

Blue Jacaranda unit, Bean Point 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

Location · Family · Outdoor spaces

1 of A Kind 3/2 Heart of UTC/Benderson area!

1 of a kind 1600sqft 3/2 Miami Penthouse Style Luxury Townhome, fully custom renovated 2025, is just a 15 min walk to Sarasotas famous relocated Mote Marine Aquarium, Tiger Woods owned PopStroke mini golf and more. Or take a stroll out our private back gate around Nathan Benderson park rowing lake/nature trail. Across from Benderson is the new UTC Mall offering 100+ places to shop. Hungry/thirsty, try Yard House, Fords Garage, Ruth's Chris, Carrabbas, Linksters, Bonefish, Blaze and dozens more!

Location · Family · Comfort

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 · Kitchen · Beach

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.

Value · Location · Access

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.

Value · Location · Accuracy

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.

Family · Location · Accuracy

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 · Family · Wifi

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.

Location · Value · Air conditioning

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 · Walkability

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!

Family · Location · Condition