Townhome vacation rentals in Siesta Key

Find and book unique townhouse rentals on Airbnb

Top-rated townhouse rentals in Siesta Key

Guests agree: these townhouse rentals are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
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
4.92 out of 5 average rating, 50 reviews

Getaway Family Beach Townhome w/Pool!

Wouldn't you like to get away?šŸŒž 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?šŸŠā€ā™€ļø Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!šŸ–

Top guest favorite
Townhouse in Siesta Key
4.88 out of 5 average rating, 97 reviews

Private Beach Access - Spacious & Modern Gem!

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.

Guest favorite
An aerial view captures the communal heated pool surrounded by tropical palm trees, with lounge chairs arranged around the water. Nearby, a separate building houses amenities, set within a secure, gated community.
Townhouse in Bradenton
4.98 out of 5 average rating, 81 reviews

Heated Pool•Lake view•Beach Stuff•Baby Gear•3 beds

Welcome! Only 25 min. to Anna Maria Island and Lido Beach, 35 min. to Siesta Key and 17 min. to IMG Academy. Located in the gated area between Sarasota and Bradenton, close to Sarasota Airport. Relax in the heated pool, play pickleball and basketball, and visit the shops and restaurants just a 5-minute walk away. • 2 queen and 1 king size beds • Each bedroom has smart TV and bathroom • Stunning lake view from screened lanai Start your perfect vacation today! Absolutely no smoking!

Guest favorite
A serene view of the intercoastal waterway is captured, featuring calm waters reflecting the sky. Lush greenery lines the opposite shore, while a wooden dock extends into the water. Palm fronds frame the scene, emphasizing the tranquil coastal environment.
Townhouse in Sarasota
4.79 out of 5 average rating, 169 reviews

Relaxing Retreat, King Bed, Beautiful Scenic Views

You have arrived, upon entering you will go upstairs to your spacious duplex. You will be greeted by an amazing view of the intercoastal waterway. You will love kayaking on the waterway & seeing all the amazing wildlife. You can sit on your downstairs patio with a cup of coffee or you can take a stroll to Turtle Beach & enjoy the sunset. Hop aboard the trolley & go to the Village & eat and drink at one of our famous restaurants or one of our favorite hot spots. See Guidebook.

Guest favorite
A serene view of a pond reflects the bright sky, surrounded by well-maintained greenery and modern townhouses. Palms are positioned along the water's edge, enhancing the natural setting. The image captures a peaceful atmosphere, ideal for relaxation.
Townhouse in Sarasota
4.85 out of 5 average rating, 27 reviews

Bright & Modern - Sarasota Home

Centrally located in Sarasota, Florida—an inviting home that blends modern style with a quiet setting. This sunny retreat is filled with natural light, making it feel bright and welcoming. Unmatched amenities, including a well-equipped kitchen, roomy living spaces, along with a community pool. Beyond its comfy indoors, you can easily get to Sarasota's beautiful beaches, cultural spots, and great restaurants making this Sarasota spot a perfect mix of quiet and convenience.

Top guest favorite
An aerial view reveals the vibrant community surrounding this vacation rental, with colorful buildings and lush palm trees. The coastline stretches in the distance, showcasing the beach's sandy shoreline and turquoise waters, while the local neighborhood features a mix of residential and commercial structures.
Townhouse in Siesta Key
4.98 out of 5 average rating, 44 reviews

100 Steps to beach access & 5-min Village walk

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

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, 151 reviews

Heated Pool & Spacious Lanai! Steps from Beach!

Welcome to Your Dream Beach Escape! Just one block from the sugar-white sands of Holmes Beach, this newly renovated home has everything you need for the perfect getaway. Bikes, paddle boards, and all the beach gear are included for endless fun! Unwind in the shared HEATED pool or soak up the charm of Anna Maria Island. Shopping, dining, and tropical attractions are just a stroll, bike, or trolley ride away. Perfect for families, snowbirds, reunions, and couples!

Guest favorite
A beach scene features a colorful umbrella providing shade over a beach chair and cooler. Soft, white sand stretches along the shoreline, meeting the calm, turquoise waters under a clear blue sky with minimal clouds.
Townhouse in Siesta Key
4.78 out of 5 average rating, 194 reviews

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.

Top guest favorite
A private pool is surrounded by a spacious patio, featuring lounge chairs and an outdoor seating area. Lush greenery adds a natural element, while the pool's clear water invites relaxation. The setting provides an ideal space for enjoying the outdoors in comfort.
Townhouse in Siesta Key
5 out of 5 average rating, 7 reviews

Cast a Waves W/heated pool

Enjoy Siesta Key with luxury! This beautiful Townhouse is located just 3 blocks from Siesta Key Village (with shops and restaurants) and only 1 block from the beach! This great home greets you with solid surface floors and a beautiful chefs kitchen! With sleeping up to 9 guests you will be able to bring your whole family with plenty of room and beds! Once you have enjoyed to beach for the day you can relax by the private pool out back located on a canal!

Top guest favorite
Townhouse in Anna Maria
4.94 out of 5 average rating, 119 reviews

Green Jacaranda AMI Duplex A, 5 min walk to beach

Location! North end of Anna Maria Island . This charming two story duplex- each unit has two bedrooms , one bathroom. Rent one unit or both. Perfect for a group of extended family and friends. Steps to the Bean Point Beach . Includes beach chairs, umbrellas and all you need for a perfect day at the beach! Heated pool , private seating, grilling areas, bicycles and much more available.MAX Occupancy - 4 people including children of any age.

Guest favorite
A two-story building is surrounded by lush greenery and white sand landscaping. Palm trees provide shade, while vibrant plants add color to the scene. The entrance features a bright door, with stairs leading up to the balcony area, enhancing the welcoming residential vibe.
Townhouse in Siesta Key
4.84 out of 5 average rating, 61 reviews

Canal Upper-Gorgeous 3 bed 3 bath near SK Village

Canal Upper is just minutes away from Siesta Key Beach, voted the # 1 beach in the U.S! The kitchen features stainless steel appliances and a dining room table that fits up to 6. Beach carts, chairs & towels are provided for the 5-6 block walk to Beach Access #5. Step outside & you’ll find a quaint outdoor area featuring a tranquil pool, hot tub, and BBQ: perfect for family gatherings!

Superhost
An open-concept living space features a comfortable sectional sofa with colorful cushions, a modern coffee table, and patterned area rugs. A light-filled kitchen and dining area are visible in the background, with a view of sliding glass doors leading to an outdoor space.
Townhouse in Sarasota
4.9 out of 5 average rating, 21 reviews

Sienna Retreat - Your Dream Getaway in Sarasota

Welcome to Via Sienna Retreat, an exquisite sanctuary in Sarasota. This stunning 3-bedroom, 2.5-bathroom home promises an unforgettable escape for families and friends, combining modern comfort with the charm of Sarasota's vibrant lifestyle. Perfectly positioned near incredible attractions and amenities, Sienna Retreat is your gateway to a perfect vacation.

Popular amenities for Siesta Key townhouse rentals

When is the best time to visit Siesta Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$62,112 GYDG$89,300 GYDG$104,357 GYDG$91,600 GYDG$72,151 GYDG$82,817 GYDG$100,384 GYDG$74,451 GYDG$62,740 GYDG$66,086 GYDG$63,367 GYDG$62,740 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Quick stats about townhouse rentals in Siesta Key

  • Total vacation rentals

    Explore 70 vacation rentals in Siesta Key

  • Nightly prices starting at

    Siesta Key vacation rentals start at G$27,187Ā GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,860 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 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 Siesta Key vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

  • 4.8 Average rating

    Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Key
  6. Townhouse rentals