Townhome vacation rentals in Siesta Key

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Top-rated townhouse rentals in Siesta Key

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

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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, 49 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)!🏖

Top guest favorite
Townhouse in Siesta Key
4.88 out of 5 average rating, 96 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.

Superhost
The exterior of a modern two-story condo building is displayed, featuring light blue siding and white accents. Paved pathways lead to individual garages, bordered by neatly manicured landscaping. A clear sky with a few clouds is visible above, enhancing the bright and inviting appearance of the area.
Townhouse in Sarasota
5 out of 5 average rating, 4 reviews

Sunny Retreat at Sienna Park: Family Gateway

Discover your family getaway at this stylish 2-bedroom, 2-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!

Guest favorite
Townhouse in North Port
4.82 out of 5 average rating, 33 reviews

Hatka -5 min to Mineral Springs-2 bd/1ba +office

Relax with the whole family at this peaceful place to stay. After falling in love with Florida for a family vacation destination, we purchased this duplex as a place to enjoy and share with others. It is a duplex located in one of the original residential neighborhoods of North Port. The neighborhood is clean and quiet, within walking distance to San Pedro Catholic Church. Located within a mile from restaurants, shopping and near a highway, our Hatka makes for a perfect getaway on a budget.

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.

Top guest favorite
An aerial view captures the vibrant neighborhood surrounding the vacation rental. Beach access is visible beyond the homes, along with a stretch of sandy shoreline and crystal-clear water. The layout shows various residential buildings and palm trees dotted throughout the area, creating a welcoming coastal atmosphere.
Townhouse in Siesta Key
4.98 out of 5 average rating, 59 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.

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 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!

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!

Superhost
A serene pool area is surrounded by palm trees, with a curved shape and inviting blue water. Lounge chairs are positioned nearby for relaxation. The elevated house features a spacious balcony overlooking the pool, equipped with dining tables and chairs for outdoor enjoyment.
Townhouse in Siesta Key
4.72 out of 5 average rating, 18 reviews

Pool Walk to the Village & Beach 3 bed 2 bath

This beach house is located along a quiet, meandering street dotted with palm trees, and is just 300 steps or approximately a 3 minute walk to Siesta Key’s Beach Access #7 and a short 3-4 minute stroll to the village for shopping, dining, and entertainment. Our Condo has a balcony overlooking the pool area, this 3-bedroom home has Vaulted ceilings, an open multilevel floor plan, and breezy beach décor contribute to the space’s fresh, serene feel.

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 (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
Townhouse in Anna Maria
4.94 out of 5 average rating, 119 reviews

Charming house w/heated pool,steps to beach-Unit A

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.

Popular amenities for Siesta Key townhouse rentals

When is the best time to visit Siesta Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR5,028 ZARR7,229 ZARR8,448 ZARR7,415 ZARR5,841 ZARR6,704 ZARR8,126 ZARR6,027 ZARR5,079 ZARR5,350 ZARR5,130 ZARR5,079 ZAR
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 R2,201 ZAR 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

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