Townhome vacation rentals in Siesta Key

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Top-rated townhouse rentals in Siesta Key

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Superhost

The living area showcases a generous seating arrangement with dark leather sofas accented by vibrant orange pillows. A sleek glass coffee table sits atop a textured area rug, while a dining table with stylish chairs is visible in the background. Natural light enters through the windows, enhancing the open space.

Townhouse in Siesta Key

4.86 out of 5 average rating, 145 reviews

"Relax Here" -Royal Palm Suite- Siesta Key Beach

The pampering begins HERE: 3 bed/ 2.5 baths townhouse, sqft 1,850, 2 kings & 1 queen bed, an enchanting loft bedroom with it's own balcony and incredible Gulf / Beach views All 3 balconies have Gulf views!! Imagine sitting on your patio and watching people at the beach. Gumbo Limbo Rentals is a mini resort, 60 steps to the beach with only 2 duplexes sharing a black bottom lagoon pool which is heated during the colder winter months. Free: Wifi, beach chairs & sun umbrellas, 2-3 parking spaces

Top guest favorite

An aerial view captures a beachside community with white homes nestled among palm trees. The coastline and ocean are visible in the background, while nearby buildings and roadways provide context for the location. The neatly arranged rooftops highlight the peaceful neighborhood ambiance.

Townhouse in Holmes Beach

4.99 out of 5 average rating, 137 reviews

Summer Discounts Available! Steps from the Beach!

Welcome to Your Dream Beach Getaway! Steps (one block!) from the sugar-white sands of Holmes Beach. We provide bikes, paddle boards, and all the other beach gear you will need for fun in the sun! Nestled in a quiet beachside community on the famed Anna Maria Island, this newly renovated home is ready for your dream vacation! Enjoy the shared HEATED pool or stroll to shops, restaurants, and the vibrant attractions of Anna Maria Island— a quick bike or trolley ride away. Perfect for families!

Guest favorite

Aerial view captures a cluster of residential buildings arranged in a circular layout surrounded by lush greenery and open waters. The waterfront showcases various shades of blue, while the calm surroundings emphasize the peaceful setting of the community.

Townhouse in Longboat Key

4.82 out of 5 average rating, 39 reviews

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Kick back and relax in this calm, stylish space. In Cedars East, across from beach AND on the bay. Sleeps 6 - california king master & double bed upstairs. All new carpets upstairs and full laundry in the unit too! Lovely enclosed balcony overlooking trees and boardwalk. Couple of trek bikes available - 10 min walk/ 3 min cycle to beach. Large shared swimming pool, tiki bar, fitness center, tennis on site. Jetty, boardwalk & walk paths. Excellent location, pets allowed. RRR-00819. 2023

Top guest favorite

A lush palm tree frames the view from the balcony, overlooking a tranquil waterway lined with greenery. The clear blue sky enhances the serene setting, with distant buildings visible along the water's edge, suggesting a leisurely atmosphere.

Townhouse in Ruskin

4.93 out of 5 average rating, 107 reviews

Still Waters Townhome, Sunrise and Sunset Views

Elegant home with 4 balconies, 2 overlooking water. Sunset and sunrise views. Gourmet kitchen, granite countertops, cooktop range, stainless steel appliances. Coffee maker, tea kettle, Nutra-bullet, toaster and more. Each room has a large flat screen smart TV. Bright, modern, immaculate. Wireless internet, Ethernet and Netflix. Washer and dryer on main level. Five minute walk to white sand private beach, complimentary umbrella and chairs. No smoking, no pets, no events.

Superhost

Townhouse in Ruskin

4.8 out of 5 average rating, 20 reviews

Beachside Little Harbor Townhome

Watch dolphins swim by from the balcony! Take in an amazing sunset from the private beach while sipping a cocktail and listening to nightly live music at a beachfront tiki bar! This townhome is part of Little Harbor, a Caribbean inspired resort community, with walkable access to 2 heated pools, hot tub, half mile white sand beach, tennis and pickleball courts, private game room, basketball court, playground, shuffleboard, fitness facility, kayak launch near unit and more!

Top guest favorite

The exterior of a waterfront townhome is depicted, featuring a light blue façade and an upper-level Juliet balcony. Palm trees are visible in the foreground, alongside a boat dock extending into the calm water. Reflections create a serene ambiance on the water's surface.

Townhouse in Bradenton

5 out of 5 average rating, 18 reviews

Great Times & Tan Lines

Make memories in your gorgeous waterfront townhome with 2 bedrooms and 1 ½ baths. An intimate community with 20 units ideally located 3 miles from the laid-back beach life of Anna Maria Island or 4 miles from the energy of downtown Bradenton and Manatee Riverwalk. Walk to Palma Sola Causeway Park and boat ramp where you rent paddle boards, jet skis, kayaks, plus horseback riding in the water. Relax at home, fish off the dock or watch for visiting manatees and stingrays.

Guest favorite

Townhouse in Ruskin

4.89 out of 5 average rating, 131 reviews

Luxurious 3BR townhome Little Harbor Resort w/view

Luxury 3 Bedroom, 2.5 Bath, End Unit Townhouse in Little Harbor Resort & Club, Ruskin, Florida. Sleeps 6 comfortably. We are taking all COVID-19 precautions including additional cleaning upon check out and additional days between reservations. The resort is set on tropical grounds overlooking Tampa Bay featuring two outdoor pools, sports court, shuffleboard, volleyball, water sports rentals, a marina and on-site restaurants (a bay-view restaurant, a poolside bar).

Top guest favorite

A modern living area features a curved orange sectional sofa adorned with decorative pillows. A light wooden coffee table is centered on a patterned area rug. Natural light fills the space through nearby windows, and a glimpse of the kitchen is visible in the background.

Townhouse in Bradenton

5 out of 5 average rating, 60 reviews

Huge heated pool| Walk to shops| 30 min to beach

Welcome to your vacation home! • 2 queen and 1 king size beds • Each bedroom has smart TV and bathroom • High chair and pack-n-play • Stunning lake view from screened lanai • 5 min walk to shops and restaurants nearby • 25 minutes to most stunning Florida beaches (beach chairs included) • Plus our gated secured community includes heated pool, playground, tennis, basketball, and volleyball courts. Start your perfect vacation today! Absolutely no smoking!

Top guest favorite

The exterior of the townhome displays beige siding and light brown paneling, complemented by white railings and balconies. Lush green palm trees frame the entrance, and a driveway leads to a private garage. A second floor balcony can be seen with blue chairs.

Townhouse in Ruskin

4.91 out of 5 average rating, 124 reviews

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 small fee), water toys for rent. 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.

Guest favorite

A bright living area features a vibrant orange sofa accompanied by two light blue armchairs. A coffee table sits in front, with a television mounted on the wall. Natural light fills the space through multiple windows, enhancing the relaxed atmosphere.

Townhouse in Anna Maria

4.98 out of 5 average rating, 102 reviews

CHARMING HOUSE W/HEATED POOL,STEPS TO BEACH UNIT B

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 wooden walkway extends over the water, leading to a view of a two-story house surrounded by palm trees. Benches are positioned along the walkway, offering a place to relax and take in the tranquil scenery.

Townhouse in Longboat Key

5 out of 5 average rating, 33 reviews

Updated Townhome, Secluded Beach + Pool

Renovation completed in 2025! New master bath, whole house repaint, new furniture, etc. Longboat Key beach is ok post-hurricane, stores and restaurants open! Private updated townhome, just 100 yards from the beach. The spacious 2BR/2.5BA new listing has been tastefully furnished. It is within the exclusive community of Cedars East which offers a pool, fitness center, tennis, kayak/paddleboard launch and private fishing pier.

Top guest favorite

A modern kitchen is presented with white cabinetry and a stylish backsplash featuring various shades of blue. An efficient stainless steel range and hood are positioned above the countertop, which is complemented by a sleek sink. A cozy living area is visible in the background.

Townhouse in Siesta Key

5 out of 5 average rating, 27 reviews

Reel Paradise

Escape to your own island paradise on world-famous Siesta Key! This 3 bedroom/3 bath townhouse is perfectly located on the Grand Canal plus just one block to beautiful, Siesta Key Beach with its powdery white, quartz sand & turquoise waters as well as strolling distance to the iconic Siesta Village filled with restaurants, live music, & shopping. It’s the perfect trifecta!