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Townhome vacation rentals in Siesta Key

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Vacation rentals for every style

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Popular amenities for Siesta Key townhouse rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly townhouse rentals

Superhost
The inviting living area features a comfortable arrangement of dark blue sofas and an ottoman, complemented by natural light streaming through large windows. A ceiling fan is visible above, and soft furnishings create a welcoming space for relaxation.
Townhouse in Holmes Beach

AMI's Salty Breeze: 5-min walk to Beach, community

Superhost
A charming exterior view showcases a single-story retreat surrounded by lush greenery and tropical plants. A gravel pathway leads to the welcoming entrance, framed by vibrant foliage. The natural light brightens the home, accentuating the mix of white and wooden siding.
Townhouse in Sarasota
4.86 out of 5 average rating, 7 reviews

Downtown Living, Steps to Parks, Newly Furnished

Guest favorite
A serene view of a sandy beach meets calm turquoise waters under a clear blue sky. Gentle waves lap at the shore, with soft grasses framing the sandy area, creating a peaceful and inviting atmosphere.
Townhouse in Holmes Beach
4.88 out of 5 average rating, 16 reviews

Miles of Sandy Island Beach

Superhost
A heated community pool is framed by palm trees and surrounded by lounge chairs. The pool's gentle curve contrasts with the clean lines of the three-story building in the background, which features balconies overlooking the pool area.
Townhouse in Holmes Beach
4.83 out of 5 average rating, 12 reviews

Coastal 2BDRM Townhouse 100 Steps to Beach!

Top guest favorite
Two coconut-shaped cups sit on a woven placemat atop a glass table, each garnished with a colorful paper umbrella and a lime wedge. The setting is serene and invites relaxing outdoor enjoyment.
Townhouse in St. Petersburg
4.97 out of 5 average rating, 199 reviews

Gulfport+St Pete 2BD King Oasis, close to it all!

Superhost
A heated pool is surrounded by lounge chairs and palm trees, creating a relaxing outdoor area. A shaded seating area is positioned nearby under an umbrella. Bright blue skies and greenery provide a serene backdrop to the pool space.
Townhouse in Holmes Beach
4.8 out of 5 average rating, 76 reviews

Anna Maria Island TH - close to beach, pool!

Guest favorite
A tranquil bedroom is featured with green walls and a wooden bed frame, adorned with ocean-themed bedding. A nightstand holds a decorative lamp. An assortment of seashells and a starfish are showcased on the bedding, enhancing the coastal vibe.
Townhouse in Port Charlotte
4.95 out of 5 average rating, 114 reviews

Exotic Escape home! w/ Heated Pool & Luxurious Spa

Superhost
Townhouse in Sunset Beach
4.79 out of 5 average rating, 52 reviews

Beach Haven B4 Secluded Beachfront Striking Views

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Townhouse rentals with a washer and dryer

Guest favorite
A serene marina is captured at sunset, with various boats peacefully anchored in calm waters. Gentle ripples reflect warm hues from the sky, while the distant horizon features soft clouds. Lush greenery is visible in the foreground, framing the tranquil scene.
Townhouse in Ruskin
5 out of 5 average rating, 26 reviews

Beautiful & Spacious 4 bedroom Townhome

Guest favorite
A spacious living room is illuminated by natural light, featuring a large flat-screen TV mounted on a wooden console. Two comfortable chairs and a coffee table sit on a textured area rug, while sliding glass doors open to a scenic balcony area with seating.
Townhouse in Ruskin
4.98 out of 5 average rating, 49 reviews

Waterfront Townhome @ Little Harbor

Guest favorite
A serene view of Siesta Key Beach is captured, showcasing soft white sands and gentle turquoise waves. Palm trees frame the scene, and various beach umbrellas are visible in the distance, hinting at a lively beach atmosphere under a clear blue sky.
Townhouse in Siesta Key
5 out of 5 average rating, 43 reviews

Gulf and Beach Views-Steps from Beach and Village

The welcoming façade of the townhome is showcased, featuring a driveway lined with pavers and tropical landscaping. Tall palm trees and vibrant plants enhance the entrance, while large windows above the garage provide a glimpse of natural light within.
Townhouse in Siesta Key
4.95 out of 5 average rating, 40 reviews

Walk to Beach & Village, Heated Pool Oasis

Superhost
A comfortable living area features a light-colored leather sofa and armchair, accentuated by blue decorative pillows. A wooden coffee table with decorative elements stands in the center, while a mirror and artwork add subtle interest to the walls. Natural light brightens the space.
Townhouse in Bradenton
5 out of 5 average rating, 3 reviews

Townhouse in The Cay Bradenton, FL + ANNA MARIA

A clear blue pool is surrounded by lounge chairs under orange umbrellas, offering a refreshing escape. Lush greenery and well-maintained landscaping enhance the tranquil environment. A path leads to a charming building with a red-tiled roof, while the nearby beach displays soft white sands and scattered beachgoers.
Townhouse in Sarasota
4.85 out of 5 average rating, 169 reviews

Our American Dream - A Paradise Destination

Guest favorite
A peaceful courtyard features well-maintained palm trees and a cobblestone pathway leading to pastel-colored townhomes. An open sky showcases soft clouds with hints of orange, indicating sunrise or sunset. The area is designated for vehicle parking, with parking spaces visible along the drive.
Townhouse in Sarasota
4.95 out of 5 average rating, 20 reviews

3BD/2BA, walk to Siesta Key Beach & shopping.

Clear turquoise waters stretch towards the horizon, with gentle waves lapping against the pristine shoreline. The beach features soft, white sand and is bordered by low vegetation. A few distant figures can be seen enjoying the beach against a backdrop of cotton candy clouds.
Townhouse in Sarasota
4.78 out of 5 average rating, 364 reviews

Relaxing Condo Retreat Minutes from Siesta Key

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Townhouse rentals with a patio

Guest favorite
A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable green bench is positioned at the foot of the bed. Natural light fills the room through multiple windows adorned with bamboo shades, while a television and dresser complete the space.
Townhouse in Longboat Key
4.83 out of 5 average rating, 40 reviews

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Guest favorite
A comfortable living area showcases a gray sofa with decorative cushions and a round coffee table at its center. Two accent chairs are positioned nearby. A dining table for four is visible, with large sliding glass doors providing natural light and views of the outdoor area.
Townhouse in Siesta Key
4.84 out of 5 average rating, 89 reviews

2 Bedroom Townhouse with Private Beach Access

Guest favorite
A three-story duplex is visible, featuring a balcony on each level adorned with blue chairs. The ground floor includes a shared pool framed by lush greenery, with lounge chairs positioned around it. The exterior is painted in light colors, reflecting a coastal ambiance.
Townhouse in Bradenton Beach
4.93 out of 5 average rating, 14 reviews

A Island Breeze Unit A

Top guest favorite
The exterior features a row of charming townhouse facades in soft pastel colors, framed by tall palm trees. A manicured pathway leads to the front doors, while landscaped shrubs and flowers add a natural touch to the inviting entryway.
Townhouse in Bradenton
4.95 out of 5 average rating, 38 reviews

Seas the Day

Superhost
An enclosed lanai features a dining table with four chairs, ideal for relaxation. A decorative blue heron tapestry adorns the wall, while palm trees and a lagoon pond are visible through large sliding windows, enhancing the tranquil setting.
Townhouse in Bradenton Beach
4.8 out of 5 average rating, 10 reviews

Anna Maria Island - Gulf Get-A-Way at Runaway Bay

Superhost
An inviting living area showcases modern furnishings, complemented by natural light from large windows. Outside, a community pool is surrounded by lounge chairs and palm trees, perfect for relaxation. A spacious bedroom features a well-decorated bed, and a nearby golf course offers scenic views.
Townhouse in Sarasota
4.9 out of 5 average rating, 21 reviews

Sienna Retreat - Your Dream Getaway in Sarasota

Top guest favorite
A spacious living area is featured, showcasing a deep blue sectional sofa adorned with two decorative cushions. A round coffee table with a unique design sits in front of the sofa, while a large window is illuminated by natural light, complemented by light curtains.
Townhouse in Bradenton
5 out of 5 average rating, 19 reviews

Charming Townhome in Gated Community Near Beaches

Top guest favorite
An open living area showcases light purple walls and a contemporary kitchen with white cabinetry and stainless steel appliances. A glass dining table is set with a decorative box of red flowers and a bottle of champagne. A blue tufted sofa and a red accent chair provide comfortable seating.
Townhouse in Bradenton
5 out of 5 average rating, 37 reviews

Nautic Star - Large pool & Free boat dock & kayaks

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Quick stats about townhouse rentals in Siesta Key

  • Total rentals

    70 properties

  • Nightly prices starting at

    G$29,066 GYD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore