Townhome vacation rentals in Siesta Beach

A vibrant courtyard is filled with tropical plants, colorful lounge chairs, and a tiki bar. Unique garden decorations and a fish pond with a waterfall enhance the lively atmosphere. Striped umbrellas provide shade over the seating areas, creating a welcoming outdoor space.

4.95 out of 5 average rating, 357 reviews

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!

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

Steps from the Beach! Heated Pool & Spacious Deck!

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 walk or trolley ride away. Perfect for families!

The exterior of the home features bright coral walls adorned with tropical landscaping. Potted plants add color beside the entrance, while a tiled walkway leads to the door. Comfortable seating is arranged on the porch beneath the shade of palm trees.

4.88 out of 5 average rating, 273 reviews

Duplex - just mins to Siesta Beach - Pet Friendly

This is a 2/1 in Sarasota's Historic Laurel Park area! Walk/bike to historic downtown Sarasota with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the screened lanai and fenced backyard for privacy . Cook out on the gas grill, enjoy a cup of coffee or your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk and check out the many historic homes in the area. Enjoy the sunsets!

Townhouse in Longboat Key

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.

4.82 out of 5 average rating, 38 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

4.78 out of 5 average rating, 148 reviews

Peaceful Oasis: King Bed & Incredible 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

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, 59 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!

4.77 out of 5 average rating, 181 reviews

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

Siesta Key Beach House with Private Beach Access

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.

4.98 out of 5 average rating, 101 reviews

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

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.

4.86 out of 5 average rating, 201 reviews

The entryway features a large mirror reflecting natural light, with a sleek lamp resting on a side table. A staircase leads to the upper level, while the open space showcases a modern layout with warm wood flooring.

Townhouse in Siesta Key

Barefoot Bliss - Honeymoon Suite- Siesta Key Beach

The Honeymoon Suite is located within 60 steps to #1 beach in the nation "SIESTA KEY." You will love our mini resort named "Gumbo Limbo" because of it's unbeatable location!!!! This 1 bedr/2 baths townhouse, sq ft 850 offers 2 floors, central AC, 2 balconies (Beach, pool and garden views) and a black bottom lagoon style pool which is heated during the colder winter months. Complimentary: parking (1 car), beach chairs and Wifi.

Townhouse in Longboat Key

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.

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.

5 out of 5 average rating, 21 reviews

An open living area showcases a light-colored sofa with decorative pillows, positioned near a wall-mounted flat-screen TV. A wooden dining table is set with round placemats. High-backed chairs complement the dining space. Natural light filters through white curtains, enhancing the room's inviting feel.

Townhouse in Bradenton

Escape to Serenity Blue Comfort: Stylish townhome

Welcome to Your Perfect Long-Term Stay in Beautiful Lakewood Ranch! Escape to comfort, convenience and style living in our beautifully furnished, fully equipped townhome in the heart of Lakewood Ranch, Florida — one of the nation’s top master-planned communities. Whether you're relocating, here for work, or simply looking for an extended getaway, this home is designed to make you feel welcome from the moment you arrive.

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.