Townhome vacation rentals in Siesta Beach

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Top-rated townhouse rentals in Siesta Beach

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Superhost

Townhouse in Longboat Key

4.79 out of 5 average rating, 29 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 - king size master and queen bed upstairs, sofa bed. All new carpets upstairs and full laundry in the unit too! Lovely enclosed balcony overlooking trees and boardwalk. Couple of trek bikes in the garage- 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

Oct 27 – Nov 3

G$69,732 GYD per night

Guest favorite

Townhouse in Sarasota

4.87 out of 5 average rating, 255 reviews

Duplex - just mins to Siesta Beach - no pet fee

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!

Oct 22 – 29

G$36,332 GYD per night

Superhost

Townhouse in Siesta Key

4.81 out of 5 average rating, 32 reviews

Sunny & Comfy ~ Steps to Siesta Key Beach ~ Pool!

Immerse yourself in the magnificent Siesta Key lifestyle by staying in our modern 2BR 2.5Bath gem on a private street with gated beach access, perfect for escaping big-city crowds. Explore the city's landmarks, attractions, and pristine Siesta Key Beach. Our fantastic oasis will be waiting for you whenever you want to recharge. ✔ 2 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Patio ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Community Amenities (Pool, Beach Access, Parking) See more below!

Dec 14 – 21

G$83,196 GYD per night

Guest favorite

Townhouse in Bradenton

5.0 out of 5 average rating, 38 reviews

Welcome to your dream vacation home! Included with your stay: • 2 queen and 1 king size beds • Each bedroom has smart TV and bathroom • Stunning lake view from screened lanai to enjoy your morning coffee • 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!

Aug 13 – 20

G$28,824 GYD per night

Guest favorite

Townhouse in Sarasota

4.81 out of 5 average rating, 112 reviews

Sarasota on Intercoastal with King Size Bed

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.

Sep 8 – 15

G$40,124 GYD per night

Guest favorite

Townhouse in Siesta Key

5.0 out of 5 average rating, 38 reviews

Gulf and Beach Views-Steps from Beach and Village

My townhome is just steps to Siesta Key Public Beach and Siesta Key Village, nightlife and great restaurants. You’ll love this location because of beach views from the master bedroom, short walk to the beach and short walk to the village. My place is good for couples and families (with kids). It has a beautiful shared pool and gives you the luxury of beautiful accommodations with the laidback feel of Siesta Key. Beach chairs, towels, toys and a beach cart are available for use too!

Oct 29 – Nov 5

G$96,085 GYD per night

Guest favorite

Townhouse in Sarasota

4.93 out of 5 average rating, 242 reviews

Flamingo🦩1/2M Walk to Downtown #TheTropicalNut☀️🦩⛱🥳

THE TROPICAL NUT welcomes you to the Flamingo, a full one bedroom one bath with its own entrance. Private balcony overlooking the center courtyard for your enjoyment with lounge chairs, tiki bar & cafe seating! Walk to downtown! Half mile to view the sunset! 4 miles to Lido Beach! In the heart of everything! Jennifer lives across the courtyard, there to accommodate all your questions, wants and needs. This is 1 of 2 upstairs apartments at The Tropical Nut, a 1939 carriage house!

May 26 – Jun 2

G$33,010 GYD per night

Guest favorite

Townhouse in Sarasota

5.0 out of 5 average rating, 9 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.

Sep 27 – Oct 4

G$40,377 GYD per night

Guest favorite

Townhouse in Holmes Beach

4.95 out of 5 average rating, 78 reviews

Family friendly condo in Holmes Beach

This light-filled condo is just over 2 blocks to the sugary sand and turquoise water of the Gulf of Mexico, and an easy walk to the shared heated pool! Not only is this townhouse-style condo well-maintained, but you will find an updated beachy style perfect for your getaway. Walk, bike or hop on the nearby (free) trolley and find boutique shopping, sightseeing and a large selection of locally-owned restaurants throughout Anna Maria, Holmes Beach and Bradenton Beach.

Oct 4 – 11

G$66,486 GYD per night

Superhost

Townhouse in Siesta Key

4.81 out of 5 average rating, 27 reviews

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

This 3BR/3BA home is the perfect beach getaway to relax, unwind & take in everything Siesta Key has to offer. The best part? We are just minutes away from Siesta Key Beach, voted the # 1 beach in the U.S! Steps to the village for shopping and restaurants. The semi-private heated pool and hot tub is shared with the upper unit. Step outside & you’ll find a quaint outdoor area featuring a tranquil pool, hot tub, and BBQ: perfect for family gatherings!

Nov 15 – 22

G$123,078 GYD per night

Guest favorite

Townhouse in Bradenton

4.92 out of 5 average rating, 25 reviews

Bradenton Beach House

Beach, Golfing, Shopping & Dining! This 2 bedroom 2 bathroom spacious home includes a den as well as a lanai. Bradenton Beach, public golf courses, many restaurants & family attractions are just minutes away. Walk a block to enjoy the community amenities including a heated outdoor pool, tennis courts and a community center. Conveniently located close to SRQ, Sarasota & Tampa. Everything you need for a fun Florida vacation!

Nov 8 – 15

G$33,943 GYD per night

Superhost

Townhouse in Siesta Key

4.87 out of 5 average rating, 186 reviews

"Safe & Clean"- 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.

Oct 17 – 24

G$60,522 GYD per night