Townhome vacation rentals in Siesta Key

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Top-rated townhouse rentals in Siesta Key

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Guest favorite

Townhouse in Holmes Beach

4.99 out of 5 average rating, 135 reviews

Escape with Us! Gorgeous home 700 ft from beach!

Recently renovated! Less than 2 blocks from the powder white sands of Holmes Beach! Let us welcome you to our well-appointed 3 bedroom 2 bath home with modern decor in a quiet beach community. The primary bedroom features a walk-in closet and attached bath. Enjoy our shared HEATED pool and a short walk or trolley ride to restaurants/shopping on the famed Anna Maria Island! Perfect house for families. Saturday to Saturday rental only during peak season (Jan-Aug). 7 night minimum due to city law.

Guest favorite

Townhouse in Sarasota

4.95 out of 5 average rating, 350 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!

Guest favorite

Townhouse in North Port

4.8 out of 5 average rating, 230 reviews

Entire Guest Suite with Private Entrance & Lanai

One-level private house. The Guest Suite has the lanai and private entry from the sidewalk! You'll love staying here. Green, Quiet area, with a lot of trees, plants, and flowers around the house. You'll hear the birds singing, and see absolutely friendly rabbits. Very convenient location. Easy access to I-75 and 41-US. Water Park, Golf courses, famous Warm Mineral Springs. Incredible beaches around 30 min. Jet Ski, kayak, and fishing. Shopping centers, grocery stores, restaurants, and cafes.

Superhost

Townhouse in Bradenton Beach

5 out of 5 average rating, 4 reviews

Sandy-Toes on Anna Maria Island

Anna Maria Island Sandy-Toes at Bradenton Beach is a 2-minute walk to the beautiful sugary sunset beaches. Relax in our 2 bedroom, 2 bathroom condo with 2 private open lanais offering access to a spacious 132 sq. ft. of balcony space. The south balcony is attached to the main bedroom overlooking the pool. The north balcony is attached to the family room with a BAY view & peek-a-boo beach/gulf view. The quiet community has a large heated freshwater pool, and a private pier/dock for fishing.

Guest favorite

Townhouse in Holmes Beach

5 out of 5 average rating, 22 reviews

Luxe Beach Getaway: Pool, Golf Cart & Bikes

Experience the perfect coastal getaway at Salty Sunsets AMI! Just two blocks from the beach, this thoughtfully designed retreat offers a relaxing and stylish stay, ideal for those seeking to unwind and enjoy the tranquil charm of Anna Maria Island. Whether you're here to relax or explore, our space provides everything you need for an unforgettable vacation. Just a 5 minute walk to the beautiful beaches of AMI A short 5 minute drive to Pine Ave. shopping & dining 15 minute drive to Bradenton

Guest favorite

Townhouse in Sarasota

4.88 out of 5 average rating, 266 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!

Guest favorite

Townhouse in Pass-a-Grille Beach

4.88 out of 5 average rating, 213 reviews

Steps to Beach+bikes VaCay getaway on PaG island

Welcome to your island beach escape! This charming coastal abode boasts all the island vibes you need for a relaxing getaway. Enjoy the quaint historic village (5 houses wide) while being just steps away from the most beautiful beach in Florida! Take a stroll through the picturesque streets of Pass a Grille and soak up the old beach charm. The rental home has hardwood floors, a screened-in porch, and a sun patio, 2 bikes to cruise around the area! open-concept kitchen + bar and smart TVs.

Guest favorite

Townhouse in Holmes Beach

4.94 out of 5 average rating, 16 reviews

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart

Welcome to the Loggerhead, This home is a perfect 2 bedroom/2 bathroom on a private and quiet street on Anna Maria Island. Enjoy your own private heated salt water pool in a very lush tropical setting. This adorable home is located just a few steps to the beach, so there will be no need to fight for beach parking on your trip. All pool and beach essentials are provided as well as a 6-Person street legal golf cart, adult and kids bikes. Perfect for your next family escape to paradise.

Superhost

Townhouse in Sarasota

4.77 out of 5 average rating, 131 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.

Guest favorite

Townhouse in Siesta Key

5 out of 5 average rating, 17 reviews

Beach & Village Walkable - Condo - Private Porch

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.

Superhost

Townhouse in Siesta Key

4.77 out of 5 average rating, 181 reviews

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.

Superhost

Townhouse in Lido Key

4.78 out of 5 average rating, 51 reviews

Charming Lido Beach Condo

Alluring studio apartment tucked away on exciting Lido Key. Nestled amid a tropical garden, the unit is 0.4 miles from the turquoise waters of the Gulf of Mexico. Quiet side roads and boulevards are perfect for a morning jog or a casual stroll to nearby St Armand's Circle, which hosts one of the worlds most exclusive restaurants and shops.The unit is completely furnished and fully equipped to make your vacation worry free.