Townhouse holiday rentals in Siesta Key

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!

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!

2 Blocks to Beach • Luxe Bedding • Coffee Bar

Welcome to Salty Sunsets AMI, hosted by Adored Luxe Getaways. Just 2 blocks from the beach! Guests rave about the perfect location: an easy walk to the sand, shops, and restaurants, yet peacefully tucked away in a quiet area. Unwind on the breezy screened-in porch, cook in the well-stocked kitchen, and relax in bright, comfy spaces. Thoughtfully designed for laid-back island living! ☀ 5 minute walk to the beach ☀ 5 minute drive to Pine Ave. shopping & dining ☀ 15 minute drive to Bradenton

Steps to Beach+bikes VaCay getaway on PaG island

Escape to charming Pass-a-Grille BeachHouse—your perfect beach getaway! Steps from Florida’s most beautiful beach, this cozy coastal retreat features hardwood floors, a beach wagon, smart TV's (also in bedroom) w/sports package, a sun patio, 2 bikes to explore. Soak up the old Florida charm and island vibes in this peaceful slice of paradise. This delightful one-bed -bath town-home style rental is situated steps away from the beautiful white sand beach that stretches for 7 miles.

100 Steps to beach access & 5-min Village walk

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.

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.

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.

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.

Fall Discounts Available! Steps from the Beach!

Welcome to Your Dream Beach Escape! Just one block from the sugar-white sands of Holmes Beach, this newly renovated home has everything you need for a perfect getaway. Bikes, paddle boards, and all the beach gear are included for endless fun! Relax in the shared HEATED pool or explore the charm of Anna Maria Island. Shops, restaurants, and attractions are a quick stroll, bike, or trolley ride away. Ideal for families!