Apartment holiday rentals in Longboat Key

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Awesome 1BR - 6 min. walk to beach! Full Kitchen +

This homey unit boasts a full kitchen with stainless appliances - including a dishwasher! Plus, enjoy your very own washer & dryer! You will be so close to the beautiful beach, fun bars & restaurants... yet, this rental space is located in a peaceful neighborhood. Enjoy a private porch area, off street parking and so much more. The famous John's Pass is only 1.5 miles away. There, you can book excursions, shop, eat and listen to live music. Unit 1 has a dedicated work space, 2 TVs & more!

★1 BLOCK TO SIESTA DRIVE★KING BED★FULL KITCHEN★

Perfect hub for Sarasota travelers. Private separate apartment just 2 blocks away from Siesta Drive, 3.4 miles to Siesta Key Beach, and 5 minutes drive to Marina Jacks and Downtown area. • 55" 4k TV in living room • King size bed in bedroom • Fully equipped kitchen • Extremely safe neighborhood • Onsite parking for 1 vehicle • WiFi • 12 mins from SRQ Airport *Sarasota has numerous beaches. Red tide may be temporarily on one beach but not another. Please check the RedTide app while here.

Siesta Key ~New Waterview studio ~ sleeps 4 ~ pool

Kick back, relax & enjoy Siesta Key! Brand newly remodeled in Sept 22 this studio sleeps 4 people in 2 queen beds side by side. Located in “Solitude Suites on Siesta Key” resort, this Waterview Suite is sure to please you! Enjoy your ground floor studio with a kitchenette, and full bathroom. Right outside your door is the resort with shared access to: the community pool, Tiki hut with ping pong table, bbq grills, and the boat dock with free kayaks & SUPs for your use! Max 4 occupants.

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

2 min walk to beach Paradise

It is a quick walk to world class beaches of Bradenton Beach and Anna Maria from our 2br/1ba beach condo. Our home comes with a comfy King size bed, 2 twin size beds and also a pullout couch in the living room. The Lay-Z-livin’ condos is located centrally in the Bradenton Beach community, 5 min car ride from the famous Bridge Street and Coquina public beaches. There is also beach access located directly across the street. Pool hours are 8a-10pm.

Historic Kenwood Getaway

Fun facts: In 2020, Historic Kenwood was named 'NEIGHBORHOOD of the YEAR as well as a DESIGNATED ARTIST's ENCLAVE. Our quadrant campaigned to limit new homes that were out of step with the Bungalow style and maintain the personality of Historic Kenwood. It was passed. Suitable for 2 adults (No infants or children) Walking distance to Central Ave. & Grand Central District. The area is filled with restaurants, bars, craft breweries, and shopping.

Casita Palma ~ Old Hyde Park

Casita Palma is one of four residences in our beautiful, 100 year old home. The home sits on a quiet street in the Old Hyde Park neighborhood. This amazing location allows you to walk to beautiful Bayshore Boulevard and the shops and restaurants of the Hyde Park Village. The Casita is a place to relax and reset. Designed with a calming and minimalist vibe, our home is the perfect stay for couples, friends, or business travelers.

Sweet Retreat at Shorewalk!

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!

Studio Minutes to Siesta key, Lido Key, and SMH!

Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes

Lido Key/St. Armand's Studio 17

Steps to the beach, restaurants and dining, family-friendly activities, and public transport. This is a 2025 remodel. Great for kayaking and biking. Walking or biking distance to Lido Beach, St. Armand's Circle and Ted Sperling Kayak Park. The one room studio is good for a couple and solo adventurers. Short drive to downtown Sarasota and LBK. Great for budget and value conscious travelers and still close to the beach

Downtown Apartment w/ Pool, Gym, & Coworking 329

This 2/2 apartment features an oversized kitchen with island, slider with views of Downtown. Primary has a king bed and en-suite bathroom. 2nd bedroom has a twin bed with twin trundle. Shared amenities include: gym; sunset deck; massive roof deck with heated pool; gazebo with big-screen TV, fireplace, wet bar, dog run and access to the adjacent Cowork office space building. Also on-site is a full service cafe.