Vacation rentals in Sarasota Beach

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. With effortless access to Sarasota’s dining & arts scene, Siesta’s white sand beaches, St. Armand’s, & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds Situated in the coveted Coastal District (‘West of Trail’) — chef kitchen, beach gear, Smart TVs, marble spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden, & walk palm lanes to cafes, and waterfront sunsets.

The Carriage House-walk downtown, old Florida glam

Every detail in this 1925 carriage house has been preserved and enhanced. You'll love being nestled in the treetops of Julia Place’s magical, lush surroundings. Laurel Park is the coolest neighborhood in Sarasota. Julia Place is walkable to the bay front and all of the best bars and restaurants in the city. Stroll around Laurel Park, with numerous historic buildings that radiate funky, artistic charm. The area is historic yet hip and most importantly, welcoming. We can’t wait to welcome you!

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

Private Heated Pool Retreat for Two Families

🌴 Welcome to your private Sarasota escape - designed for easy, extended stays, where two families can relax together around a private heated pool. With generous living spaces and thoughtful touches throughout, the home balances comfort and connection. Located minutes from Siesta Key, Lido Beach, and downtown Sarasota, and within walking distance of a park with playground, public pool, courts, fitness areas, and scenic trails. Relaxed, comfortable, and ideal for memorable family getaways.

Your Modern Beachside Getaway!

Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

The Marlin: Heated Pool, 4 Houses to Beach

This apartment is a 2nd story unit with vaulted ceilings in the living room and an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is also a washer/dryer in the apartment private for your use. Beach chairs and umbrellas are supplied to you at no charge.

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

Modern 1BR Near Siesta Key + Private Parking

Private coastal retreat minutes from Siesta Key Beach. This spacious 950 sq ft upstairs apartment features soaring ceilings, a bright open layout, and a private entrance. Enjoy a king-sized bed, full kitchen, in-unit washer and dryer, fast Wi-Fi, and dedicated parking. Perfect for couples or guests seeking a peaceful, comfortable stay near the beach. Consistently rated 5⭐ for cleanliness, comfort, and communication. Ideal for couples seeking a peaceful, comfortable beach stay.

Cottage by the Coast 6 min to Siesta Beach!

Welcome to Haven by the Coast, a calm and stylish 2BR/1BA coastal retreat in Sarasota’s Gulf Gate neighborhood, just 2.2 miles from Siesta Beach Access 12. With a serene king room, queen room, and spa-style rainfall shower, it’s ideal for couples or extended stays. Jodie and I built this space with the same care we look for when we travel—peaceful, clean, thoughtfully designed, and close to local restaurants, cozy cafés, and the sunsets that make Siesta unforgettable.

Lux Pelican's Perch | Heated Pool + Hot Tub + Gym

BNB Breeze Presents: Pelican's Perch Welcome to Pelican's Perch, stunning Lux home. Located just a short drive from beautiful beaches and local attractions. Check out this fully loaded home. - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Built-in Hot Tub ​​​​​​​- Water filtration system - Beach Supplies - Luxe Modern New Construction - Garage Gym - Connected directly to the Legacy Trail with Bikes - Breville Espresso Machine w/ syrups

Private Pool +Game Room Near Siesta Key | Sleeps 9

Experience your own private family resort near Siesta Key Beach. This spacious Sarasota vacation home sleeps 9 and features a private pool, game room, soccer field, playground, and outdoor BBQ lounge in a fully fenced backyard. Bright coastal interiors, a fully equipped kitchen, fast Wi-Fi, Smart TVs, free parking, and easy self check-in provide effortless comfort. Minutes from beaches, dining, shopping, and top Sarasota attractions.

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208