Holiday rentals in Lido Key

Lido Beach Dream

Bright and sunny remodeled and updated beach home featuring wood beamed ceilings, new bamboo wood firs, with 3 good size bdrms, 2 full baths, , master with with en suite, 2 queen beds, 2 twin beds,open and airy kitchen w/ eating bar and table to seat 6 plus , new appliances, w/d, large family rmwith fireplace, huge year round air conditioned lanai, garage. Golf, sailing, walking & bike trails. Walk to St Armand's Circle, beach, heated pool block away, restaurants, 130 stores and spec. shops.

Lido Beach/St. Armands Condo

You won't believe it until you see it! 3 min. walk to Lido Beach, 30 seconds to the hundreds of shops and restaurants of St. Armand's Circle, 10 min. drive to airport. This condo is SO BRIGHT & is equipped with everything you need for your beach vacation. Enjoy wifi, cable TV, smart TV's, beach chairs & umbrella, screened-in porch, washer/dryer IN UNIT (also access to the community laundry if desired). Free trolley to take you to downtown SRQ. Parking Spot. Too much fun at your fingertips!

Waterfront Siesta Key / Kayak to the Bay & Beaches

North end of Siesta Key. Entire place entry level . Waterfront king suite on Bayou Louise with private entrance & direct water access. Spacious parking spaces out front. An old town Malibu tandem Kayak is complementary for our guests ride to Sarasota Bay in minutes and reach Lido key, Bird Key, and Roberts Bay . Just 2 miles to North village, 2.6 miles to Siesta Beach. Freshly Remodeled ! Self check in keyless . remote work escapes, great relaxing for couple get away in the best of Sarasota!

Entire Standalone Villa,1.2k sf,1 block Lido Beach

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Steps from Lido Beach & St. Armands Circle

Come getaway and enjoy yourself along with your loved ones or just for a private relaxing break from it all. This One Bedroom/One Bath apartment w/ Lanai(Screened Balcony), and shared Pool/Jacuzzi is located steps from the beautiful Lido Beach, boutique shopping, spa's and incredible dining on St. Armands Circle. If your looking to have everything you need from world famous beaches to historical sites and great food around the corner come and stay!

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Step into Summer 2026 with a Beach Vacation! Picture this: a rooftop deck, just a 5min walk to the pristine sand of Lido Beach, and surrounded by the charm St Armand's Circle with boutiques, and eateries, all within walking distance. Forget the conventional - this condo's got a secret. Tucked behind an unassuming door lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now

Luxe Oasis In St. Armands Circle with Private Pool

🦩 Exclusive Amenities Include: • Private Heated Pool • Walk to St. Armands Circle • Near Lido Key Beach • Entire 4-bedroom, 3-bathroom house. • 1 King Bed, 3 Queen Beds • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Toiletry & Home Essentials Included - Shampoo, Face Soap, and much more • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill & Fire Table

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

Lido Beach Guest House - Chasing the Sun

Adorable 1 Bedroom, 1 Bath guesthouse less than a block to Lido Beach and St Armands circle. Enjoy a morning stroll on the beach collecting sea shells, walk to St. Armand's to experience great restaurants and shopping or enjoy a day kayaking or lounging on the beach. This vacation home has all of this and more just waiting for you to experience! Certificate of Registration Number VR22-00021

we are open for business, living the dream.

Cute fully equipped 1 bedroom 1 bath condo on Lido key. Small condo complex with assigned covered parking and private patio area. Beach towels, chairs, cooler, cart and umbrella provided. Kayak launch within walking distance, Parks within walking distance and beach just short walk. Just bring your toothbrush. Walk to the beach and St. Armand's circle. Minutes from downtown.

The One Bedroom

Sarasota Magazine quotes our beach cottage as " fresh and bright with a mid-century vibe that welcomes guests from all over the world." The city requires a 7 day minimum stay but please contact us regarding shorter stays as we are happy to block out the remaining days to accommodate your dates and allow you to stay with up whilst keeping to the rules.

Luxury Lido Key Getaway on St. Armands Circle

Escape to your private, pet-friendly tropical oasis on Lido Key! This renovated home features a heated saltwater pool, fire pit, and a full game room. Perfect for families and groups, it's just steps from St. Armand's Circle and the beach. Enjoy seamless indoor-outdoor living in a lush, fully fenced backyard. Your ultimate Florida getaway awaits!