Holiday rentals in Lido Key

4.97 out of 5 average rating, 101 reviews

A dining area features a wooden table surrounded by six chairs with patterned cushions. A fireplace is located on a white brick wall, while an open kitchen is visible in the background. Bright lighting enhances the airy feel, complemented by wood beamed ceilings.

Home in Sarasota

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.

The rooftop deck features an inviting area with beach-style lounge chairs under a thatched umbrella. Green synthetic grass provides a cozy feel, complemented by potted flowers, offering a serene spot for relaxation and enjoying the outdoor atmosphere.

4.92 out of 5 average rating, 109 reviews

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Step into your WINTER Holiday with a Beach Vacation! Now booking Spring! Reserve your March & April dates! 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

4.9 out of 5 average rating, 223 reviews

A spacious living area is highlighted by a large sectional sofa and a wooden coffee table. A TV sits atop a media console, while glass doors provide access to the outdoor patio, allowing natural light to fill the room.

Villa in 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!

4.99 out of 5 average rating, 207 reviews

A covered patio space is surrounded by lush greenery and decorative plants. A light-colored table and two chairs are arranged on a tiled floor. Large, double doors in a vibrant blue lead to the outdoors, enhancing the welcoming atmosphere.

Guest suite in Sarasota

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

5 out of 5 average rating, 114 reviews

A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.

Home in Sarasota

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!

4.99 out of 5 average rating, 248 reviews

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guest house in Sarasota

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

4.93 out of 5 average rating, 30 reviews

A serene beach scene captures the sunset with vibrant hues of orange, pink, and purple reflecting on the water. Silhouettes of people walking along the shore are visible, while gentle waves lap at the sandy beach. A few beach chairs are positioned in the foreground.

Apartment in Sarasota

We are open for business, walk to the beach

Relax with the whole family at this peaceful place to stay. Island themed and beautifully updated two bedroom second floor condominium located in a quiet residential neighborhood on south lido. Located within walking distance to beach and st Armands, kayak & local parks and restaurants. Downtown is minutes away. You’ll have an assigned covered parking spot, free Wi-Fi, sumptuous bedding and fully equipped kitchen for those who don’t make reservations. We have Beach chairs, umbrella & towels

4.94 out of 5 average rating, 32 reviews

Lido Key Getaway - Bikes & Beach Gear

Welcome to just ONE of our fabulous properties! EXCITING, newly renovated ground floor unit! Beautiful NEW furniture & finishes. Brand new kitchen & bathroom! Relax & unwind at this unique & tranquil getaway, nestled among the trees & just a short walk to the stunning white sand beaches of LIDO BEACH! Enjoy your evenings on the new deck (& outdoor shower) off the master. Cute patio off the dining area & a screened in lanai for morning coffee. We have a private pool for the complex!

Superhost

Home in Sarasota

5 out of 5 average rating, 3 reviews

Luxe Oasis | Private Pool, In St Armands Circle!

🦩 Exclusive Amenities Include: • Private Heated Pool • Walk to St. Armands Circle • Near Lido Key Beach • 4 Bedrooms, 3 Bathrooms • 3 King Beds, 1 Queen Bed • 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 • Downtown Sarasota Shuttle Transportation Available

A cozy sleeping area features a spacious bed adorned with dark blue and cream pillows. Natural light filters in through glass doors, reflecting off a mirrored closet. A serene beach photograph is displayed on the wall, complementing the light grey walls and wooden flooring.

4.9 out of 5 average rating, 62 reviews

Lido-Key-Tiny Adorable Studio-C

**No Kids Allowed**Lido-Key-Newly remodeled tiny (smaller than a hotel room) Studio. 7-10 min walk to the beach & St.Armands Circle. Quaint main floor studio in a great location. This is an affordable way to enjoy this popular area. This cozy cottage features a Queen bed, refrigerator, stove, microwave, coffee maker, fully stocked cooking items & dishes & beach towels, chairs, & cart. 170 Roosevelt Dr., Sarasota. Enjoy this centrally-located place.

4.92 out of 5 average rating, 71 reviews

The image captures a shared pool area surrounded by lush greenery and palm trees. Lounge chairs with blue umbrellas are positioned around the pool, which is enclosed with a white fence. A pathway leads through well-maintained landscaping, enhancing the inviting outdoor space.

Apartment in Sarasota

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!

A clear swimming pool is surrounded by a white fence. Sunlight reflects off the water's surface, showcasing the inviting blue hues. Towering palm trees and lush foliage provide a green backdrop, while a building stands in the distance, contributing to the resort-like setting.