Holiday houses in Lido Key

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Lido Key

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
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
4.97 out of 5 average rating, 103 reviews

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.

Guest favourite
Apartment in Sarasota
4.92 out of 5 average rating, 114 reviews

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Step into your Spring 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

Guest favourite
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
4.9 out of 5 average rating, 226 reviews

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!

Top Guest favourite
A screened balcony porch features a glass-top table surrounded by four decorative chairs. Lush palm trees sway in the gentle breeze, while a view of a nearby pool and surrounding buildings provides a glimpse of the vibrant community atmosphere.
Apartment in Sarasota
4.96 out of 5 average rating, 28 reviews

Condo on Lido Beach-Sarasota

Lido Key is yours in this newly-renovated, spacious 1BR+ condo. Enjoy sunset drinks on the screened balcony porch, hi-speed Wi-Fi, 2 smart TV's, and heated pool. Only a 3-min walk to white sand beach; kayak rentals across the street with access to secluded mangroves. Experience downtown Sarasota by hopping on the free trolley for the 10 min ride. Enjoy serene Pelican Gardens and this comfortable condo where you'll enjoy a memorable vacation! Condo is on second level, No elevator.

Top Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 189 reviews

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Guest favourite
Home in Siesta Key
4.94 out of 5 average rating, 50 reviews

Private Home 2bed 2bath King Bed Spa

Canal-front single-family home in the heart of Siesta Key—an easy walk to the Village and the #1 beach in the USA. Enjoy a heated pool, hot tub, Tesla EV Charger, Weber grill, fast Wi-Fi, and streaming on 3 large TVs. Launch a canoe from the canal, bike to shops and cafés, or hop the free trolley/tip-only rides for a car-free stay. Thoughtful touches and a stocked kitchen make relaxing effortless - whether you spend the day on the sand, on the water, or out on the town.

Superhost
Home in Sarasota
5 out of 5 average rating, 3 reviews

Beautiful Historic Ringling house!

Welcome to the John Ringling House, a three-bedroom and two-bathroom one-of-a-kind masterpiece on the National Historic Registry and is a 1924 Historic John Ringling Estate. Located in the prestigious John Ringling Estates neighborhood, this home is a quick stroll to St. Armands Circle, known for premier shopping and luxury dining, and is near the award-winning Gulf of Mexico Beaches. Immerse yourself in the island's rich history while enjoying a luxury vacation!

Guest favourite
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.
Condo in Sarasota
4.92 out of 5 average rating, 75 reviews

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!

Guest favourite
Apartment in Sarasota
4.91 out of 5 average rating, 66 reviews

Lido-Key-Tiny Adorable Studio-C

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.

Superhost
Home in Sarasota
5 out of 5 average rating, 4 reviews

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

Guest favourite
The exterior of a single-story villa is shown, featuring a terracotta roof and landscaped grounds. Lush green grass surrounds the home, which is complemented by colorful shrubs and trees, offering a peaceful and inviting appearance.
Villa in Sarasota
4.95 out of 5 average rating, 20 reviews

7845 Timberwood Cir, Sarasota, FL 34238

Centrally located, short drive to Siesta Key beaches, restaurants, shopping. Large heated pool, Jacuzzi, 2 tennis courts, putting green, grills and club house in the community. Comfortable 2 bdrm/2 bath villa with one car garage, screened in private lanai and washer and dryer inside house. Spacious with vaulted ceilings in living/dining room combo, well equipped kitchen with breakfast nook, 3 TVs and 2 office desks.

Guest favourite
A serene beach scene is depicted with soft white sand blending into clear turquoise waters. A colorful umbrella and a chair are positioned on the shoreline, while gentle waves create ripples on the water's surface under a bright blue sky with fluffy white clouds.
Condo in Sarasota
4.94 out of 5 average rating, 69 reviews

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.

Popular amenities for Lido Key holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota
  6. Lido Key