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Holiday rentals in Lido Key

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Top-rated holiday rentals in Lido Key

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

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Top guest favourite
Home in Sarasota
4.97 out of 5 average rating, 104 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.

Top guest favourite
A spacious sleeping area features a plush king bed with silky white linens and decorative blue accents. A blue ottoman sits at the foot of the bed, while a large TV is placed on a dark wood dresser. Natural light filters in through the nearby balcony doors.
Apartment in Longboat Key
4.92 out of 5 average rating, 26 reviews

Waterfront Coastal Retreat | Steps from LBK Beach

Welcome to paradise— your tropical escape awaits! Wake up to island serenity in our brand NEW STUDIO SUITE where you'll enjoy peaceful lagoon views from your private balcony. This gem, located in the coveted Longboat Key Resort Club, beautifully blends modern touches with coastal charm. Bask under the sun and enjoy private access to Longboat Key Beach and the heated resort pool which is just steps away. Perfectly positioned for relaxation, adventure, and exploring the best of Downtown Sarasota.

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, 234 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!

Guest favourite
An open living and dining area features a large sofa in a calming blue hue, a round glass coffee table, and a smart TV displaying a beach scene. A dining table with stylish chairs occupies the space, complemented by a decorative plant and natural light from the window.
Flat in Sarasota
4.95 out of 5 average rating, 21 reviews

Lido Key Beach Escape | 2 Private Suites

🏆 Exclusive Amenities: • Public Pool located at Lido Pavilion for a small fee • Walk to St. Armands Circle (shops, dining) • 2 Private Queen Suites - each with its own full ensuite bathroom • Smart TV & Fast Wi-Fi • Fully Equipped Kitchen and Coffee Maker, Dishwasher • Beach Gear Included: chairs, umbrella + beach towels • Dedicated On-Site Parking (1 space) • Shared Coin-Operated Laundry on property • Starter Packs: Bathroom Toiletries & Kitchen Home Essentials • Enhanced Cleaning Protocols

Superhost
Apartment in Longboat Key
5 out of 5 average rating, 4 reviews

Inn on the Beach 3007 by FVC

Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area. This 10th floor, deluxe unit features approximately 1700 square feet with a 52’ long, open beachfront lanai. The views cannot be beat! The beach is great and the pool and hot tub inviting too! The oversized living and dining area and both bedrooms open to the lanai. Newly furnished (2016) and very attractive. There is Hi Def TV, FIOS for

Guest favourite
Home in Sarasota
5 out of 5 average rating, 9 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

Top guest favourite
The guesthouse bedroom features a spacious bed covered with a patterned comforter in blue and white tones. A dresser and a wall-mounted TV are visible, and light-colored flooring enhances the room's airy feel. A door leads to an adjoining living area.
Guest suite in Sarasota
4.98 out of 5 average rating, 120 reviews

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

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.
Apartment in Sarasota
4.94 out of 5 average rating, 70 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.

Guest favourite
A serene private pool is showcased with a gentle waterfall feature, surrounded by lush tropical foliage. Vibrant green leaves and purple flowers frame the pool, creating a tranquil retreat. The clear water reflects the soothing sounds of the cascading water, enhancing the outdoor ambiance.
Home in Sarasota
5 out of 5 average rating, 11 reviews

Walk to Lido Beach/St Armands, HEATED pool w/grill

VR22-00146 - Walk to Lido Beach/ St. Armands, HEATED POOL 3 BR home w/grill, privacy, walk to shopping and restaurants!! This home is a piece of paradise! One block to the beach, 5-minute walk to St. Armands! What else makes this property unique? Not only do you have an amazing private pool, but it's also heated! Walk to everything that Lido has to offer!

Guest favourite
An inviting entrance to the beach cottage is framed by lush green landscaping and vibrant flowers. A wooden sign reading 'Beach House' is prominently featured above a natural pathway leading towards the inviting front door.
Flat in Sarasota
4.93 out of 5 average rating, 81 reviews

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.

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 21 reviews

Luxury Lido Key Heated Pool & Game Room

Escape to a beautiful, 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!

Guest favourite
A mid-century structure is set among lush palm trees, showcasing a combination of wooden accents and large glass windows. A curved gravel driveway leads to the front entrance, inviting natural light into the living areas and offering a serene outdoor landscape.
Home in Sarasota
4.92 out of 5 average rating, 146 reviews

St Armand's Mid-Century Oasis

Mid-century retreat in the heart of Lido Key! Stroll to pristine beaches or enjoy the vibrant shops & eateries of St. Armand's Circle just steps away! Recently renovated with authentic period details, this 3BR/3BA gem boasts a sparkling pool, sun-soaked rooftop deck and stylish office. VR2400013

Popular amenities for Lido Key holiday rentals

Frequently Asked Questions

  • Where is Lido Key located?

    Lido Key is a barrier island on Florida’s Gulf Coast, situated near Sarasota. The area is known for its beaches, coastal scenery, and access to neighboring communities.

  • When is the best time to visit Lido Key?

    Late winter through early spring is often recommended for visiting Lido Key, when temperatures are warm but not overly hot, averaging 62–83°F (17–28°C). These months tend to have less rainfall, making beach activities and outdoor exploration popular choices.

  • How old is Lido Key?

    Lido Key’s development as a public resort area began in the early to mid-twentieth century, though the land itself has a much longer natural history. Its residential and recreational character has evolved over several decades.

  • Why was Lido Key built?

    Lido Key was developed as a resort and recreational area to create accessible beachside spaces, enhance local tourism, and support residential communities. Its growth reflects the broader trend of Florida coastal development in the twentieth century.

  • What are some things to do near Lido Key?

    Around Lido Key, you can explore white sand beaches, nature trails, and the shops and restaurants at St. Armands Circle. Kayaking, birdwatching, and nearby marine exhibits are also frequently suggested activities.

  • How is the weather near Lido Key?

    Lido Key experiences mild winters with temperatures around 51–74°F (10–24°C), and warm, humid summers near 74–91°F (23–33°C). Rainfall increases in summer months, so lightweight layers and sun protection are frequently suggested.

  • How was Lido Key built?

    Lido Key’s development involved land management, construction of roads and seawalls, and urban planning that introduced residential, commercial, and public beach spaces. Careful infrastructure projects helped shape its blend of nature and built environment.

  • What is the history of Lido Key?

    Lido Key’s history includes early Indigenous presence, followed by development in the twentieth century as a resort area. Today, it is known for its beaches, local dining, and recreational spaces shaped by decades of growth.

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