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Holiday rentals in Lido Key

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Top-rated holiday rentals in Lido Key

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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, 101 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
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.
Flat in Sarasota
4.92 out of 5 average rating, 107 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

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, 222 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.
Flat in Sarasota
4.96 out of 5 average rating, 24 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.

Guest favourite
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
4.93 out of 5 average rating, 30 reviews

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

Guest favourite
Flat in Sarasota
4.93 out of 5 average rating, 30 reviews

Steps To Lido Beach & The Circle - Bikes Included

Welcome to one of our fabulous properties with 24/7 Host Support - no AI messaging. Newly renovated ground floor unit! 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
A two-story building is depicted, characterized by its blue exterior and white columns. Palm trees and landscaping with white stones and agave plants are visible in the foreground. A parking lot surrounds the building, enhancing access for guests.
Flat in Sarasota
4.74 out of 5 average rating, 298 reviews

Lido Key/St Armand's Retreat

a small studio condo: a fairly private bedroom (no door) and a sleeper sofa in the living room; best for 2, but sleeps 4. There is a very small screened balcony. The one bath has a shower. The guest section of the closet has hanging space, several shelves and drawers; the bedside tables have 4 compartments each. The kitchen has basic kitchenware; we provide sheets, towels, beach towels, and basic bathroom necessities. Looking for Budget accommodations close to beach

Guest favourite
Flat in Sarasota
4.77 out of 5 average rating, 336 reviews

Lido Key/St. Armand's Studio apt 8

Short walk to Lido Beach. Studio apartment. This is a October 2024 remodel. and dining, family-friendly activities, and public transport all very close by. Great for kayaking and biking. Walking or biking distance to Lido Beach, St. Armand's Circle and Ted Sperling Kayak Park. This one room studio is good for a couple or solo adventurers. Short drive to downtown Sarasota and LBK. Ideal for budget and value conscious lodgers looking for short term stays.

Guest favourite
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.
Flat in Sarasota
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.

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.
Apartment in Sarasota
4.92 out of 5 average rating, 71 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
A private outdoor area is highlighted by a heated pool and spa, surrounded by a screened enclosure. Comfortable loungers and dining seating are present on the patio, with umbrellas offering shade. The tranquil blue water reflects the evening sky and palm trees in the background.
Home in Sarasota
5 out of 5 average rating, 7 reviews

Seabreeze Serenity: Lido Key Poolside Paradise

Exclusive Amenities Include: • Private Heated Pool • In-ground spa • 3 Bedrooms, 2 Full Bathrooms • 2 King Beds & 2 Twin Beds, Sleeper Sofa (Sleeps 8) with linens provided • Spacious Outdoor Lounging Area • Free WiFi & HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill

Top guest favourite
A private pool is surrounded by lush tropical foliage, creating a serene atmosphere. A waterfall feature can be seen cascading into the clear water. Colorful plants, including vibrant bougainvillea, enhance the natural beauty of the outdoor space.
Home in Sarasota
5 out of 5 average rating, 31 reviews

Walk to Lido Beach &St. Armands -grill/HEATED POOL

A piece of paradise! Walk one block to the beach, 5-minute walk to St. Armands! HEATED POOL, 2BR w/grill. This beautiful home, nestled on a little piece of paradise, is just a stone's throw from Lido Beach! A perfect place to relax, unwind and enjoy your private, mature lush surroundings. This charming home has incredible internet with 457 mbps download and 28 mbps upload speeds. It also has crown moldings and four ceiling fans.

Popular amenities for Lido Key holiday rentals

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