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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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Guest favourite
Apartment in Sarasota
4.97 out of 5 average rating, 30 reviews

*NEW-Prime Spot St. Armands/Lido Key 1st fl w/pool

*LOCATION* *LOCATION* A block to St Armands Cir. and their 130+ boutique storefronts, dining and experiences. White sandy Lido Beach is 6 minutes away all via sidewalk. Fully stocked kitchen and hall closet incl. beach buggy, cooler, chairs umbrella. Large bedrooms with closets, each having an en-suite bath. Private/quiet lanai. Your front door is 3 units away from the pool/hot tub. 1 Reserved parking space. Free trolley to take you to downtown Sarasota! 15 min from SRQ Airport and 60 from Tampa

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
A modern living area features a blue velvet sofa and a yellow accent chair. A glass coffee table holds a bottle of champagne alongside two fluted glasses. Natural light streams in through large windows that overlook lush greenery.
Home in Sarasota
5 out of 5 average rating, 6 reviews

3BR/2BA beach villa on Lido Key

Treat yourself to an unforgettable vacation at a luxury modern villa at the perfect location of Lido Beach. Walking distance from St Armand’s Circle, a sophisticated outdoor dining and shopping area with distinct European flair, iconic examples of mid century modern architecture and the turquoise waters of the Gulf of Mexico. Here you can find some of the best coastal and ethnic restaurants, live entertainment, high end fashion and jewelry boutiques, spas, art galleries, gift shops, kids arcade

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.

Top guest favourite
A modern living area is highlighted by a comfortable sofa adorned with accent pillows. A round coffee table occupies the center, while a dining space with a light-colored table and chairs is visible in the background. Light green walls complement the open layout.
Apartment in Sarasota
4.93 out of 5 average rating, 58 reviews

Sunsets in Paradise. Walk to Beach & St. Armand's

Island Vibes + Modern Comfort at Lido Beach! Steps from the Sand! Your tropical escape awaits on Lido Key — where beach days, park strolls, and sunset cocktails are all just steps away. This chic, updated unit features breezy island décor, a plush king bed, flat-screen TVs, and a full kitchen. Walk to the beach (1 block), kayak launch (2 blocks), and St. Armand’s Circle (5 mins). We’ve got the beach gear covered—just bring your toothbrush! Close to SRQ, 1 hr to Tampa, 2 hrs to Orlando.

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

Steps To Lido Beach • Bikes + Tropical Deck Shower

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

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

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!

Popular amenities for Lido Key holiday rentals

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