Holiday rentals in Lido Key

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Top-rated holiday rentals in Lido Key

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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, 106 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, 221 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 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
4.99 out of 5 average rating, 204 reviews

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!

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
Flat in Sarasota
4.93 out of 5 average rating, 29 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!

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!

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.

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
4.97 out of 5 average rating, 114 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

Top guest favourite
A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.
Island in Sarasota
4.97 out of 5 average rating, 342 reviews

*DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Popular amenities for Lido Key holiday rentals

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