Holiday rentals in Lido Key

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Top-rated holiday rentals in Lido Key

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Guest favourite

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

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

Apartment in Siesta Key

4.93 out of 5 average rating, 119 reviews

NO Stairs, Siesta beachfront. Walk to the village!

Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 30 reviews

Right on the bay! Heated pool! King bed

Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. You will have whole house except two rooms which will be locked and no one will be there. One bedroom with a king size bed and sleeping sofa in the family room (if more than two guests coming). Full size kitchen, two family rooms, pool and gorgeous view on the salty bay for nature lovers.

Superhost

Villa in Sarasota

4.89 out of 5 average rating, 209 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

Guest suite in Sarasota

4.99 out of 5 average rating, 186 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!

Superhost

Home in Sarasota

5 out of 5 average rating, 4 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

Guest favourite

Flat in Sarasota

4.88 out of 5 average rating, 17 reviews

Steps to Lido Beach, kayaking, paddle boarding.

EXCITING, newly renovated ground floor unit! Beautiful NEW furniture & finishes. Brand new kitchen & bathroom! Relax & unwind at this unique and tranquil getaway, nestled among the trees & just a short walk to the stunning white sand beaches of LIDO BEACH! Brand new deck off the master for evening cocktails & dinner. Cute patio off the dining area & a screened in lanai for morning coffee. We have a private pool for the complex!

Top guest favourite

Guest suite in Sarasota

4.97 out of 5 average rating, 111 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

Apartment in Sarasota

4.94 out of 5 average rating, 65 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

Island in Sarasota

4.97 out of 5 average rating, 330 reviews

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

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!

Top guest favourite

Home in Sarasota

5 out of 5 average rating, 28 reviews

St Armands Mid Century Rad Pad with Pool

This unique retreat in the heart of St Armand's Circle was just freshly renovated and ready for fun! Stroll to pristine beaches or enjoy the vibrant shops & eateries of St. Armand's Circle just steps away! Boasting 3 beds, two baths, a bonus room, sparkling pool, sun-soaked deck gorgeous garden - have it all and with brand new luxurious finishes.