Family-friendly holiday rentals in Lido Key

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!

Lido Key Beach Bungalow with Private Heated Pool!

Behind the privacy wall you will discover an oasis in this beautiful beach bungalow. The outside space is amazing and almost as large as the inside space. Your own private pool and covered lanai area is the perfect place to relax, gather for dinner, watch TV and just enjoy outside living. You are a two minute walk to the beautiful sands of Lido Beach. St. Armand's Circle is a 10 minute walk for shopping and dining. Kayaking is a 2 minute walk and you can spend the afternoon exploring!

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Beach Bliss: Open Tuesday, July 21st!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

The Blessing House- Htd Pool/Spa, Close to Beaches

Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

Steps from the Sand & St Armands: *Mango Mama*

Welcome to Mango Mama, a stunning 4-bedroom, 2.5-bath beachside haven perfect for families, nestled in the heart of Lido Key. Just a quick 4-minute stroll to the pristine Gulf beaches, Mango Mama offers the perfect setting for family fun in Sarasota paradise. An easy 11-minute walk brings you to the lively St. Armands Circle, where family-friendly dining, boutique shopping, and local charm await. Experience the ultimate blend of relaxation, convenience, & coastal beauty! 🥭🥭🥭

Siesta Key Beach & Village 2BR/2BA Steps to Beach

This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

Lido Beach Dream

Bright and sunny updated beach home featuring wood beamed ceilings, new bamboo wood firs, with 3 bedrooms, 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, family room, huge year-round air-conditioned lanai, garage. golf, sailing, walking & bike trails. Walk to beach and St Armand's Circle, shops and restaurants. The Vacation Rental License number is 22-00005.

Lido-Key- Tiny, Yet Charming Studio-B

Lido-Key- Newly remodeled TINY (smaller than a hotel room) Studio. 7-10 min walk to the beach and St.Armands Circle. Quaint main floor tiny 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, along with beach chairs, towels, Located at 170 Roosevelt Dr., Sarasota

Lido Key House

One story house with two bedrooms and two bathrooms located one block from Lido Beach and a short walk from the stores and restaurants of St. Armand's Circle. It features an open, airy interior, large patio and newly constructed private pool and a recently updated kitchen. (Property also has a studio apartment that is unoccupied and does not have access to the grounds or pool.) City certificate of reg. #VR22-00012

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

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴