Family-friendly vacation rentals in Saint Armands Key

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.

4.97 out of 5 average rating, 103 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.

4.92 out of 5 average rating, 114 reviews

Apartment in Sarasota

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Step into your Spring 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

4.83 out of 5 average rating, 177 reviews

Siesta Beach, 5 minutes from downtown.

My place is close to art and culture, restaurants and dining, great views, the Siesta Beach, Turtle Beach, and family-friendly activities. You’ll love my place because of the neighborhood, the comfy bed, the kitchen, and the coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids). Its located right next to the north bridge to Siesta Beach North Bridge Outlook Park, you can walk to the water. Certificate Number – The certificate number [VR24-00082]

A private pool area is surrounded by lush greenery, featuring a clear blue water pool and four lounge chairs positioned for relaxation. Umbrellas provide shade, enhancing the serene outdoor space. Tropical plants are situated along the edge, adding to the natural atmosphere.

4.98 out of 5 average rating, 112 reviews

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

Your "Beach Home" w/ heated pool is a private home 1 and 1/4 mile drive to Beach Access 12 on Siesta Key. 3bedroom/2bathroom. It's ideal for families/couples. Everything you need for a great vacation!Fully equip kitchen,towels/linen, laundry room . Large pool w/ gas bbq & patio area. Use our chairs, cooler,umbrella,beach cart.STRICT OCCUPANCY OF MAX 6 PEOPLE INCLUDING INFANTS/KIDS AT HOUSE. NO OUTSIDE GUESTS DAY/NIGHT. DO NOT BOOK IF YOUR GROUP IS LARGER. No Pets. Min Age 26 to book

4.95 out of 5 average rating, 207 reviews

A heated saltwater pool is centrally featured, surrounded by lush greenery and a fenced backyard. The image includes playful elements such as a Ping Pong table and a Corn Hole game. A colorful sign highlights the home's name, emphasizing its beach-themed atmosphere.

Home in Bradenton

Saltwater Smiles-5 miles to Beach-Salt/Heated Pool

WELCOME TO PARADISE! Located within walking distance of Palma Sola Causeway Park (1.7 miles), Saltwater Smiles is a super cool private 3 bedroom, 2 bath home, & is less than 5 miles to beautiful Anna Maria Island. Bring your boat or jet ski. Spend the day at one of the local beaches on Anna Maria Island or enjoy our new saltwater HEATED pool (set at 85 degrees). Dine on the patio & prepare your meals on the Blue Rhino Outdoor Griddle. A Regulation Ping Pong table AND Corn Hole game for fun.

4.87 out of 5 average rating, 131 reviews

A heated pool is surrounded by a paved patio and lush tropical landscaping. Comfortable seating under an umbrella is positioned nearby, creating a relaxing outdoor space. The building above features a balcony, adding a vertical dimension to the inviting environment.

Condo in Holmes Beach

Steps from the beach

Perfect place to put your feet up and relax! One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. The only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors. Just a nature trail away from a grocery store, shops and restaurants.

4.94 out of 5 average rating, 527 reviews

A spacious studio features a comfortable king-sized bed with decorative pillows and a cozy leather couch. A mounted TV is visible alongside a desk area, while a kitchenette is seen in the background. Warm light enhances the inviting layout, complemented by modern decor.

Guesthouse in Sarasota

Clean and Modern Sarasota Studio

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

4.94 out of 5 average rating, 132 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

4.95 out of 5 average rating, 187 reviews

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. VR24-00265

4.94 out of 5 average rating, 50 reviews

Home in Siesta Key

Private Home 2bed 2bath King Bed Spa

Canal-front single-family home in the heart of Siesta Key—an easy walk to the Village and the #1 beach in the USA. Enjoy a heated pool, hot tub, Tesla EV Charger, Weber grill, fast Wi-Fi, and streaming on 3 large TVs. Launch a canoe from the canal, bike to shops and cafés, or hop the free trolley/tip-only rides for a car-free stay. Thoughtful touches and a stocked kitchen make relaxing effortless - whether you spend the day on the sand, on the water, or out on the town.

A modern two-story home is featured, showcasing a combination of light-colored exterior panels and stone accents. Lush tropical landscaping surrounds the property, with manicured shrubs and decorative plants lining the driveway, which is paved with stones.

4.95 out of 5 average rating, 104 reviews

Linda's Place

Come enjoy our family's brand-new, meticulously manicured home in Pinecraft! Located on a quiet, dead-end street, but just minutes from all Sarasota has to offer. With 5 bedrooms -each being a suite with a private bathroom- and a sprawling, open floor plan, our home is ideal for larger families or groups. The screened-in, heated, pool in the private backyard surrounded by lush landscaping provides a quiet place to relax and make memories! Minutes away from the beach!

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