House 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, 100 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.

A quaint cottage features a vibrant red door, framed by lush greenery and colorful plants. The path leading to the entrance is bordered by neatly arranged brick landscaping, enhancing the inviting entrance to the home.

4.98 out of 5 average rating, 130 reviews

The Sweet Spot! Walk to DT & Free Trolley to Beach

Looking for the Sweet Spot in Sarasota? Look no further! This artistically updated cottage, nestled in the quiet, historic downtown neighborhood of Laurel Park is a just a short walking distance to some of the best downtown dining, shopping, arts venues and the renowned Selby Gardens. Take the free Breeze Trolley to Siesta Key and Lido beach. Relax in the private outdoor courtyard. It's is the perfect place for a couple's getaway, a family vacation, or a long term stay. So book now and welcome!

An open concept living space is shown, featuring a comfortable sofa and two accent chairs. A round coffee table occupies the center, with light-colored walls and modern lighting fixtures enhancing the ambiance. A kitchen area with dark countertops and views of the backyard is visible in the background.

4.97 out of 5 average rating, 100 reviews

Superhost! Fully Renovated Sarasota Home

New, fully renovated, centrally located cozy home only 5 Min from SRQ Airport. Attractions: 15 Minutes to world famous Siesta Key (Ranked America's #1 beach)! 8 Min to Lido Beach and St Armands Circle where you can enjoy all the world class restaurants & shopping. 10 Min to Longboat Key & Ana Maria. 5 Min to Historic Downtown where you can enjoy restaurants, music, opera house, art exhibits and rooftop bars. Only 15 Min away UTC offers your favorite shopping, dining and lifestyle destination.

Superhost

An outdoor patio area features two wicker chairs with cushions placed around a small table. Potted plants and greenery are positioned nearby, enhancing the inviting space. The home is framed by a light-colored exterior wall, with large windows providing natural light.

4.88 out of 5 average rating, 149 reviews

Cottage On Bay (private backyard, near beaches)

Welcome to our newly renovated, stunning mid-century modern 3-bedroom home. Explore the #1 top-rated Siesta Key Beach, just 7.9 miles away, and Lido Key Beach, a short 6.5 miles away. Discover downtown Sarasota and the fascinating Amish village of Pinecraft nearby. Indulge in ample amenities, plush bedding, and relax in the spacious backyard and screened-in lanai. Spend the day lounging by the heated, saltwater pool and experience a vacation like no other in this gorgeous rental property.

An inviting outdoor space features a private heated pool surrounded by tropical plants and palm trees. Comfortable lounge chairs are positioned by the poolside. String lights provide a soft glow against a backdrop of colorful evening skies, while a shaded seating area offers a place to relax.

5 out of 5 average rating, 6 reviews

Luxe Lido Key Escape with Private Pool

Exclusive Amenities Include: • Walking Distance to St. Armands Circle • Less than 0.3 miles to Lido Key Beach • Private Heated Pool • Fire Pit • Ping Pong Table • 5 Bedrooms, 4.5 Bathrooms • Private Parking • Free WiFi & HD Smart TV’s • Regular & Keurig Coffee Maker • Beach Towels, Chairs, Cooler, & Caddy Provided • Enhanced CleaningProvided by our CottageClean Team • Privacy Wall • Proximity to SRQ Airport and Downtown Sarasota • Dog Friendly (1 dog up to 25 lbs with an additional fee)

A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.

4.97 out of 5 average rating, 148 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

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.

4.93 out of 5 average rating, 121 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.

A covered front porch features two gray Adirondack chairs, set against light blue paneling. A welcoming door with a glass insert leads into the home. Planters with greenery add a touch of color amidst freshly mulched landscaping.

4.97 out of 5 average rating, 101 reviews

"Chill Time” Great Location in Sarasota

Great location, only 1 mile from Downtown Sarasota. Cozy home with a mid-century flair in a quiet neighborhood near downtown Sarasota and minutes from Payne Park and the Legacy Trail. This is a family friendly home with a fenced back yard, close to all the great things Sarasota has to offer- museums, gardens, theaters, and beaches. The home is just a 1.5 miles to Downtown,15 min drive to Lido Beach, and 20 min to Siesta Key. One dog will considered with an added fee.

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

4.96 out of 5 average rating, 121 reviews

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool.

Superhost

An outdoor area is presented, featuring a private pool surrounded by a gray stone patio. A dining set with four chairs and an umbrella is positioned nearby. Lush greenery and a wooden fence provide privacy, enhancing the relaxing ambiance of the space.

4.93 out of 5 average rating, 148 reviews

White Sands Villa - Heated Pool/Spa - Near Beaches

Retreat to a stunning 4-bedroom villa with a modern interior. The expansive backyard boasts a screened-in lanai, pool, hot tub, and children's swing set, ideal for family getaways. Enjoy comfort and convenience with thoughtful amenities, plush mattresses, and smart TVs in every bedroom. Just minutes away from Siesta Key (7.3 mi), Lido Beach (6.5 mi), downtown Sarasota (2.5 mi), and the charming Amish Village of Pinecraft. Your perfect vacation home awaits.

The living area features a light-colored sofa and two dark armchairs arranged around a wooden coffee table. Natural light enters through large windows with soft drapes, while a wall-mounted television displays a serene image. Decorative elements include a flower arrangement and artwork.

4.98 out of 5 average rating, 398 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

An aerial view captures a serene landscape featuring lush greenery and a calm blue waterway. Homes are visible along the shoreline, with distant city buildings punctuating the horizon. The inviting neighborhood is framed by clear skies and gentle waves, exemplifying a tranquil coastal environment.