Holiday rentals with a washing machine and dryer in Sarasota County

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.

4.92 out of 5 average rating, 110 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

The kitchen features modern white cabinetry and appliances, complemented by a stylish wood tabletop with two stools. A large window provides natural light, while a beach-themed artwork adds a calming touch. The space is designed for functionality and comfort.

4.77 out of 5 average rating, 185 reviews

Private apartment w/King bed+full kitchen

Welcome to our newly renovated apartment with King size bed and full kitchen. Parking in the driveway and self check in process make this is a safe and convenient stay whether you’re traveling solo or as a couple. Located on a quiet street yet close to the main road and access to the Legacy Trail + Pompano pickle ball courts at the end of our street. 5 minutes to Pinecraft, local ice cream, restaurants & approximately 7 miles to Siesta Key and Lido Key Beach and 15 minutes to Sarasota airport.

5 out of 5 average rating, 233 reviews

Luxury Apartment in a House Near Siesta

Large modern construction 950 sq ft 1 bedroom apartment. Beautifully furnished apartment attached to the side of the main house. This upstairs unit has a private entrance with a modern interior & high ceilings. The apartment offers 1 King bed, full kitchen, a bathroom w shower, a washer and dryer, 2 tvs. Nestled on a quiet street with easy access to Siesta Key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key on . Guest must be able to climb one flight of stairs

A spacious bed with a white coverlet is flanked by two nightstands featuring soft lighting. Decorative pillows rest atop the bed, and a tasteful piece of wall art adds a touch of color to the neutral backdrop.

4.86 out of 5 average rating, 221 reviews

Updated Old Florida Studio Getaway in Central SRQ

This apt is a breath of fresh air- you'll feel it when you enter and immediately feel calm and at peace. Sparkling clean & spacious with a king-sized, comfortable bed, a full bathroom and kitchenette, & special old Florida style decor gives you the sense of southern hospitality that you're looking for. Central to much of Sarasota, you can be from here to the island of Siesta Key in less than 10 minutes! Whether you're here for business or pleasure, this sweet studio is sure to be a highlight.

An inviting fire pit is surrounded by a circular stone seating area, featuring two Adirondack chairs. Decorative cushions add color to the seating. A spacious, fenced backyard is complemented by a serene evening sky with pastel hues.

4.97 out of 5 average rating, 108 reviews

Cottage w/Fire Pit Near Siesta!

Welcome to "Polka Dotted Pelican" located just a stone’s throw from world famous SIESTA KEY! This charming cottage is completely remodeled & nestled in a quiet neighborhood. Enjoy roasting s'mores around the INCREDIBLE backyard fire pit!! The living area opens to a large covered lanai for outdoor dining & relaxation. Comfortable, clean, & fully equipped! Amenities include high speed Wi-Fi, dedicated workspace, free indoor laundry, & bikes/games/beach chairs. Walk or bike to nearby Gulf Gate.

A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.

5 out of 5 average rating, 115 reviews

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

4.95 out of 5 average rating, 123 reviews

Guest house in Sarasota

Downtown Garden Studio close to everything

Welcome to my brand new guest house! The original building has been rebuilt and completed in December 2024 to offer a more comfortable experience for my guests. Peaceful and centrally located, ideal for relaxation and easy access to explore historic Sarasota and the beaches. A quick drive, bike or a short walk to downtown Sarasota, Selby Botanical Garden and Pineapple Street antique shops. 1.5 miles to Sarasota Bay. 3.5 miles to St Armands Circle and Lido Beach. 6.5 miles to Siesta Key.

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.

4.95 out of 5 average rating, 177 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.

An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.

4.96 out of 5 average rating, 103 reviews

2 BR House 1.6 miles from Siesta Key Beach

Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

4.77 out of 5 average rating, 159 reviews

An outdoor lounge area features soft pink seating, including a sofa and armchair, against a backdrop of warm wood paneling. A standing lamp provides ambient lighting, and large windows offer a view of the surroundings. A patterned area rug adds texture to the space.

Guest suite in Sarasota

Private Suite • 10-Min Walk to Siesta Beach, Shops

🌴 Welcome to Your Cozy Siesta Key Getaway Relax in this private, well-appointed pied-à-terre located in a quiet, walkable neighborhood, just a 10-minute (0.5 mile) walk to Siesta Beach Access #12. . Perfect for couples or solo travelers looking for a comfortable, convenient home base near it all. The kitchenette is ideal for light cooking/reheating, and includes: Microwave, Refrigerator, Keurig Coffee maker, Teapot Small stove/oven, Basic dishware and utensils

The exterior of the duplex presents a welcoming entrance with a covered front porch and seating. Lush greenery and small potted plants enhance the home's facade. The driveway is visible, leading to the well-maintained lawn and fenced backyard area.

4.94 out of 5 average rating, 106 reviews

1 Bed 1 bath 7 mins to the beach

This charming 1 bedroom 1 bath space has a calming coastal vibe with dedicated driveway parking, front porch, and fenced backyard. This unit is newly renovated and furnished, and is part of a duplex with a large shared backyard. It is within walking/biking distance or a short drive to grocery stores and restaurants, and 7 mins to Siesta Key - FL's #1 beach! Longboat Key, St. Armands, Turtle Beach, and Downtown are all a short drive away!