Holiday rentals with a washing machine and dryer in Osprey

4.98 out of 5 average rating, 101 reviews

The exterior of the property features palm trees and well-maintained landscaping, creating a welcoming atmosphere. A light-colored house is shown with a spacious driveway and a covered porch area, indicating a tropical setting. A clear blue sky is visible above, enhancing the bright scene.

Bungalow in Nokomis

Beach Cottage. 2 Blocks to Nokomis Beach. 2BD/1BA

Prepare to be amazed by Poco Tortuga, the ultimate destination for relaxation and exploration! Nestled just a short stroll away from the stunning Nokomis beach, this hidden gem offers you the perfect getaway to unwind and indulge in a truly fulfilling vacation experience. Immerse yourself in the lifestyle of Florida living. Whether you're seeking solace by lounging beach side, embarking on thrilling adventures, or simply basking in the beauty of nature, this remarkable escape has got you covered

4.9 out of 5 average rating, 171 reviews

The exterior of the villa features a light-colored facade with inviting landscaping. Tropical plants and palm trees are positioned around the entrance, which is framed by large windows and a welcoming pathway made of stone pavers leading to the front door.

Villa in Nokomis

APRIL OPEN 1 min to beach, New, PETS OK!, 2Br/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

A spacious living area features two large sofas and a patterned accent chair arranged around a central coffee table. Tall windows allow natural light to fill the room, highlighting the neutral color palette. A staircase leads to the upper level, enhancing the open layout.

4.88 out of 5 average rating, 209 reviews

4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres

Welcome to Oak Bahay Ranch, our beautiful 4+ acre ranch home with pool! Enjoy the tranquility of this 4 bedroom/2.5 bathrooms with a pool (heated during winter). Bike or drive the quick 2.5 miles to Nokomis and Casey Key Beaches! Oak Bahay Ranch is a nature lover's paradise, close to Legacy Trail, Sarasota County's premier 20+ mile biking/walking trail. Oak Bahay Ranch is an easy drive to world famous Siesta Key Beach (15 mins), downtown Sarasota (20 mins), and downtown Venice (10 mins).

4.97 out of 5 average rating, 59 reviews

A spacious living area features a light-colored sectional sofa and a round coffee table in the center. Natural light pours in through large windows, illuminating the room's wood accents and open layout. A dining area with a wooden table and chairs is visible in the background.

Home in Osprey

Charming Florida Cottage - Kayaks Included

Welcome to the Spanish Point Cottage! Our Old Florida style cottage is conveniently located within steps of some of Sarasota's most historic sites making it the ideal place to experience true Florida. Enjoy exploring Historic Spanish Point, kayaking to a secluded beach, walking to Historic Bay Preserve, watching the sunset over the Bay, fishing at Osprey Fishing Pier, walking to dinner all from your well appointed and peaceful oasis. There is no better place to experience true Florida living!

4.98 out of 5 average rating, 125 reviews

Condo in Vamo

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

4.89 out of 5 average rating, 179 reviews

A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.

Apartment in Vamo

Chic & Cozy Getaway • Near Siesta Key Beach

Renovated modern studio in a duplex home with private entrance, full kitchen, bathroom, laundry, and parking. Nestled in a quiet, safe neighborhood just minutes from Lido, Turtle, Nokomis beaches, and Siesta Key—#1 beach in America with soft, white sand. Walk to restaurants, Starbucks, Total Wine, Costco, Target, CVS, Bay Village Assisted Living, Selby Aquatic Center & Vamo Bay Park. Short drive to downtown Sarasota, Venice & scenic bike trails. Ideal for beach getaways or extended stays!

A single-story house is set within a lush green landscape, featuring well-maintained shrubs and palm trees. The façade includes large arched windows and a spacious driveway nearby, with bicycles visible against the side of the house. A clean lawn invites outdoor activities.

4.93 out of 5 average rating, 135 reviews

Sunny Oasis/Beautiful House/Near Beach/Heated Pool

Beautiful House with 3 bedrooms, heated pool, mini golf and two-car garage. Great location. five-minute drive to the beach. near shopping plazas, restaurants, and the famous Legacy Trail perfect for biking, running, and more. Situated at a dead-end in a peaceful community. Lots of outdoor space around the house with beautiful palm trees and a large patio. bicycles, board games, cornhole, a gas grill, and more at your disposal. Lots of places to visit in the Sarasota and Venice area.

4.93 out of 5 average rating, 391 reviews

Home in Vamo

Heated&Renovated Pool•Beach Retreat•15m to Siesta

Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

4.96 out of 5 average rating, 83 reviews

An enclosed sitting area features a comfortable daybed adorned with colorful throw pillows against light wooden paneling. A small blue table accompanies the seating, with large windows allowing natural light to illuminate the space while offering views of the surrounding greenery.

Cottage in Osprey

Mattie’s Cottage by the Bay

Enjoy this 1913 Florida vernacular cottage! Carefully restored, thoughtfully updated house on a quiet, tree-canopied street in historic Osprey, one of Sarasota County’s oldest settlements. Enclosed front porch, screened back porch, and tin roof. Walk to the bayfront, restaurants, shopping, library, parks, and historic sites. A short drive takes you to famous Gulf beaches and all Sarasota and Venice have to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

5 out of 5 average rating, 102 reviews

Condo in Sarasota

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8‑minute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether you’re here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

4.98 out of 5 average rating, 179 reviews

A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.

Cottage in Nokomis

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

4.97 out of 5 average rating, 118 reviews

Charming vacation home, short walk to the beach

Welcome to our charming vacation home! Just a 10-min walk to beautiful Nokomis Beach and a short drive to Siesta Key, Downtown Venice, and all the area’s attractions. Inside, the home is bright, spotless, and fully stocked with essentials. Two spacious bedrooms, each with a walk-in closet and private bath for your comfort and privacy. Enjoy the patio, grill, and peaceful neighborhood. We are looking forward to hosting you!

Popular amenities for Osprey washing machine and dryer rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a washing machine and dryer

5 out of 5 average rating, 253 reviews

Apartment in Sarasota

Modern 1BR Near Siesta Key + Private Parking

Superhost

A modern living area displays a bold palm-patterned accent wall with a mounted television. Two stylish lounge chairs are positioned nearby, accompanied by a small indoor plant on a decorative table. The open layout leads to a bright and airy kitchen area.

Apartment in Sarasota

4.92 out of 5 average rating, 133 reviews

Funky & Fun Apartment in Central SRQ

4.9 out of 5 average rating, 246 reviews

A spacious living area features a light-coloured sectional sofa adorned with decorative pillows. A wall-mounted smart TV is positioned above a wooden entertainment center. Natural light streams through large windows, contributing to the airy atmosphere. A ceiling fan enhances comfort within the room.

Apartment in Siesta key

VILLA 6 ·Pool 1 King 1 Queen. Daily rentals

4.85 out of 5 average rating, 119 reviews

A spacious sleeping area features a queen-size bed with a light blue patterned bedspread. A cozy armchair is positioned beside the bed, and window treatments allow natural light to brighten the room. Light wood flooring complements the neutral-toned walls.

Apartment in Lido Key

Lido Key FL Studio/Efficiency 5

4.91 out of 5 average rating, 109 reviews

A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

Apartment in Sarasota

Minutes to Siesta or DT w/heated pool and Hot Tub

Apartment in Gillespie Park

4.83 out of 5 average rating, 181 reviews

Downtown Apartment-Pool, Gym, Cowork 31

Apartment in Indian Beach-Sapphire Shores

The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.

4.96 out of 5 average rating, 179 reviews

ROYS PLACE Romantic, Private, Paradise!

4.97 out of 5 average rating, 448 reviews

A serene view of the Manatee River showcases calm waters reflecting the sky. Lush greenery surrounds the area, accompanied by a covered dock nearby. An American flag flutters gently, and a hint of a charming structure with a porch is visible to the right.

Apartment in Ellenton

Serenity on the Manatee

Holiday House Rentals with a Washing Machine and Dryer

Home in Gulf Gate Estates

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.

4.97 out of 5 average rating, 115 reviews

2 BR House 1.6 miles from Siesta Key Beach

5 out of 5 average rating, 30 reviews

Close to Beaches~ Downtown Venice~Bike Trail~Park

4.94 out of 5 average rating, 213 reviews

Home in South Venice

Venice Beach Hammock Hangout

A welcoming living area displays a neutral color palette, featuring a comfortable gray sofa and a light wood coffee table. A large television is mounted on a wall adorned with ocean-themed art. Soft natural light filters in, creating a serene atmosphere.

4.75 out of 5 average rating, 130 reviews

Cozy Beach Cottage

4.92 out of 5 average rating, 37 reviews

Pets, Plunges & Peace on the Gulf of Mexico

A charming house is set within a spacious yard, featuring lush green grass and palm trees. A driveway leads to a light-colored exterior, with the front entrance framed by tropical plants. A clear blue sky adds to the inviting atmosphere of the property.

4.98 out of 5 average rating, 66 reviews

The Pineapple Escape

5 out of 5 average rating, 7 reviews

Home in Sarasota

Florida Oasis Fully Equipped • 12 Min to Beaches

4.93 out of 5 average rating, 146 reviews

A sandy beach stretches toward a wooden pier that extends into the ocean. The sun sets on the horizon, casting warm golden hues across the sky and reflecting on the gentle waves.

Home in Venice Gardens

A Dream Come True

Holiday condos with a washing machine and dryer

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

5 out of 5 average rating, 156 reviews

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

4.95 out of 5 average rating, 174 reviews

A cozy bedroom features a large green bed with multiple white pillows, complemented by two bedside lamps. The ceiling showcases a tropical leaf pattern, and mirrors adorn the walls. Natural light enters through a window, with white curtains framing the view.

Condo in Bradenton

KING bed + Anna Maria Island Beaches + Beach Gear!

4.95 out of 5 average rating, 107 reviews

A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.

Condo in Venice

Short walk to beach 4, King bed, Dog Friendly

A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

4.89 out of 5 average rating, 139 reviews

Crystal House on Siesta Key Beach

4.96 out of 5 average rating, 102 reviews

Condo in Venice

Vintage Villa 35 | Steps to Beach | Pool

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

4.86 out of 5 average rating, 104 reviews

Comfy Siesta Key Condo

Condo in Gulf Gate Estates

A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.

4.86 out of 5 average rating, 138 reviews

Heated Pool Apartment Near Siesta Key | 1BR

A private outdoor patio is highlighted, featuring a round table surrounded by four chairs. A large blue umbrella provides shade, while tropical greenery adds a natural backdrop. Paved brick flooring completes the inviting outdoor space, ideal for relaxation.