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Vacation rentals in South Sarasota

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Quick stats about vacation rentals in South Sarasota

  • Total vacation rentals

    Explore 390 vacation rentals in South Sarasota

  • Nightly prices starting at

    South Sarasota vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 12,880 verified reviews to help you choose

  • Family-friendly vacation rentals

    310 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    270 properties feature pools

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wi-Fi availability

    380 of South Sarasota vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Sarasota rentals

  • 4.8 Average rating

    South Sarasota stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in South Sarasota

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area features a comfortable light-colored sofa complemented by a vibrant blue accent chair. The floor showcases a bold black-and-white rug, while artwork adorns the walls. A side table with a lamp is visible, creating an inviting atmosphere for relaxation.
Home in South Sarasota

Ben's Bungalow | 8 min to Siesta Key | Giga Wifi

Ben's Bungalow is all about comfort and convenience. Just 3 miles and an 8 minute drive from Siesta Key Beach, it's the perfect home-base for your next Sarasota adventure and promises an unforgettable retreat for you and your crew. The large 3rd bedroom boasts an ultra-comfortable Nectar mattress and a 65” curved screen HDTV. Enjoy the Gigabit Wi-Fi, and the back-yard comes pre-stocked with fresh firewood, marshmallow sticks, and a privacy fence ready for you to make great memories with the fam.

4.92 out of 5 average rating, 93 reviews
Top guest favorite
Bungalow in Sarasota

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.

5.0 out of 5 average rating, 11 reviews
Guest favorite
A well-lit dining area features a modern table with four chairs, complemented by a floral artwork on the wall. Natural light enters through French doors, enhancing the bright and open atmosphere. A stainless steel refrigerator is visible, maintaining a clean and functional kitchen space.
Home in Sarasota

Tropical Paradise minutes to #1 Siesta Key Beach

Location! Just minute to the #1 Beach in USA , Siesta restaurant and shopping. This cozy 2 bedroom/1 bath home feels very modern, comfortable and very functional. Tropical landscaping .Fully equipped kitchen. Beautiful private fenced backyard with Yoga platform. Beach chairs available. Perfect for a budget oriented traveler looking for immaculate home and convenient location close to Hwy 41 Siesta Beach and shopping and walking distance to restaurants. Primary guest must be 25 years of age.

4.91 out of 5 average rating, 119 reviews
Superhost
Bungalow in South Sarasota

New listing: Coastal Retreat 7-mins to Siesta Key

Bright mid-century modern 2BR/2BA retreat just 7 minutes from Siesta Key. Freshly upgraded with stylish coastal design, comfortable living spaces, and private outdoor space perfect for relaxing after beach days. Ideally located between the north and south bridges for easy access to Siesta Key Village, downtown Sarasota, Lido Beach, and St. Armands Circle. A perfect getaway for couples or snowbirds. No pets please. No parties or gatherings. No smoking of any kind. Yes to fun and relaxation

5.0 out of 5 average rating, 4 reviews
Guest favorite
A spacious sleeping area features a comfortable bed with white bedding, accompanied by a leather couch. A mounted television is positioned on the wall, and decorative plants add a touch of nature. A side table with a lamp complements the warm decor.
Guesthouse in South Sarasota

The Getaway

Relax in this comfortable and stylish space only 2 miles from Siesta Beach. The Getaway is the perfect spot to relax whether you're here on business or you've spent the whole day on the beach. The space is newly remodeled and you will lack nothing here! Enjoy the outdoor deck and two Nigerian Dwarf goats that live on the property. The Getaway is an apartment style space attached to the main home. It has it's own entrance and is completely private. The host lives in the main part of the home.

4.94 out of 5 average rating, 106 reviews
Top guest favorite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

4.94 out of 5 average rating, 100 reviews
Guest favorite
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.
Home in South Sarasota

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!

4.98 out of 5 average rating, 149 reviews
Top guest favorite
A modern kitchen is presented with warm wooden cabinetry and stainless steel appliances. A large island provides seating with two white stools. Sunlight illuminates the space through a window above the sink, where a bouquet of flowers adds a vibrant touch.
Home in Sarasota

Siesta Breeze ~ Charming Coastal Cottage

Message me for 🔥🔥 last minute deals!! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.

4.99 out of 5 average rating, 140 reviews
Top guest favorite
Home in Sarasota

4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key

Welcome to Casa Trinidad — Your Coastal Oasis in Sarasota! Escape to Casa Trinidad, a bright and stylish 4-bedroom coastal retreat located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Whether you’re planning a family getaway, a couples’ trip, or a relaxing retreat with friends, this home offers everything you need for the perfect Florida stay — a heated private pool, fire pit, BBQ area, game room, and all the cozy coastal touches that make it unforgettable.

5.0 out of 5 average rating, 25 reviews
Top guest favorite
Home in Sarasota

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

4.95 out of 5 average rating, 198 reviews
Top guest favorite
A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.
Home in Gulf Gate Estates

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Walking distance to a Publix grocery store and 5 good restaurants. ⅕1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. New tile and wood floors throughout. Quite neighborhood for walking .

4.96 out of 5 average rating, 277 reviews
Top guest favorite
Apartment in Sarasota

Modern 1BR Near Siesta Key + Private Parking

Private coastal retreat minutes from Siesta Key Beach. This spacious 950 sq ft upstairs apartment features soaring ceilings, a bright open layout, and a private entrance. Enjoy a king-sized bed, full kitchen, in-unit washer and dryer, fast Wi-Fi, and dedicated parking. Perfect for couples or guests seeking a peaceful, comfortable stay near the beach. Consistently rated 5⭐ for cleanliness, comfort, and communication. Ideal for couples seeking a peaceful, comfortable beach stay.

5.0 out of 5 average rating, 275 reviews

Popular amenities for South Sarasota vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near South Sarasota's top sights

Siesta Beach

1,606 locals recommend

Siesta Key Beach

169 locals recommend

Detwiler's Farm Market

110 locals recommend

Siesta Key Watersports

45 locals recommend

Phillipi Estate Park

28 locals recommend

Tommy Knockers Gulf Gate

8 locals recommend

Other great vacation rentals in South Sarasota

Top guest favorite
Guest suite in Sarasota

siesta breeze paradise suite

5.0 out of 5 average rating, 32 reviews
Superhost
Home in South Sarasota

Beautiful 3bdr/2bth 2car garage with New Pool

4.82 out of 5 average rating, 90 reviews
Guest favorite
Apartment in South Sarasota

Only 10 minutes to Siesta Beach!

4.9 out of 5 average rating, 20 reviews
Guest favorite
A spacious living area is furnished with comfortable grey sofas and a central coffee table. A wall-mounted television displays scenic Florida imagery. Natural light filters through sheer curtains covering large windows, enhancing the overall bright atmosphere. The open layout connects to the dining area and kitchen.
Home in South Sarasota

Siesta Getaway-Minutes to Beach

4.82 out of 5 average rating, 73 reviews
Top guest favorite
A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.
Home in Sarasota

The Palms Away

5.0 out of 5 average rating, 38 reviews
Guest favorite
The outdoor area features a well-maintained pool bordered by lush greenery. Several loungers and a shaded seating area invite relaxation. A vibrant red umbrella provides sun protection, while the sky above showcases a mix of clouds and blue, enhancing the serene atmosphere.
Home in South Sarasota

Siesta Shore House

4.83 out of 5 average rating, 24 reviews
Guest favorite
A spacious kitchen area features an island with seating, surrounded by a dining table and chairs. Natural light floods the room through large windows and glass doors that lead outside. A ceiling fan enhances the airy atmosphere, complemented by wooden flooring.
Home in South Sarasota

Specious and renovated 2 bed 2 bath house

4.9 out of 5 average rating, 31 reviews
Top guest favorite
Guest suite in Sarasota

siesta breeze suite

5.0 out of 5 average rating, 88 reviews

When is the best time to visit South Sarasota?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,004 GYDG$53,347 GYDG$56,485 GYDG$42,887 GYDG$40,167 GYDG$39,749 GYDG$37,029 GYDG$35,355 GYDG$32,636 GYDG$33,263 GYDG$36,401 GYDG$41,422 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Frequently Asked Questions

  • What are the best places to stay in South Sarasota?

    Many visitors choose rentals near the beaches, arts districts, or family-friendly neighborhoods in South Sarasota. Stays often include access to outdoor amenities, walking paths, and community gathering spots.

  • What are the best things to do in South Sarasota with kids?

    Children often enjoy hands-on activities at local nature centers, splash parks, and interactive museums. Exploring sandy beaches, playgrounds, and wildlife habitats are also frequently suggested family outings.

  • What are some of the best things to do in South Sarasota?

    South Sarasota has outdoor recreation on beaches and in nature preserves, plus galleries, markets, and cultural performances. Explore walking trails, sample regional cuisine, or take part in local arts events.

  • How is the weather in South Sarasota?

    South Sarasota has mild winters from 51–72°F (10–22°C), warming to summer highs near 91°F (33°C) with increased humidity and rain. Lightweight clothing, sun protection, and umbrellas are frequently suggested for the changing conditions.

  • When is the best time to visit South Sarasota?

    Late winter and early spring are often recommended for milder temperatures and less rain, making outdoor activities more comfortable. Fall also brings seasonal events and pleasant beach days.

  • What are the best places to visit in South Sarasota?

    Explore parks, nature preserves, public art installations, and nearby beaches in South Sarasota. Local galleries, markets, and wildlife observation areas are commonly featured for visitors seeking a mix of culture and nature.

  • What are some hiking trails in South Sarasota?

    Explore shaded paths and water views on trails at nearby parks, nature preserves, or coastal conservation areas. Many routes are often recommended for birdwatching, walking, and connecting with local flora.

  • What are some family activities we can do in South Sarasota?

    Families can explore hands-on exhibits at museums, stroll nature preserves, or enjoy beach outings in South Sarasota. Community parks with playgrounds, splash pads, and picnic areas are frequently suggested for group fun.

  • What are some of the best day trip ideas from South Sarasota?

    Consider exploring nearby barrier islands, historic downtowns, or nature reserves for a change of pace from South Sarasota. Art venues, gardens, and wildlife tours are frequently suggested for day adventures.

  • Are there any pet friendly accommodations available in South Sarasota?

    South Sarasota has many pet-friendly accommodations, with neighborhoods near beaches, parks, and walking trails welcoming guests traveling with dogs or cats. Outdoor spaces and pet amenities are commonly included.

  • What are some local tips for visiting South Sarasota?

    Pack sunscreen, hats, and comfortable shoes to make the most of the sunny weather and outdoor options. Locals appreciate early morning beach walks, exploring farmers markets, and checking community event calendars for new experiences.

  • What is South Sarasota known for?

    South Sarasota is known for its Gulf Coast beaches, local arts scene, and nature preserves rich in wildlife. The area frequently draws people seeking outdoor recreation, cultural events, and relaxed community atmosphere.

  • What are the best hidden gems to explore in South Sarasota?

    Look for serene nature paths, small art galleries, and local farmer markets tucked into neighborhoods around South Sarasota. Quiet birdwatching spots and public murals are frequently regarded as lesser-known highlights.

  • What are the best foods to try in South Sarasota?

    South Sarasota has Gulf Coast classics such as fresh seafood, stone crab, and locally inspired dishes like grouper sandwiches. Key lime pie, citrus treats, and regional barbecue are frequently suggested by visitors and locals.

  • What should I bring for a trip to South Sarasota?

    Bring a hat, sunscreen, and lightweight clothing to prepare for sunny and warm weather. Comfortable walking shoes, a reusable water bottle, and swimwear are often recommended for outdoor activities.

  • What is the nightlife in South Sarasota like?

    Nightlife in South Sarasota combines casual waterfront venues, local restaurants, and live music spots. Evening markets and arts performances are often featured, creating a blend of laid-back and lively atmospheres.

  • What are the most popular events or festivals in South Sarasota?

    Cultural festivals and art fairs are often recommended throughout the year in South Sarasota, with music performances and markets highlighting local traditions. Seasonal celebrations around spring and early fall usually draw lively crowds.

  • Are there family friendly vacation rentals in South Sarasota?

    Family friendly vacation rentals are widely available in South Sarasota, featuring spacious layouts, kitchens, and easy access to parks or beaches. Many homes have amenities for children and group gatherings.

Destinations to explore