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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$6,275 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
4.92 out of 5 average rating, 93 reviews

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.

Top guest favorite
Bungalow in Sarasota
5.0 out of 5 average rating, 11 reviews

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.

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
4.91 out of 5 average rating, 119 reviews

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.

Superhost
Bungalow in South Sarasota
5.0 out of 5 average rating, 4 reviews

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

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
4.94 out of 5 average rating, 106 reviews

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.

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
4.94 out of 5 average rating, 100 reviews

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.

Top 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
4.98 out of 5 average rating, 147 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!

Top guest favorite
Home in Sarasota
4.85 out of 5 average rating, 26 reviews

The Siesta Key Pool House – Private Inland Oasis

Walk or Bike to Siesta Key Beach from Your Private heated Pool Home! Spend your days soaking up the Florida sun at this stylish Siesta Key retreat! Enjoy your own private heated pool, cook on the patio, and sip margaritas in the sunshine. Have some fun on the outdoor trampoline, relax in the hammocks, or enjoy movie night on one of 3 large-screen TVs. When you’re ready for the beach, it’s just minutes away—walk or bike to the world-famous Siesta Key Beach and experience Sunday Drum Circle!

Guest favorite
An indoor pool is enclosed within a screened area, offering a clear view of tranquil blue water and surrounding trees. Comfortable outdoor seating is visible, complemented by a sunlit patio space. Large glass doors provide access to the pool area, enhancing the open feel.
Home in South Sarasota
4.97 out of 5 average rating, 216 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Top guest favorite
Home in Sarasota
4.95 out of 5 average rating, 198 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. *Brand new pool* VR24-00265

Superhost
A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.
Home in Sarasota
4.8 out of 5 average rating, 185 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

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
4.96 out of 5 average rating, 277 reviews

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 .

Popular amenities for South Sarasota vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near South Sarasota's top sights

Siesta Beach

1,595 locals recommend

Siesta Key Beach

169 locals recommend

Detwiler's Farm Market

109 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
5.0 out of 5 average rating, 88 reviews

siesta breeze suite

Superhost
Home in South Sarasota
4.82 out of 5 average rating, 90 reviews

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

Top guest favorite
A stylish living area features a round wooden table surrounded by two light-toned chairs. The space is complemented by a modern kitchen with bar seating and pendant lighting. Light-colored walls and soft lighting contribute to a calm atmosphere, with a piece of wall art adding a decorative touch.
Home in South Sarasota
4.95 out of 5 average rating, 40 reviews

Experience "Old Florida" at the Coral Cottage

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
5.0 out of 5 average rating, 38 reviews

The Palms Away

Top guest favorite
Home in Sarasota
5.0 out of 5 average rating, 23 reviews

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

Top guest favorite
Guest suite in Sarasota
5.0 out of 5 average rating, 32 reviews

siesta breeze paradise suite

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
4.9 out of 5 average rating, 31 reviews

Specious and renovated 2 bed 2 bath house

Guest favorite
A modern kitchen featuring sleek white cabinetry and granite countertops. Stainless steel appliances are prominently displayed, including a microwave and a refrigerator. An island bar with seating accommodates multiple guests, while large windows provide ample natural light.
Home in Sarasota
4.93 out of 5 average rating, 71 reviews

Family / Group Vacation Home Close to Beach

When is the best time to visit South Sarasota?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,997 GYDG$53,338 GYDG$56,475 GYDG$42,879 GYDG$40,160 GYDG$39,742 GYDG$37,023 GYDG$35,349 GYDG$32,630 GYDG$33,258 GYDG$36,395 GYDG$41,415 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