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Holiday houses in South Sarasota

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Quick stats about holiday rentals in South Sarasota

  • Total holiday rentals

    Explore 390 holiday rentals in South Sarasota

  • Nightly prices starting at

    South Sarasota holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 12,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    310 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday 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 holiday 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 holiday rentals in South Sarasota

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

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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

LocationQuietGetting around

Superhost
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, 101 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.

LocationValueCleanliness

Top Guest favourite
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, 98 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.

LocationValueQuiet

Top Guest favourite
A covered patio space is surrounded by lush greenery and decorative plants. A light-colored table and two chairs are arranged on a tiled floor. Large, double doors in a vibrant blue lead to the outdoors, enhancing the welcoming atmosphere.
Guest suite in Sarasota
4.99 out of 5 average rating, 242 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

FamilyValueParks

Top Guest favourite
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, 145 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!

FamilyLocationComfort

Guest favourite
The studio features a spacious layout with a king size bed adorned with light bedding. A comfortable chair is positioned beside the bed, and a patterned area rug covers the floor. Natural light filters in through the window with striped blinds.
Guest suite in South Sarasota
4.88 out of 5 average rating, 200 reviews

Cozy Eco Private Studio 10 min to Downtown & Beach

This is a delightful, renovated eco-friendly little studio attached to the right side of the main house. We clean everything with natural products. It is bright and spacious and it has a private entrance, and a parking space. There is a small kitchenette with cooking basics, a separate full bathroom, and a king size bed. It is nested in very convenient location, close to everything. It is located a few miles from downtown Sarasota as well as 5-6 miles from Siesta Key and Turtle Beach.

ValueLocationCheck-in

Top Guest favourite
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, 37 reviews

The Palms Away

This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

FamilyValueBeach

Guest favourite
A private backyard features a heated in-ground pool surrounded by spacious pavers. Lounge chairs are positioned along one side, with a shaded table and umbrella nearby. Lush greenery lines the perimeter, providing a natural backdrop for relaxation and leisure.
Home in South Sarasota
4.92 out of 5 average rating, 24 reviews

The Pink Pineapple - Your Cozy Sarasota Home

Welcome to The Pink Pineapple, your cozy Sarasota retreat! Just 10 minutes from Siesta Key Beach, this charming home offers a bright, tropical vibe with all the comforts you need. Enjoy a fully equipped kitchen, spacious living areas, dedicated laundry room and a private backyard perfect for relaxing and hanging in the heated saltwater pool. Close to downtown, dining, and shopping, it's the ideal spot for a beach getaway or exploring Sarasota's arts and culture.

LocationFamilyNearby

Guest favourite
An open living area features a large flat-screen television on a modern stand, complemented by a glass dining table with stylish stools. Natural light enters through large windows, while a contemporary ceiling fan hangs above, enhancing the inviting atmosphere of the space.
Home in Arlington Park
4.94 out of 5 average rating, 137 reviews

Arlington Park/Southside Village Modern 5 Star

BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.

LocationValueBathroom

Guest favourite
Home in South Sarasota
4.91 out of 5 average rating, 11 reviews

Luxe Modern Home - Private, Friendly & Stylish

Welcome to Lux Modern Home, a stylish modern home just minutes from the world-famous Siesta Key Beach. Thoughtfully designed with clean lines, coastal tones, and smart features, this 1,400 sq ft retreat offers the perfect balance of comfort, privacy, and contemporary living. Whether you’re here for beach days, sunset walks, or a relaxing getaway, this home is an ideal base for couples, families, or friends seeking a calm and upscale coastal experience.

LocationValueKitchen

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

The Palm Cottage

Welcome to The Palm Cottage! Enjoy a relaxing stay in one of Sarasota's most convenient locations, just minutes from Siesta Key Beach, downtown, shopping, dining, and Sarasota Memorial Hospital. This comfortable home features a spacious fenced backyard and everything you need for a memorable stay. Proudly hosted by 8-year consecutive Airbnb Superhosts dedicated to exceptional hospitality and a five-star guest experience.

LocationFamilyLong stay

Top Guest favourite
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, 39 reviews

Experience "Old Florida" at the Coral Cottage

BRAND NEW REMODEL AND BETTER THAN EVER! Designer furnished, cozy, stylish Vintage Florida home on Phillippi Creek. Fishing rods, kayak and paddle board included. See an abundance of wildlife, including birds and manatees right at your waterfront deck! One bridge to the Bay. Dock space available! Eclectic, quiet neighborhood on the unbeaten path yet so close to beaches (3 miles!) shopping, restaurants and more!

FamilyLocationBeach

Popular amenities for South Sarasota holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near South Sarasota's top sights

Siesta Beach

1,591 locals recommend

Siesta Key Beach

168 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 holiday rentals in South Sarasota

Guest favourite
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, 30 reviews

Specious and renovated 2 bed 2 bath house

LocationFamilySleep quality

Top Guest favourite
A modern cottage is set within a spacious, manicured lawn surrounded by trees. A circular driveway leads to the house, which features a dark metal roof and large windows. Lush greenery frames the property, emphasizing its serene outdoor environment.
Cottage in Sarasota
4.97 out of 5 average rating, 71 reviews

Bee Keepers Cottage

ValueLocationSleep quality

Guest favourite
Apartment in South Sarasota
4.9 out of 5 average rating, 20 reviews

Only 10 minutes to Siesta Beach!

ValueLocationHospitality

Top Guest favourite
Home in Sarasota
5.0 out of 5 average rating, 23 reviews

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

FamilyValueAmenities

Top Guest favourite
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, 92 reviews

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

ValueLocationSleep quality

Guest favourite
A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.
Home in Arlington Park
4.95 out of 5 average rating, 60 reviews

Private Heated Pool Retreat for Two Families

ValueLocationNearby

Superhost
Home in Siesta Key
5.0 out of 5 average rating, 3 reviews

The Siesta Key Retreat - An Island Garden Oasis!

FamilyLocationDecor

Guest favourite
Home in South Sarasota
4.9 out of 5 average rating, 10 reviews

Sand & Sea Retreat, Private Heated Pool.

FamilyLocationKitchen

When is the best time to visit South Sarasota?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$333 NZD$433 NZD$459 NZD$348 NZD$326 NZD$323 NZD$301 NZD$287 NZD$265 NZD$270 NZD$296 NZD$336 NZD
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