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 ﺩ.ﺇ 110 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.
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.
Specious and renovated 2 bed 2 bath house
Hello and thank you for visiting our listing of our freshly renovated house with brand new kitchen and new bathrooms! When you stay here you'll get a sense of a friendly quiet laid-back feeling in this nice house and neighborhood. When you walk in, you will immediately see how spacious it is. You have plenty of room to stretch out and relax in this lovely environment. This rental house is freshly renovated, and both baths are new along with a brand new kitchen. There is plenty space for doggies
Siesta Getaway-Minutes to Beach
Welcome to our Sarasota oasis! Fully renovated 3-bed 2-bath home embodies modern luxury, and just minutes from Siesta beach. Inside is spacious, stylish, open layout connecting living, dining, and kitchen. With 2 king and 2 queen beds, comfort is paramount. The sleek kitchen island/bar adds convenience. Unwind in a roomy bathroom with a large shower. Step outside to a vast backyard and patio, ideal for sunshine and bbq. This Sarasota gem guarantees an unforgettable escape - book your stay today!
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.
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.
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!
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!
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.
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
@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)
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.
NEW! Renovated Pool Home Mins 2 Siesta Key Beach
🌟 BRAND NEW - JUST RENOVATED! Be our FIRST GUESTS & enjoy exclusive intro rates! Stunning 3BR-2BA (1,600 sqft) with luxurious master suite, king beds, electric fireplace & 65-inch TV. Gourmet espresso bar! 🌴 PRIVATE POOL with serene pond views - watch local wildlife in pure Florida paradise! 🏖️ 10 mins to Siesta Key Beach, 15 mins to Lido Key & downtown Sarasota. Perfect for first-time visitors! Book now for best rates. Can't wait to welcome you! ✨
Popular amenities for South Sarasota vacation rentals
Other great vacation rentals in South Sarasota
Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
siesta breeze paradise suite
Aunt Tilly’s
The Siesta Key Retreat - An Island Garden Oasis!
FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
Endless Summer | Private Pool & HOT TUB
siesta breeze suite
Only 10 minutes to Siesta Beach!
When is the best time to visit South Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 720 | ﺩ.ﺇ 936 | ﺩ.ﺇ 992 | ﺩ.ﺇ 753 | ﺩ.ﺇ 705 | ﺩ.ﺇ 698 | ﺩ.ﺇ 650 | ﺩ.ﺇ 621 | ﺩ.ﺇ 573 | ﺩ.ﺇ 584 | ﺩ.ﺇ 639 | ﺩ.ﺇ 727 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°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.
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
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- Turtle Beach
- Amalie Arena
- Caspersen Beach
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