Holiday rentals 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 $39 SGD 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 & child-friendly amenities
Pet-friendly holiday rentals
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
Wifi availability
380 of South Sarasota holiday rentals include wifi 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.
Ben's Bungalow | 8 min to Siesta Key | Gigabit 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
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
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!
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.
Siesta Shore House
Welcome to our newest Sarasota vacation rental! Sophisticated Pool house close to Siesta Key and downtown on a Cul de Sac. Get your pool house vacation and private Sanctuary! This house is designed to meet highest traveler's expectations. Every inch of the house has been touched to have the ultimate beach house experience. But all the details inside will not beat the brand new pool area that has been added to the house in 2023 and comes with all the modern features that make it stand out!
Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.
The Siesta Key Retreat - An Island Garden Oasis!
Your family will be close to everything when you stay at this centrally-located place on Siesta Key while still enjoying the private garden oasis this home has to offer. Just steps from the quaint shell beach or a bike ride to the beautiful sand of Siesta Key beach to spend the day or venture to the cool vibes of Siesta Key Village for dinner and shopping!. Additionally, you're only a few miles from the vibrant downtown Sarasota and St. Armand's Circle (26-VR-000095)
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.
Sand & Sea Retreat, Private Heated Pool.
Welcome to Sun & Stone Retreat — a spacious 5-bedroom Sarasota escape designed for comfort, connection, and easy coastal living. Enjoy your private heated pool, open living spaces, and room for everyone to relax. Perfect for families or groups, this home is just 10 minutes from beautiful beaches, dining, and local attractions. Whether you’re gathering poolside or heading out for beach days, Sun & Stone Retreat is your ideal Florida getaway.
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!
Popular amenities for South Sarasota holiday rentals
Other great holiday rentals in South Sarasota
Endless Summer | Private Pool & HOT TUB
Luxury 3B/3B waterfront home w/ pool + boat access
The Palms Away
siesta breeze paradise suite
Siesta Getaway-Minutes to Beach
Private Heated Pool Retreat for Two Families
siesta breeze suite
*Waterfront house with dock and heated pool
When is the best time to visit South Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $253 SGD | $329 SGD | $349 SGD | $275 SGD | $218 SGD | $229 SGD | $229 SGD | $218 SGD | $201 SGD | $205 SGD | $225 SGD | $256 SGD |
| 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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- Rentals with a fireplace South Sarasota
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- Rentals with a hot tub South Sarasota
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- Rentals with a patio South Sarasota
- Pet-friendly rentals South Sarasota
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- House rentals South Sarasota
- Waterfront rentals South Sarasota
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- Rentals with beach access South Sarasota
- Family-friendly rentals South Sarasota
- Rentals with pools South Sarasota
- Rentals with a firepit South Sarasota
- Flat rentals South Sarasota
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
- Manasota Key Beach
- Hard Rock Casino
- Crescent Beach
- John's Pass
- Englewood Beach
- Tropicana Field
- Fort De Soto Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy