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.
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.
FamilyValueKitchen
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
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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.
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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.
LocationValueHeating
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!
LocationFamilyBeach
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!
LocationFamilyWalkability
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
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Tropical Oasis Heated Pool Hot Tub Near Siesta Key
Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!
LocationFamilyHot tub
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.
LocationFamilyAmenities
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)
LocationFamilyCleanliness
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.
LocationFamilyKitchen
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! ✨
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Popular amenities for South Sarasota holiday rentals
Other great holiday rentals in South Sarasota
Endless Summer | Private Pool & HOT TUB
LocationFamilyAmenities
The Palms Away
ValueFamilySleep quality
siesta breeze paradise suite
FamilyLocationDecor
Experience "Old Florida" at the Coral Cottage
FamilyLocationKitchen
Siesta Getaway-Minutes to Beach
FamilyLocationIndoor spaces
FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
LocationFamilyLong stay
Modern Home Heated Pool near Siesta & Downtown
LocationFamilyCheckout
Private Heated Pool Retreat for Two Families
FamilyValueShared spaces
When is the best time to visit South Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $333 NZD | $433 NZD | $458 NZD | $348 NZD | $326 NZD | $322 NZD | $300 NZD | $287 NZD | $265 NZD | $270 NZD | $295 NZD | $336 NZD |
| 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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