Vacation rentals in South Sarasota
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Top-rated vacation rentals in South Sarasota
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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.
"Siesta on Lee" - NEW SRQ Home w/ Heated Pool!
Unwind in this charming Sarasota retreat! This 3 bed/2 bath home is just a 10-minute drive from both downtown SRQ and stunning Siesta Key, making it an ideal location. This property features 3 queen beds and 1 bunk bed, perfect for families or groups. With 2 full bathrooms, a fully equipped kitchen, cozy living room, game room, and private pool (option to HEAT) with loungers, the home comfortably hosts up to 8 guests. You've found the perfect place to call home while you're away from yours!
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 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!
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!
Papi's House - 5 miles to Siesta Key & Downtown
This newly remodeled 2 bed, 2 bath home is centrally located in Sarasota. With plenty of space to spread out, beautiful natural light that pours into every room and a private fenced-in yard, this is the perfect place to relax. This home is located in a quiet neighborhood and just 5 miles away from the #1 rated Siesta Key Beach and downtown Sarasota. It offers plenty of driveway parking. Beach chairs and a cooler are provided for your days at the beach. Fast WIFI is also available.
Siesta Breeze ~ Charming Coastal Cottage
The weather is AMAZING! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.
Heated Pool + Spa + Mini Golf + Tiki near Siesta
🌴 Heated Pool • Spa • Tiki Hut • 10 Min to Siesta Key Private pool oasis just minutes from Siesta Key — designed for relaxing days and unforgettable nights. Enjoy a heated pool (heated at NO extra cost from Nov 21st - Apr. 1st), spa with waterfall, tiki hut lounge, and a fully screened lanai for indoor-outdoor living. Relax poolside, play outdoor games, and unwind under ambient evening lighting. Perfect for families, couples, and groups seeking a memorable Florida getaway.
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. VR24-00265
Beach & Town Posh Location! Jungle Paradise Studio
PRIME! To Town&Beach Locations! *Private Studio* *NO Smoking *NO Children. *Shared Pool. Studio w/private entrance & patio @Designers private Home,Tropical Jungle, like Posh Resort! Quiet, residential area. Sought-after amenities. 10 min/Siesta Beach, shops, dining, & 5mins/Downtown Sarasota. Walk/local markets/ dining/movies & shopping New King bed. New 50" TV. Off street parking. No Smoking/Vaping! No kitchen. No Hotels in my exclusive area! Live like a local!
Tropical stay - 5 minutes to Siesta Key
Welcome to “The Stream” — a hidden tropical retreat tucked away in the heart of Sarasota. This one-of-a-kind space offers the perfect blend of seclusion and convenience. Just 5 miles from the world-famous Siesta Key Beach and 3 miles from downtown Sarasota. Stroll or bike to nearby cafés, acclaimed restaurants, boutique salons, Publix, Trader Joe’s, CineBistro, and more. Whether you’re here to unwind or explore, “The Stream” is your private paradise.
Centrally located oasis.
Totally private fenced in compound. Single family home. Very quiet street, centrally located to almost everything. Cristal clean water pool private for you. Dining area outside. One of the best restaurants in town right down the street. This unit can be combined with the front unit to sleep 9. 15 minutes to Siesta beach. 15 minutes to downtown. 5 minutes to Sarasota Memorial Hospital, a top rated institution.
Popular amenities for South Sarasota vacation rentals
Stay near South Sarasota's top sights
Other great vacation rentals in South Sarasota
Private Pool +Game Room Near Siesta Key | Sleeps 9
Experience "Old Florida" at the Coral Cottage
Charming Poolhouse · 1BR · Close to Siesta
Luxury 4B Home & Heated Pool, Resort for 10 guests
House of Peace oasis,heated pool, pool table, fire
Amazing Location West of the Trail
The Siesta Key Pool House – Private Inland Oasis
Modern 2 Bedroom near Siesta Beach and Downtown
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 782 | ﺩ.ﺇ 621 | ﺩ.ﺇ 650 | 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.
Quick stats about vacation rentals in South Sarasota
Total vacation rentals
Explore 380 vacation rentals in South Sarasota
Nightly prices starting at
South Sarasota vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees
Verified guest reviews
Over 11,980 verified reviews to help you choose
Family-friendly vacation rentals
300 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 100 rentals that welcome pets
Vacation rentals with a pool
270 properties feature pools
Rentals with dedicated workspaces
240 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!
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Cortez Beach
- Hard Rock Casino
- Manasota Key Beach
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park