Holiday houses in Sarasota
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Top-rated holiday rentals in Sarasota
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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!
Private Heated Pool Retreat for Two Families
🌴 Welcome to your private Sarasota escape - designed for easy, extended stays, where two families can relax together around a private heated pool. With generous living spaces and thoughtful touches throughout, the home balances comfort and connection. Located minutes from Siesta Key, Lido Beach, and downtown Sarasota, and within walking distance of a park with playground, public pool, courts, fitness areas, and scenic trails. Relaxed, comfortable, and ideal for memorable family getaways.
Sarasota Paradise/Stunning Home/Heated Pool
Bring the whole family. This home has lots of things for a fun vacation. Make great memories as you entertain in the lg kitchen, grab some coffee at the bar, sit on the patio and enjoy the beautiful view. Enjoy a walk or bike ride on the nearby Legacy Trail. Let this be a place where you experience the Blessings of God and be refreshed by His Grace as you spend time in our home away from your home. No pets! Beaches: - Siesta Key Beach, 7.7 mi. - Lido Key/St Armand’s Circle, 7.5 mi.
Pool, Shuffleboard, EV charg, Near beach, UTC mall
Welcome to Vistalodgings Vista Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron
Serenity Springs | Private Heated Pool + Waterfall
BNB Breeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments from the picturesque beaches! This home is Fully Loaded with awesome amenities. - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Whole home Water filtration system - Rooftop Perch (the Best sunsets) - Outdoor Dining and Sitting Areas - Outdoor Ping Pong Table - Breville Espresso Machine + Syrups - 2 Stunning floors of stylish design
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
Hyde Park/Southside Village Modern 5 Star Home
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.
Rosemary District Flat in Downtown Sarasota 1
Experience Sarasota like a local at Canvas RADD. Just minutes from downtown Sarasota, the Rosemary Art & Design District is a vibrant, up-and-coming neighborhood known for its creative energy. Once industrial, it now thrives with galleries, studios, murals, and an expanding mix of restaurants, cafés, and breweries. Walkable and central, it offers easy access to the bayfront and Sarasota’s beaches, all infused with creative energy.
Florida Oasis Fully Equipped • 12 Min to Beaches
Spend time here and experience the vacation you’ve always imagined. This bright and spacious 2BR/2BA villa is just steps from the heated pool, hot tub, clubhouse, and tennis/pickleball courts. Enjoy both front and back outdoor sitting areas, a screened lanai, and access to a putting green, shuffleboard, library, and billiards. Minutes to Legacy Trail, Downtown Sarasota, Venice, and beautiful beaches including Siesta Key.
Casita Lantana, a 1925 cottage in a Tropical Oasis
Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!
Popular amenities for Sarasota holiday rentals
Other great holiday rentals in Sarasota
Sarasota's Luxury Oasis
Gulf Gate Dream 2bd 2ba Htd Pool Beaches Shopping
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun
Charming Poolhouse · 1BR · Close to Siesta
Sarasota Bliss 2/2 Near Lido, Downtown, SRQ
Pet-Friendly Modern Retreat Near Siesta Key
The One Bedroom
When is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 AUD | $321 AUD | $325 AUD | $239 AUD | $214 AUD | $218 AUD | $214 AUD | $201 AUD | $194 AUD | $204 AUD | $219 AUD | $247 AUD |
| 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 Sarasota?
Sarasota has welcoming neighborhoods around downtown, the Rosemary District, and near beaches such as Siesta Key. Many visitors also explore stays near St. Armands Circle for dining and local shopping.
What are the best things to do in Sarasota with kids?
Families often explore the Mote Marine Laboratory & Aquarium, interactive exhibits at The Children's Garden, and outdoor experiences at Sarasota Jungle Gardens. Play-focused beaches around Sarasota add variety to an active day.
What are some of the best things to do in Sarasota?
Sarasota has popular beaches around Siesta Key, art collections at The Ringling, and outdoor strolls at Marie Selby Botanical Gardens. Local markets and watersports activities also attract visitors year-round.
How is the weather in Sarasota?
Sarasota experiences mild winters from 51–72°F (10–22°C) and warm, humid summers reaching up to 91°F (33°C). Rainfall increases from late spring through early fall, so it is helpful to bring light clothing and an umbrella.
What are the best places to visit in Sarasota?
Frequently suggested sites include The Ringling for its museum and gardens, Siesta Key Beach for its sand, and St. Armands Circle for shopping and food. Local galleries and vibrant markets also draw visitors.
What are some hiking trails in Sarasota?
Explore tree-lined paths at Myakka River State Park, nature walks at Celery Fields, and coastal scenery at South Lido County Park. Many local parks mix paved and unpaved routes for all activity levels.
What are some family activities we can do in Sarasota?
Families can explore hands-on exhibits at local museums, encounter wildlife at Sarasota Jungle Gardens, and enjoy beach days at Siesta Key. Around Sarasota, parks, mini golf sites, and outdoor playgrounds are frequently suggested for all ages.
What are some of the best day trip ideas from Sarasota?
Visitors often explore outdoor areas such as Myakka River State Park or wander nearby small towns for local art and food. Many enjoy kayak excursions or nature viewing at nearby preserves.
Are there any pet friendly accommodations available in Sarasota?
Many Sarasota vacation rentals welcome pets, especially in neighborhoods near downtown, Southside Village, and close to beaches like Siesta Key. Local dog parks and trails add options for outing with a pet.
What are some local tips for visiting Sarasota?
Consider exploring Sarasota’s vibrant farmers markets, trying local seafood, and bringing sun protection for outdoor adventures. Early mornings often see fewer crowds at beaches and botanical gardens.
What is Sarasota known for?
Sarasota is known for its arts community, sandy beaches, and cultural venues such as The Ringling. Locally rooted circus history and diverse food scene make the city distinctive.
What are the best hidden gems to explore in Sarasota?
The Children’s Garden, local studio art walks, and historic neighborhoods such as Towles Court are often mentioned as lesser-known sites. Quiet mangrove tunnels in nearby parks provide a peaceful escape.
What are the best foods to try in Sarasota?
Local seafood such as Gulf shrimp and grouper is frequently suggested, along with Cuban sandwiches and stone crab in season. Many enjoy fresh produce and Caribbean-inspired dishes from local eateries.
What should I bring for a trip to Sarasota?
Pack breathable clothing, sunscreen, and a hat for shoreline or park visits. Comfortable shoes are useful for walks, and an umbrella can be helpful during wetter summer months.
What is the nightlife in Sarasota like?
Sarasota has relaxed lounges, cocktail bars, and live music venues clustered around downtown and St. Armands Circle. Night markets and small performance spaces create variety in evening entertainment.
What are the most popular events or festivals in Sarasota?
Sarasota often has arts festivals in spring, food and wine celebrations, and traditional holiday parades. The Sarasota Film Festival draws international attention, and performances from local symphonies and theater groups are frequently highlighted.
Are there family friendly vacation rentals in Sarasota?
Many vacation rentals in Sarasota are suited for families, especially around downtown, Siesta Key, and residential neighborhoods like Southside Village. Beachfront homes and stays near parks offer options for groups of various sizes.
When is the best time to visit Sarasota?
Many visitors plan trips from late fall through early spring when Sarasota has milder temperatures and less humidity. Summer draws those seeking lively beach experiences, though rainfall is more frequent.
Quick stats about holiday rentals in Sarasota
Total holiday rentals
Explore 2,360 holiday rentals in Sarasota
Nightly prices starting at
Sarasota holiday rentals start at $14 AUD per night before taxes and fees
Verified guest reviews
Over 91,660 verified reviews to help you choose
Family-friendly holiday rentals
1,770 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 990 rentals that welcome pets
Holiday rentals with a pool
1,070 properties feature pools
Rentals with dedicated workspaces
1,350 properties have a dedicated workspace
Wi-Fi availability
2,350 of Sarasota holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Beachfront, Self check-in and Pet friendly across Sarasota rentals
4.8 Average rating
Sarasota stays are highly rated by guests—averaging 4.8 out of 5!
Nearby attractions
Sarasota's top spots, include Bayfront Park, Marie Selby Botanical Gardens, and Sarasota Jungle Gardens
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