Holiday houses in Sarasota
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Top-rated holiday rentals in Sarasota
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Charming Florida Cottage - Kayaks Included
Welcome to the Spanish Point Cottage! Our Old Florida style cottage is conveniently located within steps of some of Sarasota's most historic sites making it the ideal place to experience true Florida. Enjoy exploring Historic Spanish Point, kayaking to a secluded beach, walking to Historic Bay Preserve, watching the sunset over the Bay, fishing at Osprey Fishing Pier, walking to dinner all from your well appointed and peaceful oasis. There is no better place to experience true Florida living!
LocationFamilyCleanliness
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.
LocationFamilyAir conditioning
Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool
Welcome to Sapphire Shores Muse, a stylish, fully-furnished retreat perfect for 30+ day stays. Located minutes from Siesta Key and downtown Sarasota, this upscale home offers a private pool, shaded lounge, and outdoor dining—ideal for unwinding after work. Inside, enjoy a chef’s kitchen, smart TVs, fast Wi-Fi, and serene bedrooms with luxe linens. Perfect for corporate stays, traveling nurses, snowbirds, local renovations and relocations. Experience Sarasota in comfort and style—book now!
LocationCleanlinessHospitality
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.
LocationFamilyNearby
Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157
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. VR24-00265
FamilyLocationBathroom
Siesta Key | Heated Pool | Sauna | Family & Pets
☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.
LocationFamilyKitchen
Bee Keepers Cottage
Welcome to Bee Keepers Cottage! Your country in the city. New guest home, private parking (2), designer interior, new stainless kitchen, microwave, dishwasher, stove with oven. Full sized washer and dryer, great high speed internet, screened porch on its own pond. Located on a 16 acre wooded property with many bird feeders, nature wildlife photo ops abound in own your backyard. See deer, wading birds, Bald Eagles, song birds and acres of privacy.
LocationFamilyCheck-in
Casa de Zara| Downtown Sarasota- 5mi Lido Beach
Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 with a serene garden filled with plants and trees native to Florida. You will be 1 mile from Main St. and 4 miles to Lido Key. One block over you will find a fun filled park with tennis and pickle ball courts, a walking path and basketball courts. Less than a mile away is Bayfront Park which is perfect for watching sunsets!
ValueFamilyParks
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.
FamilyLocationWalkability
Sea Esta | Private Saltwater POOL + Putting Green!
BNB Breeze Presents: Sea Esta! Experience this stunning home in the heart of Sarasota, located just 10 minutes away from Siesta Key Beach! From the gorgeous interior, to the INCREDIBLE outdoor oasis, this home has it all! • Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st • Resort-Like Back Yard w/ a Pergola, Turf + Putting Green + Bikes • Pool + Beach Supplies • Fun Outdoor Swinging Dining Table
FamilyLocationComfort
Modern Home Heated Pool near Siesta & Downtown
Escape to our brand-new, modern Sarasota home, perfect for families! Enjoy a private heated saltwater pool just steps from the master suite. Located minutes from the world-famous Siesta Key Beach and vibrant downtown Sarasota. This stylish oasis comfortably accommodates up to 10 guests, offering the ultimate Florida retreat with all-new furnishings and a fully equipped kitchen. Your private getaway awaits!
FamilyLocationAccuracy
Popular amenities for Sarasota holiday rentals
Other great holiday rentals in Sarasota
Sarasota's Luxury Oasis
LocationFamilyQuiet
Palm Breeze Luxury•Heated Pool -Great for Families
LocationFamilyNearby
Dream's Corner Cove
ComfortIndoor spacesBackyard
Coastal Contemporary Pool Home
FamilyLocationBiking
Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
FamilyLocationBathroom
Charming Poolhouse · 1BR · Close to Siesta
FamilyLocationAir conditioning
Sarasota Bliss 2/2 Near Lido, Downtown, SRQ
LocationFamilyKitchen
Luxury Downtown Bungalow | Newly Renovated | Patio
ValueLocationNearby
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 | $322 AUD | $326 AUD | $240 AUD | $214 AUD | $219 AUD | $214 AUD | $202 AUD | $194 AUD | $204 AUD | $220 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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- Siesta Beach
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