Vacation rentals in Sarasota
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Top-rated vacation rentals in Sarasota
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The Sweet Spot! Walk to DT & Free Trolley to Beach
Looking for the Sweet Spot in Sarasota? Look no further! This artistically updated cottage, nestled in the quiet, historic downtown neighborhood of Laurel Park is a just a short walking distance to some of the best downtown dining, shopping, arts venues and the renowned Selby Gardens. Take the free Breeze Trolley to Siesta Key and Lido beach. Relax in the private outdoor courtyard. It's is the perfect place for a couple's getaway, a family vacation, or a long term stay. So book now and welcome!
Heated 3BR Pool Home Glen Oaks | Close to Downtown
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164
ROYS PLACE private, tropical, romantic paradise.
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.
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!
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!
Island Time on LBK!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!
Heated&Renovated Pool•Beach Retreat•15m to Siesta
Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.
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
Pool, Shuffleboard, EV charg, Near beach, UTC mall
Welcome to Vistalodgings Villa 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
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
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. 🌴
Popular amenities for Sarasota vacation rentals
Sarasota beach vacation rentals
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
Newly Remodeled Beachfront Studio - On the sand!
Beach Retreat - Jamaica Royale Unit #52
Summer House longboat key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
Waterfront Pool Home Steps to Beach
Siesta Premier Location - The 'Calm of Siesta'
Beachwalk Townhouse with view of Gulf of Mexico
Pet-friendly vacation rentals in Sarasota
Lake Front House with a Pool
Oasis by Siesta Key Beach and Downtown SRQ w/pool
Pool & fenced-in yard in downtown edge bungalow
Sunshine House, near Downtown, Legacy Trail, Beach
Modern Private Apartment 1 Block from Sarasota Bay
Siesta Key, FL - Casa Berano
Duplex-near beaches-historical area- Pets welcome
Casa de Zara| Downtown Sarasota- 5mi Lido Beach
Vacation rentals with pools in Sarasota
Beach & Town Posh Location! Jungle Paradise Studio
Modern 4bd | Heated Pool | Hot Tub + Studio Suite!
Siesta Key Beach Getaway
Stunning New 3 bed 3 bath pool home by Siesta Key!
True Island Living House/beach/water views
Cozy Boho Bungalow Pool/Spa QR Code Walkthrough
Private Heated Pool Retreat for Two Families
Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool
When is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €161 | €195 | €198 | €146 | €130 | €133 | €130 | €122 | €118 | €124 | €134 | €150 |
| 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.
All about Sarasota
With several famous keys and 40 miles of beautiful white-sand beaches, Sarasota, on the western coast of Florida, has transformed over the last century from a small fishing town to a major cultural hub and destination for art-lovers, young professionals, families, and anyone looking to soak up the Florida sun.
In downtown Sarasota, ornate and imposing Mediterranean Renaissance mansions once owned by eccentric entertainment moguls sit juxtaposed against more contemporary glass facades and water features. You’ll pass by street artists and performers in the shade of swaying palm trees on your way to one of the city’s many cultural sites, like the Ringling Museum of Art or the bohemian Village of the Arts. If you’re looking to connect with nature, you can head to nearby Myakka River State Park, take a ride on the famous Legacy Bicycle trail, or, of course, loll about on Lido Key or Venice Beach, dipping into the shallow Gulf waters to cool off. Sarasota’s vibrant nightlife kicks off at dusk, when you can admire the sunset at the Bayside Boardwalk before catching a comedy show or dancing the night away in one of the area’s concert venues.
What are the top things to do in Sarasota?
Historic Spanish Point
Take a step back into Old Florida at this historic, 30-acre museum and environmental complex. Nearly 5,000 years of Sarasota history is on display at the museum. Explore pre-European life in the Americas, learn about homestead life in Florida in a museum inside a historic house, or wander the gardens and nature trails.
Marie Selby Botanical Gardens
The Marie Selby Botanical Gardens are made up of seven acres of land containing the world’s largest and most diverse collection of bromeliads. There are over 6,000 species of plants in the gardens, with a total of 20,000 plants living across 20 different curated habitats. The Rainforest Garden and the Butterfly Garden are most popular, but you’ll find mangroves, bamboo areas, and artificial caves to explore.
Ca’ d’Zan Mansion
One of the most iconic buildings in Florida, this mansion was once the winter home of a famous circus owner. Meant to emulate the style and feel of Venice, the mansion is five stories tall, with nearly 36,000 square feet to explore inside. You can look out over the Sarasota Bay from the marble terrace or simply admire the opulence of this home’s crystal chandeliers, Aeolian organ, or 82-foot-tall tower.
Quick stats about vacation rentals in Sarasota
Total vacation rentals
Explore 2,360 vacation rentals in Sarasota
Nightly prices starting at
Sarasota vacation rentals start at €9 per night before taxes and fees
Verified guest reviews
Over 91,660 verified reviews to help you choose
Family-friendly vacation rentals
1,770 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 990 rentals that welcome pets
Vacation 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 vacation 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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