Holiday rentals in Sarasota
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Sarasota
Guests agree: these stays are highly rated for location, cleanliness and more.
Luxury Villa with Pool, Game Room, Near Beach
Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060
Legacy Sunshine Heated Pool Home by BikeTrail
Listing ID - 25-VR-00045 Your family will be close to everything when you stay at this centrally-located place. The Legacy Bike Trail entrance is about 500 feet from our house. The Trail either goes toward downtown or miles South to North Port, a safe trail for the whole family. This property is approximately 6 miles to either Siesta Key Beach or Lido Key Beach and St Armand’s Circle. Downtown Sarasota is 2 miles away where you will find delicious food and a great atmosphere. No pets!
Coolest Downtown Neighborhood - Ebikes, Beach Gear
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.
Mid-Century Circus Charm Near Downtown Sarasota
Retro circus romance & mid-century style near downtown Sarasota. ✅ Main Street, Downtown Sarasota 2 miles - 6 mins ✅ St. Armand’s Circle: 4.5 miles - 15 mins ✅ Lido Key Beach 5 miles - 15 mins ✅ Siesta Key Beach: 6 miles - 18 mins ✅ Downtown Bradenton 12 miles - 25 mins ✅ Bradenton Beach 14 miles - 30 mins ✅ Casey Key 16 miles - 30 mins ✅ Airport: Sarasota–Bradenton International Airport 6 miles - 12 minutes
Boho Vibe 3B/2B West of S.Tuttle - 1mi to Downtown
☼ Licensed Vacation Rental - CERT #VR24-00026☼ This pet friendly, 3 Bed 2 Bath 50's style Florida home. You will enjoy updated kitchen, Zinus Memory Foam Mattresses in every bedroom, 3 Large Smart TVs, and blazing fast internet. The home is located in the sought after Alta Vista neighborhood within the City Limits of Sarasota, about a 1.0 mile to downtown shops, live music and restaurants, 15 min drive to Siesta Key Beach or 10 min Uber to Lido Keys St.
The Cottage (In the Country) Cozy, Quiet Retreat
Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!
Modern Escape with Pools Near Sarasota’s Best!
Furnished modern townhome with 2 bedrooms, each with private bath, full kitchen, Smart TV, washer/dryer, and screened lanai. Enjoy a peaceful, family-friendly community with 2 pools, sports courts, trails, lake, and dog park. Pet-friendly (maximum 1 pet up to 55 lbs or 2 small pets up to 20 lbs each). Minutes from Siesta Key, Lido Beach, The Ringling, and more. Safe, quiet, and highly rated,5-star guest reviews highlight comfort, location, and lifestyle.
Private Heated Pool Casita Near Downtown & Beaches
Built in 1925, Casita Verde blends classic vintage charm with modern comforts. This 2-bedroom, 1-bath home features a 55" flat-screen TV with HD cable and fast Wi-Fi. Relax by the private pool or enjoy peaceful evenings on the deck with your favorite drink. Pet-friendly and conveniently located near Downtown Sarasota on Bahia Vista, with an easy drive to Lido Key, world-famous Siesta Key, and I-75 for day trips and longer adventures. 🌴 Cert# VR24-00152
Clematis casita
Luxury awaits at this well appointed centrally-located property. Enjoy the screened in porch and the lush garden. Full kitchen including ice maker. The king sized bed is very comfortable with all cotton sheets and extra pillows. Walk to Southside Village for coffee, groceries or dining. Siesta key beach is just 3 and a half miles away. 5.3 miles to Sarasota international airport.
Rhodes Retreat - Beautiful Pool and Backyard Space
Bright and newly renovated home for a delightful family escape in Sarasota. Central location near beaches, shopping, and downtown, yet nestled in a serene neighborhood. Short walk to charming Amish Village of Pinecraft. Ample parking, garage, and spacious front yard. Option to book separate secondary unit. Siesta Beach 8.7mi, Lido 5.8mi. VR24-00264
2BR Penthouse - Stunning Beach Views on Siesta Key
The stunning vistas of The Jamaica Royale Penthouse welcome you to your dream condo located on the 8th floor, overlooking the magnificent Siesta Key Beach. This fully remodeled and elegantly furnished 2-bedroom, 2-bathroom condo is the perfect getaway for anyone looking to enjoy the beauty of the Gulf Coast.
Bay Vista Cottage
☀️3 bedrooms- 1 king & 2 queens ☀️master suite ☀️fully stocked kitchen ☀️garage ☀️washer & dryer ☀️wifi & smart tv *rental agreement may be required. see house rules. *SCOOTER rentals available $15\day\scooter with a $40 per stay/scooter minimum PLEASE CHECK WITH HOST FOR AVAILABLITY
Popular amenities for Sarasota holiday rentals
Other great holiday rentals in Sarasota
Sleeps 8 | Pool, Hot Tub & Pool Table
Private Pool & Hot Tub House near Golf Course
Luxury Sport Vacation Pool House-Downtown Sarasota
Family Getaway | 3BR Home Near Siesta Key Beach
Stunning Villa in Golfer's Paradise/Canal Views
Pool house(pets ok) Sarasota beaches, UTC mall.
Clean/Bright Happy home Centrally located. Pets OK
Tropical Sarasota-Heated Pool, Massage Chair, Golf
When is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $228 SGD | $269 SGD | $271 SGD | $216 SGD | $192 SGD | $196 SGD | $192 SGD | $181 SGD | $174 SGD | $183 SGD | $198 SGD | $222 SGD |
| 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 $13 SGD per night before taxes and fees
Verified guest reviews
Over 87,650 verified reviews to help you choose
Family-friendly holiday rentals
1,680 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 920 rentals that welcome pets
Holiday rentals with a pool
1,090 properties feature pools
Rentals with dedicated workspaces
1,350 properties have a dedicated workspace
Wifi availability
2,340 of Sarasota holiday rentals include wifi 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
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Pet-friendly rentals Sarasota
- Cottage rentals Sarasota
- Beachfront rentals Sarasota
- Family-friendly rentals Sarasota
- Boutique hotels Sarasota
- Rentals with a washing machine and dryer Sarasota
- Rentals with a firepit Sarasota
- Beach house rentals Sarasota
- House rentals Sarasota
- Fitness-friendly rentals Sarasota
- Rentals with a fireplace Sarasota
- Rentals with lake access Sarasota
- Villa rentals Sarasota
- Private suite rentals Sarasota
- Smoking-friendly rentals Sarasota
- Townhouse rentals Sarasota
- Rentals with breakfast Sarasota
- Rentals with an EV charger Sarasota
- Tiny house rentals Sarasota
- Rentals with beach access Sarasota
- Rentals with a patio Sarasota
- Rentals with pools Sarasota
- Apartment rentals Sarasota
- Rentals with outdoor seating Sarasota
- Luxury rentals Sarasota
- Guest house rentals Sarasota
- Flat rentals Sarasota
- Bungalow rentals Sarasota
- Beach apartment rentals Sarasota
- Waterfront rentals Sarasota
- Rentals with a kayak Sarasota
- Rentals with a hot tub Sarasota
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Hard Rock Casino
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Tampa Convention Center
- Busch Gardens
- Things to do Sarasota
- Nature and outdoors Sarasota
- Things to do Sarasota County
- Things to do Florida
- Sports activities Florida
- Art and culture Florida
- Nature and outdoors Florida
- Entertainment Florida
- Food and drink Florida
- Tours Florida
- Sightseeing Florida
- Wellness Florida
- Things to do United States
- Food and drink United States
- Wellness United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Tours United States