Holiday rentals in Sarasota
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Top-rated holiday rentals in Sarasota
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FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. With effortless access to Sarasota’s dining & arts scene, Siesta’s white sand beaches, St. Armand’s, & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds Situated in the coveted Coastal District (‘West of Trail’) — chef kitchen, beach gear, Smart TVs, marble spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden, & walk palm lanes to cafes, and waterfront sunsets.
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!
ROYS PLACE Romantic, Private, Paradise!
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.
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 Oasis
Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 1 twin bed and 2 twin air mattress. 4 smart tvs. We love this stunning and cozy home and we’re sure you will too!
Sun-Kissed Memories!
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...!
Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.
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
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
Luxury Pool Family Oasis-Siesta Key Beach-3BR/2BA
Welcome to your private oasis! This stunning pool home has undergone a meticulous renovation, offering a spacious and luminous retreat. Nestled on a serene street, it provides a peaceful escape while being in close proximity to Sarasota's top destinations. Whether you're seeking the sun-kissed shores of Siesta Key Beach, the vibrant downtown scene, or the flavors of the Fresh Fish Waltz Market, this home offers easy access to it all.
Magical Secluded Retreat
Light-filled mid-century gem, newly renovated with cathedral ceilings. A lush canopy of tropical plants and trees offers privacy and calm unusual for its central location in Sarasota's historic neighborhood on the Bay. Relax inside and out, and lose yourself in birdsong, gently swaying bamboo and beautiful nature. Just 10 minutes to world-renowned beaches and even closer to dining, shopping and museums.
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.
Popular amenities for Sarasota holiday rentals
Other great holiday rentals in Sarasota
Retreat by the Bay-Heated Saltwater Pool
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
The Palm House: cozy, safe, central Sarasota
Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Modern 1/1.5 Waterfront at The Strand
Waterside Retreat: Modern 2BR, Mins to Beach & Apt
The Palms Away
Serenity Springs | Private Heated Pool + Waterfall
When is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £134 | £158 | £159 | £126 | £113 | £115 | £113 | £106 | £102 | £107 | £116 | £130 |
| 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
Located on Florida’s southwest coast, Sarasota is best known for its miles of white-sand beaches and thriving art scene. The popularity of this former fishing village grew once a circus impresario built a magnificent estate here at the beginning of the 20th century, which is now home to The Ringling, an art museum with an impressive collection. Performance still plays an important role in Sarasota, home to an enviable range of performing arts venues, including the Sarasota Ballet, Florida Studio Theatre, and the Van Wezel Performing Arts Hall. The scenic shoreline of Sarasota Bay is sheltered by a number of barrier islands and keys. People are drawn here to soak up the natural beauty of the local beaches, including Lido Beach on St Armands Key and Siesta Key Beach, known for its white quartz sand, which stays cool when you walk on it, even on the hottest days.
What are the top things to do in Sarasota?
The Ringling
Centred around a Venetian Gothic mansion on a 66-acre estate, the Ringling Museum of Art boasts over 600 old masters. The complex is also home to the Circus Museum, which features an impressive model made of 44,000 pieces, Bayfront Gardens with its banyan trees, and the Historic Asolo Theater.
Marie Selby Botanical Gardens
The Marie Selby Botanical Gardens on the waterfront is a sanctuary in the heart of the city. Head into the greenhouse to witness the spectacle of more than 6,000 orchids and wander along the pathways that take in a bamboo garden, rainforest garden, and the mangrove walkway along Sarasota Bay.
Myakka River State Park
Spread across 58 square miles, Myakka River State Park offers wetlands, prairies, and pinelands alongside the Myakka River, around a 30-minute drive from downtown Sarasota. You can take a boat trip or step into a kayak, head out on the park’s many trails, or follow the canopy walkway up amongst the oak and palm trees.
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 £8 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 Self check-in, Beachfront 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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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
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- Jannus Live
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- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
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