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Sarasota, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Sarasota, FL

Best Sarasota, FL vacation rentals with a balcony

3606 Villa Franca - Pet Friendly - Sarasota, FL
8.8 51 reviews

3606 Villa Franca - Pet Friendly

house, Southgate
This Southgate vacation home, 3606 Villa Franca, is conveniently located in Sarasota, Florida, 4.2 miles from the Sarasota Opera House, 6.7 miles from St. Armands Circle, and 7.5 miles from Sarasota Bradenton International Airport.
This pet-friendly 10,760-square-foot house features three bedrooms, a fully equipped kitchen with a dishwasher, air conditioning, a terrace, a garden, free Wi-Fi, and on-site parking.
Luxury Tennis Retreat Near Siesta Key, Bath And Racquet Club. Sleeps 4. - Sarasota, FL
No reviews

Luxury Tennis Retreat Near Siesta Key, Bath And Racquet Club. Sleeps 4.

apartment, Sarasota
This one-bedroom Sarasota condo offers a modern stay, a short drive from Siesta Key Beach and downtown Sarasota, with Trader Joe's and local eateries within walking distance.
This newly constructed residence provides a fully equipped kitchen, a private balcony, and access to a unique private club environment focused on racquet sports, with optional club facility access planned for Q1 2027.
Hidden Gem Sarasota Getaway Near Siesta Key - Sarasota, FL
No reviews

Hidden Gem Sarasota Getaway Near Siesta Key

apartment, Sarasota
This Sarasota condo is situated in the Park East district, offering a 2-minute drive to Ed Smith Stadium and a 15-minute walk to Tuttle Avenue Park.
This 1-bedroom, 1-bathroom unit accommodates up to 4 guests and features a full kitchen, on-site swimming pool, fitness center, barbecue facilities, and a balcony, with Wi-Fi and parking included.
Mins To The Beaches And Downtown, Backyard Oasis, Serene Neighborhood - Sarasota, FL
8.0 1 review

Mins To The Beaches And Downtown, Backyard Oasis, Serene Neighborhood

apartment, Sarasota
This 3-bedroom, 2-bathroom condo in Sarasota's Arlington Park neighborhood is located 2 miles from Downtown Sarasota and 3 miles from Siesta Key Beach.
This 1080 sq ft residence accommodates up to 6 guests and features a fully equipped kitchen, a private backyard with a fire pit, and a screened-in lanai with a foosball/ping pong table.

Where to stay in Sarasota?

Siesta Key

Siesta Key is an island paradise south of the city, home to some of the best beaches in the world. It also has a commercial and gastronomic area with stores, restaurants and bars.

Downtown

Established in 1885, Downtown Sarasota has transformed from a vision of Scottish colonel John Hamilton to a vibrant, cultural epicenter. It's the heart of the city's artistic life, home to signature events like the Sarasota Film Festival and the Sarasota Chalk Festival. It boasts a central location, making it an ideal base to explore Sarasota's rich art scene, dynamic urban life, and nearby sun-soaked beaches.

Longboat Key/St Armands Circle

Longboat Key is an exclusive neighborhood known for its white sand beaches and crystal clear waters, where you can practice water sports such as kayaking, surfing or fishing. It is also famous for its shopping circle, which is home to more than 100 upscale stores and restaurants. This place owes its name to a Spanish ship that was wrecked near the island in the 16th century. The Calusa Indians called it "longboat" because of its elongated shape.

Lakewood Ranch

Lakewood Ranch contains various neighborhoods, each with its unique look and feel. It offers plenty of recreational activities like golf, tennis, biking, and hiking trails for everyone. Additionally, the community boasts an astounding shopping center with over 150 stores, restaurants, and a movie theater.

Guest-Favorite Family Vacation Rentals in Sarasota, FL

These family-friendly vacation rentals in Sarasota, FL offer spacious layouts and easy access to local beaches.

Screened-in Porch, Fire Pit, And Outdoor Games - Charming Retreat - Sarasota, FL
No reviews

Screened-in Porch, Fire Pit, And Outdoor Games - Charming Retreat

house, Sarasota
This Sarasota bungalow offers convenient access to Siesta Key and Lido Beach, located just a 20-minute drive away.
This pet-friendly rental accommodates up to 7 guests with 3 bedrooms and 3 bathrooms, featuring a separate guest house, a fenced backyard with a BBQ grill and games, a patio with a fire pit, and a screened-in porch, all equipped with high-speed Wi-Fi and a Breville Espresso Machine.
New Pool 3br 3b #1 Ranked Siesta Key W Game Room - Sarasota, FL
9.9 76 reviews

New Pool 3br 3b #1 Ranked Siesta Key W Game Room

house, Gulf Gate Estates
This Gulf Gate Estates vacation home is located near Gulf Gate Golf Club and Sarasota Memorial Hospital, within two miles of both.
The three-bedroom, three-bathroom house features a fully equipped kitchen, private pool, spa, and free Wi-Fi, comfortably accommodating families or groups with its additional sofa bed and on-site water park and arcade.
Luxury 6br /8 Bath Villa W/ Saltwater Pool, Spa & Fire Pit 26-005110 - Sarasota, FL
9.6 4 reviews

Luxury 6br /8 Bath Villa W/ Saltwater Pool, Spa & Fire Pit 26-005110

apartment, Sarasota
This 3500 sq ft, 6-bedroom, 8-bathroom vacation home in Sarasota's Arlington Park district is a 13-minute walk from the Sarasota Art Museum and a 3-minute drive from Marie Selby Botanical Gardens, offering proximity to outdoor activities like biking and fishing. This family-friendly residence accommodates up to 10 guests with amenities including Wi-Fi, air conditioning, a full kitchen, a terrace, a garden, a swimming pool, and a jacuzzi.
Pineapple House - Near Beaches - Private South Facing Pool & Hot Tub - Walkable - Sarasota, FL
10 118 reviews

Pineapple House - Near Beaches - Private South Facing Pool & Hot Tub - Walkable

apartment, Sarasota
This Sarasota vacation home is near the coast, less than 1.2 miles from Coconuts Family Entertainment Center and Sarasota Memorial Hospital, and within 3 miles of Marie Selby Botanical Gardens and The Landings.
This 1,110-square-foot property boasts three bedrooms, two bathrooms, sleeps eight, and includes a private pool, hot tub, fenced yard, and barbecue grills, perfect for family vacations.

Frequently Asked Questions about vacation rentals in Sarasota, FL

  • What should a first-time visitor not miss in Sarasota, FL?

    You've got to see the Ringling Museum of Art, it's stunning. And if you're looking for beautiful beaches, Siesta Key Beach is a must-visit. Don't forget to check out the vibrant downtown area with its shops and restaurants.
  • What are the best Airbnb and vacation rentals in Sarasota, FL?

  • What types of vacation rentals are available in Sarasota?

    When you are heading for holidays to Florida you would want to look for the best stays in Sarasota. Located just south of Tampa, this city can provide you with the best vacation rentals that you can find. If you are planning to visit Sarasota you can browse through a wide range of vacation rentals including apartments, condos, townhouses and even larger properties which can accommodate more family members. These properties are furnished with modern kitchen and bathroom facilities and amenities allowing you to live in style and comfort when you are in the city.
  • Which neighborhood in Sarasota, FL should you consider for a vacation rental?

    For a classic Sarasota experience, try the neighborhood of Downtown Sarasota. If you're looking for a more laid-back atmosphere, Siesta Key is a great choice. And if you want to be near the arts scene, the Rosemary District is popular.
  • What are the most popular Airbnbs in Sarasota, FL?

  • What are the unmissable activities to do in Sarasota?

    1. Explore Myakka River State Park - When you are exploring Sarasota you must visit the Myakka River State Park which is 30 minutes drive from downtown. With 58 square miles of pinelands, wetlands and prairies this is one of Florida's oldest and largest state parks.
    2. Relax at Lido Beach - When you are in Sarasota you can take a day off and relax at the beach. Lido Beach is close to downtown and therefore one of the popular beaches that offer plenty of facilities and amenities.
    3. Marie Selby Botanical Gardens - If you are a nature person you can head to Marie Selby Botanical Gardens which would provide you with some quiet time with a vast variety of trees and plants around you.
  • What are the top family-friendly attractions in Sarasota, FL?

    The Mote Marine Laboratory & Aquarium is a hit with kids of all ages, and the Sarasota Jungle Gardens is a great place to see exotic animals and plants. The Marie Selby Botanical Gardens is also a beautiful place to stroll with the family.
  • What are the best vacation rentals with a pool in Sarasota, FL?

  • Where is the best place to stay in Sarasota?

    When you are visiting Sarasota for the first time you should stay in Rosemary District. This neighbourhood is very close to downtown and if you are opting for rental apartments and condos you can find plenty of them here. The neighbourhood is also lively and vibrant and has plenty of young population living here. Being close to downtown you also have the liberty and flexibility to use downtown facilities and amenities. Hence, it allows you to get the best of both worlds. There are plenty of eateries, shops and local businesses that allow you to make the most of your stay in the city.
  • When is the best time to book a vacation rental in Sarasota, FL?

    To get the best deals, book your vacation rental several months in advance, especially if you're traveling during peak season, from December to April. If you're flexible with your dates, you might find better prices during the shoulder seasons, May to June and September to November.
  • What are the best rentals for families and kids in Sarasota, FL?

  • What are popular theme parks near Sarasota?

    1. Sky Zone Trampoline Park - When you are looking for fun and adventure you can head to Sky Zone Trampoline Park which has indoor trampoline courts and a variety of games to play.
    2. Jumpin Fun Inflata Park - This inflatable theme park is unique in its way and can provide your child with hours of endless fun and activities. You can also let your kid participate in various sessions that they offer.
    3. Big Rock Amusements LLC - Located in Venice, Florida just 30 minutes south of downtown Sarasota, this amusement park can provide your child with plenty of activities and rides for the day.
  • What events or festivals should visitors check out in and around Sarasota, FL?

    The Sarasota Film Festival in April is a big one. The Suncoast Food & Wine Festival in November is always a fun time. And the Sarasota Chalk Festival in October is a unique and colorful event.
  • What are the best rentals or Airbnbs with a jacuzzi in Sarasota, FL?

  • What are the best events in Sarasota?

    1. Sarasota International Dragon Boat Festival - If you are interested in a boating race that blends 2500 years old tradition you have to attend the Sarasota International Dragon Boat Festival which focuses on combined strength and teamwork. The event entry is free so all you can do is buy food and cold beverages from the food trucks and enjoy the race.
    2. Sarasota Water Lantern Festival - Experience hundreds of paper lanterns floating on the water with your eyes at the Sarasota Water Lantern Festival. This event combines the best music and you can have food from various food trucks and parks at the venue.
    3. Siesta Key Crystal Classic International Sand Sculpting Festival - If you are creative within you should attend this four-day sand sculpting festival which brings 24 master sculptors that compete for the top prize.
  • What are the best budget-friendly activities in Sarasota, FL?

    Strolling along the Bayfront is free and a great way to enjoy the views. You can also visit the free museums, like the Sarasota Museum of Art. And don't forget to take advantage of the many free concerts and events held in the parks.
  • What are the best restaurants with local dishes in Sarasota, FL?

    For fresh seafood, try The Old Salty Dog. If you're looking for a casual atmosphere with great food, check out Owen's Fish Camp. And for a taste of Sarasota's vibrant culinary scene, head to Indigenous.
  • What are the best walking or cycling routes in Sarasota, FL?

    The Legacy Trail is a popular paved trail for walking and cycling. The Bayfront Trail offers stunning views of the water. For a scenic ride, try the Selby Gardens Trail.
  • Are there pet-friendly attractions in Sarasota, FL?

    Yes, many of Sarasota's beaches are dog-friendly, including Siesta Key Beach. The Sarasota Jungle Gardens also welcomes well-behaved dogs on leash. And several restaurants have outdoor seating where you can enjoy a meal with your furry friend.
  • What are the benefits of choosing a vacation rental in Sarasota, FL?

    Vacation rentals often offer more space and privacy than hotels. They can also be more affordable, especially for families or groups. And many offer convenient amenities like kitchens and laundry facilities.
  • What are the top sports attractions and facilities in Sarasota, FL?

    The Ed Smith Stadium is home to the Baltimore Orioles Spring Training. The Sarasota Polo Club offers a unique sporting experience. And the Sarasota Sailing Squadron is a great place to learn about sailing or take a lesson.

Popular destinations

Best Sarasota, FL vacation rentals with parking

Welcome To This Romantic Getaway - Sarasota, FL
9.4 5 reviews

Welcome To This Romantic Getaway

apartment, Kensington Park
This Sarasota apartment is located in Kensington Park, approximately 5 miles from the Ringling Museum, Sarasota International Convention Center, and Sarasota Bradenton International Airport.
This 510 square foot, one-bedroom, one-bathroom condo accommodates up to three guests and features air conditioning, a fully equipped kitchen, WiFi, and a terrace, with on-site parking available.
Sunny Sarasota Escape - 7/8 Miles To Beaches - Sarasota, FL
10 20 reviews

Sunny Sarasota Escape - 7/8 Miles To Beaches

apartment, Sarasota
This 4-bedroom, 3-bathroom apartment in Sarasota accommodates up to 8 guests and is located 10 minutes from downtown, 7.9 miles from Siesta Key Beach, and 6.6 miles from Lido Key/St. Armand's Circle, with a park directly behind the property.
This rental offers on-site laundry, a king bed, two queen beds, two single beds, and is within a mile of two ice cream shops and a coffee shop, with Yoder's Fresh Market, Earth Origins, Publix, and Walmart Marketplace nearby for grocery needs.
Best Location!  Right Next To St Armands Circle And Lido Key! - Sarasota, FL
9.0 26 reviews

Best Location! Right Next To St Armands Circle And Lido Key!

apartment, Sarasota
This Sarasota apartment is located on Saint Armands Key, just a short walk from St. Armands Circle and Lido Beach, offering a peaceful retreat close to the action. The apartment has received very good ratings from previous guests. This one-bedroom apartment comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, free Wi-Fi, a television, a swimming pool, and a smoke-free environment.
Cozy Boho Bungalow Pool/spa
Downtown Sarasota - Sarasota, FL
9.9 152 reviews

Cozy Boho Bungalow Pool/spa Downtown Sarasota

apartment, Sarasota
This Park East Sarasota bungalow offers convenient access to downtown Sarasota, restaurants, shops, and beaches, all within minutes.
The 2-bedroom, 1-bathroom house sleeps 4, features a private pool and spa with a bar area, a fully equipped kitchen, beach gear, and a washer/dryer, perfect for a Sarasota family vacation.

Neighborhoods and points of interest in Sarasota, FL

Check Out Vacation Rentals with a Pool in Sarasota, FL

Enhance your coastal getaway with a Sarasota, FL vacation rental featuring a pool.

Tropical, Private, Downtown - Sarasota, FL
9.6 94 reviews

Tropical, Private, Downtown

apartment, Sarasota
This Sarasota apartment rental is centrally located less than a mile from Payne Park, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and Bayfront Park.
The 400-square-foot unit features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, in-unit laundry, free WiFi, a private patio, and access to a swimming pool, spa, and on-site amenities like a water park and game room.
Downtown Oasis: Poolside Condo, Patio & Gym - Sarasota, FL
9.8 60 reviews

Downtown Oasis: Poolside Condo, Patio & Gym

house, Sarasota
This Sarasota waterfront condo is located in a gated community with easy access to local amenities and walking trails, offering a tranquil setting near Sarasota's waterways.
The one-bedroom, 1.5-bathroom unit sleeps four, features an extra-large patio with pool views, a full kitchen with dishwasher, and access to a fitness center, swimming pool, and Jacuzzi; kayak launches are nearby for exploring Sarasota Bay.
Serenity Pool Home Near Siesta Key - Sarasota, FL
9.5 2 reviews

Serenity Pool Home Near Siesta Key

house, Gulf Gate Estates
This house in Gulf Gate Estates, Sarasota, is located 11 miles from Sarasota Bradenton International Airport and near Siesta Key.
This 1700 square foot residence features 2 bedrooms, 3 bathrooms, and can accommodate up to 11 guests, offering a private pool, fully equipped kitchen, air conditioning, and free WiFi.
Twin Palms | 2 Homes + Private Pool+putting Green - Sarasota, FL
9.8 52 reviews

Twin Palms | 2 Homes + Private Pool+putting Green

apartment, South Sarasota
This South Sarasota twin-house rental is located 13 minutes from Siesta Key Beach, 10 minutes from Oak & Stone, and 3 minutes from River Run Golf Links.
This spacious property boasts two fully equipped kitchens, two living areas with 55" Smart TVs, a private heated saltwater pool (seasonal), four bedrooms, three bathrooms, sleeps ten guests, and includes beach supplies, laundry facilities, and a gas grill.

Browse Waterfront Vacation Rentals in Sarasota, FL

Discover charming seaside vacation rentals in Sarasota, FL near the coast. Browse our favorite coastal picks to find your perfect beach-town match.

Cozy Beachfront 2-bedroom Condo In Tranquil Sarasota With Ac And Laundry In Unit - Sarasota, FL
8.0 1 review

Cozy Beachfront 2-bedroom Condo In Tranquil Sarasota With Ac And Laundry In Unit

apartment, Sarasota
3br Sarasota Home W/private Heated Saltwater Pool - Sarasota, FL
10 9 reviews

3br Sarasota Home W/private Heated Saltwater Pool

apartment, Sarasota
Paradise Awaits You! Coastal Escape On Siesta Key - Sarasota, FL
9.5 20 reviews

Paradise Awaits You! Coastal Escape On Siesta Key

apartment, Siesta Key
On The Rocks  Walk To Beach & Siesta Key Village! - Sarasota, FL
10 2 reviews

On The Rocks Walk To Beach & Siesta Key Village!

apartment, Siesta Key

Discover 5-Star Vacation Rentals in Sarasota, FL

Refined interiors and prime locations make these luxury waterfront vacation rentals in Sarasota, FL the ideal choice for your stay.

Waterfront Sunsets, Downtown Sarasota, Lido Beach - Sarasota, FL
10 46 reviews

Waterfront Sunsets, Downtown Sarasota, Lido Beach

house, Sarasota

Best Vacation Rentals with a Steam Room in Sarasota, FL

Maximize your recovery with an on-site sauna, a standard feature at these premier Sarasota, FL vacation rentals.

Stunning Lakefront Condo On Siesta Key With Private Beach Access - Sarasota, FL
No reviews

Stunning Lakefront Condo On Siesta Key With Private Beach Access

house, Siesta Key
Runaway Bay 242 - 1418878 - Sarasota, FL
No reviews

Runaway Bay 242 - 1418878

apartment, Bradenton Beach
Piece Of Sarasota Paradise - Sarasota, FL
10 13 reviews

Piece Of Sarasota Paradise

apartment, Sarasota
Spring Special!!! 2/2 Beautiful Villa! 2 Br, 2 Ba, Heated Pool And Jacuzzi! Wifi - Sarasota, FL
9.4 51 reviews

Spring Special!!! 2/2 Beautiful Villa! 2 Br, 2 Ba, Heated Pool And Jacuzzi! Wifi

house, Gulf Gate Estates