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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

Private Sarasota Studio W/ Bbq - Sarasota, FL
No reviews

Private Sarasota Studio W/ Bbq

studio, Sarasota Springs
This private studio in Sarasota Springs offers convenient access to Siesta Key Beach (15 miles), Lido Beach (20 miles), Downtown Sarasota (10 miles), and St. Armands Circle (15 miles).
This studio accommodates two guests and features a kitchenette with a fridge and microwave, air conditioning, a terrace, parking, and an in-unit washer and dryer.
Escape Near To Siesta Key With Hot Tub, Bbq, And Fire Pit - Sarasota, FL
9.2 10 reviews

Escape Near To Siesta Key With Hot Tub, Bbq, And Fire Pit

house, Gulf Gate Estates
This vacation home in Gulf Gate Estates is located 10 miles from the John and Mable Ringling Museum of Art and Sarasota International Airport, offering proximity to Siesta Key.
This 940 square foot house features 2 bedrooms, 2 bathrooms, accommodates up to 11 guests, and includes a swimming pool, jacuzzi, spa, air conditioning, a fully equipped kitchen, and an indoor play area, with outdoor fireplace and barbecue facilities.
Bright & Modern ~ Heated Pool ~ Gated Beach ~ Pkg! - Sarasota, FL
9.7 282 reviews

Bright & Modern ~ Heated Pool ~ Gated Beach ~ Pkg!

apartment, Siesta Key
This Siesta Key vacation rental is conveniently located within one mile of Siesta Key Beach, Crescent Beach, Siesta Key Beach Playground, and Siesta Key Marina.
The two-bedroom house features a private pool, spa, fitness center, and fully equipped kitchen, perfect for families or groups seeking a relaxing getaway near Siesta Key's pristine beaches.
Spacious 4-bedroom House With Private Heated Pool - Sarasota, FL
9.8 141 reviews

Spacious 4-bedroom House With Private Heated Pool

apartment, Siesta Key
This duplex is located in the South Village of Siesta Key, offering 2-minute drive access to Crescent Beach, 5-minute drive to Point of Rocks, and a 9-minute drive to Siesta Key Beach.
This pet-friendly accommodation spans 1950 square feet with 4 bedrooms and 3 bathrooms, accommodating up to 20 guests with a heated saltwater pool, plunge pool, two hot tubs, and BBQ grills in the expansive backyard.

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.

Casa Azul | Siesta Getaways - Sarasota, FL
9.9 59 reviews

Casa Azul | Siesta Getaways

house, Sarasota
This Sarasota apartment is located just minutes from Siesta Village and Downtown Sarasota, offering easy access to restaurants, bars, shops, and the famous Siesta Key Beach. The apartment has excellent user, location, and cleanliness ratings.
The rental features three bedrooms and two bathrooms, comfortably accommodating up to nine guests. Enjoy a full kitchen, outdoor patio with seating, a BBQ, beach essentials, and a dog-friendly policy for one dog up to 25 lbs with host approval.
*Downtown Home 10min. Drive To Beach; Walk Dt* - Sarasota, FL
9.8 321 reviews

*Downtown Home 10min. Drive To Beach; Walk Dt*

apartment, Sarasota
This family-friendly vacation home is located in Central Sarasota, within walking distance of Payne Park, Colonial Village Shopping Center, and Westcoast Black Theatre Troupe. The home has excellent user, location, and cleanliness ratings, making it a great choice for travelers.
This three-bedroom, two-bathroom property spans 1280 square feet and comfortably accommodates up to seven guests. The home features a fully equipped kitchen, a jacuzzi, a terrace, a garden, a tennis court, and parking.
Cool Cottage In A Private Oasis. Boat Parking. Nature And Seclusion. - Sarasota, FL
9.8 13 reviews

Cool Cottage In A Private Oasis. Boat Parking. Nature And Seclusion.

apartment, Sarasota
This Sarasota vacation home, located in Bayou Oaks, is a short walk from McCurdy's Comedy Theatre and Ringling College of Art and Design, and less than a mile from Sarasota Jungle Gardens and the Marietta Museum of Art and Whimsy.
This 1600-square-foot house features three bedrooms, two bathrooms, sleeps six, and includes a private pool, garden, and fully equipped kitchen with appliances such as a refrigerator, microwave, and dishwasher.
Luxury 3 Bedroom Near Southside Village - Sarasota, FL
10 2 reviews

Luxury 3 Bedroom Near Southside Village

house, Siesta Key
This newly constructed duplex in Siesta Key is located a short distance from Siesta Key Beach and Crescent Beach, with St. Armands Circle and Mall at University Town Center also accessible for shopping.
This family-friendly house accommodates 8 guests with 4 bedrooms and 3 bathrooms, featuring a private elevator, a third-floor deck with Gulf views, a shared heated pool, an outdoor kitchen, and a dedicated workspace.

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

Indian Beach Cottage - Sarasota, FL
8.7 9 reviews

Indian Beach Cottage

house, Sarasota
Indian Beach Cottage in Sarasota offers a tranquil stay near the Indian Beach area, providing convenient access to Sarasota County Visitor Information Center and History Museum (1.8 miles), The John and Mable Ringling Museum of Art (4.3 miles), and Marina Jack Restaurant And Marina (under 1 mile).
This 1100 square foot house accommodates up to 11 guests with 1 bedroom, 2 bathrooms, air conditioning, complimentary Wi-Fi, a full kitchen, and private parking, ensuring a comfortable and connected experience.
Remodeled Mid-century Pool House - Sarasota, FL
9.5 31 reviews

Remodeled Mid-century Pool House

house, Sarasota Springs
This Sarasota Springs bed and breakfast is conveniently located near Sarasota Center, just a 15-minute drive from Siesta Key Beach, the top-rated beach in the U.S. The three-bedroom, two-bathroom home features a unique L-shaped courtyard with an in-ground pool, ideal for relaxation and enjoying the Florida sunshine.
Comfy Studio - Sarasota, FL
9.5 465 reviews

Comfy Studio

apartment, Ridge Wood Heights
This Ridgewood Heights studio apartment offers convenient parking, air conditioning, and a kitchenette equipped with a refrigerator and microwave.
Sleeping two guests comfortably, this one-bedroom, one-bathroom unit features excellent cleanliness and a quiet environment with outdoor access and a designated smoking area; proximity to specific Ridgewood Heights landmarks requires further clarification.
Beautiful Home With Heated Pool And Fenced Yard By Siesta Key! - Sarasota, FL
10 2 reviews

Beautiful Home With Heated Pool And Fenced Yard By Siesta Key!

house, Ridge Wood Heights
This Sarasota vacation home in Ridge Wood Heights is conveniently located near Siesta Key, approximately 5-9 miles from attractions like the Sarasota Opera House, St. Armands Circle, and The Ringling.
This 1690-square-foot house boasts four bedrooms, three bathrooms, sleeps up to 31 guests, and features a private heated pool, fenced yard, fully equipped kitchen, free Wi-Fi, free parking, and table tennis.

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.

Sarasota Silver Oasis - Private Pool, Near Beaches & Downtown - Sarasota, FL
No reviews

Sarasota Silver Oasis - Private Pool, Near Beaches & Downtown

apartment, Sarasota
This Sarasota vacation rental is located near Lido Beach and Siesta Key Beach, with the Mall at University Town Center and St. Armands Circle a short drive away.
This 2-bedroom, 1-bathroom apartment offers a private backyard with a pool and BBQ grill, a dedicated workspace, and Wi-Fi, and is conveniently located near Ed Smith Stadium and Sarasota Fairgrounds & Robarts Arena.
Kingston Arms On Lido Key 1br - Sarasota, FL
No reviews

Kingston Arms On Lido Key 1br

apartment, Sarasota
This one-bedroom Lido Key condo offers a prime location, just a 0.5-mile walk to St. Armand's Circle and an 8-minute walk to Lido Beach, placing you west of Downtown Sarasota.
This family-friendly apartment accommodates up to 4 guests and features a heated communal pool, a private screened lanai, complimentary beach gear, and daily activity options including bike rentals or dolphin cruises.
Luxury Quad Villas| Sleeps 52 |Pool, Hot Tub & Bbq - Sarasota, FL
No reviews

Luxury Quad Villas| Sleeps 52 |Pool, Hot Tub & Bbq

apartment, Sarasota
This exclusive collection of four luxury villas is located a short distance from Florida's Gulf Coast, offering convenient access to its beautiful beaches.
This estate accommodates up to 52 guests with 20 bedrooms and 17 bathrooms, featuring a private saltwater swimming pool, two hot tubs, BBQ areas, and fire pits, ideal for large group events and celebrations.
All-new, Waterfront Condo Near Downtown Sarasota - Sarasota, FL
9.8 13 reviews

All-new, Waterfront Condo Near Downtown Sarasota

apartment, Sarasota
This Sarasota condo is centrally located, less than a 10-minute walk from the Marietta Museum of Art and Whimsy and Ringling College of Art and Design, and within 15 minutes of the Van Wezel Performing Arts Hall.
This 1000-square-foot unit features two bedrooms, two bathrooms, accommodates six guests, and includes a private balcony, swimming pool, Jacuzzi, fitness center, and free Wi-Fi.

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.

Lido Key/st. Armand's Studio Apt 8 - Sarasota, FL
9.5 376 reviews

Lido Key/st. Armand's Studio Apt 8

apartment, Sarasota
Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette - Sarasota, FL
9.4 55 reviews

Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette

apartment, Whitfield
Siesta Key Tropical Island Oasis With Private Pool And 4 King Beds - Sarasota, FL
10 2 reviews

Siesta Key Tropical Island Oasis With Private Pool And 4 King Beds

apartment, Sarasota
Kingston Arms Paradise
St. Armands & Lido Beach - Sarasota, FL
9.7 50 reviews

Kingston Arms Paradise St. Armands & Lido Beach

apartment, Sarasota

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.

Hatton Family Retreat Near Sarasota Beaches - Sarasota, FL
No reviews

Hatton Family Retreat Near Sarasota Beaches

apartment, 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.

Penthouse With A Spectacular Views Of The Gulf Of Mexico Equaly Sarasota Bay - Sarasota, FL
No reviews

Penthouse With A Spectacular Views Of The Gulf Of Mexico Equaly Sarasota Bay

apartment, Longboat Key
The Strand Of Sarasota 509 - Sarasota, FL
10 20 reviews

The Strand Of Sarasota 509

apartment, Sarasota
Rare Heated Indoor Pool! Sauna, Games, Bbq, Img - Sarasota, FL
10 1 review

Rare Heated Indoor Pool! Sauna, Games, Bbq, Img

house, Bradenton
Bayfront Siesta Key Condo With Amazing Views - Gbb 1391 - Sarasota, FL
No reviews

Bayfront Siesta Key Condo With Amazing Views - Gbb 1391

house, Siesta Key
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