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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

Chic Sarasota Gem: Beach| Bbq |Workspace | Patio - Sarasota, FL
Sarasota, FL
07/03 – 07/05
$321/nighttotal: $642 (2 )

Chic Sarasota Gem: Beach| Bbq |Workspace | Patio

2 6
apartment , Gulf Gate Estates
This Gulf Gate Estates condo offers a prime location in a walkable neighborhood, just a 9-mile drive to Siesta Key Beach and close to downtown Sarasota attractions like St. Armands Circle.
This 2-bedroom, 1-bathroom rental sleeps up to 6 guests and features a screened patio, a chef's kitchen with professional cookware, and a dedicated workspace with fast Wi-Fi.
Siesta Cool: Only Minutes Walk To Siesta Beach! - Sarasota, FL
9.5 562 reviews
Sarasota, FL
06/20 – 06/22
$331/nighttotal: $662 (2 )

Siesta Cool: Only Minutes Walk To Siesta Beach!

1 2
apartment , Siesta Key
This Siesta Key apartment is just a short walk from the famous Siesta Key Beach and Crescent Beach, perfect for enjoying the area's beautiful beaches. It consistently receives excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom apartment comfortably sleeps three guests and features a fully-equipped kitchen, a private balcony, and a comfortable living space. You'll also enjoy amenities like a swimming pool, tennis court, and free parking, making it easy to relax and explore all that Siesta Key has to offer.

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.

Vacation Paradise Minutes Away From Siesta Key, Lido Key, And Much More! - Sarasota, FL
8.0 1 review
Sarasota, FL
07/10 – 07/28
$302/nighttotal: $5436 (18 )

Vacation Paradise Minutes Away From Siesta Key, Lido Key, And Much More!

3 10
apartment , Whitfield
This Whitfield Estates condo offers a prime location in Sarasota, just minutes from Siesta Key, Lido Key, Longboat Key, and Anna Maria Island.
This 3-bedroom, 2-bathroom vacation home accommodates up to 11 guests with a private screened pool, fully equipped kitchen, outdoor BBQ, and an on-site pickleball court.
Huge Heated Saltwater Pool, Tv In Every Bedroom - Sarasota, FL
10 27 reviews
Sarasota, FL
06/23 – 07/02
$270/nighttotal: $2430 (9 )

Huge Heated Saltwater Pool, Tv In Every Bedroom

1 7
apartment , Sarasota
This Sarasota house rental is conveniently located near a plaza with a grocery store, Starbucks, Planet Fitness, and restaurants, an 8-minute drive from downtown Sarasota, and a short drive from Lido Key and Siesta Key beaches.
This three-bedroom, two-bathroom home sleeps seven guests and features a 30-foot heated pool, a fully equipped kitchen, and each bedroom has its own TV; plus a family room with a large TV, games, and toys.
Honey Glow Bungalow  | Screened-in Porch, Patio + Yard Games! - Sarasota, FL
9.6 25 reviews
Sarasota, FL
06/22 – 06/25
$330/nighttotal: $990 (3 )

Honey Glow Bungalow | Screened-in Porch, Patio + Yard Games!

3 5
apartment , Sarasota
This Sarasota apartment is conveniently located within a 3km radius of Tuttle Avenue Park, Sarasota Commons Shopping Center, and Payne Park, offering easy access to parks, shopping, and dining. It's also within 5km of Bobby Jones Golf Complex and Colonial Village Shopping Center, making it a great choice for travelers who want to be close to the action. Travelers have rated this apartment "excellent" for its amenities and location.
This two-bedroom apartment offers 1040 square feet of living space. It comes equipped with a full kitchen, two bathrooms, a balcony, and free parking, plus amenities like air conditioning, free Wi-Fi, and barbecue grills.
Cozy Cottage With Huge Patio Full Of Activities - Located Right On Legacy Trail! - Sarasota, FL
10 1 review
Sarasota, FL
07/01 – 07/05
$362/nighttotal: $1448 (4 )

Cozy Cottage With Huge Patio Full Of Activities - Located Right On Legacy Trail!

4 6
apartment , Sarasota
This Sarasota cottage, near Legacy Trail, Pinecraft, and downtown Sarasota, provides easy access to Siesta Key Beach, St. Armands Circle, and the Mall at University Town Center.
This four-bedroom, two-bathroom house sleeps eight and features a spacious open living/dining area, a fun backyard with a cabana, grill, and games, plus kid-friendly amenities like a highchair and pack 'n play.

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.

Destinations nearby

Best Sarasota, FL vacation rentals with parking

Couples Beach Getaway, 3 Houses From The Beach! - Summer Lovin' - Sarasota, FL
10 14 reviews
Sarasota, FL
06/20 – 06/27
$260/nighttotal: $1820 (7 )

Couples Beach Getaway, 3 Houses From The Beach! - Summer Lovin'

2 2
apartment , Sarasota
This beachfront Sarasota vacation home is a 5-minute walk from Coolidge Park and Lido Beach, and less than a mile from St. Armands Circle's shops and restaurants.
The 1000-square-foot house features two bedrooms, two bathrooms, accommodates four guests, and includes a pool, spa, and on-site water park.
4 Bed Pool House By Bay!  Lido & Siesta Key Beaches Very Close - Sarasota, FL
9.8 120 reviews
Sarasota, FL
01/01 – 01/31
$323/nighttotal: $9690 (30 )

4 Bed Pool House By Bay! Lido & Siesta Key Beaches Very Close

4 1
apartment , Sarasota
This Sarasota vacation rental, located in the Indian Beach Sapphire Shores neighborhood, is a short drive from downtown Sarasota, St. Armands Circle, Lido Key, and Siesta Key Beach.
This 1,300-square-foot house features four bedrooms sleeping eight, a private pool, a newly renovated kitchen, and high-speed internet, all within walking distance of Ringling College of Art and a short drive from major attractions.
The Sapphire Suite - Sarasota, FL
9.4 41 reviews
Sarasota, FL
01/01 – 01/31
$179/nighttotal: $5370 (30 )

The Sapphire Suite

1 1
house , Sarasota
This Sarasota vacation rental is conveniently located near Indian Beach, a 7-minute walk away, and within 1.2 miles of The John and Mable Ringling Museum of Art and a 5-minute walk from Sarasota Jungle Gardens.
This one-bedroom, one-bathroom house sleeps three guests and features free Wi-Fi, free private parking, a fully equipped kitchenette with a microwave and fridge, a flat-screen TV, and a terrace.

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.

Sunny 2nd-floor Condo W/ Heated Pool 1br - Sarasota, FL
9.7 165 reviews
Sarasota, FL
07/01 – 07/06
$281/nighttotal: $1405 (5 )

Sunny 2nd-floor Condo W/ Heated Pool 1br

1 2
apartment , Gulf Gate Estates
This Gulf Gate Estates rental is conveniently located near Siesta Key (a 6-minute drive), I-75 (an 8-minute drive), and downtown Sarasota and St. Armand's Circle (a 20-minute drive), offering easy access to beaches and attractions.
This 720-square-foot apartment sleeps four with one king and one queen bed, features a fully equipped kitchen, in-unit laundry, a screened balcony, and access to a shared heated pool, plus beach essentials are provided.
Siesta Key Condo - On The Water ! - Sarasota, FL
9.3 228 reviews
Sarasota, FL
07/10 – 07/12
$310/nighttotal: $620 (2 )

Siesta Key Condo - On The Water !

1 4
apartment , Siesta Key
This Siesta Key apartment is located just steps from Crescent Beach and a short drive to Siesta Key Beach, offering easy access to some of Florida's most beautiful beaches. It has excellent user, location, and cleanliness ratings, making it a great choice for families.
The apartment features one bedroom, one bathroom, and a spacious 600 square feet of living space, comfortably accommodating up to four guests. Enjoy amenities like a pool, garden, and fully equipped kitchen, as well as entertainment options like a flat-screen TV and a DVD player.
Arlington Park Area! Heated Pool 3 Bedroom/ 2 Bath - Sarasota, FL
9.5 147 reviews
Sarasota, FL
06/20 – 06/30
$199/nighttotal: $1990 (10 )

Arlington Park Area! Heated Pool 3 Bedroom/ 2 Bath

1 2
apartment , Sarasota
This Sarasota apartment is located in the Arlington Park neighborhood, just a short drive from downtown, Siesta Key Beach, Lido Beach, and St. Armand's Circle, and within walking distance of restaurants and shops. The apartment has excellent user, location, and cleanliness ratings.
The 1380-square-foot apartment has 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 6 guests. It offers a fully equipped kitchen, a private fenced backyard, a heated pool, and amenities like beach chairs, towels, and a cooler for beach outings.
Heated Pool Home • Near Siesta Key - Sarasota, FL
10 16 reviews
Sarasota, FL
07/01 – 07/05
$402/nighttotal: $1608 (4 )

Heated Pool Home • Near Siesta Key

1 8
apartment , Bee Ridge
This pet-friendly apartment in Bee Ridge, Sarasota, is located moments from Siesta Key Beach and a short drive to Downtown Sarasota, Marina Jack, and St. Armands Circle.
This accommodation sleeps up to 9 guests and features a private screened-in heated pool, a fully equipped kitchen, in-unit laundry, and free driveway parking.

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.

Beach, Boat, And Shopping -- Studio Apartment - Sarasota, FL
10 3 reviews
Sarasota, FL
07/18 – 07/22
$143/nighttotal: $572 (4 )

Beach, Boat, And Shopping -- Studio Apartment

1 2
studio , Whitfield
Gorgeous Lido Key Condo - 6 Minute Walk To Beach - Family Tides - Sarasota, FL
9.0 2 reviews
Sarasota, FL
09/07 – 09/30
$155/nighttotal: $3565 (23 )

Gorgeous Lido Key Condo - 6 Minute Walk To Beach - Family Tides

2 2
apartment , Sarasota
Island Vibes + Modern Comfort At Lido Beach! - Sarasota, FL
10 234 reviews
Sarasota, FL
08/09 – 08/15
$399/nighttotal: $2394 (6 )

Island Vibes + Modern Comfort At Lido Beach!

1 2
apartment , Sarasota
St. Armands Oasis | Pool, Tiki & Putting Green - Sarasota, FL
Sarasota, FL
07/01 – 07/05
$1870/nighttotal: $7480 (4 )

St. Armands Oasis | Pool, Tiki & Putting Green

4 8
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.

Iconic Retro Glam Stay • Firepit & Near Downtown - Sarasota, FL
10 15 reviews
Sarasota, FL
07/18 – 07/22
$189/nighttotal: $756 (4 )

Iconic Retro Glam Stay • Firepit & Near Downtown

1 2
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.

Luxury Bayside Condo – Pool, Tennis & Marina - Sarasota, FL
Sarasota, FL
11/15 – 12/13
$243/nighttotal: $6804 (28 )

Luxury Bayside Condo – Pool, Tennis & Marina

2 2
apartment , Siesta Key
Historic Suites Hotel In Walkable Downtown Between Siesta & Lido Beaches - Sarasota, FL
9.8 167 reviews
Sarasota, FL
06/20 – 06/27
$305/nighttotal: $2135 (7 )

Historic Suites Hotel In Walkable Downtown Between Siesta & Lido Beaches

2 2
apartment , Sarasota
⭐️ Pool & Gulf Views, 2br + Den,  Prime Siesta Key Location - Sarasota, FL
9.7 841 reviews
Sarasota, FL
12/10 – 12/14
$536/nighttotal: $2144 (4 )

⭐️ Pool & Gulf Views, 2br + Den, Prime Siesta Key Location

3 2
apartment , Siesta Key
Renovated Townhouse With Private Beach Access! - Sarasota, FL
9.8 89 reviews
Sarasota, FL
11/08 – 11/28
$329/nighttotal: $6580 (20 )

Renovated Townhouse With Private Beach Access!

2 4
apartment , Siesta Key
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