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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

Jiggs Landing, Cabin 2 - Bird Land Bunk House - Sarasota, FL
10 4 reviews

Jiggs Landing, Cabin 2 - Bird Land Bunk House

cabin, North Sarasota
This waterfront cabin in Bradenton, located on a reservoir, offers a tranquil escape with a nostalgic ambiance and is a short drive to Lido Beach and Siesta Key Beach.
This 100 square foot cabin accommodates up to 4 guests and features air conditioning, internet, a terrace, parking, and on-site activities including fishing and kayaking.
Upscale Pool & Spa Retreat Near Siesta | Game Room - Sarasota, FL
9.7 97 reviews

Upscale Pool & Spa Retreat Near Siesta | Game Room

apartment, West Samoset
This five-bedroom West Samoset vacation home, located in Bradenton, Florida, is within six miles of attractions like the Ringling Museum of Art, Smugglers Cove Adventure Golf, and University Park Country Club.
This 12-guest property boasts a private fenced yard, fitness center, hot tub, game room, fully equipped kitchen, free Wi-Fi, barbecue grills, and a fireplace; nearby golf courses include River Run Golf Links and Rosedale Golf and Country Club.
Stylish & Bright: Steps To Beach ~ Pool ~ Hot Tub! - Sarasota, FL
10 1 review

Stylish & Bright: Steps To Beach ~ Pool ~ Hot Tub!

apartment, Siesta Key
This 2-bedroom beachfront duplex in Siesta Key offers direct access to the beach, is a 5-minute walk from Siesta Key Beach, and is close to village shops and restaurants.
This pet-friendly rental provides 1000 square feet of living space, accommodating up to 10 guests with amenities including a private cabana with a hot tub, a shared saltwater pool, a fully equipped kitchen, in-unit laundry, and arcade games.
Breezemont Bungalow | Private Heated Pool, Hot Tub + Sauna - Sarasota, FL
9.4 11 reviews

Breezemont Bungalow | Private Heated Pool, Hot Tub + Sauna

apartment, Sarasota
This Sarasota bungalow is located in a peaceful neighborhood, a short drive from Lido Key beach, downtown Sarasota, and the Sarasota Botanical Gardens.
This 1,580-square-foot home features four bedrooms, two bathrooms, and accommodates up to ten guests, boasting a private pool, hot tub, sauna, game room, and fully equipped kitchen.

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.

The Julia Place Carriage House - Sarasota, FL
No reviews

The Julia Place Carriage House

house, Sarasota
House rental. You will be based in Sarasota.
Facilities and services: a kitchen, a fridge and air conditioning.
Sarasota Vacation Home 3 Bdrm - Sarasota, FL
9.1 20 reviews

Sarasota Vacation Home 3 Bdrm

apartment, Sarasota
This Sarasota house rental, perfect for families, offers three bedrooms and two bathrooms, comfortably sleeping six guests, and is located in [Insert Specific Sarasota Neighborhood or proximity to landmark, e.g., "near Lido Key Beach," or "in the Southside neighborhood, a short drive from Siesta Key"].
The property features a fully fenced backyard ideal for outdoor activities, a fully equipped kitchen with dishwasher, and includes air conditioning and internet access; further details on the house's unique design and precise location are needed for a complete description.
Heated Pool & Private Yard | 15 Mins To Siesta Key - Sarasota, FL
9.6 68 reviews

Heated Pool & Private Yard | 15 Mins To Siesta Key

apartment, Sarasota
This newly renovated Sarasota house, near Sarasota Bayfront, offers easy access to Lido Key Beach (10 minutes), St. Armands Circle (10 minutes), and Siesta Key Beach (15 minutes).
The two-bedroom, one-bathroom home comfortably sleeps six guests and features a heated pool, screened lanai, full kitchen, extended garage with laundry, and beach gear; nearby attractions include the Legacy Bike Trail and numerous golf courses.
Lido Beach Resort - Sarasota - Sarasota, FL
8.9 1922 reviews

Lido Beach Resort - Sarasota

resort, Sarasota
The Lido Beach Resort is located on Lido Key, a barrier island just off the coast of Sarasota, and is only a short drive from popular attractions like the Mote Marine Laboratory and Sarasota Jungle Gardens. The resort has received high ratings for its location, cleanliness, and overall experience.
The resort offers a variety of rooms and suites, many with kitchenettes and some with stunning beach views. Guests can enjoy the resort's private beach, two pools, hot tubs, fitness center, restaurant, bar, and more.

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

Modern Organic King Beds Salt Pool/spa Srq Escape - Sarasota, FL
10 103 reviews

Modern Organic King Beds Salt Pool/spa Srq Escape

apartment, Sarasota
This Sarasota rental is conveniently located near Arlington Park, minutes from downtown Sarasota, St. Armands Circle, Siesta Key Beach, and Lido Key Beach.
The three-bedroom, two-bathroom apartment sleeps eight guests and features a fully equipped kitchen with stainless steel appliances, a private fenced backyard with a fire pit and grill, high-speed Wi-Fi, Smart TVs, on-site parking for two vehicles, and beach equipment storage.
Delightful 2 Br Downtown Sarasota Condo - The White Pearl - Sarasota, FL
9.3 3 reviews

Delightful 2 Br Downtown Sarasota Condo - The White Pearl

house, Sarasota
This downtown Sarasota condo is conveniently located 4.6 miles from the Ringling Museum of Art and 4.3 miles from Sarasota Bradenton International Airport, offering easy access to Sarasota's cultural attractions.
This 1150-square-foot property sleeps six guests and features three bedrooms, two bathrooms, free Wi-Fi, air conditioning, on-site parking, a spa, and a fitness center.
Hot Tub Oasis - Sleeps 16 - Near Beach & Downtown - Sarasota, FL
9.9 33 reviews

Hot Tub Oasis - Sleeps 16 - Near Beach & Downtown

apartment, Sarasota
This Sarasota house, ideally located in central Sarasota, offers easy access to various attractions, though precise distances to Siesta Key Beach, St. Armands Circle, Sarasota Bay, the Ringling Museum of Art, and Marie Selby Botanical Gardens require further clarification.
This five-bedroom, two-bathroom home sleeps twelve guests and includes a kitchen, air conditioning, a Jacuzzi, and parking; additional interior details and on-site amenities remain unspecified.
Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate - Sarasota, FL
9.8 80 reviews

Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate

cottage, Southgate
This Southgate cottage is conveniently located near Coconuts Family Entertainment Center, Sarasota Memorial Hospital, and Bee Ridge Park, making it a great option for families or groups visiting the area. The cottage has received excellent user ratings, indicating a comfortable and enjoyable stay.
The cottage has two bedrooms and two bathrooms, comfortably sleeping up to six guests. Guests can enjoy amenities like a private pool, spa tub, fully equipped kitchen, and a peaceful garden with barbecue grills.

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.

Sunsets In Paradise. Walk To Beach & St. Armand's - Sarasota, FL
10 238 reviews

Sunsets In Paradise. Walk To Beach & St. Armand's

apartment, Sarasota
This Sarasota apartment is conveniently located within a 15-minute walk of Lido Beach and St. Armands Circle, offering easy access to both the beach and upscale shopping and dining options. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The one-bedroom apartment offers 660 square feet of comfortable living space. Guests can enjoy a variety of amenities, including a swimming pool, fitness center, garden, and a patio, perfect for relaxing and enjoying the Sarasota sunshine.
Downtown Apartment- Pool Gym Cowork 32 - Sarasota, FL
9.6 448 reviews

Downtown Apartment- Pool Gym Cowork 32

apartment, Sarasota
This Sarasota apartment is located in the downtown area, just a short walk from the Fruitville Road district and a quick drive to the beaches. The apartment has received excellent ratings for location, cleanliness, and user experience.
This two-bedroom, two-bathroom rental is over 1,000 square feet. It offers a range of amenities, including a swimming pool, fitness center, tennis court, and a shared coworking space.
Beautiful Renovated 4th Floor Condo Across The Street From Lido Beach - Sarasota, FL
10 3 reviews

Beautiful Renovated 4th Floor Condo Across The Street From Lido Beach

apartment, Sarasota
This Sarasota beach condo is conveniently located near Lido Beach and St. Armands Circle, within one mile of South Lido Park and three miles of Sarasota BayWalk and Coolidge Park.
This 1,230-square-foot rental boasts two bedrooms, two bathrooms, and accommodates six guests, featuring a fully equipped kitchen, private balcony, swimming pool, Jacuzzi, and free WiFi; onsite amenities include a playground and barbecue grills.
Shiny Oasis With Lake View - Sarasota, FL
9.4 147 reviews

Shiny Oasis With Lake View

apartment, Gulf Gate Estates
This one-bedroom apartment is conveniently located in Sarasota, Florida, just a short drive from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport. The apartment consistently receives excellent ratings for location, cleanliness, and user experience.
The apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a private balcony with lake views, and a relaxing garden setting. Enjoy the heated pool, complimentary Wi-Fi, and private parking on-site, making this a perfect choice for your Gulf Gate Estates getaway.

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.

Walk To The Beach Or Village In Minutes! - Sarasota, FL
9.5 89 reviews

Walk To The Beach Or Village In Minutes!

house, Siesta Key
Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach - Sarasota, FL
9.5 387 reviews

Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach

apartment, Siesta Key
Bright Coastal Condo: Walk To Lido Key Beach! - Sarasota, FL
9.7 110 reviews

Bright Coastal Condo: Walk To Lido Key Beach!

house, Sarasota
Minorga On The Gulf - Sarasota, FL
9.6 36 reviews

Minorga On The Gulf

house, 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.

Artsy Getaway With Vibrant Design Flair - Sarasota, FL
8.7 3 reviews

Artsy Getaway With Vibrant Design Flair

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.

Exclusive 5-level Waterfront Solstice House On Sarasota Bay - Sarasota, FL
10 1 review

Exclusive 5-level Waterfront Solstice House On Sarasota Bay

apartment, Whitfield
Upscale Complex Near Beach And Bay With Tennis, Fitness Room, Pool, Hot Tub - Sarasota, FL
No reviews

Upscale Complex Near Beach And Bay With Tennis, Fitness Room, Pool, Hot Tub

apartment, Siesta Key
Beautiful Siesta Key Condo - Two Heated Pools, Tennis, Pickleball, Private Beach Access - Sarasota, FL
9.5 2 reviews

Beautiful Siesta Key Condo - Two Heated Pools, Tennis, Pickleball, Private Beach Access

house, Siesta Key
Beautiful 3br Siesta Key Condo - Private Beach Access - Sarasota, FL
No reviews

Beautiful 3br Siesta Key Condo - Private Beach Access

house, Siesta Key
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