Sarasota Vacation Rentals

(104 rentals)
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Sarasota House
3 BR | 3 BA | Sleeps 9 | Quick View
Sleeps 9, 3 bedrooms, 3 bathrooms
7 reviews

$322

avg/night

$322
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gillespie Park home. Minutes to the beaches, & walk to shopping, restaurants, bay front, arts, Whole Foods, coffee shops, etc. This 3 BD/3.5 BA home includes a detached over-sized ...

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Property Type

Sarasota House

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Sarasota House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

$800

avg/night

$800
avg per night
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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Turnkey furnished home, 3 bedrooms, 2 bathrooms, 2 car garage, king bed in master bedroom with walk-in shower, soaking tub and large walk-in closet. Queen beds in the 2 guest rooms. Heated private pool.

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Property Type

Sarasota House

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 11 miles to Lido Beach

$81

avg/night

$81
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

HIGHLY DESIRABLE PALM AIRE condo! Availability on calendar. See NOTES for more availability details. FURNISHED FIRST FLOOR CORNER UNIT with Panoramic LAKE and GOLF VIEWS! This two-bedroom, two bath unit is freshly painted and offers many upgrades. Newer AC unit. The kitchen features include granite ...

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Property Type

Sarasota Condo

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

$366

avg/night

$366
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your private waterfront paradise in the heart of Sarasota! This beautifully designed 3-bedroom, 2-bathroom retreat offers the perfect blend of luxury, comfort, and serene natural surroundings. With a heated pool and spa, this home is fully stocked to provide you with the ultimate indoor-outdoor ...

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Property Type

Sarasota House

Featured review

"Great Place"

There were only 2 of us and we had this huge house to ourselves. This is a family-friendly "home" with a large open kitchen/dining/family room area, lots of open space, and a great screened in outdoor ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$193

avg/night

$193
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Have the Siesta Key vacation of your dreams at the charming 2BR 2Bath in the Harbor Towers Yacht & Racquet Club resort-style community, a few steps away from the sun-soaked Siesta Beach! Explore the nearby Village and its exciting restaurants, shops, attractions, and landmarks.The stylish design ...

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Property Type

Sarasota Condo

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Sarasota House
8 BR | 8 BA | Sleeps 20 | Quick View
Sleeps 20, 8 bedrooms, 8 bathrooms

$1823

avg/night

$1,823
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Gillespie Park includes 10 acres of trails, playground, basketball, pickleball courts, tennis courts, pond & 2 public dog parks and is just a 7-10 minute drive to Lido Key Beach & International renowned St. Armands Circle.Come home to this charming and spacious compound with a total of 8 ...

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Property Type

Sarasota House

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.5 miles to Siesta Key

$278

avg/night

$278
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NEWLY DECORATED LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK /PRIVATE SLIP FOR BOAT(When Available)/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Sit on the lanai and watch the boats, occasional dolphins & manatees, pelicans and other wildlife ...

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Property Type

Sarasota Condo

Featured review

"Comfortable Condo"

This is such a comfortable, well decorated and fully equipped condo. The location was very quiet with nice views and in a great location for accessing the beach and siesta key. You can easily bike to siesta ...

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Sarasota House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Located in a quiet cul-de-sac, this property offers a peaceful and tranquil setting. Away from the hustle and bustle of the city, you can enjoy a serene and calm environment in your own home.The private lanai with a saltwater pool provides a secluded outdoor space where you can relax and unwind. Whether ...

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Property Type

Sarasota House

Featured review

"Private oasis"

My wife and I stayed at this charming property for 3 weeks in November/December 2024. It truly is an oasis because the location of the property is in a quiet small Close with easy access to the Sarasota ...

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Sarasota House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

$242

avg/night

$242
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

This has just become available for winter of 24-25. The renter for the past 13 years has bought a place of their own nearby.The house is a bright, newer construction (in 2011) 3 bedroom home near the Siesta Beaches. This property is nestled in a quiet community a 10 minute walk from the white sands ...

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Property Type

Sarasota House

Featured review

"Comfortable home in a great neighborhood"

We’ve been renting 6217 Beechwood from Bill for many years. Once we found this house and neighborhood, we knew we had found the perfect place for our Florida visits! The house is large and well designed. ...

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Sarasota Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Inquire for rates

Inquire for rates

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Tired of staying in a hotel ROOM or an Airbnb? For about the same price as you would pay for an AirBnB room in someone else's home where you share a kitchen and bath with strangers....and a lot less than a three star Hotel ROOM you can rent our turn key furnished condo. ...

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Property Type

Sarasota Condo

Featured review

"Slum landlord"

Walked in and out! We couldn’t stay here, old n musty! He refused a fair refund. We paid $3700 and he returned $1500. Slum landlord and crook! Very run down building, Dirty on the outside and inside. ...

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Sarasota House
3 BR | 3.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 7 miles to Siesta Key Beach

$283

avg/night

$283
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Luxury lakefront home on a quiet cul de sac located in pristine Palmer Ranch. Kick back on the covered front porch and relax in the glider and rocking chairs. Soak up some sun in the screened in lanai with heated saltwater pool overlooking the lake. Enjoy community amenities such as the clubhouse, lighted ...

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Property Type

Sarasota House

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

$230

avg/night

$230
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally run restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community ...

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Property Type

Sarasota House

Featured review

"Awesome Place!"

We escaped here from the cold northeast and it was perfect! Fully stocked kitchen that made it so easy to cook and pretend it's our own house. Super close to the beaches without having to deal with the ...

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Sarasota House
3 BR | 3.5 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 3.5 bathrooms
3 reviews

$381

avg/night

$381
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Our 3 bedroom, 3 1/2 bath beach house is located on Siesta Key and is on the gulf side of Beach Road. Our home is a standalone unit on 3 levels with 2 decks, a ground level patio, with a on e car garage. We are directly on Crescent Beach with gulf views and have a private access to the beach. It is ...

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Property Type

Sarasota House

Featured review

"Well taken care of beach front rental."

This house was great for our family. It was right on the beach and walking distance to town. It was clean and I don’t think we saw a bug inside the whole time. Great communication with the owner as well. ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

$295

avg/night

$295
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NEWLY REMODELED - LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK/PRIVATE SLIP FOR BOAT/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Sit on the lanai and watch the boats, dolphins, manatees, pelicans and other wildlife - it is a gorgeous spot!Walk ...

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Property Type

Sarasota Condo

Featured review

"Incredible stay!! 10 stars out of 5."

Beautifully decorated condo in prime location. Extra clean and upscale. Best location on the harbor with water views and walking distance across the bridge onto Siesta Key's Tiki Bar. Owner is a pleasure ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Inquire for rates

Inquire for rates

View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SIX MONTH MINIMUM LEASE.Available starting 5/31/2025. Ability to extend rental through 12/31/2025. Dates are flexible. This fully furnished, move-in-ready, top floor 2BR/2Bath, 1365 SqFt condo, in the beautiful Orchid Oaks complex is available from 5/30/2025 through 12/31/2025. Monthly rent includes: ...

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Property Type

Sarasota Condo

Featured review

"Friendly and Peaceful"

The people throughout the complex were very nice and loved to talk to you like you knew them forever! The pool was a great center point with the setting all around it and the trees. The bridge over to the ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$235

avg/night

$235
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Have the Siesta Key vacation of your dreams at the charming 2BR 2Bath in the Harbor Towers Yacht & Racquet Club resort-style community, a few steps away from the sun-soaked Siesta Beach! Explore the nearby Village and its exciting restaurants, shops, attractions, and landmarks.The stylish design ...

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Property Type

Sarasota Condo

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$160

avg/night

$160
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Beautiful 2 bedroom 2 bath condo right on lake and golf course. 1st floor easy access. Available April 2025 thru Dec 2025

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Property Type

Sarasota Condo

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$359

avg/night

$359
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy Gulf sunsets and the sounds of the surf from your 2nd floor beachfront condo - just one flight of steps - or use the elevator. Unit A205 offers the perfect place to enjoy the sea and sky from sunrise to sunset! On the Gulf side, a spacious lanai offers an unobstructed 180 degree view. Watch as ...

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Property Type

Sarasota Condo

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Sarasota Townhome
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 11 miles to Siesta Key Beach

$106

avg/night

$106
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Step inside this beautiful townhome and discover a thoughtfully designed space that exudes comfort and style. The townhome boasts modern features, including fixtures and appliances ensuring both functionality and elegance.Located just a short drive (~20 minutes) to Siesta Key Beach, rated the #1 ...

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Property Type

Sarasota Townhome

Featured review

"New, Comfortable Townhouse"

We had a very relaxing stay at this brand new, super clean, comfortable townhouse. Our host was so understanding to help accommodate my husband and I at the last minute! Since this was a new rental, there ...

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Sarasota House
5 BR | 2.5 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 2.5 bathrooms

$175

avg/night

$175
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool

About this property

Tropical Casa is 20 minutes from siesta key beach. My community only takes one month minimum it has planned activities. 3 pools, a restaurant, sports hub, play room, kids playground, basketball, soccer, tennis courts in the sun or inside the air conditioning. The house has 5 bedrooms. Sarasota Florida ...

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Property Type

Sarasota House

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Sarasota House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
9 reviews

Distance to beach: 3 miles to Siesta Key

$475

avg/night

$475
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Discover Magnolia House Sarasota, the ultimate “Splash and Chill” oasis! Enjoy a heated pool and a spa/hot tub nestled in a beautiful lanai surrounded by lush Areca palms. But don’t worry—you will still get plenty of sun around the pool on one of four loungers. You’re a short ...

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Property Type

Sarasota House

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$233

avg/night

$233
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Discover the enchanting Siesta Key experience by staying in this stylish 2BR 2Bath condo whose relaxing design enhances your vacation. The search for a perfect getaway with an abundance of amenities, all conveniently located near fantastic dining, entertainment, beautiful beaches, and more, ends here.The ...

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Property Type

Sarasota Condo

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Sarasota Apartment
1 BR | 1 BA | Sleeps 3 | Quick View
Sleeps 3, 1 bedroom, 1 bathroom
1 review

$210

avg/night

$210
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Keep it simple at this centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ba apartment is catty corner to 10 acre Gillespie park w/2 dog parks, tennis courts, pickle-ball, basketball, & walking trails. Minutes to the #1 beaches & shopping at St. Armand’s ...

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Property Type

Sarasota Apartment

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Siesta Key

$285

avg/night

$285
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Charming old Florida home in a cul-de-sac backing to large palm and oak trees. Three bedrooms, two full baths. One outside shower. Quiet and quaint street. Freshley painted and new carpet through-out. All new beds and furniture. Two king bedrooms with dressers and smart TV's, wi-fi in place. One ...

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Property Type

Sarasota House

Featured review

"Relax and recharge at Turtle Cove!"

Immaculate and spacious home with private pool, screened lanai, and modern applicances. Located in a quiet, centrally located Sarasota neighborhood within a short drive to great restaurants, Siesta Key, ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$249

avg/night

$249
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A Great Home Away from Home Boatyard Gated Community Comfy Lanai for relaxing and entertaining Bamboo Wood Floors 2 bedrooms (one king and one queen bed) and 2 bathrooms Heated Pool Upgraded features include new paint and wonderful main bedroom walk in shower Wonderful fishing with several ...

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Property Type

Sarasota Condo

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Sarasota Apartment
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

$193

avg/night

$193
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Keep it simple at this smoke free centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ba apartment is catty corner to 10 acre Gillespie park w/2 dog parks, tennis courts, pickle-ball, basketball, & walking trails. Minutes to the #1 beaches & shopping ...

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Property Type

Sarasota Apartment

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Sarasota House
4 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 2 bathrooms
19 reviews

$439

avg/night

$439
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

ONLY 2 MILES TO IMG ACADEMY. PREFECT!Experience the allure of this stunning 4-bedroom, 2-bath home. Impeccably updated with style, it boasts an inviting open floor plan. Delight in the free heated pool and indulge in vacation amenities! Nestled along Bowles Creek, you can fish, unwind, or feed friendly ...

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Property Type

Sarasota House

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Sarasota House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms
15 reviews

$339

avg/night

$339
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Enjoy being close to everything at this smoke-free, centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gillespie Park home. Minutes to the beaches, & walk to shopping, restaurants, bay front, arts, Whole Foods, coffee shops, etc. This 3 BD/3.5 BA home includes a detached over-sized ...

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Property Type

Sarasota House

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Sarasota Apartment
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

$194

avg/night

$194
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview ...

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Property Type

Sarasota Apartment

Featured review

"2 week holiday"

Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend ...

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Sarasota House
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 5 miles to Lido Key

$247

avg/night

$247
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

VISIT OUR LISTING ON VRBO (#2568344) TO SEE ALL 5 STAR REVIEWS! SIGNIFICANT SAVINGS BOOKING HERENEW FOR 2024: Outdoor spa shower and propane firepit areaUpdated, bright and airy bungalow at the edge of downtown Sarasota, where you're just minutes from everything a vacation on the west coast ...

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Property Type

Sarasota House

Featured review

"Clean. Quiet. Very comfortable."

Met our needs perfectly and provided easy access to the fun around Sarasota. Nicely decorated, very clean and comfortable.

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to Siesta Key Crescent Beach Access 12

$295

avg/night

$295
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right ...

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Property Type

Sarasota Condo

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$164

avg/night

$164
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Step into the comfort of this stylish 3BR 2.5Bath gem nestled in a friendly neighborhood, perfect for escaping big-city crowds while just a few mins from Downtown Sarasota. Explore the city, its landmarks, attractions, and sun-soaked beaches. Our fantastic oasis will be waiting for you whenever you want ...

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Property Type

Sarasota House

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

$121

avg/night

$121
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

2br/2ba first floor condo, Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. This tropical resort community is a relaxing oasis under the warm skies of the Gulf Coast. With its swaying palms, shimmering lake views and world-class resort ...

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Property Type

Sarasota Condo

Featured review

"Awesome place"

We loved this place. The condo is really very very clean. the decoration style beach house very pretty. The beds are comfortable. Eva the owner is a lovely person!

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$161

avg/night

$161
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Contact: Erana Pulli or Joesgirl16@ Newly renovated condo. First-floor end unit with a beautiful, private courtyard. Large, light, bright, and airy best describes our home! Granite countertops and stainless steel appliances are found in our eat-in kitchen. Another large dining table off the living area. ...

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Property Type

Sarasota Condo

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Sarasota House
5 BR | 4 BA | Sleeps 14 | Quick View
Sleeps 14, 5 bedrooms, 4 bathrooms

$671

avg/night

$671
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Glamor Manor, your luxurious retreat in the heart of Sarasota, Florida! This exquisite vacation rental offers an unparalleled experience of comfort, style, and relaxation.Property Highlights: Pet friendly : $200 non-refundable pet fee Heated Swimming Pool: Dive into luxury with our private ...

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Property Type

Sarasota House

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Sarasota Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

$106

avg/night

$106
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your oasis of comfort and style in the heart of Siesta Key, just moments away from the world-renowned Siesta Key Beach and the vibrant city of Sarasota. This meticulously designed 2-bedroom condo offers a perfect blend of modern elegance and coastal charm. Escape the crowds and enjoy the serenity ...

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Property Type

Sarasota Condo

Featured review

"Convenient location to beach, shopping and attractions"

The condo was conveniently located close to Siesta Key and other beautiful beaches. The condo was within walking distance to shopping, restaurants and other attractions. The fenced in backyard and walking ...

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

updated 10/14: Fortunate to have no hurricane damage.3 bedroom/2 bath home located near the south bridge to Siesta Key.Bright and airy beach style decor. Light filled open format living room, dining room, kitchen. 65" flat screen smart TVMaster Suite with king bed, walk-in closet, ...

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Property Type

Sarasota House

Featured review

"Excellent winter rental near Siesta Key"

My husband and I spent three months at the home of Aaron and Joanne in the winter of 2023.I believe that we were the first renters after an extensive renovation of the property. The owners were swift ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 4 miles to Nokomis, Turtle Beach, Siesta Key, Venice etc.

$79

avg/night

$79
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Very pleasant tastefully furnished condo at this attractive and friendly golf and country club community. Ideal vacation spot. Lovely morning sun at east lanai and afternoon sun at west lanai overlooking 18th tee and pond. Master bedroom with King bed, full bathroom and walk-in closets, second bedroom ...

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Property Type

Sarasota Condo

Featured review

"Very nice"

Nice, comfortable, well furnished condo in a very good location. Short drive to several beaches. Nice amenities and very close to pool. Very nice golf course and a screened in lanai to overlook a lake ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
8 reviews

$446

avg/night

$446
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Crystal Sands, Siesta Key, Sarasota2 weeks in January are available from the 9th to the 23rdAmazing Views!! Our property is right on the beach. Take the elevator down and you're at the ocean. The views are amazing as you can see in the pics. Sit on the lanai for breakfast and watch the ...

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Property Type

Sarasota Condo

Featured review

"AMAZING 2-Weeks!!!!!"

We loved every minute of our 2-week stay at Crystal Sands, the unit was beautiful and views breathtaking. We were a stones throw from the beach and it couldn't have been any better. I highly recommend!

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$280

avg/night

$280
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Situated on the Sarasota Intercoastal Waterway just South of the Stickney Point Bridge on the mainland, our 2 bedroom, 2 bathroom with Bonus room awaits you! Park your boat right outside your door with the 36 ft. boat slip that comes with this property! Conveniently located within walking distance ...

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Property Type

Sarasota Condo

Featured review

"Siesta Beauty!"

The location is amazing, the condo is beautiful and the owner is awesome. The beach is a short 10 min walk, as well as numerous restaurants/bars and coastal shops. There are a couple of different free ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 14 miles to Siesta Key Beach

$162

avg/night

$162
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our penthouse condo is located in Sarasota (Manatee County), Florida within the Palm Aire residential condominium community at Palm Aire at DeSoto Lakes, Inc., Golf Side. It is uniquely situated on the top floor of the only 4-story building erected within the Golf Side community. Directly across from ...

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Property Type

Sarasota Condo

Featured review

"Relaxing established neighborhood"

Condo was very comfortable for 2 people. If you don’t mind a queen size bed. Great view of golf course off back glassed in sitting area. Though this unit doesn't come with golf privileges. It is very ...

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Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Lido Beach

$115

avg/night

$115
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a 2 bedroom 2 bath villa. Single story. 2 assigned parking spaces. Heated pool. Small quiet complex near downtown. Fully furnished with 2 queen sized beds and a queen pull out couch. There is a lanai with table and chairs. BBQ grill out back. Beach chairs and umbrella included. Two blocks to Fruitville ...

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Property Type

Sarasota Villa

Featured review

"Truly a hidden gem"

We really love this property. We have traveled extensively and stayed in dozens of Airbnbs. This cozy condo has been superior in most every way. It is ideally located to investigate the highlights of Sarasota. ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 1 miles to Siesta Key

$75

avg/night

$75
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

OUR RATES:June-November 2025 $2250 December 2025 $3500 January 2025 $4500 February-March 2025 $5500 April 2025 $3900*Calendar months only. *Ask for our 6-month plus special rate *Pet Friendly, Community pool ...

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Property Type

Sarasota Condo

Featured review

"So Peaceful"

Love, love staying here. Close to everything, pet friendly, peaceful lane to walk with my dog. My landlady is the best. A new friend for sure. Not the sunniest but just go outside-it’s Florida

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Sarasota Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 3 miles to Lido

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

VERY PRIVATE PENTHOUSE Live in a luxurious, very private, small (only 22 units), award winning modern condominium complex in the Rosemary District of Sarasota, built in 2019. Small and private is the key. Ride up the elevator to the top, 4th floor, walk a few steps and you are at your front door! ...

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Property Type

Sarasota Condo

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Sarasota Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 2 miles to Siesta Key beach

$67

avg/night

$67
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

OUR RATES:June-November $1999 December $3000 January $4200 February-March $4500 April $3000*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month ...

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Property Type

Sarasota Condo

Featured review

"Oasis on Osprey unit 107A"

Location,location...This condo was perfectly located for easy access to Siesta Key and downtown Sarasota as well as convenient walkable areas.All information and photos were exactly as described in the ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 50 yards to Lido Beach

$333

avg/night

$333
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

HURRICANE UPDATE January 8, 2025Things are progressing slowly. I can confirm that the unit will not be available for February. At this point I think there is less than a 50% chance it will be available for March 2025. Calander has been updated to show unit is not available in February.If anyone ...

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Property Type

Sarasota Condo

Featured review

"Absolutely Wonderful"

We rented this gorgeous Condo for the month of March, 2024. First of all, the location is perfect, right on Lido Beach with a pool onsite and right down the street from St. Armand's Circle in Sarasota. ...

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Sarasota House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
15 reviews

Distance to beach: 2 miles to Siesta Key Beach / Cresant Beach

$137

avg/night

$137
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! Your Rental Fee includes the following (Rent, Cleaning Fee, Florida 12% taxes, Cable, Water & Utilities). Pet Fee additional to rental fee. NO Owners or Service Fees, ...

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Property Type

Sarasota House

Featured review

"Enjoyed stay"

Stayed here 3 weeks in November, the house was clean and well supplied with all you could need. The pool was great and the owners were very enjoyable to deal with. The only draw back I could see was myself ...

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Sarasota Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

$121

avg/night

$121
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.

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Property Type

Sarasota Apartment

Featured review

"Convenient and comfortable"

I very much enjoyed staying here for two months. Everything in the condo worked well, the location was great for me and my cat. Easy to get downtown or to the beaches and many golf courses.The complex is ...

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Sarasota House
3 BR | 2 BA | Sleeps 11 | Quick View
Sleeps 11, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Lido Key

$289

avg/night

$289
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Welcome to PAR-TEE, your private tropical oasis perfect for large families or groups! Close to ALL of Florida's top rated beaches - Siesta Key, Lido Key & Anna Maria Island - Ringling Museum, IMG, downtown Sarasota and Sarasota-Bradenton airport, this property is situated on almost a half an ...

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Property Type

Sarasota House

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Sarasota House
6 BR | 5 BA | Sleeps 21 | Quick View
Sleeps 21, 6 bedrooms, 5 bathrooms
3 reviews

$1175

avg/night

$1,175
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Experience Paradise at This Luxurious Sarasota Retreat. Five one three, three eight three, three six eight three.Welcome to your exclusive getaway in the heart of Sarasota! Designed to accommodate up to 21 guests, this luxurious home is a serene oasis nestled within a tranquil wildlife preserve. ...

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Property Type

Sarasota House

Featured review

"Fantastic, 5 STARS"

Have rented this home twice in the last 3 months because it is outstanding. Traveled from MD to Sarasota with clients for golf and this is our go to rental. Hot tub, pool, several entertaining spaces ...

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Sarasota Vacation Rentals

Sarasota Weather

 | 

7222°  5111°
JANUARY
Ocean 6518°
7423°  5312°
FEBRUARY
Ocean 6518°
7725°  5714°
MARCH
Ocean 6820°
8228°  6016°
APRIL
Ocean 7423°
8731°  6518°
MAY
Ocean 7926°
9032°  7122°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9133°  7323°
AUGUST
Ocean 8731°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6518°
OCTOBER
Ocean 8228°
8027°  5915°
NOVEMBER
Ocean 7624°
7423°  5312°
DECEMBER
Ocean 7021°

Sarasota is the “Grand Dame of the Gulf Coast”


Warm temperatures year-round, award-winning beaches, a thriving arts and cultural scene, and amazing Sarasota vacation rentals have made Sarasota a go-to place for couples and families. This southwest Florida area, which is about an hour from Tampa and two hours from Orlando, continues to attract travelers with great restaurants and plenty of shopping. The beauty of Sarasota will get your attention on your first visit. If you see Sarasota first from the window of an airplane, the colors of the Gulf of Mexico and Sarasota Bay, contrasting with the brilliant white sand of Longboat, Lido, and Siesta beaches, will make you anxious to see more.

When staying in one of our Sarasota vacation rentals instead of a traditional hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Some of our Sarasota beach house rentals even come with special amenities like a backyard pool, washer/dryer units, and bicycles. Whether you’re looking for a beach condo with amazing views, or a larger home for space for the entire family, you can find it on our site.

Sarasota, Florida travel advice


Sarasota is growing -- with more attractions, more people, and more infrastructure. Sarasota County has 13 public beaches and over 35 miles of powder-soft sand along the beachfront. Sarasota's Siesta Key Beach has been consistently named one of the top beaches in the United States. Sarasota County also has over 1,000 public, private and semi-private golf courses for residents and visitors to enjoy, so bring your clubs! 

One of Florida’s primary Gulf Coast cities, Sarasota offers visitors an eclectic blend of culture and fine dining, circus thrills and pristine beaches. 

Climate


Sarasota is warm year round. The tropical temps bring about high humidity and afternoon showers. Temps shoot up to the low 90s on the coast in the summer, and passing thunderstorms are just that: passing. Hurricanes may be spotty between July and November. But overall, 300+ sunny days and wonderful weather greets you in Sarasota.

Top activities and attractions in Sarasota


Wealthy notables called Sarasota home in the 19th and 20th centuries, which leads to the nickname the “Grand Dame” of the Gulf Coast. The chic resort town has been home to snowbirds for many, many years.

Shopping starts at St. Armands Circle. Stroll along the streets lined with coconut palms and pop into the 130 upscale shops, restaurants, and specialty stores. In the center of the shopping quadrants you’ll find Circle Park with Italian statues from John Ringling’s personal collection. Another nice walking area is Burns Court Historic District. Listed on the National Register of Historic Places, the area south of downtown Sarasota is made up of 15 stucco bungalows in vibrant hues like cornflower blue and fuchsia. They house everything from art galleries to residences.

The Ringling Museum of Art pays homage to the Ringlings, the family behind America’s most famous circus. Check out the old costumes, wagons, and the world’s largest miniature circus. You can also tour Ca' d'Zan Mansion, a magnificent 56-room Venetian Gothic palace and the Ringlings' old family home. You could spend days covering the 66-acre Ringling campus, but take time to walk the grounds. In particular, swing by Mable Ringling’s Rose Garden, the oldest continuously operating rose garden in the state, and the Museum of Art courtyard, with replicas of ancient Greek, Roman and Baroque statues on a pristinely manicured lawn and lining the top of the buildings.

Nature lovers visiting the area gravitate to the Mote Marine Laboratory & Aquarium in St. Armands Circle, where sea turtles, manatees, and sharks are on display. If you want more nature, check out the Crowley Museum and Nature Center, a 190-acre wildlife sanctuary, and the Marie Selby Botanical Gardens, a lush, 11-acre bay-front setting with more than 20,000 plants.

Art connoisseurs of every kind will discover that the art scene in Sarasota is just as vibrant as it is diverse! Experience world-class opera performances at the Sarasota Opera House, or watch the dancers of the Sarasota Ballet, glide gracefully across the stage. The Asolo Repertory Theatre is Florida’s premier professional theatre and hosts up to 15 different productions each year.

Take a walk on the wild side and see some of nature’s most gorgeous creatures at Big Cat Habitat & Gulf Coast Sanctuary. The adventurer in your family will love the Myakka River State Park for its ample opportunities for boating, fishing, kayaking, and tons of other outdoor activities. 

Annual Events


There’s always something fun happening in Sarasota. The action starts in April during the popular Sarasota Film Festival. Independent filmmakers, actors, and directors converge on the town to showcase 200 hundred films over this ten-day event. Also in April is the Siesta Fiesta in nearby Siesta Key. You can also check out a spring training game for the Baltimore Orioles in April/March. 

Restaurants and Bars


Hungry? Sarasota restaurants have whatever you need. Start with Dolce Italia which is an upscale Italian restaurant that serves some of the best risotto you’ll ever have. End the meal with a sweet, light tiramisu. French fusion spot Antoine’s Restaurant combines French with Belgian cuisine and offers an incredible array of adventurous dishes. If your group is craving seafood, Veronica Fish & Oyster is the spot. If you’re looking for fresh seafood but with a more casual atmosphere, try Duval’s and the shrimp Po Boy. Owen’s Fish Camp has the best fish sandwiches and pecan pie, while the Screaming Goat serves up homestyle favorites like short rib tacos and cheesy tots.

When the sun goes down, the Sarasota nights heat up. Check out the two dozen daiquiri flavors available at the Daiquiri Deck which has one of the most beautiful ocean views in the area. The Beach Club is by far the most popular bar in Sarasota, and you should stop in for one of the themed events they throw. Lastly, located in Downtown Sarasota, Pangea Alchemy Lab isn’t your typical bar or cocktail lounge. This speakeasy tucked inside a sandwich shop is pouring unique libations like boozy cereal and their famous Blue Mule. 

Why you should book a Sarasota vacation rentals by owner on FloridaRentals.com


Booking a Sarasota beach rentals on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!



FAQ

How many vacation rentals are there in/around Sarasota?

There are 104 Sarasota vacation rentals available on FloridaRentals.com. From house rentals to condo rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Sarasota?

There are vacation rentals available in Sarasota for as low as $67 per night with an average price per night of $234.

Can I find a vacation rental in Sarasota?

Yes, you can find vacation rentals in Sarasota close to The RIngling, Mary Selby Botanical Gardens, and Mote Marine Laboratory. Don't forget to stop in to Myakka River State Park or St. Armand's Circle.

Do any vacation rentals in Sarasota have a pool?

Yes, there are 43 vacation rentals with a pool in Sarasota on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Sarasota vacation rentals on the ocean?

There are 8 oceanfront rentals in Sarasota available on FloridaRentals.com. Use our filters to search and book yours today!