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Cheap Vacation Rentals in Sarasota

(68 rentals)
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Newly renovated 1 bedroom 1 bath condo. West of the trail just north of stickney point. 3/4 of a mile from the south bridge to siesta key. New bathroom and walk in shower. Brand new kitchen and appliances. Laundry facilities on property. Second floor unit. Small storage closet

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$50
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

For less than you would pay for a small 3 star hotel room, you can rent our turn-key furnished condo overlooking Bobby Jones golf course. NO hurricane damage. Up 5 steps from your enclosed stone lanai to your wood deck. Available today at off season rates. One month minimum.Tucked behind Bobby...

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Featured review

"Condo"

We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.

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$55
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful, fully furnished condo has a spectacular view of the Golf Course at the Palm Aire Country Club. Sitting on the comfortable lanai is a relaxing way to have your morning coffee or to unwind after a day of activities. The living room/dining room combination is beautifully and comfortably...

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$65
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 2 miles to Siesta Key beach

Key Amenities

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

About this property

OUR RATES:May -November $1999 December $3000 January $4200 February-March $4500 April $2500*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month plus special rate *Boutique-style condominium community that offers:WELCOME...

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Featured review

"1 Bed/1 Bath Oasis on Osprey"

We stayed here for a clinical rotation from July - October at the Oasis on Osprey. It was truly a wonderful experience. Ana was always so helpful and attentive whenever we needed something. The area surrounding...

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$67
avg per night
New
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

AVAILABLE FOR ANNUAL, SEASONAL, OR MONTHLY LEASE! Enjoy peaceful, resort-style living in this beautifully updated first-floor 2BR/2BA condo in the gated Stoneybrook Golf & Country Club community. Fully turnkey and tastefully furnished, this home offers serene long views of the golf course, sparkling...

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$67
avg per night

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Sarasota Condo
Sleeps 2, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Siesta key,Longboat key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely, serene community convenient to shopping, restaurants, beaches, (Siesta Key, Lido Beach, Longboat Key, and Anna Maria Island), Sarasota Airport, cultural and artsy downtown Sarasota, and St. Amand's Circle. Many activities abound in this beautiful area for all ages. You are between 5 and 20...

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Featured review

"Wonderful time!"

Our month of June in this condo was fantastic! Loved sitting on lanai watching all the wildlife and... resident alligators I guess!...throughout the day. We visited beaches from Anna Maria to Siesta Key......

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$72
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Siesta Key

Key Amenities

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

About this property

OUR RATES:April 2026 $3000 May-November 2026 2025 $2250 December 2026 $3000 January 2027 $4500 February 2027 $5000 March 2027 $5500*Calendar months only. *Ask for our 6-month plus special rate *Pet Friendly, Community pool and gym boutique-style condominium community that offers:WELCOME...

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Featured review

"Great stay at Oasis on Osprey"

It was a pleasure working with Ana (and her husband). The unit was clean, modernized, and comfortable. The area was very nice, quiet, friendly neighbors and kept clean. Location was good, plenty of restaurants...

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$75
avg per night
Sarasota Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 2 miles to Siesta Key

Key Amenities

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

About this property

Stunning 2 bedroom 2 bathroom FIRST floor condo in Ashton Lakes. An assigned carport is steps away from the front door. No worries about climbing any stairs. This beautiful 1356 square foot jewel has a newer kitchen with hardwood cabinets and granite counter tops along with newer appliances . There’s...

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Featured review

"Ashton Lake."

We very much enjoyed our winter vacation at Jeff & Jennifer’s Ashton Lake unit. The condo was very clean, updated and renter friendly. It has one of the best community pools that I have seen. Detwiler...

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$75
avg per night
Sarasota Townhome
Sleeps 5, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool

About this property

Welcome to 8525 Lunar Skye Street, a beautifully maintained 3-bedroom, 2.5-bathroom townhome in the highly sought-after area of Sarasota, FL. Offering 1,373 square feet of thoughtfully designed living space, this home is perfect for those seeking modern comfort and convenience in a prime location.As...

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$78
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

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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$83
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

Only 4 miles from Siesta Key, this charming second floor condo features 1 cozy bedroom with a queen bed. It is perfect for a wonderful getaway or a long stay. This is a very convenient location, with great stores, restaurants, and parks close by. This condo also features a balcony with a water view. The...

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Featured review

"Perfect Pet-friendly Beach Getaway"

Location was perfect! Short drive to Siesta Key and Turtle Beach! Pool was lovely and very well maintained. Especially loved the short drive to Bayfront Park downtown Sarasota! A great dog friendly park...

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$83
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

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

About this property

My wife and I are recently retired educators. We ARE NOT multiple rental property owners. We own this one condo and are snowbirds from Pennsylvania. Our place is newly remodeled floor to ceiling! The Oasis complex is a prime location in close proximity to downtown Sarasota, Siesta Village, & nationally...

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Featured review

"Perfectly located!"

We enjoyed a 3-month stay in Bellamar at Beachwalk. It’s close to everything - restaurants, grocery store within walking distance and Fort Myers Beach, Sanibel, Captiva, MN Twins/Boston Red Sox spring...

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$90
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Lido Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your home away should feel like home. This 2 bedroom 2 bath villa is smartly decorated and equipped with all the things necessary for comfort and practical living. Fully furnished with comfort in mind. The primary bedroom has a queen-sized bed, an en-suite bath, walk-in closet and sliders to the screened...

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Featured review

"Loved The Hidden Gem"

We loved our stay at the hidden gem! The kitchen is stocked with everything you need. Lots of towels, beach towels, and sheets. Supplies for a beach day are also provided. The location is great-very close...

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$93
avg per night
Sarasota Mobile home
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Key Amenities

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

About this property

Family friendly, beautiful vacation home rental at the best RV resort in sunny Sarasota!1 bedroom plus extra queen bed with privacy screen on lanaiGuest accessGuests have full access to the outdoor heated pool, bar, grill and restaurant. If guests so choose, they may participate in any on...

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Featured review

"Lovely home at Sun Outdoors!"

Sun Outdoors is such a fun place for any age. This home has been super cozy, has a washer/ dryer and golf cart. It is really adorable and has a large porch which increases the living space. The kitchen...

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$93
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Siesta beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your Sarasota adventure begins at this completely remodeled 2 bedroom / 2 bathroom FULLY FURNISHED condo. Spacious and serene in a park like setting. Centrally located only 6.5 miles from world famous Siesta Key beach. With a king bed and a twin trundle day bed guest will find comfort and relaxation in...

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$96
avg per night
Sarasota Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 7 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Serene, Spacious, & Clean, centrally located in Sarasota & in the beautiful Village Brooke, 1st Floor condo w/ 3 Bed., 2 Full Ba. is Fully Furnished & available for Rent. (Min. 2 mo. lease) This condo is well maintained inside & out; equipped w/ everyday essentials, as well as, having...

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Featured review

"Village Brooke is a great location"

Village Brooke's location gives easy access to all of the Sarasota area and is a very peaceful and well maintained development. The owners of this unit were super helpful in providing the extra items we...

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$96
avg per night
New
Sarasota House
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your cozy and centrally located home, a few minutes to Siesta Key, featuring the perfect home base for exploring Florida’s Gulf Coast. This comfortable 1-bedroom, 1-bathroom unit with two queen beds and a sofa bed sleeps up to 6 guests and offers convenient access to everything Sarasota...

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$99
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Siesta Keys

Key Amenities

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

About this property

Welcome to your stylish Sarasota retreat! This beautifully renovated 2-bedroom, 2-bathroom condo offers modern comfort and unbeatable convenience just minutes from the world-famous Siesta Key beaches. The primary bedroom has a king-size bed with an attached bath. The second bedroom has two queen-sized...

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Featured review

"This condo was a fantastic place to stay—comfortable, clean, and perfectly located for everything we needed."

We had a wonderful stay at this condo in Sarasota! It was exceptionally clean, comfortable, and perfectly located just across the north bridge to Siesta Key—making beach trips quick and easy. The condo...

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$99
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Lido beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Highly desirable unit at the luxurious Serenata Condominium Residencies. Spectacular split floor plan featuring 10' ceilings, large living room with dining room and fully equipped kitchen, 2 niece bedrooms with huge walking closets, beautiful lanai with extra storage, laundry room and more.

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Featured review

"Best "Home away from home"!"

We have stayed in this particular unit for the past 3 winters, and would return in a heartbeat if it were not for unexpected health issues this year, some of which are aggravated by stair climbing!! However,...

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$100
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms
18 reviews

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

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, ever.Be...

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Featured review

"Awesome location, close to everything a vacation needs"

Amazing home, awesome location just outside of Siesta Keys yet in a quiet and quaint subdivision in Gulf Gate.We stayed all of Feb 2026 and enjoyed every day there – wished we could’ve stayed longer. The...

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$103
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

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

About this property

Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate...

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Featured review

"Awesome place to stay"

We were in unit 146 and totally loved it. So clean and welcoming. Would definately rent again. Thank you!

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$111
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 14 miles to Siesta Key Beach

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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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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$111
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your dream vacation home in Sarasota! This exceptional 3-bedroom, 2.5-bath house in the peaceful Coral Cove neighborhood offers a perfect blend of comfort and convenience. Relax by the private pool, enjoy the open floor plan with granite countertops, stainless steel appliances, and new furnishings....

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$116
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Fully furnished, 2 bedroom, 2 bath condo located on the 18th hole of the meadows golf course . All utilities included. One month rental. Rents at $120.00 per day. 10 minutes to the airport, 5 minutes to UTC mall, 20 minutes to Lido beach and siesta key beach and 40 minutes from Nikomis and Anna Marie...

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$120
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Siesta Key

Key Amenities

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

About this property

The house has two bedrooms and two bathrooms, a full kitchen, living room and study space, inside it has washers and dryers, a large patio for relaxation, fenced all around, air conditioning and heating, hot water.Excellent property very close to Siesta Key Beach, known as the number one beach in the...

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$120
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Escape to Bee Lovely Farms — a certified organic, regenerative paradise nestled among majestic ancient oaks, a gentle creek, and a peaceful natural spring. This chemical-free haven (no synthetics, GMOs, or additives) offers the ultimate tranquil retreat to reconnect with nature, slow down, and experience...

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$120
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

A Florida style charming paradise cottage featuring a tropical oasis backyard with large in-ground pool and bar area. This home is fully furnished and conveniently located. Enjoy a newly renovated home that includes an updated kitchen, living room, bathroom and bedrooms, and new central air and roof....

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Featured review

"Fantastic Florida Cottage"

We just ended our stay at this charming Florida cottage and can’t wait to return next year. This two/three bedroom house is clean and comfortable and is located in an older quiet and friendly neighborhood...

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$123
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

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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Featured review

"Sarasota"

Excellent location close to everything. Clean, private patio. Eva was an excellent host, quick to respond to any questions. I would stay here again

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$124
avg per night
Sarasota Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

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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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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$124
avg per night
Last Minute Deal
Sarasota Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 11 miles to Siesta Key Beach

Key Amenities

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

About this property

Step into your relaxing getaway in beautiful Sarasota, Florida! This thoughtfully designed townhome offers the perfect blend of modern comfort, convenience, and charm—just a 20-minute drive to Siesta Key Beach, ranked the #1 beach in the U.S.With sleek fixtures, updated appliances, and warm...

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Featured review

"Sarasota rental property"

This was our first time booking with Florida rentals. This property was just what it showed. Clean, heated pool just a short walk . Host was good at communicating. Would go back again.

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$126
avg per night
Last Minute Deal
Sarasota Condo
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

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

About this property

Welcome to Your Stylish Siesta Key Retreat! Discover your oasis of comfort and style in the heart of Siesta Key—just minutes from the world-renowned Siesta Key Beach and the vibrant culture of Sarasota. This thoughtfully designed 2-bedroom condo perfectly blends modern elegance with laid-back coastal...

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Featured review

"Cozy 2 bedroom"

My husband and I stayed here with our dog.. overall we where pleased . Clean and comfortable nicely decorated but could use a new mattress in the master....also the shower curtain rod is rusted and needs...

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$126
avg per night
Sarasota House
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

a small studio condo: a fairly private bedroom (no door) and a sleeper sofa in the living room; best for 2, but sleeps 4. There is a very small screened balcony. The one bath has a shower. The guest section of the closet has hanging space, several shelves and drawers; the bedside tables have 4 compartments...

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$126
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 5 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Our house has a renovated kitchen with newer appliances including washer and dryer in the laundry area. The two bathrooms are also renovated. Our "American Dream" is decorated and prepared to make it feel as homely as possible.Bedroom 1 has a King bed which means that 3 can fit. In bedroom...

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Featured review

"Great stay!"

Our first time staying in Airbnb. Was very skeptical but because our friends stayed in this area, we decided to give it a try. Clean house! Large living room! Everything needed for dining is clean and...

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$131
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...

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$131
avg per night
Sarasota Apartment
Sleeps 3, 1 bedroom, 1 bathroom
6 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...

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$132
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

$3500 off season (May-October) - $4000 in season (November-April) 2/2 + Den/Office Fully Furnished in quiet established Beekman Place Community. Recently completely renovated. All new appliances including washer/dryer. 2 car garage. Private corner lot with mature trees, beautiful patio and fenced...

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$133
avg per night
Sarasota Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Experience elevated city living in this stunning residence nestled in Sarasota’s vibrant Rosemary District. Designed for those who appreciate style, comfort, and walkability, this home offers a perfect blend of urban sophistication and private tranquility.Step inside to soaring 11-foot ceilings...

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Featured review

"Cozy Jewel in heart of Sarasota"

We had an amazing stay at the property, location is super, just 5 minutes walk to restaurants, downtown and to rosemary district, also, the apartment has meticulous furnishing, very artsy, bright and...

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$134
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Wonderful 2 bedroom and 2 bath condo across the street from the beach. Your oasisNew Listing - Great RatesPopular Lido Towers Condominium on the First Floor. Spacious Front Corner Unit with 2 Bedrooms, 2 Baths, 1293 Sq Ft under Air with Large, Wrap Around, Screened Lanai. This is an Updated Condo...

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$135
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

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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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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$139
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Apr-Dec: $990/week, $2990/month Dec-Mar: $3500/week, $12,990/monthSPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi POOL AREA with LAKE-VIEW, KING BED, WOOD/Ceramic FLOOR (no carpets!) and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! -...

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$141
avg per night
Sarasota Mobile home
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Wood-Burning Fire Pit | Cable TVs With at-home conveniences and sought-after amenities at your fingertips, this well-appointed home is perfect for families looking to explore Sarasota! Bedroom: Queen Bed | Living Room: Queen Sleeper Sofa | Screened-In Porch: Queen Sleeper Sofa RESORT AMENITIES: Hot tub,...

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$145
avg per night
Sarasota Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Distance to beach: 4 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

This brand new comfortable apartment is full of light and fully furnished. The living area is sunny and is a great room design with an open kitchen. The bedroom is large and the bathroom is well designed with a walk in tiled shower. The location is sweet! Walkable to restaurants, and one block from...

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$145
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Newly renovated, professionally decorated, beautiful 2bd/2ba is fully furnished, all you need is your clothes, flip flops and toothbrush. Fully stocked with all necessary items to enjoy your stay. Heated pool, quiet neighborhood, small complex, friendly neighbors.

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Featured review

"Sarasota condo"

We were very impressed, just like home and very close to all our friends. Hopefully you’ll have us back next January!

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$145
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

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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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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$150
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 0.5 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Recently Redecorated Luxury Waterfront Condo – Perfect Couples’ GetawayEnjoy the ultimate Siesta Key escape in this beautifully decorated waterfront condo, complete with a private boat dock and slip for boats or jet skis. Ideally located, you can walk to the beach, village shops, top-rated...

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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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$156
avg per night
Sarasota House
Sleeps 4, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Fully renovated refined home! Perfect location to key attractions without the hustle and bustle of tourist attractions! The relaxing house offers 3 bedrooms and 2 1/2 baths. The master bedroom has a deluxe xl tempur pedic adjustable mattresses within a king frame. The master bedroom has marble double...

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$161
avg per night
Sarasota Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Famous Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Whether you’re escaping winter or seeking a new sun‑filled home retreat, Granada Bungalow is waiting and is ideal for seasonal renters or families looking for a beautifully maintained home in a friendly, pet‑friendly neighborhood and highly rated Southside School District. It’s where timeless...

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$163
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Beautifully furnished, spacious 3 bedroom 2 bath vacation home in the heart of Sarasota. Sunaire Terrace is a wonderful location offering close proximity to Downtown Sarasota, dining, nightlife, shopping, museums, arts and theatre. St Armand’s Circle is a short drive over the John Ringling Causeway,...

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$166
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Rare.... Experience the white sand of Siesta Key Beach in your toes without traffic and the cost. Lovely quiet updated condo on the ground floor at Stoneybrook Golf and Country Club only 15 minutes away from one the most pristine beaches in the US. We provide beach chairs and towels. Wine and dine on...

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$167
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Siesta Key Beach

Key Amenities

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

About this property

Newly renovated water view home - Walk to the beach, boat rentals, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic home, grab your beach gear and take a short walk or bicycle ride and you'll hit the beach. This rental is close to everything....

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Featured review

"Awesome stay at fisherman's cove"

Great place to stay not crowded once the construction is done this will be best plac3 on the island to stay

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$169
avg per night
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