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Sarasota Vacation Rentals

(140 rentals)
Sarasota House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautifully renovated and immaculate home with pool and dock Near St Armand's and Lido BeachNEW PROPERTYWelcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in March 2025, everything inside and outside this home...

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$1,393
avg per night
New
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautiful home is brand new inside! It features 2 family rooms and a split floor plan that makes it perfect for families or 2 couples. Enjoy the morning breeze by the screened -in pool. The family room and Master Suite have French doors that open to the pool. 4 miles to siesta key, 3 miles...

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$350
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

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 owned restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community...

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Featured review

"P E R F E C T I O N ️"

The previous reviews discussed this home and location perfectly! Our family has been fortunate to share this experience for more than ten years. That says we love everything about our home away from home....

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$213
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 Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Direct beachfront condo located on the desirable Crescent Beach at the southern end of Siesta Key. Views for miles of the sparkling gulf waters, white sand and Point of Rocks from all rooms. An open and spacious floor plan, generous balconies, washer/dryer in the condo. Covered parking and elevators all...

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$522
avg per night

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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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$107
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 House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

OPEN FOR RENT AFTER HURRICANE You'll really enjoy this vacation home. This very spacious 3 bedroom, 2 bath home has plenty of room in the living, dining, and pool deck . This recently renovated ranch style is in one of the most desirable locations in Sarasota! Nestled in the quaint area of Gulf Gate....

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$293
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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$175
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 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 this quaint...

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$103
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 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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Sarasota House
Sleeps 8, 4 bedrooms, 4 bathrooms
3 reviews

Distance to beach: 0.1 miles to Lido

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

St. Armand's Canal-Front Pool Home steps to the beach!This gem, ranch style home estate has been completely rebuilt and remodeled in 2015 from the frame including all new finishes inside and out. With fresh, coastal Old-Florida decor, it is in one of the most desirable locations on the west...

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$1,091
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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$214
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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$114
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 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

"2nd time renting…fabulous!"

This is the 2nd time we were renting this condo and couldn’t be more happier. We stayed this time for 3 months ( November through January 2026). We enjoyed the Christmas parade in December, downtown Sarasota...

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$90
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

. Looking for a family friendly, modern and spacious open floor plan where the kitchen opens to the living and dining area allowing your loved ones to unwind and spread out then look no further. Welcome to Cozy Cottage, close access to Sarasota's best beaches including the #1 rated Siesta Key...

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$195
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 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 7 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • 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, community...

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Sarasota Condo
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes...

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$855
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 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

"Very nice Condo"

Condo is very clean well furnished washer dryer in the unit Looks cation is close to stores 20 min drive to beach which was great enjoyed our stay Our Hosts Bill and Katherine made it a very...

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$117
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 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 House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Brought to you by Pier Property Management. Get ready to immerse yourself in the coastal vibe and everything the gulf beaches have to offer. This charming 1/2-acre home located in one of Sarasota's most desirable communities features 4 bedrooms, 3 full baths and an enclosed caged pool with a white...

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$371
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 1 bathroom
12 reviews

Distance to beach: 0.5 miles to Turtle Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Looking for the perfect vacation rental? Weekly? Monthly? or for the Season? This 2 bed /1 bath 3rd floor condo has just been freshly painted with a brand new kitchen and new flooring. Features a queen size bed in one room & a KING in the other room. Large granite island in the fully equip kitchen...

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Featured review

"The Perfect Vacation"

We just finished a week stay at this beautiful condo. Location is perfect, the view from the balcony shows the pool, river, and ocean. Condo was very clean and was the perfect size. The kitchen island and...

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$214
avg per night
Sarasota House
Sleeps 12, 5 bedrooms, 5 bathrooms
8 reviews

Distance to beach: 0.1 miles to Lido

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfortably sleeps (8) in beds, and has T.V.'s in the family room and living room for when the family is not enjoying the caged pool and spa. Professionally decorated, quality...

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$800
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Portable putting green and safe ax...

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$408
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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$147
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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$155
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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$105
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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$108
avg per night
Sarasota House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Located in the heart of Sarasota, less than ten minutes to Siesta Key Beach and Downtown Sarasota, completely renovated home has it all. Ranch style has tall ceilings, modern kitchen, open layout. Four bedrooms to choose from . A spacious master bedroom and a spa like bathroom that has a soaking tub and...

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$329
avg per night
Sarasota House
Sleeps 14, 5 bedrooms, 4 bathrooms

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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$874
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Longboat Key

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for...

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$376
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 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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$171
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key/Crescent Beach

Key Amenities

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

About this property

This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from...

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Featured review

"Newly Remodeled, Super Clean!"

We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely...

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$303
avg per night
Sarasota House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 8 miles to Lido Key

Key Amenities

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

About this property

* New Resort Style Backyard!Welcome to Saltwater Siesta — a family favorite near IMG Academy and the Gulf’s top white-sand beaches! Enjoy the new resort style outdoor space! Lounge by the heated (no heating fee!) saltwater pool, play mini putt, bocce, frisbee golf, yard and pool games....

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$511
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

The house is a bright, newer construction (in 2011) 3 bedroom , 2 1/2 bath home near the Siesta Beaches. This property is nestled in a quiet community a 15 minute walk from the white sands of Siesta Key's Crescent Beach and 3 blocks from the shops, restaurants and boat rentals of Stickney Point Bridge...

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Featured review

"Home away from home"

Our family has enjoyed this property several times. It is welcoming for many reasons from cleanliness, comfortable bedding and great room furniture to offering any cookware desired for preparing your favorite...

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$223
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Lido Beach and St Armand's Beach houseNEW PROPERTYDreaming of sunshine, beautiful sandy beaches, and warm turquoise Gulf waters? Your airy and bright 3-bedroom, 2-bathroom Lido Beach paradise is ready to make that dream come true! Located at 180 Emerson Drive, Sarasota, FL, this charming...

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$456
avg per night
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DECEMBER
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FAQ

How many vacation rentals are there in/around Sarasota?

There are 140 Sarasota vacation rentals available on FloridaRentals.com. From condo rentals to house 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 $50 per night with an average price per night of $229.

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 41 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 26 oceanfront rentals in Sarasota available on FloridaRentals.com. Use our filters to search and book yours today!