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Monthly Rentals in Sarasota

(84 rentals)

Are you looking for a sunny getaway? Our monthly rentals in Sarasota, Florida, offer the perfect escape. Whether you're seeking a winter retreat or a long-term stay, Sarasota has it all. From stunning beaches to vibrant cultural scenes, there’s something for everyone.

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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$131
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Relax in this enchanting, fully renovated pool home in Sarasota’s Forest Lakes community—just 15 minutes from Siesta Key Beach. AVAILABLE for 30-DAY MINIMUM STAYS with 1–3–6–9-month options. This furnished 3-bed, 2-bath retreat sleeps 8 and offers a bright open layout, porcelain...

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$500
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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$259
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
New
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Escape to this coastal-chic Sarasota retreat, minutes from the world-famous sands of Siesta Key. This bright, open-concept 3br/2ba single family home features modern finishes, a chef-ready kitchen, and breezy living spaces perfect for families. Relax in the private, lush backyard or explore nearby Gulf...

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$100
avg per night

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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 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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$67
avg per night
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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$835
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.4 miles to Crescent Beach

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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$200
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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$60
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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$129
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 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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$280
avg per night
New
Sarasota House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

**Welcome to your perfect vacation retreat!** This beautiful 4-bedroom, 3-bath home offers a light-filled, open-concept floor plan designed for comfort, relaxation, and entertaining.The thoughtfully designed multi-level layout provides plenty of space and privacy for everyone. The **upper level features...

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$625
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
New
Sarasota House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Stunning waterfront home located on popular Lido Key. Situated directly on the picturesque canal, this home is perfect for boating enthusiasts or anyone who appreciates the beauty and serenity of waterfront living. Get ready to enjoy your days lounging by the pool, sitting around the outdoor fire pit,...

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$875
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

****NEXT AVAILABLE LEASE DATE: June 27, 2026 ($2,200 per mo. reflects June 27th-Dec. 31 2026 dates)****($3,975 Jan., April & May 2027) *2 MONTH MINIMUM & 6 Month Max, No Pets & No Trucks***Serene, Spacious, & Clean, centrally located in Sarasota & in the beautiful Village Brooke,...

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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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$73
avg per night
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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$65
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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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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$169
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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$140
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

**2-Week Minimum Stay Required**Escape to this beautifully renovated waterfront retreat on Longboat Key. This spacious 2-bedroom, 2-bath home features an open-concept design, designer coastal décor, and a gourmet kitchen with a large island, wine cooler, and premium finishes throughout. Both...

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$375
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
  • Pet friendly
  • 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 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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$100
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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$300
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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$394
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 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

"Like your home away from home"

This was our second year staying here. It's like a Goldilocks house...Not too big, not too small, it's just right! Like a favorite pair of slippers, it truly feel like home. It is very close to beaches...

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$180
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

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, 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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$143
avg per night
Sarasota House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Very inviting home with pool, fenced yard and simple walk to St Armand's Circle.A Jewel on St. Armands Circle! The location makes this spacious 3BR+Casita/3BA with a private pool in a botanical setting a perfect month long vacation spot. This residence has it all for those who want to be right...

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$448
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 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
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