Monthly Rentals in Sarasota

(76 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.

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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

$195

avg/night

$195
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

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 Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 2 Bathrooms
2 reviews

Distance to beach: 50 yards to Lido Beach

$286

avg/night

$286
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool
  • Rentals by owner

About this property

HURRICANE UPDATE, October 29, 2024 Having a condo on the ground floor directly on the beach is always a fantastic thing. But this year with hurricanes Helene and Milton, its been a challenge. Hurricane Helene storm surge caused 3 inches of water to enter our unit. In addition, Milton tore up the ...

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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 Condo
2 BR | 2 BA | Sleeps 3 | Quick View
Sleeps 3, 2 Bedrooms, 2 Bathrooms
5 reviews

Distance to beach: 14 miles to Siesta Key Beach

$174

avg/night

$174
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

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 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

$286

avg/night

$286
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

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 | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 1 Bathroom
1 review

Distance to beach: 4 miles to Siesta Key Beach

$195

avg/night

$195
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

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 Condo | On the beach
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 Bedrooms, 3.5 Bathrooms

$1237

avg/night

$1,237
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

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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Property Type

Sarasota Condo

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms
owner special
Owner special: Enjoy 15% off December!

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

$288

avg/night

$288
avg per night
Owner special:
Enjoy 15% off December!

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

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
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 Bedrooms, 2 Bathrooms

$203

avg/night

$203
avg per night
View Details

Key Amenities

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

About this property

Welcome to 3180 Dividing Creek, a stunning rental property located in the beautiful city of Sarasota, Florida. This spacious home offers an ideal blend of comfort, style, and convenience, making it the perfect choice for your next getaway. Featuring 4 bedrooms and 2 bathrooms, this property provides ...

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Property Type

Sarasota House

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Sarasota Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 2 Bathrooms
1 review

$325

avg/night

$325
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Lido Key is the ultimate spot for your tropical vacation. This amazing condo is in a gated community at the Southern end of Lido Key. Just steps outside the door you will be on the luxurious sugar sand beach with spectacular views of multiple islands on the Gulf. On the property you will also find a private ...

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Property Type

Sarasota Condo

Featured review

"A little piece of paradise"

First time being snowbirds and we couldn’t have picked a nicer place. Situated right on Lido Key Beach. The condo was great and had everything we needed. Walked out the back door and we were just steps ...

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms

$243

avg/night

$243
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

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 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

$294

avg/night

$294
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

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 Apartment
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 Bedroom, 1 Bathroom
3 reviews

Distance to beach: 2 miles to Lido

$214

avg/night

$214
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

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
3 BR | 2.5 BA | Sleeps 12 | Quick View
Sleeps 12, 3 Bedrooms, 2.5 Bathrooms

$352

avg/night

$352
avg per night
View Details

Key Amenities

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

About this property

Very nice & Spacious 3 bedms/2.5bathms home with heated swimming-pool in Euclid Ave. Near beaches (15min) and downtown (5min) and Shopping St Armand Cir (15 min). Perfect for family and friends. Modern comfort renovated with a large garden Near to Yoder's Fresh market and Arlington park (playing ...

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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
3 reviews

$306

avg/night

$306
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

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 House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 Bedrooms, 3 Bathrooms
10 reviews

$465

avg/night

$465
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

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 Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 Bedroom, 1 Bathroom
3 reviews

Distance to beach: 3 miles to Siesta Key

$120

avg/night

$120
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

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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Property Type

Sarasota Condo

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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Sarasota Villa
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 Bedrooms, 2 Bathrooms
9 reviews

Distance to beach: 2 miles to Siesta Key and Turtle

$146

avg/night

$146
avg per night
View Details

Key Amenities

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

About this property

Quiet, private and pet friendly 2 bedroom, 2 bath, in Gulf Gate just 4 minutes to Siesta Key and her Beaches! All Florida (12% state & bedding) taxes are 'included' in rental the fee. THERE ARE NO OWNERS FEE OR SERVICE FEES. Be Our Guest...very quiet, clean and comfortable non-smoking ...

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Property Type

Sarasota Villa

Featured review

"Nice place in a comfy neighborhood"

We appreciated the chance to try a new Snowbird spot this year. Amy’s place is convenient to some shops and a modern library nearby. Also great to have the paved Legacy Trail and mellow Gulf Gate streets ...

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Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 2 Bathrooms

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

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 TV with Hulu-live TV Master Suite with king bed, ...

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Property Type

Sarasota House

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Sarasota House | On the beach
3 BR | 3.5 BA | Sleeps 7 | Quick View
Sleeps 7, 3 Bedrooms, 3.5 Bathrooms
3 reviews

$376

avg/night

$376
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Rentals by owner

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

$207

avg/night

$207
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool

About this property

Welcome to your fully furnished, Downtown Mid-Century Modern-meets-Art Deco Masterpiece, in historic Gulfstream Towers! Located both directly across from the Marina, and right off Main Street, this Turn-Key gem is footsteps from all the best dining and shopping options downtown. Designed with a bright ...

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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
3 reviews

Distance to beach: 5 miles to Siesta Key

$285

avg/night

$285
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

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 House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 Bedrooms, 3 Bathrooms

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

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 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms

$133

avg/night

$133
avg per night
View Details

Key Amenities

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

About this property

SEASONAL RENTAL 4 MONTH MINIMUM AVAILABLE NOVEMBER 1 THROUGH APRIL 30 ***Pay in full discount*** $150.00 fee for background check(tenant pays) The owner will not be in Florida until October 11 for showings if required. Welcome to Summerwind, a peaceful oasis close to downtown Sarasota. ...

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Property Type

Sarasota Condo

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Sarasota House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 2 Bathrooms

$171

avg/night

$171
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Arlington Hurricane Block Home with 2 Bedroom, 2 Bath home with "extra room" for sleeping, office, movie watching, etc. Remodeled bathrooms, bedrooms, new air conditioner, water heater, washer/dryer, vinyl plank waterproof flooring throughout. Owner uses this home as well.

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Property Type

Sarasota House

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Sarasota Cottage
Studio | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 0 Bedrooms, 1 Bathroom
32 reviews

Distance to beach: 0.5 miles to 10 minute walk

Inquire for rates

Inquire for rates

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

F & F represents "Friends & Family" and we work hard in these times to make a retreat to go to which we all need that. This property is our year-round Homestead property. Somethings like privacy you won't find anywhere else. Many years we have been using Cleaning Product Mixtures ...

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Property Type

Sarasota Cottage

Featured review

"Very nice cottage"

Our host Cynthia has thought of everything anyone could need. Excellent location. We booked for next year

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Sarasota Studio
Studio | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 0 Bedrooms, 1 Bathroom
1 review
last minute deal
LAST MINUTE DEAL 11/4 - 12/16: January still available due to cancellation,$2100/month ALL-IN.No other hidden fees. Don't Miss Out!

Distance to beach: 2 miles to Crescent Beach

$81

avg/night

$81
avg per night
Offer for: Nov 4 - Dec 16:
January still available due to cancellation,$2100/month ALL-IN.No other hidden fees. Don't Miss Out!

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

High Season Special: January $2100/month, all-in. Extra Multi-month discounts available! No hidden fees. Discount available if booking more than 1 month. Beautiful comfortable Studio fully furnished with washer/dryer in the unit. Located in a quiet street in the popular Gulf Gate neighborhood , ...

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Property Type

Sarasota Studio

Featured review

"Spacious and Charming !!!!"

Maite's place is really clean ,spacious and convenient everywhere .The studio is well taken care of .Maite promptly responded to any request .We enjoy our stay during our time in Siesta Key !!!

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DEAL
Sarasota House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 2 Bathrooms
3 reviews

$292

avg/night

$292
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

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 BA | Sleeps 9 | Quick View
Sleeps 9, 3 Bedrooms, 3 Bathrooms
5 reviews

$321

avg/night

$321
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

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 | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 Bedrooms, 2 Bathrooms

$264

avg/night

$264
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

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

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Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 2 Bathrooms

Distance to beach: 3 miles to Lido Beach

$119

avg/night

$119
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

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

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms
1 review

$325

avg/night

$325
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

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 | On the beach
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.

$103

avg/night

$103
avg per night
View Details

Key Amenities

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

About this property

NOTE, SPECIAL LOW RATE FOR NOV 2024 WHICH IS AVAILABLE. 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 ...

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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 House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms
14 reviews
owner special
Owner special: SALE..DECEMBER month $2900 or 3 weeks $2100 or 2 weeks $1500. All taxes included, Pet Friendly!

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

$114

avg/night

$114
avg per night
Owner special:
SALE..DECEMBER month $2900 or 3 weeks $2100 or 2 weeks $1500. All taxes included, Pet Friendly!

View Details

Key Amenities

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

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

"Amazing!"

Great clean place! Perfect! Pet friendly! Have everything! Beautiful yard and pool! Great communication

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Sarasota Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 Bedroom, 1 Bathroom
4 reviews
last minute deal
LAST MINUTE DEAL 12/1 - 12/10: Last minute available winter retreat in Sarasota, walking distance to shops, restaurants and bay

Distance to beach: 2 miles to Siesta Key beach

$141

avg/night

$141
avg per night
Offer for: Dec 1 - Dec 10:
Last minute available winter retreat in Sarasota, walking distance to shops, restaurants and bay

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

OUR RATES: January $3900 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 plus special rate *Boutique-style condominium community ...

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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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DEAL
Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms
3 reviews
last minute deal
LAST MINUTE DEAL 12/1 - 12/10: Last minute available winter retreat in Sarasota walking distance to shops, restaurants and bay!

Distance to beach: 1 miles to Siesta Key

$115

avg/night

$115
avg per night
Offer for: Dec 1 - Dec 10:
Last minute available winter retreat in Sarasota walking distance to shops, restaurants and bay!

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

OUR RATES: December 2024 $2500 January 2025 $4600 February-March 2025 $5200 April 2025 $3900 *Calendar months only. *Ask for our 6-month plus special rate *Pet Friendly, Community pool and gym,boutique-style condominium ...

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Property Type

Sarasota Condo

Featured review

"A Year to Enjoy"

I have had the opportunity to stay at The condos here on S.Osprey Ave in 1 bedroom and 2 bedroom condos, both were wonderful!! . For a year I was able to stay in condo 102A it is a two bedroom two bath ...

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DEAL
Sarasota House
2 BR | 3 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 3 Bathrooms
2 reviews

$377

avg/night

$377
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

To view complete details call This home is a beautiful waterfront beach bungalow located on Little Sarasota Bay on the desirable and less congested location of South Siesta Key, Sarasota FL. This sanctuary is within walking distance of the public amenities of Turtle Beach, the Tiki Hut Pub, Bayfront ...

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Property Type

Sarasota House

Featured review

"Perfect getaway!"

This house and grounds were AMAZING! The decks, dock, and gliders were relaxing and quiet-we enjoyed the bird watching and saw dolphins on our last day! Turtle Beach is nice-not quite Siesta Key sand, ...

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Sarasota House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 Bedrooms, 2 Bathrooms

$257

avg/night

$257
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Fantastic vacation spot with a luxurious screened in private heated pool - this spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St Armand's Circle ...

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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

$83

avg/night

$83
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

SIX MONTH MINIMUM LEASE.Available starting 4/10/2024. Ability to extend rental through 12/31/2024. This fully furnished, move-in-ready, top floor 2BR/2Bath, 1365 SqFt condo, in the beautiful Orchid Oaks complex is available from 4/10/2024 through 12/31/2024. Monthly rent includes: water, internet, ...

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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
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 Bedroom, 1 Bathroom
3 reviews

$104

avg/night

$104
avg per night
View Details

Key Amenities

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

About this property

HURRICANE HOUSING NOV. THRU DEC. 31st. AVAILABLE JAN. 1st through April. All winter. Tucked behind Bobby Jones Golf Course you will discover One of Sarasota's Best Kept Secrets! "The Hideaway" Uniquely Designed Villa Overlooking the Golf Course, Pool. Private, Screened Courtyard, ...

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Property Type

Sarasota Condo

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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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 2 Bathrooms
3 reviews

$126

avg/night

$126
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

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 Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 1 Bathroom
2 reviews

$124

avg/night

$124
avg per night
View Details

Key Amenities

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

About this property

Newly renovated 2br/1ba, 980 sqft, 2nd floor condo in the Sienna Park, Sarasota, Fl.

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Property Type

Sarasota Apartment

Featured review

"Siesta Key"

Wonderful location right close to the beach. Lovely and well stocked with whatever you need. Tami was great!

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Sarasota Condo
2 BR | 1.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 1.5 Bathrooms
1 review

Distance to beach: 5 miles to Siesta Key Public Beach Access

$124

avg/night

$124
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery ...

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Property Type

Sarasota Condo

Featured review

"Cozy"

We had a wonderful stay in this beautifully decorated and updated condo. Enjoyed the pool. The place was quiet and close to the beach. The owner was very friendly and accommodating. We loved it so much ...

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Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 2 Bathrooms
7 reviews

Distance to beach: 5 miles to Siesta Key Beach

$236

avg/night

$236
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

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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Property Type

Sarasota Villa

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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Sarasota Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 Bedrooms, 1 Bathroom

Distance to beach: 4 miles to Siesta Key Beach

$126

avg/night

$126
avg per night
View Details

Key Amenities

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

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

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms

Distance to beach: 4 miles to Siesta key

$81

avg/night

$81
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery ...

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Property Type

Sarasota Condo

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Sarasota Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 Bedrooms, 3 Bathrooms

$875

avg/night

$875
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

exquisite furnishings, Ritz Managed building, Ritz membership access included. This home is brand new to our rental options so book quickly before its filled. Ritz-Carlton Managed "The Beach Residences" southeast corner residence is desirably positioned to capture the stunning Sarasota Bay ...

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Property Type

Sarasota Condo

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Sarasota House
3 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 3 Bedrooms, 1 Bathroom

Distance to beach: 3 miles to Siesta Key Beach

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

Your own private home surrounded by tropical landscaping. Newly remodeled, 2 story air- conditioned/heated house. 2 bedrooms, loft/game/3rd bed room, 1 bath, full kitchen, dining room, living/TV room, sun-room, laundry room. Lush tropical landscaped, fenced in private courtyard. 500 sqft outdoor ...

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Property Type

Sarasota House

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Sarasota House
3 BR | 2.5 BA | Sleeps 7 | Quick View
Sleeps 7, 3 Bedrooms, 2.5 Bathrooms

$365

avg/night

$365
avg per night
View Details

Key Amenities

  • Pet friendly
  • Private pool

About this property

Welcome to this beautiful remodeled 3 bedroom/ 2.5 bath home. This amazing location is just over the south bridge to Siesta Key's white powder beach, shopping, dining. With an oversized fenced-in backyard, it offers great privacy for those with a small dog. Beautiful new flooring, new kitchen/bathrooms, ...

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Property Type

Sarasota House

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Sarasota House | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 2 Bathrooms

$197

avg/night

$197
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront

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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Property Type

Sarasota House

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Sarasota House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 Bedrooms, 3 Bathrooms

$701

avg/night

$701
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

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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Property Type

Sarasota House

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Sarasota Vacation Rentals

Monthly Rentals in Sarasota

Your Perfect Monthly Rental Awaits

Explore a diverse selection of monthly rentals tailored to meet your needs. Whether you prefer a cozy condo close to the vibrant downtown or a spacious home near the tranquil beaches, Sarasota has a variety of options to choose from. Enjoy the flexibility and comfort of a long-term rental in this beautiful coastal city.

Why Rent Monthly?

Cost Savings: Monthly rentals often come with discounted rates compared to short-term stays, making it more economical for extended vacations or work assignments.

Flexibility and Comfort: Renting monthly allows you to settle into a routine and truly experience the local lifestyle. Enjoy the comfort of a home-like environment with all the amenities you need for a long-term stay.

Stress-Free Living: With a monthly rental, avoid the hassle of frequent check-ins and check-outs. Unpack, relax, and fully enjoy your time in Sarasota without the constant need to move.

Community Feel: Staying longer helps you become part of the community. Get to know the locals, find your favorite spots, and feel more at home in Sarasota.

Book Your Monthly Rental Today

Don’t miss the chance to stay in one of the most desirable locations in Florida. Browse our listings for monthly rentals in Sarasota and find the perfect place for your extended stay. With a variety of options to choose from, you’re sure to find a rental that fits your needs and makes your stay in Sarasota unforgettable.

Plan Ahead

Thinking about next year? Secure your spot now for seasonal rentals and ensure you get the best accommodations for your stay. Whether you’re planning a winter escape or a long-term summer visit, booking early guarantees you the perfect rental.

Amenities and Perks for Longer Stays

Furnished Rentals: Fully furnished rentals include a kitchen and all the amenities you need to live comfortably for a month or longer.

Flexibility You Need: Choose your exact move-in and move-out dates and easily book online without any additional commitment or paperwork.

Simple Monthly Prices: Enjoy special rates for long-term vacation rentals and a single monthly payment without additional charges.

Work-Friendly Spaces for Digital Nomads: Find long-term stays with high-speed Wi-Fi and dedicated working spaces, perfect for traveling professionals.

Popular Amenities for Monthly Rentals

🥘 Kitchen
📶 Wi-Fi
🐾 Pet friendly
💻 Laptop-friendly workspace
🚗 Free parking on premises

Monthly Rentals in Sarasota for Any Type of Traveler

Discover the Perfect Monthly Rental for Your Group

Planning a getaway with a medium-sized or large group in Sarasota? Our selection of monthly rentals includes spacious homes designed for groups of 8 or more people. Find the ideal accommodation complete with private pools, large kitchens, and ample space to relax and enjoy. Explore options with 7+ bedrooms and multiple bathrooms to ensure everyone has room to unwind.

Family-Friendly Monthly Rentals

Looking to plan a large family trip? Sarasota offers numerous family-friendly monthly rentals equipped with amenities like private pools, game rooms, and hot tubs. Enjoy activities such as biking, swimming, hiking, and more. Find roomy rentals that can comfortably house a large family with five or more beds and multiple bathrooms. Start your search now to find the perfect family-friendly rental in Sarasota.

Romantic Getaways for Couples

Browse our best offers for couples seeking a private getaway in Sarasota. Enjoy relaxing activities like hiking, swimming, and biking. Our romantic monthly rentals come equipped with jacuzzis, spas, and picturesque views of Sarasota's beautiful scenery. Plan your couple's retreat and find the perfect place to create unforgettable memories.

Winter Getaways and Snowbirds

Winter Retreats in Sarasota

Escape the cold and enjoy the warmth of Sarasota during the winter months. Our monthly rentals are perfect for snowbirds looking to spend the winter in a sunny and pleasant climate. With average temperatures ranging from the mid-60s to mid-70s Fahrenheit, Sarasota offers an inviting escape from the winter chill.

Why Sarasota is Perfect for Snowbirds

Ideal Climate: Enjoy mild and comfortable weather throughout the winter, perfect for outdoor activities and relaxation.

Community Atmosphere: Join a vibrant community of fellow snowbirds and enjoy social activities, clubs, and events designed for winter visitors.

Healthcare and Amenities: Sarasota is well-equipped with top-notch healthcare facilities, senior-friendly amenities, and services to ensure a comfortable stay.

Recreational Opportunities: From golfing and fishing to leisurely walks on the beach, Sarasota offers a variety of recreational activities to keep you active and entertained.

Book Your Winter Stay Now

Secure your winter retreat in Sarasota by booking one of our monthly rentals. Enjoy the best that Sarasota has to offer and make your winter getaway a memorable experience. Explore our listings and find the perfect home away from home for your winter escape.

Enjoy Beach Activities in Sarasota

Sarasota boasts some of the most beautiful beaches in Florida, making it a paradise for beach lovers. When you stay in one of our monthly rentals, you'll have easy access to a variety of beach activities:

  • Swimming and Sunbathing: Relax on the soft, sandy shores and take a refreshing dip in the Gulf of Mexico's warm waters.
  • Beachcombing: Stroll along the coastline and discover an array of shells and other treasures washed ashore.
  • Water Sports: Try exciting water sports like jet skiing, paddleboarding, and kayaking.
  • Fishing: Cast a line from the shore or book a deep-sea fishing excursion to catch a variety of fish.
  • Beach Picnics: Enjoy a picnic with a view, as you dine al fresco with the sound of the waves in the background.
  • Sunset Watching: Sarasota is famous for its breathtaking sunsets. End your day by watching the sun dip below the horizon, painting the sky with vibrant colors.

Seasonal Information about Sarasota Monthly Rentals

💰 Highest rates: In March
🎉 Busiest month: January
🏠 Popular home types: Condo and House rental
🔥 Hottest months: July and August
❄️ Coldest months: January and December
Rainiest months: June and August
🌺 Best months for flowers: April and May
🌴 Peak tourist season: December to April
🍂 Quietest months: September and October
🌊 Best beach months: April and May
🏌️ Best golfing months: November to April
🎨 Top cultural events: Sarasota Film Festival (April), Sarasota Music Festival (June)
🍽️ Best dining months: January to March (Restaurant Weeks)
🦋 Nature activities peak: March to May (Butterfly watching and bird migrations)
🛶 Water sports season: June to September
🏖️ Best months for shelling: May and June
📅 Local festivals peak: December to April

Explore our listings today to find the perfect monthly rental in Sarasota, Florida, and make the most of your beachside getaway!