Sarasota Vacation Rentals

(137 rentals)
booking message booking message

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Casamigos, a rare upscale jewel in a sea of vacation rentals. This beautiful, newly furnished 4 Bedroom (all King Beds) /3BA home offers an exceptional vacation experience for your family and friends.It begins with lavish tropical landscaping (Malaysian and Areca Palms, Bougainvillea) and ...

View all property information

Property Type

Sarasota House

"Highly recommend this host"

Beautiful home. It was spotless when we arrived. All the beds and pillows were extremely comfortable. The Host was very accommodating to all our needs all week. Outside pool and Tiki Bar were a big hit ...

See all reviews

Show less

Key Amenities

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

About this property

This location is close to downtown Sarasota, which means minimal drive time to: arts, music, dining, shopping, fitness trails, fishing, beaches, sunning, sporting events, this pretty much describes the ideal Florida vacation! We are honored that you would consider our house for your vacation. Sarasota ...

View all property information

Property Type

Sarasota House

Show less

$550

avg/night

View Details

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.

View all property information

Property Type

Sarasota House

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.5 miles to Siesta Key

$172

avg/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 ...

View all property information

Property Type

Sarasota Condo

"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 ...

See all reviews

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

3 bedroom/2 bath home located near the south bridge to Siesta Key.Bright and airy beach style decor with all new furniture. Light filled open format living room, dining room, kitchen. 65" flat screen smart TV with Hulu-live TVMaster Suite with king bed, walk-in closet, and bathroom with ...

View all property information

Property Type

Sarasota House

Show less

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 ...

View all property information

Property Type

Sarasota House

"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 ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 5 miles to Siesta Key

$285

avg/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 ...

View all property information

Property Type

Sarasota House

"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, ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

$100

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

This wonderfully, clean and modern condo is sure to please and is better than hotel living. 2 br/2 ba first floor condo in the beautiful sought after community of Ashton Lakes, this newly renovated unit is spacious and has a lake view in back & is steps away from the secondary heated salt water ...

View all property information

Property Type

Sarasota Condo

Show less

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 ...

View all property information

Property Type

Sarasota House

"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. ...

See all reviews

Show less

2 BR | 2.5 BA | Sleeps 4 | Quick View

Distance to beach: 11 miles to Siesta Key Beach

$169

avg/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 ...

View all property information

Property Type

Sarasota Townhome

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

$83

avg/night

View Details

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Beautiful First-Floor End Unit with Gourmet Kitchen in Summerside Community This stunning first-floor end unit, nestled in the picturesque Summerside community, boasts a completely renovated interior with modern upgrades throughout. The highlight of this home is its new gourmet kitchen, featuring stainless ...

View all property information

Property Type

Sarasota Condo

Show less

2 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 4 miles to Siesta Key Beach

$153

avg/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 ...

View all property information

Property Type

Sarasota Condo

Show less

Studio | 1 BA | Sleeps 2 | Quick View

32

Distance to beach: 0.5 miles to 10 minute walk

$110

avg/night

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. Somethings like privacy you won't find anywhere else. And We are open and ahead of the curve for COVID-19. No problem with distancing or the fact for many years ...

View all property information

Property Type

Sarasota Cottage

"Very nice cottage"

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

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

$80

avg/night

View Details

Key Amenities

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

About this property

Turnkey Furnished Short Term Rental. All Months are Available. Welcome home to this 2 bedroom,2 bathroom unit located in Carrington Place with its Heated Pool,Covered Parking,and Elevators. This slice of paradise sits in an incredible location. Only Minutes from Palmer Ranch. This coveted 3rd floor unit ...

View all property information

Property Type

Sarasota Condo

Show less

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 ...

View all property information

Property Type

Sarasota House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 50 yards to Lido Beach

Key Amenities

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

About this property

Beautiful ground floor condo directly on the Gulf of Mexico on a secluded section of Lido beach. No stairs or elevators to deal with! Kitchen, living area, and lanai completely redone in 2023.Enjoy spending your day on the beach or pool just a few short steps from the condo's porch. Relax ...

View all property information

Property Type

Sarasota Condo

"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. ...

See all reviews

Show less

3 BR | 2.5 BA | Sleeps 6 | Quick View

2

Distance to beach: 3 miles to Siesta Key

$427

avg/night

View Details

Key Amenities

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

About this property

Welcome to Magnolia House, the ultimate pool home where no amenity is overlooked. Guests comment that, “Jen has thought of everything.” Enjoy a meticulously appointed chef’s kitchen with 3 options of coffeemakers and a double air fryer to name a few highlights, an outdoor dining and ...

View all property information

Property Type

Sarasota House

Show less

Key Amenities

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

About this property

Welcome to our exquisite waterfront retreat in the heart of Sarasota! This fully-stocked private home is a true gem, boasting 3 bedrooms, 2 baths, and a heated pool/spa. Prepare to immerse yourself in the ultimate indoor-outdoor living experience.Nestled in the upscale Southgate community, our tastefully ...

View all property information

Property Type

Sarasota House

"Great Place"

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

See all reviews

Show less

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 ...

View all property information

Property Type

Sarasota Condo

Show less

2 BR | 2 BA | Sleeps 2 | Quick View

3

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

$106

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

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 ...

View all property information

Property Type

Sarasota Condo

"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... ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

$210

avg/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 ...

View all property information

Property Type

Sarasota Condo

"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 ...

See all reviews

Show less

1 BR | 1 BA | Sleeps 2 | Quick View

2

Distance to beach: 2 miles to Lido

$135

avg/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 ...

View all property information

Property Type

Sarasota Apartment

"Clean and Quaint"

Enjoyed our stay in a 1 bedroom apt. The living space is quite large with living room and dining room combo, a galley kitchen and good- sized bedroom with 2 closets, a remodeled bathroom and a small balcony ...

See all reviews

Show less

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 ...

View all property information

Property Type

Sarasota House

"Very comfortable home close to Siesta Key!"

Very nice pet friendly newer 3 bedroom home in Pine Shores neighborhood in Sarasota with Siesta Key just across the bridge and 10 minutes away. Nice quiet residential neighborhood with Presbyterian Church ...

See all reviews

Show less

Key Amenities

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

About this property

Crystal Sands, Siesta Key, Sarasota April price drop for Last minute deal - $2500 Amazing Views!! Our property is right on the beach. Take the elevator down and you're at the ocean. The views are amazing as you can see in the pics. Sit on the lanai for breakfast and watch the activities on the ...

View all property information

Property Type

Sarasota Condo

"AMAZING 2-Weeks!!!!!"

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

See all reviews

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 6 miles to Siesta Key Beach

Key Amenities

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

About this property

Welcome to Sarasota Florida. A premier: vacation, adventure, retirement destination. Located on the best (West) coast of FLORIDA. Creekview is located on Phillippi Creek in central Sarasota, approximately 5 miles from Siesta Key, the #1 beach in the world (2019). Spend time with family and friends at ...

View all property information

Property Type

Sarasota House

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Ocean Sky, a luxurious retreat that offers the perfect combination of comfort, convenience, and style. From the moment you step inside, you'll be greeted by a meticulously designed interior that caters to your every need.Ocean Sky features three spacious bedrooms and two full baths, ...

View all property information

Property Type

Sarasota House

"Wonderful house"

A beautiful home with everything that you can possibly need. The pool was outstanding since the temps were 90 degrees plus! The communication with the office was fantastic. Everything was provided for ...

See all reviews

Show less

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! Conveniently located within walking distance to area beaches, restaurants, and shopping and a short drive to Downtown and St. Armand's Circle. ...

View all property information

Property Type

Sarasota Condo

"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 ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 3 | Quick View

5

Distance to beach: 14 miles to Siesta Key Beach

$122

avg/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 ...

View all property information

Property Type

Sarasota Condo

"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 ...

See all reviews

Show less

$600

avg/night

View Details

Key Amenities

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

About this property

Are you searching for the perfect vacation home in Siesta Key? Your search ends here! This luxurious property boasts 3 bedrooms, 3.5 bathrooms, and breathtaking ocean views from multiple balconies. Enjoy some relaxation time in the enclosed spa located in the fenced backyard, or take advantage of the ...

View all property information

Property Type

Sarasota House

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

13

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

$107

avg/night

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, ...

View all property information

Property Type

Sarasota House

"Would Rent Here Again!"

Karyn and Steve were beyond attentive and available throughout the trip. The house was clean upon arrival and close to everything. Excellent location and very short drive to the beach. The neighbors were ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

16

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

$64

avg/night

View Details

Key Amenities

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

About this property

NOTE, SPECIAL RATES FOR 2023 and 2024. Very pleasant tastefully furnished condo at this attractive and friendly golf and country club community. Ideal vacation spot. Lovely morning sun at east lanai and afternoon sun at west lanai overlooking 18th tee and pond. Master bedroom with King bed, full bathroom ...

View all property information

Property Type

Sarasota Condo

"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 ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 3 miles to Siesta Key

$100

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Welcome to THE BEACH HUTRATES ARE POSTED IN THE RATE SECTION!!!!3 miles to toes in the sand at Siesta Key Beach, within 6 miles from Downtown Sarasota. It is in the Gulf Gate community. Quiet community, heated pool, and conveniently located.Kitchen has new stainless steel appliances, ...

View all property information

Property Type

Sarasota Condo

"Great condo"

Pam, Joyce and I were very pleased with your beautiful çondo. We found it clean, comfortable and spacious, We were pleased to find you had provided all the essentials needed, Also we found the location ...

See all reviews

Show less

1 BR | 1 BA | Sleeps 4 | Quick View

4

Distance to beach: 2 miles to Siesta Key beach

$67

avg/night

View Details

Key Amenities

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

About this property

April-Nov. 2024 $1999 *6 MONTHS PLUS, NO TAX + SPECIAL RATE. December $3600 January- March $4500*Calendar months only will be considered. * Short-term rental tax will apply. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex.This ...

View all property information

Property Type

Sarasota Condo

"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 ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to Siesta Key Beach

$407

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

*Multi-month discount is availableExperience the best of Sarasota at this beautifully decorated, wonderfully cared-for oasis featuring a large heated year-round saltwater pool and spacious screened-in outdoor living area. The home's split floor plan is perfect for two families. Americas ...

View all property information

Property Type

Sarasota House

Show less

2 BR | 2 BA | Sleeps 5 | Quick View

9

Distance to beach: 2 miles to Siesta Key and Turtle

$157

avg/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 ...

View all property information

Property Type

Sarasota Villa

"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 ...

See all reviews

Show less

Key Amenities

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

About this property

April-November 2024 $1999 December 2024 $3600 January-March 2025 $4500To make your stay more convenient we include electricity, water, sewer, wifi, and pest control.13% Short Term rental tax will apply. *Calendar months only. *Ask for our 6-month plus special ...

View all property information

Property Type

Sarasota Condo

"Pleasant Condo"

This one bedroom condo is in a great location to Siesta Key, downtown and many restaurants. It has a large living space and bedroom with a comfortable king bed. The backyard is a quiet and restful space. ...

See all reviews

Show less

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.

View all property information

Property Type

Sarasota House

Show less

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, ...

View all property information

Property Type

Sarasota Condo

"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 ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 10 miles to Lido

$179

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Beautiful Fully Remodeled Home in a Great Location in Desoto Lakes. 2 Master Suites with there own Bathrooms and Walk in Closets. Large 30 X 15 Sunroom/Lanai all Glassed in with a Futon. Brand New Updated Kitchen. Includes Internet and Cable and all Utilities Included in price. Beautiful Breakfast ...

View all property information

Property Type

Sarasota House

"Wonderful,,,beautiful place"

We stayed at Patrick’s house for 10 days in February 2024 and it was one of the best places,,,,we have been in several VRBO over the past few years and we thoroughly enjoyed this one,,,,,very well equipped ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to beach: 5 miles to Siesta Key Beach

$273

avg/night

View Details

Key Amenities

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

About this property

Welcome to THE FUNKY FISH HOUSE, a luxurious and spacious vacation home located just minutes away from the #1 rated beach in the USA, Siesta Key. With its 2 bedrooms, an additional room with a twin day bed, and 2 full bathrooms, the house can comfortably sleep 5 guests with space for up to 6 total.The ...

View all property information

Property Type

Sarasota House

"Incredible time!"

I can’t say enough about how much we enjoyed our stay at the Funky Fish House! The house was everything they said it would be, and so much more. We are already making plans to book it again.

See all reviews

Show less

Studio | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 2 miles to Crescent Beach

$58

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

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 , this charming studio invites to make the best of its prime location offering a super convenient ...

View all property information

Property Type

Sarasota Studio

"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 !!!

See all reviews

Show less

2 BR | 3 BA | Sleeps 4 | Quick View

2

$239

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

To view complete details callAVALIABLE MARCH 1ST 2024! 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 ...

View all property information

Property Type

Sarasota House

"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, ...

See all reviews

Show less

2 BR | 1 BA | Sleeps 6 | Quick View

3
last minute deal
LAST MINUTE DEAL 4/9 - 5/21: Don't Miss Out! Enjoy May $1995 all-in. Great location, walk distance to Siesta Key South Bridge

Distance to beach: 2 miles to Crescent Beach

$73

avg/night

View Details

Key Amenities

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

About this property

No hidden fees, taxes and final cleaning fee are included. Discount available if booking more than 1 month.Located in a quiet street in the popular Gulf Gate neighborhood , this charming house invites friends and family to make the most of its prime location while visiting nearby attractions. Take ...

View all property information

Property Type

Sarasota House

"Maite was very easy to work with."

Unfortunately we had a family member who needed hospice and we felt we could not go after all. Maite was good about a partial refund for some of the expenses. Sad we could not go, but it was the right thing ...

See all reviews

Show less

DEAL

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 ...

View all property information

Property Type

Sarasota Condo

"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!

See all reviews

Show less

3 BR | 3 BA | Sleeps 8 | Quick View

1

$348

avg/night

View Details

Key Amenities

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

About this property

Ideally located on the north end of Siesta Key, this charming resort-island home has loft-like spaces, a cool tropical modern vibe, plus 3 bedrooms, 3 baths and fantastic saltwater pool. This home is a 5 minute walk from the nearest public beach access and less than 2 miles to the heart of Siesta Key ...

View all property information

Property Type

Sarasota House

"Best Vacation ever"

The Pink Palm was amazing! Plenty of room and all the accommodations you could ever need. Loved the privacy of the pool. The beach was just a short drive away. Loved it and are considering returning again ...

See all reviews

Show less

1 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 3 miles to Siesta Key

$82

avg/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 ...

View all property information

Property Type

Sarasota Condo

"the best ever!"

Everything was perfect. Edie was a wonderful host. Everything was clean and well maintained. Would recommend to anyone.

See all reviews

Show less

Key Amenities

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

About this property

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

View all property information

Property Type

Sarasota Condo

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

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

$227

avg/night

View Details

Key Amenities

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

About this property

This newly decorated condominium is located in The Boatyard, a highly sought after 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 at the dock. The ...

View all property information

Property Type

Sarasota Condo

Show less

2 BR | 1 BA | Sleeps 5 | Quick View

1

Distance to beach: 5 miles to Lido Key

$214

avg/night

View Details

Key Amenities

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

About this property

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

View all property information

Property Type

Sarasota House

"Clean. Quiet. Very comfortable."

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

See all reviews

Show less

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.

View all property information

Property Type

Sarasota Apartment

"Siesta Key"

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

See all reviews

Show less

Map
Expand map Close map
Sarasota Vacation Rentals

Sarasota Weather

 | 

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

Sarasota is the “Grand Dame of the Gulf Coast”


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

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

Sarasota, Florida travel advice


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

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

Climate


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

Top activities and attractions in Sarasota


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

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

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

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

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

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

Annual Events


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

Restaurants and Bars


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

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

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


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



FAQ

How many vacation rentals are there in/around Sarasota?

There are 137 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 $58 per night with an average price per night of $230.

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 37 vacation rentals with a pool in Sarasota on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Sarasota vacation rentals on the ocean?

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