Luxury Vacation Rentals in Sarasota

(84 rentals)
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2 BR | 2 BA | Sleeps 5 | Quick View

$248

avg/night

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About this property

Step into the grand Condo 307 at Crescent Royale and prepare to be wowed! This slice of paradise flaunts a massive 2-bed, 2-bath floor plan that sprawls over 1225 square feet. Kick back and relax in style in this spacious abode, perfect for entertaining or just lazing around.The main bedroom is a ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

$243

avg/night

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Key Amenities

  • Kitchen

About this property

Welcome to Paradise, where you can revel in the breathtaking views of the Gulf.Unit 115 boasts 2 bedrooms, 2 baths, and a spacious 1,250 square feet of living space. With a screened-in lanai featuring a rear exit, the unit exudes a cottage-like feel rather than a standard condo.Siesta Key offers ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$241

avg/night

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About this property

Get ready to fall in love with Unit 1C, where Gulf of Mexico's stunning views and warm sandy beaches welcome you with open arms! This 2-bed, 2-bath unit is a spacious 1210 sf. - the perfect slice of paradise.The kitchen is a chef's dream, stocked with high-end appliances, cookware, and utensils. ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

$241

avg/night

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About this property

Come enjoy our unique TWO MASTER BEDROOMS condo! BOTH master bedrooms have the very same beautiful ocean view, and each has it's own "private" access to the lovely lanai! Life doesn't get any better than this, on tropical Siesta Key!!! As you will tell from our pictures, we love the ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

$241

avg/night

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About this property

Get ready to visit Condo 415 at Crescent Royale. This condo has been stirring up a storm with guests and our team alike. This funky little gem has a cult following of returning visitors, so you better act fast!The kitchen is equipped with all the bells and whistles you'd expect from a five-star ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

$241

avg/night

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Key Amenities

  • Kitchen

About this property

Welcome to Condo 402, your ticket to paradise! Get ready to be swept away by stunning views of the Gulf of Mexico from the Master Bedroom and screened-in lanai. With over 1220 square feet of living space, there's plenty of room to soak up the sunshine and catch some z's.The Master Bedroom ...

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Property Type

Sarasota Condo

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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

"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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1 BR | 1 BA | Sleeps 4 | Quick View

$239

avg/night

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About this property

Prepare to be whisked away to a beachy paradise penthouse Condo 508 in stunning Siesta Key Beach! This top-floor one-bedroom unit offers up a whopping 820 square feet of pure relaxation and cozy comfort. With Gulf and beach views that'll make your heart skip a beat, you'll be feeling like a ...

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Property Type

Sarasota Condo

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1 BR | 1 BA | Sleeps 3 | Quick View

$239

avg/night

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Key Amenities

  • Kitchen
  • Pool

About this property

Welcome to Condo 504, a beach-themed oasis nestled in the tranquil paradise of Siesta Key Beach. Allow yourself to be transported to a world of relaxation and tranquility upon entering this one-bedroom unit located on the top floor, spanning 820 square feet. The unit provides spectacular Gulf and Beach ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$237

avg/night

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Key Amenities

  • Kitchen

About this property

Prepare to bask in the breathtaking Gulf of Mexico sunsets from your very own private beach retreat! Unit 201 is a dream come true, complete with two inviting bedrooms and two modern bathrooms spread across 1210 square feet of pure luxury on the second floor. This condo's exclusive corner positioning ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

$237

avg/night

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Key Amenities

  • Kitchen

About this property

Attention beach lovers! You're in for a treat with our Condo 407, where relaxation is the order of the day. With 1220 sq. ft. of space, 2 bedrooms, and 2 baths, this condo is a slice of heaven. And its location? Just a hop, skip, and jump away from Siesta Key beach!Sleep like royalty in either ...

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Property Type

Sarasota Condo

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1 BR | 1 BA | Sleeps 4 | Quick View

$237

avg/night

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About this property

Prepare to be spellbound by the magnificent Condo 304! This four-person stay has undergone recent renovations, including state-of-the-art furniture, modern gadgets, and two 55-inch smart TVs. The accommodation offers a king bed, queen bed, and full sleeper sofas, plus a pack-n-play for families with young ...

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Property Type

Sarasota Condo

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2 BR | 3 BA | Sleeps 4 | Quick View

2

$232

avg/night

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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 ...

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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, ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$230

avg/night

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Key Amenities

  • Kitchen

About this property

Welcome to your personal slice of paradise, where the Gulf's breath-taking vistas are yours to behold! Unit 115 is a 2-bedroom, 2-bathroom retreat spanning a spacious 1,250 sq. ft. With its screened-in lanai and rear exit, you'll feel right at home in this cozy cottage-like setting.Siesta ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$230

avg/night

View Details

Key Amenities

  • Kitchen

About this property

Welcome to Condo102 at Crescent Royale - a ground floor 2-bedroom, 2-bathroom condo boasting 1,210 square feet of beachfront opulence. The master suite is furnished with a king-sized bed, while the guest room features two queen-sized beds, making it the ideal location for families or couples seeking a ...

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Property Type

Sarasota Condo

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3 BR | 2.5 BA | Sleeps 12 | Quick View

$230

avg/night

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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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2 BR | 2 BA | Sleeps 6 | Quick View

$230

avg/night

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About this property

Welcome to the magnificent Condo 306 at Crescent Royale! This exquisite residence boasts a spacious 2-bedroom, 2-bathroom floor plan that spans over 1225 sq. ft. of living space, providing ample room for relaxation and entertainment.The Master bedroom features a king-sized bed that exudes a regal ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$230

avg/night

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About this property

Escape to a serene paradise at Crescent Royale, Siesta Key Beach, and experience the luxurious accommodations of Unit 107. This elegant unit offers two bedrooms, two bathrooms, and a spacious 1,250 square feet of living space, meticulously prepared to cater to your every need and ensure your comfort.Located ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

$230

avg/night

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Key Amenities

  • Kitchen

About this property

Prepare yourself for a luxurious experience in your very own slice of paradise! Envision yourself savoring a refreshing beverage while taking in stunning sunsets from your private screened lanai, situated just a short distance from Siesta Key's pristine sugar sand beach. After a day filled with fun ...

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Property Type

Sarasota Condo

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1 BR | 1 BA | Sleeps 3 | Quick View

$222

avg/night

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About this property

This first-floor 1 Bedroom/1 Bath unit is ideally located just a few steps away from the highly acclaimed #1 Siesta Key Beach. Experience a stress-free day in the sun with all the necessary amenities provided, including chairs, an umbrella, towels, a cooler, and even a beach wheelie. All you need to bring ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

$219

avg/night

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Key Amenities

  • Kitchen

About this property

Beautiful views of the Gulf of Mexico's Siesta Key Beach. Dr. Beach's #1 rated beach in the U.S. can be seen from Crescent Royale's Unit 2E! This newly renovated (2024) and refurnished 2 bedroom, 2 bath condo is an end unit that features a wrap-around screened lanai that offers panoramic ...

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Property Type

Sarasota Condo

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Key Amenities

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

About this property

Recently updated and situated in the highly sought-after Gulf Gate community, this 2 bed/2 full bath Sarasota home with heated and caged pool is designed with a relaxing stay in mind. Just 4.5 miles away from Siesta Key Beach (voted #1 beach in the US), 1 mile away from Gulf Gate Shopping and Dining ...

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Property Type

Sarasota House

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1 BR | 1 BA | Sleeps 3 | Quick View

1

$217

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Prepare to be impressed as you step into Condo 308! This unit has undergone a stylish transformation, featuring modern furnishings, advanced amenities, and not one, but two flat-screen TVs. The added touches of luxury include a King-sized bed and ample sleeper sofas that provide a regal experience. The ...

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Property Type

Sarasota Condo

"Little paradise."

Location great! Mini resort feel, very relaxing. Immediate response from owner with any issues that may rise. Would definitely return

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1 BR | 1 BA | Sleeps 3 | Quick View

$217

avg/night

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Key Amenities

  • Kitchen

About this property

Experience an idyllic vacation on Siesta Key with this capacious one-bedroom suite, extending over 820 sq ft. Enjoy the breathtaking views of the Gulf Coast from the fourth-floor balcony, bask in the sunshine, and revel in the serene atmosphere. This suite boasts a comfortable king-sized bed, two flat-screen ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

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

$217

avg/night

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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 ...

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Property Type

Sarasota Condo

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2 BR | 1 BA | Sleeps 4 | Quick View

13

Distance to beach: 0.5 miles to Turtle Beach

$214

avg/night

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Key Amenities

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

About this property

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

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Property Type

Sarasota Condo

"Perfect Vacation"

What a perfect place to stay for our vacation. Perfect size, very clean, lovely kitchen island, and two balconies!! From the balcony you can see the pool, the river, and the ocean all at once. So picturesque!! ...

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1 BR | 1 BA | Sleeps 3 | Quick View

$207

avg/night

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Key Amenities

  • Kitchen

About this property

Condo 205 is an exquisite 1 bedroom, 1 bathroom, second-floor unit that offers over 820 square feet of comfortable living space. The fully stocked kitchen featuring full-size appliances provides the perfect opportunity to showcase your culinary skills.With a king-sized bed, the bedroom is designed ...

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Property Type

Sarasota Condo

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2 BR | 1 BA | Sleeps 5 | Quick View

1

Distance to beach: 5 miles to Lido Key

$206

avg/night

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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 ...

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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.

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1 BR | 1 BA | Sleeps 4 | Quick View

$206

avg/night

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About this property

Welcome to your own slice of heaven! Feast your eyes on stunning Gulf and Beach views from your swanky new condo, 305. This deluxe 1-bed, 1-bath pad spoils you with over 820 sq ft of pure bliss, including a king-size bed, sleeper sofa for two additional guests, a drool-worthy gourmet kitchen, 2 flat screens, ...

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Property Type

Sarasota Condo

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1 BR | 1 BA | Sleeps 2 | Quick View

$200

avg/night

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Key Amenities

  • Kitchen

About this property

Welcome to your very own slice of paradise! This breezy 1-bed, 1-bath suite boasts over 820 sq ft of living space, all to yourself. Take a deep breath and soak up the sun on the fourth-floor balcony, peeking out over miles of stunning gulf coast. With a plush king-sized bed, a fully-loaded kitchen, 2 ...

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Property Type

Sarasota Condo

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$200

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Rarely available Penthouse, top floor, end unit! Live a stylish urban lifestyle in a friendly town. Enjoy a view of the downtown fountain, shops & restaurants. "The Lofts on Main" is located in the heart of Lakewood Ranch, voted #1 Multi-generational Community in the United States for 4 ...

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Property Type

Sarasota Condo

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1 BR | 1 BA | Sleeps 3 | Quick View

$200

avg/night

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About this property

Welcome to the beach lover's paradise, Condo 409! This little treasure trove offers you front-row seats to the Gulf of Mexico's breathtaking views from the Siesta Key Beach. With over 820 sq. ft of living space, this 1-bedroom and 1-bath condo flaunt a king-sized bed, a queen-sized sleeper sofa, ...

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Property Type

Sarasota Condo

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3 BR | 1 BA | Sleeps 5 | Quick View

Distance to beach: 3 miles to Siesta Key Beach

$200

avg/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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3 BR | 2 BA | Sleeps 6 | Quick View

$200

avg/night

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Key Amenities

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

About this property

Beautiful golf course views from this Palmaire Fairway Lakes 3 Bedroom 2 Bath Furnished home! Heated Pool, 2 Car Garage. King in Master Bedroom with walk in shower, soaking tub and large walk in closet. Queen Beds in 2 Guest Bedrooms. Fairway Lakes is located just a short golf cart ride away from the ...

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Property Type

Sarasota House

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Sarasota Vacation Rentals