Pet Friendly Vacation Rentals in Sarasota

(36 rentals)
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Key Amenities

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

About this property

Plan your next family vacation, remote work retreat, or house hunting trip at this cozy 3-bedroom home. Only a quick 2-mile drive to downtown's vibrant shopping and dining scene and 6 miles from Lido Beach and St. Armand's Circle, you'll discover the best of Florida's beaches. Siesta Key, a top beach ...

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Property Type

Sarasota House

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Key Amenities

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

About this property

Minimum 3 month! Beautiful Lake Front Home awaits you. Centrally located with easy access to Downtown, min. away to I-75 and Siesta Key Beach and yet have the privacy of suburban living. This spacious home of 2400 square feet of living area is large enough for a family and plenty of room for people ...

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Property Type

Sarasota House

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Key Amenities

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

About this property

WINTER RENTALS WELCOMEA newly renovated Florida style charming paradise cottage featuring a tropical oasis backyard with large in-ground pool. This home is fully furnished and conveniently located. Be the first to enjoy a newly renovated home that includes an updated kitchen, living room, bathroom ...

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Property Type

Sarasota House

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$278

avg/night

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Key Amenities

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

About this property

We love our view and we're sure that you will too. Walk on the beach or to the village for that tropical vacation of a lifetime. We're sure that you will love our little portion of paradise and agree that there is nothing like the sunrises and sunsets that we have to offer on Siesta Key. Start creating ...

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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

This summer/fall only, significant additional discount for multi-month rental.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 of Siesta Key's Crescent Beach and 3 blocks ...

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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 ...

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Key Amenities

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

About this property

Bright 1 bedroom guest suite with king size bed that is a 10 minute walk to the beach! You have a private entrance and patio area, free driveway parking, and a full kitchen all to yourself. With a leather sleeper couch, private washer/dryer, and a grill, you'll have everything you need.You also have ...

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Property Type

Sarasota Townhome

"Nice place"

We loved the place We had a few issues with the internet the owner was very quick to respond to any problems Few missing utensils But in general very nice

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Key Amenities

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

About this property

This summer/fall only, extra discount for multi-month rentals.The house is a bright, newer construction( in 2005) 3 bedroom home near the Siesta Beaches. This property is nestled in a quiet community a 10 minute walk from the white sands of Siesta Key's Crescent Beach and 3 blocks from the shops, ...

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Property Type

Sarasota House

"Best Rental Experience Ever"

I can't say enough how great our stay was in two of Bill's Rental Properties. The experience from start to finish was excellent. The homes were clean and well stocked and the location was perfect for our ...

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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

"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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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Bring your family and friends to this centrally located home. Less than 4 miles to the #1 rated beach in the USA, Siesta Key, and just around the corner is Gulf Gate, the mecca to shopping & dining. This beachy 3 bedroom, 2 bathroom home can comfortably sleep up to 10 people. 2 queen-size beds, 2 ...

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Property Type

Sarasota House

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3 BR | 2 BA | Sleeps 8 | Quick View

4.8 rating on other travel sites

$225

avg/night

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Key Amenities

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

About this property

Introducing Casa Tortuga! This quaint 3 bedroom 2 bathroom vacation home has everything you need to relax on your most memorable Siesta Key vacation! This home is centrally located near downtown Sarasota, being just a short drive to local restaurants, entertainment, and the crystal clear waters of Siesta ...

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Property Type

Sarasota House

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Key Amenities

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

About this property

Welcome to Luna Nueva, a magnificent retreat that can be rented out separately or combined with its sister unit Villa Las Flores, to create Luna Flores. Whether you choose to rent them separately or together, this exceptional property promises an extraordinary vacation experience. With a private heated ...

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Property Type

Sarasota House

"Love the Pool and walking distance to stores and restaurants!"

This house was in perfect location for us. We come to Sarasota couple times a year. My brother lives in Sarasota few minutes away and the beach is the same distance so it was perfect for us. Having Walgreens ...

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Key Amenities

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

About this property

Welcome to Villa Las Flores, a magnificent retreat that can be rented out separately or combined with its sister unit Luna Nueva, to create Luna Flores. Whether you choose to rent them separately or together, this exceptional property promises an extraordinary vacation experience. With a private heated ...

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Property Type

Sarasota House

"Awsome time at Villa Las Flores"

My family and I had a wonderful time at the Villa Las Flores! The house was clean, accommodations were comfortable, and the self-checking-in was simple and easy. Restaurants, beaches, and shopping areas ...

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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, ensuring ...

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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 ...

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1 BR | 1 BA | Sleeps 2 | Quick View

Owner special: Come and enjoy the beautiful fall weather in Siesta Key!!

Distance to beach: 1 miles to Siesta Key

$98

avg/night

View Details

Key Amenities

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

About this property

\Virtual tour available upon request.May-November $1995 *6MONTHS PLUS NO TAX + SPECIAL RATE. December $3600 January-March $4500 April $3600 May-December $1995*Short-term rental taxes and fees will apply. *Calendar months only will be considered. *Ask ...

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Property Type

Sarasota Condo

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1 BR | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 2 miles to Lido

$193

avg/night

View Details

Key Amenities

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

About this property

Relax at this lovely comfortable and spacious one bedroom apartment with gorgeous new inground swimming pool. Located in the wonderful Southside Village, also known as the Hillview Area. Walk to everything! We have 8 apartments in this little resort community. 4 one bedroom units like this one and 4 ...

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Property Type

Sarasota Apartment

"Great location with a pool!!!"

This was my second stay at one of Dee's rentals and they are fabulous!!! There is everything you could need and more. The pool being right there is a huge bonus as you don't have to head to the beach to ...

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2 BR | 2 BA | Sleeps 4 | Quick View

12

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

$106

avg/night

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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.Be Our Guest...very quiet, ...

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Property Type

Sarasota House

"Enjoyable, relaxing and convenient"

We loved the location. It was only 3 miles from Siesta Key. We found the home to be very comfortable. The house is close to stores, restaurants and shopping. Great neighborhood to walk in, and we loved ...

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1 BR | 1 BA | Sleeps 4 | Quick View

3
Owner special: Last minute available October/December Fall in Siesta Key is the best time of the year!

Distance to beach: 2 miles to Siesta Key beach

$98

avg/night

View Details

Key Amenities

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

About this property

This unit can accommodate up to 4 guest. Virtual Tour Available.May-Nov. $1995 *6 MONTHS PLUS NO TAX + SPECIAL RATE. December $3600 January- March $4500 April $3600 May-November 2024 $1995To make your stay even easier: Electricity, water, sewer, WI-FI trash and pest control will ...

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Property Type

Sarasota Condo

"Oasis on Osprey in Sarasota, Florida"

I stayed in a condo complex in Sarasota called Oasis on Osprey. The unit(s) was updated and the complex had a pool. It was a very spacious one bedroom on the ground floor with a screened in lanai and a ...

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2 BR | 2 BA | Sleeps 5 | Quick View

9

Distance to beach: 2 miles to Siesta Key and Turtle

$175

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 home.The ...

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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 ...

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Key Amenities

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

About this property

Brand new luxury villa in Naples near Botanical gardens. Beautiful Gated community with all amenities. Pictures from builder stock.2 bedroom plus Dan that can be used as the bedroom, 2 full bathroom, covered lanai, preserve and lake view. 10 minutes to Beatiful Naples beach, 5 minutes to 5th avenue ...

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Property Type

Sarasota Villa

"This villa and the owner was a first class find for us."

Our family purchased two newly constructed condos in a gated community called Arboretum in Naples, Florida. We sold our houses immediately in Indiana, only to find out that our newly constructed condominiums ...

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1 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 3 miles to Siesta Key

$138

avg/night

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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

"the best ever!"

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

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3 BR | 3 BA | Sleeps 8 | Quick View

1

$292

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 ...

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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 ...

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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

"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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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

"Siesta Key"

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

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2 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 4 miles to Siesta Key Beach

$147

avg/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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$98

avg/night

View Details

Key Amenities

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

About this property

Available short or long term until next Dec. One half price summer rates in effect. We accept credit cards. Priced about the same as an Airbnb room in someone else's home and less than a 3 star hotel room...for a furnished condo.Tucked behind Bobby Jones Golf Course you will discover One of Sarasota's ...

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Property Type

Sarasota Condo

"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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2 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 1 miles to Crescent Beach

$211

avg/night

View Details

Key Amenities

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

About this property

Ideally located between Siesta Key and Sarasota. This home is exactly 1 mile from Crescent Beach. Close enough to enjoy everything Siesta Key has to offer but insulated from all the crowds, tourist traffic and noise. This home is extremely spacious for 2 bedroom/2 baths (almost 1,700 square feet!). The ...

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Property Type

Sarasota House

"My excellent Florida vacation"

The house we stayed at was excellent..It had all the amenities we could ask for..The hostess Lena was over the top when it came to taking care of whatever we needed she really went out of her way to make ...

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2 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Crescent Beach

$129

avg/night

View Details

Key Amenities

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

About this property

This house is located in a quiet street of the popular Gulf Gate neighborhood. You can walk to restaurants, special delis and shops or take very short drive to many grocery and drugstores. Siesta Key is a short 10 minute drive or easy bike ride. Should you be traveling with a boat or RV, they can be accommodated ...

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Property Type

Sarasota House

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3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 5 miles to Siesta Beach

$350

avg/night

View Details

Key Amenities

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

About this property

Welcome to our Casa Macademia Getaway! Our home is decorated in a nordic boho-chic style and is located in the lovely neighborhood of Granada in Sarasota. You'll find that our home offers a peaceful setting that's perfect for relaxing and unwinding. If you're looking for some excitement, Siesta Village ...

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Property Type

Sarasota House

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Key Amenities

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

About this property

Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. It is steps away from the world famous St. Armand's circle ...

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Property Type

Sarasota House

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$500

avg/night

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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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3 BR | 2.5 BA | Sleeps 7 | Quick View

$304

avg/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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3 BR | 2 BA | Sleeps 8 | Quick View

$304

avg/night

View Details

Key Amenities

  • Pet friendly
  • Private pool

About this property

WELCOME TO A PIECE OF PARADISE! COME RELAX IN THIS BEAUTIFUL 3 BEDROOM / 2 BATH HOME LOCATED IN THE QUIET NEIGHBORHOOD OF CORAL COVE. LIGHT, BRIGHT and IMMACULATE HOME OFFERS GRANITE COUNTERTOPS, STAINLESS APPLIANCES, OPEN FLOOR PLAN WITH ALL NEW FURNISHINGS.HIGH-SPEED INTERNET, (SIESTA 4 RENT IS NOT ...

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Property Type

Sarasota House

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1 BR | 1 BA | Sleeps 4 | Quick View

7

Distance to beach: 1 miles to Siesta Key

$205

avg/night

View Details

Key Amenities

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

About this property

ONE OF THE BEST LOCATIONS IN SARASOTA! Very nice and quiet condo complex. Three miles close to the most beautiful beach in the United States. All amenities are within walking distance; groceries, restaurants, entertainment, etc! 1 Bedroom condo can comfortably accommodate up to 4 people One queen ...

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Property Type

Sarasota Condo

"Great time!"

The condo was beautiful and so convenient! We had a great month long stay at such a great price! All the luxuries of home from extra sheets and towels in the closet to wine glasses and bottle openers ...

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 2 miles to Siesta Key

$127

avg/night

View Details

Key Amenities

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

About this property

NOT AVAIALABLE UNTIL MAY 1, 2024. Minimum 2 months stay. Stunning 2 bedroom 2 bathroom FIRST floor condo in Ashton Lakes. An assigned carport is steps away from the front door. No worries about climbing any stairs. This beautiful 1356 square foot jewel has a new kitchen with hardwood cabinets and ...

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Property Type

Sarasota Condo

"Lovely condo"

We stayed for the month of March 2023 and enjoyed the stay. The location was perfect for Siesta Key Beach and the neighborhood was quiet and neighborhood very friendly. We enjoyed the pool area and amenities. ...

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4 BR | 3 BA | Sleeps 8 | Quick View

$285

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

***August 2023 Special 4400.00 /month!!*** WELCOME TO A PIECE OF PARADISE JUST OFF SIESTA KEY. COME RELAX IN THIS BEAUTIFUL 4 BEDROOM / 3 BATH HOME THAT OFFERS TWO MASTER SUITES. LIGHT, BRIGHT and IMMACULATE HOME OFFERS GRANITE COUNTERTOPS, STAINLESS APPLIANCES WITH AN OPEN FLOOR. HIGH-SPEED INTERNET, ...

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Property Type

Sarasota House

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Key Amenities

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

About this property

* Available August 25 Now accepting reservations! Brand new Waterfront Condo on Whitaker Bayou a few mins from downtown Sarasota. Resort style pool with hot tub, grills, and fitness center. Everything included in property : cookware, linens . inside washer/ dryer, balcony to watch sunsets, kayak launch ...

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Property Type

Sarasota Condo

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