Sarasota Vacation Rentals with Private Pool

(24 rentals)
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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This luxurious and recently renovated 3-bedroom/2-bathroom home is located in close proximity to Siesta Key Village and just minutes to Siesta Key Beach, voted the #1 beach in the USA! Immaculately decorated and with your every comfort in mind, you will truly be living a life of luxury right here on 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

This inviting 3-bedroom/two-bath vacation rental home has everything for your most memorable Siesta Key vacation! Luna Nueva is centrally located near downtown Sarasota and just a short drive to world famous Siesta Key Beach, voted the #1 beach in the USA! Along with its sister property Villa Las Flores, ...

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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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2 BR | 2 BA | Sleeps 4 | Quick View

$83

avg/night

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Key Amenities

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

About this property

Newly renovated throughout, including bathrooms and kitchen, spacious first floor condo. Granite countertops, stainless steel appliances, new flooring throughout entire unit. 2 BR, 2 Bath. Outdoor area has both screened in area, as well as an open air courtyard with barbecue grill. Free WiFi included. ...

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Property Type

Sarasota Condo

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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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Key Amenities

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

About this property

This inviting 3 bedroom/2 bathroom home features a private heated pool and is centrally located near downtown Sarasota. With just a short drive to world famous Siesta Key Beach, you will truly be living the Florida Life! Villa Las Flores is the ideal home for small families and couples looking for a tropical ...

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Property Type

Sarasota House

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3 BR | 2 BA | Sleeps 8 | Quick View

$274

avg/night

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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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Key Amenities

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

About this property

This uniquely configured six-bedroom/four-bathroom home is a combination of two units: “Luna Nueva” and “Villa Las Flores.” Each unit features their own common spaces to include a kitchen, living room, bedrooms and private pools. Luna Flores is centrally located in Sarasota, with ...

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Property Type

Sarasota House

"Amazing vacactions and perfect rental!"

We are really satisfied with the rental of our house, the location is perfect, the house clean and comfortable. Near the beach can be done by bike easily. Owner easy to join and friendly. Nothing negative ...

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Key Amenities

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

About this property

This luxurious and recently renovated (as of 2021) 3-bedroom/2-bathroom home is located in the heart of Sarasota with close proximity to downtown Sarasota, Siesta Key Village, and Siesta Key Beach, voted the #1 beach in the USA! With so much to do in the area and a private pool, you will truly be living ...

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Property Type

Sarasota House

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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 ...

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Property Type

Sarasota House

"Great location"

Only a couple blocks to the beach and super close to the main, commercial street, yet away from the noise and crowds. The apt was very basic, though clean with up to date furnishings. Smaller than I ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Paradise Palms! This luxurious 4-bedroom/2.5-bathroom home is the paradise retreat you've been waiting for. It offers all of the amenities you could imagine for your most perfect Siesta Key vacation. Paradise Palms is just a short drive to Siesta Key Village and world famous Siesta Key Beach, ...

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Property Type

Sarasota House

"Indian Rock Beach Vacation"

GREAT Views / Great house on beach / Quiet Our family of 9 had a ball

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3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 5 miles to Lido Key

$199

avg/night

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Key Amenities

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

About this property

Our home is a comfortable and nicely decorated three bedroom and two bath home with a heated pool located only one mile from downtown Sarasota and 5 miles to Lido Beach. Additionally we are located close to several museums and a miniature golf course as well as nearly 40 restaurants within 5 miles. ...

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Property Type

Sarasota House

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2 BR | 2 BA | Sleeps 4 | Quick View

11
Owner special: OCTOBER Available $2400.00 taxes included, pet friendly!

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

$93

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 Cleaning Fee and Florida 12% taxes are included in your rental cost. THERE ARE NO OWNERS FEES OR SERVICE FEES.Be Our Guest...very quiet, clean and comfortable NON-SMOKING ...

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Property Type

Sarasota House

"Wonderful Vacation Home"

We really enjoyed our stay at the Hewett's home on our May vacation to Sarasota. The home and pool were so relaxing with everything we needed to make our stay enjoyable, The residents at the gulf gate ...

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$229

avg/night

View Details

Key Amenities

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

About this property

Great house in Sarasota only 5 min to Siesta key beach. Close to resturants and publix. 4 bedroom with 2 bathrooms with private heated pool. Big private backyard. Pets are welcome to. Nice and quiet area. Welcome!

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Property Type

Sarasota House

"Great place to stay"

My family of 6 stayed here for 5 nights. It was very nice and clean. There was plenty of room for everyone. Only minutes from the beach. My kids loved the pool. Quite little neighborhood. Would definitely ...

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1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 1 miles to Siesta Key beach

$75

avg/night

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Key Amenities

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

About this property

Rent Information:May-November $2250 April $4000 December $3000 January- March $5000 per month3D tour available upon request.This condo will accommodate up to 4 people, most comfortable for a couple. Ask for special rates for 3 months or more. ***Pet Friendly, please call for more details.*** *Short ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 1 miles to Crescent Beach

$200

avg/night

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Key Amenities

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

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 ...

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Property Type

Sarasota House

"Welcoming House, Amazing location"

Loved it. Amazing house and the pool was awesome. Location was great and the yard is big. Thank you would love to come again

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3 BR | 2 BA | Sleeps 5 | Quick View

1

Distance to beach: 2 miles to crescent beach

$229

avg/night

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Key Amenities

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

About this property

MyHome Florida is a single-family home with a heated private salt water pool just 4 miles to the #1 beach in the USA, Siesta Key Beach and just over 2 miles to Crescent Beach. It offers 3 bedrooms, 2 bath with a screened backyard . The fully private, fully enclosed outdoor space is one-of-a-kind with ...

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Property Type

Sarasota House

"Wonderful stay, great amenities and loved the location"

This place was quite the treat! It was better than expected. Place is completely renovated. Pictures are accurate and the place is very clean.We really enjoyed our stay here. The house is very well ...

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2 BR | 2 BA | Sleeps 4 | Quick View

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Private pool

About this property

Welcome to our “Island Paradise” located on the world famous white sand Crescent Beach on Siesta Key. The coastal décor and incredible gulf view has everything you need for a comfortable and relaxing restful vacation in paradise. This beautiful 2 bedroom, 2 bath condo has recently been ...

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Property Type

Sarasota Condo

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4 BR | 4.5 BA | Sleeps 8 | Quick View

Distance to beach: 10 miles to Lido Beach

$312

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

4 bedroom. 4.5 bathroom. Sleeps 8. This beautiful 4 bedroom 4.5 bath home is spacious and expansive giving the feel of estate living. Open and bright with sliders off most of the rear of the house overlooking the sizable pool and deck area with total privacy for the bar/kitchen area with a outdoor grill. ...

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Property Type

Sarasota House

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3 BR | 2 BA | Sleeps 6 | Quick View

$230

avg/night

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Key Amenities

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

About this property

Charming old Florida home in a cul-de-sac backing to large palm trees. Quiet and quaint street. Freshley painted and new carpet through-out. All new beds and Funiture. 2 King beds with dressers and TV's cable and wi-fi in place. All smart TV's. One queen no TV. Charming original kitchen with newer appliances ...

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Property Type

Sarasota House

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4 BR | 5 BA | Sleeps 8 | Quick View

Distance to beach: 0.1 miles to Lido

$650

avg/night

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Key Amenities

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

About this property

125S - 4 Bedrooms, 4.5 Baths (Sleeps 8) Lovely remodeled and refurbished 4 bedroom 4.5 bath pool home on desireable St. Armand's Circle! This 3,000 s.f. home comfortably sleeps (8) in beds, and has T.V.'s in the family room and living room for when the family is not enjoying the caged pool and spa, or ...

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Property Type

Sarasota House

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4 BR | 3 BA | Sleeps 11 | Quick View

2

Distance to beach: 0.1 miles to Lido

$525

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

226 - 5 Bedrooms, 3.0 Baths (Sleeps 11)Newly available for the summer months too! Sophisticated and modern updated St. Armand's pool home attends to every detail to achieve a wonderfully relaxing vacation. Just a short walk to restaurants and shopping on famous St. Armand's circle, this home has ...

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Property Type

Sarasota House

"Vacation in Paradise"

We were two couples and the home was perfect for us: the layout, the pool, the cleanliness, the location, the vibe! We hope to be able to come back again soon.

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4 BR | 4 BA | Sleeps 8 | Quick View

Distance to beach: 0.1 miles to Lido

$795

avg/night

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Key Amenities

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

About this property

4 Bedrooms, 4 Baths Sleeps 8 or at a discounted rate, a 3 bedroom 3 bath in the main house only. Please note that the minimum lease period is (7) nights due to City Code restrictions. We are not able to make an exception. The price listed is the main house only, which is a 3 bedroom 3 bath house without ...

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Property Type

Sarasota House

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4 BR | 5.5 BA | Sleeps 10 | Quick View

Distance to beach: 0.1 miles to Lido Beach

$1605

avg/night

View Details

Key Amenities

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

About this property

Luxury, location, and the ultimate private resort-style living, welcome to 211 Tremont Lane. A rare opportunity to rent on the only private street on the sought-after St. Armands Key. Only a short walk to the renowned dining and shopping area on St. Armands Circle or a short walk to the beach. This home, ...

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Property Type

Sarasota House

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Key Amenities

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

About this property

Beautiful 1st floor condo directly on the Gulf of Mexico on a secluded section of Lido beach. Enjoy spending your day on the beach or pool just a few short steps from the condo's porch. Relax with your coffee in the morning enjoying the bright new day on the screened in porch. Minutes from outstanding ...

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Property Type

Sarasota Condo

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Sarasota Vacation Rentals