Luxury Vacation Rentals in Sarasota

(40 rentals)
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6 BR | 5 BA | Sleeps 16 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$968

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This tropical island retreat is a combination of three units, each with their own kitchen and living spaces. With a heated private pool and coastal décor throughout, you'll be living “The Florida Life” at The Tropical Gardens! This home is ideal for families and groups.Cross the ...

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Property Type

Sarasota House

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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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3 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to beach: 0.1 miles to Lido

$695

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

3 Bedroom 3.5 Bath, Sleeps 6 in beds, and 2 more on a pull-out sofaListing DesPlease note that the minimum lease period is (7) nights due to City Code restrictions. We are not able to make an exception. This fabulous canal-front home located on famous Lido Key, just minutes to St. Armand's Circle ...

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Property Type

Sarasota House

"Awesome location: Awesome home layout"

This house is wonderful. Location and layout of the home are even better. Twin beds, in one room however, are definitely for kids (who don’t care about comfort). Unfortunately we had adults in those ...

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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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6 BR | 4 BA | Sleeps 14 | Quick View

Distance to beach: 0.9 miles to Lido Beach

$575

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

6 Bedrooms. 4.5 Baths. Sleeps 14. Minimum lease period (7) Nights due to City Code restrictions. We are not able to make an exception.St. Armand's Circle, the famous vacation destination in Florida, is home to this beautifully decorated 6 bedroom 4.5 bath vacation home (which includes a 1 bedroom/1 ...

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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

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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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Fabulous 2/1 Vacation Rental! You will be living large in The Seashell Unit as it is the Largest unit available at the Siesta Key Dream Inn. Everything is New in this Amazing unit. Everyone will want to hang out in the very large open Kitchen. This Kitchen boasts Luxury Level Granite counter tops, Stainless ...

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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

About this property

Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No keys to pickup or check-in process, simply arrive and enjoy your stay. - Inspection prior to arrival to ensure all mechanics of the home are fully functional.This is the ...

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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 6 | Quick View

$416

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Gift From The Sea: Exquisite 3 BR Pool Home In Siesta Key Welcome to Gift From The Sea! This wonderful 3-bedroom, 2-bath single-level private pool home is located in the heart of Siesta Key!This home is located just 5 minutes from the world-famous Siesta Key Beach, where you can enjoy the crystal-clear ...

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Property Type

Sarasota House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This impeccably decorated coastal cottage is a unique combination of two units: Jasmine Casita & Lily Casita and offers a shared heated salt water pool and beach décor throughout. With a location minutes from downtown Sarasota and just a short drive to world famous Siesta Key Beach, you'll ...

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Property Type

Sarasota House

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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

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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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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

The Siesta Key Dream Inn is a Beautiful Boutique property located on Siesta Key in Sarasota, FL. One of the many fabulous qualities of this property is it's location. The Siesta Key Dream Inn is located within a short walking distance to the Famous white Sandy Siesta Key Beach and the Siesta Key Village. ...

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Property Type

Sarasota Studio

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Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool

About this property

Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy all the amenities this condo has to offer to make your stay fun and relaxing.Welcome to condo 106. This condo has an island view and is newly updated with new windows and patio doors ...

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Property Type

Sarasota Apartment

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Key Amenities

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

About this property

Crystal Sands, Siesta Key, Sarasota Amazing Views!! Our property is right on the beach. Take the elevator down and you're on the beach. The views are amazing as you can see in the pics. Sit on the lanai for breakfast and watch the activities on the beach, or have a glass of wine and watch the sunset. ...

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Property Type

Sarasota Condo

"Very comfortable, well kept, and enjoyable."

Crystal Sands 1108 was excellent. Loved the sunsets, porch, furnishings, and pool. Our neighbors were quiet!

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3 BR | 2.5 BA | Sleeps 8 | Quick View

$277

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Your modern 3-bedroom oasis awaits! Welcome to this stunning, newly built 3-bedroom home with a private pool and balcony in Sarasota. This beauty is located near St Armand’s Circle and downtown Sarasota. St. Armand’s Circle has over 130 stores and restaurants on the circle and is ...

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Property Type

Sarasota House

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Key Amenities

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

About this property

Masters Rowing Championships: Contact me about the Aug. races at Benderson Park.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
  • 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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3 BR | 2 BA | Sleeps 8 | Quick View

$271

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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2 BR | 2 BA | Sleeps 6 | Quick View

4.9 rating on other travel sites

$260

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

*** NEW LISTING *** This completely refreshed free-standing villa is in the upscale community of Crystal Sands, a beach front community on the powdery white sands of Siesta Key Beach. This villa feels like a house, yet with all the conveniences of a condo. Two bedrooms, two baths, turnkey furnished with ...

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Property Type

Sarasota Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

The Siesta Key Dream Inn is a Beautiful Boutique vacation rental located on Siesta Key in Sarasota, FL. One of the many fabulous qualities of this property is it's location. The Siesta Key Dream Inn is located within a short walking distance to the Famous white Sandy Siesta Key Beach and the Siesta Key ...

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Property Type

Sarasota Studio

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3 BR | 2 BA | Sleeps 10 | Quick View

4.8 rating on other travel sites

$253

avg/night

View Details

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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3 BR | 2 BA | Sleeps 8 | Quick View

4.8 rating on other travel sites

$243

avg/night

View Details

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 6 | Quick View

$241

avg/night

View Details

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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2 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Siesta

$240

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Newly Remodeled Condo 5 Minutes drive from Siesta Beach 2 Bedroom. 1 Bathroom. Large Guest Bedroom with king size bed. 2nd Bedroom with 2 twin size beds Condo has a fenced with private back yard, with table chairs ,grill. Granite and designer features throughout 50 inch Flat Screen TV in both bedrooms WIFI ...

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Property Type

Sarasota Condo

"Really worth the money. Perfect pet-friendly beach condo”"

The location is amazing - the beach is on the doorstep! This is a great family-friendly condo with a heated pool. George (the owner) even let our dog stay. We'll visit again!

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2 BR | 2 BA | Sleeps 4 | Quick View

$240

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pool

About this property

Paradise awaits at The Boatyard, a New England styled gated community of 21 units located on the intracoastal waterway just across the souith bridge from Siesta Key. Two bedroom, two bath unit with water views, bright open concept, enclosed balacony overlooking a canal, updated kitchen and bathrooms, ...

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Property Type

Sarasota Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.5 miles to Siesta Key Beach

$240

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

REMODELED - LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK/PRIVATE SLIP FOR BOAT/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Sit on the lanai and watch the boats, dolphins, manatees, pelicans and other wildlife - it is a gorgeous spot!Walk ...

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Property Type

Sarasota Condo

"The PERFECT get away condo in Siesta Key!!!!"

What a great stay!!! Loved loved this quiet but close to EVERYTHING condo. The condo is fresh and extremely clean which was very important to us. The sliding doors on the lanai allowed us to enjoy the ...

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Key Amenities

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

About this property

Masters Rowing Championships: Contact me about the Aug. races at Benderson Park.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 ...

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Property Type

Sarasota House

"Great house!"

What a great house! One of the main reasons we rented this house was the fenced yard for the dog, and walking distance for the beach & restaurants. The house was clean, comfortable and quiet! Great neighborhood ...

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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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3 BR | 2 BA | Sleeps 5 | Quick View

1

Distance to beach: 2 miles to crescent beach

$229

avg/night

View Details

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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$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 Location!"

This home is in a great location that is convenient to everything. The house is dated, but don’t let that stop you! The furniture is comfortable, including all the beds. We love the floor plan! There ...

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3 BR | 2.5 BA | Sleeps 6 | Quick View

$228

avg/night

View Details

Key Amenities

  • Pet friendly
  • Pool

About this property

WELCOME TO PARADISE JUST OVER THE STICKNEY POINT BRIDGE. COME RELAX IN THIS BEAUTIFUL 3 BEDROOM / 2.5 BATH TOWNHOME LOCATED ON COLORFUL DUVAL LANE. LIGHT, BRIGHT and IMMACULATE HOME OFFERS GRANITE COUNTERTOPS, STAINLESS APPLIANCES AND BEAUTIFUL FLOORING. HIGH-SPEED INTERNET, (SIESTA 4 RENT IS NOT RESPONSIBLE ...

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Property Type

Sarasota Villa

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Key Amenities

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

About this property

POOL AREA & LAKE-VIEW, KING BED, WOOD-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! - 5 mins from the whitest sands of Siesta Beach!!! WORLD-CLASS RESORT! Or Sister villas with tropical garden view, most peaceful.

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Property Type

Sarasota Villa

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2 BR | 1 BA | Sleeps 4 | Quick View

9

Distance to beach: 0.5 miles to Turtle Beach

$214

avg/night

View Details

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

"The location was perfect for us"

Thank you so much for making our stay comfortable and homey. Our second stay at the unit was just as pleasant as the first. Raffie, you are a wonderful host and we really appreciate you!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

VISIT OUR LISTING ON VRBO (#2568344) TO SEE ALL 5 STAR REVIEWS! SIGNIFICANT SAVINGS BOOKING HERENewly renovated, bright and airy bungalow at the edge of downtown Sarasota, where you're just minutes from everything a vacation on the west coast of Florida should offer. Sun, fun, fabulous food, shopping ...

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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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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 4 | Quick View

$200

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

A Dream come True: Impeccable 3 BR / 2 BA pool home. Welcome to this elegant Lakewood Ranch pool home located in Mallory Park. Mallory Park provides an appealing atmosphere situated among sparkling lakes and natural wetlands.This community offers a fully gated community, community pool, fitness ...

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Property Type

Sarasota House

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Sarasota Vacation Rentals