Sarasota Vacation Rentals

(84 rentals)
Timberwoods Vacation Villa

2 BR | 2 BA | Sleeps 4 | Quick View

$99

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! Famous Siesta Key is just 2 miles away! Located in 25 acres of wooded pines & a tropical ...

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Property Type

Sarasota Villa

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Luna Flores

6 BR | 4 BA | Sleeps 10 | Quick View

1

$264

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Luna Flores - a gorgeous 6 bedroom/4 bathroom vacation home comprised of 2 units & heated pools, Villa Las Flores and Luna Nueva. Located just off island with easy access to Siesta Key, ti's within walking distance of an array of restaurants & shops. Luna Flores, a gorgeous 6 bedroom, 4 bathroom ...

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Property Type

Sarasota House

"Amazing vacactions and perfect rental!"
Reviewed January 14, 2019

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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Villa Magnolia

4 BR | 4 BA | Sleeps 12 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$169

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

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 Villa

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Beautiful 2 bedroom condo on 36 hole golf course

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 10 miles to Lido Key

$129

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Quiet golf course community, close to shopping and a short drive to area beaches including Siesta Key, Lido Key, Longboat Key and Anna Marie Island. This 2 bedroom, 2 bath condo sits on the 18th fairway with a beautiful view. It has been recently remodeled, is very clean and has all of the comforts of ...

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Property Type

Sarasota Condo

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Casa Eulimia

4 BR | 3 BA | Sleeps 12 | Quick View

$257

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casa Eulimia, a Siesta Key luxury villa that features a private heated pool and cabana room and is located near Crescent Village and close to beaches and Siesta Key Village!This stunning four-bedroom/three-bathroom luxury villa features a spacious kitchen and living area, outdoor patios ...

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Property Type

Sarasota House

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Villa Las Flores - One of the Cottages on the Key

$132

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Beautiful 3BR/2BA - Big Fenced Yard - 5 Blocks to Siesta Beach - Dog Friendly

$214

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Rentals by Owner

About this property

Available for January due to cancellation!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, restaurants and boat ...

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Property Type

Sarasota House

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Lazy Days

3 BR | 2 BA | Sleeps 8 | Quick View

$249

per night

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Key Amenities

  • Full Kitchen

About this property

152 Coolidge Dr - Sarasota (Lido Key) - Fl 2 Bed 1 Bath Main House And 1/1 Guest House. Private Courtyard, Enclosed Pool This newly remodeled home has all the amenities you need while on vacation and still manages to maintain its beachy charm. Professionally decorated this home has an airy feel with ...

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Property Type

Sarasota House

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Casita Mar

2 BR | 1 BA | Sleeps 4 | Quick View

$142

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Casita Mar of Sol y Mar is one of two uniquely configured beach casitas featuring 2 beds/1 bath, gourmet kitchen, beautiful landscaping with an outdoor courtyard, a shared hot tub and a heated pool. Book along with Casita Sol for large groups.Welcome to Casita Mar of Sol y Mar. This single level (2 ...

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Property Type

Sarasota House

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Topsail Cottage

4 BR | 4 BA | Sleeps 12 | Quick View

$260

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Welcome to Topsail! Our newly constructed luxury cottage has all the amenities your group [up to 12] can fathom. Inside you’ll enjoy travertine flooring throughout the entire three-story building, garden soaking tub in the master, new appliances, oversized washer/dryer, granite countertops, and ...

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Property Type

Sarasota House

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Downtown Historic Craftsman Bungalow

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 5 miles to Lido Beach

Inquire for rates

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly

About this property

Welcome home! Our 2BR/2BA bungalow is a gorgeous, 1920's Craftsman home that has been fully renovated and spotlessly maintained. Home includes all utilities, satellite tv, wi-fi, linens, dishes, and pots/pans. Special touches include the charm of old Florida with the conveniences of the modern era: stacked ...

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Property Type

Sarasota House

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Luna Nueva

3 BR | 2 BA | Sleeps 6 | Quick View

$132

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Luna Nueva, a 3 bedroom/2 bathroom home with a heated pool is located just off island with easy access to Siesta Key. When reserved with Villa Las Flores to become Luna Flores, the vacation home will be a great setting for large groups. Luna Nueva, a gorgeous 3 bedroom 2 bathroom villa, is one of two ...

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Property Type

Sarasota House

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Lido Beach, Sarasota, Beachfront Condo. 2 Bedrooms, 2 full baths.

Inquire for rates

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Key Amenities

  • Full Kitchen

About this property

Location, location, location! Enjoy fabulous beach living with views of Lido Beach and the Gulf of Mexico. Enjoy your resort style pool or walk a few feet across the powder white sand to swim in the Gulf. Across Ben Franklin Ave is the South Lido County Park. Kayak in the Gulf or Bay from this exceptional ...

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Property Type

Sarasota Condo

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Casa Leone

4 BR | 3 BA | Sleeps 8 | Quick View

$254

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Private Pool

About this property

Welcome to Casa Leone. An absolute one of kind, limited edition home located on prestigous Siesta Key featuring an extremely private and lushly landscaped heated pool and hot tub area, near America's #1 Beach, minutes away from Siesta Key Village!It's time for that vacation! And there is no better ...

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Property Type

Sarasota House

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Condo Near Beach & Downtown for Long Term Stay, Fully Furnished & Pet Friendly

1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 2 miles to Siesta Key

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Rentals by Owner

About this property

Rent Information:Available June- December $1,999 per month 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 term rental taxes and fees will apply. *Calendar months only ...

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Property Type

Sarasota Condo

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Baydream Bungalow

3 BR | 2 BA | Sleeps 6 | Quick View

$204

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Private Pool

About this property

Situated on the northern part of Siesta Key within walking distance to Nora Patterson’s Park, this original Sarasota home is tucked within the Bay Island! With just a short drive to main beach access parking and even closer to the shops both on the Key and off, this location is the perfect setting ...

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Property Type

Sarasota Bungalow

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The Abalone

8 BR | 6 BA | Sleeps 24 | Quick View

$514

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to The Abalone! This newly constructed 8 bedroom/6 bathroom luxury condo is a combination of two units: Casa Eulimia & Casa Junonia. Each unit features a 4 bedroom/3 bathroom configuration, each with their own common space, kitchen, outdoor patios & private heated outdoor pool. With modern ...

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Property Type

Sarasota House

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Sea Shell Casita

2 BR | 2 BA | Sleeps 6 | Quick View

1

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Sea Shell and Sea Wave are two separate units which can be uniquely configured to create Villa Brisa Marina, an absolutely beautiful and stunning private pool home.Each of the two Casitas [Sea Shell and Sea Wave] in Villa Brisa Marina which are connected by a common entry lanai, combine to offer ...

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Property Type

Sarasota House

"Relaxing"
Reviewed March 9, 2018

The property was everything we expected and we had a great & relaxing experience

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Sophisticated updated modern pool home on St. Armands sleeps 11

4 BR | 3 BA | Sleeps 11 | Quick View

Distance to beach: 0.1 miles to Lido

$350

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • 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

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Casita Sun Star

3 BR | 3 BA | Sleeps 8 | Quick View

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casita Sun Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 8] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent bathrooms, new appliances, new washers/dryers, quartz ...

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Property Type

Sarasota House

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The Blue Laguna – 2053

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$64

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

About this property

Welcome to The Blue Laguna! This inviting 2-bedroom/1-bathroom coastal cottage is located in close proximity to downtown Sarasota and just minutes from Siesta Key Beach, continually ranked as one of the top ten beaches in the USA! This home is ideal for small families and couples alike!The Blue ...

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Property Type

Sarasota Cottage

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Buccaneer’s Hideaway

4 BR | 2 BA | Sleeps 12 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Buccaneer's Hideaway is a stunning 4 bedroom, 2.5 bath home that boasts a very private backyard with a heated pool, screened in lanai, a dock and canal that leads straight to your heart's home... the Gulf of Mexico via the Intracoastal Waterway. Bring your boat, your fishing tackle, and even your finest ...

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Property Type

Sarasota House

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Lovely updated Pool Home on famous St. Armand's Circle, Sarasota, Florida

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to beach: 0.9 miles to Lido Beach

$469

per night

View Details

Key Amenities

  • Air Conditioning
  • Full 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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Villa Trinidad

4 BR | 2 BA | Sleeps 10 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Centrally located in the heart of Sarasota, and only minutes away from our world famous Siesta Key Beach, the completely renovated Villa Trinidad offers a cool and soothing retreat with a heated swimming pool and a spectacular waterfront view! Centrally located in the heart of Sarasota, and only minutes ...

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Property Type

Sarasota House

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The Conch

8 BR | 6 BA | Sleeps 24 | Quick View

$514

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to The Conch! Our newest luxury cottage has all the amenities your large group [up to 24!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and decadent ...

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Property Type

Sarasota House

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Siesta Oasis - 4 BR/Pool - 3 miles to Siesta Key!

$183

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

This home with huge private backyard OASIS and Sparkling Saltwater pool will wow you! Tucked away at the end of a dead end private street on a 1/2 acre lot. Plenty of room to spread out and enjoy yourselves.Amenities, amenities, amenities!Only 3 miles from Siesta Key! Spend the day with your toes ...

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Property Type

Sarasota House

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Walk to a Number One Beach

1 BR | 1 BA | Sleeps 4 | Quick View

$67

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

A second floor renovated one bedroom condominium . The Castel del Mare complex has been called the hidden gem of Sarasota.... * Close to world famous Siesta Key Beach * beautiful view of the inter-coastal waterway for the heated round resort pool * access both onto the key and to all sarasota amenities ...

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Property Type

Sarasota Condo

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Casita Sol

2 BR | 1 BA | Sleeps 4 | Quick View

$142

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Casita Sol of Sol y Mar is one of two uniquely configured beach casitas featuring 2 beds/1 bath, gourmet kitchen, beautiful landscaping with an outdoor courtyard, a shared hot tub and a heated pool. Book along with Casita Mar for large groups.Welcome to Casita Sol of Sol y Mar. This COMPLETELY RENOVATED, ...

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Property Type

Sarasota House

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Orchid Villa

2 BR | 2 BA | Sleeps 6 | Quick View

1

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Orchid and Hibiscus Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home.When rented separately, each unit features two bedrooms and a sleeping den that sleeps up to 6, with 2 full bathrooms, a gourmet kitchen, ...

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Property Type

Sarasota House

"Restful vacation"
Reviewed February 12, 2019

Great place to stay. Pool in back was heated to a comfortable temperature. Amenities were great. Short walk down the road to the beach access. They even had cupcakes in the fridge to welcome us upon arrival!

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Casa Antilles

4 BR | 3 BA | Sleeps 12 | Quick View

$257

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casa Antilles! Our newest south Siesta Key luxury cottage has all the amenities your large group - up to 12. Enjoy a private heated pool & nearby beach access. When reserved with Casa Coquina to become The Conch, you can sleep up to 24. Welcome to Casa Antilles! Our newly constructed luxury ...

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Property Type

Sarasota House

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Coral Reef Casita

2 BR | 2 BA | Sleeps 6 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Coral Reef and Star Fish Casitas are two separate units which can be uniquely configured to create Villa Dom Bisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross].The décor ...

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Property Type

Sarasota House

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Casita Morning Star

3 BR | 3 BA | Sleeps 10 | Quick View

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casita Morning Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 10] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent bathrooms, new appliances, new washers/dryers, ...

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Property Type

Sarasota House

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Villa Brisa Marina

4 BR | 4 BA | Sleeps 12 | Quick View

$287

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

This home features a brand new heated pool and a four minute walk to the Nation’s finest beach [no major streets to cross]. It’s perfect for families or groups up to 12, especially those families who love to travel together or visit the vacationing grandparents. Villa Brisa Marina offers the ...

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Property Type

Sarasota House

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Star Fish Casita

2 BR | 2 BA | Sleeps 6 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Star Fish and Coral Reef casitas are two separate units which can be uniquely configured to create Villa Dom Brisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross].The décor ...

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Property Type

Sarasota House

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Hibiscus Villa

2 BR | 2 BA | Sleeps 6 | Quick View

1

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

The Hibiscus and Orchid Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home.When rented separately, each unit features two bedrooms and a sleeping den that sleeps up to 6, with 2 full bathrooms, a gourmet kitchen, ...

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Property Type

Sarasota House

"Beautiful condo!"
Reviewed April 1, 2019

Beautiful 2 bedroom condo! Great location! Right across the street from beach and a few minute walk to public beach access. Restaurants within walking distance also. The condo was tastefully decorated and ...

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SunWay Suites Units 1,2,3,4

2 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 4 miles to Siesta Beach

$64

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

SunWay Suites Visit us at our sunwaysuites website for more informationWe have four suites available- two 2 bedroom and two 1 bedroom suites. Please visit our three other one and two bedroom units on our sunwaysuites website or call for availabilityHere is a description of Unit 1 SunWay ...

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Property Type

Sarasota Apartment

"Great Location for the beach!"
Reviewed April 21, 2019

The location is great...close to beach and all other amenities! The suite was very comfortable and well stocked with everything we needed except an oven! The bed was comfortable and AC worked well! The ...

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Casa Junonia

4 BR | 3 BA | Sleeps 12 | Quick View

$257

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

This upscale four-bedroom/three-bathroom luxury condo features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.” This home is ideal for large families & ...

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Property Type

Sarasota House

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Gorgeous newly remodeled pool home on St. Armand's Circle for 8

4 BR | 5 BA | Sleeps 8 | Quick View

Distance to beach: 0.1 miles to Lido

$500

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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The Tropical Gardens

6 BR | 5 BA | Sleeps 16 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$233

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

About this property

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

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Property Type

Sarasota House

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BEAUTIFUL WATERFRONT LUXURY Condo - Boat Dock - Walk to Siesta Key Beach!!

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

$175

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

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

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Property Type

Sarasota Condo

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Lily Casita – 2051

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$84

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool

About this property

Welcome to Lily Casita! This tropical two-bedroom/two-bathroom cottage is located in close proximity downtown Sarasota and just minutes from world famous Siesta Key Beach! With plantation shutters and coastal décor throughout, you’ll truly be living “The Beach Life.” This home ...

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Property Type

Sarasota Cottage

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Estate Living in The Meadows Golf Community ~ Multiple Families Welcome

4 BR | 4.5 BA | Sleeps 8 | Quick View

Distance to beach: 10 miles to Lido Beach

$277

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Minutes to the Famous Siesta Key Beach

2 BR | 2 BA | Sleeps 5 | Quick View

Distance to beach: 3 miles to Siesta Key

$95

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Beautiful 2 Bedroom 2 Full Bath, single floor home with a garage, located in Sarasota. Home is well furnished with top of the line furnishings, King size master, Bonus Florida room with a futon. Bright Open floor plan, quiet neighborhood perfect for an evening stroll. Or partake in a BBQ in the shared ...

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Property Type

Sarasota Villa

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FURNISHED inlaw apt with GARAGE space near University parkway

$57

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

$1300/ month for 7 month minimum ONE ADULT ONLY. 1500 month to month $800 hold/security deposit to insure your stay. Early out fee will depend on the amount of months left on your reservation.This apt is located near university parkway off lockwood ridge rd in Sarasota. Attached to my home I ...

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Property Type

Sarasota Apartment

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Villa Cascada

4 BR | 4 BA | Sleeps 12 | Quick View

$287

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Villa Cascada is a uniquely configured private home featuring a heated pool/waterfall, 4 bedrooms, 4 bathrooms that sleeps 12, with 2 living areas and 2 kitchens and an almost unbelievable pool courtyard surrounded by lush gardens and a tall privacy wall enclosing the entire property.Each of the two ...

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Property Type

Sarasota House

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Villa Dom Brisa

4 BR | 4 BA | Sleeps 12 | Quick View

$287

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Villa Dom Brisa is a beautifully decorated 4 bedroom, 4 bathroom, 2 kitchem home located on Crescent Street in South Siesta Key. This home is part of the Las Brisa complex of two beautiful 4-BR homes offering unique sleeping combinations to larger groups or families traveling together.Combine Villa ...

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Property Type

Sarasota House

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Pet Friendly (Old Florida) Bayside Neighborhood - Vintage Pool Home w/Cottage

2 BR | 2 BA | Sleeps 5 | Quick View

1

Distance to beach: 8 miles to Lido Beach

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Burnished hardwood floors, high ceilings and exquisite custom millwork welcome you to this totally refurbished West of the Trail vintage home/compound in an Old Florida Bayside Neighborhood on nearly 1/2 acre lot. Enter into a gorgeous open and airy living room with wood burning fireplace. Move ...

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Property Type

Sarasota House

"Tropical Serenity near the Bay"
Reviewed November 14, 2018

One half block to amazing daily sunsets is the traditional Florida home we have stayed for three months this fall. Interiors are spacious and harmonious. Hardwood floors lots of light and dog friendly made ...

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Luxury Condo - Very Affordable Price

1 BR | 1 BA | Sleeps 4 | Quick View

7

Distance to beach: 1 miles to Siesta Key

$99

per night

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Key Amenities

  • Air Conditioning
  • Full 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!"
Reviewed September 7, 2019

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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Casa Coquina

4 BR | 3 BA | Sleeps 12 | Quick View

$257

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Welcome to Casa Coquina! Our newest luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and decadent ...

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Property Type

Sarasota House

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Sarsaota/Palmer Ranch: 2br/2 bath Spanish Style quaint furnished condo

$90

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Spanish style beautifully furnished 2br/2 bath condo located in the heart of Palmer Ranch in beautiful Sarasota located in the South West Gulf of Mexico coast of Florida approximately 50 miles south of Tampa. Siesta Key and Lido beaches, world renowned for their miles of flour like white sand are within ...

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Property Type

Sarasota Condo

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Sarasota Vacation Rentals

Sarasota Weather

 | 

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

Sarasota is the “Grand Dame of the Gulf Coast”

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

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

Sarasota, Florida travel advice

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

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

Climate

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


Top activities and attractions in Sarasota

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

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

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

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

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

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

Annual Events

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

Restaurants and Bars

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

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

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

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