Sarasota Vacation Rentals

(88 rentals)
Casita Mar - Only $99 down

2 BR | 1 BA | Sleeps 4 | Quick View

$107

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Jasmine Casita – Only $99 down

$84

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota Cottage

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Buccaneer’s Hideaway - Only $99 down

$275

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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

2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

$155

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

"Amazing place!!"
Reviewed January 4, 2020

We stayed at this beautiful condo from October-December. It is overlooking the ICW where we saw dolphins, fish, birds and manatee! The condo is very well stocked with every essential you could want. It ...

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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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Casa Leone - Only $99 Down

4 BR | 3 BA | Sleeps 8 | Quick View

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Private Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Casa Bella Vita – 1021

3 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 0.1 miles to Siesta Key Beach - Access # 13

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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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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Villa Cascada - Only $99 Down

4 BR | 4 BA | Sleeps 12 | Quick View

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Orchid Villa - Only $99 down

2 BR | 2 BA | Sleeps 6 | Quick View

1

$114

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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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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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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Serenata

2 BR | 2 BA | Sleeps 4 | Quick View

4

Distance to beach: 20 miles to Lido beach

$100

per night

View Details

Key Amenities

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

About this property

Nice condo in a gated community with amenities like heated pool, 24 hours gym, tennis courts Close to malls , Sarasota airport and nice beaches

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Property Type

Sarasota Condo

"Outstanding and relaxing retreat"
Reviewed February 18, 2020

Located within a beautiful gated complex, this lovely furnished 2-bedroom condo lent itself to a wonderful "home away from home" feel! The condo is located just a few miles west of Sarasota/Bradenton Airport, ...

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Hibiscus Villa - Only $99 down

2 BR | 2 BA | Sleeps 6 | Quick View

1

$114

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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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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Luna Nueva - Only $99 down

3 BR | 2 BA | Sleeps 6 | Quick View

1

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

"Love the Pool and walking distance to stores and restaurants!"
Reviewed July 5, 2020

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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Inexpensive Luxury At Its Best!

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 15 miles to Siesta Key

$53

per night

View Details

Key Amenities

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

About this property

This first floor condo is located in Heritage Oaks, a private, gated golf community in Sarasota. It sits on a small lake overlooking the women's tee box of the signature par-five 14th hole. It is spotlessly clean and tastefully decorated with fine furniture and fine art. There’s laminate flooring ...

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Property Type

Sarasota Condo

"Cozy Holiday Rental in Sarasota"
Reviewed December 9, 2018

Just returned from a wonderful stay in Heritage Oaks Resort in Sarasota. Marty's condo is so spacious and yet so cozy and comfortable. The Den even has sofa beds as well as a large Master Bedroom and ...

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Villa Brisa Marina

4 BR | 4 BA | Sleeps 12 | Quick View

$250

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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Casa Eulimia - Only $99 down

4 BR | 3 BA | Sleeps 12 | Quick View

$264

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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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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Casita Morning Star - Only $99 down

$196

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Sarasota Waterfront Paradise- Location, Location...!!

$199

per night

View Details

Key Amenities

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

About this property

3 bedroom, 2 bath, fully-stocked private home; ultimate in indoor/outdoor living.This beautiful waterfront home is located in the heart of Sarasota just a few minutes from Siesta Key Beach and downtown! It is located on Phillippi Creek, which flows into greater Sarasota Bay. The home is located in ...

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Property Type

Sarasota House

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Casa Junonia - Only $99 down

4 BR | 3 BA | Sleeps 12 | Quick View

$264

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Lily Casita – Only $99 down

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

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota Cottage

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Casita Sol - Only $99 down

2 BR | 1 BA | Sleeps 4 | Quick View

$107

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Topsail Cottage - Only $99 down

4 BR | 4 BA | Sleeps 12 | Quick View

1

$260

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

View all property information

Property Type

Sarasota House

"Vacation"
Reviewed May 16, 2020

We enjoyed our stay, everything was as expected!! The staff took care of our mistake quickly!! The house was clean, and had everything we needed

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Casa Coquina - Only $99 down

4 BR | 3 BA | Sleeps 12 | Quick View

$225

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Villa Las Flores - Only $99 down

$132

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Beautiful House -Big Yard - Walk to Beach, coffee, food, shops - Dog Friendly

$190

per night

View Details

Key Amenities

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

About this property

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 rentals of Stickney Point Bridge area. There ...

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Property Type

Sarasota House

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Timberwoods Vacation Villa

2 BR | 2 BA | Sleeps 4 | Quick View

$99

per night

View Details

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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Baydream Bungalow - Only $99 Down

$179

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: Only $99 down 24 hour cancellation policy Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for ...

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Property Type

Sarasota Bungalow

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The Conch - Only $99 down

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

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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The Abalone - Only $99 down

8 BR | 6 BA | Sleeps 24 | Quick View

$529

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Casa Antilles - Only $99 down

4 BR | 3 BA | Sleeps 12 | Quick View

$225

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

View all property information

Property Type

Sarasota House

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Casita Sun Star - Only $99 down

$196

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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The Tropical Gardens - Only $99 down

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 home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota House

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Sea Shell Casita

2 BR | 2 BA | Sleeps 6 | Quick View

1

$125

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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The Blue Laguna – Only $99 down

2 BR | 1 BA | Sleeps 4 | 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

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota Cottage

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Villa Magnolia - Only $99 Down

4 BR | 4 BA | Sleeps 12 | Quick View

Distance to beach: 5 miles to Siesta Key Beach

$169

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

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Property Type

Sarasota Villa

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Luna Flores - Only $99 down

6 BR | 4 BA | Sleeps 10 | Quick View

1

$210

per night

View Details

Key Amenities

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

About this property

This home qualifies for our Book Care Free option for 2020 arrivals which includes: • Only $99 down • 24 hour cancellation policy • Deferred deposit payments until 14 days prior to your arrival Ask us about how you can qualify for this special offer!We go above and beyond the industry ...

View all property information

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 Trinidad

4 BR | 2 BA | Sleeps 10 | Quick View

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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Available March 2020. Luxury condo 11th floor, VIEWS!

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • 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

"Wow, This place is Excellent"
Reviewed February 20, 2019

I don't normally write a review but I can't say enough good things about this rental. First, off the owners are very nice (very important: they care). Crystal Sands condo is very convenient to everything, ...

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Stoneybrook Golf and Country Club - 3D Pictures -

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 4 miles to Siesta Key Beach

$100

per night

View Details

Key Amenities

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

About this property

Golf and Beach Lovers Paradise located on 3rd fairway of Stoneybrook Golf and Country Club, an 18 hole championship golf course. This first floor [no steps] condo has a King in the Master bedroom with a private bath. The guest BR has a Queen bed and its own bathroom.Downtown Sarasota offers many cultural ...

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Property Type

Sarasota Condo

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PIECE OF PARADISE... Quiet & Safe

$99

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Quiet, safe, & peaceful describes this accommodating vacation home. With its excellent location you're four minutes from the interstate, five minutes from Walmart & other major retailers, ten minutes from beautiful golf courses, & ten minutes from Sarasota's crown jewel; Siesta Key! In addition ...

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Property Type

Sarasota Condo

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Tropical Pool Home Near Siesta Key, Pet Friendly! POOL

2 BR | 2 BA | Sleeps 4 | Quick View

4
Owner special: JANUARY AVAILABLE! 30 nights $3400 ($3035 Rent + $365 Florida Taxes = $3400)

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

$93

per night

View Details

Key Amenities

  • Air Conditioning
  • Full 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! All Florida (12% state & bedding) taxes are 'included' in rental the fee.Be Our Guest...very quiet, clean and comfortable non-smoking home with private pool and lanai ...

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Property Type

Sarasota House

"Absolute Paradise"
Reviewed June 28, 2020

This house is so amazing! It's spacious and light. The kitchen is so great. It opens up to the pool. You can see the pool from just about everywhere in the house. I can't say enough good things about this ...

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2BR/1BA Vacation Rental in Sienna Park - Wifi, Pool

$83

per night

View Details

Key Amenities

  • Air Conditioning
  • Full 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

"Excellent 2bd apartment so close to Siesta Key & Beaches!"
Reviewed October 30, 2019

Superbly clean, well stocked and provided for appointments inside, easily sleeps 6 people. Water & ice dispenser on fridge, ice cold A/C, lots to choose from in the kitchen! Beach chairs and boogie boards! ...

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Dream Island

8 BR | 8 BA | Sleeps 24 | Quick View

Distance to beach: 0.5 miles to Lido Beach

$550

per night

View Details

Key Amenities

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

About this property

The Best Homes, Location and Vacation Experience on Lido Key! *This property must be rented for a minimum of 7 nights* Brand New Lido Key Home!! This home is an absolute Dream! There isn't a better home on Lido Key, we can promise you that! This Perfectly Located, Ground Level Lido Key Coastal ...

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Property Type

Sarasota House

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5 Minutes drive # 1 Siesta Beach

2 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Siesta

$130

per night

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Key Amenities

  • Air Conditioning
  • Full 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”"
Reviewed April 24, 2020

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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Beach Views

7 BR | 7 BA | Sleeps 19 | Quick View

$525

per night

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Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

The Best Homes, Location and Vacation Experience on Lido Key! *This property must be rented for a minimum of 7 nights* Brand New Lido Key Home!! This absolutely stunning, Perfectly Located, 3 level Lido Key Coastal Home, with Elevator Service from Ground to ALL Floors, features Vaulted Ceilings ...

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Property Type

Sarasota House

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Lazy Days

3 BR | 2 BA | Sleeps 8 | Quick View

1

$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

"excellent location"
Reviewed November 19, 2019

Excellent location, beach was close, shopping and restaurants were close. Property manager was extremely responsive to our questions and needs. Our family had a very enjoyable time at the property, the ...

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The Shore House

7 BR | 4 BA | Sleeps 21 | Quick View

$475

per night

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Key Amenities

  • Air Conditioning
  • Pet Friendly
  • Private Pool

About this property

The Best Homes, Location and Vacation Experience on Lido Key! Brand New Lido Key Home!! This absolutely stunning, 3 level Lido Key Coastal Home features 7 Bedrooms - including a Huge Master Bedroom with En Suite Bathroom, and 4.5 Bathrooms throughout the home. There are 3 Living Spaces - Living ...

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Property Type

Sarasota House

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2BR/2BA Vacation Rental in Sienna Park - Wifi, Pool

$83

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

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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!