The Cottages on the Key

(113 rentals)
The Cottages on the Key
Phone number: +1 (800) 385-1499
32
Here at The Cottages on the Key, we understand what makes a luxury vacation home right for you. We make it our business to find a vacation rental that meets all of your needs and goes above and beyond your expectations. What better place in the world to visit than right here on Siesta Key in Sarasota, Florida. Ranked #1 Beach in the United States! By providing the finest ...
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Here at The Cottages on the Key, we understand what makes a luxury vacation home right for you. We make it our business to find a vacation rental that meets all of your needs and goes above and beyond your expectations. What better place in the world to visit than right here on Siesta Key in Sarasota, Florida. Ranked #1 Beach in the United States! By providing the finest in vacation rentals in Siesta Key, we can ensure that your vacation is a success no matter which home is right for you.
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Siesta Dream House - Only $99 down

$243

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid 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

Siesta Key House

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Vinca – Only $99 down

1 BR | 1 BA | Sleeps 2 | Quick View

Distance to beach: 0.2 miles to Siesta Key Beach - Access # 5

$71

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid 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

Siesta Key Cottage

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Villa Vista Mare - Only $99 Down

3 BR | 3 BA | Sleeps 10 | Quick View

2

$286

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • 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

Siesta Key Townhome

"Wonderful"
Reviewed October 30, 2019

Myself an family stayed in seista keys how was wonderful kids loved the pool house nice an clean had everything you needed came equipped with it can’t wait to go back beautiful weather very nice place ...

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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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Pura Vida Oasis - Only $99 down

$621

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

Siesta Key House

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Casita Lime – 303L - Only $99 down

$125

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

Siesta Key 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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The Pearl by the Sea - Only $99 down

$550

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

Siesta Key House

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Mandevilla - Only $99 down

3 BR | 3 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Siesta Key Beach - Access # 5

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid 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

Siesta Key Villa

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Sea the View - Only $99 down

4 BR | 3 BA | Sleeps 10 | Quick View

$440

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 ...

View all property information

Property Type

Siesta Key House

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Sol y Mar - Only $99 down

4 BR | 2 BA | Sleeps 8 | Quick View

$214

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 ...

View all property information

Property Type

Siesta Key House

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Casa Tegula - Only $99 down

4 BR | 3 BA | Sleeps 12 | Quick View

1

$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 ...

View all property information

Property Type

Siesta Key House

"Casa Tegula Review..."
Reviewed July 8, 2019

We LOVED Casa Tegula!!! The house was very clean and stocked with everything we needed. Location was wonderful, only a short walk to the ocean and shops. Sara at The Cottages on the Key was AMAZING and ...

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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 ...

View all property information

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 ...

View all property information

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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The Solaster - Only $99 down

6 BR | 6 BA | Sleeps 20 | Quick View

1

$400

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

Siesta Key House

"Great as advertised"
Reviewed October 31, 2019

A group of eight 80-ish college fraternity brothers got together for a reunion and rented Solaster. It was a great choice. The place is exactly as advertised: two attached units, six bedrooms with eight ...

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Sophie’s Cottage - Only $99 down

$330

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

Siesta Key House

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Sandy Cabana - Only $99 Down

3 BR | 3 BA | Sleeps 8 | Quick View

1

$139

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

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

Siesta Key House

"Fabulous Place"
Reviewed February 19, 2020

Excellent Location close to the Crescent Beach and Restaurants. I would stay there again the next time I visit Siesta Key.

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Villa De Paradisio - Only $99 Down

$385

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 ...

View all property information

Property Type

Siesta Key House

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Monarch Villa - Only $99 Down

3 BR | 3 BA | Sleeps 9 | Quick View

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • 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 standard for ...

View all property information

Property Type

Siesta Key House

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Admirals Watch - Only $99 Down

3 BR | 3 BA | Sleeps 8 | Quick View

1

$314

per night

View Details

Key Amenities

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

View all property information

Property Type

Siesta Key Condo

"Wonderful Stay"
Reviewed July 1, 2019

Admirals Watch, Siesta Key was a great place to stay with an amazing view! Everything is just like the picture. The rental company "The Cottages on the Key" checked in with us a couple of times to make ...

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Casa Stolida - Only $99 down

4 BR | 3 BA | Sleeps 8 | 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 ...

View all property information

Property Type

Siesta Key House

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Sea la Vie – Only $99 down

3 BR | 2 BA | Sleeps 8 | Quick View

$179

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 ...

View all property information

Property Type

Siesta Key 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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Pinacolada - Only $99 down

3 BR | 3 BA | Sleeps 8 | Quick View

$186

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 ...

View all property information

Property Type

Siesta Key Townhome

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The Blue Serenity - Only $99 down

6 BR | 10 BA | Sleeps 22 | Quick View

Distance to beach: 0.2 miles to Siesta Key Public Beach - Access # 2

$700

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 ...

View all property information

Property Type

Siesta Key House

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Coral Breeze – Only $99 down

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Siesta Key Beach

$385

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid 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 ...

View all property information

Property Type

Siesta Key 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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Sea Esta – Only $99 down

3 BR | 2 BA | Sleeps 8 | Quick View

$179

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 ...

View all property information

Property Type

Siesta Key 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 ...

View all property information

Property Type

Sarasota House

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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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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 ...

View all property information

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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The Hummingbird - Only $99 down

6 BR | 6 BA | Sleeps 12 | Quick View

Distance to beach: 0.2 miles to Siesta Key Beach - Access # 5

$286

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid 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 ...

View all property information

Property Type

Siesta Key House

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Seahorse Cabana - Only $99 down

$150

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

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

Siesta Key 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 ...

View all property information

Property Type

Sarasota House

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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 ...

View all property information

Property Type

Sarasota House

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Sandpiper Cottage - Only $99 down

5 BR | 5 BA | Sleeps 14 | Quick View

Distance to beach: 0.8 miles to Crescent Beach

$275

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

Siesta Key Cottage

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The Palms Cottage - Only $99 down

$385

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

Siesta Key House

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Ventana Rosa – Only $99 down

3 BR | 2 BA | Sleeps 10 | Quick View

Distance to beach: 2 miles to Shell Beach

$139

per night

View Details

Key Amenities

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

About this property

Ventana Rosa - One of The Cottages on the KeyThis 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 ...

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Property Type

Siesta Key House

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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 ...

View all property information

Property Type

Sarasota House

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Coconut Grove - Only $99 Down

6 BR | 6 BA | Sleeps 16 | Quick View

$371

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 ...

View all property information

Property Type

Siesta Key House

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Luna Nueva - Only $99 down

3 BR | 2 BA | Sleeps 6 | Quick View

$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 ...

View all property information

Property Type

Sarasota House

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Casita Blanca

2 BR | 1 BA | Sleeps 4 | Quick View

$143

per night

View Details

Key Amenities

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

About this property

Explore Casita Blanca, a cozy 2BR/1BA bungalow located minutes from prestigious Crescent Beach. This home is the perfect beach retreat for small families and couples alike!This inviting beach bungalow is just a short walk to prestigious Crescent Beach and close to world famous Siesta Key Beach, continually ...

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Property Type

Siesta Key House

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Latitude Adjustment - Only $99 down

$300

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 ...

View all property information

Property Type

Siesta Key House

"Wonderful home-perfect location"
Reviewed January 7, 2020

We had a great stay at this home. It was very clean and comfortable and supplied everything we needed to enjoy the beach and pool. The kitchen was complete with everything needed to cook all meals- although ...

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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 ...

View all property information

Property Type

Sarasota House

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Sophie’s Quartier - Only $99 down

$429

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 ...

View all property information

Property Type

Siesta Key House

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Siesta Salt Life - Only $99 down!

6 BR | 4 BA | Sleeps 16 | Quick View

1

$354

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 ...

View all property information

Property Type

Siesta Key House

"Wow !!! Best place to stay."
Reviewed October 28, 2019

Your villa was just amazing. The villas were very clean and very spacious. I felt like it was home. Everything you need to go on vacation, it was there for you from linens to beach towels and chairs ,bikes. ...

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The Canopy Cottage

4 BR | 3 BA | Sleeps 9 | Quick View

$330

per night

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Key Amenities

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

About this property

This tranquil 4 bedroom/3 bathroom home features a private heated pool & spa, and is located within close proximity to Siesta Key Village and world famous Siesta Key Beach, voted the #1 beach in the USA! The Canopy Cottage is the ideal vacation home for couples and families alike.The Canopy Cottage ...

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Property Type

Siesta Key House

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Casita Playa

2 BR | 1 BA | Sleeps 4 | Quick View

$143

per night

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Key Amenities

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

About this property

Explore Casita Playa, a quaint 2BR/1BA bungalow located within walking distance from Crescent Beach/Village. This home is the perfect beach escape for small families and couples alike!This lovely 2BR/1BA beach bungalow is just a short walk to prestigious Crescent Beach and close to world famous Siesta ...

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Property Type

Siesta Key House

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