The Cottages on the Key

(83 rentals)
The Cottages on the Key
Phone number: +1 (800) 385-1499
14
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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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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Honey Mango Cabana

2 BR | 1 BA | Sleeps 6 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Welcome to the Honey Mango Cabana! This beautiful and vibrant 2 bedroom, 1 bathroom vacation home accommodates up to 6 people. Part of Mango Manor, Honey Mango Cabana can be reserved alone or along with Juicy Mango Cabana for big families or groups. Welcome to the Honey Mango Cabana! This beautiful and ...

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Property Type

Siesta Key House

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Hibiscus Villa

2 BR | 2 BA | Sleeps 6 | Quick View

$146

per night

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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

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Casita Bayou

2 BR | 1 BA | Sleeps 6 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Welcome to Casita Bayou!Casita Bayou is the larger half of this uniquely configured private home called the Coconut Bayou Cottage and it is the perfect escape for you and your guests. This side of the gorgeous home has recently been updated with new furnishings and completely renovated on the interior. ...

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Property Type

Siesta Key House

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Pura Vida Oasis

5 BR | 3 BA | Sleeps 13 | Quick View

$621

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Pura Vida Oasis, a canal front cottage with heated pool & spa features 5 bedrooms/3 baths and can sleep up to 13. Enjoy eclectic wine storage rack, private dock and amazing views. Close to beaches, Siesta Village & trolley stop. This spectacular bright cheerful, canal front cottage ...

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Property Type

Siesta Key House

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Casita Coco

1 BR | 1 BA | Sleeps 4 | Quick View

1

$85

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome to Casita Coco, a 1 bedroom/1 bathroom Siesta Key vacation home with a shared heated pool. When reserved with Casita Bayou to become CocoBayou Cottage, you can sleep up to 10! Near beach, Crescent Village & the Intercoastal.Welcome to Casita Coco!Casita Coco is one part of the uniquely ...

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Property Type

Siesta Key House

"Cute cottage."
Reviewed September 14, 2018

My daughter, my new grandson and I enjoyed the cottage immensely. The cupcake welcome was delicious. Everything was clean and we couldn't have asked for a better location. Loved the nearby restaurants. ...

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Monarch Villa

3 BR | 3 BA | Sleeps 9 | Quick View

$214

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome to Monarch Villa, a beautiful 3 bedroom, 3 bathroom townhome just steps from the beach. Along with its sister property Peacock Villa, reserve Casa de Mariposa for the ultimate corporate retreat, family reunion or destination wedding setting! Welcome to Monarch Villa! The luxurious three (3) bedroom, ...

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Property Type

Siesta Key House

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Sea Shell Casita

2 BR | 2 BA | Sleeps 6 | Quick View

1

$146

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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Casa Tegula

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 Tegula! 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 Stolida to become The Nautilus, you can sleep up to 24. Welcome to Casa Tegula! Our newly constructed luxury ...

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Property Type

Siesta Key House

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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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Admirals Watch

3 BR | 3 BA | Sleeps 8 | Quick View

$354

per night

View Details

Key Amenities

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

About this property

Welcome to Admirals Watch! This beautiful, luxurious and modern 3 bedroom, 3 bathroom, heated pool, townhome boasts the best views of the world famous No. 1 Siesta Key Beach Access! With absolutely unobstructed views, this home is part of only a handful of private residences that can claim such gorgeous ...

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Property Type

Siesta Key Condo

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Villa Cascada

4 BR | 4 BA | Sleeps 12 | Quick View

$266

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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Casita Sun Star

3 BR | 3 BA | Sleeps 8 | Quick View

$206

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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West Shore - 4BR/4.5BA Beach Front Condo, Heated Pool, With Private Beach Access

$550

per night

View Details

Key Amenities

  • Pool
  • Private Pool

About this property

Welcome to West Shore! A massive gulf front penthouse located right on Siesta Beach in a newly constructed building. With amazing views, a heated pool, and enough room to sleep up to 8, it is the only way to experience Siesta Key!West Shore is a luxuriously appointed penthouse in an extremely private ...

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Property Type

Siesta Key Condo

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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

About this property

Welcome to The Canopy Cottage! Nestled deeply into a beautiful neighborhood canopied by Florida's oldest trees, this lovely 4/3 home that sleeps 9 features a heated pool/spa under a screened in lanai just a few minutes from America's #1 Beach! Welcome to The Canopy Cottage! Nestled deep into a beautifully ...

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Property Type

Siesta Key Cottage

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Casa Junonia

4 BR | 3 BA | Sleeps 12 | Quick View

$326

per night

View Details

Key Amenities

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

About this property

Welcome to Casa Junonia! 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 Eulimia to become The Abalone, you can sleep up to 24. Welcome to Casa Junonia! Our newly constructed luxury ...

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Property Type

Sarasota House

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Isla Amor – Stunning 5 BR/3BA Heated Pool Home on The Grand Canal

$604

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Isla Amor. An absolute one of kind, limited edition home located in the "heart of the Siesta Key" on the prestigous Palm Island (the island within the island). Featuring a private heated pool, near America's #1 Beach, on the Grand Canal with intracoastal bay access and a boat dock. ...

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Property Type

Siesta Key House

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Star Fish Casita

2 BR | 2 BA | Sleeps 6 | Quick View

$146

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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Sandy Cabana

3 BR | 3 BA | Sleeps 8 | Quick View

$186

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Welcome to the Sandy Cabana!The Sandy Cabana is one half of the uniquely configured private homes called the Sandy Seahorse Cottage and it is the perfect escape in the tropics of Siesta Key. This property can be rented separately or combined to accommodate a large party! This side of the gorgeous ...

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Property Type

Siesta Key House

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Seaside Cottage

4 BR | 3 BA | Sleeps 10 | Quick View

1

$294

per night

View Details

Key Amenities

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

About this property

Welcome to Seaside Cottage! A 4 bedroom, 3 bathroom vacation home with a heated pool is across the street from the No. 1 beach in the world! Hop on the trolley or a bike for easy access to Siesta Village. Enjoy the best of island living! Welcome to Seaside Cottage! This lovely and rare 4 bedroom 3 bathroom ...

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Property Type

Siesta Key Cottage

"Wonderful"
Reviewed May 3, 2018

Great place, very comfortable beds, all the items you need - kitchen equipped with great tools. Very clean.

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Casa De Mariposa

6 BR | 6 BA | Sleeps 16 | Quick View

$404

per night

View Details

Key Amenities

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

About this property

Welcome to Casa de Mariposa! This gorgeous property is comprised of two units, Monarch and Peacock Villa which are both mirror images of one another. Each unite features a 3 bedroom, 3 bathroom configuration with their very own common space to include a kitchen, dining area, private balconies, and private ...

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Property Type

Siesta Key House

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Pinacolada – 3BR/3BA Private Heated Pool in the heart of Siesta Village

$206

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Pinacolada! A private home nestled right in the heart of the Siesta Village with the style, elegance and charm of Siesta Key. Enjoy a family home that sleeps 8, a shared heated pool, and quite literally in the heart of Siesta Village!Pinacolada is one-half of the exquisite "Coconut ...

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Property Type

Siesta Key Townhome

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Villa De Paradisio

4 BR | 2 BA | Sleeps 12 | Quick View

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to the beautiful Villa De Paradisio! This gorgeous waterfront cottage is a very luxurious and large four [4] bedroom canal front heated pool home with two bathrooms in approximately 1,800SF of air conditioned living space with a heated pool overlooking the dock and canal. This home has been completely ...

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Property Type

Siesta Key House

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Crescent Cottage

4 BR | 3 BA | Sleeps 10 | Quick View

$260

per night

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Key Amenities

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

About this property

Welcome to our beautiful and serene vacation home! A gorgeous beach cottage in a dream destination, Crescent Cottage offers a fun-filled activity-packed vacation plan with all of its great amenities, awesome location so close to the beach, and a spacious abode designed around the needs and comforts of ...

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Property Type

Siesta Key House

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Juicy Mango Cabana

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

Welcome to the Juicy Mango Cabana! This beautiful and vibrant 2 bedroom, 2 bathroom vacation home accommodates up to 6 people. Part of Mango Manor, Juicy Mango Cabana can be reserved alone or along with Honey Mango Cabana for big families or groups. Welcome to the Juicy Mango Cabana! This beautiful and ...

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Property Type

Siesta Key House

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Casita Mar

2 BR | 1 BA | Sleeps 4 | Quick View

$146

per night

View Details

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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CocoBayou Cottage

3 BR | 2 BA | Sleeps 10 | Quick View

$229

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome to CocoBayou Cottage, a 3 bedroom/3bathroom home with a heated pool. Featuring two units (Casita Bayou & Casita Coco), CocoBayou Cottage sleeps up to 10 and is near the beach, Crescent Village & the Intercoastal. Great for a big group! Welcome to CocoBayou Cottage!This uniquely configured ...

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Property Type

Siesta Key Cottage

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Casa Eulimia

4 BR | 3 BA | Sleeps 12 | Quick View

$326

per night

View Details

Key Amenities

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

About this property

Welcome to Casa Eulimia! 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 Junonia to become The Abalone, you can sleep up to 24. Welcome to Casa Eulimia! Our newly constructed luxury ...

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Property Type

Sarasota House

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Casa Antilles

4 BR | 3 BA | Sleeps 12 | Quick View

$326

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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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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The Sun Dial

4 BR | 4 BA | Sleeps 12 | Quick View

$550

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to The Sun Dial! An absolute one of kind, limited edition home located in a beautifully secluded private neighborhood only minutes from Siesta Key's main beach access. Featuring a private heated pool, near America's #1 Beach, on the canal with intracoastal bay access and a boat dock. You have ...

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Property Type

Siesta Key Apartment

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Mango Manor

4 BR | 3 BA | Sleeps 12 | Quick View

$287

per night

View Details

Key Amenities

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

About this property

Welcome to the Mango Manor! A beautiful and vibrant 4 bedroom, 3 bathroom vacation home with a heated pool accommodates up to 12 people. The attractive property, a combination of Honey Mango Cabana & Juicy Mango Cabana, is perfect for large families. Welcome to the Mango Manor! This beautiful and ...

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Property Type

Siesta Key House

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Sand Dollar Cottage

3 BR | 2 BA | Sleeps 8 | Quick View

$385

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Sand Dollar Cottage! This lovely 3 bedroom, 2 bath north Siesta Key vacaiton home comfortably sleeps 6 in beds, with a soft ultra plush sofa sleeper in the living room for an extra 2. Enjoy heated pool and waterview of Intracoastal canal. Welcome to the completely remodeled, and newly furnished ...

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Property Type

Siesta Key House

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The Grand Canal Cottage - One of The Cottages on the Key

$495

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to The Grand Canal Cottage, one of Siesta Key's most enchanting canal-front cottages, with private heated pool & spa. This idyllic 5 bedroom/4 bathroom home is just a short walk to Siesta Key Village and 2 blocks from Siesta Key Beach, voted the # 1 beach in the USA! The Grand Canal Cottage ...

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Property Type

Siesta Key House

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Sophie’s Cottage

2 BR | 2 BA | Sleeps 8 | Quick View

$196

per night

View Details

Key Amenities

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

About this property

Sophie’s Cottage is a smart, sophisticated upscale waterfront retreat with a private heated pool with sunshelf, boat dock, and a short walk to Siesta Key Beach. Ideally, it accommodates 6, but can easily sleep up to 8 with 2 private bedrooms, and 2 bathrooms and 2 sleeping areas in the living room ...

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Property Type

Siesta Key House

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Casa Ohana

4 BR | 3 BA | Sleeps 12 | Quick View

1

$326

per night

View Details

Key Amenities

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

About this property

Welcome to Casa Ohana! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 12!!!] can fathom. The location is THE premier location in the heart of Siesta Key Village, just behind Gilligan's and Lelu's Coffee Shop! Inside you’ll enjoy ...

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Property Type

Siesta Key House

"Great Family Vacation"
Reviewed March 1, 2018

The condo was great for our three generation family including a 3 year old and an infant. Private pool + easy walk to beach and restaurants met our needs. No parking issues to worry about. The Cottages ...

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Ocean’s Edge- 4BR/4.5BA Beachfront Condo, Heated Pool, With Private Beach Access

$550

per night

View Details

Key Amenities

  • Pool
  • Private Pool

About this property

Welcome to Ocean's Edge! A massive gulf front penthouse located right on Siesta Beach in a newly constructed building. With amazing views, a heated pool, and enough room to sleep up to 8, it is the only way to experience Siesta Key!Ocean's Edge is a luxuriously appointed penthouse in an extremely ...

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Property Type

Siesta Key Condo

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Coconut Grove – 6BR/6BA Private Heated Pool in the heart of Siesta Village

$396

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Coconut Grove! A private home nestled right in the heart of the Siesta Village with the style, elegance and charm of Siesta Key. Enjoy a family home that sleeps 16, a private heated pool, and quite literally in the heart of Siesta Village!Coconut Grove features a unique combination of two ...

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Property Type

Siesta Key House

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Casa Leone – Breathtaking 5BR/3BA Heated Pool Home with Hot Tub Nestled Away

$286

per night

View Details

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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Villa Trinidad

4 BR | 2 BA | Sleeps 10 | Quick View

$164

per night

View Details

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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Serenity Cottage

3 BR | 3.5 BA | Sleeps 8 | Quick View

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Serenity Cottage!A pristine and elegant home so close to the most beautiful beach in the world most would say, Serenity Cottage offers a delightful and relaxing retreat with maximum comforts in mind, and a spacious abode designed around the needs and comforts of large families traveling ...

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Property Type

Siesta Key House

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Villa Las Flores

3 BR | 2 BA | Sleeps 10 | Quick View

$132

per night

View Details

Key Amenities

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

About this property

Villa Las Flores, a 3 bedroom/2 bathroom home with a heated pool is located just off island with easy access to Siesta Key. When reserved with Luna Nueva to become Luna Flores, the vacation home will be a great setting for large groups & is within wa Villa Las Flores, our newest and most gorgeous ...

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Property Type

Sarasota House

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Playa y Blanca

4 BR | 2 BA | Sleeps 10 | Quick View

$266

per night

View Details

Key Amenities

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

About this property

Welcome to Playa y Blanca! A combo of Casita Blanca & Casita Playa, the 4 bed/2 bath home sleeps up to 8, or you can book the 2 units separately. Surrounded by lush gardens with a private spa & beach access, there's also a shared heated pool. Welcome to Playa y Blanca. This single level and uniquely ...

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Property Type

Siesta Key House

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Sophie’s Quartier

6 BR | 5 BA | Sleeps 16 | Quick View

$586

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to Sophie’s Quartier, a waterfront compound consisting of two homes right near Siesta Key Beach! This is a perfect retreat for huge family and friends’ get togethers! Enjoy a heated pool, one hot tub, two docks overlooking The Grand Canal of Siesta Key. Minutes walk from the world ...

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Property Type

Siesta Key House

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Villa Dom Brisa

4 BR | 4 BA | Sleeps 12 | Quick View

$266

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 Nautilus

8 BR | 6 BA | Sleeps 24 | Quick View

1

$514

per night

View Details

Key Amenities

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

About this property

Siesta Key home perfect for groups up to 24! The Nautilus, a combo of the Casa Tegula and Casa Stolida homes, is walking distance to the beach. Each cottage has 4 bedrooms, 3 bathrooms, their own heated pool and private cabanas. Welcome to The Nautilus! Our newly constructed luxury home is now accepting ...

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Property Type

Siesta Key House

"Family Birthday Getaway"
Reviewed January 22, 2019

What a great vacation rental, just what we were looking for! Plenty of room for us all and close to restaurants, the beach and all the extras like bicycles, plenty of refrigerators etc. Definitely would ...

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Casa Coquina

4 BR | 3 BA | Sleeps 12 | Quick View

$326

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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Sandy Seahorse Cottage

6 BR | 6 BA | Sleeps 16 | Quick View

$336

per night

View Details

Key Amenities

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

About this property

Welcome to the Sandy Seahorse Cottage!This uniquely configured private home [Sandy Cabana and Seahorse Cabana] is the perfect escape for you and your family and friends. This gorgeous beachy getaway comfortably sleeps 12 with a little room for more! The property has recently been updated with new ...

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Property Type

Siesta Key House

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The Abalone - 8BR/6BA Private Home, Heated Pool, Private Cabana, Walk to Beach

$636

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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Siesta Salt Life

6 BR | 4 BA | Sleeps 16 | Quick View

$396

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to The Salt Life! This private 6BR/4BA home is a unique combination of two units: “Sea Esta” & “Sea La Vie” (2328 sq. ft. total). Each unit features a 3BR/2BA configuration, each with their very own common space to include a kitchen, dining area, and private outdoor ...

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Property Type

Siesta Key House

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