Vacation Rentals in Siesta Key Florida

SIESTA KEY

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SARASOTA AREA DESTINATIONS

Map of Siesta Key

Why is Siesta Key Always Voted One of the Best Beaches?

Siesta Key Beach is made up of quartz-crystal incredibly refined down over time into a soft powdery white sand that doesnt heat up in the sun like other sand. This beach is complimented by turquoise waters and tropical weather.

Siesta Key is a barrier island off the Gulf Coast near Sarasota, Florida. Siesta Key Village offers a bohemian lifesytle with its village shops and cafes. Crescent Beach offers access to Point of Rocks, limestone outcroppings that surround tidal pools and coral reefs. To the south, Turtle Beach has boat ramps and recreational areas. Combine all of this along with the shopping and dining only minutes away in Sarasota, as well as, St. Armands Circle and you have a vacation destination like no other!

The Vacation Rental Properties listed below are Professionally Managed by Vacation Rental Management Companies who know the Siesta Key.


Siesta Key Florida Vacation Rentals

403 View
$1,958/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
House of the Sun in Siesta Key Florida

View
$2,052/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
House of the Sun in Siesta Key Florida

House Of The Sun #307GV
$2,039/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
House of the Sun in Siesta Key Florida

Beach View 2 bedroom 503
$260/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Horizons West Association

Living area opens to private balcony with Bayview's, Siesta Key 3BR
$230/night
Condo in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 8
Gertrude Rentals

8BR- Z6905
$1,207/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 32
Gertrude Rentals

309DNR2
$2,000/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
House of the Sun in Siesta Key Florida

209View2
$1,708/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
House of the Sun in Siesta Key Florida

Kitchen
$1,719/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
House of the Sun in Siesta Key Florida

Waterfront Luxury - Endless Horizon - Sleeps 12 - Unmatched Views - Siesta Key
$700/night
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 12
Vunique Vacations

Sea Shell 109
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Sea Shell Condos

House Of The Sun #302GS
$1,727/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
House of the Sun in Siesta Key Florida

Private Heated Resort Style Pool - Twilight
$550/night
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 14
Vunique Vacations

Aerial Drone Footage - Top Gulf Backyard Oasis
$700/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 14
Vunique Vacations

Beachside Villa 2 bedroom A- 8
$205/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Horizons West Association

Living area flows onto private patio, Siesta Key 2BR
$164/night
Home in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 7
Gertrude Rentals

303nVIEW
$1,768/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
House of the Sun in Siesta Key Florida

3BR- Z6905 AB
$287/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Gertrude Rentals

The Oasis-7 Beds 7.5 Baths - Sleeps 18 - Steps to Beach
$1,300/night
Home in Siesta Key Florida
7 Beds • 7 Full Baths • Sleeps 18
Vunique Vacations

Sea Shell 210
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Sea Shell Condos

4BR- 795
$281/night
Home in Siesta Key Florida
4 Beds • 2 Full Baths • Sleeps 10
Gertrude Rentals

Sea Shell 310
$265/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 5
Sea Shell Condos

Kitchen
$2,032/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 4
House of the Sun in Siesta Key Florida

House Of The Sun #215GF
$2,844/week
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
House of the Sun in Siesta Key Florida


Photos from Siesta Key Florida

Palm trees line Siesta Beach, a Sarasota County park, in Siesta Key Florida. Facilities, parking, super soft clean beaches are the some of the best in the world.
Palm trees line Siesta Beach, a Sarasota County park, in Siesta...
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A beach setup with a tent and umbrella on white sand, under a cloudy sky, in Siesta Key, FL. Set up right early to enjoy the beach all day.
A beach setup with a tent and umbrella on white sand, under a...
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Visitors stroll along a vast beach with tire tracks on the sand, flanked by Beachfront Resorts under a fading sky, these beaches are world class soft and clean with calm blue gulf waters.
Visitors stroll along a vast beach with tire tracks on the...
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A colorful sign shaped like a surfboard reads "Siesta Key Village" among tropical foliage, the spot on the Island popular with visitors.
A colorful sign shaped like a surfboard reads "Siesta Key...
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Visitors are enjoying meals at an outdoor seating area beside a pedestrian walkway, shaded by trees and surrounded by greenery, while an individual relaxes on a bench nearby.
Visitors are enjoying meals at an outdoor seating area beside a...
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Visitors are seated at colorful, open-air dining tables, enjoying food and drinks outside a casual establishment adorned with string lights and festive decor. The vibrant atmosphere of Siesta Village is enjoyed by travelers seeking local flavors and experiences of Siesta Key Florida.
Visitors are seated at colorful, open-air dining tables,...
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Vibrant three-wheeled vehicles are lined up outside a Tiki Bar, in Siesta Village. Super fun way for travelers to see the island and explore the village and beaches of Siesta Key, FL.
Vibrant three-wheeled vehicles are lined up outside a Tiki Bar,...
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A blue trolley bus is parked on the side of a sunny street, providing transportation for travelers exploring the area.
A blue trolley bus is parked on the side of a sunny street,...
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A metal boardwalk stretches across a vast Siesta Beach leading towards the Gulf of Mexico, with easy access for those with mobility issues. Beach sites set up adhead pick you spot and relax.
A metal boardwalk stretches across a vast Siesta Beach leading...
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Guests relax on chairs outside an Siesta Village ice cream shop in the evening, with one individual taking a photo, suggesting leisure time during a trip.
Guests relax on chairs outside an Siesta Village ice cream shop...
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A marketplace with canopy tents is set up in a Siesta Village parking lot, offering goods to visitors who might be exploring local attractions during their trip.
A marketplace with canopy tents is set up in a Siesta Village...
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A colorful pirate statue greets visitors, standing in Siesta Key Florida. Be prepared for a fun time shopping and enjoying fine food, all at the worlds best beach.
A colorful pirate statue greets visitors, standing in Siesta...
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Siesta Key Accommodations: Your Gateway to Paradise

Are you yearning for an idyllic getaway? Look no further than Siesta Key, where pristine beaches and opulent vacation rentals await, promising a taste of the good life. Whether your heart desires a snug beachfront cottage or a capacious condo boasting breathtaking ocean panoramas, Siesta Key boasts the perfect rental property to fulfill your desires. Bask in the sun's warm embrace, unwind on the powdery sands, and etch unforgettable memories into your Siesta Key vacation. It's time to escape and immerse yourself in paradise.

What Is Siesta Key

Curiosity piqued about Siesta Key? Let's embark on a journey to discover the diverse spectrum of vacation rentals this exquisite locale has to offer. From charming beachfront cottages to lavish waterfront condos, Siesta Key unfurls an array of accommodations tailored to cater to every traveler's unique desires. Whether you lean toward a laid-back beachside abode or a sleek modern apartment, Siesta Key stands ready to satisfy your every whim.

Types Of Vacation Rentals

In search of the perfect haven on Siesta Key? The options for vacation rentals here span a rich tapestry, ensuring that you'll find the ideal lodgings for your stay. A favored choice among visitors is beachfront rentals, where you awaken to the gentle symphony of crashing waves and feast your eyes on awe-inspiring views mere steps from your door. For those yearning for a more spacious and private milieu, condo rentals beckon. These abodes typically offer an array of amenities, including pools, fitness centers, and tennis courts. Seeking a homier atmosphere? House rentals provide the comforts of a fully equipped kitchen and separate living areas, affording a home away from home. Regardless of your chosen vacation rental, Siesta Key guarantees a memorable and delightful stay.

Location and Accessibility

Location and accessibility are paramount when considering Siesta Key. Firstly, Siesta Key is a barrier island nestled just off the coast of Sarasota, Florida. This privileged locale ensures easy access to stunning beaches and awe-inspiring vistas. Moreover, myriad transportation options are at your disposal to reach Siesta Key, whether you opt for a scenic drive, a swift flight, or a leisurely ferry ride. Upon arrival, a plethora of local attractions and activities beckon, ensuring a vacation filled with entertainment.

The Enchanting Siesta Key Barrier Island

Accessing the captivating Siesta Key Barrier Island is as effortless as driving across a bridge from Sarasota. Upon arrival, prepare to be ensnared by the island's breathtaking natural beauty. Siesta Key Barrier Island stands as an emblem of pristine white sandy beaches, crystalline waters, and a vibrant aquatic ecosystem. The island extends an array of vacation rental properties that cater to diverse preferences, from cozy beachfront cottages to opulent villas boasting private pools. The island's convenient location and accessibility empower you to explore a medley of attractions and activities. Immerse yourself in the tranquility and allure of Siesta Key Barrier Island.

Transportation Options to Reach Siesta Key

For those traveling from afar, Sarasota-Bradenton International Airport is a convenient gateway to Siesta Key. Upon arrival, a bevy of transportation options await to convey you to this picturesque beach haven. Car rentals are readily available at the airport, affording you the freedom to explore Siesta Key and its environs at your leisure. Alternatively, taxi services and ride-sharing options are at your disposal for a hassle-free journey to your destination. Public transportation also presents a viable choice, with bus services linking the airport to Siesta Key. Once ensconced on the island, transportation is a breeze. Many visitors opt for the charming allure of biking or scootering, allowing them to relish the beach experience while traversing the island with ease.

Nearby Attractions and Activities

Have you embarked on an exploration of the local attractions and activities neighboring Siesta Key? This haven for beach aficionados dazzles with its pristine white sands and crystalline waters. A profusion of water sports beckons, from snorkeling to kayaking and paddleboarding. Gourmands will delight in the manifold dining options, spanning from seafood shacks to upscale restaurants. Outdoor enthusiasts can revel in hiking, biking, and fishing escapades. Siesta Key's strategic locale renders it effortlessly accessible, with nearby attractions including the Sarasota Jungle Gardens and Mote Marine Laboratory & Aquarium. Whether you're inclined to lounge upon the sands or embark on thrilling adventures, Siesta Key unfurls an array of experiences for all to relish.

Popular Beaches in Siesta Key

In the realm of Siesta Key's premier beaches, three luminaries grace the scene: Siesta Beach, Crescent Beach, and Turtle Beach. Siesta Beach, renowned for its velvety sands and crystal-clear waters, beckons sunbathers and swimmers. Crescent Beach exudes a more tranquil and secluded ambiance, while Turtle Beach allures with shelling and fishing adventures.

Siesta Beach

Make a beeline for Siesta Beach and immerse yourself in the crystal-clear waters. Siesta Beach stands as the crown jewel of Siesta Key, celebrated for its pristine white quartz sands that caress like powder beneath your feet. With its gentle waves and caressing sunlight, Siesta Beach embodies the quintessential locale to unwind and rejuvenate during your vacation. After a day of sun-soaked leisure and sandcastle construction, retreat to your beachfront vacation rental and continue to savor the awe-inspiring vistas. Siesta Beach's perimeter is graced by exquisite beachfront homes, affording the opportunity to lodge just a stone's throw from the shore. Gather your sunscreen, towel, and beach chair, and prepare to fashion indelible memories at Siesta Beach.

Crescent Beach

For those in quest of a more serene beach experience, yet still yearning to partake in the allure of Siesta Key, Crescent Beach unfurls as the perfect choice. Nestled just south of Siesta Key Village, Crescent Beach imparts an ambiance of tranquility and unhurried reprieve in contrast to the bustling Siesta Beach. The beach is distinguished by its immaculate white sands, soft and refreshing to the touch. Saunter along the shoreline at your leisure, or recline beneath the shade of an umbrella, delighting in the ambiance. If you harbor a penchant for wildlife, Turtle Beach lies but a brief stroll away, where the chance to glimpse nesting sea turtles awaits. For those inclined toward a more lavish experience, vacation rentals featuring pools are readily available near Crescent Beach, offering an ideal sanctuary following a day of sun worship.

Turtle Beach

Should your interests incline toward the exploration of Siesta Key's renowned beaches, Turtle Beach warrants your unwavering attention. This resplendent beach extends a unique and serene escapade that you dare not overlook. When venturing to Turtle Beach, avail yourself of the beach rentals at your disposal, offering beach towels and other beach accouterments to amplify your beach day enjoyment. After a day awash in sunlight and sands, you can retire to the beach terrace and savor the stunning vistas. For those seeking a touch of exhilaration, the beach club awaits, where you can savor live music or partake in libations at the beach bar. Truly, Turtle Beach caters to the multifaceted tastes of all.

Types of Rental Properties Available on Siesta Key

 

Siesta Key? You'll discover a vast array of options to cater to your every need and preference. Whether you're in search of an apartment or condo, a house or villa, or a rental featuring a private pool, Siesta Key has your desires covered. Let's delve deeper into the distinct types of rental properties available on this enchanting island.

Apartments & Condos for Rent

As you embark on your quest for accommodations on Siesta Key, you'll encounter a diverse selection of rental properties, including apartments and condos. Siesta Key has earned a reputation for its resplendent beaches and vibrant ambiance, rendering it a sought-after destination for vacationers. The spectrum of rental properties on Siesta Key is designed to cater to various needs and preferences, from spacious apartments to luxurious beachfront condos. Whether you're embarking on a solo journey, traveling with a partner, or accompanied by your family, there exists a rental property to align with your specific requirements. Vacation homes present a splendid option for those yearning for a more private and homelike experience, while beach condos proffer proximity to Siesta Key's stunning shores. Amidst this profusion of choices, you'll discover the perfect rental property to complement your Siesta Key sojourn.

Houses & Villas for Rent

On Siesta Key, a cornucopia of houses and villas awaits, each proffering unique amenities and locations to enhance your vacation. Siesta Key is renowned for its pristine beaches, and a plethora of beach house rentals beckon to those who seek a tranquil getaway by the ocean. These accommodations offer the perfect platform for immersing yourself in the art of relaxation. Whether you yearn for a cozy beachside cottage or a sumptuous villa, Siesta Key stands ready to accommodate your every preference. Many vacation properties on Siesta Key grant private beach access, ensuring that you can effortlessly spend your days basking on the sands or indulging in a refreshing dip in the turquoise waters. To facilitate your rental experience, numerous property management companies are on hand to assist you in locating the ideal property. Thus, begin your journey of planning your dream vacation and savor all that Siesta Key has to offer.

Private Pool Rentals

For those who covet a vacation rental replete with a private pool, Siesta Key abounds with options to satiate your desires. Private pool rentals present an unparalleled opportunity for beachfront living and savoring the balmy climate of Siesta Key. Among vacation home rentals that boast private pools, you can indulge in the luxury of a refreshing swim right at your doorstep. Picture yourself awakening, stepping outside, and immersing yourself in your own personal oasis. Whether you favor a cozy beach cottage or an opulent villa, Siesta Key presents a rich array of private pool rentals for your consideration. These accommodations artfully blend comfort and convenience, enabling you to relax and unwind while relishing the resplendent Gulf Coast surroundings. Elevate your Siesta Key vacation into a treasure trove of memories with a private pool rental.

Frequently Asked Questions

Are Pets Allowed in Siesta Key Vacation Rentals?

Siesta Key welcomes your furry companions with open arms, as many vacation rentals here are pet-friendly. Bring along your beloved pets for a relaxing getaway and enjoy both the beautiful beaches and accommodations that extend a warm embrace to you and your four-legged friends.

Do Siesta Key Vacation Rentals Offer Amenities Such as Pools or Tennis Courts?

Absolutely! Siesta Key vacation rentals often come adorned with an array of amenities, including inviting pools and tennis courts. These amenities enhance your stay, offering opportunities for refreshing swims and invigorating games of tennis during your Siesta Key retreat.

Is It Possible to Rent a Boat or Jet Ski During My Stay in Siesta Key?

Indeed, you can indulge in aquatic adventures during your Siesta Key sojourn by renting a boat or jet ski. Rental services are readily available, ensuring that you can enjoy thrilling excursions on the water and create unforgettable memories.

Are There Any Restrictions on the Number of Guests Allowed in a Siesta Key Vacation Rental?

While vacation rentals on Siesta Key are typically spacious and accommodating, some may impose restrictions on the number of guests allowed. To ensure your stay aligns with their rules and regulations, it's advisable to peruse the specific rental's policies.

What Is the Typical Cancellation Policy for Siesta Key Vacation Rentals?

The cancellation policy for Siesta Key vacation rentals may vary from one rental agency or host to another. It's prudent to liaise directly with the rental agency or host to obtain precise details and ascertain any potential fees associated with cancellations.

Your Siesta Key vacation promises an exquisite blend of relaxation, adventure, and opulence. With a myriad of rental options, pet-friendly accommodations, and bountiful amenities, you're poised to create lasting memories on this enchanting barrier island. So, prepare to embark on a journey that will captivate your senses and leave you yearning for more—a Siesta Key vacation like no other.

 


Siesta Key is known throughout the world as one of the very bst beaches for travelers to visit. Not just for the rich and famous, but for everyone to enjoy the super clean, incredibly soft sands and typically calm gentle Gulf Coast waters. Travelers from around the world flock to visit this gem along the Florida Gulf Coast. There is plenty of parking with public facilities and lots of room on the beach for all sorts of fun activites. 

 

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