Siesta Key Vacation Rentals

(310 rentals)
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$479

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy the beautiful view from this newly remodeled and updated 3 Bedroom 3 Bath Executive Unit.2 Walk-in Showers, Flat screen TV's in all bedrooms. Washer/Dryer Parking Space #23

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Property Type

Siesta Key House

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8 BR | 6 BA | Sleeps 22 | Quick View

$2903

avg/night

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Key Amenities

  • Air conditioning
  • Private pool

About this property

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!Located in Siesta Key Village and the perfect Boater's Dream House with a Private Resort Style Heated Pool for the entire family that features a Rock Water Slide, Waterfall, Gratto, Swim up bar, Sun ...

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Property Type

Siesta Key House

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2 BR | 1 BA | Sleeps 4 | Quick View

$224

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to our little oasis on Siesta Key. We have just completed a full remodel, so be one of the first to enjoy this home. Tastefully decorated in a beach theme, the unit is fully tiled, has granite countertops and, a walk-in shower. We also added a new half bath in the master bedroom. And for your ...

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Property Type

Siesta Key Villa

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$298

avg/night

View Details

Key Amenities

  • Kitchen

About this property

Be sure to check back soon for updated pictures of this beautiful 2 bedroom/2 bath condo currently under renovation. Completion date is targeted for 2/3/18. Just in time for the upcoming season. New tile flooring throughout, new modern kitchen & bathrooms. Lovely beach decor! Convenient first floor ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

1

$308

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

This two bedroom(master King bed), second bedroom double bed/ single bed (with pull out trundle) full kitchen, dining, living room and lanai open into living space. Out back you sit on the bay and across the street is number 1 beach in the U.S. Pool heated year round 80 degrees, grill areas and laundry ...

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Property Type

Siesta Key Condo

"Lovely Siesta Key"

Thank you for letting us rent your lovely condo. It was so well equipped. The kitchen had everything we needed. Our beach needs were covered as well- nice beach towels , chairs, cart, and umbrella. Loved ...

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$353

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on ...

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Property Type

Siesta Key Condo

Show less

2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 100 feet to Crescent Beach

$327

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date and ...

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Property Type

Siesta Key Condo

"Siesta Key"

Owner is warm, professional and easy to talk to. Condo is large and open with a beautiful sunset view. Kid-friendly. Entrance to condo is first one on right after getting off bridge which is so convenient ...

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$186

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Newly renovated penthouse apartment with water views from all rooms. Fully furnished with appliances, WiFi, tv in both bedrooms and living room, fully equipped kitchen, new linens, etc. Famously known Siesta Beach with its powdery sand is short walk across the street. Five minute walk to Siesta Village ...

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Property Type

Siesta Key Condo

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3 BR | 3 BA | Sleeps 8 | Quick View

$976

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

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Property Type

Siesta Key House

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5 BR | 3.5 BA | Sleeps 11 | Quick View

$992

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

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Property Type

Siesta Key House

Show less

$316

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront ...

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Property Type

Siesta Key Condo

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$316

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Beautiful, completely remodeled (fall of 2015) 2BR/2BA unit with open floor plan and laundry. All new stainless steel appliances, furniture and furnishings, ceiling fans in bedrooms and living room, quartz countertops and glass tile throughout. Master includes king bed, 32 inch TV, walk in shower, walk ...

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Property Type

Siesta Key House

"Unforgedible..."

It was excellent. First of all - the service team, with real leaders: Nick & Jill.( We had #402 ).

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Show less

1 BR | 1 BA | Sleeps 4 | Quick View

2

$288

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

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Property Type

Siesta Key House

"Vacation"

We had a wonderful time and the condo was exactly as presented. Sue was fantastic.This was our first time at Siesta Key as well as first time to stay a month anywhere. Other residents were very friendly ...

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4 BR | 3.5 BA | Sleeps 8 | Quick View

$801

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

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Property Type

Siesta Key Condo

Show less

4 BR | 3 BA | Sleeps 12 | Quick View

$830

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

View all property information

Property Type

Siesta Key House

Show less

4 BR | 3 BA | Sleeps 12 | Quick View

$996

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

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Property Type

Siesta Key House

Show less

2 BR | 1.5 BA | Sleeps 6 | Quick View

$415

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

View all property information

Property Type

Siesta Key House

Show less

1 BR | 1 BA | Sleeps 4 | Quick View

$185

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. ...

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Property Type

Siesta Key Villa

Show less

$353

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the ...

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Property Type

Siesta Key Condo

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

28

Distance to beach: 0.0 feet to We are directly on the beach and direct oceanfront

$348

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Our condo is directly on the beach and is direct oceanfront (Gulf-front). Unfortunately, there are properties on this site that falsely claim to be beachfront / oceanfront. We encourage travelers to ask property owners to verify those claims.When we travel over 1,000 miles to enjoy a beach vacation ...

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Property Type

Siesta Key Condo

"Little Piece of Paradise"

The location, tucked away at the end of Turtle Beach is perfect. The beach is at our doorstep, and the sunsets are amazing. Everything we needed and more is in our condo. Definitely will be coming again.

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$334

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Great 2BR/2BA with wonderful Gulf Views from living room, master bedroom and large balcony! Completely remodeled in Fall of 2016 with everything new! Stainless appliances, bright decor, ceiling fans and flat screen TV's in all rooms! King in master, 2 Queens in guest room and sofa sleeper in living room. ...

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Property Type

Siesta Key House

Show less

8 BR | 6 BA | Sleeps 24 | Quick View

$2357

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

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Property Type

Siesta Key House

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$148

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

The Siesta Key vacation condo rental is a one bedroom / one bathroom individually owned condominium at the Gulf and Bay Club Bayside and is furnished with the basic household items necessary for normal living. This unique Old Key West style condo is fully equipped with an emphasis on vacation living. ...

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Property Type

Siesta Key Condo

"Bay side"

Great townhouse great location very cleanIt had all the amenities for the beach pools were very nice walk to the beach

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4 BR | 3 BA | Sleeps 8 | Quick View

$636

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

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Property Type

Siesta Key House

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

$240

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Deb's Dream Villa D05, where flip-flops and tank-tops are formal wear, is located between the heated pool and the beach of The Casa Blanca Resort. It is a delightful two bedroom, two bathroom villa, which includes an outdoor paito with seating and sun umbrella, and for your additional pleasure a new outside ...

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Property Type

Siesta Key Villa

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$213

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Enjoy our 2br 2 bathroom ground floor condo. 30’ to the pool, tennis courts, Weber gas grills, and picnic table . Or cross the street to private deeded beach access on the #1 beach in the US. Enjoy bayside fishing on the fishing deck. 1280 square feet of living space. Roku tv’s and ...

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Property Type

Siesta Key Condo

"Cold escape"

We always enjoy our stay at Gulf and Bay Bayside!!! Condos are perfect! We always meet new people who have become friends and can’t wait to see them again next year!!!

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$316

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Newly renovated 2 bedroom/2 bath unit with bright and open floor plan. All new stainless steel appliances in updated kitchen. Beautiful gulf view from living room and master bedroom. Wood style tile floors thoughout with lovely Floridian lifestyle feeling. Washer/Dryer in utility room. No landline telephone. ...

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Property Type

Siesta Key House

Show less

2 BR | 2 BA | Sleeps 5 | Quick View

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. ...

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Property Type

Siesta Key Villa

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$475

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to our Siesta Key home located directly on the world famous white sand Crescent Beach! This unit was privately owned for over 30 years and has been recently made available for rental. Our condo is a recently updated, meticulously maintained 2515 square foot, 3 bedroom, 3 bath, 2 patio unit with ...

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Property Type

Siesta Key House

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$184

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Vacation rental with private beach on the # 1 beach in the USA - Siesta Key on the Gulf of Mexico (Sarasota)*** STAY SAFE *** In response to COVID-19, additional safety and sanitation measures are taken ***Siesta Key, awarded for its pristine, powdery white beaches and its azur blue waters is ...

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Property Type

Siesta Key Apartment

"Beautiful view"

Siesta Key is a favorite. The convenience of walking a short and healthy walk to the white sand is a plus. The property management was quick to take care of a few concerns we had upon arrival to make ...

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$316

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Nice 2BR/2BA Gulf View unit that sleeps 4. Grab bars in master bath. Washer & dryer in unit! Parking Space #44

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Property Type

Siesta Key House

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$334

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Great 2BR/2BA with wonderful Gulf and beach Views from living room, master bedroom and large balcony! Completely remodeled in Fall of 2015 with everything new! Less than 50 steps away from the pool and beach!

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.2 miles to Siesta Key

$300

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

NEWLY REMODELED - LUXURY WATERVIEW CONDO FOR COUPLES or Families GETAWAY - POOLS, GYM, TENNIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic condo, grab your beach gear and take a short walk and you'll hit the beach . ...

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Property Type

Siesta Key Condo

"Awesome condo!"

Loved everything about the condo and the grounds! Great pool area and views everywhere! Condo has all you need and owner was great to work with! Can't wait to be back!

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$233

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach(Two Bedroom Beachview Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront ...

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Property Type

Siesta Key Condo

"Nice beach, bad red tide"

Unit was clean and close to the beach. Sufficient kitchen supplies, however, frying pans scratched up , wouldn’t use them. Linens and towels clean. Dishwasher and refrigerator clean and in working condition. ...

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$475

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Newly renovated 2500+ sq. ft. 3 BR/3BA! King in master and large guest room and 2 twins in smaller guest room. 2 walk-in showers and 1 tub/shower combo. Price includes occupancy for 6. Flat screens in all bedrooms. Washer/dryer in unit. Parking Space #20

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Property Type

Siesta Key House

Show less

4 BR | 2 BA | Sleeps 12 | Quick View

$851

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

View all property information

Property Type

Siesta Key House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$339

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen

About this property

Come stay in our recently updated Oceanfront condo on Siesta Key - best beach in Florida! Our spacious beachfront home 1080 Square Feet sleeps up to 6 guests and is directly ON the #1 Beach in America"! Unit #206 is part of The Casablanca Vacation Beach Resort and Crescent Beach is right outside ...

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Property Type

Siesta Key Apartment

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2 BR | 2 BA | Sleeps 4 | Quick View

$254

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to one of the closest villas to the beach! Technology upgrades include dedicated WiFi. The living room features a home theater 55" HD flat screen TV with DVD player and HBO provided compliments of the owner. Each bedroom has its own flat screen TV while the master bedroom also has a ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 4 | Quick View

$254

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 2 Bath Large Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.

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Property Type

Siesta Key Villa

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2 BR | 1 BA | Sleeps 6 | Quick View

$224

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

This newly furnished and decorated 2 bedroom villa with a brand new king mattress, and sleeper sofa, accommodates up to 6 guests. The master bedroom offers a king bed, private bath and cable TV. The guest bedroom offers 2 twin beds and cable. Villa B4 offers HD TV, DVD, movie choices, surround sound, ...

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Property Type

Siesta Key Villa

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4 BR | 3 BA | Sleeps 12 | Quick View

$898

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

View all property information

Property Type

Siesta Key House

Show less

$298

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Updated 2 Bedroom 2 Bath decorated with a relaxed beach theme with all the amenities... 3 flat screens TV's, HD cable, DVD, stereo, secured wireless internet, washer and dryer in separate utility room, king size bed in master with attached bath with walk in shower with grab bar, hair dryer, two full size ...

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Property Type

Siesta Key House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 2 Bath Large Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.Additional person fees may apply.

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Property Type

Siesta Key Villa

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4 BR | 4 BA | Sleeps 13 | Quick View

$773

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

View all property information

Property Type

Siesta Key House

Show less

3 BR | 3 BA | Sleeps 8 | Quick View

$652

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

View all property information

Property Type

Siesta Key House

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$483

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

View all property information

Property Type

Siesta Key House

Show less

$317

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Spacious 1836 Sq ft apartment. Large living/dining area is 15'x38'. The unit has a large sunroom with sliding patio doors/screens on two sides that open onto large wrap around balcony. Well equipped kitchen. King bed in master, 2 doubles in a guest room. Queen sleeper sofa. Unit sleeps 8. 1 Bath has a ...

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Property Type

Siesta Key Apartment

Show less

2 BR | 1 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.2 miles to Siesta Key Beach

$203

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Our adorable unit – Casita Siesta - is located at Gulf & Bay Bayside on Siesta Key, on the bay just south of Sarasota and with private beach access to world-famous Siesta Key Beach. It is a lovely 2 bdr/2 bath unit with a spacious living room and sunny lanai. The master bedroom has full bathroom ...

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Property Type

Siesta Key Condo

"Siesta Key Oasis"

We loved our stay at Siesta Key! Walkable to downtown for some good exercise. Great pool across the street. There is a second one hidden as well. The most amazing beach access. Condo was clean and had everything ...

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$171

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated PoolLocated right in the Heart of Siesta Village, Sarasota FL - Short Walk to Crescent BeachVILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village ...

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Property Type

Siesta Key Condo

Show less

3 BR | 2.5 BA | Sleeps 8 | Quick View

$598

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened ...

View all property information

Property Type

Siesta Key House

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Siesta Key Vacation Rentals

Siesta Key Weather

 | 

7122°  5111°
JANUARY
Ocean 6418°
7423°  5412°
FEBRUARY
Ocean 6518°
7725°  5814°
MARCH
Ocean 6719°
8127°  6217°
APRIL
Ocean 7323°
8630°  6820°
MAY
Ocean 7826°
8932°  7323°
JUNE
Ocean 8228°
9133°  7423°
JULY
Ocean 8530°
9133°  7524°
AUGUST
Ocean 8730°
8932°  7323°
SEPTEMBER
Ocean 8529°
8529°  6719°
OCTOBER
Ocean 8228°
7926°  6016°
NOVEMBER
Ocean 7524°
7423°  5412°
DECEMBER
Ocean 6921°

Siesta Key condo rentals in gulf coast Florida's top barrier island

Siesta Key is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida. It’s known for its sandy beaches and friendly locals. Fine white sand and gentle gulf breezes keep visitors coming back year after year. An ideal escape for a couple looking for romance, or a family looking to escape the Disney or Panama City crowds.

Siesta Key has amazing beach front with available rentals for you. When staying in one of our Siesta Key vacation rentals instead of hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Use the filters to narrow down your choices and choose the rental that calls to you.

Climate

Prevalent sunshine and gentle coastal breezes should be expected daily. Sounds incredible, right? Well, it is. With well over 300 sunny days per year, you’d be hard pressed to visit Siesta Key at a “bad time”. Low humidity makes the area comfortable, as well as warm. Bring your sunblock to protect against UV rays and don’t forget a few pairs of swim trunks, as the warm gulf waters are perfect for boogie boarding and bodysurfing.

Getting around

From November to September the Siesta Key Trolley will take you from the southernmost part of the island to the north end. The 3 open air trolleys run 7 days a week from 8-Midnight between Turtle Beach to Siesta Village. They will pass by about every 20-30 minutes. So don’t worry too much about getting around this small barrier island. Plus, bike or scooter rentals are everywhere -- so you can exercise while you move from beach to beach.

For those who drive, two bridges link the island to the mainland. The north bridge, Siesta Drive, is within the City of Sarasota and provides convenient access to the city, its business and arts districts, and to the Sarasota/Bradenton International Airport via US Highway 41. The south bridge, Stickney Point Road, provides access to south Sarasota County and a direct route to Interstate 75.

Top activities and attractions

Let’s be serious: you’re visiting Siesta Key for the pristine beaches along the 35 miles of coastline. Here are the names to remember: Siesta Beach, Turtle Beach, and Crescent Beach. Each features soft quartz sand and warm gulf seas. The sand is cool on your feet, so you can take an extended walk by the ocean without fear.

Siesta Beach has relatively shallow waters and it is monitored by lifeguards year-round. Plus, there’s plenty of room to spread out and enjoy a long, relaxing day. Turtle Beach is the most active (think volleyball net and horseshoe pits) while Crescent Beach is known for its seclusion and relaxed atmosphere.

Just off the southern tip of Crescent Beach is Point of Rocks, one of the best places for snorkeling and underwater exploration along the Gulf Coast beaches. It is made up of large chunks of limestone covered with coral and sponges and a range of sea life inhabit these underwater formations.

Bring your clubs here, too. With over 100 golf courses in the area you’ll want to take advantage of the sunny days out on the links. There’s ample opportunity for water sports for those who shun dry land. Visitors can find companies offering kayaking, paddle boarding, deep sea fishing and much more.

Just north of Siesta Beach, Siesta Key Village has many stores ranging from hip and funky to high-end boutiques and, of course, we wouldn't be a beach town without the beach accessory and souvenir shops.

Events 

If you love carefully constructed creations, visit in May for the sand castle competition. Local sand artisans and amateurs try their hand at creating jaw-dropping scenery out of sand.

Every Sunday there’s the Drum Circle featuring a cacophony of sound from various instruments performed by locals and tourists. Enjoy a stroll through the galleries of Palm Avenue on the first Friday of every month. In addition to fine galleries, this area along lower Main Street is known for its unique variety of shops and restaurants.

In April, the aptly named Siesta Fiesta takes place. Stroll along the beach while enjoying fine art and handmade crafts from 200 of the nation’s most talented artists and crafters. Showcasing an extensive collection of work ranging from life-size sculptures, spectacular paintings, one-of-a-kind jewels, photography, ceramics and more, this show truly has something for anyone. Complete with an additional green market, this spectacular show also features plants, body products, and tasty dips.

Siesta Key house rentals on FloridaRentals.com

Booking a condo for rent in Siesta Key on FloridaRentals.com can save you up to 15% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!