Siesta Key Vacation Rentals

(333 rentals)
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3 BR | 3 BA | Sleeps 7 | Quick View

Distance to beach: 300 feet to Siesta Beach

$669

avg/night

View Details

Key Amenities

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

About this property

This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes ...

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Property Type

Siesta Key House

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$624

avg/night

View Details

Key Amenities

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

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

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$494

avg/night

View Details

Key Amenities

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

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

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$942

avg/night

View Details

Key Amenities

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

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

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2 BR | 1.5 BA | Sleeps 4 | Quick View

22

Distance to beach: 200 yards to Crescent Siesta Key Beach

$222

avg/night

View Details

Key Amenities

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

About this property

Located in beautiful Siesta Key, Fl (consistently ranked #1 beach in the US!!) in Midnight Cove 1, this bayside condo spoils its occupant with all the amenities and luxuries needed for a relaxing, tropical vacation. Nestled amid lush landscaping in this gated community, our unit is newly remodeled and ...

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Property Type

Siesta Key Condo

"This condo and it’s owner Sandy are FANTASTIC"

This condo was great and Sandy has added little touches everywhere.. it’s in great proximity to crescent beach. Everything you need is here. It is kept meticulously. The only issue we had was with the ...

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3 BR | 3 BA | Sleeps 13 | Quick View

$888

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Cute and Spacious, and Completely REMODELED!! This 3 bedroom 3.5 bathroom Townhome sleeps 14 people in beds! This Townhome is the perfect beach house for your family getaway! Your family will ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 0.4 miles to Siesta Key Beach - Access # 8

$622

avg/night

View Details

Key Amenities

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

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

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1 BR | 1 BA | Sleeps 4 | Quick View

$184

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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2 BR | 2 BA | Sleeps 6 | Quick View

$239

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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1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 100 yards to Crescent Beach

$225

avg/night

View Details

Key Amenities

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

About this property

Simply relaxing one bedroom condo with a king bed facing the pool area and just a few steps to the private entrance to" Siesta Key #1 beach" white quartz sand beach . Additionally a Lazyboy queen Air Dream sofa sleeper for separate sleeping area if needed Unit includes a full kitchen for ...

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Property Type

Siesta Key Condo

"Great place to stay"

We loved the unit and the closeness to the beach and area restaurants. We would definitely stay here again!

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$214

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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$924

avg/night

View Details

Key Amenities

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

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

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$709

avg/night

View Details

Key Amenities

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

About this property

It's about the beach, isn’t it? Or is it the pool? That will be the toughest decision of the day!A Fabulous Pool Day—be prepared to enjoy the sun ALL day long in the very large saltwater pool. Start your vacation with a cocktail, enjoy poolside with the kids, or play a game of corn hole! ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 10 | Quick View

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

$575

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 4 | Quick View

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including ...

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Property Type

Siesta Key Villa

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2 BR | 1 BA | Sleeps 4 | Quick View

$213

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Non-smoking villa and lanai Welcome to our home on the Siesta Key Beach - the #1 beach in USA! This attractive and comfortable stand-alone villa has 2 bedrooms and one bath. The screened-in lanai is furnished for comfortable family dining. The villa is convenient to the beach and the pool. ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Beach

$175

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Newly Renovated Vacation Rental on Siesta Key. Fully furnished, 2 bedroom/2 bathrooms in the prestigious Harbor Towers Yacht & Racket Club. Condo sleeps 4. King Bed in Master, 2 twin beds in second bedroom. New porcelain wood-look floors, new kitchen appliances, beautifully furnished, cable TV and ...

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Property Type

Siesta Key Condo

"Siesta Key paradise"

The condo was in the perfect location, very clean. We were within walking distance to siesta key beach. Pool was nice and the bay was right there for fishing. Great place to rent:)

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$360

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

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5 BR | 5 BA | Sleeps 15 | Quick View

$2002

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!Brand New, Elevated 5 Bedroom Home on Siesta Key with Resort Pool and Waterslide with splash zone! This bright and sunny 5 bedroom and 5 bathroom home, with 4 Master Suites, and 1 Bunk room, sleeps ...

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Property Type

Siesta Key House

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$789

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!This home is a part of a duplex unit, meaning that it could ...

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Property Type

Siesta Key Condo

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8 BR | 5 BA | Sleeps 25 | Quick View

$2055

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!Nearly Beachfront Home with Open and Gorgeous Gulf Views. This home features 8 BEDROOMS - SLEEPS 25. Heated Pool and Spa. Vacation in style! You'll love this spacious home with a private heated pool ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 4 | Quick View

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

This villa is one of the large villas and closest to the beach area. It has a 55 inch Samsung plasma TV and a blue ray Samsung smart DVD player with WiFi. The TV has a high definition connection with Comcast. There is also private Comcast WiFi with Password provided. The patio has a large ...

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Property Type

Siesta Key Villa

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3 BR | 3 BA | Sleeps 8 | Quick View

$982

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!Adorable, Cute, Quaint, and Close to the Beach and Downtown Village with a Private Pool. That pretty much sums up this perfect little vacation rental. You'll love it from the moment you pull into the ...

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Property Type

Siesta Key House

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$294

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent)Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL BEAUTIFUL NEW LISTING: This beautiful, two bedroom, two bath, luxury Villa is located directly on the ...

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Property Type

Siesta Key Condo

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$360

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

"A Beachfront Dream"

A slice of paradise. This unit was well equipped and designed for comfort at the beach. The flawless sunsets and the intoxicating motion music of the waves will make us return often. A very homey unit...lovely ...

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7 BR | 6 BA | Sleeps 23 | Quick View

$1837

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!BRAND NEW HOME IN SIESTA KEY VILLAGE!! Your whole party will absolutely love the Private Resort Style Heated Pool that features a Rock Water Slide, Waterfall, Gratto, Swim up bar, Sun Shelf, and Jacuzzi. ...

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Property Type

Siesta Key House

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$427

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

"I am happy"

I rented at SIENNA PARK, very happy with the place, the cleaning, everything . The owner have more than a unit, we need to extend our staying and she was very considersted

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$804

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Find your Happy Place here in this LARGE 2 bedroom/2 bathroom, private entrance villa. There is new granite in the kitchen which is fully equipped. The master bedroom is furnished with a king size bed. The master vanity for the ladies comes with a hairdryer. The master bath features a walk-in shower ...

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Property Type

Siesta Key Villa

Show less

$1011

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

View all property information

Property Type

Siesta Key House

"Vacation 2020"

I visited siesta key and loved my stay. Stayed in the village Evey thing was In walking distance.beach was walking distance

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2 BR | 1 BA | Sleeps 4 | Quick View

$224

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

The owners have just replaced the carpet in this beautifully appointed 2 bedroom one and one half bathroom unit. There is private wireless for your enjoyment, while being just steps away from the refreshing pool and a short walk to the beach this unit is waiting for you.

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Property Type

Siesta Key Villa

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2 BR | 1 BA | Sleeps 4 | Quick View

$224

avg/night

View Details

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

Show less

$1189

avg/night

View Details

Key Amenities

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

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

"Great as advertised"

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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1 BR | 1 BA | Sleeps 4 | Quick View

$262

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

This 1 bedroom Apartment is centered on the second floor it has a king bed in the master bedroom a sleeper sofa in the living room, enjoy lunch on the screened in Lanai over looking the Gulf of Mexico. The kitchen has recently been updated this unit features Flat screen TV's and private wireless for ...

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Property Type

Siesta Key Apartment

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2 BR | 1 BA | Sleeps 4 | Quick View

$213

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy the beach life in this recently upgraded villa just a few steps from beautiful Siesta Key Beach. The entire villa has been newly painted and contains all new windows, window treatments and flooring. The master bedroom features a queen bed with new coastal furniture, and the guest bedroom has 2 twin ...

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Property Type

Siesta Key Villa

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$344

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

"Beautiful condo!"

Beautiful 2 bedroom condo! Great location! Right across the street from beach and a few minute walk to public beach access. Restaurants within walking distance also. The condo was tastefully decorated and ...

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$642

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

View all property information

Property Type

Siesta Key House

Show less

Key Amenities

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

About this property

A front row seat for the famous sands and sunsets of Siesta Key Step barefoot directly on to the award-winning, powdery sand of Crescent Beach Two of four bedrooms have gulf views Ideal for families or small groups of up to 8 people Enjoy access to an Olympic-sized pool Fully equipped kitchen Screened ...

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Property Type

Siesta Key House

"Best vacay communication"

This was a wonderful beach place!... Great layout of the house! ...Wonderful location on Siesta Key. ...Gated community area. The owner is just lovely, kind and very accommodating! Don’t miss out on this ...

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$680

avg/night

View Details

Key Amenities

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

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

Show less

$839

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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Property Type

Siesta Key House

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2 BR | 1 BA | Sleeps 5 | Quick View

$213

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Quick notes: " 2 bedrooms, 1 bath " Sleeps 5 " Free-standing villa - no shared walls or floors/ceilings! " Private in-unit high-speed internet " Smart/HD TVs with Hulu in living room and bedrooms " Five-night minimum.Welcome to ...

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Property Type

Siesta Key Villa

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8 BR | 6 BA | Sleeps 22 | Quick View

1

$2468

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!Boater's Dream with a Private Resort Style Heated Pool for the entire family that features a Rock Water Slide, Waterfall, Gratto, Swim up bar, Sun Shelf, and Jacuzzi. This is your own waterfront home ...

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Property Type

Siesta Key House

"ABSOLUTELY BEAUTIFUL"

This house was absolutely beautiful. We stayed here with several members of our family, including children. Even though we had several people all on one house, we did not feel as if we were crowded at all. ...

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6 BR | 6 BA | Sleeps 18 | Quick View

$2000

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!Bring Your Boat, Kayak, Paddleboard, and Fishing Poles. You'll want them when you stay at this Canal front home, about 1 block (2 minute walk) to the beach and about 3 blocks (7 minute walk or 2 minute ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

$294

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

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

4

$333

avg/night

View Details

Key Amenities

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

About this property

This colorful custom 3rd floor unit has a commanding view of the Gulf of mexico.This special unit has been decorated by a pro, and shows it! This is an adults only unit, perfect for a mature couple who can take excellent care of things and appreciate the fine nature of this unit.From the modern ...

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Property Type

Siesta Key Condo

"AMAZING view!"

This condo has it all! This is the first condo I have ever stayed at that had ALL the kitchen utinsels you could ever need (minus and Instant Pot, but it does have a crockpot)! The view makes it seem ...

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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

Show less

$377

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLTop beachfront unit at Fisherman's Cove!! Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, ...

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Property Type

Siesta Key Condo

Show less

3 BR | 2.5 BA | Sleeps 8 | Quick View

1

$611

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

View all property information

Property Type

Siesta Key House

"Fabulous Place"

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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$241

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

SEA SHELL - Siesta Key Beach View Vacation Condo on Crescent Beach (Two Bedroom Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Sea Shell Condominium Complex: Located directly on world famous Crescent Beach this Siesta Key beachfront condo is right across ...

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Property Type

Siesta Key Condo

"Fabulous location!"

We actually stayed in unit 205 but I'm sure it was equally as amazing! The location for this condo is steps from the beach. It was also great to have Captain Curt's village right across the street for ...

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$557

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals 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 ...

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°
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APRIL
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MAY
Ocean 7826°
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JUNE
Ocean 8228°
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JULY
Ocean 8530°
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AUGUST
Ocean 8730°
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SEPTEMBER
Ocean 8529°
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OCTOBER
Ocean 8228°
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NOVEMBER
Ocean 7524°
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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!