Siesta Key Vacation Rentals

(291 rentals)
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2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.1 miles to Siesta Key Beach

$199

avg/night

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Key Amenities

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

About this property

NEWLY UPGRADED - BEAUTIFUL LAKEFRONT CONDO FOR THE PERFECT GETAWAY FROM THE COLD Right across from Siesta Key Beach, minutes from Siesta Key Village - or the South VIllage - shopping, top restaurants, live music, and entertainment. Walk , bike or take the free trolley.Sit on the balcony for a ...

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Property Type

Siesta Key Condo

"Beautiful retreat with beach access"

This is a beautiful and spacious home with all the amenities anyone might need. Theres a pool, washer/dryer, and plenty of beach gear that visitors can use. We enjoyed our breakfast on the balcony overlooking ...

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Key Amenities

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

About this property

This captivating 3-bedroom/3-bathroom townhome features all the amenities you can think of for your beach vacation and offers an unbeatable location. With beach decor throughout, you will truly be living the ""Beach Life."" Villa Castile is centrally located in the heart of Siesta ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

Welcome to Sandy Rocks, a unique configuration of three units: ""Crescent Cottage"", “Sandy Cabana”, and “Seahorse Cabana.” Each unit offers their own kitchen, living areas and lounge areas. These cozy beach homes have been recently updated with new furnishings ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 4 | Quick View

$208

avg/night

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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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Key Amenities

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

About this property

Completely renovated First floor Condo. Two bedrooms 2 baths, is very close to the pool. Master bedroom has a King bed with on-suite bathroom and walk-in closet. Second bedroom has a Queen bed and twin bunk beds. Fully equipped kitchen with state-of-the art appliances. Washer and dryer in the unit. ...

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Property Type

Siesta Key Condo

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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, 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 ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$208

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

6

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

$135

avg/night

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Key Amenities

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

About this property

*Calendar month rentals only*June- November (six-month lease) - $3500 per month plus utilities June- November (three-month lease) - $4500 per month plus utilities December - $6500 per month plus utilities January, February, & March - $8900 per month plus utilities April - $7900 per month plus ...

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Property Type

Siesta Key Bungalow

"A Great Home Away from Home"

I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$203

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This unit features a King bed in the master with a brand new bathroom, the guest bedroom offers a queen bed where there is a washer and Dryer in the unit for your convenience. The Second bathroom was added in late 2013. There is a new kitchen that will delight the chef in each of you. The living room ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

$208

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

C-17 Property Information Large 2 bedroom 2 bath Private Villa, is a few steps away from our Private Beach, Close to pool, Clubhouse and Laundry. C-17 is a large, newly-remodeled, open-concept villa. It has 2 Master bedrooms. One Master has a king bed and bath-shower combination. The second Master ...

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Property Type

Siesta Key Villa

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Key Amenities

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

About this property

Welcome to Seaside Cottage, one of Siesta Key's most dazzling 4BR/3BA homes, with private heated pool. Steps from world famous Siesta Key beach and just minutes so Siesta Key Village! This remarkable 4 bedroom/3 bathroom home features a private heated pool. With its location less than a mile from Siesta ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

This upscale four-bedroom/three-bathroom luxury home features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.” This home is ideal for large families & ...

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Property Type

Siesta Key House

"Clean and cozy!"

We had a wonderful time. Close to restaurants and shops. Good customer service, professional and courteous. We will be back!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This charming 3 bedroom/3 bathroom home is located right in the heart of Siesta Key Village and just steps from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and small groups. Reserve Mandevilla now and live like a Siesta Key local!Cross the drawbridge from Sarasota ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Pool

About this property

PLEASE CONTACT US FOR FLORIDA RENTALS SPECIAL DISCOUNTS RATES!VOTED #1 BEACH IN AMERICA! JUST MINUTES TO YOUR DOOR WAY. THREE POOLS, SHUFFLE BOARD, GRILLS, PRIVATE BEACH AREA, LAUNDRY FACILITIES, PATIO FOR COOKING AND EATING OUTDOORS. SHORT WALK TO SOUTH VILLAGE WITH RESTAURANTS, GROCERY STORE, NIGHT ...

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Property Type

Siesta Key Condo

"Sandpiper #23"

The property was generally in good shape, clean and made for a pleasant stay. We also felt safe and the property was fairly priced.

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Key Amenities

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

About this property

This coastal 5-bedroom/3-bathroom home features all the amenities you can think of for your beach vacation and offers an unbeatable location. Florita's Key is located just minutes from Shell Beach and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families ...

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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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2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 4 miles to Siesta Key Beach Access 2

$281

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This private tropical oasis has all the amenities for your most memorable beach vacation at an absolutely UNBEATABLE location, just a short walk to prestigious Point of Rocks and close to Crescent Village! Along with its sister property Orchid Villa, both units make up Villa Cascada.Cross the drawbridge ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to The Conch! This newly constructed 8 bedroom/6 bathroom luxury condo is a unique combination of two units: Casa Coquina & Casa Antilles. Both units feature a 4 bedroom/3 bathroom configuration, each with their own common space, kitchen, outdoor patios & private heated outdoor pool. The ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 4 | Quick View

$208

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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This adorable 2 bedroom/2 bathroom home is a unique combination of 4 units that can be rented separately or together. Combined with its sister unit Vinca, both units make up Mandevilla. All four units combined make up The Hummingbird. This home is located less than 5 minutes from Siesta Key beach, voted ...

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Property Type

Siesta Key House

"5319 Calle La Siesta"

The location of this property is terrific. Though it does not offer a view of the beach or sunsets it is just a two minute walk to the beach or five to the village. The place is nicely appointed, and the ...

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Key Amenities

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

About this property

Welcome to Casa Tegula, one of Siesta Key's premier 4BR/3BA homes. Once inside the home, you will see that Casa Tegula is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout, you will truly feel like a Siesta Key local! Casa Tegula is ideal for large families ...

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Property Type

Siesta Key House

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2 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 0.3 miles to Siesta Key

$171

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

2 Bed, One Bath Top Floor Condo overlooking Siesta Key Beach Relax and enjoy spectacular Florida sunsets overlooking world famous Siesta Key Beach. This upscale, coastal design condo comfortably accommodates 6 and features 2 bedrooms, 1 full bath, a full kitchen and a comfortable living room overlooking ...

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Property Type

Siesta Key Condo

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Key Amenities

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

About this property

Our villa is located in Siesta Key, FL on Crescent (Siesta Key) Beach, FAMOUS for its powdery, sugar white sand and being VOTED #1 Beach in USA. The Beach has complimentary shade cabanas and beach chairsFeatures include 2 Bedrooms, 1Bath sleeping six with 1King and 2 queen beds. The kitchen is furnished ...

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Property Type

Siesta Key Villa

"Enjoying our first month of retirement."

The condo that we stayed at while we enjoyed our first month of retirement was very clean, comfortable and met all of our needs. We loved it so much, we have booked a return trip for 2023.

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4 BR | 4 BA | Sleeps 12 | Quick View

9

Distance to beach: 0.3 miles to SIESTA KEY BEACH

$216

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

PLEASE CONTACT US FOR AVAILIBILITY FOR EACH UNIT AND FOR FLORIDA RENTALS SPECIAL DISCOUNTED RATES! THIS PROPERTY BOOKS WEEKLY FROM SATURDAY TO SATURDAY. DUPLEX: 1 FIRST FLOOR 2 BED/ 2 BATH UNIT AND 1 SECOND FLOOR 2 BED/ 2 BATH UNIT. PLEASE NOTE THE RATE SHOWN IS FOR EACH INDIVIDUAL 2 BED/ 2 BATH UNIT. ...

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Property Type

Siesta Key Apartment

"Great vacation spot"

We enjoyed our stay. We rented for one week and it is in an amazing location. You can walk to everything and it is extremely close to the store, which is awesome!

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5 BR | 3.5 BA | Sleeps 11 | Quick View

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

$745

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This stunning 5 bedroom/3.5 bathroom home offers all of the amenities for your most memorable Siesta Key beach vacation at an unbeatable location just a short walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! Enjoy a spacious and meticulously decorated interior or relax in your very ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This vibrant and uniquely configured home is a combination of two units: Monarch Villa and Peacock Villa. Each 3 bedroom 3 bathroom unit is a mirror image of the other and features a total of 6 bedrooms / 6 bathrooms that offers their very own common spaces to include: a kitchen, dining area, balconies ...

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Property Type

Siesta Key House

"Complete"

Very beautiful place Excellent location Enough room for everyone We rented both sides Very beautiful top floor views

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This tranquil vacation rental in Siesta Key offers all of the amenities needed for your most relaxing beach vacation at an absolutely unbeatable location! This home features a private, heated pool. The home is equipped with an outdoor shower (runs hot water), perfect for rinsing off after a relaxing day ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Turtle Beach

$310

avg/night

View Details

Key Amenities

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

About this property

*** Not available from November, 2022 - April, 2023***New Listing on Florida !!100% 5 Star reviews on other booking sites, save fees by booking direct here 14-30 day minimum Not available from November, 2022 - April, 2023Hibiscus Hideaway A Private Tropical Retreat located in one of ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

$229

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 2 Bath Large Private Villa, Close to Pool, Clubhouse, and in unit washer/dryer. 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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This luxurious 2 bedroom/2 bathroom condo is a short walk to Siesta Key Village and just minutes from Siesta Key Beach, voted the # 1 beach in the USA! Siesta Villa features multiple balconies, bringing the tranquility of the beach to you. This home is the ideal vacation rental for small families and ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

If you are looking for a terrific vacation spot tastefully decorated, clean, and comfortable, you just found it. You can be as lazy as the sun and free as the Gulf breeze. We are not underselling ourselves when we say we have the 'Best Location' on 'Crescent Beach.' Experience the Gulf views, breezes, ...

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Property Type

Siesta Key Condo

"great house, great location"

great house, newly remodeled, comfortable and well appointed; great location, close to 2 pools and beach, easy walk to shops and restaurants nearby or short drive to Siesta Village. Will definately consider ...

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Key Amenities

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

About this property

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 all of Siesta Key. You could throw a tennis ball into the Gulf from this Siesta Key beachfront condo! Located at Turtle Beach on the island ...

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Property Type

Siesta Key Condo

"Relaxing"

Great location, right on the white sandy beach. Close to restaurants and shopping. friendly year round residents.

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2 BR | 2 BA | Sleeps 6 | Quick View

$203

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to Villa A09. You will love this newly remodeled Villa. It is located on the beautiful white-sand shores of Siesta Key, rated the #1 beach in the USA. This is a non-smoking 2 bedroom, 2 bathroom private Villa, centerally located just steps from the beach and large heated pool. The master ...

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Property Type

Siesta Key Villa

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4 BR | 3 BA | Sleeps 12 | Quick View

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

$685

avg/night

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Key Amenities

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

About this property

This luxurious and coastal 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for large families & groups.Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This recently updated and completely renovated one-bedroom/one-bathroom home offers everything you need for your most adventurous vacation at an UNBEATABLE location in the heart of Crescent Village and close to world famous Siesta Key Beach, voted the #1 beach in the USA! Along with its sister property ...

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Property Type

Siesta Key House

"Florida trip in siesta keys"

I loved it and so did my grandkids kids everyone was so friendly what a beautiful place and it was a very nice place and the cost was low the woman that rented us the condo was a b great person

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2 BR | 2 BA | Sleeps 6 | Quick View

1

$278

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Private pool

About this property

RENOVATED 2020!!! From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children playing, or walk down to the Gulf of Mexico for a swim. Located on Turtle Beach, Siesta Key's quiet south end - this lovely Gulf front first floor unit with large washer ...

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Property Type

Siesta Key Condo

"Beautiful Condo!"

This Condo is well appointed and is in the perfect spot right on the beach of the Gulf! We we're ableto walk out to the beach from our back door and see the canal out the front. We cooked in the kitchen ...

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1 BR | 1 BA | Sleeps 3 | Quick View

Distance to beach: 20 yards to Crescent Beach, Siesta Key

$219

avg/night

View Details

Key Amenities

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

About this property

Unit 113 is one of the largest, 1 bedroom hi-rise units in Horizons West, Siesta Key, Florida and has recently undergone a full renovation by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean ...

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Property Type

Siesta Key Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This colorful and vibrant Siesta Key home features gorgeous panoramic views of the Gulf of Mexico and offers all of the amenities you could dream of for your beach vacation and an unbeatable location! Monarch Villa is located minutes away from Siesta Key Village and just a 1 minute walk to world famous ...

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Property Type

Siesta Key House

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1 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 100 yards to Crescent Beach

$180

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

"perfect place"

The location was perfect and the accommodations had everything we needed. Can't wait to visit again.

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Key Amenities

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

About this property

This 5th floor two bedroom, two bath condo is totally and completely renovated. Be one of the first guests to stay in this beautifully renovated condo. New tile throughout. There are two bedroom suites with private baths. Each bedroom has new slider doors that open to screened in lanai with beautiful ...

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Property Type

Siesta Key Condo

"Best Moms get away EVER!"

Ruth was so amazing, Almost as amazing as her condo! She was so knowledgeable and so accommodating! Her remodeled condo is beautiful and love the extra touches. Owning rentals previously she did everything ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This wonderful beach cottage has been recently updated with brand new furnishings throughout. This home is ideal for small families and beachcombers alike! When reserved with its sister property Sandy Cabana, both units make up Sandy Seahorse Cottage.The welcoming entryway of Seahorse Cabana opens ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 4 | Quick View

$203

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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This private tropical oasis has all the amenities for your most memorable beach vacation at an absolutely UNBEATABLE location, just a short walk to Beach Access 5 or 7 and close to The Siesta Key Village! Along with its sister property Villa Fiesta, both units make up Casa De Siesta.Cross the drawbridge ...

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Property Type

Siesta Key House

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2 BR | 1 BA | Sleeps 5 | Quick View

$192

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to Villa A14! You'll love this newly-remodeled (January 2019) villa! It is located on the beautiful white-sand shores of Crescent Beach, recently rated the #1 beach in the USA! This is a 2 bedroom, 1 and a 1/2 bath private villa just steps away from the beach and the heated pool. The master ...

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Property Type

Siesta Key Villa

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2 BR | 1 BA | Sleeps 6 | Quick View

$192

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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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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2 BR | 2 BA | Sleeps 6 | Quick View

$208

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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1 BR | 1 BA | Sleeps 4 | Quick View

$160

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to your home away from home! Casa Blanca unit D08 was entirely renovated at the end of 2015. Everything inside is brand new and beautifully updated. Features include a king size bed, walk-in shower, new furniture, new appliances, and brand new tile throughout. Casa Blanca is within walking distance ...

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Property Type

Siesta Key Villa

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Key Amenities

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

About this property

This charming Siesta Key Vacation home offers all of the amenities you can fathom and at absolutely unbeatable location in the heart of Point of Rocks and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! Crescent Cottage has recently been completely renovated, with new bathrooms, ...

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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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This adorable and recently updated Siesta Key home offers everything you need for your most memorable vacation at an absolutely UNBEATABLE location in the heart of Crescent Village and just minutes away from Crescent Beach. Along with its sister property Casita Coco, both units make up CocoBayou Cottage.Cross ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

This tranquil canal-front home is a unique configuration of two units: Sophie's Cottage and Villa Champagne. Each home offers their own common spaces that include a kitchen, dining area and outdoor living spaces with a private heated pool. Sophie's Quartier is centrally located near Siesta Key Village ...

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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°

Find the Beach Vacation of a Lifetime with Siesta Key Vacation Rentals

Interested in a beach vacation for your next spring break or a long weekend away? Though the great state of Florida is known for its many scenic beach towns, there are some that cater more to those looking for a quiet, relaxing trip and some that are perfect for an exciting vacation full of non-stop fun in the sun. What if you could find a beach city that offers the best of both worlds for a truly well-rounded vacation? 

Nestled just south of Sarasota, Siesta Key, FL, is a spirited city along the Gulf Coast that offers just as many opportunities for R&R as it does for nightlife, watersports, and unforgettable adventures in the great outdoors. Though the island of Siesta Key itself is only about eight miles long, it’s jam-packed with enticing restaurants, unique shops, and glittering white sand beaches as far as the eye can see. 

As a major vacation destination along Florida’s Gulf Coast, there are many hotel options to choose from during your stay, with varying proximities to the beach. However, if you’re looking for a truly immersive experience during your trip to Siesta Key, you won’t get it at a crowded commercial hotel! 

Browse Siesta Key vacation rentals from FloridaRentals to find the perfect rental home for your beach vacation. Whether you’re looking for a sunny, romantic getaway for you and a loved one, or you’re bringing the whole family along, you’re sure to find an incredible property. Look for one that offers authentic local architecture, plenty of space to spread out during your downtime, and close proximity to all of the best features the city has to offer.

Siesta Key, Florida Travel Tips

There’s a reason why oceanside Florida cities like Siesta Key tend to be popular destinations during springtime. While temperatures may be warmest on average in the summer months, this time of year also has the highest levels of precipitation and humidity. Unfortunately, this makes it more difficult to enjoy outdoor activities. 

In mid to late spring, temperatures in the air and water are warm and comfortable without too much rain or humidity expected. This makes it easy to take part in all of your favorite pastimes, including surfing, boating, wakeboarding, or simply catching some rays on the sand. 

The closest airport to Siesta Key is the Sarasota/Bradenton International Airport, which lies around 11 miles north of the city center. Most visitors will fly into this airport for its easy access, though the area can also be reached relatively quickly by way of the Tampa International Airport.

How to Spend Your Vacation to Siesta Key House Rentals

It’s no surprise that most Siesta Key vacationers spend more time at the beach than anywhere else during their visits. The most popular beach destination is Siesta Key Beach, which was ranked the #1 Beach in the U.S. by TripAdvisor’s Traveler’s Choice Awards in 2020. The gentle waves, powdery white sand, ample parking, and plentiful concession stands are just some of the reasons why many visitors choose to lounge their day away at Siesta Key Beach. 
Those who are interested in an unforgettable outdoor experience shouldn’t miss out on a trip out on the water with Adventure Kayak Outfitters. You’ll have the choice of a guided kayak tour of the nearby Exotic Mangrove Tunnels or a kayak rental to make your own adventure. You’re sure to spot some incredible wildlife like dolphins, exotic birds, and manatees along the way.
Yearly Events in Siesta Key

Siesta Key is closely linked with the nearby city of Sarasota. The two cities share many of their annual events, creating even bigger and better celebrations for locals and tourists alike to enjoy. 

One annual event that’s already become a mainstay in the local culture is the Annual Downtown Sarasota Craft Festival. This unique arts and crafts show features a wide variety of media, including pottery, paintings, jewelry, photography, and much more, alongside the scenic white-sand beaches. Visitors can peruse and purchase unique wares from local artisans, including soaps, spices, plants, and even kettle corn. 
Runners visiting Siesta Key can get in a great workout while supporting a great cause at the Annual Andrew Monroe Memorial Scholarship 5K Run/Walk. All funds raised during this event are donated to the Sarasota Community Foundation Scholarship, which helps local athletes train to their full potential and achieve their goals.  

Best Eats Near Siesta Key Rentals

Whether you’re in need of some casual seaside grub for the family after a long day at the beach or looking forward to a romantic date night with your significant other, Siesta Key has a huge variety of delicious and eclectic eateries fit for every taste and occasion. 

For a hearty steak, you can’t do much better than Summer House Steak & Seafood. This stylish eatery offers sustainably sourced steaks alongside a variety of unique sides, salads, beverages, and desserts that are sure to satisfy. Additionally, Summer House offers a full menu of seafood dishes. It takes full advantage of the city’s close proximity to fresh seafood and offers plenty of surf and turf options for hungry visitors. 

Island House Tap and Grill is a local favorite for casual yet memorable eats in Siesta Key. With a varied menu that includes everything from tacos to burgers to ceviche, as well as plenty of refreshing cocktails, you’re sure to enjoy a delicious and satisfying dinner with your family.