Siesta Key Rentals by Owner

(64 rentals)
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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

THE BEACH IS CALLING AND I MUST GO!! *We invite you to come stay with us in the Crescent Arms South Tower--Condo 601S--directly on the #1 famous Crescent Beach with a FULL view of the Gulf on a private 32 foot lanai.*Decorated in a "beachy motif" with granite counter tips in the kitchen ...

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Property Type

Siesta Key Condo

"Wonderful week at Crescent Arms 601S!"

Couldn’t have asked for a better location on the beach! Condo was absolutely spotless and everything about this rental was wonderful from the communications with the owner to everything inside the condo. ...

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2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.4 miles to Siesta Key Beach

$450

avg/night

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Key Amenities

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

About this property

Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too!Canal home in heart of the Siesta Key Village, no need for a car! Steps away ...

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Property Type

Siesta Key House

"Home Away from Home/Great Location"

We loved the location of this home. Not only because it’s located on a canal and very private, but it’s only a two-minute walk to Siesta Key Village. The beach is also a short walk of only 6-7 minutes. ...

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2 BR | 1.5 BA | Sleeps 6 | Quick View

4

$192

avg/night

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Key Amenities

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

About this property

Our vacation home is just steps away from the #1 rated beach in the USA - Siesta Key beach. It is unit B07 in the Casa Blanca resort located on the GULFSIDE (or Beach side) of the island.It is a comfortable villa with a master bedroom, guest bedroom, living room, kitchen with dining area, and a ...

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Property Type

Siesta Key Villa

"Wonderful!"

Our villa was perfect! There was anything and everything that we needed for our week long trip. Loved being so close to the beautiful Siesta Key beach.

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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
  • Pool
  • Rentals by owner

About this property

You will fall in love with this condo! Everything you would possibly need is provided. Enjoy relaxing on the lanai in the morning with your coffee or a glass of wine in the evening. Nice beach chairs, beach umbrellas, straw mats, small cooler, swim noodles and a beach bag are all in the condo for your ...

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Property Type

Siesta Key Condo

"nice clean condo with a perfect view of Siesta key beach"

We've had a wonderful & relaxing time at the condo. We love the view and the location. Very clean, new updated and well equipped condo, it shows the owner put the extra care for the guests. The beach ...

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Studio | 1 BA | Sleeps 4 | Quick View

$134

avg/night

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Key Amenities

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

About this property

We are proud of our Siesta Key Condo at Ebb Tide. This Florida Beach Rental is in the heart of Crescent Beach. Once you park your car there is no need to use a car for the rest of your stay. A short one minute walk and your toes are enjoying the lush, white (quartz) sands of the crescent beach.The ...

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Property Type

Siesta Key Studio

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Key Amenities

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

About this property

Welcome to Crystal Sands Unit 507! We would love to have you stay with us in our luxury 2-bedroom 2-bath fully furnished Gulf Front vacation rental on award winning Crescent Beach. Siesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Enjoy all our ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

33

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

$250

avg/night

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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

"Most amazing place to vacation"

Absolutely amazing place to stay! My husband and I watched the sun rise and the sunset every day and it was breathtaking. We loved that we could hear the ocean waves through the window in the mater suite. ...

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Key Amenities

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

About this property

Our Condo is on beautiful Turtle Beach at the southern and most private end of Siesta Key directly on the Gulf of Mexico. When we say directly, we mean directly and not merely a Gulf “View” or a long car ride or a long walk to the Gulf. We call it “Paradise” and you could not ...

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Property Type

Siesta Key Condo

"Beautiful and tranquil getaway!"

Me and my husband had a wonderful vacation and plan on returning next year. The condo looks just like the pictures and was very clean and well equipped. The beach was so peaceful. It was away from the crowds, ...

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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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3 BR | 3 BA | Sleeps 6 | Quick View

4

Distance to beach: 200 feet to Siesta Key Public Beach

$289

avg/night

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Key Amenities

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

About this property

Single family home with private heated caged pool. Large open floor plan in living area to kitchen and enclosed pool and deck. 3 bedrooms, 2 of which are master suites with ensuite full baths, flat screen TV's, king beds, and sliding glass doors to either caged pool deck or open air sundeck. 3rd bedroom ...

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Property Type

Siesta Key House

"Wonderful Property!!"

We recently had the opportunity to rent this home for a large family vacation. It had great amenities on site, we had everything we needed or wanted. Great proximity to the beach and town. The heated pool ...

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Key Amenities

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

About this property

Condo, 2 Bedrooms, 2 Baths, Sleep Sofa (Sleeps 4-6)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. This is the ‘Best Location’ on ‘Crescent Beach.’ Experience ...

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Property Type

Siesta Key Condo

"Terrible staff"

Was a alright place but the manager took my key fobs couple days for no reason and then kept the 500 dollars security money for no reason.

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2 BR | 2 BA | Sleeps 4 | Quick View

3

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

$121

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 December - $6500 per month plus utilities January, February, and March - $8900 April - $7900 per month plus utilities May - $4900 per month plus utilities 50% deposit upon booking, balance 90 prior ...

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Property Type

Siesta Key Bungalow

"We Keep Coming Back"

It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring ...

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4 BR | 2.5 BA | Sleeps 8 | Quick View

5
LAST MINUTE DEAL 6/18 - 6/25: 1 of 7 nights free! Great spot for families with beach and pool nearby.Fabulous sunsets from terrace

$715

avg/night

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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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DEAL

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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Studio | 1 BA | Sleeps 2 | Quick View

Distance to beach: 0.0 miles to Siesta Key Main Beach

$150

avg/night

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Key Amenities

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

About this property

Sweet Penthouse Condo on Siesta Key with Water Views everywhere. Located in a resort setting at Harbor Towers Yacht & Racquet Club with heated pool, lighted har-tru tennis courts, gym with locker rooms and much more. This top floor (7th floor) one bedroom condo has AMAZING WATER VIEWS FROM ALL ...

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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

A millionaire's retreat! This completely remodeled first floor unit with view of the Gulf of Mexico and amazing sunsets awaits you on Siesta Key. Walk out the lanai door directly to the beach where children can play within view or walk over the boardwalk to the blue-green waters of the Gulf within 100 ...

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Property Type

Siesta Key Condo

"Fabulous"

Beautiful condo equipped with everything you need for a beach vacation! The best location possible, easy, close walk to the gulf like 20 steps! The area is quiet and private, can’t wait to be back again!

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Key Amenities

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

About this property

My ground floor rental is directly on the beach on the Gulf of Mexico, with incredible views and sunsets!The lanai has a back door directly out to the Beach. The front of my unit faces the Lagoon where we have a FREE DOCK for your boat or other water craft. (So you have water views in both directions)! ...

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Property Type

Siesta Key Condo

"Peaceful"

Really enjoyed staying at this quieter end of the island. It was a much needed break. Carrie is very sweet and easy to deal with. Will definitely be returning again.

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2 BR | 1.5 BA | Sleeps 4 | Quick View

24
Owner special: April 2023 dates just opened up, plain your Siesta Key vacation now before the dates are gone!!

Distance to beach: 200 yards to Crescent Siesta Key Beach

$154

avg/night

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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

"Condo in Paradise"

Sandy;s Condo was beautiful and close to the beach and inter-coastal. Sandy was very responsive with any questions we had. We didn't have many because everything you need to have a great vacation, is right ...

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3 BR | 3.5 BA | Sleeps 5 | Quick View

3

Distance to beach: 0.3 miles to Crescent Beach

$329

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Convenient and Easy: 3-minute walk to the beach with private deeded access. 4-minute walk to the Crescent Beach Shopping Center with the Big Water Fish restaurant, Pizza and Brew, liquor store, and the Toasted Mango for breakfast. 5-Minute walk to Captain Curts, the Tiki, the Crescent Club and the ...

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Property Type

Siesta Key Townhome

"Incredible Space and Great Location"

We are beach people so we LOVE this location -- 2 minutes to the white sands of Crescent Beach. The condo itself is beautifully decorated and is super comfortable and clean. Tori, the owner, is great. ...

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Key Amenities

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

About this property

*Currently rented until Aug 1, 2022. Available Aug- Dec 10, 2022. *2023 availability begins March 15th. Ideally located on Siesta Key, walking or biking distance to the village and beach access. Solar heated pool, and canal front, with a boat lift and access to the intercoastal waterway. This 3,000 ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

SIESTA KEY.GETAWAY Experience a luxury condo with a view. Located on the world renowned Crescent Beach at Siesta Key. Gulf and Bay Club is a 32 acre resort community with exceptional beach access, top notch amenities and amazing sunsets. Brand new 6 court US Open quality pickle ball facility. 5 hard ...

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Property Type

Siesta Key Condo

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2 BR | 1.5 BA | Sleeps 4 | Quick View

5
LAST MINUTE DEAL 5/17 - 6/28: * Fantastic Bay View Condo * Siesta Key #1 Beach of the US * Pool * Tennis *

$125

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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DEAL

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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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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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

View Details

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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1 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 100 yards to Crescent Beach

$180

avg/night

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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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2 BR | 2 BA | Sleeps 6 | Quick View

4

$267

avg/night

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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 5 | Quick View

9
LAST MINUTE DEAL 7/1 - 7/1: July 2-9th.....last minute deal due to a cancellation!! Save $700 with this last minute special

$357

avg/night

View Details

Key Amenities

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

About this property

The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a smart couch to curl up and read ...

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Property Type

Siesta Key Condo

"Turtle Beach Condo"

Loved being away from the hustle of Siesta Key Beach, but close enough to visit. Two restaurants right across the street were convenient. We loved being so close to the beach. Lanai was perfect. We also ...

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DEAL

2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.1 miles to Siesta Key Beach

$199

avg/night

View Details

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
  • 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

1

$257

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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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.2 miles to Siesta Key

$200

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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3 BR | 3 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.1 miles to Siesta Key

Key Amenities

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

About this property

Fully renovated penthouse unit! This property seamlessly melds state of the art amenities with casual beachfront living with privacy. Step off of the sugary sands of Siesta Key Beach and right in to this beautifully renovated beachfront condominium with surprisingly expansive gulf views. Sea and sky ...

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Property Type

Siesta Key Condo

"Perfect Vacation"

This stay was absolutely amazing. From the host, the property, location, and accommodations; nothing could have been more perfect. The stay and accommodations were perfectly decorated and the kitchen was ...

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2 BR | 2 BA | Sleeps 7 | Quick View

11

Distance to beach: 120 yards to Siesta Key Crescent Beach

$145

avg/night

View Details

Key Amenities

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

About this property

NOTE:....................!! We have sold this Condo. While the new owner will honor all current bookings there are no further bookings being taken until the new owner decides if and how he will rent it out. I do have another 2BR-2BA 2 story Townhouse in the same complex... … ...YouTube Video-- ...

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Property Type

Siesta Key Condo

"Superb location a 2 minute walk to the beach!"

This unit is literally a stones throw from the beach! Perfect for the beach vacation. I had my family of 5 and my mom stay with us in this unit. We were comfortable but space is limited. We did know that ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Our condominium is in the beautiful, gated complex of Gulf and Bay Club on Siesta key Beach, one of the top beaches in America! It has a very large kitchen, 2 King bedrooms and 2 bathrooms. It has been updated with a new King bed and gel mattress, updated bathrooms, new kitchen quartz counter tops and ...

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Property Type

Siesta Key Condo

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Key Amenities

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

About this property

Our little piece of paradise is a one bedroom condominium ideal for couples or young families. We are located at 73 Avenida Messina in unit #7 on the ground floor of the Gulf Holiday Apartments. We are 300 ft. from the Gulf of Mexico and about a five minute walk from the village - known for its shops, ...

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Property Type

Siesta Key Condo

""Awsome stay !!""

This location was the best we have ever had , off the beach like 2 minute walk(if that), unit was spotless and so clean and quiet, wonderful clean pool and area, sunsets were the best , out owner were more ...

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3 BR | 3 BA | Sleeps 6 | Quick View

3

$314

avg/night

View Details

Key Amenities

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

About this property

Great house on Siesta key with pool and kanal. You can do fishing on the backside or have a jetski, boat there. Sometime you can see seacows on the kanal. 3 bedroom with 3 bath and a nice heated pool tp play in. Nice and quiet place it is, and so close to the Village and beach. Enjoy the place.

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Property Type

Siesta Key House

"Perfect Location"

Located close to the village and within walking distance of the beach. Plenty of room for families and amenities which included bikes for all ages. The pool is heated and such a great perk!

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Key Amenities

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

About this property

Roomy 2 bedroom, 2 full bath condo in prime Siesta Key location. Comfortably furnished living room, dining area, all linens and fully equipped kitchen included, ceiling fans in all rooms, Flat screen tv in living room with DVD player and a flat screen in the master bedroom. Master bedroom has queen-size ...

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Property Type

Siesta Key Condo

"a Great Find That Feels Like Home"

A wonderful find in Siesta Key. This condo is on ground level and felt like we were at home as soon as we walked in. It is very inviting, comfortable and nicely decorated, and furnished with everything ...

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1 BR | 1 BA | Sleeps 4 | Quick View

7

Distance to beach: 0.5 miles to Siesta Key Main Beach

$125

avg/night

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Key Amenities

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

About this property

Sweet Siesta Key Condo, Spacious and Quiet One Bedroom Vacation Rental with 2 Queen beds in bedroom, walking distance to Siesta Key Main Beach. You really don't even need a car on this vacation. There is a free Siesta Key Trolley to take you to the Village and back, and to the many restaurants, shops, ...

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Property Type

Siesta Key Condo

"Sue Bradley’s Condo on Siesta Key, Florida"

The condo is lovely! It has a screened in lanai with pleasant views of the courtyard in front with a side view of the harbor to the left. It has a great location as it is in close proximity to the beach ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Beautiful 2 Bedroom, 2 Full bath condo. Close to everything, right on Crescent Beach, voted #1 beach twice in the last 5 years. King in the master, 2 full size beds in the second.

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Property Type

Siesta Key Condo

"Wonderful on the Beach with Beach and Ocean Views from the windows"

We had a wonderful time in this condo. It is right on the beach which makes it super awesome. Both of the bedrooms as well as the living room space have a view of the beach and the ocean. We enjoyed having ...

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2 BR | 2 BA | Sleeps 4 | Quick View

6

Distance to beach: 200 feet to across street

$206

avg/night

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Key Amenities

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

About this property

2 bedroom gorgeous condo overlooking Siesta Key Beach and Gulf of Mexico. Complex with large community pool, sauna, covered parking, secure gated area. Gas grills, party room, beautiful property. 2 full bathrooms with granite walk in showers and basin, etc. King bed in master with ensuite full bath, ...

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Property Type

Siesta Key Condo

"Fantastic week"

Cindy was very easy to work with, everything was just as advertised in her description had everything we needed could have not been more impressed, will be renting this condo again, very impressed with ...

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2 BR | 1.5 BA | Sleeps 5 | Quick View

Distance to beach: 250 feet to Siesta Key

$184

avg/night

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Key Amenities

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

About this property

On Siesta Key - Quick walk to Siesta Key's world famous beach. Beautiful and private, this updated condo with granite kitchen and tile floors overlooks the bay inlet and boat basin. Across street from world famous beach. Fully amenitied condo in amentied condo complex. Large community pool, tennis ...

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Property Type

Siesta Key Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 0.5 miles to Siesta Beach access 7

$160

avg/night

View Details

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 ...

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Property Type

Siesta Key Bungalow

"My stay at the Canal Place in Siesta Bungalows"

I am thoroughly enjoying my stay at Siesta Bungalows!!! My place is clean, quiet, and in a fabulous location!! I am about a 5 minute walk to the village and only a 7 min walk from the breathtaking Siesta ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 25 feet to Whispering Sands (private); Crescent (public)

$163

avg/night

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Key Amenities

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

About this property

Enjoy living steps away from the cool, pure-white sands of the award-winning beach of Siesta Key! Drink in the sunsets over the Gulf from the private balcony, from the living room, or from the master suite -- where you can also watch the moon setting from your king-sized bed! The private beach with ...

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Property Type

Siesta Key Condo

"BEST place on the key! Closest to the sand and to the village."

We couldn't have been happier with this home. There is no better location on all of Siesta Key. You can easily walk to the village (not this case with most condos south on the key) but it's also very quiet, ...

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Key Amenities

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

About this property

Come fall in love with Siesta Key! Located on the 5th floor of the west wing of Harbor Towers Yacht & Racquet Club this waterfront 2 Bedroom 2 Bath Condo has a fantastic view of the pool & the Intra-coastal from every room. The views from the glassed-in lanai and the breezes are very special ...

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Property Type

Siesta Key Condo

"AMAZING VIEWS, Comfortable Clean Condo"

This condo will exceed your expectations. Updated, comfortable, and amazing views from every room, of the intercostal, the pool, and the beautifully landscaped grounds. Makes for a very relaxing and ...

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2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 800 feet to Siesta Key Beach

$140

avg/night

View Details

Key Amenities

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

About this property

Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master ...

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Property Type

Siesta Key Condo

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1 BR | 1 BA | Sleeps 2 | Quick View

1

$229

avg/night

View Details

Key Amenities

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

About this property

Perfect location to relax and enjoy your Siesta Key tropical vacation or get away. Enjoy breath-taking sunsets from the your own screened lanai with beautiful water views.Comfortable 1 bedroom (king size bed), ground floor condo located directly on Turtle Beach Inlet where you can fish, swim, paddle ...

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Property Type

Siesta Key Apartment

"Wonderful!"

Nothing short of spectacular! The condo was nicely decorated, well stocked and the bed was extremely comfortable! Walk out of the lanai and your at the pool just beyound the pool is the intercoastal where ...

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2 BR | 1.5 BA | Sleeps 6 | Quick View

4

Distance to beach: 200 yards to Siesta Key/ Crescent Beach

$213

avg/night

View Details

Key Amenities

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

About this property

Our vacation home is just steps away from the #1 rated beach in the USA - Siesta Key beach. It is unit B07 in the Casa Blanca resort located on the GULFSIDE (or Beach side) of the island.It is a comfortable villa with a master bedroom, guest bedroom, living room, kitchen with dining area, and a ...

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Property Type

Siesta Key Villa

"Wonderful!"

Our villa was perfect! There was anything and everything that we needed for our week long trip. Loved being so close to the beautiful Siesta Key beach.

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Key Amenities

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

About this property

1840 SQUARE FOOT, largest 2 bedroom/2 bath unit in the building, with a wrap around balcony accessible from the Sun Room, a second balcony off the living room and master bedroom. Our apartment has been completely renovated and updated for your enjoyment. The master bedroom has a king size bed, ceiling ...

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Property Type

Siesta Key Apartment

"Lovely condo on the beach"

I loved this condo. Very clean, spacious, and comfortable. I enjoyed reading in the morning in the sitting room off the kitchen. That furniture seemed to be the perfect size for me! The views from the ...

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Siesta Key Vacation Rentals