Siesta Key Rentals by Owner

(63 rentals)
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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

"Favorite unit yet!"

The one thing that surpassed the perfection of this Fisherman Cove unit was the friendly service from Dina and Russell and Rhonda. Each call , text or email was promptly returned with " that's no problem" ...

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4 BR | 2.5 BA | Sleeps 8 | Quick View

6
LAST MINUTE DEAL 4/29 - 4/29: New week available. Starting Saturday, April 29. 15% Discount. Also 5 nights May 22-27.

$786

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

"Family Time"

We are a family of 8, including a 9 yo & 2 yo. Staying in this beautiful home was a dream come true! Direct beachfront, lovely patio with nice furniture, an umbrella for enjoying the afternoon sunshine, ...

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DEAL

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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3 BR | 3.5 BA | Sleeps 5 | Quick View

4

Distance to beach: 0.3 miles to Crescent Beach

$314

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

6828 Midnight Pass Road is a townhouse style condo three level unit with 3 main bedrooms plus a bonus 4th guest bed/bath and laundry on the ground floor. Each bedroom has a queen bed, and all furniture and mattresses were purchased new in 2019.Convenient and Easy: 3-minute walk to the beach with ...

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Property Type

Siesta Key Townhome

"Perfect condo in a perfect location"

We had a wonderful month in Tori's condo. Crescent Beach is a short walk as are local restaurants and shops. The trolley that takes you to Siesta Village or Turtle Beach passes in front of the condo which ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.1 miles to Crescent Beach on Siesta Key

$150

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

This 2nd floor, completely renovated 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located near the community pool and hot tub along with guest grilling ...

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Property Type

Siesta Key Condo

"Great condo for relaxing"

This was our first stay in the Siesta Key area and this condo set the bar quite high. It is set in an over 55 complex with a pool, covered parking and across the street access to the beautiful beach. Captain ...

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1 BR | 1 BA | Sleeps 3 | Quick View

8

Distance to beach: 0.5 miles to Siesta Key Main Beach

$91

avg/night

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Key Amenities

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

About this property

Sweet and spacious one bedroom condo in a Siesta Key Luxury Resort Building - Harbor Towers Yacht & Racquet Club. Great view of the historic waterfall in front of building, Palm Trees and Blue Skies and Great Sun Sets. 2 Pools (1 for kids), Fitness Room, , 3 lighted Tennis courts, boat marina, gazebo, ...

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Property Type

Siesta Key Condo

""Wonderful two weeks at the Harbor Towers in Siesta Key!""

We thoroughly enjoyed our Sweet Siesta Key Condo located in the Harbor Towers facility in Siesta Key. The resort was well maintained and beautifully decorated. Our condo was minutes from the beautiful Siesta ...

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1 BR | 1 BA | Sleeps 4 | Quick View

5

Distance to beach: 100 yards to Crescent Beach

$204

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 memory foam sofa sleeper for separate sleeping area if needed Unit includes a full kitchen for ...

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Property Type

Siesta Key Condo

"Fabulous"

We stayed at La Siesta in Siesta Keys. This was our sixth time at this resort and have loved it each time. This time we stayed for three weeks and just loved it. We did not rent a car, but used the local ...

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$328

avg/night

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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

"After Holiday Family Getaway"

Escaped the cold from Chicago in this great 2bed/2bath condo..Walk out of the unit and had sand on my toes in minutes. Left the doors open and fell asleep to the waves.. Perfect sized unit for our family. ...

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2 BR | 2 BA | Sleeps 6 | Quick View

52

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

$307

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

"Our Stay at Fisherman's Cove"

We thoroughly enjoyed our stay in unit 309A at Fisherman's Cove. Loved having 2 bedrooms, 2 full bathrooms and a washer/dryer in the unit. The view was awesome and it was great being able to walk right ...

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4 BR | 4 BA | Sleeps 12 | Quick View

Distance to beach: 2 miles to siesta key

$750

avg/night

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Key Amenities

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

About this property

LaVida Vacations presents a wooded property is unreal and our 5 star ratings agree! 1 acre on the water for your entire family or group to relax and enjoy. Go swimming in the huge heated private pool or go to the water and enjoy paddle boarding or kayaking to the Gulf of Mexico! After a long day at the ...

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Property Type

Siesta Key House

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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

"Jamaica Royal"

We loved our stay here. Right on the beach and great pool close to our condo. Clean and spacious. Maybe could use a few updates but we were mainly here at night for sleeping so it worked well for us.

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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

"Paradise Found!!"

We were excited to spend a week in Florida. The condo made our vacation the ultimate paradise getaway!! This condo was very clean and beautifully decorated! Eating our meals in the lanai with that view ...

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2 BR | 1.5 BA | Sleeps 6 | Quick View

4

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

$228

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
  • 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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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

"What a Fantastic Little Gem!"

Siesta Key have become our favorite vacation spot and #409 at Crescent Royale was where my wife and I got to experience the very best thanks to Karen who accepted us in her beautiful and awesomely appointed ...

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1 BR | 1 BA | Sleeps 3 | Quick View

9

Distance to beach: 0.5 miles to Siesta Key Main Beach

$136

avg/night

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Key Amenities

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

"Snowbirds in Paradise"

Perfect beach condo and pet friendly! Exceptionally clean, spacious, easy walk to the beach, heated pool, quiet location, and stocked with everything you could possibly need - just amazing! Sue is most ...

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2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.4 miles to Crescent Beach

$250

avg/night

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Key Amenities

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

About this property

Perfectly located on Siesta Key, this beautiful 2-bedroom, 2-bath condo will surround you with everything Sarasota has to offer. Featuring space for 6 guests, a shared pool, hot tub and shared laundry this condo is perfect for longer stays. Walk to Crescent beach and enjoy dancing sunsets as you look ...

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Property Type

Siesta Key Apartment

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2 BR | 2 BA | Sleeps 7 | Quick View

1

Distance to beach: 0.0 miles to Cresent Beach

$211

avg/night

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Key Amenities

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

About this property

Siesta Key condo with heated pool. One of the best locations in Siesta Key. Updated with fun designs, feature walls, smart TVs, functional kitchen. Minutes’ walk to white sands of Siesta Beach ranked #2 beach in the US and #14 in the world. Walk to Tiki bar, Captain Curt’s, bike, boat, kayak, ...

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Property Type

Siesta Key Condo

"Perfect Getaway!"

This condo has it ALL! It's all about location in Siesta Key & this condo is a very short walk to the beach, stores & restaurants! I loved walking down the lush path to see the picture perfect sunsets on ...

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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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Key Amenities

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

About this property

This magnificent unit is on the third floor with spectacular unobstructed views of the Gulf! This unit has been completely renovated with beautiful natural stone tile throughout, updated kitchen and bathroom and brand new furniture, coastal pictures, decorative accessories, bedding, new paint throughout. ...

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Property Type

Siesta Key Condo

"Vaca 2023 unit B309"

I just want to say thank you so very much Dina for allowing us to rent your condo for 1week we had the very best vacation ever as a couple! The condo is absolutely beautiful and was very clean and stocked ...

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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, kitchen, 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 beautiful couch to curl ...

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Property Type

Siesta Key Condo

"Paradise"

Our vacation experience in Siesta Keys was amazing. The condo owner was so communicative, provided a rental agreement after my inquiry, and all the needed to know info about the unit and area closer to ...

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2 BR | 1.5 BA | Sleeps 6 | Quick View

5

Inquire for rates

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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

"#livingdreaming"

So relaxing. Stocked for everyday needs. Very clean. Very comfortable. Perfect size. People were very nice. Clean pool.

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.4 miles to Siesta Key Beach

$474

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

"Excellent"

The house was extremely clean and nothing was missing. Loved my stay from beginning to end. Melissa checked in a few times to make sure I was happy. I would stay at this home again. It has raised my bar ...

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.2 miles to Siesta Key

$203

avg/night

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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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Key Amenities

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

About this property

This magnificent unit has been completely remodeled and is on the ground floor with beautiful water views and spectacular sunsets. Walk out the rear lanai door directly onto the beach where children can play within view or walk over the boardwalk to the blue-green waters of the Gulf of Mexico within 100 ...

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Property Type

Siesta Key Condo

"What a wonderful two weeks in a perfect condo!"

We’ve spent time at Fisherman’s Cove before but this was our first time in unit A108. What a delight! The unit is well done with all the amenities anyone could want. The location is ideal. Out the ...

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2 BR | 2 BA | Sleeps 6 | Quick View

4

$290

avg/night

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Key Amenities

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

About this property

This colorful custom2rd floor unit has a commanding view of the Gulf of mexico.This special unit has been decorated by a pro, and shows it! unit, perfect for people who can take excellent care of things and appreciate the fine nature of this unit.From the modern kitchen, you will enjoy Siesta ...

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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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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

"Beach west side"

The place was very clean. The kitchen was well equipped Liked the the decks on both levels. The place is close to the beach. One caveat- time for new living room furniture.- the sofa has its day.

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2 BR | 2 BA | Sleeps 4 | Quick View

11

Distance to beach: 0.1 miles to Siesta Key Beach

$225

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

"Beach, Pool, Great Condo amazing owner"

This rental was beautiful, clean and location was primo. Kitchen was well stocked. I mentioned to the owner that I cooked most evenings and asked if they had a slow cooker, she said they did not but she ...

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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 | 1.5 BA | Sleeps 4 | Quick View

26
Owner special: We still have opening this summer!

Distance to beach: 200 yards to Crescent Siesta Key Beach

$192

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

"Breath taking"

The Condo was everything that was described. Very cozy and comfortable. Could live that life year round. Pools were nice. Beach service was very convenient. The office was nice to answer any questions. ...

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2 BR | 2 BA | Sleeps 6 | Quick View

2

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

"Wonderful Place!"

The entire condo appeared to be newly remodeled. It was beautiful! For any beach goer the location can't be beat. Siesta Key is across the street. This was truly a home away from home. Exceptionally clean ...

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3 BR | 3 BA | Sleeps 6 | Quick View

4

Distance to beach: 0.1 miles to Siesta Key

$600

avg/night

View Details

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

"Lovely beach front rental - walkable to restaurants"

This rental had everything you could want. It is newly updated and is fully stocked with nice amenities. The beach can be seen from the unit and has a walking path to the water right next to the condo. ...

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Key Amenities

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

About this property

This tropical island get-away offers everything you desire for a magical, effortless vacation. Sunny, spacious second floor condo with easy indoor-outdoor living space including two queen bedrooms, each with an ensuite bathroom. Just steps to private, quiet powder-sand gulf beach and private fishing ...

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Property Type

Siesta Key Condo

"A Perfect Getaway"

Could not have imagined a better place to spend our time in Siesta Key. Convenient to everything Siesta and Sarasota have to offer - great beaches, fabulous restaurants and many wonderful activities. The ...

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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

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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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2 BR | 2 BA | Sleeps 4 | Quick View

7

Distance to beach: 200 feet to across street

$220

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

"Loved Every"

When we first opened the door to the condo, we knew picked the right place! So cute & clean. Perfect for our 7 day stay at the beach we love. Just steps from the best beach made it a breeze to walk across ...

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2 BR | 2 BA | Sleeps 6 | Quick View

9

$188

avg/night

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Key Amenities

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

About this property

Located on siesta Key in Sarasota, FL. The Palm Bay Club has two heated pools both Bayside and Gulfside. A private marina, dock, spa, tennis courts, fitness rooms and is located on Crescent Beach voted number one beach USA 2014Sarasota is located approximately 40 minutes South of Tampa. 1 1/2 hour ...

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Property Type

Siesta Key Condo

"X-Mass trip"

The Palm Bay Club Had a great location and many amenities that suited our needs. The only drawback is the unit did not have laundry available inside the unit. The unit was clean and comfortable.

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3 BR | 3 BA | Sleeps 6 | Quick View

5

Distance to beach: 200 feet to Siesta Key Public Beach

$299

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

"Great times."

Beautiful home in a great location. Close to the Beaches, shopping, restaurants. We spent most of the time in the pool and on the patio and it was great. Plenty of seating and ceiling fans kept it nice.

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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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2 BR | 1.5 BA | Sleeps 5 | Quick View

Distance to beach: 250 feet to Siesta Key

$198

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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Key Amenities

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

About this property

Newly renovated, 4th floor condo with gulf views, a private beach, and a private fishing pier. This space was completely renovated in 2020 with all new features (including central AC) and furniture throughout. The fully-stocked kitchen is equipped with everything you need for a home-cooked meal. With ...

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Property Type

Siesta Key Condo

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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

"Condo/resort has it all"

On the bay with ocean access, what's not to love. Condo was perfect and came with tons of board games to pass the time inside. Two pools & a hot tub along with tennis & pickleball. What's not to love.

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2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 1 miles to Crescent Beach

$245

avg/night

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Key Amenities

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

About this property

NEW ON SIESTA KEY RENTAL!! Completely renovated First floor Condo. Two bedrooms 2 baths - 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. ...

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Property Type

Siesta Key Condo

"Decorated beautiful and it was spotless upon arrival."

From the moment we walked in we were impressed with the cleanliness and welcoming feeling. It is conveniently located to the beach, village and mainland. The appliances are all top notch and we loved ...

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2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 800 feet to Siesta Key Beach

$159

avg/night

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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

Distance to beach: 0.0 miles to Siesta Key Main Beach

$99

avg/night

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Key Amenities

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

About this property

APRIL SPECIAL ONLY $99 PER NIGHT (with 2 week minimum stay). PENTHOUSE WATER VIEWS! Sweet Penthouse Condo on Siesta Key with Spectacular Water Views everywhere. Truly, my photos do not do these views justice....This is resort living on beautiful Siesta Key! Located in a resort setting at Harbor Towers ...

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Property Type

Siesta Key Condo

"Great Visit! We will be back!"

Everything thing about this experience was great. Location, apartment, pool, walk to beach and the host’s responsiveness was exactly what we needed. Will definitely book with Sue again.

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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

$160

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 - $6900 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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Key Amenities

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

About this property

Walk to Siesta Key Beach from this vacation paradise! Our 3 bed/2 bath home has a private screened-in pool and patio and enough space for your whole group!Our home has a living and dining area that will allow your whole group to be together and still have their own space. Hanging is a 58" Roku ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 250 feet to Crescent Beach

$281

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Direct-with-Owner Rentals: Siesta Breakers #603 offers "All-In Price" 15% to 30% Discounted Rental Rates from $1,420 to $2,753 /Wk Depending on the Season ($130 departure cleaning extra - $400.00 refundable security deposit required) & SAVINGS from $304 to $692 /Wk from the listed Siesta ...

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Property Type

Siesta Key Condo

"It is a stellar property with a stellar location"

Property was well represented. Owner was very professional. A little piece of paradise in a troubled world...

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Turtle Beach

$350

avg/night

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Key Amenities

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

About this property

New Listing on Florida !!100% 5 Star reviews on AirBnB and VRBO, save fees by booking direct here 14-30 day minimumHibiscus Hideaway A Private Tropical Retreat located in one of the nicest neighborhoods on Siesta Key.Enjoy peacefulness and tropical scenery on South Siesta Key. This beautiful ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 7 | Quick View

6

Distance to beach: 300 feet to Siesta Beach

$667

avg/night

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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

"Beautiful home"

Just as pictured. Clean and comfortable. Beds were great. Nice patio and easy access to beach.owner easy to work with.

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