Siesta Key Rentals by Owner

(67 rentals)
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Carefree Sunny Fun! 1 Br Siesta Key Inn #2A

1 BR | 1 BA | Sleeps 4 | Quick View

Owner special: Time to book your next Siesta Key Beach vacation! Comfy condo, Sunshine, blue skies, beach and pool.

Distance to beach: 150 yards to Siesta Key, Crescent Beach

$349

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to the Siesta Key Inn a Boutique Island Inn! Owned and operated on site by the Koch Family since 1979 (we are not an investor owned property). This Tropical Beach Get-away offers condos just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach. With no ...

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Property Type

Siesta Key Condo

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Casa Blanca B07 Villa

2 BR | 1.5 BA | Sleeps 6 | Quick View

4

$209

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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!"
Reviewed December 6, 2020

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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Location! Location! location! Bayside Siesta Key

$214

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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"
Reviewed February 23, 2021

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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BEAUTY AT THE BEACH--Full front Gulf view!! Crescent Arms 601S

$288

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full 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

"Perfect Location for our Family of 4"
Reviewed July 26, 2020

Elaine was great to work with and most accommodating with scheduling due to Coronavirus. Her unit was exactly as advertised! most clean and updated. I am originally from Sarasota and after staying at ...

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New Pool & Spa! Luxury Canal Home in heart of Siesta Key Village! No car needed

2 BR | 2 BA | Sleeps 7 | Quick View

2

Distance to beach: 0.4 miles to Siesta Key Beach

$380

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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"
Reviewed May 2, 2021

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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SIESTA KEY #1 voted Beach in America- property right on Siesta Key Beach

$203

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Pool
  • Rentals by owner

About this property

PLEASE CONTACT US FOR FLORIDA RENTALS SPECIAL DISCOUNTED RATES! This rental has a 2 week minimum stay.This is a 2 Bedroom / 2 Bath unit on the Beach and within walking distance to the south Village. Just steps away from the beach! JUNE 2019- WE JUST INSTALLED A NEW LIVING ROOM SET AND MASTER BEDROOM ...

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Property Type

Siesta Key Condo

"Excellent choice"
Reviewed July 30, 2019

We stayed 1 week and everything was perfect. Great location, great accommodation and anything you need is within minutes away. It is definitely my home away from home. Looking forward to booking next year.

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Beautiful Renovated 2 Bedroom 2 Bath Waterview Condo, Pools, Tennis, Gym, Beach

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 0.2 miles to Siesta Key

$300

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"The most beautiful and perfect get-a-way!"
Reviewed May 6, 2020

This condo was so beautiful! It was newly renovated and the decor was just stunning. The views were so incredible and the location was perfect. It is a very VERY short walk to the beach, which we loved. ...

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2BR2BA 2nd Floor 800sqft Condo Siesta Key Crescent Beach + WiFi No Road to Cross

2 BR | 2 BA | Sleeps 7 | Quick View

8

Distance to beach: 120 yards to Siesta Key Crescent Beach

$164

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool
  • Rentals by owner

About this property

Open: Oct 25-30; Nov 28 - Dec 17; Jan 1-10; Feb 26 - Mar 5; Mar 19-26.... … ...YouTube Video-- ask!! ... Dr. Beach names Siesta Beach Best Beach in US - just Google 'dr beach names siesta beach best beach in us' and find out why. We have a new 360 degree picture layout of all rooms, similar ...

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Property Type

Siesta Key Condo

"Great"
Reviewed August 11, 2021

Perfect place to stay with kids or a group of friends. Right on the beach. The beach is amazing and so is the town

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Sun, Sand & *Save 15% to 30% per Week* at Midnight Cove #532 in Siesta Key, FL

2 BR | 1.5 BA | Sleeps 4 | Quick View

Distance to beach: 850 feet to Crescent Beach

$156

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Rentals by owner

About this property

"Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner bayside Reservation at Midnight ...

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Property Type

Siesta Key Condo

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Fishermans Cove A302

2 BR | 2 BA | Sleeps 6 | Quick View

4

$292

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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!"
Reviewed July 6, 2020

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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Renovated 4 bedroom directly on No 1 rated beach. Unobstructed views of gulf.

$746

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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"
Reviewed June 8, 2021

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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Modernized Direct Waterfront Condo 2BR, 2B,HDTV, WIFI, Washer/Dryer, Gulf Lanai

$312

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full 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!"
Reviewed August 21, 2021

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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Home away from home

2 BR | 2 BA | Sleeps 6 | Quick View

$274

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed
  • 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

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Only on Siesta! Siesta Key Inn Majesty Palm #2C

2 BR | 1 BA | Sleeps 4 | Quick View

Owner special: Time to book your next Siesta Key Beach vacation! Comfy condo, Sunshine, blue skies, beach and pool.

Distance to beach: 150 yards to Siesta Key, Crescent Beach

$394

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our Beach Get-away...where we, The Koch Family, invite you to relax, unwind and enjoy our casual way of life. Resting just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is our Family owned and operated Tropical Siesta Key Inn, it's a leisurely ...

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Property Type

Siesta Key Condo

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Siesta Key Getaway

1 BR | 1 BA | Sleeps 2 | Quick View

$126

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

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The Lily Patch (2/2) Bungalow - Monthly Pet Friendly Furnished

2 BR | 2 BA | Sleeps 4 | Quick View

3

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

$250

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed
  • Rentals by owner

About this property

*Calendar month rentals only*June- November (six-month lease) - $3000 per month plus utilities December - $5900 per month plus utilities January - $6900 per month plus utilities February, March, and April - $7900 per month plus utilities May - $3900 per month plus utilities 50% deposit upon booking, ...

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Property Type

Siesta Key Bungalow

"We Keep Coming Back"
Reviewed March 2, 2020

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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* Fantastic Bay View Condo * Siesta Key * #1 Beach of the US

$158

avg/night

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Key Amenities

  • Air conditioning
  • Full 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"
Reviewed August 10, 2021

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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Tropical Escape! Fabulous Amenities 1Br Siesta Key Inn Coconut Palm #1C

1 BR | 1 BA | Sleeps 4 | Quick View

2
Owner special: Book your tropical escape now to the White Sand Beaches on Siesta Key!

$340

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Rentals by owner

About this property

Welcome to our Beach Get-away...where we invite you to relax, unwind and enjoy our casual Siesta Key way of life. The Siesta Key Inn Siesta Palms is less than a block from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach. We offer good "olde" fashioned Southern ...

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Property Type

Siesta Key House

"Nice place to relax in quiet surroundings"
Reviewed March 5, 2019

Perfect location to walk to beach ,bars , restaurants,a short drive over the bridge to Sarasota has all shopping you need. Very clean condo ,we met some very nice people that return every year.

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Siesta Key Beachfront Condo with Gulf View!

$169

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Great Location"
Reviewed February 12, 2021

We rented this condo for two weeks to get away from the cold. The location is perfect -- loved listening to the gulf surf from the balcony and taking walks on the beach. Kevin and Missy were very responsive ...

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Luxury Condo, walk to Siesta Key Beach!

2 BR | 2 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Beach

$158

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Rentals by owner

About this property

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

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Property Type

Siesta Key Condo

"Siesta Key paradise"
Reviewed September 21, 2021

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

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Closest Condo to the Gulf of Mexico on Siesta Key - Direct Oceanfront

2 BR | 2 BA | Sleeps 6 | Quick View

24

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

$318

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Sisters trip"
Reviewed October 17, 2021

I can’t say enough about this place . So convenient to elevator, beach access . And A beautiful clean updated condo . Planning on going back . Loved everything .

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Beach, Beach, Beach! 1 BR Siesta Key Inn Pineapple Palm #2D

1 BR | 1 BA | Sleeps 4 | Quick View

2
Owner special: Feel the Siesta Key powdery white sand! Immaculate condo in our tropical oasis with pool-book now!

Distance to beach: 150 yards to Siesta Key Crescent Beach

$340

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our Beach Get-away...where we invite you to relax, unwind and enjoy our casual Siesta Key way of life. The Siesta Key Inn Siesta Palms is just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach at Point of Rocks. With no streets to cross, it's 75 steps ...

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Property Type

Siesta Key Condo

"Paradise by the beach!"
Reviewed November 20, 2020

We loved staying at this beautiful condo! Communication from the beginning was great- from the detailed initial response to the check-in and check-out process. We can't say enough about how this family ...

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Paradise Awaits! 2br Siesta Key Inn Royal Palm #2B

2 BR | 2 BA | Sleeps 5 | Quick View

1
Owner special: Paradise awaits in this spacious 2Br/2B Condo. Steps to pool & white sand of Siesta Key beach.

$441

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool
  • Rentals by owner

About this property

Welcome to our Beach Get-away...where we, The Koch Family, invite you to relax, unwind and enjoy our casual way of life. Resting just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is our Family owned and operated Tropical Siesta Key Inn. With no busy streets ...

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Property Type

Siesta Key Condo

"Condo was a home away from home."
Reviewed August 10, 2021

With all problems we had with Red Tide and weather, the condo was perfect, nice, clean and fully supplied - fresh towels daily !!!! Tropical surroundings and nice pool - Thanks

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Charming! Siesta Key Inn Sabal Palm #1A

1 BR | 1 BA | Sleeps 4 | Quick View

2
Owner special: Relax and Unwind - take a Beach Vacation to Siesta Key Inn in our spacious fully equipped condo!

$349

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our Beach Get-away...where we,The Koch Family, invite you to relax, unwind and enjoy our casual way of life. Resting just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is our Family owned and operated Tropical Siesta Key Inn. With no busy streets ...

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Property Type

Siesta Key Condo

"Perfect"
Reviewed December 9, 2020

We had a fabulous stay recently at Sabal Palm #1A. The unit exceeded our expectations. Hosts could not have been nicer, nor better to work with. Unit was updated, well furnished, kitchen equipped with all ...

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SIESTA KEY DIRECT GULF FRONT CLEAN/NEAT WKLY RENTALS SECURE WEB

$272

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Vacation"
Reviewed March 31, 2020

Sorry we never made it because of finances and availability. Will try again next year because we really liked the unit and it’s location!

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Sweet Tranquility! Siesta Key Inn Royal Palm #1B

2 BR | 2 BA | Sleeps 5 | Quick View

Owner special: Enjoy Florida Sunshine on Siesta Key! Stay in a spacious fully equipped condo in our tropical oasis.

$441

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to the Siesta Key Inn! Owned and operated on site by the Koch Family since 1979 (we are not an investor owned property). This Tropical Beach Get-away offers condos just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach. With no busy streets to cross, ...

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Property Type

Siesta Key Condo

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*All New Villa* #1 Beach USA~ Gulfside C-16- Siesta Key

2 BR | 1 BA | Sleeps 6 | Quick View

5
Owner special: Dec 10-26 opened up. Christmas in SIesta Key

$188

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Perfect relaxing getaway."
Reviewed December 16, 2019

Our stay at C-16 at Casa Blanca was fantastic. Literally a one minute walk to the beach. A huge heated pool and pretty close to everything you’d need while there. The Casa Blanca staff was super friendly ...

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Sun, Sand & *Save 15% to 30% per Week* at Midnight Cove #714 in Siesta Key, FL

2 BR | 1.5 BA | Sleeps 4 | Quick View

Distance to beach: 950 feet to Crescent Beach

$156

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Rentals by owner

About this property

"Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner bayside Reservation at Midnight ...

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Property Type

Siesta Key Condo

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Beachfront Siesta Key, FL.- 3 Bedroom Private Home W/Full Gulf Views!

3 BR | 3 BA | Sleeps 7 | Quick View

6

Distance to beach: 300 feet to Siesta Beach

$619

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Oceanfront
  • Pets allowed
  • 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"
Reviewed December 27, 2020

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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Fishermans Cove A102 - On Turtle Beach on Siesta Key

$324

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full 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"
Reviewed April 18, 2021

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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AVAIL APRIL & MAY: Relaxing Renovated Townhouse With Access to Crescent Beach

4 BR | 3.5 BA | Sleeps 5 | Quick View

2

Distance to beach: 0.3 miles to Crescent Beach

$259

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Pool
  • Rentals by owner

About this property

Convenient: 3-minute walk to the beach. 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 and the Crescent Club.6828 Midnight Pass Road is a townhouse ...

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Property Type

Siesta Key Townhome

"Amazing Island Townhouse close to the beach"
Reviewed August 15, 2021

WOW! This Siesta Key Townhouse was absolutely beautiful. Immaculately clean with all the amenities anyone could want/need. During the day (we were 2 couples/4 of us total), we took full advantage of the ...

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A special SECRET retreat...#26

1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 100 yards to Crescent Beach

$205

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool
  • Rentals by owner

About this property

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

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Property Type

Siesta Key Condo

"Great place to stay"
Reviewed July 23, 2021

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

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Vacation Paradise to Stroll the Beach....Siesta Key Inn Pineapple Palm#1D

1 BR | 1 BA | Sleeps 4 | Quick View

2
Owner special: Got Sunshine? Relax in our tropical oasis, tranquil pool & spacious condo unit just steps to beach.

Distance to beach: 150 yards to Siesta Key Crescent Beach

$340

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our Beach Get-away...where we, The Koch Family, invite you to relax, unwind and enjoy our casual way of life. Resting just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is our Family owned and operated Tropical Siesta Key Inn. With no busy streets ...

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Property Type

Siesta Key Condo

"House of sun"
Reviewed February 1, 2020

House of sun is everything you need for a perfect vacation . If your not in the mood for a beach day relax on the roof deck wich has an awesome view and Is very peaceful . Shops and restraints across the ...

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Tropical beach getaway at Sandy's Siesta Key Condo

2 BR | 1.5 BA | Sleeps 4 | Quick View

21
Owner special: Newly renovated condo! Come stay with us in Siesta Key, FL and enjoy our private beach!

Distance to beach: 200 yards to Crescent Siesta Key Beach

$180

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"Beautiful beach and condo"
Reviewed September 20, 2021

We had a wonderful time at the condo and the beautiful beach! Everything was so very clean and organized. We would definitely stay here again. Also, the pool was so very nice. Thank you

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Luxurious 3 Bedroom 3 Bathroom on Siesta Key Beach

3 BR | 3 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.1 miles to Siesta Key

$465

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full 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"
Reviewed June 26, 2021

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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Siesta Key - 2bdrm on the beach - amazing views!!

$362

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Siesta Key Vacation"
Reviewed July 1, 2021

Kevin and Elaine, Now that we have returned to reality, we would like to say thank you for sharing your beach front condo with us! We had such a relaxing and memorable vacation! Waking up every morning ...

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Great place Siesta key

3 BR | 3 BA | Sleeps 6 | Quick View

1

$314

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"Close to market"
Reviewed July 19, 2021

Needs some updates but we had a blast! Great handyman Roger! Has everything but towels. Weird smell in master like bad cologne. Great washing machine. Clean pool. Needs new closet rales and new sliding ...

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Siesta Key Gulf View Palm Bay Club in the Tower

$263

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full 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

"Amazing view!"
Reviewed October 5, 2021

The condo and complex was just how it appeared in the pictures. The view of the Gulf was amazing! An unexpected surprise was that the large windows fully open to hear the water and enjoy the breeze. The ...

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Tranquil 1 Bedroom Condominium Steps Away From Siesta Key Village & The Gulf!

$103

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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 !!""
Reviewed August 27, 2021

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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Beachfront Siesta Key, FL.- 3 Bedroom Private Home W/Full Gulf Views!

3 BR | 3 BA | Sleeps 7 | Quick View

Distance to beach: 300 feet to Siesta Beach

$585

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Oceanfront
  • Pets allowed
  • Rentals by owner

About this property

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

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Property Type

Siesta Key House

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Private Beach Updated Island Reef Condo

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 500 yards to Island Reef's own

$163

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Pool
  • Rentals by owner

About this property

Updated 2 Bd -2 Ba condo on Siesta Key! Located on the quiet southern end of Siesta Key, Island Reef condominiums is a beach to bay community. THERE IS A MONTHLY or 30 DAY MINIMUM RENTAL, per the condo association rules. The community offers a private beach, 2 heated swimming pools, 2 tennis ...

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Property Type

Siesta Key Condo

"Paradise Found!"
Reviewed March 24, 2019

After spending a glorious month in 303G at Island Reef Resort, let me tell you many of its fantastic assets. First, the condo looks even better than the online photos and welcomes guests with gorgeous, ...

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Sea Harmony Luxury Siesta Key Vacation Home

$171

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"The perfect get away with a fabulous view!"
Reviewed July 6, 2021

The location is amazing for visiting beautiful Siesta Key beach, other surrounding beaches, or driving into to Sarasota. We enjoyed catching the trolley to the beach, shopping at local island shops and ...

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Tropical Hideaway (2/1.5) Bungalow - MONTHLY Pet Friendly Fully Furnished rental

2 BR | 1.5 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.3 miles to Siesta Key Beach

$194

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed
  • Rentals by owner

About this property

*Calendar month rentals only*June- November (six-month lease) - $2900 per month plus utilitiesDecember 1st to April 30th: 5-month lease - $6900.00 per month plus utilities 4-month lease - $7500.00 per month plus utilities 1-3 month lease - $7900.00 per month plus utilities50% deposit upon ...

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Property Type

Siesta Key Bungalow

"Perfect location to enjoy Siesta Key – wonderful hosts – stay here!"
Reviewed April 4, 2020

Choose this home for its fantastic location, hosts and amenities - easy walk to the beach or downtown Siesta Key, but feels miles away from the crowds in its tropical setting.The home was perfect for ...

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Family friendly beautiful 2BR, 2BA with bayside and beach Access!

$136

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Great location! Easy access to Siesta Key Beach!"
Reviewed May 27, 2021

Great location and very easy access to the beautiful white sands of Siesta Key Beach! The only drawback of this condo was the toilet in the master bedroom was out of service. However, the toilet in the ...

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Siesta Key Beach Private Pool Home

3 BR | 3 BA | Sleeps 6 | Quick View

1

Distance to beach: 200 feet to Siesta Key Public Beach

$327

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"Siesta Key"
Reviewed July 4, 2020

We are a family of 6 spending time together in this beautiful house. Very clean and confortable home, walking distance to the beach. We are in love with everything in this area. Thanks to Cindy and ...

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301 - El Presidente Condo on Siesta Key

$273

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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"
Reviewed March 12, 2019

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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Canal Place 3/2 Bungalow - WEEKLY/MONTHLY RENTAL -Pet Friendly -Fully Furnished

3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.5 miles to Siesta Beach access 7

$186

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed
  • Rentals by owner

About this property

*Calendar month rentals only*June - November (six-month lease) - $3000 per month plus utilities June - November (three-month lease) - $3900 per month plus utilities December - $5900 per month plus utilities January - $6900 per month plus utilities February & March - $7900 per month plus utilities April ...

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Property Type

Siesta Key Bungalow

"Fabulous location in a comfy pet friendly cottage"
Reviewed August 8, 2018

We (2 couples) have stayed at Canal Place in Siesta Key for 5 years. Our hosts, Rich and Ali Light, are gracious hosts and very responsive. Canal Place is in an excellent location, about 10min to the village ...

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Welcome to our Beachfront Home! Located DIRECTLY ON THE BEACH in Siesta Key.

$318

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Awesome stay!"
Reviewed September 23, 2021

Absolutely beautiful unit fully stocked. Dina was amazing and very responsive to our every need. Would highly recommend staying here. Right on the beach!

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Midnight Cove II Bayside #734 Beautiful top floor condo overlooks bay

2 BR | 1.5 BA | Sleeps 5 | Quick View

Distance to beach: 250 feet to Siesta Key

$174

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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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Siesta Key Beach Villa- #1 rated Beach in America - Casa Blanca Villa B07

2 BR | 1.5 BA | Sleeps 6 | Quick View

4

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

$209

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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!"
Reviewed December 6, 2020

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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