Siesta Key Condo Rentals

(125 rentals)
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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

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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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Couples and Family Friendly. Some pet friendly units are available too.

1 BR | 1 BA | Sleeps 4 | Quick View

3

Distance to beach: 20 yards to Siesta Key Beach

$197

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed
  • Pool
  • Private pool

About this property

We are full turnkey condos. Our laundry facilities, gas grills around the pool, in unit cleaning supplies and dishwasher detergent are complementary. We are easily within walking distance to the Main Siesta Key beach (100 ft & across beach road to access #10) and the "Village"(most of the ...

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Property Type

Siesta Key Condo

"So close to beach access!"
Reviewed March 11, 2021

Very nice complex, some minor issues were handled nicely. We enjoyed our stay at Sea Spray. About a 10 min walk to the village was nice for restaurants and shopping.

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Fishermans Cove Fc Unit 310b. Beachfront Condo - Three Bedroom - Heated

$324

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

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

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Property Type

Siesta Key Condo

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Amazing Ocean View Beach Front Property Directly on the #1 Beach in the USA-#113

1 BR | 1 BA | Sleeps 3 | Quick View

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

$251

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Oceanfront
  • Pool
  • Private pool

About this property

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

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Property Type

Siesta Key Condo

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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

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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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Village West VW Unit 102. One Bedroom - Ground Floor Condo - Heated Pool

$132

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated PoolLocated right in the Heart of Siesta Village, Sarasota FL - Short Walk to Crescent BeachVILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village ...

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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

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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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Adorable Condo -- On Beach and Bay, 2 Bdr/2bath Ground Floor

2 BR | 1 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.2 miles to Siesta Key Beach

$203

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Pool

About this property

Our adorable unit – Casita Siesta - is located at Gulf & Bay Bayside on Siesta Key, on the bay just south of Sarasota and with private beach access to world-famous Siesta Key Beach. The complex is a gated resort community featuring unique “Old Key West style” condominiums only a ...

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Property Type

Siesta Key Condo

"Siesta Key Oasis"
Reviewed March 23, 2021

We loved our stay at Siesta Key! Walkable to downtown for some good exercise. Great pool across the street. There is a second one hidden as well. The most amazing beach access. Condo was clean and had everything ...

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Siesta Key Beachfront Condo with Gulf View!

$169

avg/night

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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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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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Spectacular Gulf And Beach Views -Located Directly On The Beach!

$264

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Oceanfront
  • Pool
  • Private pool

About this property

Our beautiful condo is completely RENOVATED and IT IS LOCATED DIRECTLY ON THE BEACH! This magnificent condo is one of the closest condos to the Gulf on Siesta Key. You could throw a tennis ball into the Gulf from this Siesta Key beachfront condo!Located on the island of Siesta Key , Florida, this ...

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Property Type

Siesta Key Condo

"Pleasant well-equipped beach condo"
Reviewed August 2, 2021

We enjoyed our stay there and hope to return. The place was equipped with everything we needed for a week at the beach and exploring the area.

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Top Floor, Penthouse View of the Gulf from your Lani...Private Beach Access

2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 100 feet to Crescent Beach

$286

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date and ...

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Property Type

Siesta Key Condo

"Siesta Key"
Reviewed June 11, 2021

Owner is warm, professional and easy to talk to. Condo is large and open with a beautiful sunset view. Kid-friendly. Entrance to condo is first one on right after getting off bridge which is so convenient ...

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Crescent Beach, Siesta Key Old Florida Style 2 bed/1 bath budget-friendly!

$183

avg/night

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Key Amenities

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

About this property

Fun tropical colors! Relax in this Florida style first floor, 2 bedroom/1 bath, 800 s.f. located at Siesta Beach House condominiums. Quaint, comfortable and tastefully decorated beach apartment! Located gulf side of the road and only steps to the private piece of world famous Crescent Beach-beach chairs ...

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Property Type

Siesta Key Condo

"Wonderful private access to the beach!!!"
Reviewed June 16, 2021

We have stayed here multiple times. In fact, I booked late and stayed somewhere else one year and it was not the same, so now I make sure I book early enough to get this same place every year! Fob access ...

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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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Crescent Arms CA Unit 305S. Crescent Beach - 2 Bedroom - Beachfront Condo

$178

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach(Two Bedroom Beachview Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront ...

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Property Type

Siesta Key Condo

"Nice beach, bad red tide"
Reviewed August 28, 2021

Unit was clean and close to the beach. Sufficient kitchen supplies, however, frying pans scratched up , wouldn’t use them. Linens and towels clean. Dishwasher and refrigerator clean and in working condition. ...

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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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Direct Gulf Beachfront Condo-Just walk out the back door on to the sand!

2 BR | 2 BA | Sleeps 7 | Quick View

10
Owner special: Inquire about discounts on any remaining weeks in Nov or Dec!

$316

avg/night

View Details

Key Amenities

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

About this property

The Gulf of Mexico is only 100 ft. from your private sand beach and lanai entrance. Listen to the surf from your master bedroom. Enjoy dining on the lanai while watching the sunset. During the day you can see dolphins, kite boarding and sea birds. This unit has all the comforts of home plus a full size ...

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Property Type

Siesta Key Condo

"Perfect Condo for Family"
Reviewed July 20, 2021

This was our first visit to Turtle Beach and the location of this condo is perfect! Bay in the front and beach in the back. The condo was clean and had everything we could possibly need. The beds were comfortable ...

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Siesta Key Beach Front Ground Floor Condo104 Steps to the Beach WiFi

$274

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen

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

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Siesta Key Village Condo - 2 BR 2 BATH with Pool

2 BR | 2 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.1 miles to Siesta Beach

$181

avg/night

View Details

Key Amenities

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

About this property

Our new unit are truly a site to see. 2 BR / 2 BATH completely remodeled, newly furnished unit with fully equipped kitchen, cable TV, WiFi, and washer/dryer. Enjoy a Resort Style pool area beautifully landscaped with 2 Tiki Bars and plenty of space to work on your tan! Not to mention a grassed area for ...

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Property Type

Siesta Key Condo

"Nice place!!"
Reviewed March 22, 2021

My ground floor unit was very convenient for me, though agree with another reviewer re there is a lack of noise cancellation from upstairs. Close to village and beach so didn't need to drive my car for ...

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

$312

avg/night

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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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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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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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Spectacular Beachfront View and Location Directly On Siesta Key Beach Unit 404

2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 0.0 miles to Siesta Key beach also known as "Crescent Beach"

$284

avg/night

View Details

Key Amenities

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

About this property

Spectacular remodel with open concept design maximizing beach views and sounds. The million dollar view you always wanted and can now enjoy.Fully equipped modern, clean kitchen with beach view, stainless steel appliances, ice maker, dish washer, granite counters and back splashes and custom cabinets.Secure ...

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Property Type

Siesta Key Condo

"Fantastic Memories"
Reviewed June 8, 2021

Thank you and your wife for letting us use your home at the beach this past week. You didn’t lie when you said the beach was beautiful. We all head back to reality with sunburn and fantastic memories. ...

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Midnight Cove Bayside! Private beach, lounge chairs, umbrellas on beach!

$177

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Beautifully decorated ground floor and custom upgraded Bay side unit at popular Midnight Cove Beach to Bay on Siesta Key. Just a 5 minute walk across road to your own private piece of world famous Crescent Beach! The community private beach is equipped with lounges and umbrellas--Nothing to take but ...

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Property Type

Siesta Key Condo

"Sand, sun, and soccer!"
Reviewed July 14, 2021

We booked with Holly to have somewhere relaxing to stay while our daughter played in a national soccer tournament up the road. Siesta Key and Midnight Cove were the perfect place to rest and enjoy on her ...

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Fishermans Cove FC Unit 212B. Turtle Beach - Gulf - Front Condo - 2BR -

$310

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the ...

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Property Type

Siesta Key Condo

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Breathtaking Beachfront "House of the Sun" Rental

2 BR | 2 BA | Sleeps 6 | Quick View

5
Owner special: $325 OFF 7-Night Stays - Nov 13 - Dec 19, 2021 UNIT 402 Only at the House of the Sun

Distance to beach: 200 feet to Crescent Beach

$228

avg/night

View Details

Key Amenities

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

About this property

Unit 402 at the House of the Sun is an attractive condo offering resort living. The unit has just been painted throughout and redecorated. It has two bedrooms and two new full baths. The master has a king-size bed, large closets, full bath, a work/makeup station with makeup mirror, and large high-def ...

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Property Type

Siesta Key Condo

"Paradise"
Reviewed February 9, 2020

I stayed in a dream come true condo. It was right on the ocean with a view to know your socks off. Be able to leave the sliding doors open( because the lanai was screened in) was heavenly , being able to ...

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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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Crescent Arms CA Unit 404N. Beachfront Condo - 2 - Bedroom - Luxury - Directly

$248

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent)Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront ...

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Property Type

Siesta Key Condo

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Siesta Key Condos - Gulf & Bay Club Bayside Condo

$153

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Pool

About this property

The Siesta Key vacation condo rental is a one bedroom / one bathroom individually owned condominium at the Gulf and Bay Club Bayside and is furnished with the basic household items necessary for normal living. This unique Old Key West style condo is fully equipped with an emphasis on vacation living. ...

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Property Type

Siesta Key Condo

"Bay side"
Reviewed March 11, 2021

Great townhouse great location very cleanIt had all the amenities for the beach pools were very nice walk to the beach

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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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“SANDPIPER” Siesta Key Beach -Vote #1 beach in America with crystal quartz sand

$141

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Pool

About this property

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

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Property Type

Siesta Key Condo

"Sandpiper #23"
Reviewed January 8, 2020

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

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Crescent Arms CA Unit 402S. Beachfront Condo - 2 - Bedroom - Luxury - Directly

$248

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront ...

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Property Type

Siesta Key Condo

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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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Fishermans Cove FC Unit 311B. Siesta Key - Gulf - Front Retreat - 2 BR –

$310

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the ...

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Property Type

Siesta Key Condo

"Pleasant stay!"
Reviewed August 18, 2021

We rented B204 and the unit was fully equipped. The only ding would be the blinds that were broken in kitchen more of an eye sore than anything. I am awaiting the cleaning deposit return but other than ...

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Steps to the Gulf! Beachfront Condo w/ Extras! 20% off October/November

$318

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Oceanfront
  • Private pool

About this property

There is no way you can get closer to the water than this! Sitting outside and having your morning coffee listening to the waves is so relaxing. Having a glass of wine and watching the sun set is the perfect way to end the day. This amazing unit has it all! The Primary bedroom has a king bed and its ...

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Property Type

Siesta Key Condo

"What a hidden gem!"
Reviewed February 8, 2021

This complex is truly a gem. The water is 30yds from the building, beautiful beach!! The canal is on the back where a boat can be parked. The condo is updated beautifully! Everything you need is there. ...

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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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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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Amazing Ocean View Beach Front Property Directly on the #1 Beach in the USA-#608

3 BR | 2 BA | Sleeps 6 | Quick View

1

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

$321

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Oceanfront
  • Pool
  • Private pool

About this property

Unit 608 is a large 3 bedroom, 2 bath high-rise unit in Horizons West, Siesta Key, Florida. The unit has recently undergone a complete makeover by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean ...

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Property Type

Siesta Key Condo

"Stunning Condo"
Reviewed January 22, 2021

My family stayed in this stunning condo and absolutely loved it. Beautiful views, fabulous modern furniture, high tech TVs and sound system, awesome high end kitchen and baths.

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Midnight Cove 2 Bed With Den & Water Views; Private Beach!

$236

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Water, water everywhere! Spacious, spectacular and nicely decorated third floor 2 bedroom/2 bath with den; corner unit, light and bright overlooking the intra-coastal waterway. Watch the boats glide by! Only a brief walk across road to a private piece of world famous Crescent Beach with beach chair ...

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Property Type

Siesta Key Condo

"Spacious!"
Reviewed July 13, 2021

We thoroughly enjoyed our stay here. We come to Siesta Key often and this is one of our favorite places we've ever stayed. About a 10 minute walk to the beach, but the view of the bay is quite lovely ...

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New Listing! Sun Sea Terrace - Ask About $99 Down!

$574

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

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

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Property Type

Siesta Key Condo

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Ocean front 2br/2ba Ocean View, only steps to #1 beach. Gulf Views

$229

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Oceanfront
  • Pool
  • Private pool

About this property

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

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Property Type

Siesta Key Condo

"Best Moms get away EVER!"
Reviewed September 8, 2020

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

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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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Located Directly on the Beach in Siesta Key-Beautiful First Floor-Walk Out

$264

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Oceanfront
  • Pool
  • Private pool

About this property

Our condo is directly on the beach and is direct oceanfront (Gulf-front).When we travel over 1,000 miles to enjoy a beach vacation we're not interested in being steps from the beach, across from the beach, or having what is often euphemistically advertised as, “a view of the beach.” ...

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Property Type

Siesta Key Condo

"Terrific 1 BR condo, well stocked, just unpack your bags!"
Reviewed May 23, 2021

Great ground floor condo just steps to the beach! Just around the corner from the coin laundry, assigned parking spot right outside the door, it has everything including beach towels! Super comfy king sized ...

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Fishermans Cove FC Unit 304B. Beachfront Condo - 3 BR - Heated Pool - Free

$324

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the ...

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Property Type

Siesta Key Condo

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Gorgeous Beachfront Condo directly on #1 Beach in USA - #111

1 BR | 1 BA | Sleeps 3 | Quick View

5

Distance to beach: 150 yards to Crescent Beach

$239

avg/night

View Details

Key Amenities

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

About this property

1 Week Minimum Stay Required. Newly Upgraded 1BR/1 BA condo with full sleeper sofa and twin sleeper chair in LR. Kitchen fully remodeled in June 2017 with new top of the line appliances. New Top of the Line King Size Bed will give you a great night sleep after a wonderful day at the beach and a great ...

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Property Type

Siesta Key Condo

"Condo was perfect and directly on the beach"
Reviewed October 17, 2021

It was our first time in Siesta Key. The beaches are beautiful, so happy we chose this rental, as it was right on the beach, and had everything you need. the large windows that open allowed for the breeze ...

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Fishermans Cove FC Unit 304A. Beachfront Condo - 3 BR - Heated Pool - Free

$324

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta Key Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the ...

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Property Type

Siesta Key Condo

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Fishermans Cove FC Unit 205B. Siesta Key - Beachfront Condo - 2 BR – Free

$310

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the ...

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Property Type

Siesta Key Condo

"A Beachfront Dream"
Reviewed December 21, 2020

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

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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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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

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 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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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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