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$158

3 BR / 3 BA / Sleeps 7

4 Reviews

$158

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A 3 suite home with pool and plenty of room.

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

Renovated summer/fall of 2011 and is now ready to accommodate you for a great vacation on Siesta Key. This single-family home offers three bedrooms and three bathrooms; no need to share here! Two of these are large suites with brand new bathrooms, one with a king-size bed and one with a queen-size bed. The main living…
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Elegant Home with all the Comforts

Left on Apr 30, 2012 for a stay in April 2012

The house is close enough to the village to bike or walk if you enjoy a little exercise, and the owner has two great bikes to borrow if you choose to enjoy the neighborhood and canals. The kitchen is equipped with everything you need to make great meals at home and a nice grill for your fresh seafood or steaks as well. We were very impressed with the elegant, but functional décor...and …

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$69

2 BR / 2 BA / Sleeps 6

Gulf and Bay Club 102B Beach Front, Luxury Ground Floor unit - Siesta Key vacation rentals
1 / 52

$69

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Gulf and Bay Club 102B Beach Front, Luxury Ground Floor unit

2 BR / 2 BA / Sleeps 6 | Quick view

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Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuffleboard? If this sounds like a month or more of paradise, you'll immediately love life at Siesta Key Gulf and Bay Club #102B. Book now for a stay of 28 or more days.<br/><br/>This ground floor condo is …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$221

3 BR / 2 BA / Sleeps 8

23 Reviews

$221

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Beachfront Condo - 3-Bedroom-Luxury in Siesta Key

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 23 Reviews

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Reviews

(23)

You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. This three bedroom unit has a king size…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(23)

Family Vacation

Left on Feb 07, 2011 for a stay in July 2010

It was a beautiful and wonderful experience. Loved the ocean view. Great area. Can't say enough about the place.
Overall excellent!!!

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$220

3 BR / 2 BA / Sleeps 8

2 Reviews

$220

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Beachfront - 3 BR Condo - Upscale -Free Boat Docks

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. While not as powdery …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(2)

What a beautiful place!

Left on Dec 29, 2014 for a stay in November 2014

This place was everything we hoped for. The view from our condo was breath taking. I would definitely come back all one with my group of friends we came with. A beautiful beach, affordable, and location is perfect. Lisa and Dan answered everyone question I had. Definitely worth the trip from New Hampshire.and recommend it to everyone! I hope to be able to come back.

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$166

2 BR / 2 BA / Sleeps 6

Siesta Key - Beachfront Condo-2BR-Free Boat Docks - Siesta Key vacation rentals
1 / 34

$166

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Siesta Key - Beachfront Condo-2BR-Free Boat Docks

2 BR / 2 BA / Sleeps 6 | Quick view

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You could throw a tennis ball into the gulf from this Siesta Key beachfront condo at Fisherman's Cove! Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, this vacation home has the best of both worlds - the beach in front and the intercoastal and boat docks in back. While not as powdery as …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

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$114

1 BR / 1 BA / Sleeps 2

9 Reviews

$114

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Siesta Key Oceanfront with beautiful sunsets!!

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this non-smoking, one bedroom and one bathroom condo. Located at Siesta Beach with Siesta Keys famed village a short walk away. This condo has everything you are looking for including FREE conceirge service for your last minute …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(9)

Great Location

Left on Apr 14, 2010 for a stay in March 2010

The Location of our unit made the whole trip that much better. The beach was right across the street, the 'downtown' area was just a 10-15 minute walk away and the sunset from teh patio was to die for! We brought along bikes so we enjoyed exploring the back side of the island and could do so because we were not on the south side of hte island.

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$125

3 BR / 3 BA / Sleeps 6

1 Reviews

$125

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1 Block to beach on Siesta Key

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers a very large open layout with plenty of space for entertaining. In the back this vacation rental home has a large private …
  • Wireless Internet
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great place, super location

Left on Jul 25, 2012 for a stay in May 2012

We thoroughly enjoyed our stay at your home. It was very spacious, clean and inviting. We had everything we needed and the location is wonderful.
Thanks and we would definitly recommend your home to others

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$500

4 BR / 4 BA / Sleeps 10

2 Reviews

$500

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Siesta Key Vacation Rental with Dock and Beach Access

4 BR / 4 BA / Sleeps 10 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

***NEW PROPERTY*** This luxury Siesta Key vacation rental gives easy access to both Siesta Key Beach and a day dock for your boating and fishing needs. With four bedrooms, three full bathrooms, and two half baths this property has plenty of room for up to 10 guests. Its private pool area and out door kitchenette is …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Absolutely wonderful home and location

Left on Aug 18, 2014 for a stay in August 2014

This home was breathtaking. We are a very big family with kids and adults. The house was immaculate and cleaned to perfection. We would recommended this home to any & everybody. We were beyond satisfied with the stay here ! My family and I are very picky and we couldn't say one bad thing about the house. It was quiet and the pool was so nice to have. The space in the house was more than adequate …

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$143

2 BR / 3 BA / Sleeps 6

2 Reviews

$143

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Walk to the village or the beach, everything is in reach.

2 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a private heated pool decadent finishes in a quite neighborhood just around the corner from shopping, restaurants, bars, and beaches. Walk into this charming 2 story townhome and you will see that not …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Beautiful condo excellent location and beach

Left on Aug 19, 2012 for a stay in August 2012

The condo was very clean, comfortable and well appointed. It has a private pool and only steps to Siesta Key Village and a few minutes to the beach.
My family enjoyed our stay and would definitely return to this beautiful condo.

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$129

3 BR / 3 BA / Sleeps 6

2 Reviews

$129

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Spacious vacation rental condo with lagoon views, beach access, and pool

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accomodate you and your guests. The main living area has large family room with 65" flat screen TV, 6 person dining room, full kitchen, and half bath. Upstairs the large master suite with king-size bed and 40" flat screen TV…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

This is a spacious, lovely condo. We would stay again!

Left on Feb 04, 2013 for a stay in January 2013

This 3 bedroom, 2 1/2 bath condo was in a superb location on the property and in the Siesta Key area itself. The pool was a very short walk away. The beach was across the street, with a nice pedestrian crossing area, so I didn't worry about dashing with my young daughter. The condo's kitchen was well equipped and very clean. The living room was very big and the sofas were comfortable and fit …

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$69

2 BR / 2 BA / Sleeps 6

9 Reviews

$69

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Gulf and Bay Club 204C, Beach Front, 3 pools, spa, wifi

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

Come vacation on the white sands of Siesta Beach! When you stay at our condo at Gulf & Bay Club 204C, you'll enjoy luxury and comfort in more than 1,500 sq ft of beachfront property, including a lovely lanai. And use of resort amenities is included! 28 day minimum stay.<br/><br/>Gulf & Bay Club 204C is …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(9)

Left on Dec 06, 2010 for a stay in November 2010

We really enjoyed our stay. The condo was very comfortable and well equipped. Looking forward to a return trip to this property.

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$175

2 BR / 2 BA / Sleeps 6

8 Reviews

$175

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Siesta Key @ Crescent Beach -2 BR-Beachfront Condo

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

Located directly on world famous Crescent Beach this Siesta Key beachfront condo is right across the street from South Village. This vacation condo is located in the Sea Shell Condominium Complex. Sea Shell is a smaller more intimate 5-story complex with only 49 units total. The condo complex is located directly on…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(8)

Best Vacation

Left on Sep 13, 2012 for a stay in July 2012

We loved this condo. The owners have thought of everything. It is completely updated and modern. The location is just amazing, right on Crescent Beach and walking distance from south village.

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$127

2 BR / 1 BA / Sleeps 4

1 / 34

$127

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Beachfront - 1BR Condo - Free Boat Docks

2 BR / 1 BA / Sleeps 4 | Quick view

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1 bedroom, 1 bath, sleeps 4 Beachfront doesn't get any better than this vacation condo! Located at Turtle Beach on Siesta Key in Sarasota, Florida, this beachfront vacation rental home has the best of both worlds -- the beach in front and the Intercoastal and boat docks in back with a heated swimming pool in the …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

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$215

4 BR / 3 BA / Sleeps 10

1 Reviews

$215

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Spacious Siesta Key Canal Front Vacation Rental Home

4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or even two families with its open floor plan. Enter the home through the double French doors and down the foyer into the heart of the home; the open family room, living room w/ fireplace, and eat-in …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Beautiful place for quite vacation

Left on Mar 03, 2014 for a stay in January 2014

The property was as pictured, most everything is brand new when my family and I had stayed here. There is more than ample room for everyone to convene in the living spaces. We were the first guests to stay at the property since renovation so there were a few kinks to still work out however the management company was prompt in addressing them. The beds were comfortable. The master bath with the …

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$139

2 BR / 2 BA / Sleeps 4

19 Reviews

$139

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Our House at the Beach 222, with Heated Pool, Tennis

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 19 Reviews

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Reviews

(19)

There's plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living room made for a crowd! The huge sectional sofa faces our new HDTV with DVD player, so anytime you need a little downtime from all the outdoor fun, settle in with your favorite movie, a bowl of popcorn, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(19)

Left on Mar 04, 2010 for a stay in January 2010

It was a great month even though the weather was a bit chilly. Lots to do when walking on the beach was not enjoyable. Fabulous location!!

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$172

2 BR / 3 BA / Sleeps 6

1 Reviews

$172

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Siesta Key Village Town Home with Heated Pool

2 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Upscale town home with private heated pool in superb location. Find yourself just around the corner from Siesta Key village and a short walk or bike ride to Siesta Key beach. Situated on a quite street with lush landscaping, this town home can sleep up to 6 guests. On the first floor you will find a family room …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Cozy getaway from brutal winter

Left on Dec 16, 2014 for a stay in December 2014

We rented this town home for 1 week to get away from the brutal winter we have been having back home. We were looking to come down as a last minute trip and found this property. We booked it right online at www.RentSiestaKey.com and was confirmed within minutes. Check-in was a breeze via an electronic lock and the home was very clean. You can not beat the location, just a block from all that …

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$160

2 BR / 2 BA / Sleeps 6

1 / 30

$160

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Siesta Key Townhouse across from Pristine Sand & Blue Waters

2 BR / 2 BA / Sleeps 6 | Quick view

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“Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master and Queen in …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

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$250

4 BR / 3 BA / Sleeps 8

1 Reviews

$250

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Well appointed canal front home

4 BR / 3 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

This luxury Siesta Key vacation rental was built on the Grand Canal in 2005 and offers 3 bedrooms plus bonus room with 3 full baths. Its great location gives it access to Siesta key beach and Siesta Key village yet secluded enough for you to relax and enjoy the peace and quiet; no thru traffic here. Its well appointed…
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great House and Location

Left on Jul 25, 2012 for a stay in May 2012

Rent Siesta Key was great to work with. The home was gorgeouse,the location to the beach and village were perfect. The hot tub jets didn't have the thrust I would prefer. We would definitly rent the house again and from Rent Siesta Key.

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$161

2 BR / 2 BA / Sleeps 6

5 Reviews

$161

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Siesta Key @ Crescent Beach-2BR-Beachfront Complex

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

Located directly on world famous Crescent Beach this Siesta Key beachfront condo complex is walking distance to South Village. This vacation condo is located in the South Tower of the Crescent Arms Condo complex. Positioned on the third floor in the northeast corner it has a partial view of the powder white sands and …
  • Waterfront
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

Fabulous vacation spot!!

Left on Sep 06, 2013 for a stay in July 2013

Outstanding location right on amazign Crescent Beach. Loved being right on the beach and short walk to the south village with all the shops and restaurannts. The unit was well equipped with lots of extras not usually found in a rental. Sunnyside Properties was great to work with!

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$98

2 BR / 1 BA / Sleeps 6

1 / 18

$98

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Stay on Siesta, Island Reef, Panoramic Gulf Views

2 BR / 1 BA / Sleeps 6 | Quick view

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Island Reef is a magnificent condo facility located towards the southern end of Siesta Key. This top floor unit offers captivating views of the Gulf of Mexico, nearly 1450sqFt of living space, two bedrooms and two bathrooms. The master bedroom has a king size bed, access to the balcony, and great beach and water …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - elevator access

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$214

3 BR / 3 BA / Sleeps 8

21 Reviews

$214

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Upcale Townhouse -Pool- Crescent Beach -Siesta Key

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 21 Reviews

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Reviews

(21)

BEACHWALK; Three bedrooms, two and a half baths, garage, private pool, private elevator, en suite Jacuzzi tub, beach view, sleeps up to eight, steps to world famous Siesta Key - Crescent Beach... and so much more... We have two units (Unit A & Unit B) at Beachwalk - ideal for larger groups, family reunions, etc. It’…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(21)

Location, Location, Location

Left on Feb 08, 2011 for a stay in April 2010

1 block from the finest sand we've ever seen. There was my wife and myself, my son, his wife and 2 year old g'son. It was great to have the 3rd BR for the little one. We walked to the beach and dug in the sand daily. We shelled and went in the water as the weather was great. In the evenings, when we went out for dinner, the downtown was within walking distance where we found great dining both …

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$400

3 BR / 3 BA / Sleeps 6

3 Reviews

$400

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3 Br, 2.5 Ba Condo Steps From Award-Winning Beach!

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Newer complex with a total of 38 units (two buildings) built in 2003 -Marina Del Sol- offering spacious 2,500 sq ft.- 3 bedroom, 2.5 bathroom luxury condo on the 2nd floor, elevator opening to your private foyer. Large kitchen w/ granite counters, marble master bath, master closet the size of a small bedroom. Pool and…
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(3)

Fabulous, spacious condo/waterway views/walk to pristine beach

Left on Jun 30, 2011 for a stay in November 2010

My husband and four children (ages 17,15,12 & 9) all stayed in this incredibly spacious, well appointed, and gorgeous condo last November. We had a fabulous time! The layout with large LV/DN space, plus family room, plus a huge screened in balcony that overlooks and pool and Intracoastal Waterway, allows plenty of opportunity for gathering together and enough spaces for smaller groups to be in …

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$250

2 BR / 2 BA / Sleeps 8

1 / 28

$250

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Sophie's Cottage

2 BR / 2 BA / Sleeps 8 | Quick view

Details

Sophie's Cottage SOPHIE'S COTTAGE: Sophie’s Cottage is a smart, sophisticated upscale waterfront retreat with a private heated pool with sunshelf, boat dock, and a short walk to Siesta Key Beach. Ideally, it accommodates 6 but can easily sleep up to 8 with 2 private bedrooms, and 2 bathrooms and 2 sleeping areas in …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$150

2 BR / 2 BA / Sleeps 6

1 / 35

$150

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Coral Reef Casita - 1123

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Coral Reef Casita - 1123 The Coral Reef and Star Fish Casitas are two separate units which can be uniquely configured to create Villa Brisa Marina, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross]. The décor is …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$109

2 BR / 1 BA / Sleeps 4

1 / 15

$109

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2 bedroom condo with easy beach access

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living space for 4. The master bedroom is furnished with a queen-size bed and guest bedroom is furnished with two twin-size beds. The unit is equipped with a flat …
  • Wireless Internet
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$166

2 BR / 2 BA / Sleeps 6

1 Reviews

$166

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Beachfront - Ground floor - 2BR - Free Boat docks

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Condo, 2 Bedrooms + Infl bed(s), 2 Baths, (Sleeps 4-6) Fisherman's Cove condominium. Walk directly into the beautiful azure waters of the Gulf of Mexico at Turtle Beach or onto your own boat at the private lagoon entrance to the Intra-coastal. Spacious ground floor unit with spectacular views and sunsets to remember…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(1)

great location and condo

Left on Dec 29, 2014 for a stay in November 2014

we were extremely happy with our stay. the location right on the gulf. the condo was very nice, clean, and well equipped. we will definitely be back again & will highly recommend the rental property to others.

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$400

4 BR / 4 BA / Sleeps 12

1 / 26

$400

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Villa Cascada

4 BR / 4 BA / Sleeps 12 | Quick view

Details

Villa Cascada Point of Rocks, located just south of the Stickney Point Bridge, the most notable location on Siesta Key, is blessed with the soft, white quartz sand found on Siesta Key beach, but geologically unique and named for the formation of limestone rock that extends from the beach out into the Gulf of Mexico. …
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$325

2 BR / 2 BA / Sleeps 6

1 / 21

$325

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Siesta Dunes 201, 2nd Floor, Spa, Beach, Large Heated Pool, Wifi

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it's easy on the wallet while its lovely atmosphere makes it a great home to return to for relaxing …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$69

2 BR / 2 BA / Sleeps 4

1 / 41

$69

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Gulf and Bay Club 409B 2 bedrooms, Beach Front, Heated Pool, Gym

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Perfect for guests looking for a rental of one month or longer, your time spent at Siesta Key Gulf & Bay Club #409 is guaranteed bliss. <br/><br/>Confirmed to be the "Best Sand Beach in America" by the Travel Channel, Siesta Key's residents and renters alike know they've got a very good thing. On Florida's…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

4 BR / 2 BA / Sleeps 12

1 / 25

$400

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La Casa Verde

4 BR / 2 BA / Sleeps 12 | Quick view

Details

La Casa Verde LA CASA VERDE: The waterfront cottage, 'La Casa Verde' is a very luxurious and large four [4] bedroom canal front heated pool home with two very large bathrooms in approximately 2,800SF of air conditioned living space. As you approach the home you are immediately drawn into it by volumes of lush, lavish …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$59

4294967295 BR / 1 BA / Sleeps 4

5 Reviews

$59

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Just across the street from Siesta Key Beach

1 BA / Sleeps 4 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Terrific beach side studio. The unit has a queen bed, queen sleeper sofa, 32" LED TV w/ HD programming, and kitchen equipped with fridge/freezer, 2 burner cooktop, and countertop oven among other small kitchen appliances. MINIMUM STAY REQUIREMENT: 3 night minimum when booking 30 days or more in advance. 1 week …
  • A/C or climate control
  • Fitness Room
  • Parking
  • Linens Provided
  • Towels Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

My new favorite place to stay on Siesta Key!

Left on Aug 05, 2013 for a stay in July 2013

I stayed in the Capri unit of this complex - and it's a perfect spot for a low key, very affordable beach vacation! It was spotlessly clean and very well supplied - and the cooler and beach towels were especially nice to have. Didn't use the sofa bed but the bed was very comfy. Accidentally locked myself out the first night (be sure the bottom lock doesn't get locked!) and when I called the …

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$127

1 BR / 1 BA / Sleeps 4

20 Reviews

$127

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BEACHFRONT 1BR CONDO @ FISHERMAN'S COVE -GROUND FL

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 20 Reviews

Details

Reviews

(20)

You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. This one bedroom unit has a king size …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(20)

Unforgettable

Left on Feb 07, 2011 for a stay in April 2010

Our honeymoon was a truly memorable experience (as any honeymoon should be). The location is excellent, aside from a day of sight-seeing we never had to drive anywhere.

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$134

2 BR / 2 BA / Sleeps 6

1 / 37

$134

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Beachfront - SIESTA KEY - 2B/2B - Pool -Boat Docks

2 BR / 2 BA / Sleeps 6 | Quick view

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2BR/2Bath, Full Beachfront, Heated Pool, Free boat docks, Access to Inter-coastal Waterway Gulf-Front Condo... So close to the Gulf that you can fall asleep to the sound of the surf beneath your window!! Throw a pebble from your lanai and hit the surf, that's how close to the turquoise blue waters of the Gulf that …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

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$300

4 BR / 4 BA / Sleeps 12

1 / 33

$300

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Villa Dom Brisa

4 BR / 4 BA / Sleeps 12 | Quick view

Details

Villa Dom Brisa Villa Dom Brisa or "Sun Breeze" at 1123-1125 Crescent Street is another beautifully decorated, exciting new 4BR/4BA/2Kit home recently added to our boutique collection of fine vacation homes at The Cottages. This home is part of the Las Brisa complex of two beautiful 4-BR homes offering unique sleeping…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$79

4294967295 BR / 1 BA / Sleeps 4

7 Reviews

$79

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Elegant retreat across the street from the beach

1 BA / Sleeps 4 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

This freshly renovated unit is located just across the street from Siesta Key public beach. Simple and elegant furnishings include a Queen-size bed, queen sleeper sofa, 32" LED TV, small but very effective kitchen with stove, oven, sink, microwave, refrigerator, small kitchen appliances, and light cooking accessories…
  • Wireless Internet
  • A/C or climate control
  • Fitness Room
  • Parking
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Awesome Place and Great Location

Left on Feb 02, 2013 for a stay in January 2013

We loved our stay at this cute newly remodeled studio. It head everything you need, and everything is brand new. Siesta Key beach is right across the street. We had perfect weather that week! It was a beautiful break from winter! Thank you!

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$114

3 BR / 3 BA / Sleeps 6

1 / 24

$114

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Harbor Towers Siesta Key Vacation Rental w/ Pool and Beach Access

3 BR / 3 BA / Sleeps 6 | Quick view

Details

3rd floor, open concept, and clean condo in a beautiful resort style complex faces the Gulf of Mexico and has 3 bedrooms with 3 full baths to accommodate you and your guests. This alluring condo will provide you and your guests with a full kitchen with granite counter tops, a large dinning room that seats 6 people, a…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Sauna
  • Internet Access
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$197

4 BR / 3 BA / Sleeps 7

1 / 20

$197

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4 bedroom Key West style pool home minutes to village and beach

4 BR / 3 BA / Sleeps 7 | Quick view

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Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle ride in the mornings …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$515

3 BR / 2 BA / Sleeps 6

2 Reviews

$515

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Siesta key luxury gulf front one of a kind

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, Ceiling fans in all rooms. Top of the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Cannot wait to go back next year...

Left on Mar 12, 2014 for a stay in February 2014

Usually our family stays does not stay in an oceanfront residence, but after staying here, we will be back. We already picked our week next year. Waking up to the panoramic view of the ocean every day from our bedroom, to having coffee on the veranda every morning to the sound of the ocean...priceless. Our kids easily walked to the beach and back at their leisure. It was so nice to be that close…

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$122

2 BR / 2 BA / Sleeps 6

1 / 5

$122

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Bay Oaks

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Updated townhouse on beautiful Siesta Key, rated #1 Beach in the Nation. Has spacious living and dining area with a balcony to enjoy the cool breezes! There are two Master Suites on the 2nd floor for privacy. Bay Oaks offers lush surroundings, a pier for fishing, BBQ, picnic area, pool table, tennis courts and more. …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children

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$429

4 BR / 3 BA / Sleeps 8

2 Reviews

$429

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Beautiful Siesta Key Home with Pool

4 BR / 3 BA / Sleeps 8 | Quick view
“ Poor ” 2 Reviews

Details

Reviews

(2)

Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas. This home is comfortably decorated with …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Nice location and great master bedroom, but not in good repair.

Left on May 29, 2014 for a stay in May 2014

This home is not for anyone who has trouble with stairs. While main floor is nice, stove and window coverings are in poor shape. Vertical blinds in bedroom are missing lots of panels.

Pool and patio area very nice. Steps steep for little ones and elderly. Home was listed as having 4 bedrooms. The fourth one is in the basement, which can only be gotten to by going downstairs, through the …

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$225

2 BR / 2 BA / Sleeps 5

1 / 20

$225

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Castaway Cove 3B, on lagoon near beach, Siesta Key

2 BR / 2 BA / Sleeps 5 | Quick view

Details

With beautiful lagoon views from both the big lanai and the master bedroom, our condo at Castaway Cove is ideal for your Siesta Key vacation. Spacious and well equipped, the condo offers everything from bikes to a boat dock. Come play here very soon! <br/><br/>Castaway Cove 3B sits right beside Blind Pass …
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$233

2 BR / 2 BA / Sleeps 5

6 Reviews

$233

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The Siesta Calm Upstairs: Location,View, Steps fro

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware, dinnerware, …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(6)

WOW !! Excellent beach view and beautiful condo.

Left on Sep 10, 2014 for a stay in June 2014

Loved it ! Clean, great location and Sandy pleasant to work with , definitely would return ! Walking distance to Village and directly across street to beach.

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$121

2 BR / 2 BA / Sleeps 6

2 Reviews

$121

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Great summer rates,5 min from beach, very updated!

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

We've got everything you need to make this your best vacation ever! The Vista Hermosa complex is very well maintained, quiet and a friendly atmosphere. Beautifully updated well equipped kitchen with granite counter tops and all the comforts of home. 2 queens beds in guest room with new bedding, comfy king in master …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Patio
  • Parking
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(2)

Quiet, clean and comfortable retreat.

Left on Dec 02, 2013 for a stay in November 2013

Four of us stayed at this condo during November, 2013. The condo was very clean, and comfortable. It was nice having access to the bbq, which we used, as well as a beautiful pool. It was a quiet area yet close to a drugstore, 7-11, shops and restaurant. We all enjoyed our stay here, and it was great for each of us couples to have our own bathrooms. We bought groceries and cooked quite a few meals…

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$428

2 BR / 2 BA / Sleeps 4

2 Reviews

$428

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Sunset Point Siesta Key FL AWESOME RENTAL !!

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone countertops and …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Fireplace
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

fantasic vacation

Left on Aug 03, 2014 for a stay in July 2014

We really enjoyed staying at this beach house; I couldn't imagine a better location.

Right on the beach, and just a couple of minutes walk to the Siesta Key village.

The sunsets were amazing. Also maybe we were lucky, but we got up close and personal with manatees nearly every day we were on the beach, and we also saw wild dolphins several times from the beach right in front of the beach …

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$165

2 BR / 2 BA / Sleeps 6

20 Reviews

$165

Inquire

Siesta Key 2-Bedroom- Upscale- Gulf Front Retreat

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 20 Reviews

Details

Reviews

(20)

This two-bedroom beachfront condo at Fisherman's Cove is so close to the water you could throw a tennis ball into the gulf. Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, this vacation home has the best of both worlds - the beach in front and the intercoastal and boat docks in back. This …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(20)

Delightful retreat

Left on Feb 07, 2011 for a stay in December 2010

The porch view of the ocean instantly relaxed and comforted us. Happens the weather was awful. But we stilll had a delightful time. Watching the ocean while reading refreshed the adults. Walking on the shore was energizing. We enjoyed the nearby restaurants. Swam in heated pool everyday. Had fun game time with family. Bountiful space for 2 adults and 2 late teens. Well stocked kitchen. …

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$79

2 BR / 2 BA / Sleeps 6

5 Reviews

$79

Inquire

Beautiful 2 Bedroom, 2 Bath Condo on Siesta Key

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Ground level 2BR/2BA condo, located across from Siesta Key Beach. rated #1 beach in the U.S.A., in 2015. This unit is located on 7 Acres of beautiful landscaped grounds, including a boat cove. There is a large pool heated year around on site, with a nice patio area and gas grill. The beach is just a short walk away…
  • Ocean or water views
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

We had a great time.

Left on Apr 17, 2011 for a stay in October 2010

Nice unit in a good location.
Close to the beach, restaurants, stores and shops
Nice pool, quiet relaxing and nice landscaping and grounds.
Great place for an family.
really enjoyed our stay.
What a beautiful beach.

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$86

2 BR / 2 BA / Sleeps 5

1 / 39

$86

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Grand accomdation on USA #1 Beach - Siesta Key Fl

2 BR / 2 BA / Sleeps 5 | Quick view

Details

Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water way, marina, tennis …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$164

2 BR / 2 BA / Sleeps 6

16 Reviews

$164

Inquire

Siesta Key 2-BR - Direct Gulf Front - Turtle Beach

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 16 Reviews

Details

Reviews

(16)

This two-bedroom beachfront condo at Fisherman's Cove is so close to the water you could throw a tennis ball into the gulf. Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, this vacation home has the best of both worlds - the beach in front and the intercoastal and boat docks in back. This …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(16)

Wonderful stay

Left on Feb 08, 2011 for a stay in March 2010

We had never been to Siesta Key and felt totally lucky that we chose Sundance. The location was amazing...we did not have to drive to the beach or look for parking, could walk to the village...absolutely perfect.
The house and pool were as advertized, we could not have asked for more. Basically we had the pool to ourselves almost the whole time.
The wagon and beach supplies, the grill, patio, …

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$149

2 BR / 2 BA / Sleeps 6

2 Reviews

$149

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Jamaica Royale #92 on the #1 Beach in the USA!

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit was recently updated, and is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in living areas and new carpet in bedrooms. This unit is on the …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Patio
  • Parking
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Everything you could possibly need.

Left on May 10, 2014 for a stay in March 2014

My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the kitchen anytime we cooked a meal - (we cooked every day for our vacation) The owners have really thought of everything to make your beach stay wonderful from extra beach towels to every dish you need in the kitchen, to some …

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$200

2 BR / 2 BA / Sleeps 6

1 / 24

$200

Inquire

Orchid Villa - 1127

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Orchid Villa - 1127 The Orchid and Hibiscus Villas are two separate units which can be uniquely configured to create “Villa Cascada," an absolutely beautiful and stunning private pool home. (Please note: These units can be rented separately. If one unit is not available, please inquire about the availability of the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible
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