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$149

2 BR / 2 BA / Sleeps 6

Beachside getaway with heated pool - Siesta Key vacation rentals
1 / 9

$149

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Beachside getaway with heated pool

2 BR / 2 BA / Sleeps 6 | Quick view

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*** NEW *** Never miss a beach-scape sunset when you are just a couple hundred meters from Americans #1 beach, Siesta Key Beach. Enjoy this two bedroom two bathroom condo style unit in a great location: a short walk to the beach on a quite street but just minutes from shops, bars, and restaurants. The unit offers a …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$158

2 BR / 2 BA / Sleeps 4

1 Reviews

$158

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Bring your boat and kayak-Palm Island 2BR on canal

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor plan and beautiful …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Exceptional

Left on Jun 24, 2012 for a stay in May 2012

The owner was very accomodating to our needs with a quick and easy check in rental process. The house was impeccably clean and a wonderful layout amongst all the palm trees. We enjoyed relaxing on the beautiful grounds and the beach nearby. A true Florida vacation and experience

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$125

2 BR / 1 BA / Sleeps 5

5 Reviews

$125

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2 MINUTE WALK TO SIESTA BEACH!! (really) Clean, Comfortable, Updated 2 Bedroom Villas- GREAT VALUE!

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

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Reviews

(5)

GREAT Value !!! MVPROPERTIES AT SIESTA KEY Contact us directly at (email: hidden) Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

Thankful to work with such wonderful & accomodating owners who are honest & caring! !

Left on Jan 27, 2014 for a stay in January 2014

Everything they report that comes with the home is there! And 2 min. Walk to the private beach entrance was great! The bathroom was a little small & with 4 people a little inconvenience, but would absolutely stay again! !

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$167

2 BR / 2 BA / Sleeps 6

2 Reviews

$167

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Beautifull Direct gulf Front 2 Bedroom Condo on Si

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

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Reviews

(2)

Fisherman's Cove condo description Lovely 2 bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the gulf and sunrise views of the lagoon, expansive water views from every window. . Watch the sunset, the birds and ocean wild life swim by. Swim, snorkel, fish, surf or stroll the beach …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(2)

Paradise!

Left on Aug 01, 2014 for a stay in July 2014

Working with the owner to arrange our week long stay was very easy! Check in a breeze! The unit was just as pictured and clean! The proximity to the Gulf unsurpassed......steps just steps from this unit! The unit is well appointed and comfortable.There is a large walk in closet in the MBR with plenty of storage. The owner has thought of it all, from kitchen utensils to board games, to …

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$100

2 BR / 2 BA / Sleeps 6

3 Reviews

$100

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Gulf Beach, Pool And Walk To Siesta Key Village

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

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Reviews

(3)

What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before heading out for some sun…
  • Waterfront
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

The condo was clean and had many amenities of home.

Left on Jul 13, 2014 for a stay in July 2014

I had a wonderful experience at the condo. The only things I did not like was the limit on the time that children can be in the pool. The Children could only be in the pool from 11am to 1pm and then from 4pm to 6pm. This really cut down on the time my children could use the pool as we were often gone most of the day. However, this was not set by this condo owner but by the condo association. The…

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$149

2 BR / 2 BA / Sleeps 5

Siesta Key beachside rental with heated pool - Siesta Key vacation rentals
1 / 10

$149

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Siesta Key beachside rental with heated pool

2 BR / 2 BA / Sleeps 5 | Quick view

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*** NEW *** Come and enjoy this two bedroom two bathroom condo style vacation rental located just a short walk to Siesta Key beach. The main living area has an open concept with living room and dining area in the first great room when you enter the unit. There is a full kitchen with breakfast bar opening off to the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$130

2 BR / 2 BA / Sleeps 4

1 / 31

$130

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Siesta Harbour 55+ Condo with a View of Intracoast

2 BR / 2 BA / Sleeps 4 | Quick view

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Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet cover. Full 4 pce …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

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$150

2 BR / 2 BA / Sleeps 6

1 Reviews

$150

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Casita Salado -1109

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

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Reviews

(1)

Casita Salado -1109 Welcome to Casita Salado of Villa Margarita! Enjoy an master bedroom featuring a colorful king size bed (sleeps 2) and en suite master bathroom, and a second bedroom with two twin beds (sleeps 2) and a separate living room with a very comfy, queen size sofa sleeper (sleeps 2) all of which …
  • 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

Details

Reviews

(1)

Fantastic Vacation at Siesta Key

Left on Jul 16, 2014 for a stay in July 2014

My wife and I with our two eight year old girls rented Casita Salado for ten wonderful days. The cottage was in excellent condition and was very clean. It was just a short couple of blocks to the beach. The beach cart and beach chairs were a great addition. All looked like brand new. Thank you for making our vacation fantastic.

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$86

2 BR / 2 BA / Sleeps 6

1 / 17

$86

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Grand White Sands 303 - Walk to beach and village

2 BR / 2 BA / Sleeps 6 | Quick view

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White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch and 32 inch flat …
  • Waterfront
  • Sauna
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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$192

2 BR / 2 BA / Sleeps 6

1 / 21

$192

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Luxury Villa, Siesta Key Beach, Sarasota, Florida

2 BR / 2 BA / Sleeps 6 | Quick view

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Luxurious Villa at Crystal Sands on Siesta Key Beach Florida - sleeps 6 and includes everything your family needs for your stay at the #1 beach in the USA. This Villa has easy access to the beach without leaving the property or crossing streets. Our kitchen is COMPLETELY equipped (appliances & utensils) with …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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$200

2 BR / 2 BA / Sleeps 6

1 / 5

$200

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Bay Oaks

2 BR / 2 BA / Sleeps 6 | Quick view

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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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$161

2 BR / 2 BA / Sleeps 6

1 Reviews

$161

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Our House at the Beach 504W, 5th Floor, Gulf Views, Heated Pool

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

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Reviews

(1)

So what if you don't have a beach house of your own? When you stay at Our House at the Beach, you'll feel right at home. <br/><br/>Our House at the Beach 504W is located on the barrier island of Siesta Key, home to parrots, pelicans, and a beach that residents and visitors alike say has the finest and …
  • 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

(1)

Good view but unit needs updating.

Left on Jul 27, 2014 for a stay in July 2014

The overall location of the condo is good but it is quite a walk to get to the ocean. I would pick a place that is actually on the beach. This unit needs updating. The mattress in the master is soft. The lighting in the bathrooms is poor. The vents do not work in the bathrooms. Many of the electrical outlets also did not work. The outlets in both bathrooms would not work. The carpet also had …

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$100

2 BR / 2 BA / Sleeps 4

5 Reviews

$100

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Bright, updated condo, just steps to the beach.

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

We invite you to settle in to a beautiful and very large 2 bed/2 bath 1280 sq foot beauty, approximately 200 yds. from the beautiful crystal sand of Crescent Beach. Serenity abounds in calm, aqua waters and miles of the most exquisite coastal sands in the world. Our spacious condo boasts all of the pleasures of home. …
  • Waterfront
  • Sauna
  • Internet Access
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(5)

Beach trip 2013

Left on Aug 09, 2013 for a stay in July 2013

The service and accommodations were excellent. The condo was furnished with everything we needed, except food. However, a nice market was across the street. We were within walking distance of beach access which was very nice. It is only one mile from the public beach access to Siesta Key where Yoga on the Beach and Drum Circle was a big attraction for our family. The unit was clean and very …

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$83

2 BR / 2 BA / Sleeps 6

13 Reviews

$83

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Luxurious 2 BR Condo - Short Walk to Siesta Beach

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 13 Reviews

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Reviews

(13)

Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two large bedrooms …
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(13)

A great place to stay

Left on Oct 18, 2013 for a stay in January 2013

My husband and I stayed in this nice condo on siesta key for 3 weeks in January 2013. It is very well equipped and nicely decorated. The complex has a very nice common area with a heated swimming pool, showers, BBQ etc...This condo is centrally located in Siesta key, minutes to the village and short rides to many interesting areas in Sarasota. The beach is within walking distance or a very short …

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$107

2 BR / 2 BA / Sleeps 6

8 Reviews

$107

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Gulf and Bay Club 305C GulfView 3 pools, fitness room, spa, wifi

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

Details

Reviews

(8)

Roll into the lap of luxury and enjoy a unit that's still sparkling new. Siesta Key Gulf and Bay Club is known to be the finest long-stay resort in the area - and this newly renovated unit with a new air conditioning and heating system, Gulf and Bay Club 305C, trumps the competition. <br/><br/>Sleeping 6, …
  • 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

(8)

Gulf and Bay Club 2011

Left on May 05, 2011 for a stay in April 2011

We have been coming to Siesta Key for many years as both renters and owners. This stay at Gulf and bay Club ranks among our best experiences. The Condo was very lovely , the grounds, pools etc exceptional and the staff a delight to interact with. The only complaint is the lack of attention to the love bug problem which seemed to catch everyone by surprise as they arrived a few weeks early.The …

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$84

2 BR / 2 BA / Sleeps 6

1 / 20

$84

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Bay Tree Club 106, 2 bedrooms, 2 heated pools, spa, wifi,

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Nestled on the southern tip of Siesta Key is our ground-floor condo, Bay Tree Club 106. Located in an oceanfront complex, it will pamper you with brand-new HDTVs, spacious and well-appointed rooms, and a sunny lanai overlooking grassy grounds.<br/><br/>The Gulf of Mexico is just steps away from Bay Tree …
  • 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

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$96

2 BR / 2 BA / Sleeps 4

1 Reviews

$96

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Siesta Key condo on the bay with gulf view

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more.
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

We could have stayed there and not gone home!

Left on Jan 28, 2014 for a stay in December 2013

This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the big TV provide a great way to spend some restful time. Steven, the owner, is responsive to questions and keeps improving on the quality of the guests' stay, as with the addition of a kayak, which guests can use to paddle …

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$109

2 BR / 1 BA / Sleeps 6

1 / 19

$109

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Elegant 2 bedroom 1 bath Siesta Key vacation rental with easy beach access

2 BR / 1 BA / Sleeps 6 | Quick view

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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 …
  • Internet Access
  • 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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$126

2 BR / 2 BA / Sleeps 4

4 Reviews

$126

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Remodeled Bay Tree Club Siesta Key Vacation Rental

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

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Reviews

(4)

Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen features stunning …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Central heating
  • Suitable for the elderly - elevator access

Details

Reviews

(4)

Wonderful and restful!

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

Lovely condo in beautifully landscaped grounds. Access to beach, 2 pools and intercoastal. Quiet area so very conducive to a restful beach vaction!

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$175

2 BR / 2 BA / Sleeps 4

1 Reviews

$175

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Right on the Beach with Extraordinary Views!

2 BR / 2 BA / Sleeps 4 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

Fabulous 2nd floor gulf front condo overlooking the beautiful Gulf of Mexico! Located in the desirable Island Reef complex on Siesta Key, this spacious condo features extraordinary views of the beach and sunsets from the front room, the lanai, and the master bedroom. Beautifully furnished with comfortable seating …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great Location

Left on Jun 07, 2014 for a stay in November 2013

We stayed here for the month of November last year. Very comfortable and peaceful, set in a nice complex right on the beech. Being very picky one could say that it was a little on the remote side, being about 3 miles from Siesta Key village, having said that it didn't in the least spoil our stay.

The apartment is very large and comfortable but could do with a little updating, especially the …

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$115

2 BR / 1 BA / Sleeps 4

1 / 6

$115

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Stay on Siesta - Sun and Sea

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Enjoy the relaxed Siesta Key lifestyle at this comfortable 2 bedroom duplex on the beach side, just steps to award winning Siesta Key Beach. Experience swimming in the Gulf or at the beautiful community pool and then enjoy snorkeling at nearby Point of Rocks Enjoy a quieter area of Siesta Key, close to the Beach, …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$185

2 BR / 2 BA / Sleeps 6

1 / 17

$185

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Reserve Now,Beautiful condo on Siesta Beach#1 USA

2 BR / 2 BA / Sleeps 6 | Quick view

Details

I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and direct dial …
  • Waterfront
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$93

2 BR / 2 BA / Sleeps 6

5 Reviews

$93

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Tropical landscape, easy access, affordable rates.

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

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Reviews

(5)

This 2 bedroom 2 bath unit is located on the intercoastal and just 1 mile south of Siesta Key public beach. There are no stairs to worry about here! With this unit you are on the ground floor steps to the parking lot, heated pool, and community facilities. Enjoy beautiful views of the intercoastal from the pier or …
  • 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

Details

Reviews

(5)

Our family enjoyed the time in Florida.

Left on Jun 03, 2010 for a stay in May 2010

We chose the condo from information on the internet. We were comfortable with the condo but did not find all of the amenities that were listed. We were disappointed that there wasn't a fitness center, sauna/spa or easy access to the beach from the condo as listed in the ad.

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$199

2 BR / 2 BA / Sleeps 6

1 / 37

$199

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Beachfront Condo Complex - Two BR - Heated Pool - Luxury - Siesta Key

2 BR / 2 BA / Sleeps 6 | Quick view

Details

This gorgeous Siesta Key luxury beach view condo is directly on world famous Crescent Beach located mid-Key, just south of the south bridge and right across the street from South Village with fast access on/off the island. This Siesta Key vacation rental condo is located in the Siesta Breakers Condominium Complex. The…
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

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$175

2 BR / 2 BA / Sleeps 6

8 Reviews

$175

Inquire

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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$69

2 BR / 2 BA / Sleeps 6

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

Details

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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$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

Details

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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$69

2 BR / 2 BA / Sleeps 6

1 / 47

$69

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Gulf and Bay Club 502D Beach Front, 3 Heated Pools, Gym, Beach

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Gulf and Bay 502D will perfectly suit six nice people who deserve a month of total reward and relaxation on Crescent Beach. The resort club is unrivalled for repeat guest satisfaction and its location is smack in the middle of what the Travel Channel insists is the best sand beach in America. If you and your family …
  • 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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$110

2 BR / 2 BA / Sleeps 5

2 Reviews

$110

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Siesta Palma Villa - Polynesian Gardens on Siesta Key

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

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Reviews

(2)

5 Minute walk to the whitest sand beach in the world! A stand alone villa on Siesta Key in the private community of Polynesian Gardens on the bay side of Midnight Pass Road. The Villa is designed for those who appreciate comfort and quality. Two bedrooms, with newly purchased hotel quality bedding. Master bedroom …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great place, great environment !

Left on Aug 10, 2014 for a stay in July 2014

The villa totally met our needs: beaches near by (10-minute walk from Crescent Beach and 5-minute drive to Siesta Key Beach), great pool in a relax community, clean house with everything we needed to feel at home. Many activities around for family.

Ray was welcoming and supporting during our stay. Thanks !

Lucie

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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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$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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$150

2 BR / 2 BA / Sleeps 6

1 / 29

$150

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Casita Sonrisa - 1117

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Casita Sonrisa - 1117 Welcome to Casita Sonrisa of Villa Fiesta! Enjoy an master bedroom featuring a colorful king size bed (sleeps 2) and en suite master bathroom, and a second bedroom with two twin beds (sleeps 2) and a separate living room with a very comfy, queen size sofa sleeper (sleeps 2) all of which …
  • 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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$166

2 BR / 2 BA / Sleeps 6

1 / 34

$166

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

2 BR / 2 BA / Sleeps 6 | Quick view

Details

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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$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

Details

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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$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 NEW! HEATED POOL! 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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$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

Details

“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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$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

Details

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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$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

Details

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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$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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$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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$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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$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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$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

Details

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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$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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$134

2 BR / 3 BA / Sleeps 6

1 / 37

$134

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

2 BR / 3 BA / Sleeps 6 | Quick view

Details

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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$165

2 BR / 2 BA / Sleeps 6

20 Reviews

$165

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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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$139

2 BR / 2 BA / Sleeps 6

32 Reviews

$139

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Sun, Sand & *SAVE 20% to 50%* Siesta Breakers #603

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 32 Reviews

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Reviews

(32)

Sun, Sand & *SAVE 20% to 50%* per Week at Siesta Breakers #603, Direct-with-Owner "All-In Price" DISCOUNTED RENTAL RATES from $944 to $1,728 /Wk & SAVINGS from $374 to $973 /Wk depending on the Number of Weeks Rented, and on the Season. Contact owner if you wish to make an on-line reservation, and …
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(32)

Worth the one year wait!

Left on Apr 16, 2010 for a stay in April 2010

We are hooked! This is the one vacation the whole family looks forward to all year. Great view, accommodations, and location. Vic is very professional and a pleasure to do business with...already looking forward to next year.

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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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$100

2 BR / 2 BA / Sleeps 6

5 Reviews

$100

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Siesta Key beach getaway cottage - walk to beach and village

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

Details

Reviews

(5)

Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key Village. Enter through the front door and step into the large living area of this beach cottage. Bright and sunny seating area, living room with sleeper …
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • Linens Provided
  • Towels Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Great location

Left on Apr 04, 2013 for a stay in March 2013

We loved our beach cottage on Siesta Beach. The location is by far its strongest asset. You can't beat it. The cottage is roomy, the beds are comfortable and the new bathroom is lovely. The other bathroom is scheduled for renovation soon, which is good news. Everything in the kitchen worked, although the appliances are old. The cottage was clean but it's dated and the furniture is not …

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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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