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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

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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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$100

2 BR / 1 BA / Sleeps 4

24 Reviews

$100

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Beautifully Decorated Cert.of Excellence Win 2014

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 24 Reviews

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Reviews

(24)

Siesta Key, Sarasota upscale vacation rental unit within a few steps of the water or a gorgeous pool. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking views of the intercoastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on Siesta Key! Sit on …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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Reviews

(24)

A real home from home in this immaculate apartment in a super lo

Left on Mar 03, 2013 for a stay in February 2013

From the moment I reserved the apartment and the efficient and friendly manner in which my questions were answered by the owner, I knew I had made the right choice. Everything in the home was so clean and fresh and having the pool literally outside was a real plus. The beach was a few minutes away and the village with restaurants and shops was a comfortable stroll from the apartment. We just …

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$167

3 BR / 3 BA / Sleeps 5

2 Reviews

$167

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Luxury with Amazing Views & Everything is NEW!

3 BR / 3 BA / Sleeps 5 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Enjoy million dollar views from this extraordinary 3 bedroom 3 bath luxury condo (must rent for at least one month). Beautifully decorated in Tommy Bahama style, and being offered for rental for the first time, everything inside is new! New furniture, beds, linens, towels, dishes, pots & pans, cooking utensils, …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(2)

Amazing place!

Left on Oct 17, 2013 for a stay in September 2013

It doesn't get any better than this! The place is beautiful, it has gorgeous Gulf views/sunsets and you only have steps to the best beach in the USa.

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$145

2 BR / 2 BA / Sleeps 4

6 Reviews

$145

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All NEW! Beautifully Renovated! on Siesta Key

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Across the street is our Private Access to one of the BEST beaches - Crescent Beach on Siesta Key. Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers: * two heated pools * clubhouse with exercise/workout center and sauna * two …
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(6)

We had all the amenities that we have at our home.

Left on Jul 28, 2010 for a stay in October 2009

We so enjoyed the amount of space this Town Home had to offer for our family over a Condo. The updated kitchen,nicely appointed decor throughout just made our stay so much nicer. All the amenities of a hotel but was our home for the time period. The pool,views, and of course the beach with Siesta village at our fingertips made this a wonderful location for our vacation! We'll be back!!

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$156

2 BR / 1 BA / Sleeps 6

Stay on Siesta, Peppertree Bay II with Gulf View - Siesta Key vacation rentals
1 / 24

$156

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Stay on Siesta, Peppertree Bay II with Gulf View

2 BR / 1 BA / Sleeps 6 | Quick view

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Completely Updated Luxurious gulf view condo located directly on Crescent Beach on Siesta Key. Peppertree Bay is a member only complex with two private pools, tennis courts, sauna, two clubhouses and an expansive fishing pier on ICW. This Gulf to Bay property is absolutely fabulous! The condo offers wonderful …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

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$215

3 BR / 2 BA / Sleeps 6

Completely Remodeled Pool Home with Beach Access - Siesta Key vacation rentals
1 / 29

$215

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Completely Remodeled Pool Home with Beach Access

3 BR / 2 BA / Sleeps 6 | Quick view

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**NEW PROPERTY ** Never miss a sunset over the Gulf of Mexico from this island retreat. Located just a short walk to the beach, this two story home with private heated pool can accommodate you and up to 5 of your guests with comfort. Step into the home through the front door from the oversized deck into the open …
  • Wireless Internet
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$115

2 BR / 1 BA / Sleeps 5

5 Reviews

$115

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2 MINUTE WALK TO SIESTA BEACH!! (really) Clean,

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

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Reviews

(5)

GREAT Value !!! MVPROPERTIES AT SIESTA KEY 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, updated, very clean and very pleasant …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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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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$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

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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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$400

4 BR / 4 BA / Sleeps 8

2 Reviews

$400

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Villa Champagne

4 BR / 4 BA / Sleeps 8 | Quick view
“ Very Good ” 2 Reviews

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Reviews

(2)

Villa Champagne VILLA CHAMPAGNE: Welcome to “Villa Champagne”, one of the most fabulous vacation homes in Siesta Key. It’s also one of the most popular favorites among our many guest families. The magic begins as you enter the foyer of this beautiful villa and gaze across the expansive living area, then further …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(2)

Great location and spacious place

Left on Oct 21, 2014 for a stay in October 2014

There were 6 adults and 4 children (ages 3-6) that stayed here and we had more than enough room with the great layout of the house. The location was great (Avineda Del Mare is just off Beach Road, just down from the public parking lot) but was "too far" to walk to Siesta for the children, so we drove. However, for adults or teens, it would have been do-able (approx. 3-4 blocks).

The supply…

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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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$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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$142

2 BR / 2 BA / Sleeps 6

2 Reviews

$142

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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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$300

4 BR / 4 BA / Sleeps 12

1 Reviews

$300

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Villa Dom Brisa

4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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

Details

Reviews

(1)

Family Spring Break

Left on Apr 08, 2015 for a stay in April 2015

We rented both units of Villa Dom Brisa (Starfish and Coral Reef) in April of 2015 for a family vacation. The units were well decorated and very clean. Parking was more than adequate for 4 vehicles. The kitchens were properly equipped with plenty of cookware, plates, glasses, etc., for our large group. Both units included quality WiFi access, so staying up to date on work emails is not a …

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$67

2 BR / 2 BA / Sleeps 6

5 Reviews

$67

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Gulf Beach, Pool And Walk To Siesta Key Village

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

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Reviews

(5)

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

(5)

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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$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

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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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$214

3 BR / 3 BA / Sleeps 6

1 / 32

$214

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Beachwalk - Siesta Key Beach - 3br Townhouse -Pool

3 BR / 3 BA / Sleeps 6 | Quick view

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3BR Oceanview Townhome 3BR/2.5B, Heated Pool, Private Elevator - Siesta Key, FL 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 (…
  • 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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$215

3 BR / 3 BA / Sleeps 6

1 / 12

$215

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Stay on Siesta - Island Bliss

3 BR / 3 BA / Sleeps 6 | Quick view

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Island Bliss is one of the most elegant and comfortable houses that Siesta Key has to offer. This is one of the rare houses that is conveniently located behind The Village of Siesta Key and still has its own private dock on a canal. Ride your bike or walk to the beach and all the great shops and restaurants. Enjoy …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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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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$127

1 BR / 1 BA / Sleeps 4

1 / 34

$127

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Beachfront - 1BR Condo - Free Boat Docks

1 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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$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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$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

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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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$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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$169

1 BR / 1 BA / Sleeps 4

1 / 10

$169

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Beachside Suites- $50 Food & Beverage Credit

1 BR / 1 BA / Sleeps 4 | Quick view

Details

Spring Special: Stay between April 12th- June 20th & Receive a $50 gift card to The Hub Baja Grill. The hub features live music daily and a delicious menu. Guests must book by May 1st & receive one gift card per room/ per stay. Please mention the special when booking. Minorga on the Key Beachside Suites is …
  • Ocean or water views
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Patio
  • Pet friendly - ask
  • Suitable for children

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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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$220

2 BR / 2 BA / Sleeps 6

1 / 17

$220

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Reserve Now,Beautiful condo on Siesta Beach#1 USA

2 BR / 2 BA / Sleeps 6 | Quick view

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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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$184

3 BR / 2 BA / Sleeps 6

3 Reviews

$184

Inquire

Bay Views - Beautifully Updated! on Siesta Key

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

Details

Reviews

(3)

FREE High Speed Wireless Internet ! - just bring your Laptop. Just steps from the Pool, Club House, and picnic area with gas Weber grills. Across the street from Crescent Beach!! Our three bedroom two story townhouse in Gulf & Bay Club Bayside is in a complex of Key West style town homes all with their own one car…
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

relaxing holidays don't get much better than this.

Left on Jul 10, 2010 for a stay in September 2009

We have returned to this property for 2 weeks in the autumn for about the last 8 years and it just gets better and better. Originally our kids were young teenagers and now they are in their 20's ( and still keen to join us ) and each year Siesta Key offers something new. Just sitting on the Lania watching the passing boats on the ICW is bliss. On arrival we are always pleased to see what …

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$300

4 BR / 3 BA / Sleeps 9

1 / 24

$300

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Casa De Suenos

4 BR / 3 BA / Sleeps 9 | Quick view

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Casa De Suenos Welcome to “Casa De Suenos”, one of the most fabulous vacation homes in Siesta Key. Newly constructed in 2013! The magic begins as you enter the foyer of this beautiful casa and gaze across the expansive living area, and deck area. You know already you made the right choice for your family and …
  • 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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$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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$150

2 BR / 2 BA / Sleeps 6

1 / 23

$150

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Sea Wave Casita - 1119

2 BR / 2 BA / Sleeps 6 | Quick view

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Sea Wave Casita - 1119 The Sea Wave and Sea Shell are two separate units which can be uniquely configured to create Villa Brisa Marina, 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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$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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$237

3 BR / 3 BA / Sleeps 8

15 Reviews

$237

Inquire

Siesta Key private beach access

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 15 Reviews

Details

Reviews

(15)

Spacious, vaulted 3 bedroom beach townhouse located among the resort community of Sara Sea Circle with direct, private beach access to the world famous (rated #1 in USA) Crescent and Siesta Key Beaches. This large townhouse very comfortably sleeps eight in 1 King / 3 Queen beds. There is a large, two story vaulted …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(15)

Siesta Key, a little bit of heaven on earth.

Left on May 19, 2012 for a stay in January 2012

We rented this property the end of January. The condo was absolutely gorgeous and exceeded our size expectations . The beach was an easy walk, easy access, and beautiful. Another main reason we like to stay here is that we can park our car and walk just about anywhere in town.
We plan on renting this condo again next year and this time maybe stay longer.

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$179

2 BR / 2 BA / Sleeps 7

25 Reviews

$179

Inquire

A Siesta Tropical Retreat - Island Pool Oasis

2 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 25 Reviews

Details

Reviews

(25)

BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short walk to the Siesta …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(25)

Wonderful vacation

Left on Sep 11, 2012 for a stay in September 2012

I returned home yesterday from a week at "tropical retreat" on Siesta Key Fl. Was a little nervous about hurrican season, but, no problem, weather was great. This house is amazing! Everything in it was more than I could ever want. Fully equiped with everything. Absolutely amazing brand new free form pool with spa, beautiful interior decor. The owners put a lot of thought decorating it. The …

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$93

2 BR / 2 BA / Sleeps 6

5 Reviews

$93

Inquire

Tropical landscape, easy access, affordable rates.

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

Details

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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$149

2 BR / 2 BA / Sleeps 5

20 Reviews

$149

Inquire

2BR2BA 4th Floor Gulf View Siesta Key Free WiFi

2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 20 Reviews

Details

Reviews

(20)

Last Minute Discount available for: April 26 - May 2 (6 nights)... Lots of great Summer Holiday dates available from July 5th onwards !! Jan 16-30, 2016 OPEN for next year !! We just purchased another 2BR on the beach/Gulf side of Siesta Key. Contact me for a quote and pictures... Last Minute 40% OFF Discount for …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Wireless Internet
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(20)

summer 09 vacation

Left on Aug 06, 2010 for a stay in July 2009

we really enjoyed our stay at this excelcior condo, beaufitul with everything you need, clean, nice side view, wonderful ammenities such as the pool,location, parking, etc. would stay here again.

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$314

4 BR / 4 BA / Sleeps 12

5 Reviews

$314

Inquire

Siesta Key Deluxe Townhouse & Garden Apt (4 BR's)

4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

These Siesta Key deluxe townhouse rentals are located in the heart of Siesta Village - just a few steps to all the shops and restaurants and only 1 1/2 blocks (it takes us three minutes to walk) to the world famous Siesta Key Crescent Beach! Relax by your private pool. These Siesta Key townhouses are equipped with …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Good time

Left on Apr 10, 2014 for a stay in November 2013

My wife and I stayed in the Garden apartment in November 2013. It was a very good time. It is very clean like all of the Sunnyside Properties. It is a small unit that is just fine for a couple. It is right by the pool. It is very close to the Village and Beach, so all of the fun is very accessible. The grocery store is just a couple blocks away.

I would recommend this place to anyone interested …

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$400

5 BR / 5 BA / Sleeps 14

1 / 24

$400

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Island Sol

5 BR / 5 BA / Sleeps 14 | Quick view

Details

Island Sol ISLAND SOL: Welcome to Island Sol, our exclusive 5+ bedroom, 4.5 bath home with approximately 4,000SF of air conditioned space in Siesta Key. Across the open entry and living room, you look out beyond the exterior lanai into the private courtyard which features an enclosed heated swimming pool surrounded by…
  • 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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$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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$105

1 BR / 1 BA / Sleeps 4

5 Reviews

$105

Book

Beautiful Siesta Key Condo. On the Water- Sarasota

1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 5 Reviews

Details

Reviews

(5)

BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of Siesta Key . Whether you…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

Wonderful rental! Location ideal.

Left on May 01, 2014 for a stay in April 2014

This is a wonderful rental. I recommend this rental to anyone who wants a comfortable condo for their stay at the beach. It has one bedroom, a family room and a kitchen along with a flat screen TV and wireless internet. The location is ideal as it is on the Intercostal and just a few minutes from the beach. It is about a mile from the downtown area on Siesta Key and a mile in the other direction…

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$120

1 BR / 1 BA / Sleeps 4

8 Reviews

$120

Inquire

Gorgeous One Bedroom - Steps From Siesta Beach!

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When you're not on the beach, you might want to visit the condo's large, inviting pool...have a …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(8)

The vacation of our dreams... Does not disappoint.

Left on Apr 02, 2012 for a stay in October 2011

My husband and I live in California, a long way from Siesta Key, but my husband is originally from FL and wanted to go back for a visit. It's a long way out there. He convinced me to stay in a condo whereas I really prefer hotels. I'm very picky at that too! He found this particular condo online and commented on the value - it's so close to the beach, just across the street. The …

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$400

4 BR / 2 BA / Sleeps 12

1 / 24

$400

Inquire

Villa Mantequilla

4 BR / 2 BA / Sleeps 12 | Quick view

Details

Villa Mantequilla VILLA MANTEQUILLA: Welcome to Villa Mantequilla, a lovely butter colored 4 bedroom, 2 bath heated pool cottage just 1 block from the Village and 3 blocks to the beach. This remarkable 4 bedroom home features a beautiful pool that overlooks the canal & a private fishing dock. You’ll love the sense …
  • 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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$125

3 BR / 3 BA / Sleeps 6

1 Reviews

$125

Inquire

1 Block to beach on Siesta Key

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

Details

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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$200

4 BR / 4 BA / Sleeps 10

2 Reviews

$200

Inquire

Siesta Key Vacation Rental with Dock and Beach Access

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

Details

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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$250

4 BR / 3 BA / Sleeps 8

1 Reviews

$250

Inquire

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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$158

3 BR / 3 BA / Sleeps 7

4 Reviews

$158

Inquire

A 3 suite home with pool and plenty of room.

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

Details

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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$220

3 BR / 2 BA / Sleeps 8

2 Reviews

$220

Inquire

Beachfront - 3 BR Condo - Upscale -Free Boat Docks

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

Details

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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$172

2 BR / 3 BA / Sleeps 6

2 Reviews

$172

Inquire

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

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

Details

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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$215

4 BR / 3 BA / Sleeps 10

1 Reviews

$215

Inquire

Spacious Siesta Key Canal Front Vacation Rental Home

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

Details

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 6

32 Reviews

$139

Inquire

Sun, Sand & *SAVE 20% or 35%* Siesta Breakers #603

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

Details

Reviews

(32)

Sun, Sand & *SAVE 20% or 35%* 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 $698 /Wk depending on the Season. Contact owner if you wish to make an on-line reservation, and you will be re-directed to another …
  • 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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$150

2 BR / 2 BA / Sleeps 6

1 / 29

$150

Inquire

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

PreviousNext property

$400

4 BR / 2 BA / Sleeps 12

1 / 25

$400

Inquire

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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