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$171

3 BR / 2 BA / Sleeps 7

6 Reviews

$171

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Private Mid-Century Modern on Siesta Key!

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality furnishings offered …
  • Waterfront
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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(6)

Great house, Great location, Great owners!

Left on Mar 24, 2014 for a stay in March 2014

Tiffany was there when we arrived to show us the property and answer any questions. She was so thoughtful of details that made our stay easier and she made us feel comfortable. We enjoyed eating every meal on the patio. The outdoor shower is private from the neighbors view so we were able to enjoy that as well. Within walking distance is a small beach that is perfect to fish on too. This house is…

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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

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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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$197

4 BR / 3 BA / Sleeps 7

4 bedroom Key West style pool home minutes to village and beach - Siesta Key vacation rentals
1 / 20

$197

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

4 BR / 3 BA / Sleeps 7 | Quick view

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

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$125

3 BR / 3 BA / Sleeps 6

1 Reviews

$125

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1 Block to beach on Siesta Key

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

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Reviews

(1)

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

Details

Reviews

(1)

Great place, super location

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

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

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$215

4 BR / 3 BA / Sleeps 10

1 Reviews

$215

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Spacious Siesta Key Canal Front Vacation Rental Home

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

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Reviews

(1)

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

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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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$250

4 BR / 3 BA / Sleeps 8

1 Reviews

$250

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Well appointed canal front home

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

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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

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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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$295

1 BR / 1 BA / Sleeps 4

2 Reviews

$295

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directley on the beach, one bed, sleeps 4

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

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Reviews

(2)

Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks. Visit our site to …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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Reviews

(2)

Fabulous Beach, horrible staff, Will not return

Left on Jan 02, 2012 for a stay in December 2011

The staff are unprofessional and extremely rude. We travel all the time and have never been treated so horribly. I would not suggest staying at this place. Also, the dogs are permitted to pee on the deck and no one cleans it up. Yuck!

Gorgeous Beach, but stay somewhere else

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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

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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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$98

2 BR / 1 BA / Sleeps 6

1 / 18

$98

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Stay on Siesta, Island Reef, Panoramic Gulf Views

2 BR / 1 BA / Sleeps 6 | Quick view

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

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$179

2 BR / 2 BA / Sleeps 7

25 Reviews

$179

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A Siesta Tropical Retreat - Island Pool Oasis

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

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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

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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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$109

1 BR / 9 BA / Sleeps 4

1 / 41

$109

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Flip Flop Cottages Siesta Key Florida

1 BR / 9 BA / Sleeps 4 | Quick view

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YOUR PRIVATE GETAWAY ON THE KEY Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the attractions that are nearby. Culture, Arts and fun things to do are plenty in Sarasota and on the key. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$185

0 BR / 1 BA / Sleeps 2

1 / 1

$185

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directly on the beach, studio apt. "the Sandbox"

0 BR / 1 BA / Sleeps 2 | Quick view

Details

Newly remodeled -Queen Murphy Bed -Convenience Kitchen -Laundry Facilities on site -Patio / Grill -VCR/DVD -WiFi -Microwave NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks. Visit our site to see more photos and descriptions: http://www.sandboxonthebeach.com
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$200

3 BR / 2 BA / Sleeps 10

1 Reviews

$200

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Stay on Siesta - Beach, Gulf, Step Out To the Sand

3 BR / 2 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

3 beds on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost every room. Relax in …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Great Location and Space

Left on Apr 07, 2014 for a stay in March 2014

There were 6 of us who stayed in this house. We went for a week March 22-29, 2014. The house is perfect. There are only 2 bedrooms, but there is an office that has a pull-out couch and doors that close, so it serves as a 3rd bedroom. There were 2 full baths (plus an extra spa tub in the master bedroom) and a half bath downstairs. The house was very clean and has an open layout. The owners provide…

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$150

2 BR / 2 BA / Sleeps 6

3 Reviews

$150

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Sandy Toes Siesta Key (6796)

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

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Reviews

(3)

A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room has a fireplace and …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children

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Reviews

(3)

A great vacation townhouse.

Left on Mar 14, 2014 for a stay in February 2014

We had a very pleasant stay at the townhouse. It's in a great location on Siesta Key. You can't see the beach or the Gulf, but it's an easy walk to both the pool and the shore. Very well furnished and exceptionally clean when we checked in. Kathey is super as a landlord. We hope to be back next year.

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$195

2 BR / 1 BA / Sleeps 5

1 / 1

$195

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Pink Mango Patio Cottage

2 BR / 1 BA / Sleeps 5 | Quick view

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Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida. Pink Mango Patio Cottage are surrounded by Bougainvilleas, Passion fruits and coconut palms, located in beautiful Key West style Siesta Key Village in …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

PreviousNext property

$185

3 BR / 3 BA / Sleeps 10

32 Reviews

$185

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The Shells Villa - Next to Beach & Village

3 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 32 Reviews

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Reviews

(32)

3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach. No busy roads to …
  • Waterfront
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

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Reviews

(32)

Family Friendly Villa

Left on Nov 19, 2011 for a stay in March 2011

We stayed at the Villa in March 2011. Great location. Quick walk to the the village and the beach. Everything you need is in the kitchen. Very comfortable layout of the living room and dining room and the lanai. Great layout for families. We had two teenagers with us, and they loved their bedroom and they had their own bathroom. The washer and dryer were a great convenience.

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$185

3 BR / 2 BA / Sleeps 7

5 Reviews

$185

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Renovated in 2014! Siesta Key 3Bdrm Apartment

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the "Beach Chic" style, with a touch of modern decor. Relax in …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

The Crisp, Clean, Colourful tones of Florida in every room, made

Left on Mar 30, 2014 for a stay in March 2014

Every room made us feel comfortable. Very much attention to detail in the bedrooms,baths,kitchen and open living room,dining combination. All new appliance's and every accessory was made available. Overall space was great including the closets in each of three bedrooms. Very quiet and safe. We look forward to our return.

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$458

4 BR / 4 BA / Sleeps 14

11 Reviews

$458

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The Palm Island House- winner at NYJL homes tour!

4 BR / 4 BA / Sleeps 14 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one half mile from the village. Features include- gas fireplace, …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(11)

Wonderful

Left on Jul 04, 2013 for a stay in May 2013

The home is very nice and comfortable. Close to the best beach in the United States.

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$340

2 BR / 2 BA / Sleeps 6

1 / 5

$340

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2 Bed 2 Bath - directley on the beach, The Sandbox

2 BR / 2 BA / Sleeps 6 | Quick view

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Newly remodeled with a tiled Kitchen & Bath and new furnishings. -TWO Full Baths -King Bed -Queen Bed -Pullout Queen Sleeper -Fully Equipped Kitchen -VCR/DVD -CATV -WiFi -Dishwasher/Micro -Patio/Gas Grills- -Laundry Facilities on site NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$485

3 BR / 2 BA / Sleeps 8

1 / 7

$485

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3 Bedroom Beach Suite

3 BR / 2 BA / Sleeps 8 | Quick view

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Newly remodeled with a tiled Kitchen & Bath and new furnishings. -Two King Beds -Two Full Baths -CATV in All Bedrooms -Granite Countertops -Fully Equipped Kitchen -Stainless Appliances -Two Twin Beds -Private Patio -Pullout Sleeper -Laundry in Unit -VCR/DVD -Gas Grill NOTE: PLEASE CONTACT US FOR …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$135

2 BR / 1 BA / Sleeps 5

17 Reviews

$135

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Siesta Key 2/1 Updated Modern/Contemporary Decor

2 BR / 1 BA / Sleeps 5 | Quick view
“ Excellent ” 17 Reviews

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Reviews

(17)

This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as one of the Top ten …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(17)

A Trendy Place to Stay

Left on Apr 17, 2012 for a stay in March 2012

Went to Siesta Key to celebrate my 30th with a girlfriend. It was our first time and we booked this apartment by what we saw online. We were very, very pleased. So cutely decorated with bedrooms on opposite ends and a really nice bathroom. The whole place looked newly redone. An excellent outdoor area with a table to sit under the trees and drink some vino. The only negative was the distance from…

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$295

2 BR / 3 BA / Sleeps 6

1 / 7

$295

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2+ Bedroom Near Beach,sleeps 6, luxury condo

2 BR / 3 BA / Sleeps 6 | Quick view

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Privacy, Luxury, 99 steps to the beach. The Master bedroom has a KIng Bed and Glamorous Bath. Second Bedroom has a queen bed and a private bath. The Den has a pullout queen sofa sleeper. Fully equipped Gourmet style kitchen with granite countertops and stainless steel appliances. Washer Dryer, WIFI. Private tropical …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$295

2 BR / 3 BA / Sleeps 6

1 / 6

$295

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2+ Bed 2 1/2 Bath, Luxury, 99 Steps to Beach

2 BR / 3 BA / Sleeps 6 | Quick view

Details

2+ Bedroom Near Beach Suite The Master bedroom has a King Bed and Glamorous Bath. Second Bedroom has a Queen Bed and a private bath. The Den has a pullout Queen sofa sleeper. Fully equipped Cottage style kitchen with corian countertops. Washer dryer WIFI.Private tropical back patio/pool has barbeque grill and lounge…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$295

1 BR / 1 BA / Sleeps 3

1 Reviews

$295

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Beach View / Beach Tree Suite

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

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Reviews

(1)

Enjoy the beach view from the Beach Tree or Beach View Suite located in beautiful Siesta Key Village in Sarasota, Florida. Lounge in a hammock under sweeping coconut trees and listen to the peaceful sounds of the ocean, the Gulf of Mexico and dream away looking into the blue Florida sky. The vacation accommodations …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

This place was absolutely blissful, marvelous and hospitable.

Left on Jun 14, 2012 for a stay in May 2012

Take lots and lots of water and apply sunblock very often

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$120

1 BR / 1 BA / Sleeps 4

10 Reviews

$120

Inquire

Old Man and the Sea Inn 1BR- 1 marlin from sand!

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

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Reviews

(10)

1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located just one marlin’s length (5 steps) from yard to the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(10)

Comfortable and close to the beach.

Left on Jul 22, 2013 for a stay in July 2013

This unit is not directly on the beach but the beach access is across the street and the walk is not long. We stayed with our kids and it was just right. Daniel was very helpful and accommodating. Great deal for the price. My only recommendation (and this had nothing to do with the unit) arrive and stake your plot on the beach early! Otherwise you may have to walk down a little bit to find a…

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$140

2 BR / 1 BA / Sleeps 8

20 Reviews

$140

Inquire

The Old Man and the Sea 2BR - 1 marlin to the sand

2 BR / 1 BA / Sleeps 8 | Quick view
“ Excellent ” 20 Reviews

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Reviews

(20)

Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - Available on a 1st come basis! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(20)

Relaxing!

Left on Jun 10, 2013 for a stay in June 2013

We enjoyed our stay at Old Man & the Sea Inn. It was clean, nicely appointed, the pillows were soft, and everything was in working order. The bottle of red wine left in the kitchen to welcome us was also greatly appreciated! The location was convenient to the beach, restaurants and businesses. The location was fantastic as it was not in the thick of things, we ended up leaving the area only one …

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$172

3 BR / 2 BA / Sleeps 8

7 Reviews

$172

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Beautiful Private Home w/Pool - Tons of Extras!

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

Plenty of room for all of your family and friends! This beautiful Siesta Key home was redone and upgraded throughout in July, 2011, and the folks who have stayed there have loved it! New wood floors, new furniture, new beds, new TV's, new linens, new towels, new kitchen items, new patio furniture, 2 new bbq grills, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Awesome

Left on Jan 13, 2012 for a stay in December 2011

I can't complain, everything was great. My family and I
enjoyed our stay. The house is beautiful, clean and in the great location.
Martha the lady that clean the house did a such great job on the christmas tree and decorations for the holidays.
Great service.
Thank you

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$115

1 BR / 1 BA / Sleeps 4

2 Reviews

$115

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Stay on Siesta,Beach Bungalow

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

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Reviews

(2)

This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach. Don’t want to…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Suits it's purpose for the price

Left on Jan 12, 2012 for a stay in October 2011

A 5 minute stroll to the beach and access to a wonderful large ( great for laps ) pool. The unit itself is nothing fancy, but has all the basics kitchen with adequate flatware, dishes and cooking pans. The furnishings include a futon sofa, tall breakfast table with stolls and a full size bed with a comfortable matress. The bathroom, well the bathtub took a little getting used to, not great. …

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$220

3 BR / 2 BA / Sleeps 10

23 Reviews

$220

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OUR TOP LOCATION! Gertrude's Siesta Key Village

3 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 23 Reviews

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Reviews

(23)

Our Top Location, Gertrude's Village House! Named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled between the best beaches, shopping and dining on the island, …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Details

Reviews

(23)

awesome stay

Left on Mar 12, 2013 for a stay in February 2013

this place is great, located a stone's throw from the night life and an amazing beach. wish we could have spent more time there. super comfortable, sleeps 2 couples and 4 kids easily with plenty of privacy. we will definetly be back.

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$220

3 BR / 2 BA / Sleeps 10

14 Reviews

$220

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Casa Van Lopik (c)- Your lush island getaway!

3 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 14 Reviews

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Reviews

(14)

Casa Van Lopik (c), our canal facing suite, is a large 3BR home perfectly located 1.5 blocks away from the best beaches, shopping, dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches were most beautiful. …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(14)

Totally fell in love!

Left on Feb 07, 2013 for a stay in November 2012

I absolutely love this house and this place! It has a perfect location within walking distance to the cozy center with shops and restaurants (don´t miss the ice-cream at Big Oläf) and to the wonderful beach with white powdery sand. The owner was very helpful and did everything for making the guests feel comfortable. It felt like home and I started to love this place immediately. I would …

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$220

3 BR / 2 BA / Sleeps 10

12 Reviews

$220

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Casa Van Lopik (j)- Your lush island getaway!

3 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 12 Reviews

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Reviews

(12)

Casa Van Lopik (jardin), our garden facing suite, is a large 3BR home perfectly located between the best beaches, shopping dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches were most beautiful. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(12)

Perfect getaway

Left on Oct 08, 2012 for a stay in October 2012

This house was just perfect. It was in a great location, 5-10 minutes walk to two different entrances of the beach (depending on which side of Siesta you prefer). It is also a few minutes walk to the Village for dinner/ice cream, etc.
It was clean, spacious and accomodating. The beds were very comfortable and you could tell that everything was fresh and clean.
The rental agent knew I was …

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$250

3 BR / 2 BA / Sleeps 6

1 / 15

$250

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Birdsong SK House

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Charming 3 BR 2 Bathroom Beach house in Siesta Florida, Cable TV in each room, High speed internet Wifi, heated swimming Pool. Visit website: (website: hidden)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$283

4 BR / 5 BA / Sleeps 10

1 / 23

$283

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Kid friendly Luxury home on Siesta Key

4 BR / 5 BA / Sleeps 10 | Quick view

Details

SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall - screened lanai - Close to…
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$86

0 BR / 1 BA / Sleeps 2

8 Reviews

$86

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Our Top Location! The Siesta Key Village Studio.

0 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

Our favorite location on Siesta Key, The Siesta Key Village Studio, an accommodating ground floor one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one block to your beach, appropriately named “Sunset Beach” by residents …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(8)

Great location fantastic owners

Left on Oct 01, 2012 for a stay in September 2012

Stayed for business/pleasure. Quaint private patio, comfortable bed, kitchenette and great location. We were 2 blocks from anything we needed including some of the most beautiful sunsets I have scene.

Dan was an absolute delight to deal with. He went above an beyond any expectations, including restaurant recommendations and being accessable at all hours.

I have gone to Siesta Key several times …

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$115

1 BR / 1 BA / Sleeps 4

9 Reviews

$115

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Siesta Key Vacation Rentals/Banana Bay Club Resort

1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 9 Reviews

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Reviews

(9)

Banana Bay Club Resorts offers vacation rentals on Siesta Key off the coast of sunny and beautiful Sarasota, Florida! 13 Villas only a 2 minute walk from the beach! Studios up to 4BR's! We rent daily, weekly or monthly and there is no minimum stay, except for weekends, holidays and springtime (February, March & …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(9)

Banana Bay Club is in a perfect location

Left on Jun 19, 2011 for a stay in May 2011

We were recommended Banana Bay Club by friends and have since been on two consecutive years. We stay in Villa 2 and our mother stays in Villa 1. The set up is perfect! We are two minutes walk from siesta key beach which we believe has just been voted the best beach in the whole of America! The sand is like talcum powder and spotlessly clean. Villa 2 has everything you need including a huge …


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