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Siesta Key Vacation Rentals

info & map

Siesta Key is located on a barrier island off Sarasota on Florida’s West Gulf Coast. Siesta Key has a feel of old Florida, and its beach regularly makes the list of top beaches in Florida. Its sand is 99% quartz, giving it a powdery, cool feel. It’s also a spacious beach with room to spread your blanket and set up your beach chairs, and shells are plentiful along the shoreline. Fun in the sun is what Siesta Key is all about!

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17 Vacation Properties in Siesta Key    sleeping 12, 8, 6, 4

Location Price Description (click blue title for more...) Sleeps BRs Baths
Siesta Key vacation rentals that sleep 12  

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Deluxe Townhouse(1-4 Bedrooms) - Private Pool-Siesta Village

This deluxe 3+1 bedroom townhouse is located in the heart of Siesta Village... Just a few steps to all the shops and restaurants... and only a three minute walk to the world famous Crescent Beach! Relax by your private pool. This townhouse is equipped with the amenities rarely found in a vacatio....
Distance to beach: A short block and half to the Beach (2-3 minutes)
Key amenities: walk to an ocean coast beach and walk to an inland waterway beach, deck/porch/patio, pool, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 4 years, 3 months

Property ID# 8754, Listed by: Lisa Gutwein

12 4 3.5
Siesta Key vacation rentals that sleep 8  

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Luxury Townhouse (3BR) Private Pool-Crescent Beach-Village

Beachwalk - spacious, three bedroom, two and a half bath, non-smoking, luxury townhouse with a private elevator and private pool. Right across from world famous Crescent Beach and walking distance to all the shops and restaurants of The Village (four to five blocks). Beachwalk is an almost new t....
Distance to beach: Across the street from Crescent Beach
Key amenities: view of ocean coast, walk to an ocean coast beach, deck/porch/patio, pool, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 6 years, 6 months

Property ID# 8685, Listed by: Lisa Gutwein

8 3 2.5

Village of Siesta Key

Village of Siesta Key Sarasota/Bradenton vacation rental

Siesta Sandcastle I & II

Lovely 3 bedroom, 2-1/2 bath newer duplex home on Siesta Key. We pride ourselves on cleanliness. Located in the village. Steps to restaurants, shops, market and beach. Attached 2 car garage per side. Screened in, heated pool with Jacuzzi. Everything you need for a perfect vacation.....
Distance to beach: Approximately 1-2 minute walk to beach access.
Key amenities: walk to an ocean coast beach, screened lanai, deck/porch/patio, pool, outdoor shower, hot tub, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 7 years, 10 months

Property ID# 5808, Listed by: Susan Anthony

8 3 2.5
Siesta Key vacation rentals that sleep 6  

Siesta Key, Sarasota

Siesta Key, Sarasota Sarasota/Bradenton vacation rental

Summer:
$1,095 - $1,995/week,
Off Season:
$1,095 - $1,995/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

My Perfect Beach House Yours too! (not a duplex or condo)

You can relax and enjoy yourself in your own fenced-in backyard with a heated salt water swimming pool surrounded by palm trees or stroll 1-1/2 blocks to the velvety white sands of Siesta Key beach. The second floor front deck, off the living room, above the 2 car garage allows you a peek at Siesta ....
Distance to beach: 1/10 mile to Siesta Key beach (2 minutes)
Key amenities: view of ocean coast, walk to an ocean coast beach, deck/porch/patio, pool, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly
Time active on this website: 1 year, 10 months

Property ID# 18367, Listed by: John Gonzalo

6 3 2.5

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Summer:
$1,325 - $1,797/week,
Off Season:
$1,325 - $1,797/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Awesome Siesta Key Beach Gulf Front Condo in Siesta Dunes

The complex is located on Crescent Beach and is situated near the center where the beach is widest. Crescent Beach is famous for its crescent shape with soft white sand. Made from 99% pure quartz, the sand is soft, floury and cool to the touch even in the hottest sun. Our condo has 1,200 sq ft ....
Distance to beach: 1/10 mile to Crescent Beach- Island of Siesta Key
Key amenities: on an ocean coast beach, screened lanai, deck/porch/patio, pool, outdoor shower, hot tub, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, handicap accessibility
Time active on this website: 8 years, 4 months

Property ID# 5731, Listed by: Marilee Greene

6 2 2
Owner Special: Between Thur, Dec 29th to Sat, Jan 21, 2012 get the 'off season' rate of $1325.00 per week + tax.

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Summer:
$1,080 - $1,494/week,
Off Season:
$1,080 - $1,494/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Awesome Siesta Key Garden Condo on the Gulf in Siesta Dunes

Siesta Key is situated on what is known as a barrier island. It measures eight miles long and lies just offshore Sarasota, FL. Two bridges connect Siesta Key to the mainland. Siesta Key is known for its tranquil beauty and has everything you need for a restful visit. Siesta Dunes is one of the....
Distance to beach: 2 minute walk to Crescent Beach-Island of Siesta K
Key amenities: on an ocean coast beach, screened lanai, deck/porch/patio, pool, outdoor shower, hot tub, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 8 years, 4 months

Property ID# 5885, Listed by: Marilee Greene

6 2 2

Siesta Key Sarasota

Siesta Key Sarasota Sarasota/Bradenton vacation rental

Summer:
$650 - $1,150/week,
Off Season:
$650 - $1,150/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Awesome Beach Condo Across Street from Siesta Key WiFi HDTV

As the condo owner we offer our luxurious two bedroom, 1 and 1/2 bath condo just across the street from sunny Siesta Key Beach. Just 10 minutes from Sarasota Airport and about an hour from Tampa International Airport. It accommodates up to four guests. It is a beautifully furnished condo wit....
Distance to beach: 5 minute walk
Key amenities: on ocean bay, walk to an ocean coast beach, boat dock, deck/porch/patio, pool, outdoor shower, central A/C, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 7 years, 6 months

Property ID# 7890, Listed by: Paul

6 2 2.5

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Summer:
$799 - $1,325/week,
Off Season:
$799 - $1,325/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Luxury Beachfront Condo Ocean Views

Siesta Key Beach, one of the top beaches in the world, is just 50 steps away from this home away from home. Enjoy the beautiful ocean views and breathtaking sunsets from our 2nd floor newly remodeled condo. At night, listen to the soothing sounds of the Gulf of Mexico. This quiet and private cond....
Distance to beach: About 55 steps from famous Siesta Beach
Key amenities: on an ocean coast beach, screened lanai, central A/C, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 5 years, 1 month

Property ID# 12624, Listed by: Brenda Daniel

6 2 2

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Summer:
$850 - $1,325/week,
Off Season:
$850 - $1,325/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Spacious Condo on Beachfront Resort on Crescent Beach WIFI

This condo is in a large, spacious, beautifully landscaped complex in the middle of Crescent Beach where couples as well as families are welcome. Our balcony is nestled in a quiet, lush tropical setting with birds serenading in the surrounding trees; yet close to all amenities. Short walk through o....
Distance to beach: 1/10 - 2/10 Complex directly on Crescent Beach
Key amenities: on an ocean coast beach, screened lanai, deck/porch/patio, pool, outdoor shower, hot tub, jacuzzi, central A/C, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 4 years, 8 months

Property ID# 6143, Listed by: Leena

6 2 2

Siesta Key / Sarasota

Siesta Key / Sarasota Sarasota/Bradenton vacation rental

Summer:
$1,020 - $1,645/week,
Off Season:
$1,020 - $1,645/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Siesta Key Condo on the Gulf - Spectacular Sunsets!

This is a newly available 2nd floor condo on south Siesta Key. You could throw a golf ball into the gulf from this beachfront condo! Located on Siesta Key in Sarasota, Florida, this vacation home has the best of both worlds - the beach in front and the intercoastal and boat docks in back. The area m....
Distance to beach: RIGHT ON THE BEACH!!
Key amenities: on an inland waterway beach, boat dock, screened lanai, deck/porch/patio, pool, central A/C, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 7 years, 9 months

Property ID# 6664, Listed by: Kevin Misner

6 2 2

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Summer:
$1,020 - $1,645/week,
Off Season:
$1,020 - $1,645/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

1 Week Just isn't Enough! Beach & Surf at your Doorstep!

Welcome to your ''beach, dream vacation'' home where 1 week just isn't enough! Wireless high speed internet available at no extra cost!!! Located right on Turtle Beach on beautiful Siesta Key-on the southern most tip of the island--a location like none other with a direct view of the gulf and ....
Distance to beach: 0 feet-right on the beach!
Key amenities: on an ocean coast beach, boat dock, screened lanai, deck/porch/patio, pool, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 6 years, 11 months

Property ID# 8847, Listed by: Debbie Sipp

6 2 2

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Summer:
$3,000 - $3,500/month,
Off Season:
$2,000 - $3,500/month,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Affordable and Just Two Blocks to this Beautiful Beach

You've found just the place for a carefree vacation! An easy walk to the exquisite white sands and warm waters of famous Crescent Beach on the Gulf of Mexico - regularly rated one of the top 10 beaches - you'll also be just a few doors from the beautiful pool. Link to Virtual Tour: http://www.im....
Distance to beach: a couple of blocks
Key amenities: walk to an ocean coast beach, screened lanai, pool, outdoor shower, central A/C, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 3 years, 1 month

Property ID# 14327, Listed by: Tad Johnson

6 2 2
Siesta Key vacation rentals that sleep 4  

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Award Winning Siesta Beach

Located at award winning Siesta Beach, this 2 bedroom corner condo vacation rental has huge glass sliders opening to two large balconies, from which you will enjoy incredible views. The spacious unit includes living room with huge windows and sliders leading to a balcony overlooking gardens and S....
Distance to beach: Directly across from Siesta Key Beach, 200 yards
Key amenities: walk to an ocean coast beach, deck/porch/patio, pool, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 4 years, 2 months

Property ID# 14235, Listed by: Laurie Noble

4 2 2

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Beautiful End Unit at Island Reef

Island Reef is located on beautiful Siesta Key, home of the finest, whitest sand in the world. This is a brand new corner unit. It is serenely situated on the bay side with views of the gulf and bay and overlooks one of two pools. It is a large and spacious end unit which is elegantly furnished w....
Distance to beach: 2 minute walk to private beach
Key amenities: view of ocean coast, walk to an ocean coast beach, boat dock, pool, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly, smoking permitted
Time active on this website: 1 year, 4 months

Property ID# 19424, Listed by: Ken Scarry

4 2 2

Siesta Key / Sarasota

Siesta Key / Sarasota Sarasota/Bradenton vacation rental

Summer:
$1,395 - $1,695/week, $4,485 - $5,685/month,
Off Season:
$1,595/week, $2,985 - $4,485/month,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Booked solid until June 9, 2012 book later dates now to save

WE HAVE THE ABSOLUTE BEST SPOT ON THE ABSOLUTE BEST BEACH! (Reuters, May 27, 2011) 7 day Sat to Sat minimum stay. CHECK OUT OUR AWARD-WINNING WEBSITE SIESTAKEYHEAVEN.COM FOR THE PROOF! Take the magical musical video tour at tour1.SiestaKeyHeaven.com. Go to SiestaKeyHeaven.com for complete in....
Distance to beach: Smack dab on the beach, 200 yds. of beautiful sea
Key amenities: on water, walk to beach, screened lanai, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 2 years, 9 months

Property ID# 14063, Listed by: Robert Kramer

4 2 2

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental

Summer:
$699 - $1,099/week,
Off Season:
$699 - $1,099/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

Romantic Beachfront Condo on Siesta Beach

Siesta Key Beach, one of the top beaches in the world, is just 50 steps away from this home away from home. Enjoy the beautiful ocean views and breathtaking sunsets from our 3rd floor newly remodeled condo. At night, listen to the soothing sounds of the Gulf of Mexico. This quiet and private cond....
Distance to beach: Siesta Beach is only 50 steps away
Key amenities: on an ocean coast beach, screened lanai, central A/C, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 5 years, 3 months

Property ID# 12465, Listed by: Brenda Daniel

4 1 1

Siesta Key

Siesta Key Sarasota/Bradenton vacation rental
Click here to see a video of this Siesta Key vacation rental.

Summer:
$800/week,

See a full calendar with detailed availability and pricing for this Siesta Key vacation rental.

All Enclusive Beach Paradise On Siesta Key!

This completely remodeled unit has all new furnishings, bedroom, bath, kitchen, lanai, etc. Comes complete with beach chairs, beach and regular towels, all linens, laundry facilities downstairs, and has internet access. Beach access is across the street to the world famous ''Cresent Beach'', 6 miles....
Distance to beach: 500 Yards
Key amenities: walk to an ocean coast beach, boat dock, screened lanai, deck/porch/patio, pool, central A/C, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly
Time active on this website: 3 years, 9 months

Property ID# 14787, Listed by: Scott M.Clark

4 1 1