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Siesta Key Vacation Rentals

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[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Contact Owner
Nightly rate from
$142
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 1
Min stay:7
This Siesta Key one-bedroom beachfront penthouse condo is the holiday vacation rental condo you will return to again and again. Siesta Key Beach is rated #2 ...
  • Nightly
    $142 - $213
  • Weekly
    $990 - $1,490
  • Monthly
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Contact Manager
Nightly rate from
$150
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Siesta Key Florida House of Sun 307 rentals condos is very family-friendly, was recently renovated and has sensational sunset and Gulf views. Any ...
  • Nightly
    $150 - $300
  • Weekly
    $895 - $1,795
  • Monthly
    $2,898 - $5,296
Contact Owner
Nightly rate from
$375
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 6, sleeps 12
Bathrooms: 6
Min stay:3
Casa de Mariposa is one of Siesta Key's finest fully appointed and decorated town home(2 unit) rentals offering Gulf of Mexico views with the convenience of ...
  • Nightly
    $375 - $425
  • Weekly
    $2,600 - $2,900
  • Monthly
    $9,500 - $10,000
Management: Verified owner
Property: Villa
Bedrooms: 2, sleeps 6
Bathrooms: 1
SPECIAL Stay 6 nights and get the 7th FREE - August 1 - November 16, 2009 My vacation villa has 2BR 1BA with a King sized bed, and two double beds. The bath ...
  • Nightly
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  • Weekly
    $820 - $1,080
  • Monthly
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Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
With views over a sunny, courtyard, a stay at Excelsior Condos’ unit 309 provides great value for a vacation filled with anything and everything you care to ...
  • Nightly
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  • Weekly
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  • Monthly
    $1,930 - $3,980
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
Enjoy the sunset each night from your private balcony, with the Gulf's view. Palm trees and lush vegetation fill the private beach access between your balcony ...
  • Nightly
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  • Weekly
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  • Monthly
    $2,414 - $4,956
Contact Manager
Nightly rate from
$150
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Decked in pure tropical style, Siesta Dunes Beach 104 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the ...
  • Nightly
    $150 - $200
  • Weekly
    $695 - $1,495
  • Monthly
    $2,415 - $5,035
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
Past guests of Excelsior Condo’s unit 205 love the well-kept resort grounds and immaculate facilities, including two pools. With exclusive access to a gated ...
  • Nightly
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  • Weekly
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  • Monthly
    $1,930 - $3,980
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
Enjoy all the comforts of home in this cosy condo with soaring ceilings. A great bay view in a very quiet building makes this a perfect, relaxing retreat. ...
  • Nightly
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  • Weekly
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  • Monthly
    $1,930 - $3,980
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
nicest and most beautiful property on the Siesta Key Beach.” So writes a happy guest - and who are we to disagree? Perfect for long-term renters, our Siesta ...
  • Nightly
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  • Weekly
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  • Monthly
    $2,898 - $5,802
Contact Manager
Nightly rate from
$95
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Siesta Key’s largest heated pool is begging for all the games and excitement you can give it. Ample pool beds and an adjacent covered area mean you can ...
  • Nightly
    $95 - $200
  • Weekly
    $595 - $1,295
  • Monthly
    $1,931 - $4,057
Contact Manager
Nightly rate from
$150
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Do you have children who’ll delight in the geckos and insects they can discover in the garden? Or do you love nature and the sight and scents of tropical ...
  • Nightly
    $150 - $200
  • Weekly
    $695 - $1,495
  • Monthly
    $2,415 - $5,035
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Located on the bay side, the benefits of Siesta Key’s Excelsior unit 6271 are two-fold: you get the bay’s great water views and quiet seclusion, with the ...
  • Nightly
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  • Weekly
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  • Monthly
    $2,414 - $4,956
Management: Professional
Property: Rental Home
Bedrooms: 1, sleeps 2
Bathrooms: 1
King Size Bed, 2-TV's, DVD, VCR, Bathroom Has An Over Sized Walk InShower, Villa Is Located Halfway Between The private Gulf Beach And Pool Policy: Non ...
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  • Weekly
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  • Monthly
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Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 2
1 Queen, 2 Doubles 3 Televisions, 3 DVD's Enjoy unobstructed views of the Gulf of Mexico and Siesta Key Beach from the 2nd floor of this beautifully appointed ...
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Siesta Key Vacation Rental Advice
Posted by ctorres06, Nov 25, 2009
Looking for rental april 21-28 or May 5-12? Siesta Key area. 2 adults and a 3yr old. ... more
Posted by siestales51, Nov 26, 2009
... of the properties that offer vacation rentals will be dropping their prices a week after Easter, you should be able to find something within your budget. Take a look at www.vacationrentals.com, www.siestakeychamber.com, www.vacationhomerentals.com, www.rentalo.com If you look at TA under hotels and ... more
Posted by mombear, Nov 19, 2009
... Milo months ago concerning a vacation rental and the one we were interested in was unavailable for our dates, but I guess he sends out e-mail updates to all who have contacted him, so this morning I opened one and he has a HUGE list of rentals offered at ... more
Posted by Chuts, Nov 19, 2009
Wow! Thanks for sharing that info. Ideal for those who are on the fence about taking a vacation in Florida. ... more
Posted by jerrysnj, Nov 24, 2009
I agree, it would be interesting to see how cheap someone was able to get a rental for. ... more
Posted by Kt526, Nov 16, 2009
... plan a last minute Christmas vacation to Siesta Key with my dad and two teenage siblings. I'm looking for a 2 bedroom condo on the beach preferably near restaurants and shops but not necessarily within walking distance. Budget isn't really an issue. I've done some research online ... more
Posted by SRQgirl, Nov 17, 2009
... Some condos have a minimum rental period. Both ... ... walking distance to Crescent Plaza) Sandbox on the Beach (walking distance to Siesta Village) Crescent Siesta Key (upscale) Sea Club V Jamaica Royale Crystal Sands For websites and rentals: www.siestakeychamber.com www.vrbo.com www.siesta4rent.com www.vacationrentals.com ~SRQgirl ... more
Posted by mombear, Nov 19, 2009
... mail this morning with a huge list of vacation rentals offered at name-your-own-price rates.....some are in Siesta Key.......maybe you can find one that is suitable for your family.... http://vacationrentalpros.com/vacation-rentals/rental-deals/?utm_campaign=111909&utm_medium=Email&utm_source=HF-Email ... more
Posted by cbchrc, Nov 13, 2009
... early April will be our peak season, so you'll probably find some difficulty in getting accomodations anywhere close to the beaches, as well as the highest prices and minimum rental periods. If you can change the timing to late April or to May, the pricing will be significantly better ... more
Posted by siestales51, Nov 13, 2009
... beach but very close that might be a bit more budget friendly for you. Take a look at the reviews section of TA - under Hotels and Specialty Lodging will also give you condos to look at and Flip Key has verified reviews of the condos under the vacation rentals section ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns