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Siesta Key Holiday Rentals

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Contact Owner
Nightly rate from
£89
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
    £89 - £134
  • Weekly
    £621 - £934
  • Monthly
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Contact Manager
Nightly rate from
£94
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
    £94 - £188
  • Weekly
    £561 - £1,125
  • Monthly
    £1,817 - £3,389
Contact Owner
Nightly rate from
£235
Management: Verified Plus owner
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 3
Min stay:3
Casa de Mariposa is one of Siesta Key's finest fully appointed and decorated town home(s)(2 units Front OR Back & rates noted are for 1 unit only ; both units ...
  • Nightly
    £235 - £266
  • Weekly
    £1,630 - £1,818
  • Monthly
    £5,956 - £6,270
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
    £514 - £677
  • Monthly
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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
    £1,210 - £2,571
Contact Manager
Nightly rate from
£94
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
    £94 - £125
  • Weekly
    £436 - £937
  • Monthly
    £1,514 - £3,236
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
    £1,210 - £2,571
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
    £1,817 - £3,638
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 1
All New! 1 King, 2 Twins, Queen Leather Sleeper sofa. Features 3 TV's.This Villa is completely remodeled and renovated. It has all new furnishings, ...
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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
    £1,514 - £3,206
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
    £1,210 - £2,571
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
    £1,514 - £3,206
Contact Manager
Nightly rate from
£60
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
    £60 - £125
  • Weekly
    £373 - £812
  • Monthly
    £1,211 - £2,600
Contact Manager
Nightly rate from
£94
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
    £94 - £125
  • Weekly
    £436 - £937
  • Monthly
    £1,514 - £3,236
Management: Professional
Property: Holiday Rental House
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 Holiday Rental Advice
Posted by janellpgh, 22 Dec 2009
... is staying there and has snatched up the condos that have been advertised online by the owners and I am not having much success with the rental office. Does anyone know how i can go about getting in touch with the owners or the condo to rent for that week ... more
Posted by siestales51, 23 Dec 2009
... for August this early. The rental office is ... ... for Casa Mar under the vacation rentals section - you can read verified reviews from Flip Key. That may give you some updated info on which unit you want. Another good website is www.vacationrentals.com If you still don't find anything ... more
Posted by Wanderlust-For-2, 17 Aug 2009
... decks /Music) Read through the rental ad...No mention of A/C? Deal breaker for a lot of people. Curious as to why there are no pics of their newly remodelled granite kitchen. I would have one of those posted if I was the owner. Inquire as to sq footage ... more
Posted by angiednc, 22 Dec 2009
... It is our new FAVORITE vacation spot and ... ... out for dinner...it is vacation after all! The owners were in the upper unit for the first part of the week and are WONDERFUL!...as well as the realty company that handles the unit...VERY friendly and helpful! We are going ... more
Posted by austinill, 23 Dec 2009
We looked at this rental several months ago but it was booked for the week we wanted it. The owners live in my state and we have talked several times via email and phone. They sound like great couple. Since their's was booked, they gave us leads on several ... more
Posted by ctorres06, 25 Nov 2009
Looking for rental april 21-28 or May 5-12? Siesta Key area. 2 adults and a 3yr old. ... more
Posted by siestales51, 26 Nov 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, 19 Nov 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, 19 Nov 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, 24 Nov 2009
I agree, it would be interesting to see how cheap someone was able to get a rental for. ... 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