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Business Details
29 Years
experience
Premier Siesta Key Vacation Rentals Since 1997
Since 1997, Siesta 4-Rent has been a family-owned and operated leader in vacation rental management on Siesta Key. Our team of licensed real estate professionals specializes in curating a diverse portfolio of beachfront condos and homes, ensuring accommodations for every traveler's needs. We prioritize competitive pricing, transparent booking processes, and personalized service to create seamless vacation experiences.

With over 25 years of local expertise, we leverage our deep understanding of Siesta Key's unique market to deliver exceptional value to guests and property owners alike. Our commitment to maintaining high standards in property presentation and customer care has earned us enduring trust within the community and among returning visitors.
Services
Vacation Rentals Property Management Online Booking Pet-Friendly Rentals 24/7 Support
Details
  • Year established: 1997
Highlights and features
  • Family-owned since 1997 with unmatched local market knowledge
  • All staff are licensed real estate professionals
  • Transparent online booking with no hidden fees
  • 24/7 customer support for urgent guest needs
  • Pet-friendly options with clear fee structure
What people say
Knowledgeable assistance Unforgettable memories Great service Best company Happy using them
Services
Vacation Rentals
We offer premium vacation rentals on Siesta Key ranging from cozy studios to spacious 5-bedroom homes. Our properties feature direct beach access, modern amenities, and professional management. Each rental undergoes strict quality checks to ensure comfort and safety for all guests.
Property Management
Our property management services include income analysis, marketing, guest coordination, and maintenance oversight. We leverage 25+ years of local expertise to maximize returns for property owners. All managed properties benefit from our licensed real estate professionals' market knowledge.
Online Booking
Our user-friendly platform enables instant booking with transparent pricing and real-time availability. Guests access property photos, amenity details, and seasonal rate information 24/7. The system requires no complicated steps, ensuring seamless reservations from any device.
Pet-Friendly Rentals
We offer select pet-friendly properties with clear guidelines and fee structures. Our staff assists in matching guests with appropriate accommodations that welcome small, non-aggressive dog breeds. Pet fees are transparently disclosed during the booking process.
24/7 Support
Licensed professionals provide emergency support and urgent issue resolution outside regular business hours. Our dedicated phone line ensures guests receive timely assistance for critical needs. This service complements our standard business-hour operations for comprehensive coverage.
Questions
What is your cancellation policy?
We require a 25% deposit with full payment due 14 days before arrival. Cancellations over 60 days prior receive a refund minus $150 fee plus 3%. Deposits are non-refundable within 60 days.
Do you offer pet-friendly rentals?
Yes, select properties accept small non-aggressive breed dogs. A $300 pet fee applies. Contact our team for specific availability and requirements.
How does the damage waiver work?
A $99 accidental damage waiver covers up to $5,000 in protection for stays under 21 nights. Longer stays have increased fees: $149 for 22-42 nights and $199 for 43-63 nights.
What payment methods do you accept?
We process payments through secure online transactions. Specific payment methods include major credit cards and electronic transfers. Contact our office for detailed payment options.
Are your agents licensed professionals?
Yes, all reservation agents are licensed Florida real estate brokers or sales associates, ensuring expert guidance throughout your rental experience.
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Reviews (5)
Mary Seibert
Mar 20, 2022 Report
Our rental home at 452 Canal Rd. was perfect for our family reunion. The house was clean, comfortable, and well equipped. We loved the heated swimming pool. There were plenty of beach chairs in the garage and a sturdy cart for transporting items to the beach. Siesta 4 Rent was very accessible and easy to communicate with. We' ll definitely rent from them again.
Katie Stricker
Dec 25, 2021 Report
The staff was wonderful. They were flexible and helpful the entire process. We loved the house- it was perfect for our needs. Thanks a bunch for helping to make our vacation a great one!
Amanda Lindsay
Nov 09, 2021 Report
I have rented property through them twice. Th times they have been a pleasure to work with. Their staff has been both understanding and accommodating. Their Saturday hours in the fall are not ideal, but you can make it work by planning ahead.
Brian Sims
Dec 12, 2020 Report
Crystal Sands Unit 1001 Would not use Siesta4rent again. This is our 3rd time using them. First 2 times were fine. This last rental was horrible. They charged full price, unit hadn't been renovated in over 30 years(microwave from 1989). We needed a new mattress as springs were popping through old one. Basic cable only on 1 of 3 older model Tv's. One evening the ancient washing machine flooded dining room and 2nd bedroom causing my 81 year old mother in law to slip and fall. Too many other issues to list. We have asked for a partial refund and the owner refused. We've already booked our next stay at Crystal Sands with another management company.
Mark Vargo
Nov 18, 2020 Report
Wonderful vacation spot! Thank-you to the owners @ 455 canal Rd. This house has everything for a nice size family. You can walk to everything with in minutes. Siesta 4- Rent was very helpful, quick and easy. Can wait to go again some day! Everyone who went said they would go there again!