South Florida Holiday Rental Home Search
Only freelancers located in the U.S. may apply.U.S. located freelancers only
Overview: I’m looking for an experienced local Palm Beach / Delray Beach short-term rental specialist to help secure a high-quality, comfortable home for 5 adults for a 4–7 night stay around the holidays. Target Dates (approx.): Preferred window: 12/26/2026 to 1/2/2027 Stay length: 4–7 nights Flexibility: We can shift check-in/out within that window if it unlocks better options/availability. Location: Search area: Palm Beach (South) through Delray Beach (including nearby coastal areas as appropriate). I know this market well and will have specific expectations on neighborhood/location. What we need: A comfortable, higher-end home suitable for 5 adults (not looking to “make do”). Assume a Class A / A+ renter with clear opinions and expectations on quality and total cost. Strong likelihood of: quality beds, clean/upgraded interiors, good living space, strong management/communication. Your Responsibilities: 1) Search comprehensively across: Airbnb and VRBO Local property manager / vacation rental company sites (Palm Beach / Delray region) Any reputable direct-book options 2) Build a shortlist of the best available options that fit the dates and 5 adults. 3) Contact hosts/property managers to confirm: Exact availability for our window All-in pricing (nightly rate + cleaning + taxes + fees + deposits) Policies (cancellation, minimum nights, check-in/out flexibility) Any important restrictions (parking, noise rules, occupancy, etc.) 4) Present findings in a clean comparison (spreadsheet or structured message) with links and notes. Deliverables: Shortlist of 5–10 strong candidates, then narrow to top 3–5 after feedback For each finalist: confirmed availability, all-in price estimate, and key pros/cons Fast communication and clear status updates Ideal Freelancer: Based in (or deeply familiar with) Palm Beach / Delray rental market Comfortable doing outreach and follow-ups with property managers Strong taste/filters for quality listings (can quickly eliminate “looks good in photos but isn’t”) Timeline / Urgency: Start immediately after hire First shortlist within 48–72 hours Goal: secure the best option as early as possible (holiday weeks book up) To Apply (please include): What zip codes/neighborhoods you know best in Palm Beach/Delray 2–3 examples of STR searches you’ve done (brief) Your approach: how you’ll search beyond Airbnb/VRBO and how you’ll handle outreach Your expected turnaround time for the first shortlist
- Less than 30 hrs/weekHourly
- < 1 monthDuration
- IntermediateExperience Level
- Remote Job
- One-time projectProject Type
Skills and Expertise
Activity on this job
- Proposals:Less than 5
- Last viewed by client:last week
- Interviewing:1
- Invites sent:12
- Unanswered invites:10
About the client
- United StatesCharlotte7:04 PM
- $14K total spent56 hires, 6 active
- 292 hours
- Real EstateSmall company (2-9 people)
Explore similar jobs on Upwork
How it works
Create your free profileHighlight your skills and experience, show your portfolio, and set your ideal pay rate.
Work the way you wantApply for jobs, create easy-to-by projects, or access exclusive opportunities that come to you.
Get paid securelyFrom contract to payment, we help you work safely and get paid securely.
About Upwork
- 4.9/5(Average rating of clients by professionals)
- G2 2021#1 freelance platform
- 49,000+Signed contract every week
- $2.3BFreelancers earned on Upwork in 2020
Find the best freelance jobs
Growing your career is as easy as creating a free profile and finding work like this that fits your skills.
Trusted by