$213
AVG NIGHTLY RATES
122
FUNSTAYHOMES
10-20%
OFF-PEAK SAVINGS
The best time to book a vacation home in Davenport FL is September through early November, when nightly rates drop 10 to 20% below peak pricing. Vacation homes Davenport Florida near Disney offer 4 to 10 bedrooms with private pools at an average of $213 per night, just 20 minutes from Disney World. FunStay Homes manages 122 properties across ChampionsGate, Windsor Island, and Solterra, and the pattern is the same every year: families who book during the cheapest time to rent a vacation home near Disney save hundreds over spring break or summer.
Davenport FL Vacation Rental Prices by Month
Davenport FL vacation rental prices by month follow a predictable curve. Here is what 2027 looks like based on market data and our booking patterns.
January – February
10-20% below peak. Occupancy drops below the annual average. Strong window for flexible schedules.
May
Brief dip between spring break and summer. Rates drop and availability opens up.
August
Rates decline as Florida schools resume. Late August has better availability.
November
Early November stays affordable. Prices jump Thanksgiving week.
March – April
Spring break spike. Large homes (6+ BR) in ChampionsGate and Reunion book out months early.
June – July
Second peak. Summer demand pushes occupancy above the 56% annual average. Rates match spring break.
September – October
Cheapest months. September averages ~$1,260/property. Mild weather, shorter Disney lines.
December
Holiday travel pushes rates back to peak around Christmas and New Year’s.
These are the best months to find cheap vacation rentals in Davenport.

Peak vs Off-Peak: The Cheapest Time to Rent a Vacation Home Near Disney
The cheapest time to rent a vacation home near Disney falls into three windows: January, late August, and September through early November. During these months, off peak season Orlando vacation homes in Davenport run 10 to 20% below the March and July highs.
Peak season covers March through April, June through July, and December holiday weeks. During peak months, the best time to book a vacation home in Davenport FL is as early as possible. Popular homes in Windsor Island and Solterra sell out first.
Off peak season Orlando vacation homes give families lower crowds on top of lower rates. Key events shift demand in otherwise quiet months: Marathon Weekend fills January homes, MNSSHP lifts August through October, and Food & Wine Festival draws fall crowds. Check the Disney event calendar to book before event-driven surges.
How Far in Advance to Book a Vacation Rental in Orlando
Families ask how far in advance book vacation rental Orlando, and the answer comes down to the season and the size of the home.
SUMMER
4-6 months
Jun-Aug. 6BR homes avg 83 days ahead
SPRING BREAK
3-5 months
Mar-Apr. Best homes go first
OFF-PEAK
4-6 weeks
Sep-Feb. Last-minute options available
For holiday trips, how far in advance book vacation rental Orlando matters most around Thanksgiving and Christmas. Aim for at least 3 months before those weeks.
Davenport vs Kissimmee: Which Vacation Rental Offers Better Value?
- Newer communities (Solterra, Windsor Island)
- Larger floor plans
- Lower nightly rates
- Resort pools and water parks
- 20 min to Disney
Kissimmee
- Closer to Disney (10-15 min)
- More dining and shopping nearby
- Higher nightly rates
- Older home inventory
- Higher demand, books faster
When comparing a Davenport vs Kissimmee vacation rental, Davenport wins on home size and price per bedroom. Communities like Solterra and Windsor Island were built within the last decade, with larger floor plans and resort amenities like community pools and water parks. Kissimmee is closer to Disney’s front gate, but nightly rates reflect that proximity. A Davenport vs Kissimmee vacation rental comparison shows Davenport averaging lower costs for the same bedroom count.
FunStay Homes manages Davenport vacation homes for families and properties in Kissimmee. For a breakdown of top communities, read our guide to ChampionsGate vs Reunion vs Storey Lake.

Why Book Direct for Vacation Homes in Davenport Florida Near Disney
The best time to book a vacation home in Davenport FL is whenever you find the right property, and the smartest way to book is direct. FunStay Homes saves families 10 to 15% over Airbnb or Vrbo by cutting platform service fees entirely.
122 Properties
Across ChampionsGate, Windsor Island, Solterra, Reunion, and Storey Lake
Private Pools
Every home includes a private pool. Most have game rooms and themed kids’ bedrooms
10-15% Savings
No platform fees. Direct booking = lower total cost
Local Team
Direct communication before, during, and after your stay
Plan your itinerary with our guide to things to do in Davenport.
Frequently Asked Questions
When is the cheapest time to rent a vacation home near Disney World?
September and October. Davenport nightly prices drop 10 to 20% below peak, park crowds thin out, and availability opens up across all home sizes.
How far in advance should I book a vacation rental in Davenport FL?
For summer, book 4 to 6 months ahead. Spring break needs 3 to 5 months. Off-peak months like September through February need only 4 to 6 weeks of lead time.
Are vacation rental prices lower in Davenport than Kissimmee?
Yes. Davenport homes are newer and larger with lower nightly rates than comparable Kissimmee properties. The trade-off is 5 to 10 extra minutes of drive time to Disney.
What month has the lowest vacation rental prices near Disney?
September. Average revenue for Davenport vacation homes hits its yearly low at $1,260 per property. October is a close second.
Is it cheaper to book a vacation rental last minute or early?
Early booking locks in the best rates for peak months. The best time to book a vacation home in Davenport FL for summer or spring break is 3 to 6 months ahead. Last-minute deals appear during off-peak months, but large homes still fill early.





