Skip to content

Holiday rentals in Dade City

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Dade City

Guests agree: these stays are highly rated for location, cleanliness, and more.

Hickory Breeze Guest House
SUPERHOST
Entire guest house · 2 guests · 1 bed · 1 bathroom

Hickory Breeze Guest HouseLocated in a rustic 2.5 acre country setting surrounded by shady oak and towering hickory trees, our guest house is a very comfortable ranch style space. Garage parking is available with direct access to the guest house from the garage. Lovely views across the lake from our guest-accessible front porch. Enjoy walking around our park-like property listening for the variety of bird songs and peaceful shaded paths. Five minutes outside of beautiful Dade City, Florida.

Affordable Florida Vacation
Entire cottage · 2 guests · 1 bed · 1 bathroom

Affordable Florida VacationA tiny home with everything that is needed for a short term or longer term stay. We are a 55+ community with amenities galore. We have a pool, shuffleboard, bocce ball, horse shoes, and pool tables for you and your family to enjoy. Dade City is a small town with a quaint down town. We are 45 minutes from the Gulf Coast and 45 minutes from Lakeland, where the swans are, and 60 minutes to see the Mermaids at Weeki Wachee.

★♥Tiny House New Build Near Park,  Pond & Downtown
SUPERHOST
Tiny house · 4 guests · 2 beds · 1 bathroom

★♥Tiny House New Build Near Park, Pond & DowntownExperience a New Construction Tiny House on Foundation • Single Tiny House on an Entire Lot! • 360 SF / 1 Level • Weekly, Monthly & Seasonal Discounts • Private Front Porch • Steps to Beautiful Zephyr Park • 6 min. walk to Historic Downtown Main Street • Stocked + Equipped Kitchen • Charming Residential Neighborhood • Built by specialized FL Tiny Home Builder • Washer/Dryer • FiOS Wifi 500 Mbps • Onsite Private Parking • Stepping stones lead to front porch-Sidewalk coming soon

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Dade City holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Dade City

  1. Entire rental unit
  2. Dade City
Florida Breeze- Farm Stay- 7 miles from I-75
SUPERHOST
  1. Entire cottage
  2. Brooksville
The Shebeen on Irish Acres, A Country get away ...
SUPERHOST
  1. Entire cottage
  2. Zephyrhills
Country Atmosphere Yet Close To Everything
SUPERHOST
  1. Entire rental unit
  2. Zephyrhills
Gray Guest House
SUPERHOST
  1. Entire apartment
  2. Wesley Chapel
★Saddlebrook Resort-Stunning 5★ beauty 2/2 w/club★
SUPERHOST
  1. Entire bungalow
  2. Dade City
The Penny House - Built 1925 - Downtown Location!
  1. Entire rental unit
  2. Dade City
Duck Haven - Farm Stay - 7 miles from I-75
SUPERHOST
  1. Entire townhouse
  2. Zephyrhills
Saddlebrook Resort Townhouse
SUPERHOST
  1. Entire guest suite
  2. Zephyrhills
Private Guest Suite
SUPERHOST
  1. Entire guest house
  2. Dade City
Studio Zen
SUPERHOST
  1. Entire loft
  2. Dade City
The Howard - Industrial Studio - Downtown Location
  1. Entire cottage
  2. Dade City
Perfect Getaway

Nearby destinations