Photo by Holly Smith

Search Cottages in Saint Leo

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 24 Cottages in Saint Leo with updated reviews, rates, and availability.

"The Florida Cracker "THE GREEN ROOM"
Interior

"The Florida Cracker "THE GREEN ROOM"

10.0 out of 10, Exceptional, (4)
"Marking this as one of my favorite vacations spots in Florida. The property was amazingly clean, up to date, and so close to two awesome restaurants a stone's throw away. Breakfast/Lunch at the Florida Cracker Kitchen, and Dinner and Live entertainment at the Florida Cracker Tap house. What a blast!!!! I came with my elderly parents to a wedding in the Brooksville area and this was the perfect place for us to stay. No stairs for my parents to climb, and no carpet other than a bear type rug...
"The Florida Cracker "THE GREEN ROOM"
The Shebeen A small Irish cottage,come experience the enchantment and trnquility
Terrace/patio

The Shebeen A small Irish cottage,come experience the enchantment and trnquility

10.0 out of 10, Exceptional, (16)
"Enjoyed being close to farm life & animals!! "
The Shebeen A small Irish cottage,come experience the enchantment and trnquility
The Harmony Oaks Homestead - Tiny Florida Cottage
Private kitchen

The Harmony Oaks Homestead - Tiny Florida Cottage

2.0 out of 10, (1)
"We were refunded once we got there. No check in instructions and no response from host. This property is a scam and Vrbo is now holding the money for up to 15 days."
The price is AED 547
AED 793 total
includes taxes & fees
31 Mar - 1 Apr
The Harmony Oaks Homestead - Tiny Florida Cottage
12 Mi to Dtwn Tampa: Vibrant Home w/ Outdoor Space
Interior

12 Mi to Dtwn Tampa: Vibrant Home w/ Outdoor Space

3.0 star property
12 Mi to Dtwn Tampa: Vibrant Home w/ Outdoor Space
Cozy downtown Dade City cottage. Pet friendly.
Private kitchen

Cozy downtown Dade City cottage. Pet friendly.

Cozy downtown Dade City cottage. Pet friendly.
Sunny Wesley Chapel Home ~ 2 Mi to Epperson Lagoon
House (5 Bedrooms) | Interior

Sunny Wesley Chapel Home ~ 2 Mi to Epperson Lagoon

3.0 star property
Sunny Wesley Chapel Home ~ 2 Mi to Epperson Lagoon
Spring Hill Retreat w/ Heated Pool & 4-in-1 Grill
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Spring Hill Retreat w/ Heated Pool & 4-in-1 Grill

3.0 star property
10.0 out of 10, Exceptional, (3)
"Place was amazing! Super clean, pool was perfect temperature! My daughter and granddaughters were visiting from New York and they really enjoyed their time there! "
Spring Hill Retreat w/ Heated Pool & 4-in-1 Grill
Spring Hill Home w/ Private Yard & Heated Pool!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Spring Hill Home w/ Private Yard & Heated Pool!

3.0 star property
Spring Hill Home w/ Private Yard & Heated Pool!
5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai
Interior

5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai

3.0 star property
5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai
Huge Lutz Family Retreat w/ Game Room & Pool!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Huge Lutz Family Retreat w/ Game Room & Pool!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed the Lutz AirB&B home very much. It was clean, very well stocked with everything we needed, spacious for our family, pool was nice, outside area with chairs very comfy, and we really enjoyed ourselves! Great family memories at the Lutz home! "
Huge Lutz Family Retreat w/ Game Room & Pool!
Cozy Serene Country Tiny House Cottage
Property grounds

Cozy Serene Country Tiny House Cottage

9.8 out of 10, Exceptional, (6)
"Me and my husband decided to get away from the city life and go to the beautiful area of Brooksville to reflect, goal set and relax. This cottage was the perfect place! It’s a cute, quaint cottage that has everything you really need. Brian, the host, was extremely friendly, and helpful. The dogs on the property are adorable along with the chickens. We were lucky enough to even get fresh eggs for breakfast the next day! We enjoyed a fire out back and a cookout along with their swings. We...
Cozy Serene Country Tiny House Cottage
Tiny cottage in the countryside. if relaxing is your goal then you found it
Fridge, microwave, oven, stovetop

Tiny cottage in the countryside. if relaxing is your goal then you found it

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great rental the house was amazing and the owner was very helpful for the entirety of our trip can’t wait to work back there again so I can stay in this wonderful little cottage "
Tiny cottage in the countryside. if relaxing is your goal then you found it
Contemporary Lutz Home: Private Pool, Pet Friendly
TV

Contemporary Lutz Home: Private Pool, Pet Friendly

3.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent property! Owners thought of every thing; there was even a thermometer, pool towels, an outside fridge, and incense. The pool deck was spacious, just needs a power washing."
Contemporary Lutz Home: Private Pool, Pet Friendly
Lakefront Lutz Home w/ Hot Tub: 15 Mi to Tampa
Interior

Lakefront Lutz Home w/ Hot Tub: 15 Mi to Tampa

3.0 star property
Lakefront Lutz Home w/ Hot Tub: 15 Mi to Tampa
Lutz Home w/ Game Room: 7 Mi to Adventure Island!
Interior

Lutz Home w/ Game Room: 7 Mi to Adventure Island!

3.0 star property
Lutz Home w/ Game Room: 7 Mi to Adventure Island!
Dog-friendly Lutz Family Home w/ Large Yard!
House (5 Bedrooms) | Interior

Dog-friendly Lutz Family Home w/ Large Yard!

3.0 star property
Dog-friendly Lutz Family Home w/ Large Yard!
Pet-Friendly Brooksville Cottage w/ Fire Pit!
Fridge, microwave, stovetop, dishwasher

Pet-Friendly Brooksville Cottage w/ Fire Pit!

9.0 out of 10, Wonderful, (12)
"Would recommend this spot. Will be returning!!"
Pet-Friendly Brooksville Cottage w/ Fire Pit!
Zephyrhills Home - Lanai & Grill, Near Theme Parks
Microwave, oven, stovetop, dishwasher

Zephyrhills Home - Lanai & Grill, Near Theme Parks

3.0 star property
Zephyrhills Home - Lanai & Grill, Near Theme Parks
Cozy Zephyrhills Home - 6 Mi to Epperson Lagoon
Exterior

Cozy Zephyrhills Home - 6 Mi to Epperson Lagoon

3.0 star property
Cozy Zephyrhills Home - 6 Mi to Epperson Lagoon
Pet-friendly Brooksville Cottage w/ Fire Pit!
Microwave, oven, stovetop, dishwasher

Pet-friendly Brooksville Cottage w/ Fire Pit!

3.0 star property
Pet-friendly Brooksville Cottage w/ Fire Pit!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Saint Leo
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Saint Leo

Cozy Retreat Near Downtown Zephyrhills
Fridge, microwave, oven, stovetop

Cozy Retreat Near Downtown Zephyrhills

9.8 out of 10, Exceptional, (8)
"House was as dscribed. Had plenty of towels. Easy access to stores and restaurants. Good location for watching baseball. "
Cozy Retreat Near Downtown Zephyrhills
Modern studio apartment with covered outside seating area
Terrace/patio

Modern studio apartment with covered outside seating area

9.4 out of 10, Exceptional, (33)
"Perfect stay for a quick trip with my husband for a wedding in Brooksville. We will definitely be back! "
The price is AED 191
AED 450 total
includes taxes & fees
1 Apr - 2 Apr
Modern studio apartment with covered outside seating area
Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials
Interior

Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials

9.8 out of 10, Exceptional, (82)
"Property was as advertised, very nice and clean, no surprises. Nelson was very responsive to our questions and always helpful. Highly recommend. "
Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why book your cottage in Saint Leo with Expedia?
Booking a cottage in Saint Leo is as easy as entering your travel dates and selecting your ideal place for a getaway in nature. From ritzy retreats to low-cost stays and cottages that feature perks like free WiFi, Expedia has something for all traveler styles. As for the best offers around? We’ve got your back!
How can I find cheap cottages in Saint Leo?
Expedia can help you easily source cheap cottages in Saint Leo. To book your ideal stay in a matter of clicks, try out the filter tool to refine your search results by star rating, budget and amenities.