Compare Saint Leo Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Saint Leo

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

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

Brooksville FL
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi

Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi

Brooksville FL
At this cottage, guests have access to features like laundry facilities.
Pool & Lanai! Sophisticated Spring Hill Stay

Pool & Lanai! Sophisticated Spring Hill Stay

3 out of 5
Spring Hill FL
An outdoor pool and free WiFi in public areas are features at this cottage. A stay here includes free parking.
Pool
Kitchen
Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville

Brooksville FL
$225 nightly
The price is $248 total per night
$248 total
May 20 - May 21
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a water dispenser, and a garden.
The Historic Sweetwater Cottage Firepit & Cornhole

The Historic Sweetwater Cottage Firepit & Cornhole

Dade City FL
$259 nightly
The price is $286 total per night
$286 total
May 25 - May 26
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Cozy 1-bedroom cottage in peaceful Brooksville with AC

Cozy 1-bedroom cottage in peaceful Brooksville with AC

Brooksville FL
At this cottage, guests have access to a garden.
Kitchen
Pet friendly
"The Florida Cracker "THE GREEN ROOM" READ our five stars review..

"The Florida Cracker "THE GREEN ROOM" READ our five stars review..

Brooksville FL
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

Masaryktown FL
$153 nightly
The price is $168 total per night
$168 total
Jun 16 - Jun 17
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Pet friendly
5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai

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

3 out of 5
Spring Hill FL
Guests staying at this cottage enjoy an outdoor pool, free WiFi in public areas, and barbecue grills. You can take advantage of free parking if you drive.
Don't see what you're looking for?
See all available properties in Saint Leo
View all properties
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.

Hotel Options in Saint Leo

    Days Inn by Wyndham Brooksville/Dade City

    Days Inn by Wyndham Brooksville/Dade City

    6320 Windmere Rd Brooksville FL
    $71 nightly
    The price is $79 total per night from May 25 to May 26
    $79 total
    May 25 - May 26
    Total with taxes and fees
    7.2/10 Good! (189 reviews)
    Saddlebrook Resort

    Saddlebrook Resort

    5700 Saddlebrook Way Wesley Chapel FL
    $151 nightly
    The price is $169 total per night from Jun 14 to Jun 15
    $169 total
    Jun 14 - Jun 15
    Total with taxes and fees
    7.6/10 Good! (84 reviews)
    Roadstar Hotel Zephyrhills

    Roadstar Hotel Zephyrhills

    5734 Gall Blvd Zephyrhills FL
    $84 nightly
    The price is $93 total per night from May 27 to May 28
    $93 total
    May 27 - May 28
    Total with taxes and fees
    9.2/10 Wonderful! (1,173 reviews)

Cottages

Book a cottage in Saint Leo
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Saint Leo. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Saint Leo better.

Cottage apartments in Saint Leo range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Saint Leo
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Saint Leo and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Saint Leo cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Saint Leo. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Saint Leo Cottages essential information

Accommodation
33 Cottages
Lowest Price
$79
Highest Price
$286
Popular accommodation
The Shebeen A small Irish cottage,come experience the enchantment and trnquility, Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi, Pool & Lanai! Sophisticated Spring Hill Stay, Garden Cottage Within Walking Distance to Downtown Brooksville, The Historic Sweetwater Cottage Firepit & Cornhole, Cozy 1-bedroom cottage in peaceful Brooksville with AC, "The Florida Cracker "THE GREEN ROOM" READ our five stars review.., South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa, 5 Mi to Weeki Wachee: Spring Hill Home w/ Lanai

More to Explore