Vacation rentals in Saint Leo, FL

Best Vacation rentals and Airbnb offers in Saint Leo, FL

Saddlebrook Golf Course view Condo with Kitchen

Apartment, Saint Leo

Saddlebrook Golf Course view Condo with Kitchen is a apartment in Saint Leo, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Saddlebrook Golf Course view Condo with Kitchen

Saddlebrook Golf Course view Condo with Kitchen is a apartment in Saint Leo, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, gym, for couples, and couple massage.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $626.

From$70/night

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Small but Mighty: Private & Cozy Oasis

Apartment, Saint Leo

Small but Mighty: Private & Cozy Oasis is a apartment in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Small but Mighty: Private & Cozy Oasis

Small but Mighty: Private & Cozy Oasis is a apartment in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $492.

From$70/night

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Santorini Cabana in Zephyrhills

Apartment, Saint Leo

Santorini Cabana in Zephyrhills is a apartment in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Santorini Cabana in Zephyrhills

Santorini Cabana in Zephyrhills is a apartment in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $617.

From$88/night

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Country house -The Jungle- Pet Friendly with a Work Station to work Remotely.

Holiday Home, Saint Leo

Country house -The Jungle- Pet Friendly with a Work Station to work Remotely. is a holiday home in Saint Leo, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

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About Country house -The Jungle- Pet Friendly with a Work Station to work Remotely.

Country house -The Jungle- Pet Friendly with a Work Station to work Remotely. is a holiday home in Saint Leo, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $618.

From$88/night

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Browse Vacation Rentals with a Pool in Saint Leo, FL

Add a pool to the search when you want an easy place to cool off between outings.

Cozy Florida Retreat w/Spacious Porch- Sleeps 4

Holiday Home, Saint Leo

Cozy Florida Retreat w/Spacious Porch- Sleeps 4 is a holiday home in Saint Leo, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Cozy Florida Retreat w/Spacious Porch- Sleeps 4

Cozy Florida Retreat w/Spacious Porch- Sleeps 4 is a holiday home in Saint Leo, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $669.

From$96/night

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Cozy Retreat in a Charming Resort

Holiday Home, Saint Leo

Cozy Retreat in a Charming Resort is a holiday home in Saint Leo, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Cozy Retreat in a Charming Resort

Cozy Retreat in a Charming Resort is a holiday home in Saint Leo, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $700.

From$100/night

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Waterfront Workspace Studio | Sunset Balcony | Golf Community | Saddlebrook Resort Amenities

Condo, Saint Leo

Waterfront Workspace Studio · Sunset Balcony · Golf Community · Saddlebrook Resort Amenities is a condo in Saint Leo, with pool access, easy beach access, and outdoor space. This stay gives…

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About Waterfront Workspace Studio | Sunset Balcony | Golf Community | Saddlebrook Resort Amenities

Waterfront Workspace Studio · Sunset Balcony · Golf Community · Saddlebrook Resort Amenities is a condo in Saint Leo, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $855.

From$122/night

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Two Bedroom fully furnished house, full kithcen; sleeps Eight

Holiday Home, Saint Leo

Two Bedroom fully furnished house, full kithcen; sleeps Eight is a holiday home in Saint Leo, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Two Bedroom fully furnished house, full kithcen; sleeps Eight

Two Bedroom fully furnished house, full kithcen; sleeps Eight is a holiday home in Saint Leo, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,170.

From$167/night

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Best Saint Leo, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Breathtaking Sunset - Renovated Studio Saddlebrook

Apartment, Saint Leo

Breathtaking Sunset - Renovated Studio Saddlebrook is a apartment in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Breathtaking Sunset - Renovated Studio Saddlebrook

Breathtaking Sunset - Renovated Studio Saddlebrook is a apartment in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $606.

From$87/night

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Saddlebrook Amazing View & Spacious 2 bed/2bath

Apartment, Saint Leo

Saddlebrook Amazing View & Spacious 2 bed/2bath is a apartment in Saint Leo, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Saddlebrook Amazing View & Spacious 2 bed/2bath

Saddlebrook Amazing View & Spacious 2 bed/2bath is a apartment in Saint Leo, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $779.

From$87/night

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Saddlebrook Golf Course Condo Voila Rent

Condo, Saint Leo

Saddlebrook Golf Course Condo Voila Rent is a condo in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Saddlebrook Golf Course Condo Voila Rent

Saddlebrook Golf Course Condo Voila Rent is a condo in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $822.

From$88/night

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Lake Front House in Dade City, FL

Holiday Home, Saint Leo

Lake Front House in Dade City, FL is a holiday home in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lake Front House in Dade City, FL

Lake Front House in Dade City, FL is a holiday home in Saint Leo, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,015.

From$145/night

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Best Pet-Friendly Vacation Rentals in Saint Leo, FL

Bring your pet along with stays that welcome four-legged travelers.

Golf and Tennis Community Studio - Peaceful Pond Paradise - Pet friendly

Holiday Home, Saint Leo

Golf and Tennis Community Studio - Peaceful Pond Paradise - Pet friendly is a holiday home in Saint Leo, with pet-friendly space. This stay gives travelers a comfortable base for exploring…

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About Golf and Tennis Community Studio - Peaceful Pond Paradise - Pet friendly

Golf and Tennis Community Studio - Peaceful Pond Paradise - Pet friendly is a holiday home in Saint Leo, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, pets::allowed, and pets allowed.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $840.

From$73/night

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Golf and Tennis Community - Peaceful Pond Paradise - Pet friendly

Holiday Home, Saint Leo

Golf and Tennis Community - Peaceful Pond Paradise - Pet friendly is a holiday home in Saint Leo, with pet-friendly space. This stay gives travelers a comfortable base for exploring the…

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About Golf and Tennis Community - Peaceful Pond Paradise - Pet friendly

Golf and Tennis Community - Peaceful Pond Paradise - Pet friendly is a holiday home in Saint Leo, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, pets::allowed, and pets allowed.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,141.

From$103/night

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The Bungalow Getaway

Holiday Home, Saint Leo

The Bungalow Getaway is a holiday home in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Bungalow Getaway

The Bungalow Getaway is a holiday home in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $942.

From$135/night

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Charming Dade City - Backyard Oasis - Convenient to Tampa amenities

Holiday Home, Saint Leo

Charming Dade City - Backyard Oasis - Convenient to Tampa amenities is a holiday home in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About Charming Dade City - Backyard Oasis - Convenient to Tampa amenities

Charming Dade City - Backyard Oasis - Convenient to Tampa amenities is a holiday home in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,189.

From$170/night

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Best Saint Leo, FL vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Duck Haven - Wildlife Sanctuary - 5 miles to I75

Apartment, Saint Leo

Duck Haven - Wildlife Sanctuary - 5 miles to I75 is a apartment in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Duck Haven - Wildlife Sanctuary - 5 miles to I75

Duck Haven - Wildlife Sanctuary - 5 miles to I75 is a apartment in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $731.

From$104/night

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Saddlebrook Resort - Studio with Lake Views

Condo, Saint Leo

Saddlebrook Resort - Studio with Lake Views is a condo in Saint Leo, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Saddlebrook Resort - Studio with Lake Views

Saddlebrook Resort - Studio with Lake Views is a condo in Saint Leo, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, and microwave.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $779.

From$111/night

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Florida Breeze - Wildlife Sanctuary

Apartment, Saint Leo

Florida Breeze - Wildlife Sanctuary is a apartment in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Florida Breeze - Wildlife Sanctuary

Florida Breeze - Wildlife Sanctuary is a apartment in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $818.

From$117/night

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Cozy 2-bedroom apartment in lovely Zephyrhills with WiFi, AC

Apartment, Saint Leo

Cozy 2-bedroom apartment in lovely Zephyrhills with WiFi, AC is a apartment in Saint Leo, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 2-bedroom apartment in lovely Zephyrhills with WiFi, AC

Cozy 2-bedroom apartment in lovely Zephyrhills with WiFi, AC is a apartment in Saint Leo, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $934.

From$133/night

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Our Favorite Family-Friendly Vacation Rentals in Saint Leo, FL

Plan a trip with stays that give families more room to spread out.

Quiet & Secluded yet short distance to everything!

Cottage, Saint Leo

Quiet & Secluded yet short distance to everything! is a cottage in Saint Leo, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Quiet & Secluded yet short distance to everything!

Quiet & Secluded yet short distance to everything! is a cottage in Saint Leo, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $824.

From$118/night

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Sunshine Retreat

Holiday Home, Saint Leo

Sunshine Retreat is a holiday home in Saint Leo, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Sunshine Retreat

Sunshine Retreat is a holiday home in Saint Leo, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $856.

From$122/night

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Cozy downtown Dade City cottage. Pet friendly.

Cottage, Saint Leo

Cozy downtown Dade City cottage. Pet friendly. is a cottage in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy downtown Dade City cottage. Pet friendly.

Cozy downtown Dade City cottage. Pet friendly. is a cottage in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,217.

From$174/night

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The Historic Sweetwater Cottage Firepit & Cornhole

Cottage, Saint Leo

The Historic Sweetwater Cottage Firepit & Cornhole is a cottage in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Historic Sweetwater Cottage Firepit & Cornhole

The Historic Sweetwater Cottage Firepit & Cornhole is a cottage in Saint Leo, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,237.

From$177/night

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