Cottage Rentals in Santiago, FL: Compare 10+ Sites & Save

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15 Best Cottage Rentals in Santiago (Starting from $96)

Great location between Sumter Landing/Spanish Springs.  Golf cart included
Great location between Sumter Landing/Spanish Springs. Golf cart included
Cottage
The Villages, FL, 32162, United States
0.5k from Santiago center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$96
Average price / night
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Polo Garden Villa - 1/1 Villa On the Polo Field w/ Amazing Garden in The Village of Santiago
Polo Garden Villa - 1/1 Villa On the Polo Field w/ Amazing Garden in The Village of Santiago
Cottage
Santiago, The Villages, FL, 32162, United States
0.9k from Santiago center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

1 Bedroom2 Guests
9.0

Fabulous

7 reviews

$183
Average price / night
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3 Mi to Spanish Springs: Peaceful Retreat w/ Perks
3 Mi to Spanish Springs: Peaceful Retreat w/ Perks
Cottage
1613 Navidad St, The Villages, FL, 32162, United States
0.9k from Santiago center

AC, Arcade, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

New to Booking
$320
Average price / night
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Perfect Patio Villa in The Villages - Gas Golf Cart - 4 Min to Lake Sumpter!
Perfect Patio Villa in The Villages - Gas Golf Cart - 4 Min to Lake Sumpter!
Cottage
The Villages, FL, 32162, United States
3.5k from Santiago center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$152
Average price / night
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Peyton's Patio Homes in The Villages, Florida
Peyton's Patio Homes in The Villages, Florida
Cottage
Lady Lake, FL, 32159, United States
3.8k from Santiago center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$203
Average price / night
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Lanai & Golf Cart: The Villages Vacation Rental!
Lanai & Golf Cart: The Villages Vacation Rental!
Cottage
748 Ansel Ave, The Villages, FL, 32162-3652, United States
4.2k from Santiago center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

10.0

Exceptional

1 reviews

$301
Average price / night
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2/2 Biscayne Model w/ Golfcart
2/2 Biscayne Model w/ Golfcart
Cottage
The Villages, FL, 32159, United States
4.9k from Santiago center

AC, Dryer, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking, Pool

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$192
Average price / night
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4 Bedroom Retreat Sleeps 11 with Dock on Lake Weir near The Villages & Orlando
4 Bedroom Retreat Sleeps 11 with Dock on Lake Weir near The Villages & Orlando
Cottage
Summerfield, FL, 34491, United States
6.3k from Santiago center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms13 Guests
9.8

Exceptional

29 reviews

$367
Average price / night
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Casita of the Setting Sun- 1/1 Guest House w/ Pool Access, Golf Cart & Stunning View of Amelia Championship Golf Course
Casita of the Setting Sun- 1/1 Guest House w/ Pool Access, Golf Cart & Stunning View of Amelia Championship Golf Course
Cottage
Amelia, The Villages, FL, 32162, United States
7.0k from Santiago center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom2 Guests
9.6

Exceptional

7 reviews

$286
Average price / night
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Charming 2/2 Cottage in Liberty Park – Golf Cart Included!
Charming 2/2 Cottage in Liberty Park – Golf Cart Included!
Cottage
The Villages, FL, 32162, United States
7.1k from Santiago center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$161
Average price / night
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View of Lake Weir & private beach access
View of Lake Weir & private beach access
Cottage
Weirsdale, FL, 32195, United States
7.6k from Santiago center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

34 reviews

$182
Average price / night
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Adorable Cottage, fully furnished & free internet, golf cart, newly renovated
Adorable Cottage, fully furnished & free internet, golf cart, newly renovated
Cottage
The Villages, FL, 32162, United States
8.5k from Santiago center

AC, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$146
Average price / night
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Live the Villages Life – 2BR, Golf Cart, Fenced Yard for Furry Friends
Live the Villages Life – 2BR, Golf Cart, Fenced Yard for Furry Friends
Cottage
The Villages, FL, 32162, United States
8.6k from Santiago center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$162
Average price / night
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Enchanted Cottage
Enchanted Cottage
Cottage
Lady Lake, FL, 32159, United States
8.7k from Santiago center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$155
Average price / night
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Fly-in place to stay close to The Villages
Fly-in place to stay close to The Villages
Cottage
Fruitland Park, FL, 34731, United States
9.3k from Santiago center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.6

Exceptional

28 reviews

$155
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Cottage Rentals in Santiago.

Stay Near Santiago's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Santiago Cottage Rentals on the Map

Frequently Asked Questions

You can explore 15 verified cottage rentals in Santiago. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Santiago vary based on the season, location, and amenities offered. Rates typically start from around $96 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Santiago feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 6 listings in Santiago welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Santiago are known for their comfort and charm, often including amenities such as Laundry, Bedding/Linens, and Fireplace/Heating. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Santiago are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.