Short-Term Rentals in Villa St. Simons, FL: Compare 10+ Sites & Save

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598 Best Short-Term Rentals in Villa St. Simons (Starting from $73)

Lanai and Gas Grill Bright Home in The Villages!
Lanai and Gas Grill Bright Home in The Villages!
House
The Villages, FL, USA
0.5k from Villa St. Simons center

Pool, Security/Safety, Parking, Balcony/Terrace, Internet, Fireplace/Heating, Sports/Activities

2 Bedrooms4 Guests
New to Booking
$86
Average price / night
Check Availability
Modern home with no carpet, private hot tub, fire pit, golf cart, and BBQ!
Modern home with no carpet, private hot tub, fire pit, golf cart, and BBQ!
House
The Villages, FL, 32162, United States
0.0k from Villa St. Simons center

AC, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$158
Average price / night
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Near Golf Courses Home with Sunroom in The Villages
Near Golf Courses Home with Sunroom in The Villages
House
The Villages, FL, USA
0.5k from Villa St. Simons center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$136
Average price / night
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2 bdr/2 bth Courtyard Villa in The Villages w/ Cart Lake Sumter Spanish Springs
2 bdr/2 bth Courtyard Villa in The Villages w/ Cart Lake Sumter Spanish Springs
House
The Villages, FL, 32162, United States
0.1k from Villa St. Simons center

AC, Dryer, Free Parking, Heater, Internet, Laundry, No Smoking, TV, Washer

2 Bedrooms4 Guests
8.4

Very Good

10 reviews

$158
Average price / night
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Home in The Villages with Lanai and Private Hot Tub!
Home in The Villages with Lanai and Private Hot Tub!
House
The Villages, FL, USA
0.5k from Villa St. Simons center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

2 Bedrooms6 Guests
8.9

Fabulous

15 reviews

$150
Average price / night
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3/2 Designer in the Village of Piedmont
3/2 Designer in the Village of Piedmont
House
The Villages, FL, 32162, United States
0.3k from Villa St. Simons center

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

3 Bedrooms6 Guests
New to Booking
$230
Average price / night
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Delia Place Florida Oasis With Private Lanai
Delia Place Florida Oasis With Private Lanai
House
The Villages, FL, USA
0.8k from Villa St. Simons center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$187
Average price / night
Check Availability
Near Golf Courses: Home w/ Sunroom in The Villages
Near Golf Courses: Home w/ Sunroom in The Villages
House
The Villages, FL, 32162, United States
0.5k from Villa St. Simons center

AC, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$202
Average price / night
Check Availability
17985 Z2a VILLAGE OF PIEDMONT by REMAX Premier
17985 Z2a VILLAGE OF PIEDMONT by REMAX Premier
House
The Villages, FL, USA
0.8k from Villa St. Simons center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$241
Average price / night
Check Availability
Home in The Villages w/ Lanai & Private Hot Tub!
Home in The Villages w/ Lanai & Private Hot Tub!
House
The Villages, FL, 32162-7688, United States
0.5k from Villa St. Simons center

AC, Arcade, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

31 reviews

$146
Average price / night
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Wesley - Pool Home Villagepeople
Wesley - Pool Home Villagepeople
House
The Villages, FL, USA
1.0k from Villa St. Simons center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$143
Average price / night
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Newly Renovated 2BR/2BA + Golf Cart, WiFi & Streaming!
Newly Renovated 2BR/2BA + Golf Cart, WiFi & Streaming!
House
The Villages, FL, 32162, United States
0.6k from Villa St. Simons center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$116
Average price / night
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The Coconut Courtyard private pool, themed, modern
The Coconut Courtyard private pool, themed, modern
House
The Villages, FL, USA
1.1k from Villa St. Simons center

Balcony/Terrace, Child Friendly, Parking, Pool, Internet, Air Conditioner, Breakfast

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$314
Average price / night
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Golf, Dine & Relax Poolside! The Villages Retreat
Golf, Dine & Relax Poolside! The Villages Retreat
House
The Villages, FL, 32162, United States
0.6k from Villa St. Simons center

AC, Dryer, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
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Burbank - Beautiful Designer Home Near Glenview Country Club Villagepeople
Burbank - Beautiful Designer Home Near Glenview Country Club Villagepeople
House
The Villages, FL, USA
1.2k from Villa St. Simons center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$156
Average price / night
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The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
House
The Villages, FL, 32162, United States
0.7k from Villa St. Simons center

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

2 Bedrooms6 Guests
10.0

Exceptional

31 reviews

$115
Average price / night
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3270 Z2A VILLAGE OF GLENBROOK by REMAX Premier
3270 Z2A VILLAGE OF GLENBROOK by REMAX Premier
House
The Villages, FL, USA
1.2k from Villa St. Simons center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$234
Average price / night
Check Availability
3-bedroom Designer home with great spot near Sumter Landing & Spanish Springs
3-bedroom Designer home with great spot near Sumter Landing & Spanish Springs
House
The Villages, FL, 32162, United States
0.7k from Villa St. Simons center

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

3 Bedrooms6 Guests
New to Booking
$174
Average price / night
Check Availability
Parnassus - Designer Home In The Village Of Briar Meadow Villagepeople
Parnassus - Designer Home In The Village Of Briar Meadow Villagepeople
House
The Villages, FL, USA
1.3k from Villa St. Simons center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$162
Average price / night
Check Availability
3 Bdrm, 2 Bath Home with Golf Cart & WiFi Close to Pools.
3 Bdrm, 2 Bath Home with Golf Cart & WiFi Close to Pools.
House
The Villages, FL, 32162, United States
0.7k from Villa St. Simons center

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

3 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$220
Average price / night
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Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages
Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages
House
The Villages, FL, 32162, United States
0.8k from Villa St. Simons center

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

5 Bedrooms10 Guests
10.0

Exceptional

19 reviews

$715
Average price / night
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Charming 3BR Oasis with Lanai
Charming 3BR Oasis with Lanai
House
The Villages, FL, 32162, United States
0.8k from Villa St. Simons center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$269
Average price / night
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TALLEY HO AND AWAY YOU GO! Come Stay in This Home on The 9th Hole!
TALLEY HO AND AWAY YOU GO! Come Stay in This Home on The 9th Hole!
House
The Villages, FL, 32162, United States
0.8k from Villa St. Simons center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$97
Average price / night
Check Availability
Beautiful, updated, private, contemporary “beachy” Guest suite
Beautiful, updated, private, contemporary “beachy” Guest suite
House
The Villages, FL, 32162, United States
0.9k from Villa St. Simons center

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

1 Bedroom2 Guests
10.0

Exceptional

19 reviews

$102
Average price / night
Check Availability
3 BR in The Villages free activity May -Oct with Gas golf cart. near squares
3 BR in The Villages free activity May -Oct with Gas golf cart. near squares
Apartment
The Villages, FL, 32162, United States
0.9k from Villa St. Simons center

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

3 Bedrooms6 Guests
7.4

Good

13 reviews

$73
Average price / night
Check Availability
DREAM OASIS 3-bedroom house in The Villages near golf and pool
DREAM OASIS 3-bedroom house in The Villages near golf and pool
House
The Villages, FL, 32162, United States
1.0k from Villa St. Simons center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$188
Average price / night
Check Availability
Chic Gem in The Villages - Modern Amenities & Prime Location! Call today!
Chic Gem in The Villages - Modern Amenities & Prime Location! Call today!
House
The Villages, FL, 32162, United States
1.0k from Villa St. Simons center

AC, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

16 reviews

$162
Average price / night
Check Availability

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 Short-Term Rentals in Villa St. Simons.

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Villa St. Simons Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 598 verified short-term rentals in Villa St. Simons, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Villa St. Simons vary depending on location, property size, and travel dates. Rates typically start from around $73 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Villa St. Simons include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Villa St. Simons, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Villa St. Simons often include amenities such as Fireplace/Heating, Wellness Facilities, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Villa St. Simons are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.