Estia Villas - Vacation Rentals in Simsbury
Villa
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
3960 ft²
-
Private Pool -
Hot Tub -
Parking -
Pool
US $626
/Night
7 Nights - $4,379
See More Simsbury Vacation Rentals
Luxury Places to Stay in Simsbury
Over 103+
Luxury Places to Stay in or Near Simsbury
House
10 Bedrooms
6 Bathrooms
20 Guests
30138.95 ft²
-
Breakfast -
Parking
-
View -
Air Conditioner
US $1,683
/Night
7 Nights - $11,783
House
10.0
(
2 Reviews
)
5 Bedrooms
5 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace -
Kitchen -
Air Conditioner
US $1,478
/Night
7 Nights - $10,343
House
1 Bedroom
1 Bathroom
1 Guest
-
Internet -
Pet Friendly -
Child Friendly -
Security/Safety
US $1,438
/Night
7 Nights - $10,063
House
10 Bedrooms
6 Bathrooms
16 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,412
/Night
7 Nights - $9,881
House
8.0
(
3 Reviews
)
10 Bedrooms
6 Bathrooms
16 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,316
/Night
7 Nights - $9,211
House
10 Bedrooms
5 Bathrooms
16 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $1,251
/Night
7 Nights - $8,756
House
5 Bedrooms
3 Bathrooms
10 Guests
16145.86 ft²
-
Breakfast
-
Parking
-
View
-
Air Conditioner
US $1,010
/Night
7 Nights - $7,071
House
10 Bedrooms
6 Bathrooms
20 Guests
30138.95 ft²
-
Breakfast
-
Parking
-
View
-
Air Conditioner
US $981
/Night
7 Nights - $6,865
See More Simsbury Luxury Vacation Rentals
Find More Simsbury Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Simsbury
Over 24+
Top-Rated Vacation Rentals with a Pool in or Near Simsbury
House
10.0
(
37 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
2050 ft²
-
Parking
-
Pool
-
Ocean View -
Balcony/Terrace
US $432
/Night
7 Nights - $3,022
House
10.0
(
17 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1853 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $349
/Night
7 Nights - $2,443
Bed & Breakfast
9.4
(
1000 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $292
/Night
7 Nights - $2,043
US $353
/Night
7 Nights - $2,473
US $165
/Night
7 Nights - $1,152
US $405
/Night
7 Nights - $2,833
US $286
/Night
7 Nights - $2,004
US $278
/Night
7 Nights - $1,943
Pet-Friendly Vacation Rentals in Simsbury
Over 44+
Pet-Friendly Vacation Rentals in or Near Simsbury
House
10.0
(
1 Review
)
5 Bedrooms
2 Bathrooms
9 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $459
/Night
7 Nights - $3,212
House
10.0
(
1 Review
)
5 Bedrooms
3 Bathrooms
10 Guests
16145.86 ft²
-
Breakfast
-
Parking
-
View
-
Air Conditioner
US $617
/Night
7 Nights - $4,320
House
9.4
(
6 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $660
/Night
7 Nights - $4,621
Apartment
6.2
(
10 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $277
/Night
7 Nights - $1,941
Apartment
6.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $271
/Night
7 Nights - $1,899
House
6.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $300
/Night
7 Nights - $2,098
House
6.0
(
1 Review
)
3 Bedrooms
1 Bathroom
6 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $522
/Night
7 Nights - $3,651
New
House
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $294
/Night
7 Nights - $2,055
See More Pet-Friendly Vacation Rentals in Simsbury on PetFriendly.io
Large Vacation Homes & Villas in Simsbury
Over 17+
Large Vacation Homes & Villas in or Near Simsbury
House
5 Bedrooms
3 Bathrooms
11 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $475
/Night
7 Nights - $3,323
House
5 Bedrooms
3 Bathrooms
10 Guests
16145.86 ft²
-
Breakfast
-
Parking
-
View
-
Air Conditioner
US $532
/Night
7 Nights - $3,726
House
10.0
(
1 Review
)
6 Bedrooms
3 Bathrooms
7 Guests
-
Hot Tub
-
Air Conditioner
-
Internet
-
Pet Friendly
US $646
/Night
7 Nights - $4,524
House
8.4
(
7 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $792
/Night
7 Nights - $5,546
New
House
8.0
(
7 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $692
/Night
7 Nights - $4,843
House
7.6
(
4 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $631
/Night
7 Nights - $4,416
House
5.0
(
4 Reviews
)
5 Bedrooms
4 Bathrooms
8 Guests
3300 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $796
/Night
7 Nights - $5,572
Apartment
4 Bedrooms
4 Bathrooms
16 Guests
438 ft²
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $808
/Night
7 Nights - $5,659
See More Family Vacation Rentals in Simsbury on FVR
Wheelchair Accessible Vacation Homes in Simsbury
Over 8+
Wheelchair Accessible Vacation Homes in or Near Simsbury
House
10.0
(
9 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1650 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $278
/Night
7 Nights - $1,949
Hotel
8.7
(
244 Reviews
)
501.6 ft²
-
Parking
-
Skiing -
Balcony/Terrace
-
Air Conditioner
US $165
/Night
7 Nights - $1,155
Apartment
9.0
(
7 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
438 ft²
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $202
/Night
7 Nights - $1,416
Apartment
3 Bedrooms
3 Bathrooms
12 Guests
1314 ft²
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $608
/Night
7 Nights - $4,258
Apartment
3 Bedrooms
3 Bathrooms
12 Guests
438 ft²
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $607
/Night
7 Nights - $4,250
Apartment
2 Bedrooms
2 Bathrooms
8 Guests
876 ft²
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $408
/Night
7 Nights - $2,858
Apartment
2 Bedrooms
2 Bathrooms
8 Guests
438 ft²
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $408
/Night
7 Nights - $2,858
Apartment
1 Bedroom
1 Bathroom
2 Guests
753 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $81
/Night
7 Nights - $567
Simsbury Vacation Rentals and Airbnb Places to Stay Under $200
Over 14+
Simsbury Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
2 Bedrooms
2 Bathrooms
4 Guests
1044 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $142
/Night
7 Nights - $992
Apartment
10.0
(
86 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $157
/Night
7 Nights - $1,100
Apartment
1 Bedroom
1 Bathroom
3 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $199
/Night
7 Nights - $1,390
Apartment
1 Bedroom
1 Bathroom
2 Guests
743 ft²
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
US $195
/Night
7 Nights - $1,363
Apartment
2 Bedrooms
2 Bathrooms
4 Guests
1421 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $161
/Night
7 Nights - $1,125
House
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $158
/Night
7 Nights - $1,108
Apartment
2 Bedrooms
2 Bathrooms
4 Guests
1087 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $154
/Night
7 Nights - $1,081
Apartment
2 Bedrooms
2 Bathrooms
4 Guests
1173 ft²
-
Child Friendly
US $145
/Night
7 Nights - $1,015
See More Simsbury Vacation Rental Deals
Instantly Bookable Vacation Homes in Simsbury
Over 24+
Instantly Bookable Vacation Homes in or Near Simsbury
House
10.0
(
12 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $277
/Night
7 Nights - $1,937
House
10.0
(
5 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $663
/Night
7 Nights - $4,641
Apartment
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $302
/Night
7 Nights - $2,114
New
House
8.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $653
/Night
7 Nights - $4,569
House
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $575
/Night
7 Nights - $4,025
House
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $306
/Night
7 Nights - $2,145
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $241
/Night
7 Nights - $1,685
House
10.0
(
14 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $330
/Night
7 Nights - $2,309
See More Simsbury Short-Term Vacation Rentals
About Simsbury Vacation Rentals
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Simsbury, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Simsbury. Places to stay near Simsbury are 3960 ft² on average, with prices averaging US $626 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Simsbury with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Simsbury
| Type | Count |
|---|---|
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Simsbury
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Simsbury.
Weather in Simsbury
View the weather forecast for Simsbury before booking your Simsbury Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Simsbury, CT
Estiavillas offers a large selection of top attractions around Simsbury. Research things to do on your vacation before you visit Simsbury.
Rosedale Farms & Vineyards
Performing Arts Center at Simsbury Meadows
Phelps Tavern Museum
Talcott Mountain State Park
XL Center
Six Flags New England
Xfinity Theatre
University of Hartford
Naismith Memorial Basketball Hall of Fame
Connecticut Convention Center
MassMutual Center
Trinity College
Eastern States Exposition
MGM Springfield
Lake Compounce
Big E
Springfield Armory
Holyoke Mall
Connecticut Science Center
Other Places to Stay Near Simsbury, CT
Simsbury Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Simsbury?
There are a lot of options in Simsbury. If you plan on staying in the Simsbury area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Simsbury:
How many vacation rentals have private pools in Simsbury?
There are 3 vacation rentals with private pools near Simsbury. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Simsbury are best for families?
If you are looking for a family-friendly vacation home in Simsbury, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Simsbury:
How many vacation rentals are available in Simsbury?
Currently, the total number of properties listed in 2026 is over 1 in the Simsbury area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Simsbury.
