Family-Friendly Vacation Rentals in Simon Diaz, Santiago de los Caballeros: Compare 10+ Sites & Save

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  3.  Dominican Republic

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  6.  Simon Diaz

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339 Best Family Vacation Rentals in Simon Diaz (Starting from $25)

MOR 2-3BR WITH TWO PARKING
MOR 2-3BR WITH TWO PARKING
Apartment
Simon Diaz, Santiago de los Caballeros, Santiago (province), Dominican Republic
0.6k from Simon Diaz center

Parking, Laundry, Air Conditioner, Internet, Child Friendly

3 Bedrooms6 Guests
New to Booking
$68
Average price / night
Check Availability
Spacious 3-bedroom Apt. w/ Pool, Gym, private patio and BBQ  in Santiago
Spacious 3-bedroom Apt. w/ Pool, Gym, private patio and BBQ in Santiago
Apartment
Santiago de los Caballeros, 51000, Dominican Republic
1.5k from Simon Diaz center

AC, Fitness Equipment, Free Parking, Internet, Laundry, Microwave, No Smoking, TV, Washer

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$77
Average price / night
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Beautiful Cozy Los Jardines, 1 Floor
Beautiful Cozy Los Jardines, 1 Floor
Apartment
Santiago de los Caballeros, Dominican Republic
0.8k from Simon Diaz center

Pet Friendly, Internet, Breakfast, Laundry, Smoking, Parking, Air Conditioner

1 Bedroom2 Guests
8.3

Very Good

14 reviews

$55
Average price / night
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Beautiful luxurious apart with mountain view 3-bedroom condo in awesome STI, RD
Beautiful luxurious apart with mountain view 3-bedroom condo in awesome STI, RD
Condo
Santiago de los Caballeros, 51000, Dominican Republic
1.6k from Simon Diaz center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$88
Average price / night
Check Availability
Apartamento con Bella Vista
Apartamento con Bella Vista
Apartment
Santiago de los Caballeros, Dominican Republic
0.9k from Simon Diaz center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom7 Guests
New to Booking
$102
Average price / night
Check Availability
Comfy Apartment In Harmony I
Comfy Apartment In Harmony I
Apartment
Santiago de los Caballeros, 51000, Dominican Republic
1.6k from Simon Diaz center

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

3 Bedrooms5 Guests
New to Booking
$106
Average price / night
Check Availability
Heyday Studio With Full Kitchenette
Heyday Studio With Full Kitchenette
Apartment
Santiago de los Caballeros, Dominican Republic
0.9k from Simon Diaz center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$75
Average price / night
Check Availability
Best PARADISE Condo 3 BED, 3AC, WIFI & POOL VIEW
Best PARADISE Condo 3 BED, 3AC, WIFI & POOL VIEW
Condo
Santiago De Los Caballeros, 51000, Dominican Republic
1.7k from Simon Diaz center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.4

Superb

19 reviews

$59
Average price / night
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Alojamiento paulino
Alojamiento paulino
Apartment
Santiago de los Caballeros, Dominican Republic
1.1k from Simon Diaz center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.2

Superb

38 reviews

$34
Average price / night
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King Size Finest 3bd Condo| 3A/C| WIFI| TV|Cable !
King Size Finest 3bd Condo| 3A/C| WIFI| TV|Cable !
Condo
Stgo, 51000, Dominican Republic
1.9k from Simon Diaz center

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

3 Bedrooms6 Guests
9.0

Fabulous

12 reviews

$106
Average price / night
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El anexos
El anexos
Apartment
Santiago de los Caballeros, Dominican Republic
1.1k from Simon Diaz center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
8.4

Very Good

7 reviews

$28
Average price / night
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DR Villa Monumental Area cozy apt Santiago
DR Villa Monumental Area cozy apt Santiago
Villa
Santiago De Los Caballeros, 51000, Dominican Republic
1.9k from Simon Diaz center

AC, Balcony, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

New to Booking
$158
Average price / night
Check Availability
Hermoso Apartamento centro ciudad, wifi
Hermoso Apartamento centro ciudad, wifi
Apartment
Santiago de los Caballeros, Dominican Republic
1.1k from Simon Diaz center

Parking, Internet, Balcony/Terrace, Security/Safety, Air Conditioner, Child Friendly

2 Bedrooms4 Guests
6.5

Good

6 reviews

$46
Average price / night
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Luxury condo with pool gym parking wifi and more
Luxury condo with pool gym parking wifi and more
Apartment
Santiago De Los Caballeros, 51000, Dominican Republic
2.1k from Simon Diaz center

AC, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$68
Average price / night
Check Availability
Céntrico a 2 minutos del monumento
Céntrico a 2 minutos del monumento
Apartment
Santiago de los Caballeros, Dominican Republic
1.1k from Simon Diaz center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

1 Bedroom2 Guests
New to Booking
$107
Average price / night
Check Availability
CASA ALY EN SANTIAGO REP. DOM
CASA ALY EN SANTIAGO REP. DOM
Villa
Stgo, 51000, Dominican Republic
2.1k from Simon Diaz center

AC, Balcony, Barbecue, Crib, Dryer, Internet, Kitchen, Laundry, Living Area

1 Bedroom12 Guests
2.0

Review score

1 reviews

$838
Average price / night
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Exclusivo, céntrico y seguro
Exclusivo, céntrico y seguro
Apartment
Santiago de los Caballeros, Dominican Republic
1.1k from Simon Diaz center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

1 Bedroom4 Guests
New to Booking
$116
Average price / night
Check Availability
Modern 2BR in La Trinitaria, Sti No Cleaning Fee!
Modern 2BR in La Trinitaria, Sti No Cleaning Fee!
Apartment
Santiago Province, 51000, Dominican Republic
2.2k from Simon Diaz center

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

2 Bedrooms4 Guests
New to Booking
$129
Average price / night
Check Availability
lugar comodo y barato
lugar comodo y barato
Apartment
Santiago de los Caballeros, Dominican Republic
1.1k from Simon Diaz center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family

1 Bedroom2 Guests
9.3

Superb

3 reviews

$25
Average price / night
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LUXURY EN EL MONUMENTO DE SANTIAGO DE LOS CABALLEROS
LUXURY EN EL MONUMENTO DE SANTIAGO DE LOS CABALLEROS
House
Santiago De Los Caballeros, 51000, Dominican Republic
2.2k from Simon Diaz center

AC, Balcony, Free Parking, Internet, Kitchen, Patio, Pool, TV

3 Bedrooms8 Guests
New to Booking
$81
Average price / night
Check Availability
Lujoso exclusivo próximo monumento
Lujoso exclusivo próximo monumento
Apartment
Santiago de los Caballeros, Dominican Republic
1.1k from Simon Diaz center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom4 Guests
5.7

Review score

3 reviews

$78
Average price / night
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 Confort, family friendly & luxury
Confort, family friendly & luxury
Apartment
Santiago de los Caballeros, 51000, Dominican Republic
2.2k from Simon Diaz center

AC, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, Pool

3 Bedrooms6 Guests
2.0

Review score

1 reviews

$59
Average price / night
Check Availability
Nice 2 bedrooms appartment with free parking on site and quiet area.
Nice 2 bedrooms appartment with free parking on site and quiet area.
Apartment
Santiago de los Caballeros, 51000, Dominican Republic
2.4k from Simon Diaz center

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

2 Bedrooms4 Guests
New to Booking
$72
Average price / night
Check Availability
Lujoso Apartamento en Santiago con WiFi y piscina
Lujoso Apartamento en Santiago con WiFi y piscina
Apartment
Santiago De Los Caballeros, 51000, Dominican Republic
2.5k from Simon Diaz center

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

2 Bedrooms4 Guests
8.0

Good

1 reviews

$71
Average price / night
Check Availability
6A SANTIAGO CENTER, COZY HOUSE APT TO STAY
6A SANTIAGO CENTER, COZY HOUSE APT TO STAY
Apartment
Altos de Virella, 51000, Dominican Republic
2.6k from Simon Diaz center

AC, Balcony, Barbecue, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$226
Average price / night
Check Availability
3 BEDROOM APARTMENT WITH POOL AND GYM
3 BEDROOM APARTMENT WITH POOL AND GYM
Apartment
Santiago De Los Caballeros, 51000, Dominican Republic
2.8k from Simon Diaz center

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

3 Bedrooms8 Guests
New to Booking
$160
Average price / night
Check Availability
Exquisite 3BR Luxury Oasis ❤ of Santiago
Exquisite 3BR Luxury Oasis ❤ of Santiago
Condo
Santiago De Los Caballeros, 51000, Dominican Republic
2.8k from Simon Diaz center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$119
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 Family Vacation Rentals in Simon Diaz.

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Simon Diaz Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 339 verified family-friendly vacation rentals in Simon Diaz. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Simon Diaz vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $25 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Simon Diaz offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Simon Diaz are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Simon Diaz often include amenities such as Child Friendly, Laundry, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.